Ocalahomesandfarmsrealty.com Search Results

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, nestled in the desirable community of Maitland. Recently installed laminate flooring and a freshly painted interior enhance the home’s comfort and style—perfect for Central Florida living. Step inside to a bright, open-concept layout where the kitchen and living areas flow seamlessly together—ideal for both everyday living and entertaining. The kitchen is a true highlight, showcasing granite countertops, stainless steel appliances, ample workspace, and generous cabinet storage, all overlooking the main living area. Natural light fills the home through sliding glass doors that open to a spacious, fully fenced backyard—perfect for entertaining, relaxing, or enjoying Florida’s year-round sunshine. The primary suite welcomes you with an elegant double-door entry and features a well-appointed en-suite bathroom with generous counter space, a separate shower and soaking tub, and a large walk-in closet. Ideally located just minutes from RDV Sportsplex and its popular Ice Den, with shopping, dining, and everyday conveniences just 10 minutes away. Outdoor enthusiasts will appreciate the close proximity to Wekiwa Springs State Park, known for its crystal-clear springs, kayaking, swimming, and scenic trails. Don’t miss your opportunity to own this move-in ready home in desirable Maitland—schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, nestled in the desirable community of Maitland. Recently installed laminate flooring and a freshly painted interior enhance the home’s comfort and style—perfect for Central Florida living. Step inside to a bright, open-concept layout where the kitchen and living areas flow seamlessly together—ideal for both everyday living and entertaining. The kitchen is a true highlight, showcasing granite countertops, stainless steel appliances, ample workspace, and generous cabinet storage, all overlooking the main living area. Natural light fills the home through sliding glass doors that open to a spacious, fully fenced backyard—perfect for entertaining, relaxing, or enjoying Florida’s year-round sunshine. The primary suite welcomes you with an elegant double-door entry and features a well-appointed en-suite bathroom with generous counter space, a separate shower and soaking tub, and a large walk-in closet. Ideally located just minutes from RDV Sportsplex and its popular Ice Den, with shopping, dining, and everyday conveniences just 10 minutes away. Outdoor enthusiasts will appreciate the close proximity to Wekiwa Springs State Park, known for its crystal-clear springs, kayaking, swimming, and scenic trails. Don’t miss your opportunity to own this move-in ready home in desirable Maitland—schedule your private showing today!

2113 Falkner Road, Maitland

$398,000

STUNNING MODERN REVIVAL IN THE HEART OF MAITLAND. Welcome to 344 Banyan Drive, where classic Maitland charm meets contemporary elegance. Experience the pinnacle of move-in-ready luxury at 344 Banyan Dr. This impeccably renovated residence has been transformed from top to bottom with sophisticated finishes and meticulous attention to detail. The open-concept interior shines with all-new flooring, contemporary baseboards, and a fresh, designer paint palette. The newly renovated kitchen is a true showstopper, boasting new custom cabinetry, sleek stone countertops, a stylish tile backsplash, and a premium stainless steel appliance package. Both the living spaces and the fully renovated bathrooms feature all-new designer lighting that creates a warm, inviting ambiance throughout. Every inch of this home feels brand new. Don't miss your chance to own a masterpiece in 32751!

3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

STUNNING MODERN REVIVAL IN THE HEART OF MAITLAND. Welcome to 344 Banyan Drive, where classic Maitland charm meets contemporary elegance. Experience the pinnacle of move-in-ready luxury at 344 Banyan Dr. This impeccably renovated residence has been transformed from top to bottom with sophisticated finishes and meticulous attention to detail. The open-concept interior shines with all-new flooring, contemporary baseboards, and a fresh, designer paint palette. The newly renovated kitchen is a true showstopper, boasting new custom cabinetry, sleek stone countertops, a stylish tile backsplash, and a premium stainless steel appliance package. Both the living spaces and the fully renovated bathrooms feature all-new designer lighting that creates a warm, inviting ambiance throughout. Every inch of this home feels brand new. Don't miss your chance to own a masterpiece in 32751!

