Ocalahomesandfarmsrealty.com Search Results

Virtually Staged. Positioned on a quiet canal, this exceptional property features a covered boat dock with lift, offering effortless access to the renowned Winter Park Chain of Lakes. This home, built by Liberty Development, with 4-bedrooms plus two bonus rooms blends elegance with comfortable everyday living. The main level offers a dedicated office area, formal dining room, and an inviting gathering room with gas fireplace, all flowing seamlessly into the stunning chef’s kitchen. Designed for entertaining, the kitchen features two large islands, exotic granite countertops, under-cabinet lighting, and premium Thermador appliances including a 6-burner gas range with griddle. The walk-in butler’s pantry has a beverage cooler and ice maker adds both style and functionality. The adjoining breakfast area is framed by grand windows overlooking the pool, cabana, and canal. The luxurious downstairs primary suite enjoys tranquil water views and a spa-inspired bath with travertine stone floors, marble counters, custom cabinetry, soaking tub, walk-in shower with steam and generous closet space. Upstairs you’ll find three additional bedrooms and a spacious bonus room, while a separate bonus suite above the garage provides future space for a media room, gym or guest retreat. The interior of the home is highlighted by hardwood floors, plantation shutters, decorative moldings and designer lighting throughout. The outdoor living area is equally impressive. French doors open to a covered porch with classic Old Winter Park brick, leading to a travertine-surrounded pool and private cabana with a wood-burning fireplace. Exterior highlights include a metal roof, durable cement board siding and wooden shutters. Don’t miss this limited opportunity to have immediate and easy access to the coveted Winter Park Chain of Lakes. *Some photos have been virtually staged*

4 Beds ⋅ 4 Baths ⋅ Maitland Shores 1st Add SubDv. ⋅ 32789 Zip Code

Virtually Staged. Positioned on a quiet canal, this exceptional property features a covered boat dock with lift, offering effortless access to the renowned Winter Park Chain of Lakes. This home, built by Liberty Development, with 4-bedrooms plus two bonus rooms blends elegance with comfortable everyday living. The main level offers a dedicated office area, formal dining room, and an inviting gathering room with gas fireplace, all flowing seamlessly into the stunning chef’s kitchen. Designed for entertaining, the kitchen features two large islands, exotic granite countertops, under-cabinet lighting, and premium Thermador appliances including a 6-burner gas range with griddle. The walk-in butler’s pantry has a beverage cooler and ice maker adds both style and functionality. The adjoining breakfast area is framed by grand windows overlooking the pool, cabana, and canal. The luxurious downstairs primary suite enjoys tranquil water views and a spa-inspired bath with travertine stone floors, marble counters, custom cabinetry, soaking tub, walk-in shower with steam and generous closet space. Upstairs you’ll find three additional bedrooms and a spacious bonus room, while a separate bonus suite above the garage provides future space for a media room, gym or guest retreat. The interior of the home is highlighted by hardwood floors, plantation shutters, decorative moldings and designer lighting throughout. The outdoor living area is equally impressive. French doors open to a covered porch with classic Old Winter Park brick, leading to a travertine-surrounded pool and private cabana with a wood-burning fireplace. Exterior highlights include a metal roof, durable cement board siding and wooden shutters. Don’t miss this limited opportunity to have immediate and easy access to the coveted Winter Park Chain of Lakes. *Some photos have been virtually staged*

2240 Venetian Way, Winter Park

$399,900

No-HOA home with NEW ROOF 2022 and dedicated HOME OFFICE/FLEX SPACE! This move-in-ready 3-bedroom, 2-bathroom residence offers 1,366 sq ft of smart living plus an bonus room perfect for remote work, creative studio, or guests—functionality of four spaces without the 4-bedroom price premium.Enjoy zero HOA restrictions, significant monthly savings, and peace of mind with a 3-year-old roof (transferable documentation included). Features include updated flooring throughout (no carpet), fully fenced backyard, and 2-car garage. Zoned for desirable Seminole County schools (Eastbrook Elementary/Lake Howell High) with quick access to SR-436, shopping, and downtown Winter Park. Ideal for remote professionals, small families, or savvy buyers seeking low-maintenance ownership with room to work and grow. Quick closing available. Schedule today!

3 Beds ⋅ 2 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code

No-HOA home with NEW ROOF 2022 and dedicated HOME OFFICE/FLEX SPACE! This move-in-ready 3-bedroom, 2-bathroom residence offers 1,366 sq ft of smart living plus an bonus room perfect for remote work, creative studio, or guests—functionality of four spaces without the 4-bedroom price premium.Enjoy zero HOA restrictions, significant monthly savings, and peace of mind with a 3-year-old roof (transferable documentation included). Features include updated flooring throughout (no carpet), fully fenced backyard, and 2-car garage. Zoned for desirable Seminole County schools (Eastbrook Elementary/Lake Howell High) with quick access to SR-436, shopping, and downtown Winter Park. Ideal for remote professionals, small families, or savvy buyers seeking low-maintenance ownership with room to work and grow. Quick closing available. Schedule today!

5503 Albert Drive, Winter Park

$535,000

Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after Urban Green Community. Built in 2022, this move-in ready residence showcases sleek, contemporary finishes throughout all three levels. Step up to a welcoming covered and pavered front porch, fenced-in front yard, and into a thoughtfully designed layout. The first floor offers a private bedroom with its own walk in closet and ensuite—perfect for guests or a home office. On the second floor, enjoy open-concept living with a bright and airy great room featuring high ceilings, recessed lighting, and seamless access to an oversized balcony through sliding glass doors. The modern kitchen is a showstopper, complete with quartz countertops, stainless steel appliances, a walk-in pantry, white shaker cabinets and a large center island with breakfast bar seating. Upstairs, you'll find two additional bedrooms, including the spacious primary suite with a walk-in closet, double vanity, glass-enclosed shower, and built-in shelving. The third bedroom also includes its own ensuite for added privacy and comfort. Additional highlights include an oversized rear-entry 2-car garage, laundry room, ample storage, and low-maintenance living. Enjoy unbeatable proximity to I-4, Downtown Orlando, Dubsdread Golf Course, Rollins College, Park Avenue, and Winter Park Village—offering endless dining, shopping, and entertainment options. This modern gem offers the best of both worlds: a turnkey home in a central, vibrant location. Don’t miss your chance to own in one of Orlando’s most desirable areas!

3 Beds ⋅ 4 Baths ⋅ Urban Green 12 SubDv. ⋅ 32789 Zip Code

Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after Urban Green Community. Built in 2022, this move-in ready residence showcases sleek, contemporary finishes throughout all three levels. Step up to a welcoming covered and pavered front porch, fenced-in front yard, and into a thoughtfully designed layout. The first floor offers a private bedroom with its own walk in closet and ensuite—perfect for guests or a home office. On the second floor, enjoy open-concept living with a bright and airy great room featuring high ceilings, recessed lighting, and seamless access to an oversized balcony through sliding glass doors. The modern kitchen is a showstopper, complete with quartz countertops, stainless steel appliances, a walk-in pantry, white shaker cabinets and a large center island with breakfast bar seating. Upstairs, you'll find two additional bedrooms, including the spacious primary suite with a walk-in closet, double vanity, glass-enclosed shower, and built-in shelving. The third bedroom also includes its own ensuite for added privacy and comfort. Additional highlights include an oversized rear-entry 2-car garage, laundry room, ample storage, and low-maintenance living. Enjoy unbeatable proximity to I-4, Downtown Orlando, Dubsdread Golf Course, Rollins College, Park Avenue, and Winter Park Village—offering endless dining, shopping, and entertainment options. This modern gem offers the best of both worlds: a turnkey home in a central, vibrant location. Don’t miss your chance to own in one of Orlando’s most desirable areas!

1250 Formosa Avenue, Winter Park

$500,000

Check out this private pool home in lovely Winter Park. Offers 4 bedrooms, 3 baths and a 2 car garage. Huge kitchen overlooking family room. Inside laundry room. Fenced backyard. Zoned for Lake Howell High School.

4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Check out this private pool home in lovely Winter Park. Offers 4 bedrooms, 3 baths and a 2 car garage. Huge kitchen overlooking family room. Inside laundry room. Fenced backyard. Zoned for Lake Howell High School.

2054 Eastbrook Boulevard, Winter Park

$695,000

Welcome to your dream home in the highly sought-after community of Winter Park Pines! This beautifully maintained 4-bedroom, 3-bathroom residence offers 2,312 square feet of comfortable and stylish living space ideally designed for modern and multigenerational lifestyles. The recently remodeled primary suite is a true retreat, featuring new carpeting and tile flooring, dual granite vanities, an oversized walk-in shower with modern, upgraded fixtures, a new water closet, and thoughtful contemporary finishes throughout. Inside, you’ll find timeless architectural charm which includes a formal dining room, three spacious living areas, louvered window shutters, and elegant hardwood flooring. One of the living spaces is highlighted by a stunning brick fireplace overlooking the beautiful private pool area and fully fenced backyard — creating the perfect setting for entertaining, family gatherings, or simply unwinding in your own backyard oasis. In addition, this spectacular residence also boasts tasteful landscaping touches for exceptional curb appeal, a large two-car garage with electric opener, a newer shingle roof replaced in late 2023, and fresh interior paint throughout the home. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, Ward Park, Showalter Field, tennis and pickleball courts, top-rated schools, and the many shopping and dining destinations of Park Avenue and historic downtown Winter Park. Don’t miss this rare opportunity to own a true Winter Park gem — schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Welcome to your dream home in the highly sought-after community of Winter Park Pines! This beautifully maintained 4-bedroom, 3-bathroom residence offers 2,312 square feet of comfortable and stylish living space ideally designed for modern and multigenerational lifestyles. The recently remodeled primary suite is a true retreat, featuring new carpeting and tile flooring, dual granite vanities, an oversized walk-in shower with modern, upgraded fixtures, a new water closet, and thoughtful contemporary finishes throughout. Inside, you’ll find timeless architectural charm which includes a formal dining room, three spacious living areas, louvered window shutters, and elegant hardwood flooring. One of the living spaces is highlighted by a stunning brick fireplace overlooking the beautiful private pool area and fully fenced backyard — creating the perfect setting for entertaining, family gatherings, or simply unwinding in your own backyard oasis. In addition, this spectacular residence also boasts tasteful landscaping touches for exceptional curb appeal, a large two-car garage with electric opener, a newer shingle roof replaced in late 2023, and fresh interior paint throughout the home. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, Ward Park, Showalter Field, tennis and pickleball courts, top-rated schools, and the many shopping and dining destinations of Park Avenue and historic downtown Winter Park. Don’t miss this rare opportunity to own a true Winter Park gem — schedule your private showing today!