344 Banyan Drive, Maitland

$397,000

Welcome to 2494 Castlewood Road, a spacious 4-bedroom, 2-bath pool home offering 2,086 square feet of potential on a large corner homesite in a quiet, tree-lined neighborhood. This property is ideal for investors or cash buyers looking for a renovation project in a desirable area with strong resale and rental potential. The home’s major systems have been recently updated, including: Solar Panels (2021); Roof (2021) with updated gutters, fascia, and soffits; HVAC System (2020); Water Heater (2020). A Four Point inspection was performed to ensure these new items are in great working order! The interior is ready for renovation, allowing you to create the perfect modern home or flip. The large pool needs some tlc, but offers great potential for the backyard. Enjoy a prime location near desirable English Estates Elementary (just a half-mile walk) and easy access to Oxford Road — an area currently seeing major investment and redevelopment by Seminole County. The neighborhood features sidewalk-lined streets, mature trees, and no required HOA fees, plus affordable taxes from no city property taxes, as the property is located in unincorporated Seminole County. Whether you’re looking for your next fix-and-flip or a long-term income property, this Maitland gem offers all the right ingredients: location, size, and built-in equity potential.

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Welcome to 2494 Castlewood Road, a spacious 4-bedroom, 2-bath pool home offering 2,086 square feet of potential on a large corner homesite in a quiet, tree-lined neighborhood. This property is ideal for investors or cash buyers looking for a renovation project in a desirable area with strong resale and rental potential. The home’s major systems have been recently updated, including: Solar Panels (2021); Roof (2021) with updated gutters, fascia, and soffits; HVAC System (2020); Water Heater (2020). A Four Point inspection was performed to ensure these new items are in great working order! The interior is ready for renovation, allowing you to create the perfect modern home or flip. The large pool needs some tlc, but offers great potential for the backyard. Enjoy a prime location near desirable English Estates Elementary (just a half-mile walk) and easy access to Oxford Road — an area currently seeing major investment and redevelopment by Seminole County. The neighborhood features sidewalk-lined streets, mature trees, and no required HOA fees, plus affordable taxes from no city property taxes, as the property is located in unincorporated Seminole County. Whether you’re looking for your next fix-and-flip or a long-term income property, this Maitland gem offers all the right ingredients: location, size, and built-in equity potential.

2494 Castlewood Road, Maitland

$395,000

One or more photos was virtually staged. Welcome to this generously sized home offering a rare opportunity to create the space you’ve always dreamed of. Situated in a desirable Maitland neighborhood, this property features 3 bedrooms, 2 bathrooms, a 2-car garage, and a private pool — all on a fully fenced lot with NO HOA. Inside, you’ll find a traditional layout with a formal living and dining room, a cozy family room, and an oversized bonus room perfect for a home office, game room, or guest space. The guest bathroom has already been beautifully updated, and the windows have been replaced for added efficiency and comfort. While the home does need updating — the solid bones, spacious layout, and prime location make this a great opportunity for buyers with vision. Whether you're looking to renovate and make it your own or invest in a property with strong potential, this Maitland pool home is a must-see.

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

One or more photos was virtually staged. Welcome to this generously sized home offering a rare opportunity to create the space you’ve always dreamed of. Situated in a desirable Maitland neighborhood, this property features 3 bedrooms, 2 bathrooms, a 2-car garage, and a private pool — all on a fully fenced lot with NO HOA. Inside, you’ll find a traditional layout with a formal living and dining room, a cozy family room, and an oversized bonus room perfect for a home office, game room, or guest space. The guest bathroom has already been beautifully updated, and the windows have been replaced for added efficiency and comfort. While the home does need updating — the solid bones, spacious layout, and prime location make this a great opportunity for buyers with vision. Whether you're looking to renovate and make it your own or invest in a property with strong potential, this Maitland pool home is a must-see.

637 Magnolia Drive, Maitland

$392,000

Welcome to the Winfield community in Maitland, where this 3-bedroom, 2-bathroom home with a 2-car garage offers both comfort and function. The foyer opens into a flexible dining area and flows into the kitchen, which features granite countertops, wood cabinetry, and newer appliances. The spacious living room with vaulted ceilings creates an open and inviting central gathering space. The split-bedroom floor plan provides privacy, with the primary suite located on one side of the home. The primary bedroom includes a walk-in closet and an en-suite bath. Two additional bedrooms and a full bath are located on the opposite side of the home, along with a convenient interior laundry room. French doors lead from the living room to a large screened-in pavered porch overlooking the fully fenced backyard. This versatile outdoor space is ideal for dining, relaxing, or hosting get-togethers in a low-maintenance setting. Reach out to schedule your tour today.

3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Welcome to the Winfield community in Maitland, where this 3-bedroom, 2-bathroom home with a 2-car garage offers both comfort and function. The foyer opens into a flexible dining area and flows into the kitchen, which features granite countertops, wood cabinetry, and newer appliances. The spacious living room with vaulted ceilings creates an open and inviting central gathering space. The split-bedroom floor plan provides privacy, with the primary suite located on one side of the home. The primary bedroom includes a walk-in closet and an en-suite bath. Two additional bedrooms and a full bath are located on the opposite side of the home, along with a convenient interior laundry room. French doors lead from the living room to a large screened-in pavered porch overlooking the fully fenced backyard. This versatile outdoor space is ideal for dining, relaxing, or hosting get-togethers in a low-maintenance setting. Reach out to schedule your tour today.