715 S Ranger Boulevard, Winter Park

$1,499,000

Virtually Staged. Now offered at $1,499,000. Attractive financing opportunities may be available to qualified buyers, including preferred lender financing incentives. Set within an intimate residential enclave and surrounded by multimillion-dollar homes, and short distance to Winter Park Golf Course and Park Avenue, this stylish residence offers location, lifestyle and long-term appeal that make in-town Winter Park desirable. Inside, a sophisticated modern design features polished concrete floors, an open and light-filled floor plan, designer lighting, chef-inspired kitchen and seamless indoor-outdoor living. A private courtyard and pool create an inviting setting for entertaining and everyday living. This beautiful residence offers an opportunity to buy into an established neighborhood that continues to evolve. At $1,499,000, 641 Northwood Circle presents a compelling opportunity to enjoy the Winter Park lifestyle today while investing in one of the area’s enduring locations.

3 Beds ⋅ 5 Baths ⋅ Winter Park Oasis SubDv. ⋅ 32789 Zip Code

Virtually Staged. Now offered at $1,499,000. Attractive financing opportunities may be available to qualified buyers, including preferred lender financing incentives. Set within an intimate residential enclave and surrounded by multimillion-dollar homes, and short distance to Winter Park Golf Course and Park Avenue, this stylish residence offers location, lifestyle and long-term appeal that make in-town Winter Park desirable. Inside, a sophisticated modern design features polished concrete floors, an open and light-filled floor plan, designer lighting, chef-inspired kitchen and seamless indoor-outdoor living. A private courtyard and pool create an inviting setting for entertaining and everyday living. This beautiful residence offers an opportunity to buy into an established neighborhood that continues to evolve. At $1,499,000, 641 Northwood Circle presents a compelling opportunity to enjoy the Winter Park lifestyle today while investing in one of the area’s enduring locations.

641 Northwood Circle, Winter Park

$374,900

Virtually Staged. BEST PRICED HOME IN THE NEIGHBORHOOD! INVESTOR SPECIAL! PRICED $75,000 BELOW CURRENT MARKET VALUE with plenty of equity for the next family to add there personal touches. A well maintained 3 bedroom 2 bath home located in a highly sought after Winter Park, Garden Lake Estates. Nestled in Seminole County, an A rated school zone! The home also sits on a large lot with plenty of room for outdoor living, No rear neighbors for added privacy, gardening or future expansion. The property offers endless potential. Featuring a newer roof, and kitchen cabinets and flooring only 3 years old. The home offers added value and peace of mind. Conveniently located near shopping, schools, dining, parks and major roadways, you'll enjoy both comfort and convenience.One or more photo(s) have been virtually staged.

3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code

Virtually Staged. BEST PRICED HOME IN THE NEIGHBORHOOD! INVESTOR SPECIAL! PRICED $75,000 BELOW CURRENT MARKET VALUE with plenty of equity for the next family to add there personal touches. A well maintained 3 bedroom 2 bath home located in a highly sought after Winter Park, Garden Lake Estates. Nestled in Seminole County, an A rated school zone! The home also sits on a large lot with plenty of room for outdoor living, No rear neighbors for added privacy, gardening or future expansion. The property offers endless potential. Featuring a newer roof, and kitchen cabinets and flooring only 3 years old. The home offers added value and peace of mind. Conveniently located near shopping, schools, dining, parks and major roadways, you'll enjoy both comfort and convenience.One or more photo(s) have been virtually staged.

1840 Aster Drive, Winter Park

$836,000

Step into timeless style and modern comfort in this stunning 3-bedroom, 3-bathroom Mid-Century Modern home nestled in the heart of Winter Park. Designed with character and functionality in mind, this unique residence features abundant natural light, clean architectural lines, and a striking pass-through fireplace that creates the perfect ambiance between living spaces. Enjoy true Florida living with a private backyard pool, ideal for relaxing or entertaining year-round. The home also includes deeded access to a private dock and boat ramp, making boating on beautiful Lake Killarney just steps from your door. Perfectly positioned for convenience and lifestyle, this property is just a 6-minute drive to the upscale shopping and dining of Park Avenue, only 10 minutes from Downtown Orlando and Camping World Stadium, and approximately 35 minutes from Walt Disney World. Whether you're seeking a stylish primary residence or a one-of-a-kind Central Florida retreat, this home delivers the perfect blend of location, design, and lifestyle. Now offering $10,000 Seller Credit! Call to schedule your showing today!

3 Beds ⋅ 3 Baths ⋅ Flamingo Shores SubDv. ⋅ 32789 Zip Code

Step into timeless style and modern comfort in this stunning 3-bedroom, 3-bathroom Mid-Century Modern home nestled in the heart of Winter Park. Designed with character and functionality in mind, this unique residence features abundant natural light, clean architectural lines, and a striking pass-through fireplace that creates the perfect ambiance between living spaces. Enjoy true Florida living with a private backyard pool, ideal for relaxing or entertaining year-round. The home also includes deeded access to a private dock and boat ramp, making boating on beautiful Lake Killarney just steps from your door. Perfectly positioned for convenience and lifestyle, this property is just a 6-minute drive to the upscale shopping and dining of Park Avenue, only 10 minutes from Downtown Orlando and Camping World Stadium, and approximately 35 minutes from Walt Disney World. Whether you're seeking a stylish primary residence or a one-of-a-kind Central Florida retreat, this home delivers the perfect blend of location, design, and lifestyle. Now offering $10,000 Seller Credit! Call to schedule your showing today!

338 Blue Heron Drive, Winter Park

$998,000

Experience the perfect blend of modern luxury, thoughtful design, and an unbeatable Winter Park location in this stunning custom residence built in 2023 by acclaimed builder Odin Homes. Showcasing over two years of gentle ownership, this exceptional home lives like new and offers a rare opportunity to own a move-in-ready custom home without the wait of new construction. Designed with sophistication and functionality in mind, this 4-bedroom, 4-bath residence features spacious living areas, designer finishes, soaring ceilings, and an open-concept floor plan ideal for both everyday living and entertaining. Every detail reflects Odin Homes' renowned craftsmanship, quality construction, and attention to detail. Perfectly situated on a beautiful homesite in one of Winter Park's most desirable neighborhoods, residents enjoy access to top-rated schools including Dommerich Elementary, Maitland Middle School, and Winter Park High School. The location offers exceptional convenience just minutes from Park Avenue's renowned dining and shopping, downtown Orlando, Winter Park Village, major employers, and area attractions. Whether you're searching for a primary residence or simply want the benefits of newer construction without the construction timeline, this exceptional custom home delivers luxury, location, and lifestyle in one of Central Florida's most sought-after communities.

4 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Experience the perfect blend of modern luxury, thoughtful design, and an unbeatable Winter Park location in this stunning custom residence built in 2023 by acclaimed builder Odin Homes. Showcasing over two years of gentle ownership, this exceptional home lives like new and offers a rare opportunity to own a move-in-ready custom home without the wait of new construction. Designed with sophistication and functionality in mind, this 4-bedroom, 4-bath residence features spacious living areas, designer finishes, soaring ceilings, and an open-concept floor plan ideal for both everyday living and entertaining. Every detail reflects Odin Homes' renowned craftsmanship, quality construction, and attention to detail. Perfectly situated on a beautiful homesite in one of Winter Park's most desirable neighborhoods, residents enjoy access to top-rated schools including Dommerich Elementary, Maitland Middle School, and Winter Park High School. The location offers exceptional convenience just minutes from Park Avenue's renowned dining and shopping, downtown Orlando, Winter Park Village, major employers, and area attractions. Whether you're searching for a primary residence or simply want the benefits of newer construction without the construction timeline, this exceptional custom home delivers luxury, location, and lifestyle in one of Central Florida's most sought-after communities.

1404 Border Drive, Winter Park

$459,900

MAJOR PRICE IMPROVEMENT!!! Been looking for a 4 bedroom home? Well, you have found it!!! This one owner home definitely shows pride of ownership! The attention to detail is obvious! Some of the upgrades include a 10 KW solar panel system, double pane gas insulated windows throughout the house and the enclosed lanai. The kitchen has LG appliances and granite countertops. Both bathrooms have updates as well. The house has ceramic tile throughout and bamboo flooring in the master bedroom. More updates include Trane A/C system, newer water heater, roof in 2021, and electrical panel in 2017. Also included are a garage door opener that has battery backup for power outages, ring door sensors on all main windows and doors, motion activated lights at night on all 4 sides of home, a water softener, and an I-Flo system on the A/C. All that, and a desirable neighborhood with highly rated schools! You don't want to miss this one! Make your appointment today!!!

4 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 3 SubDv. ⋅ 32792 Zip Code

MAJOR PRICE IMPROVEMENT!!! Been looking for a 4 bedroom home? Well, you have found it!!! This one owner home definitely shows pride of ownership! The attention to detail is obvious! Some of the upgrades include a 10 KW solar panel system, double pane gas insulated windows throughout the house and the enclosed lanai. The kitchen has LG appliances and granite countertops. Both bathrooms have updates as well. The house has ceramic tile throughout and bamboo flooring in the master bedroom. More updates include Trane A/C system, newer water heater, roof in 2021, and electrical panel in 2017. Also included are a garage door opener that has battery backup for power outages, ring door sensors on all main windows and doors, motion activated lights at night on all 4 sides of home, a water softener, and an I-Flo system on the A/C. All that, and a desirable neighborhood with highly rated schools! You don't want to miss this one! Make your appointment today!!!

1320 Gladiolas Dr, Winter Park

$6,000,000

Experience timeless elegance and deliberate craftsmanship in the heart of prestigious Winter Park. This one-of- a-kind exceptional estate offers more than 7,300 square feet across three beautifully designed levels, blending refined luxury with modern comfort. Rich architectural details include solid red oak flooring with a walnut finish, nearly 10-foot ceilings, stacked crown moldings, custom ironwork, designer lighting, and extensive millwork throughout. The gourmet kitchen is thoughtfully appointed with Viking and GE Monogram appliances, custom Busby cabinetry, an oversized island, and a butler’s pantry. It also includes multiple filtered water and ice zones designed for effortless entertaining. The spacious primary suite offers a true retreat with spa-inspired marble finishes, an oversized walk-in shower, a jetted soaking tub, and exceptional custom closet space. Additional features include a private elevator, Control4 automation, integrated audio/video/security systems, five HVAC systems, a central vacuum system, and a Generac whole-home generator. A fully finished and expansive basement level serves as a unique and exceptional extension of the home’s living and entertaining space. Designed for both relaxation and recreation, it features a game and arcade room, a full beverage center with a dishwasher, microwave, and Scotsman ice machine, a fitness area with a sauna and steam room, an additional laundry room, a creative storage center, and a private 4K theater with seating for multiple guests. Outdoors, resort-style living awaits with a saltwater pool and spa, a summer kitchen with a custom copper hood, an electric gated entry, landscape lighting, lush cascading bougainvillea, and ten mature magnolia trees creating exceptional beauty and privacy. The property also features a dog run with artificial turf. Three ventless gas fireplaces, including one on the private covered porch, add warmth and ambiance throughout the home. This home also features a whole-house water softener system. Top-rated A+ public schools are within a short walk or bike ride. Nearby highly regarded private schools include Park Maitland School, The Christ School, The First Academy, Trinity Preparatory School, Lake Highland Preparatory School, and Bishop Moore Catholic High School. Perfectly positioned within walking distance of the boutiques and dining of Park Avenue, and just minutes from the Winter Park Golf Course, Rollins College, and Advent Health Winter Park, this is a rare opportunity to own an exceptional custom estate in one of Central Florida’s most sought-after communities.

5 Beds ⋅ 8 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Experience timeless elegance and deliberate craftsmanship in the heart of prestigious Winter Park. This one-of- a-kind exceptional estate offers more than 7,300 square feet across three beautifully designed levels, blending refined luxury with modern comfort. Rich architectural details include solid red oak flooring with a walnut finish, nearly 10-foot ceilings, stacked crown moldings, custom ironwork, designer lighting, and extensive millwork throughout. The gourmet kitchen is thoughtfully appointed with Viking and GE Monogram appliances, custom Busby cabinetry, an oversized island, and a butler’s pantry. It also includes multiple filtered water and ice zones designed for effortless entertaining. The spacious primary suite offers a true retreat with spa-inspired marble finishes, an oversized walk-in shower, a jetted soaking tub, and exceptional custom closet space. Additional features include a private elevator, Control4 automation, integrated audio/video/security systems, five HVAC systems, a central vacuum system, and a Generac whole-home generator. A fully finished and expansive basement level serves as a unique and exceptional extension of the home’s living and entertaining space. Designed for both relaxation and recreation, it features a game and arcade room, a full beverage center with a dishwasher, microwave, and Scotsman ice machine, a fitness area with a sauna and steam room, an additional laundry room, a creative storage center, and a private 4K theater with seating for multiple guests. Outdoors, resort-style living awaits with a saltwater pool and spa, a summer kitchen with a custom copper hood, an electric gated entry, landscape lighting, lush cascading bougainvillea, and ten mature magnolia trees creating exceptional beauty and privacy. The property also features a dog run with artificial turf. Three ventless gas fireplaces, including one on the private covered porch, add warmth and ambiance throughout the home. This home also features a whole-house water softener system. Top-rated A+ public schools are within a short walk or bike ride. Nearby highly regarded private schools include Park Maitland School, The Christ School, The First Academy, Trinity Preparatory School, Lake Highland Preparatory School, and Bishop Moore Catholic High School. Perfectly positioned within walking distance of the boutiques and dining of Park Avenue, and just minutes from the Winter Park Golf Course, Rollins College, and Advent Health Winter Park, this is a rare opportunity to own an exceptional custom estate in one of Central Florida’s most sought-after communities.

1571 Woodland Avenue, Winter Park

$1,049,900

Located in an intimate gated community of just 28 homes and minutes from Downtown Winter Park, this exceptional former K. Hovnanian model home features over $200,000 in builder and custom upgrades. Ideally located just 2 miles from Target and Costco, near the 417, and next to highly regarded private schools including Trinity Preparatory School, this home offers luxury and convenience in an unbeatable location. The stunning Michelson floorplan features an open-concept design with beautiful wood-look tile flooring, a private office, formal dining room, built-in speakers, and designer finishes throughout. The gourmet kitchen showcases quartz countertops, 42” cabinetry, stainless steel appliances, gas cooktop, oversized island, butler’s pantry with wine fridge, and a custom walk-in pantry. Massive 12-foot triple sliding doors open to a resort-style backyard with a pool, custom fire pit, pergola seating, and pre-wire for a gas grill. The first floor includes a private guest suite with pool access, full bath, mudroom, half bath, and oversized three-car tandem garage with overhead storage. Upstairs features an expansive loft and bonus room, spacious bedrooms with walk-in closets, Jack-and-Jill bath, additional full bath, large laundry room, and a luxurious owner’s retreat with tray ceilings, coffee bar, spa-inspired bath, oversized shower, and enormous walk-in closet. Residents also enjoy a private community dock for kayaking, paddleboarding, or sunset views. Additional highlights include a brand-new A/C and countless high-end finishes. TAX SAVINGS! Buyers who qualify for Florida Homestead may also benefit from a proposed 2026 constitutional amendment that could increase the homestead exemption to $150,000 in 2027 and $250,000 in 2028 on non-school property taxes if approved by voters. Buyers should verify eligibility and potential savings with the Seminole County Property Appraiser. A rare combination of luxury, location, privacy, and potential tax benefits—this meticulously maintained home is a must-see!

5 Beds ⋅ 5 Baths ⋅ Lake Florence Preserve SubDv. ⋅ 32792 Zip Code

Located in an intimate gated community of just 28 homes and minutes from Downtown Winter Park, this exceptional former K. Hovnanian model home features over $200,000 in builder and custom upgrades. Ideally located just 2 miles from Target and Costco, near the 417, and next to highly regarded private schools including Trinity Preparatory School, this home offers luxury and convenience in an unbeatable location. The stunning Michelson floorplan features an open-concept design with beautiful wood-look tile flooring, a private office, formal dining room, built-in speakers, and designer finishes throughout. The gourmet kitchen showcases quartz countertops, 42” cabinetry, stainless steel appliances, gas cooktop, oversized island, butler’s pantry with wine fridge, and a custom walk-in pantry. Massive 12-foot triple sliding doors open to a resort-style backyard with a pool, custom fire pit, pergola seating, and pre-wire for a gas grill. The first floor includes a private guest suite with pool access, full bath, mudroom, half bath, and oversized three-car tandem garage with overhead storage. Upstairs features an expansive loft and bonus room, spacious bedrooms with walk-in closets, Jack-and-Jill bath, additional full bath, large laundry room, and a luxurious owner’s retreat with tray ceilings, coffee bar, spa-inspired bath, oversized shower, and enormous walk-in closet. Residents also enjoy a private community dock for kayaking, paddleboarding, or sunset views. Additional highlights include a brand-new A/C and countless high-end finishes. TAX SAVINGS! Buyers who qualify for Florida Homestead may also benefit from a proposed 2026 constitutional amendment that could increase the homestead exemption to $150,000 in 2027 and $250,000 in 2028 on non-school property taxes if approved by voters. Buyers should verify eligibility and potential savings with the Seminole County Property Appraiser. A rare combination of luxury, location, privacy, and potential tax benefits—this meticulously maintained home is a must-see!

1448 Lake Florence Way, Winter Park

125 S Interlachen Avenue Unit 2, Winter Park

$2,995,000

Virtually Staged. Welcome to South Interlachen Place, an exceptional luxury townhome ideally positioned in the heart of downtown Winter Park. Just steps from Park Avenue, this sophisticated residence offers an unparalleled lifestyle defined by elegance, convenience, and access to the area’s finest dining, shopping, and cultural experiences. Thoughtfully designed with 3 bedrooms, 3 full bathrooms, and 2 half baths, this nearly brand-new residence is filled with natural light and refined architectural details throughout. Extensive upgrades include new roof, new exterior doors, new windows, new HVAC systems, new tankless water heater, new private elevator, and more—all with included warranties for added peace of mind and long-term value. A private front patio and double glass entry doors set the tone for the home’s elevated design. Inside, expansive floor-to-ceiling windows, an interior atrium, and skylights create a bright, airy ambiance throughout the main living spaces. The open-concept living and dining areas are ideal for both intimate gatherings and grand entertaining. At the heart of the home, the chef’s kitchen is a true statement of style and function, appointed with premium appliances including a Wolf gas cooktop and Sub-Zero refrigerator. A stunning quartz waterfall island anchors the space, while a dedicated bar and coffee station—complete with a Sub-Zero wine refrigerator and dual beverage drawers—adds a layer of sophistication for effortless entertaining. The second level is a private sanctuary, dedicated to the luxurious primary suite. The spa-inspired bath features dual vanities, a freestanding soaking tub, and an expansive walk-in shower, complemented by a generous custom closet. A refined loft with built-in cabinetry offers a flexible space for a home office or lounge, enhanced by a mini built-in Sub-Zero refrigerator for added comfort and convenience. On the third level, two well-appointed guest suites each feature en-suite baths, with one offering access to a serene open-air atrium—bringing a unique architectural element and tranquil outdoor connection into the home. Seamlessly blending luxury and functionality, the residence is equipped with Lutron lighting and a new private interior elevator providing effortless access from the secure garage to every level, including the rooftop. The crown jewel of this home is the private rooftop terrace, an extraordinary urban retreat designed for elevated living. Complete with a full outdoor kitchen, BBQ, beverage refrigerator, half bath, and fireplace, this space offers multiple lounge and dining areas—perfect for entertaining under the stars or enjoying quiet evenings above the city. Additional features include a secure private garage with storage, guest parking, and the added benefit of a concierge service included in the HOA fee, enhancing convenience and elevating the overall lifestyle experience. This is a rare opportunity to own a truly exceptional, move-in-ready luxury townhome in one of Winter Park’s most coveted locations—where design, quality, and lifestyle converge.

3 Beds ⋅ 5 Baths ⋅ South Interlachen Place SubDv. ⋅ 32789 Zip Code

Virtually Staged. Welcome to South Interlachen Place, an exceptional luxury townhome ideally positioned in the heart of downtown Winter Park. Just steps from Park Avenue, this sophisticated residence offers an unparalleled lifestyle defined by elegance, convenience, and access to the area’s finest dining, shopping, and cultural experiences. Thoughtfully designed with 3 bedrooms, 3 full bathrooms, and 2 half baths, this nearly brand-new residence is filled with natural light and refined architectural details throughout. Extensive upgrades include new roof, new exterior doors, new windows, new HVAC systems, new tankless water heater, new private elevator, and more—all with included warranties for added peace of mind and long-term value. A private front patio and double glass entry doors set the tone for the home’s elevated design. Inside, expansive floor-to-ceiling windows, an interior atrium, and skylights create a bright, airy ambiance throughout the main living spaces. The open-concept living and dining areas are ideal for both intimate gatherings and grand entertaining. At the heart of the home, the chef’s kitchen is a true statement of style and function, appointed with premium appliances including a Wolf gas cooktop and Sub-Zero refrigerator. A stunning quartz waterfall island anchors the space, while a dedicated bar and coffee station—complete with a Sub-Zero wine refrigerator and dual beverage drawers—adds a layer of sophistication for effortless entertaining. The second level is a private sanctuary, dedicated to the luxurious primary suite. The spa-inspired bath features dual vanities, a freestanding soaking tub, and an expansive walk-in shower, complemented by a generous custom closet. A refined loft with built-in cabinetry offers a flexible space for a home office or lounge, enhanced by a mini built-in Sub-Zero refrigerator for added comfort and convenience. On the third level, two well-appointed guest suites each feature en-suite baths, with one offering access to a serene open-air atrium—bringing a unique architectural element and tranquil outdoor connection into the home. Seamlessly blending luxury and functionality, the residence is equipped with Lutron lighting and a new private interior elevator providing effortless access from the secure garage to every level, including the rooftop. The crown jewel of this home is the private rooftop terrace, an extraordinary urban retreat designed for elevated living. Complete with a full outdoor kitchen, BBQ, beverage refrigerator, half bath, and fireplace, this space offers multiple lounge and dining areas—perfect for entertaining under the stars or enjoying quiet evenings above the city. Additional features include a secure private garage with storage, guest parking, and the added benefit of a concierge service included in the HOA fee, enhancing convenience and elevating the overall lifestyle experience. This is a rare opportunity to own a truly exceptional, move-in-ready luxury townhome in one of Winter Park’s most coveted locations—where design, quality, and lifestyle converge.