2115 Korat Lane, Maitland

$390,000

Welcome! This well-maintained ranch-style home features a functional single-level design with a newer roof (2024) encompassing 1,523 square feet of living space, with an additional 255 square feet of expanded living space in the enclosed Florida Room to enjoy. The main living area includes three bedrooms and one and a half baths. a stunning kitchen (remodeled 2025), open floor plan, cozy Florida Room, and vinyl fenced backyard provide the perfect background to enjoy every day and a versatile space to accommodate your needs, and ideal for entertaining guests. Additional updates include a new HVAC system (2023), along with complete electrical rewiring featuring updated boxes, outlets, switches and fixtures. Location is a key advantage where convenience defines this neighborhood. Lake Sybelia Elementary is one block away, and primary services and a variety of shopping plazas are just minutes away, ensuring quick access to all your daily needs. For outdoor adventures, the Sandspur Bike Trail is also one block away, while Lake Sybelia and many other parks are close by, while Downtown Winter Park and the surrounding areas offer many quality choices for dining, entertainment, and shopping, providing a list of places to explore within a short distance. Quick access to I-4 makes commuting effortless, whether for work or exploring the greater Orlando area. This combination of recent improvements, desirable features, and prime location creates a prime opportunity just waiting for you. Schedule your private showing today to experience all that this beautiful home and location have to offer.

3 Beds ⋅ 2 Baths ⋅ Bucher Hgts SubDv. ⋅ 32751 Zip Code

Welcome! This well-maintained ranch-style home features a functional single-level design with a newer roof (2024) encompassing 1,523 square feet of living space, with an additional 255 square feet of expanded living space in the enclosed Florida Room to enjoy. The main living area includes three bedrooms and one and a half baths. a stunning kitchen (remodeled 2025), open floor plan, cozy Florida Room, and vinyl fenced backyard provide the perfect background to enjoy every day and a versatile space to accommodate your needs, and ideal for entertaining guests. Additional updates include a new HVAC system (2023), along with complete electrical rewiring featuring updated boxes, outlets, switches and fixtures. Location is a key advantage where convenience defines this neighborhood. Lake Sybelia Elementary is one block away, and primary services and a variety of shopping plazas are just minutes away, ensuring quick access to all your daily needs. For outdoor adventures, the Sandspur Bike Trail is also one block away, while Lake Sybelia and many other parks are close by, while Downtown Winter Park and the surrounding areas offer many quality choices for dining, entertainment, and shopping, providing a list of places to explore within a short distance. Quick access to I-4 makes commuting effortless, whether for work or exploring the greater Orlando area. This combination of recent improvements, desirable features, and prime location creates a prime opportunity just waiting for you. Schedule your private showing today to experience all that this beautiful home and location have to offer.

731 Bucher Road, Maitland

$390,000

This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed. There is also an upstairs rear balcony off of the primary bedroom that is sure to impress. The laundry is smartly located upstairs, along with a second bathroom, as well as the second and third bedrooms. This unit offers a short walk to the nicely planned pool area as well as enjoyable strolls on the sidewalk along Lake Charity.

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed. There is also an upstairs rear balcony off of the primary bedroom that is sure to impress. The laundry is smartly located upstairs, along with a second bathroom, as well as the second and third bedrooms. This unit offers a short walk to the nicely planned pool area as well as enjoyable strolls on the sidewalk along Lake Charity.

1277 Blessing Street, Maitland

$385,000

RARE 3-BEDROOM GROUND FLOOR UNIT IN MAITLAND HOUSE. Enter this unit just steps from the assigned covered parking space to find a comfortable three bedroom unit that looks out to the tranquil pool area. The great room focus is the wood burning fireplace, and it has plenty of space for your dining table and living room furniture. The bright, well-equipped kitchen has a full complement of appliances, granite counters and a closet pantry. Down the hall you'll find three bedrooms. The primary bedroom features a custom-built wall of closet storage, plenty of room for your king-size bed, and a designer bath with spa-like shower, quartz-topped vanity and fixtures. The two additional bedrooms share the hall bathroom with tub and shower. You'll spend lots of time on the screened, private porch, overlooking the sparkling pool and garden. The condo fee includes high speed internet, cable with DVR, water, sewer, garbage, exterior pest control, grounds maintenance. Dedicated exterior storage room for this unit. The community also has a convenient and spacious laundry room, club house and covered dog walk. Maitland House is one of Maitland's treasures, convenient to everything, its located directly across the street from Enzian and Eden Bar, a quick five minutes to stylish Park Avenue, Winter Park, and nearby to so much including the restaurants and shopping of Winter Park Village, Maitland City Centre, five minutes to I-4 and the 414, yet nestled in a cozy neighborhood. Schedule your showing today! This unit won't last.