125 S Interlachen Avenue Unit 2, Winter Park

$246,400

Virtually Staged. RARE TWO-STORY END UNIT WITH SOARING CATHEDRAL CEILINGS IN WINTER PARK!Welcome to 193 Lewfield Cir, Winter Park, FL 32792, a distinctive 2-bedroom, 2.5-bathroom townhome offering 1,300 square feet of comfortable living space in the Stratford A Winter Park Condo community. Not all units in this community are alike!One of only a limited number of two-story residences, this home stands apart with its impressive cathedral ceilings, desirable end-unit location, and open, airy design that creates an exceptional sense of space. Unlike traditional single-level condos, this two-story Winter Park townhome offers a spacious open floorplan with a large living and dining area, updated wood-look flooring throughout the main living spaces and bedrooms, recessed lighting, ceiling fans, and sliding glass doors that welcome natural light. The soaring ceilings enhance the openness of the main living area, while the end-unit positioning adds to the home's distinctive character and spacious feel. The kitchen offers ample cabinet storage, stainless steel appliances, tile flooring, and a functional pass-through breakfast bar overlooking the main living area, creating a seamless layout for everyday living and entertaining. Upstairs, the oversized primary suite includes a walk-in closet, private en-suite bathroom, and generous floor space. The secondary bedroom also features wood-look flooring, natural light, and convenient access to the second full bathroom. Additional highlights include inside laundry, updated lighting fixtures, open parking, and plenty of storage throughout. Residents enjoy community amenities including a swimming pool, fitness center, tennis courts, sidewalks, and maintained grounds. HOA dues cover water, exterior maintenance, recreational facilities, and grounds maintenance, providing the convenience of low-maintenance living. Conveniently located near Howell Branch Road and SR 436, this Winter Park townhome offers easy access to shopping, dining, Downtown Winter Park, Maitland, Full Sail University, UCF, and Downtown Orlando. The property is also near Seminole County schools, parks, restaurants, and everyday conveniences. If you've been comparing condos and townhomes in Winter Park, look beyond the bedroom count and discover what makes this home different. With its rare two-story layout, cathedral ceilings, spacious living areas, and end-unit location, 193 Lewfield Cir offers a distinctive living experience that deserves to be seen in person!

2 Beds ⋅ 3 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code

Virtually Staged. RARE TWO-STORY END UNIT WITH SOARING CATHEDRAL CEILINGS IN WINTER PARK!Welcome to 193 Lewfield Cir, Winter Park, FL 32792, a distinctive 2-bedroom, 2.5-bathroom townhome offering 1,300 square feet of comfortable living space in the Stratford A Winter Park Condo community. Not all units in this community are alike!One of only a limited number of two-story residences, this home stands apart with its impressive cathedral ceilings, desirable end-unit location, and open, airy design that creates an exceptional sense of space. Unlike traditional single-level condos, this two-story Winter Park townhome offers a spacious open floorplan with a large living and dining area, updated wood-look flooring throughout the main living spaces and bedrooms, recessed lighting, ceiling fans, and sliding glass doors that welcome natural light. The soaring ceilings enhance the openness of the main living area, while the end-unit positioning adds to the home's distinctive character and spacious feel. The kitchen offers ample cabinet storage, stainless steel appliances, tile flooring, and a functional pass-through breakfast bar overlooking the main living area, creating a seamless layout for everyday living and entertaining. Upstairs, the oversized primary suite includes a walk-in closet, private en-suite bathroom, and generous floor space. The secondary bedroom also features wood-look flooring, natural light, and convenient access to the second full bathroom. Additional highlights include inside laundry, updated lighting fixtures, open parking, and plenty of storage throughout. Residents enjoy community amenities including a swimming pool, fitness center, tennis courts, sidewalks, and maintained grounds. HOA dues cover water, exterior maintenance, recreational facilities, and grounds maintenance, providing the convenience of low-maintenance living. Conveniently located near Howell Branch Road and SR 436, this Winter Park townhome offers easy access to shopping, dining, Downtown Winter Park, Maitland, Full Sail University, UCF, and Downtown Orlando. The property is also near Seminole County schools, parks, restaurants, and everyday conveniences. If you've been comparing condos and townhomes in Winter Park, look beyond the bedroom count and discover what makes this home different. With its rare two-story layout, cathedral ceilings, spacious living areas, and end-unit location, 193 Lewfield Cir offers a distinctive living experience that deserves to be seen in person!

193 Lewfield Circle, Winter Park

$375,000

Beautifully maintained 3-bedroom, 2.5-bath two-story townhome featuring a bright and functional open-concept floor plan. The first floor offers tile flooring throughout the spacious living and dining areas, kitchen, and half bath. The modern kitchen is designed for both style and convenience, featuring granite countertops, abundant cabinetry, a large center island, and a walk-in pantry, along with a full appliance package. Sliding glass doors provide abundant natural light and a peaceful backyard view. Upstairs, you’ll find all bedrooms, including a spacious primary suite with plush carpeting, a large walk-in closet, and an en-suite bathroom featuring dual vanities and a glass-enclosed shower. The second floor also includes a full guest bathroom, a convenient laundry closet with washer and dryer, multiple linen closets. Additional highlights include a one-car garage, extended driveway parking, and access to community amenities. Conveniently located near Park Avenue, University of Central Florida, Full Sail University, and Rollins College, with easy access to shopping, dining, and entertainment.

3 Beds ⋅ 3 Baths ⋅ Aloma Trails SubDv. ⋅ 32792 Zip Code

Beautifully maintained 3-bedroom, 2.5-bath two-story townhome featuring a bright and functional open-concept floor plan. The first floor offers tile flooring throughout the spacious living and dining areas, kitchen, and half bath. The modern kitchen is designed for both style and convenience, featuring granite countertops, abundant cabinetry, a large center island, and a walk-in pantry, along with a full appliance package. Sliding glass doors provide abundant natural light and a peaceful backyard view. Upstairs, you’ll find all bedrooms, including a spacious primary suite with plush carpeting, a large walk-in closet, and an en-suite bathroom featuring dual vanities and a glass-enclosed shower. The second floor also includes a full guest bathroom, a convenient laundry closet with washer and dryer, multiple linen closets. Additional highlights include a one-car garage, extended driveway parking, and access to community amenities. Conveniently located near Park Avenue, University of Central Florida, Full Sail University, and Rollins College, with easy access to shopping, dining, and entertainment.

7522 Aloma Pines Court, Winter Park

700 Melrose Avenue Unit J24, Winter Park

$350,000

Fully updated ..Amazing modern Winter Park Lake Front location! This is a DELUXE corner unit fully remodeled and totally updated one bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center and upcoming Winter Park's Progress Point. Unit is located on the second floor but there is an elevator and stairs to help to the location. Spacious 1 bedroom , 1 bath unit has large open floor plan. Main living area has an additional glass sunroom which provides additional space and breath-taking views of the beautifully landscaped and private courtyard. With its prime location in Winter Park, you'll have easy access to a many of the dining opportunities, shopping, and entertainment options. This is a 55+ community Whether you're strolling through the charming downtown area of Park Avenue or Hannibal Square or immersing yourself in the thriving arts and culture scene, with the Orlando Museum of Art right around the corner This property is centrally located to Downtown Orlando and Downtown Winter Park… no need to use the expressways! !THIS UNIT DOES NOT REQUIRE OWNER TO BE OVER 55+ furniture can convey with purchase.

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Fully updated ..Amazing modern Winter Park Lake Front location! This is a DELUXE corner unit fully remodeled and totally updated one bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center and upcoming Winter Park's Progress Point. Unit is located on the second floor but there is an elevator and stairs to help to the location. Spacious 1 bedroom , 1 bath unit has large open floor plan. Main living area has an additional glass sunroom which provides additional space and breath-taking views of the beautifully landscaped and private courtyard. With its prime location in Winter Park, you'll have easy access to a many of the dining opportunities, shopping, and entertainment options. This is a 55+ community Whether you're strolling through the charming downtown area of Park Avenue or Hannibal Square or immersing yourself in the thriving arts and culture scene, with the Orlando Museum of Art right around the corner This property is centrally located to Downtown Orlando and Downtown Winter Park… no need to use the expressways! !THIS UNIT DOES NOT REQUIRE OWNER TO BE OVER 55+ furniture can convey with purchase.

700 Melrose Avenue Unit J24, Winter Park

$999,000

Welcome to your fully reimagined Florida home. Among tree-canopied streets in the desired Kenilworth Shores neighborhood, this mid-century modern ranch home was completely transformed in 2005. The redesign added substantial square footage and created a completely unique, functional floor plan that separates it from any other home in the area. Spanning 2,638 square feet of seamless indoor-outdoor living, the property features four bedrooms, 4.5 baths, including three complete en-suite setups that offer maximum privacy for family or guests, plus a dedicated 130-square-foot office. Key property features include elegant design. Step onto gorgeous, rich Brazilian cherry wood flooring that flows beautifully through the open living spaces. Work from home where a dedicated, quiet office space provides an environment for remote work, study or creative projects. Spacious kitchen allows you to enjoy an open-concept floor plan, an eating space in the kitchen, solid wood cabinetry, Silestone countertops and coordinating GE Profile appliances, including a convection oven microwave, giving the kitchen dual oven capacity. Indoor laundry room is a convenient, separate indoor laundry room that keeps household chores organized, quiet and out of sight. Private saltwater oasis allows you to relax in your fully fenced, private backyard featuring an in-ground saltwater pool with spa jets and solar heat. Turnkey infrastructure where peace of mind comes built-in with a new roof (2022), fresh exterior paint and trim (2022), and an updated 200-amp electrical panel. Smart home and systems, equipped with an app-controlled smart security system covering all doors and windows, an EcoBee thermostat and energy-efficient LED recessed lighting. Location and lifestyle benefits include top-tier education, zoned for premier Orange County schools, including Brookshire Elementary, Glenridge Middle School and Winter Park High School (home to a globally recognized International Baccalaureate program). Active recreation to Cady Way Park to enjoy the community pool, playground, sports fields and extensive bike trails. Unbeatable convenience just minutes away from Winter Park Pines Golf Course, two Publix grocery stores, and the upscale dining, boutique shopping, and museums of Park Avenue and Baldwin Park Town Center. This exceptional property blends classic Winter Park lifestyle with the modern infrastructure you demand.

4 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code

Welcome to your fully reimagined Florida home. Among tree-canopied streets in the desired Kenilworth Shores neighborhood, this mid-century modern ranch home was completely transformed in 2005. The redesign added substantial square footage and created a completely unique, functional floor plan that separates it from any other home in the area. Spanning 2,638 square feet of seamless indoor-outdoor living, the property features four bedrooms, 4.5 baths, including three complete en-suite setups that offer maximum privacy for family or guests, plus a dedicated 130-square-foot office. Key property features include elegant design. Step onto gorgeous, rich Brazilian cherry wood flooring that flows beautifully through the open living spaces. Work from home where a dedicated, quiet office space provides an environment for remote work, study or creative projects. Spacious kitchen allows you to enjoy an open-concept floor plan, an eating space in the kitchen, solid wood cabinetry, Silestone countertops and coordinating GE Profile appliances, including a convection oven microwave, giving the kitchen dual oven capacity. Indoor laundry room is a convenient, separate indoor laundry room that keeps household chores organized, quiet and out of sight. Private saltwater oasis allows you to relax in your fully fenced, private backyard featuring an in-ground saltwater pool with spa jets and solar heat. Turnkey infrastructure where peace of mind comes built-in with a new roof (2022), fresh exterior paint and trim (2022), and an updated 200-amp electrical panel. Smart home and systems, equipped with an app-controlled smart security system covering all doors and windows, an EcoBee thermostat and energy-efficient LED recessed lighting. Location and lifestyle benefits include top-tier education, zoned for premier Orange County schools, including Brookshire Elementary, Glenridge Middle School and Winter Park High School (home to a globally recognized International Baccalaureate program). Active recreation to Cady Way Park to enjoy the community pool, playground, sports fields and extensive bike trails. Unbeatable convenience just minutes away from Winter Park Pines Golf Course, two Publix grocery stores, and the upscale dining, boutique shopping, and museums of Park Avenue and Baldwin Park Town Center. This exceptional property blends classic Winter Park lifestyle with the modern infrastructure you demand.

616 Brechin Drive, Winter Park

300 Carolina Avenue Unit 402C, Winter Park

$650,000

EXCEPTIONAL ELEGANCE & VALUE IN DOWNTOWN WINTER PARK now for JUST $650,000! This spacious 3-bedroom, 2-bath top-floor residence in the coveted PARK WEST community presents a rare opportunity to enjoy the best of Winter Park living just one block from Park Avenue. This residence offers an impressive combination of generous living space, architectural character, privacy, and an unbeatable location. Situated on the fourth floor, this distinctive condo features vaulted ceilings, skylights, and abundant natural light, creating an open and airy atmosphere throughout. Expanded living areas provide flexibility for entertaining, relaxing, or working from home. The inviting living room features a fireplace, while the spacious kitchen offers ample cabinetry, generous counter space, and a convenient breakfast bar. The thoughtfully designed floor plan includes three generously sized bedrooms, including a primary suite with vaulted ceilings, a walk-in closet, and a spacious bathroom. The second bedroom features a charming sunroom alcove and can connect to the primary suite, offering the flexibility of a private den, sitting room, or home office. Storage is exceptional, with a large IN-UNIT laundry room and an oversized attic — features rarely found in condominium living. Recent improvements include a NEW HVAC system, NEW water heater, and plumbing updates, providing added peace of mind. A reserved covered parking space and plentiful guest parking add everyday convenience. Beyond the residence, Park West offers a gated entrance, community pool, tennis court, on-site community manager, and beautifully maintained grounds with extensive recent community improvements. Association fees also include sewer and trash service, making this an appealing low-maintenance, lock-and-leave lifestyle! And the location is truly extraordinary! Enjoy the freedom to stroll to Park Avenue's acclaimed restaurants, boutiques, sidewalk cafés, museums, and year-round events, all just moments from your front door. With its spacious three-bedroom floor plan, top-floor privacy, and exceptional storage, this is an outstanding opportunity to enjoy downtown Winter Park living at a compelling value!

3 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

EXCEPTIONAL ELEGANCE & VALUE IN DOWNTOWN WINTER PARK now for JUST $650,000! This spacious 3-bedroom, 2-bath top-floor residence in the coveted PARK WEST community presents a rare opportunity to enjoy the best of Winter Park living just one block from Park Avenue. This residence offers an impressive combination of generous living space, architectural character, privacy, and an unbeatable location. Situated on the fourth floor, this distinctive condo features vaulted ceilings, skylights, and abundant natural light, creating an open and airy atmosphere throughout. Expanded living areas provide flexibility for entertaining, relaxing, or working from home. The inviting living room features a fireplace, while the spacious kitchen offers ample cabinetry, generous counter space, and a convenient breakfast bar. The thoughtfully designed floor plan includes three generously sized bedrooms, including a primary suite with vaulted ceilings, a walk-in closet, and a spacious bathroom. The second bedroom features a charming sunroom alcove and can connect to the primary suite, offering the flexibility of a private den, sitting room, or home office. Storage is exceptional, with a large IN-UNIT laundry room and an oversized attic — features rarely found in condominium living. Recent improvements include a NEW HVAC system, NEW water heater, and plumbing updates, providing added peace of mind. A reserved covered parking space and plentiful guest parking add everyday convenience. Beyond the residence, Park West offers a gated entrance, community pool, tennis court, on-site community manager, and beautifully maintained grounds with extensive recent community improvements. Association fees also include sewer and trash service, making this an appealing low-maintenance, lock-and-leave lifestyle! And the location is truly extraordinary! Enjoy the freedom to stroll to Park Avenue's acclaimed restaurants, boutiques, sidewalk cafés, museums, and year-round events, all just moments from your front door. With its spacious three-bedroom floor plan, top-floor privacy, and exceptional storage, this is an outstanding opportunity to enjoy downtown Winter Park living at a compelling value!

300 Carolina Avenue Unit 402C, Winter Park

$2,300,000

Pre-Construction. To be built. LIMITED-TIME BUYER INCENTIVE! Buyer will receive a $50,000 cash credit at closing OR a $70,000 credit toward upgrades, offering an exceptional opportunity to personalize this custom residence and make it your own. Thoughtfully designed with a refined coastal-modern farmhouse aesthetic, this exceptional custom residence at 938 Enclave Place showcases timeless architecture, elevated craftsmanship, and inviting outdoor living in one of Winter Park’s most desirable boutique communities. Crisp exterior siding, warm natural wood accents, striking dark-framed windows, and beautifully layered landscaping create a sophisticated yet welcoming first impression. Welcome to The Enclave, an exclusive collection of just 23 residences nestled beneath mature oak canopies in the heart of Winter Park. Built by FG Schaub Custom Homes, this intimate community offers the opportunity to enjoy custom-home living just moments from Phelps Park, the YMCA, premier dining and shopping, and the vibrant charm of downtown Winter Park. Inside, an open and thoughtfully designed floor plan blends everyday functionality with effortless entertaining. Refined finishes and carefully curated materials complement the home’s architectural character, while high-performance Low-E double-pane windows, 8-foot solid-core interior doors, and a tankless gas water heater provide modern comfort and efficiency. The gourmet kitchen is both beautiful and functional, featuring premium Wolf and Sub-Zero appliances, elevated finishes, and a timeless design that flows seamlessly into the surrounding living spaces. Whether hosting friends or enjoying a quiet evening at home, the layout creates an inviting atmosphere with a natural connection between indoor and outdoor living. Step outside to your private backyard retreat, complete with a resort-style pool and a fully equipped summer kitchen featuring a grill and refrigerator. Designed for entertaining and relaxation, these outdoor spaces embrace the best of the Florida lifestyle year-round. Buyers have the opportunity to personalize select finishes and explore certain floor plan modifications, subject to builder approval and construction stage. Additional upgrade possibilities may include a detached cabana and/or guest house, subject to lot compatibility, community guidelines, builder pricing, and availability. The limited-time buyer incentive provides added flexibility to tailor the home to your vision. Combining distinctive architecture, exceptional craftsmanship, and an enviable Winter Park location, 938 Enclave Place presents a rare opportunity to own a custom residence in The Enclave. Enjoy the best of boutique community living with convenient access to parks, shopping, dining, and everything that makes Winter Park so sought-after. Renderings are for inspirational purposes only and may depict optional features, finishes, landscaping, or upgrades. Actual specifications are subject to builder plans, selections, and availability. Buyer incentive is subject to builder terms, eligibility, and applicable contract provisions.

5 Beds ⋅ 5 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code

Pre-Construction. To be built. LIMITED-TIME BUYER INCENTIVE! Buyer will receive a $50,000 cash credit at closing OR a $70,000 credit toward upgrades, offering an exceptional opportunity to personalize this custom residence and make it your own. Thoughtfully designed with a refined coastal-modern farmhouse aesthetic, this exceptional custom residence at 938 Enclave Place showcases timeless architecture, elevated craftsmanship, and inviting outdoor living in one of Winter Park’s most desirable boutique communities. Crisp exterior siding, warm natural wood accents, striking dark-framed windows, and beautifully layered landscaping create a sophisticated yet welcoming first impression. Welcome to The Enclave, an exclusive collection of just 23 residences nestled beneath mature oak canopies in the heart of Winter Park. Built by FG Schaub Custom Homes, this intimate community offers the opportunity to enjoy custom-home living just moments from Phelps Park, the YMCA, premier dining and shopping, and the vibrant charm of downtown Winter Park. Inside, an open and thoughtfully designed floor plan blends everyday functionality with effortless entertaining. Refined finishes and carefully curated materials complement the home’s architectural character, while high-performance Low-E double-pane windows, 8-foot solid-core interior doors, and a tankless gas water heater provide modern comfort and efficiency. The gourmet kitchen is both beautiful and functional, featuring premium Wolf and Sub-Zero appliances, elevated finishes, and a timeless design that flows seamlessly into the surrounding living spaces. Whether hosting friends or enjoying a quiet evening at home, the layout creates an inviting atmosphere with a natural connection between indoor and outdoor living. Step outside to your private backyard retreat, complete with a resort-style pool and a fully equipped summer kitchen featuring a grill and refrigerator. Designed for entertaining and relaxation, these outdoor spaces embrace the best of the Florida lifestyle year-round. Buyers have the opportunity to personalize select finishes and explore certain floor plan modifications, subject to builder approval and construction stage. Additional upgrade possibilities may include a detached cabana and/or guest house, subject to lot compatibility, community guidelines, builder pricing, and availability. The limited-time buyer incentive provides added flexibility to tailor the home to your vision. Combining distinctive architecture, exceptional craftsmanship, and an enviable Winter Park location, 938 Enclave Place presents a rare opportunity to own a custom residence in The Enclave. Enjoy the best of boutique community living with convenient access to parks, shopping, dining, and everything that makes Winter Park so sought-after. Renderings are for inspirational purposes only and may depict optional features, finishes, landscaping, or upgrades. Actual specifications are subject to builder plans, selections, and availability. Buyer incentive is subject to builder terms, eligibility, and applicable contract provisions.