3 Beds ⋅ 2 Baths ⋅ Maitland House SubDv. ⋅ 32751 Zip Code

RARE 3-BEDROOM GROUND FLOOR UNIT IN MAITLAND HOUSE. Enter this unit just steps from the assigned covered parking space to find a comfortable three bedroom unit that looks out to the tranquil pool area. The great room focus is the wood burning fireplace, and it has plenty of space for your dining table and living room furniture. The bright, well-equipped kitchen has a full complement of appliances, granite counters and a closet pantry. Down the hall you'll find three bedrooms. The primary bedroom features a custom-built wall of closet storage, plenty of room for your king-size bed, and a designer bath with spa-like shower, quartz-topped vanity and fixtures. The two additional bedrooms share the hall bathroom with tub and shower. You'll spend lots of time on the screened, private porch, overlooking the sparkling pool and garden. The condo fee includes high speed internet, cable with DVR, water, sewer, garbage, exterior pest control, grounds maintenance. Dedicated exterior storage room for this unit. The community also has a convenient and spacious laundry room, club house and covered dog walk. Maitland House is one of Maitland's treasures, convenient to everything, its located directly across the street from Enzian and Eden Bar, a quick five minutes to stylish Park Avenue, Winter Park, and nearby to so much including the restaurants and shopping of Winter Park Village, Maitland City Centre, five minutes to I-4 and the 414, yet nestled in a cozy neighborhood. Schedule your showing today! This unit won't last.

210 Magnolia Road Unit 106, Maitland

$385,000

Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural light fills the open-concept living and dining areas, highlighting the exquisite craftsmanship and premium finishes throughout. The gourmet chef’s kitchen is the true centerpiece — boasting custom cabinetry, sleek quartz countertops, a designer tile backsplash, and top-of-the-line stainless steel appliances. Whether you’re preparing weekday meals or hosting a dinner party, this kitchen delivers style and performance in perfect harmony. The home’s layout is thoughtfully designed for both comfort and connection. The living spaces flow effortlessly toward the screened-in patio, creating an inviting atmosphere for entertaining, relaxing, or enjoying quiet evenings in your own private retreat. Each of the two spa-inspired bathrooms has been completely transformed with luxury tile, contemporary vanities, and premium fixtures — evoking the serenity of a high-end resort. The primary suite serves as a peaceful haven, featuring generous space, soft natural light, and a modern ensuite designed for relaxation and rejuvenation. Step outside and enjoy the Florida lifestyle from your oversized screened patio, ideal for morning coffee, weekend gatherings, or simply unwinding under the stars. The 2-car garage provides plenty of room for vehicles and storage, adding convenience to your daily routine. Perfectly situated with easy access to major highways, this home offers unbeatable proximity to fine dining, upscale shopping, and world-famous theme parks. Whether you’re commuting, exploring, or entertaining, you’ll find yourself at the center of it all — without sacrificing peace and privacy at home. Every element of this remodel has been thoughtfully chosen to create a residence that feels brand new, yet instantly welcoming. From the modern finishes to the open layout and outdoor living space, this property captures the essence of effortless Florida living. Come experience the perfect combination of design, comfort, and location — and fall in love with the home you’ve been waiting for.

3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural light fills the open-concept living and dining areas, highlighting the exquisite craftsmanship and premium finishes throughout. The gourmet chef’s kitchen is the true centerpiece — boasting custom cabinetry, sleek quartz countertops, a designer tile backsplash, and top-of-the-line stainless steel appliances. Whether you’re preparing weekday meals or hosting a dinner party, this kitchen delivers style and performance in perfect harmony. The home’s layout is thoughtfully designed for both comfort and connection. The living spaces flow effortlessly toward the screened-in patio, creating an inviting atmosphere for entertaining, relaxing, or enjoying quiet evenings in your own private retreat. Each of the two spa-inspired bathrooms has been completely transformed with luxury tile, contemporary vanities, and premium fixtures — evoking the serenity of a high-end resort. The primary suite serves as a peaceful haven, featuring generous space, soft natural light, and a modern ensuite designed for relaxation and rejuvenation. Step outside and enjoy the Florida lifestyle from your oversized screened patio, ideal for morning coffee, weekend gatherings, or simply unwinding under the stars. The 2-car garage provides plenty of room for vehicles and storage, adding convenience to your daily routine. Perfectly situated with easy access to major highways, this home offers unbeatable proximity to fine dining, upscale shopping, and world-famous theme parks. Whether you’re commuting, exploring, or entertaining, you’ll find yourself at the center of it all — without sacrificing peace and privacy at home. Every element of this remodel has been thoughtfully chosen to create a residence that feels brand new, yet instantly welcoming. From the modern finishes to the open layout and outdoor living space, this property captures the essence of effortless Florida living. Come experience the perfect combination of design, comfort, and location — and fall in love with the home you’ve been waiting for.

314 Banyan Drive, Maitland

$379,000

Welcome to 518 Oak Lane — a bright and spacious 3-bedroom, 3-bath home with 1,999 sq ft on a 0.33-acre lot in one of Maitland’s most desirable neighborhoods. On the market for the first time in nearly 50 years, this well-maintained property offers timeless charm, modern updates, and strong potential. Each bedroom features a walk-in closet, and all three bathrooms are designed for comfort and privacy. The home includes a large laundry room, built-in storage, and an open, light-filled layout with potential to connect the kitchen and living areas. Recent upgrades include a new roof (2024), new hot water tanks (2025), and replumb (2025), making it move-in ready. The oversized driveway offers ample parking, and with no HOA, you have freedom to personalize. Located near top-rated schools, parks, shopping, dining, and major highways — just minutes from downtown Maitland and Winter Park. Whether you're looking to renovate or invest, this home is a rare find with lasting value. This home may be under audio/visual surveillance.

3 Beds ⋅ 3 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Welcome to 518 Oak Lane — a bright and spacious 3-bedroom, 3-bath home with 1,999 sq ft on a 0.33-acre lot in one of Maitland’s most desirable neighborhoods. On the market for the first time in nearly 50 years, this well-maintained property offers timeless charm, modern updates, and strong potential. Each bedroom features a walk-in closet, and all three bathrooms are designed for comfort and privacy. The home includes a large laundry room, built-in storage, and an open, light-filled layout with potential to connect the kitchen and living areas. Recent upgrades include a new roof (2024), new hot water tanks (2025), and replumb (2025), making it move-in ready. The oversized driveway offers ample parking, and with no HOA, you have freedom to personalize. Located near top-rated schools, parks, shopping, dining, and major highways — just minutes from downtown Maitland and Winter Park. Whether you're looking to renovate or invest, this home is a rare find with lasting value. This home may be under audio/visual surveillance.

518 Oak Lane, Maitland

$375,125

Welcome to 1241 Manchester Road, a spacious 3-bedroom, 2-bath home with over 2,000 sq ft of living space in the heart of Maitland. This solid block construction home, situated on a corner lot, offers incredible potential for new owners to bring their vision to life and make it their own. Inside, you’ll find generous living areas, a glassed Florida room, a breakfast nook adjacent the kitchen, a separate formal dining, family, and living/great room. Create the layout that suits your lifestyle best. With a newer roof and AC, much of the heavy lifting has already been done, leaving you free to focus on adding your personal touch. A quiet street in the desirable English Estates community, this property is ideal for those seeking a family home with character, comfort, and room to grow. An optional Homeowner’s Association offers a sense of community without the hefty fee. Don't miss the chance to transform this Maitland gem into your dream home!

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Welcome to 1241 Manchester Road, a spacious 3-bedroom, 2-bath home with over 2,000 sq ft of living space in the heart of Maitland. This solid block construction home, situated on a corner lot, offers incredible potential for new owners to bring their vision to life and make it their own. Inside, you’ll find generous living areas, a glassed Florida room, a breakfast nook adjacent the kitchen, a separate formal dining, family, and living/great room. Create the layout that suits your lifestyle best. With a newer roof and AC, much of the heavy lifting has already been done, leaving you free to focus on adding your personal touch. A quiet street in the desirable English Estates community, this property is ideal for those seeking a family home with character, comfort, and room to grow. An optional Homeowner’s Association offers a sense of community without the hefty fee. Don't miss the chance to transform this Maitland gem into your dream home!