938 Enclave Place, Winter Park

$399,000

Welcome to Grayson Square at Winter Park by Pulte Homes. This Springdale II two-story townhome has no direct rear neighbors, features 3 bedrooms, 2 full bathrooms, a powder room, single-car garage, a covered rear lanai, washer, dryer, refrigerator, and window blinds. The spacious first floor with over 9' ceilings is ideal for entertaining, featuring an open concept gathering room, cafe and kitchen equipped with bright white cabinetry, a white ceramic subway tile backsplash, Lyra quartz countertops, and durable ceramic tile flooring, a pantry, and powder room. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and ensuite bathroom with double sink, quartz-topped vanity, linen closet, a private water closet and walk-in glass framed shower. Offering privacy and space for everyone, two additional bedrooms, the secondary bathroom and laundry are also on the second floor. Professionally curated design selections for this popular Springdale II townhome include designer cabinets with crown molding, quartz countertops, oversized ceramic tile flooring covering the first floor living areas and bathrooms, a washer, dryer, refrigerator, and blinds, soft, stain-resistant Shaw carpet in the bedrooms and second floor living areas and so much more! Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off of Howell Branch Road! Grayson Square is a low-maintenance neighborhood with gated access, a pond, no rear neighbors, a resort-style community pool with cabana,1GM high-speed fiber optic internet, along with 75 streaming cable and music channels, ground maintenance - all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile from 436, 434, and less than 3 miles from 417, your like-new home at Grayson Square offers all of your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you'll have access to quality County and private schools. When it's time for a change of pace, you'll love your proximity to the famous shopping and dining of Park Avenue. Make Grayson Square at Winter Park your new address today!

3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code

Welcome to Grayson Square at Winter Park by Pulte Homes. This Springdale II two-story townhome has no direct rear neighbors, features 3 bedrooms, 2 full bathrooms, a powder room, single-car garage, a covered rear lanai, washer, dryer, refrigerator, and window blinds. The spacious first floor with over 9' ceilings is ideal for entertaining, featuring an open concept gathering room, cafe and kitchen equipped with bright white cabinetry, a white ceramic subway tile backsplash, Lyra quartz countertops, and durable ceramic tile flooring, a pantry, and powder room. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and ensuite bathroom with double sink, quartz-topped vanity, linen closet, a private water closet and walk-in glass framed shower. Offering privacy and space for everyone, two additional bedrooms, the secondary bathroom and laundry are also on the second floor. Professionally curated design selections for this popular Springdale II townhome include designer cabinets with crown molding, quartz countertops, oversized ceramic tile flooring covering the first floor living areas and bathrooms, a washer, dryer, refrigerator, and blinds, soft, stain-resistant Shaw carpet in the bedrooms and second floor living areas and so much more! Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off of Howell Branch Road! Grayson Square is a low-maintenance neighborhood with gated access, a pond, no rear neighbors, a resort-style community pool with cabana,1GM high-speed fiber optic internet, along with 75 streaming cable and music channels, ground maintenance - all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile from 436, 434, and less than 3 miles from 417, your like-new home at Grayson Square offers all of your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you'll have access to quality County and private schools. When it's time for a change of pace, you'll love your proximity to the famous shopping and dining of Park Avenue. Make Grayson Square at Winter Park your new address today!

1995 Canny Cove, Winter Park

$2,275,000

Pre-Construction. To be built. Buyer incentive - limited time - $50,000 cash credit at closing or $70,000 credit towards upgrades. Lot 19 at 930 Enclave Place presents a rare opportunity to own a newly constructed custom home in one of Winter Park’s most desirable locations—where thoughtful architecture, exceptional craftsmanship, natural beauty and walkable convenience come together. This exceptional custom residence within The Enclave, a premier boutique community in the heart of Winter Park. Featuring an exclusive collection of just 23 thoughtfully designed residences nestled beneath mature oak canopies and crafted by FG Schaub Custom Homes, The Enclave offers a rare combination of privacy, walkability and timeless Central Florida charm. Ideally located within a short walk of Phelps Park, the YMCA, local dining and shopping, and just minutes from the renowned restaurants, boutiques and cultural attractions of downtown Winter Park. This stunning 5-bedroom, 4.5-bath custom residence offers 3,813 square feet of thoughtfully designed living space and a 2-car garage, showcasing a refined transitional architectural style with a clean, contemporary aesthetic. The striking exterior pairs crisp stucco with warm taupe architectural accents, dark-framed windows and doors, and a dramatic two-story central façade highlighted by expansive windows that flood the interior with natural light. Beautifully layered landscaping and mature greenery create a private, inviting setting that complements the home’s design. Inside, exceptional craftsmanship and elevated finishes define every space. Generous proportions, soaring architectural elements and a carefully curated palette create an environment that is both luxurious and comfortable. High-performance, low-E double-pane windows, 8-foot solid-core interior doors and tankless gas water heaters provide modern efficiency and everyday comfort. The gourmet kitchen is appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes and custom details. Designed for effortless indoor-outdoor living, the home features a private pool, covered outdoor living space and a well-appointed summer kitchen with grill and refrigerator, creating the perfect setting for entertaining or enjoying quiet evenings at home. The spacious floor plan offers flexibility for both everyday living and hosting guests, with generous bedrooms and beautifully considered living spaces throughout. There is still an opportunity for the Buyer to personalize select design finishes and explore certain plan modifications. Additional upgrades may include a detached cabana and/or guest house, subject to builder pricing, lot compatibility and community guidelines.

5 Beds ⋅ 5 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code

Pre-Construction. To be built. Buyer incentive - limited time - $50,000 cash credit at closing or $70,000 credit towards upgrades. Lot 19 at 930 Enclave Place presents a rare opportunity to own a newly constructed custom home in one of Winter Park’s most desirable locations—where thoughtful architecture, exceptional craftsmanship, natural beauty and walkable convenience come together. This exceptional custom residence within The Enclave, a premier boutique community in the heart of Winter Park. Featuring an exclusive collection of just 23 thoughtfully designed residences nestled beneath mature oak canopies and crafted by FG Schaub Custom Homes, The Enclave offers a rare combination of privacy, walkability and timeless Central Florida charm. Ideally located within a short walk of Phelps Park, the YMCA, local dining and shopping, and just minutes from the renowned restaurants, boutiques and cultural attractions of downtown Winter Park. This stunning 5-bedroom, 4.5-bath custom residence offers 3,813 square feet of thoughtfully designed living space and a 2-car garage, showcasing a refined transitional architectural style with a clean, contemporary aesthetic. The striking exterior pairs crisp stucco with warm taupe architectural accents, dark-framed windows and doors, and a dramatic two-story central façade highlighted by expansive windows that flood the interior with natural light. Beautifully layered landscaping and mature greenery create a private, inviting setting that complements the home’s design. Inside, exceptional craftsmanship and elevated finishes define every space. Generous proportions, soaring architectural elements and a carefully curated palette create an environment that is both luxurious and comfortable. High-performance, low-E double-pane windows, 8-foot solid-core interior doors and tankless gas water heaters provide modern efficiency and everyday comfort. The gourmet kitchen is appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes and custom details. Designed for effortless indoor-outdoor living, the home features a private pool, covered outdoor living space and a well-appointed summer kitchen with grill and refrigerator, creating the perfect setting for entertaining or enjoying quiet evenings at home. The spacious floor plan offers flexibility for both everyday living and hosting guests, with generous bedrooms and beautifully considered living spaces throughout. There is still an opportunity for the Buyer to personalize select design finishes and explore certain plan modifications. Additional upgrades may include a detached cabana and/or guest house, subject to builder pricing, lot compatibility and community guidelines.

930 Enclave Place, Winter Park

157 E New England Avenue Unit 302, Winter Park

$425,000

Prime office space just steps from Park Avenue in the heart of Winter Park. This 940-square-foot suite offers a rare and highly functional layout with two separate entrances — an uncommon feature in most office spaces. Enjoy the convenience and prestige of a walkable location surrounded by some of Winter Park’s most popular destinations, including New General for your morning coffee and AVA MediterrAegean for client lunches or team meetings. Ideal for professionals seeking a refined office presence in one of Central Florida’s most desirable business districts.

New England Bldg SubDv. ⋅ 32789 Zip Code

Prime office space just steps from Park Avenue in the heart of Winter Park. This 940-square-foot suite offers a rare and highly functional layout with two separate entrances — an uncommon feature in most office spaces. Enjoy the convenience and prestige of a walkable location surrounded by some of Winter Park’s most popular destinations, including New General for your morning coffee and AVA MediterrAegean for client lunches or team meetings. Ideal for professionals seeking a refined office presence in one of Central Florida’s most desirable business districts.

157 E New England Avenue Unit 302, Winter Park

$745,000

Rare investment opportunity in the heart of Winter Park/Rollins College area. This turnkey, fully renovated triplex is located within one of Winter Park’s highest-demand rental corridors, just steps from Rollins College, Park Avenue, and Lake Virginia. The property features three separate 1-bedroom, 1-bath units, each with its own private outdoor patio area, positioned on a charming brick street in one of Winter Park’s most walkable and desirable neighborhoods. The asset is being delivered with strong in-place cash flow. Current rents provide additional value-add potential, with at least one unit currently operating below market rental rates, creating an opportunity for future income growth and increased returns. The block construction property has undergone significant capital improvements, including updated electrical panels (2019), new hot water heater (2019), new windows (2017), and a new roof (2015). Two of the three units were completely renovated in 2019, offering updated interiors while maintaining the charm and character of the surrounding neighborhood. The front unit includes washer/dryer hookups, while the middle and rear units share a common exterior-access washer/dryer area. Utilities are currently included in the rent and have been factored into annual operating expenses. This is a rare opportunity to acquire a stabilized multifamily asset with strong rental demand driven by proximity to Rollins College, downtown Park Avenue, dining, shopping, and employment centers throughout Winter Park.