1241 Manchester Rd, Maitland

$375,000

Virtually Staged. PRICE REDUCED. Owner Motivated! Welcome to this beautifully maintained home in the heart of Maitland, offering the perfect blend of comfort, functionality, and Florida lifestyle living. This thoughtfully designed residence features a bright and open layout with spacious living areas, soaring ceilings, and an abundance of natural light throughout. The kitchen serves as the heart of the home, complete with ample cabinetry, generous counter space, and a convenient breakfast bar that opens seamlessly to the main living and dining areas, ideal for both everyday living and entertaining. Sliding glass doors lead to a private backyard with a paver patio, creating the perfect space to relax or host gatherings. The primary suite offers a peaceful retreat with plenty of space, natural light, and an en-suite bathroom for added convenience. Additional bedrooms are well-sized and versatile, perfect for guests, a home office, or growing households. Situated on a quiet street, this home features a fully fenced yard, mature landscaping, and a two-car garage. Conveniently located near shopping, dining, major roadways, and top-rated schools, this property combines tranquility with accessibility. Don’t miss the opportunity to make this move-in ready Maitland gem your own, schedule your private showing today.

4 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Virtually Staged. PRICE REDUCED. Owner Motivated! Welcome to this beautifully maintained home in the heart of Maitland, offering the perfect blend of comfort, functionality, and Florida lifestyle living. This thoughtfully designed residence features a bright and open layout with spacious living areas, soaring ceilings, and an abundance of natural light throughout. The kitchen serves as the heart of the home, complete with ample cabinetry, generous counter space, and a convenient breakfast bar that opens seamlessly to the main living and dining areas, ideal for both everyday living and entertaining. Sliding glass doors lead to a private backyard with a paver patio, creating the perfect space to relax or host gatherings. The primary suite offers a peaceful retreat with plenty of space, natural light, and an en-suite bathroom for added convenience. Additional bedrooms are well-sized and versatile, perfect for guests, a home office, or growing households. Situated on a quiet street, this home features a fully fenced yard, mature landscaping, and a two-car garage. Conveniently located near shopping, dining, major roadways, and top-rated schools, this property combines tranquility with accessibility. Don’t miss the opportunity to make this move-in ready Maitland gem your own, schedule your private showing today.

2150 Tortoise Shell Drive, Maitland

$375,000

Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida. The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners, builders, or investors seeking a property in a desirable and established area. The adjacent property to the west (210 Alpine) is also available for purchase. Contact the listing agent for additional information and pricing on the neighboring parcel.

2 Beds ⋅ 1 Baths ⋅ Sunset Ridge SubDv. ⋅ 32751 Zip Code

Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida. The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners, builders, or investors seeking a property in a desirable and established area. The adjacent property to the west (210 Alpine) is also available for purchase. Contact the listing agent for additional information and pricing on the neighboring parcel.

220 Alpine Drive, Maitland

$375,000

Stunning, renovated condo in Maitland’s Ultra Vista community with attached one-car garage. Expect to be impressed as you enter this luxury residence boasting vaulted ceilings which fill the home with natural light! Fall in love with this remodeled kitchen with a butcher block island, 42-inch white cabinetry, soft-close drawers, pantry, tile flooring, and stainless-steel appliances. Wonderful great room with wood-burning fireplace, dining room, and sliding doors leading to the enclosed outdoor porch, perfect for entertaining! Gorgeous wood flooring brings warmth to the home. Retreat to the primary suite with an impressive, updated bath featuring stone counters, walk-in closet, and spacious walk-in shower. The 2nd bedroom is bright and spacious with an updated en-suite bath with soaking tub. The downstairs bedroom with updated en-suite bath is perfectly positioned for a guest suite, home office or den. Enjoy the privacy outdoors with the stone patio and beautiful landscaping overlooking a conservation area. Updates include a new roof (2024), new electrical panel (2024), replumbed, AC (2016) and new exterior paint coming soon. This private community offers a sparkling swimming pool and dog park for its residence. Incredible location, minutes to Winter Park’s Park Ave for shopping and dining. This is the one you have been waiting for!

3 Beds ⋅ 3 Baths ⋅ Ultra Vista Condo SubDv. ⋅ 32751 Zip Code

Stunning, renovated condo in Maitland’s Ultra Vista community with attached one-car garage. Expect to be impressed as you enter this luxury residence boasting vaulted ceilings which fill the home with natural light! Fall in love with this remodeled kitchen with a butcher block island, 42-inch white cabinetry, soft-close drawers, pantry, tile flooring, and stainless-steel appliances. Wonderful great room with wood-burning fireplace, dining room, and sliding doors leading to the enclosed outdoor porch, perfect for entertaining! Gorgeous wood flooring brings warmth to the home. Retreat to the primary suite with an impressive, updated bath featuring stone counters, walk-in closet, and spacious walk-in shower. The 2nd bedroom is bright and spacious with an updated en-suite bath with soaking tub. The downstairs bedroom with updated en-suite bath is perfectly positioned for a guest suite, home office or den. Enjoy the privacy outdoors with the stone patio and beautiful landscaping overlooking a conservation area. Updates include a new roof (2024), new electrical panel (2024), replumbed, AC (2016) and new exterior paint coming soon. This private community offers a sparkling swimming pool and dog park for its residence. Incredible location, minutes to Winter Park’s Park Ave for shopping and dining. This is the one you have been waiting for!