2 Beds ⋅ 3 Baths ⋅ Trotters Rep SubDv. ⋅ 32789 Zip Code

Rare investment opportunity in the heart of Winter Park/Rollins College area. This turnkey, fully renovated triplex is located within one of Winter Park’s highest-demand rental corridors, just steps from Rollins College, Park Avenue, and Lake Virginia. The property features three separate 1-bedroom, 1-bath units, each with its own private outdoor patio area, positioned on a charming brick street in one of Winter Park’s most walkable and desirable neighborhoods. The asset is being delivered with strong in-place cash flow. Current rents provide additional value-add potential, with at least one unit currently operating below market rental rates, creating an opportunity for future income growth and increased returns. The block construction property has undergone significant capital improvements, including updated electrical panels (2019), new hot water heater (2019), new windows (2017), and a new roof (2015). Two of the three units were completely renovated in 2019, offering updated interiors while maintaining the charm and character of the surrounding neighborhood. The front unit includes washer/dryer hookups, while the middle and rear units share a common exterior-access washer/dryer area. Utilities are currently included in the rent and have been factored into annual operating expenses. This is a rare opportunity to acquire a stabilized multifamily asset with strong rental demand driven by proximity to Rollins College, downtown Park Avenue, dining, shopping, and employment centers throughout Winter Park.

408 Holt Avenue, Winter Park

7327 Forest Hill Court Unit 223, Winter Park

$175,000

Looking for the perfect starter home or great little rental. This townhhouse-style condo with 2 master suites. With granite countertop on kitchen. Open floor plan, inside laundry closet off the dinette. Tile flooring downstairs and carpet up, additional exterior storage room and fenced in patio. garbage. Hidden Oaks community features community pool & fenced playground area. Zoned for Winter Park Schools. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Easy access to FL-408 & FL-417.

2 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 12 SubDv. ⋅ 32792 Zip Code

Looking for the perfect starter home or great little rental. This townhhouse-style condo with 2 master suites. With granite countertop on kitchen. Open floor plan, inside laundry closet off the dinette. Tile flooring downstairs and carpet up, additional exterior storage room and fenced in patio. garbage. Hidden Oaks community features community pool & fenced playground area. Zoned for Winter Park Schools. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Easy access to FL-408 & FL-417.

7327 Forest Hill Court Unit 223, Winter Park

$1,599,000

Situated in the heart of Winter Park, this custom-built Mediterranean-style estate offers an exquisite living experience that marries timeless architecture with modern innovation. A dramatic grand foyer introduces a residence where every finish has been meticulously curated, from Turkish travertine stone and rich wood flooring to Brizo hardware in Brilliance Polished Gold. At the heart of the home, the chef’s kitchen blends elegance and function with gleaming stainless steel appliances, crisp white cabinetry, granite countertops, and a well-appointed Butler’s pantry with a dedicated bar, creating a sophisticated setting for effortless entertaining. Integrated smart features further elevate daily living, including an intercom system for seamless communication, electronic blackout curtains for instant privacy and ambiance, and thoughtful, layered lighting throughout. The magazine-worthy primary bath—featured in Florida Home—feels like a private spa retreat, with floor-to-ceiling back-lit mirrors, a self-cleaning smart toilet with bidet, a custom Barclay soaking tub with black matte exterior, and Calcutta gold marble countertops and backsplash. These luxe finishes are anchored by an oversized chevron pattern tile by Crossville in Ice White, a throwback diamond-pattern shower floor, and a sculptural Kuzco LED chandelier that completes the space with dramatic flair. Expansive living areas open to resort-inspired outdoor spaces where a heated saltwater pool and spa, private mini-golf green, and a summer kitchen with tongue-and-groove wood ceiling create a true indoor-outdoor sanctuary. Velux solar-powered skylights with acoustic rain sensors that automatically close at the first sign of rain, a Mosquito NIX misting system, comprehensive surveillance, and electronic private gated access provide both comfort and peace of mind. Natural gas service and a dedicated hook-up for a whole-house generator underscore the home’s emphasis on performance and preparedness. Crafted for those who expect uncompromising quality, this Winter Park residence is more than a home—it is a refined sanctuary where architectural presence, rich materiality, and thoughtful technology converge in one coveted address.

5 Beds ⋅ 4 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

Situated in the heart of Winter Park, this custom-built Mediterranean-style estate offers an exquisite living experience that marries timeless architecture with modern innovation. A dramatic grand foyer introduces a residence where every finish has been meticulously curated, from Turkish travertine stone and rich wood flooring to Brizo hardware in Brilliance Polished Gold. At the heart of the home, the chef’s kitchen blends elegance and function with gleaming stainless steel appliances, crisp white cabinetry, granite countertops, and a well-appointed Butler’s pantry with a dedicated bar, creating a sophisticated setting for effortless entertaining. Integrated smart features further elevate daily living, including an intercom system for seamless communication, electronic blackout curtains for instant privacy and ambiance, and thoughtful, layered lighting throughout. The magazine-worthy primary bath—featured in Florida Home—feels like a private spa retreat, with floor-to-ceiling back-lit mirrors, a self-cleaning smart toilet with bidet, a custom Barclay soaking tub with black matte exterior, and Calcutta gold marble countertops and backsplash. These luxe finishes are anchored by an oversized chevron pattern tile by Crossville in Ice White, a throwback diamond-pattern shower floor, and a sculptural Kuzco LED chandelier that completes the space with dramatic flair. Expansive living areas open to resort-inspired outdoor spaces where a heated saltwater pool and spa, private mini-golf green, and a summer kitchen with tongue-and-groove wood ceiling create a true indoor-outdoor sanctuary. Velux solar-powered skylights with acoustic rain sensors that automatically close at the first sign of rain, a Mosquito NIX misting system, comprehensive surveillance, and electronic private gated access provide both comfort and peace of mind. Natural gas service and a dedicated hook-up for a whole-house generator underscore the home’s emphasis on performance and preparedness. Crafted for those who expect uncompromising quality, this Winter Park residence is more than a home—it is a refined sanctuary where architectural presence, rich materiality, and thoughtful technology converge in one coveted address.

1864 Grinnell Terrace, Winter Park

$2,500,000

Sophisticated Lakeside Living in the Heart of Winter Park! Experience the pinnacle of Florida luxury in this meticulously renovated estate, perfectly situated within walking distance of the world-class dining and boutiques of Park Avenue, views of Lake Osceola with easy lake access, with a coveted Winter Park location and top notch schools. This 5-bedroom, 4-full and 2-half-bath pool home residence offers an enviable blend of timeless architecture and modern refinement. The interior has been updated and maintained to the highest standards. The home’s open-concept floor plan is anchored by rich, newer solid wood flooring and elegant plantation shutters throughout. At the heart of the home, the chef’s kitchen is a culinary masterpiece featuring, pristine quartz countertops, high-end stainless steel Bosch appliances, natural gas range, double ovens, and a walk-in pantry. A sophisticated entertainer’s bar area off the kitchen is equipped with a 100+ bottle dual-zone wine cooler, beverage cooler, ice maker, and service sink. This area is open to the kitchen an living areas for easy entertaining or catering. The newly reimagined primary retreat is a spa-like sanctuary, showcasing white marble tile, a frameless glass shower with dual rainfall heads, a deep garden soaking tub, double vanity areas with new quartz counter tops, new mirrors and lighting and a bespoke walk-in closet. The primary walk in closet was just updated with a top of the line shelving and storage system for easy organization. The home's floor plan is thoughtfully designed for flexibility, featuring a second primary suite on the main level. Back upstairs, you will find three additional guest bedrooms and two additional full bathrooms, a versatile bonus/flex room over the garage and a private balcony offering serene lake views. The bonus room has endless possibilities and can be used as a recreation room, movie theatre, exercise room, play room, or in-law/nanny quarters as the second back staircase could be a private entry. Outdoor Oasis & Infrastructure Designed for seamless indoor-outdoor living, the rear grounds feature a covered lanai over looking the pool. The covered lanai offers a living and dining area, a newly built-in outdoor kitchen with a professional grill, and a paver-lined patio surrounding a sparkling pool and gas fire pit gazebo sitting area on the other side of pool area. Plenty of yard space to throw the football, practice soccer skills or throw the frisbee with fido!! Exceptional Features Include: Mechanical Integrity: Roof replaced in 2020; updated A/C systems (2016/2019); Rinnai tankless natural gas water heater, brand new primary bathroom, all bathrooms have been refreshed, recently updated kitchen, newer solid wood floors throughout. Storage & Utility: 3-car garage with extended bays for extra storage, oversized closets throughout, and two convenient staircases. Cozy Accents: 2 fireplaces with one being wood-burning and one gas. Three distinct breakfast/dining areas within the kitchen plus formal dining. This is more than a home; it is an invitation to the quintessential Winter Park lifestyle you have been dreaming of living!

5 Beds ⋅ 6 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

Sophisticated Lakeside Living in the Heart of Winter Park! Experience the pinnacle of Florida luxury in this meticulously renovated estate, perfectly situated within walking distance of the world-class dining and boutiques of Park Avenue, views of Lake Osceola with easy lake access, with a coveted Winter Park location and top notch schools. This 5-bedroom, 4-full and 2-half-bath pool home residence offers an enviable blend of timeless architecture and modern refinement. The interior has been updated and maintained to the highest standards. The home’s open-concept floor plan is anchored by rich, newer solid wood flooring and elegant plantation shutters throughout. At the heart of the home, the chef’s kitchen is a culinary masterpiece featuring, pristine quartz countertops, high-end stainless steel Bosch appliances, natural gas range, double ovens, and a walk-in pantry. A sophisticated entertainer’s bar area off the kitchen is equipped with a 100+ bottle dual-zone wine cooler, beverage cooler, ice maker, and service sink. This area is open to the kitchen an living areas for easy entertaining or catering. The newly reimagined primary retreat is a spa-like sanctuary, showcasing white marble tile, a frameless glass shower with dual rainfall heads, a deep garden soaking tub, double vanity areas with new quartz counter tops, new mirrors and lighting and a bespoke walk-in closet. The primary walk in closet was just updated with a top of the line shelving and storage system for easy organization. The home's floor plan is thoughtfully designed for flexibility, featuring a second primary suite on the main level. Back upstairs, you will find three additional guest bedrooms and two additional full bathrooms, a versatile bonus/flex room over the garage and a private balcony offering serene lake views. The bonus room has endless possibilities and can be used as a recreation room, movie theatre, exercise room, play room, or in-law/nanny quarters as the second back staircase could be a private entry. Outdoor Oasis & Infrastructure Designed for seamless indoor-outdoor living, the rear grounds feature a covered lanai over looking the pool. The covered lanai offers a living and dining area, a newly built-in outdoor kitchen with a professional grill, and a paver-lined patio surrounding a sparkling pool and gas fire pit gazebo sitting area on the other side of pool area. Plenty of yard space to throw the football, practice soccer skills or throw the frisbee with fido!! Exceptional Features Include: Mechanical Integrity: Roof replaced in 2020; updated A/C systems (2016/2019); Rinnai tankless natural gas water heater, brand new primary bathroom, all bathrooms have been refreshed, recently updated kitchen, newer solid wood floors throughout. Storage & Utility: 3-car garage with extended bays for extra storage, oversized closets throughout, and two convenient staircases. Cozy Accents: 2 fireplaces with one being wood-burning and one gas. Three distinct breakfast/dining areas within the kitchen plus formal dining. This is more than a home; it is an invitation to the quintessential Winter Park lifestyle you have been dreaming of living!