1990 Kenaston Road Unit 1990, Maitland

$372,000

Cute home alert! Finally — an updated, move-in ready home in an amazing Maitland location priced under $400K! Imagine hosting friends and family in the spacious separate dining room, gathering around the oversized kitchen island while dinner cooks, and spending evenings relaxing on the screened patio and playing safely in the fully fenced backyard. Tucked inside the quiet Winfield community with a low HOA, this beautifully maintained 3-bedroom, 2-bath home with split floor plan is an excellent balance of modern style and everyday functionality. Step inside to discover a bright, open-concept layout featuring vaulted ceilings, recessed lighting, and consistent hard-surface flooring throughout. The spacious living area flows seamlessly into the fully updated gourmet kitchen, complete with beautiful countertops, 42” solid wood soft-close cabinetry, and high-end stainless steel appliances — creating a welcoming space in the heart of your home. This split floor plan offers both privacy and flexibility, with an expansive primary suite featuring a walk-in closet with custom built-ins and a beautifully updated bathroom with dual vanities, a relaxing garden tub, and separate shower. On the opposite side of the home, two additional bedrooms are ideal for a nursery, guest room, playroom, or home office. The living space flows to a covered and screened patio, creating a perfect space for year-round indoor-outdoor living. Whether you’re enjoying slow mornings with coffee, hosting weekend get-togethers, or relaxing after work, the fully fenced backyard offers both comfort and privacy. Fresh landscaping, mature shade trees, and the perfect mix of filtered sunlight and greenery give the outdoor space a calm, inviting feel, while the tiled flooring adds a clean, polished touch that’s both stylish and low maintenance. ROOF: 2018

3 Beds ⋅ 2 Baths ⋅ Winfield Ut 1 SubDv. ⋅ 32751 Zip Code

Cute home alert! Finally — an updated, move-in ready home in an amazing Maitland location priced under $400K! Imagine hosting friends and family in the spacious separate dining room, gathering around the oversized kitchen island while dinner cooks, and spending evenings relaxing on the screened patio and playing safely in the fully fenced backyard. Tucked inside the quiet Winfield community with a low HOA, this beautifully maintained 3-bedroom, 2-bath home with split floor plan is an excellent balance of modern style and everyday functionality. Step inside to discover a bright, open-concept layout featuring vaulted ceilings, recessed lighting, and consistent hard-surface flooring throughout. The spacious living area flows seamlessly into the fully updated gourmet kitchen, complete with beautiful countertops, 42” solid wood soft-close cabinetry, and high-end stainless steel appliances — creating a welcoming space in the heart of your home. This split floor plan offers both privacy and flexibility, with an expansive primary suite featuring a walk-in closet with custom built-ins and a beautifully updated bathroom with dual vanities, a relaxing garden tub, and separate shower. On the opposite side of the home, two additional bedrooms are ideal for a nursery, guest room, playroom, or home office. The living space flows to a covered and screened patio, creating a perfect space for year-round indoor-outdoor living. Whether you’re enjoying slow mornings with coffee, hosting weekend get-togethers, or relaxing after work, the fully fenced backyard offers both comfort and privacy. Fresh landscaping, mature shade trees, and the perfect mix of filtered sunlight and greenery give the outdoor space a calm, inviting feel, while the tiled flooring adds a clean, polished touch that’s both stylish and low maintenance. ROOF: 2018