450 Lakewood Drive, Winter Park

$515,000

Prime Freestanding Commercial Opportunity in the heart of Winter Park! This versatile property is zoned 1210 – Store/Office/Residential II, offering flexible use for investors, owner-occupants, or live/work scenarios. Previously utilized as a real estate office and currently operating as a counseling center, the layout easily adapts to a wide range of professional or service-based businesses including legal, financial, medical, wellness, or boutique retail. Strategically positioned directly across from the United States Postal Service, the property benefits from consistent daily traffic and strong visibility. Located along N Palm Avenue with quick connectivity to major corridors including State Road 436, State Road 417, and State Road 408, providing seamless access to the greater Orlando metro and both major airports. Surrounded by established residential communities and professional offices, and just minutes from the highly desirable Winter Park amenities including dining, retail, and business services. The property features a functional floor plan, a 12x12 storage addition, and a newly upgraded paver driveway enhancing curb appeal and client accessibility. An exceptional opportunity to own a standalone building in a high-demand area where commercial inventory is limited. Ideal for businesses seeking visibility, accessibility, and long-term growth potential, or investors looking for a strong rental asset in a thriving corridor.

Suburban Homes SubDv. ⋅ 32792 Zip Code

Prime Freestanding Commercial Opportunity in the heart of Winter Park! This versatile property is zoned 1210 – Store/Office/Residential II, offering flexible use for investors, owner-occupants, or live/work scenarios. Previously utilized as a real estate office and currently operating as a counseling center, the layout easily adapts to a wide range of professional or service-based businesses including legal, financial, medical, wellness, or boutique retail. Strategically positioned directly across from the United States Postal Service, the property benefits from consistent daily traffic and strong visibility. Located along N Palm Avenue with quick connectivity to major corridors including State Road 436, State Road 417, and State Road 408, providing seamless access to the greater Orlando metro and both major airports. Surrounded by established residential communities and professional offices, and just minutes from the highly desirable Winter Park amenities including dining, retail, and business services. The property features a functional floor plan, a 12x12 storage addition, and a newly upgraded paver driveway enhancing curb appeal and client accessibility. An exceptional opportunity to own a standalone building in a high-demand area where commercial inventory is limited. Ideal for businesses seeking visibility, accessibility, and long-term growth potential, or investors looking for a strong rental asset in a thriving corridor.

4947 N Palm Avenue, Winter Park

$1,495,000

A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with modern comfort. A flexible two-level layout offers main living areas on the first floor, complemented by an upper-level studio or retreat space with optional deck access, ideal for today’s lifestyle. Extensively improved with over $260,000 in recent upgrades, the home was enhanced with durability and efficiency in mind. Major improvements include a commercial-grade TPO roofing system with advanced drainage and a 20-year warranty completed in 2024, as well as hurricane-impact aluminum sliders all around with large missile-rated glass and enduring waterproofing. Additional features such as a white reflective roof, whole-house surge protection, updated electrical components, and a new code-compliant deck railing further elevate the home’s long-term value and performance. The outdoor spaces have been equally curated, with mid-century-inspired landscaping designed for beauty and ease of maintenance. Palms, agave and drought-tolerant plantings create a clean, modern aesthetic, while redesigned yard spaces enhance openness and usability. A professionally landscaped east yard, low-maintenance turf on the west side, a five-zone irrigation system, and private well irrigation contribute to a thoughtfully executed exterior environment. An expanded driveway provides ample parking, and outdoor lighting enhances ambiance and function. Just moments from desirable Park Avenue, this architecturally significant modern residence is ideally in one of Winter Park’s sought-after neighborhoods, near Lake Virginia, Rollins College and Winter Park Tennis Center. Set on a quiet, tree-lined corner lot with no through traffic, the home enjoys an elevated position on a natural rise, offering peace of mind with no history of flooding, along with ideal north-facing orientation and beautiful natural light throughout the day.

4 Beds ⋅ 2 Baths ⋅ Virginia Heights Rep SubDv. ⋅ 32789 Zip Code

A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with modern comfort. A flexible two-level layout offers main living areas on the first floor, complemented by an upper-level studio or retreat space with optional deck access, ideal for today’s lifestyle. Extensively improved with over $260,000 in recent upgrades, the home was enhanced with durability and efficiency in mind. Major improvements include a commercial-grade TPO roofing system with advanced drainage and a 20-year warranty completed in 2024, as well as hurricane-impact aluminum sliders all around with large missile-rated glass and enduring waterproofing. Additional features such as a white reflective roof, whole-house surge protection, updated electrical components, and a new code-compliant deck railing further elevate the home’s long-term value and performance. The outdoor spaces have been equally curated, with mid-century-inspired landscaping designed for beauty and ease of maintenance. Palms, agave and drought-tolerant plantings create a clean, modern aesthetic, while redesigned yard spaces enhance openness and usability. A professionally landscaped east yard, low-maintenance turf on the west side, a five-zone irrigation system, and private well irrigation contribute to a thoughtfully executed exterior environment. An expanded driveway provides ample parking, and outdoor lighting enhances ambiance and function. Just moments from desirable Park Avenue, this architecturally significant modern residence is ideally in one of Winter Park’s sought-after neighborhoods, near Lake Virginia, Rollins College and Winter Park Tennis Center. Set on a quiet, tree-lined corner lot with no through traffic, the home enjoys an elevated position on a natural rise, offering peace of mind with no history of flooding, along with ideal north-facing orientation and beautiful natural light throughout the day.

446 Melrose Avenue, Winter Park

726/720 N Pennsylvania Avenue, Winter Park

$999,000

Opportunities like this don’t come around often, this is currently the only duplex available within walking distance of Park Avenue and just minutes from Rollins College, placing it directly in one of the most consistent, high-demand rental pockets in Winter Park. With two 3-bedroom, 2-bathroom units (6 bedrooms total), this property is ideally positioned for strong, stable income. Live in one unit and offset your mortgage, or lease both units to capitalize on long-term rental demand in a location where inventory remains extremely limited. Each unit is designed for durability and appeal, featuring open-concept layouts, stone countertops, stainless steel appliances, custom cabinetry, and wood and tile flooring throughout, finishes that attract quality tenants while keeping maintenance straightforward. Private, fenced patios extend the living space outdoors, while in-unit laundry and ample parking add everyday convenience that renters actively prioritize. The location is the true driver, just steps from the Winter Park Golf Course and a short walk to Park Avenue’s dining, shopping, and lifestyle. This level of walkability continues to support strong tenant demand and long-term appreciation, particularly in the rapidly growing West End of Winter Park. As an added benefit, the property includes a membership to the Winter Park Country Club, further enhancing its appeal for both owners and tenants. For buyers looking to secure a property that offers immediate usability, consistent rental demand, and long-term upside in one of Central Florida’s most sought-after markets, this is a rare opportunity to check all three boxes in a single acquisition.

6 Beds ⋅ 4 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code

Opportunities like this don’t come around often, this is currently the only duplex available within walking distance of Park Avenue and just minutes from Rollins College, placing it directly in one of the most consistent, high-demand rental pockets in Winter Park. With two 3-bedroom, 2-bathroom units (6 bedrooms total), this property is ideally positioned for strong, stable income. Live in one unit and offset your mortgage, or lease both units to capitalize on long-term rental demand in a location where inventory remains extremely limited. Each unit is designed for durability and appeal, featuring open-concept layouts, stone countertops, stainless steel appliances, custom cabinetry, and wood and tile flooring throughout, finishes that attract quality tenants while keeping maintenance straightforward. Private, fenced patios extend the living space outdoors, while in-unit laundry and ample parking add everyday convenience that renters actively prioritize. The location is the true driver, just steps from the Winter Park Golf Course and a short walk to Park Avenue’s dining, shopping, and lifestyle. This level of walkability continues to support strong tenant demand and long-term appreciation, particularly in the rapidly growing West End of Winter Park. As an added benefit, the property includes a membership to the Winter Park Country Club, further enhancing its appeal for both owners and tenants. For buyers looking to secure a property that offers immediate usability, consistent rental demand, and long-term upside in one of Central Florida’s most sought-after markets, this is a rare opportunity to check all three boxes in a single acquisition.

726/720 N Pennsylvania Avenue, Winter Park

$524,900

In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedrooms and two baths, the home showcases an open-concept floor plan enhanced by engineered wood flooring that extends throughout every room, creating a cohesive and inviting living environment. The kitchen is thoughtfully updated with quartz countertops, refreshed cabinetry, newer appliances and a charming breakfast nook, ideal for casual dining. The living spaces flow effortlessly to a wonderful enclosed porch, providing additional year-round enjoyment, with direct access to an open brick-paver patio complete with a firepit, all set in a fully fenced backyard ideal for entertaining or relaxing in privacy. Both baths have been tastefully updated, and a new roof installed in 2021 that adds to the home’s overall appeal and peace of mind. Ideally just minutes from vibrant shopping and dining of downtown Winter Park and College Park, with convenient access to major roadways and the AdventHealth Orlando campus, this home offers exceptional accessibility to all metro Orlando has to offer. Whether as a primary residence or an investment opportunity, this property presents an exceptional offering in a prime, established location.

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedrooms and two baths, the home showcases an open-concept floor plan enhanced by engineered wood flooring that extends throughout every room, creating a cohesive and inviting living environment. The kitchen is thoughtfully updated with quartz countertops, refreshed cabinetry, newer appliances and a charming breakfast nook, ideal for casual dining. The living spaces flow effortlessly to a wonderful enclosed porch, providing additional year-round enjoyment, with direct access to an open brick-paver patio complete with a firepit, all set in a fully fenced backyard ideal for entertaining or relaxing in privacy. Both baths have been tastefully updated, and a new roof installed in 2021 that adds to the home’s overall appeal and peace of mind. Ideally just minutes from vibrant shopping and dining of downtown Winter Park and College Park, with convenient access to major roadways and the AdventHealth Orlando campus, this home offers exceptional accessibility to all metro Orlando has to offer. Whether as a primary residence or an investment opportunity, this property presents an exceptional offering in a prime, established location.

1741 Westchester Avenue, Winter Park

How much is your home worth?

How much is your home worth?