2040 Bobtail Drive, Maitland

$370,000

All highest and best offers due by 10:00 AM EST on 5/21/26. Welcome home! This inviting three-bedroom, two-bathroom residence in the heart of Maitland combines everyday convenience with a comfortable living environment ready for years of memories. As you step inside, vaulted ceilings draw the eye upward, creating a sense of openness throughout the interior, while its functional design delivers multiple living areas, a spacious primary suite, and flexible secondary bedrooms, perfect for life’s ever-changing needs. The thoughtful floor plan boasts a natural flow between living areas, bedrooms, and the screened patio, creating a residence that feels both spacious and intimate; ideal for day-to-day life and entertaining guests. The new HVAC System, new Water Heater, and fresh exterior paint add to the list of positives, allowing for peace of mind for years to come. Beyond the interior, a partially covered screened lanai extends the living space, offering a sheltered retreat, with a fenced backyard to maximize privacy. Location-wise, this property places you in the heart of the action near vibrant shopping, dining, and entertainment options. Within one mile, you will find multiple restaurants, shopping plazas, and the Orlando Sportsplex/Ice Den, providing everyday needs at your doorstep. For days when you want to venture further, you are less than five miles from the Winter Park Village, Altamonte Mall, College Park, medical services, multiple golf courses and sports fields, various parks and nature trails, and immediate highway access, which allows for a straightforward journey to anywhere in Central Florida and beyond. Schedule your private showing today and experience the convenience of this move-in-ready property firsthand.

3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

All highest and best offers due by 10:00 AM EST on 5/21/26. Welcome home! This inviting three-bedroom, two-bathroom residence in the heart of Maitland combines everyday convenience with a comfortable living environment ready for years of memories. As you step inside, vaulted ceilings draw the eye upward, creating a sense of openness throughout the interior, while its functional design delivers multiple living areas, a spacious primary suite, and flexible secondary bedrooms, perfect for life’s ever-changing needs. The thoughtful floor plan boasts a natural flow between living areas, bedrooms, and the screened patio, creating a residence that feels both spacious and intimate; ideal for day-to-day life and entertaining guests. The new HVAC System, new Water Heater, and fresh exterior paint add to the list of positives, allowing for peace of mind for years to come. Beyond the interior, a partially covered screened lanai extends the living space, offering a sheltered retreat, with a fenced backyard to maximize privacy. Location-wise, this property places you in the heart of the action near vibrant shopping, dining, and entertainment options. Within one mile, you will find multiple restaurants, shopping plazas, and the Orlando Sportsplex/Ice Den, providing everyday needs at your doorstep. For days when you want to venture further, you are less than five miles from the Winter Park Village, Altamonte Mall, College Park, medical services, multiple golf courses and sports fields, various parks and nature trails, and immediate highway access, which allows for a straightforward journey to anywhere in Central Florida and beyond. Schedule your private showing today and experience the convenience of this move-in-ready property firsthand.

2134 Korat Lane, Maitland

$370,000

Unlock the potential of 370 Sultana Lane located in the heart of Maitland, Florida! This block-constructed home is a renovation-in-progress, ready for a visionary buyer to bring their dream design to life. Offered at an attractive 'as-is' price, this property provides the perfect canvas to create something truly special. Key updates already in place include a 2020 roof, energy-efficient solar panels, modern vinyl windows, and upgraded PEX plumbing—giving you a solid foundation to build upon. The home also boasts a spacious two-car garage, a versatile bonus room, and charming crown molding that adds a touch of character. Situated in an unbeatable location, you'll enjoy easy access to express lane ramps, making commuting a breeze. Plus, you're just minutes from local eateries, beautiful parks, and top-rated public and private schools. Whether you're looking for convenience, potential, or a rewarding project, this property delivers. Bring your creativity, materials, and plans—370 Sultana Lane is ready for your finishing touch. Seize this opportunity to design a home perfectly tailored to your taste and lifestyle! Schedule your private viewing today.

3 Beds ⋅ 3 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

Unlock the potential of 370 Sultana Lane located in the heart of Maitland, Florida! This block-constructed home is a renovation-in-progress, ready for a visionary buyer to bring their dream design to life. Offered at an attractive 'as-is' price, this property provides the perfect canvas to create something truly special. Key updates already in place include a 2020 roof, energy-efficient solar panels, modern vinyl windows, and upgraded PEX plumbing—giving you a solid foundation to build upon. The home also boasts a spacious two-car garage, a versatile bonus room, and charming crown molding that adds a touch of character. Situated in an unbeatable location, you'll enjoy easy access to express lane ramps, making commuting a breeze. Plus, you're just minutes from local eateries, beautiful parks, and top-rated public and private schools. Whether you're looking for convenience, potential, or a rewarding project, this property delivers. Bring your creativity, materials, and plans—370 Sultana Lane is ready for your finishing touch. Seize this opportunity to design a home perfectly tailored to your taste and lifestyle! Schedule your private viewing today.

370 Sultana Lane, Maitland

$369,000

Offered for the first time in 42 years, this 3-bedroom, 2-bath home is located in the highly desirable English Estates community in Seminole County. With spacious living areas, quality construction, and timeless character, this home offers a wonderful opportunity to make it your own. A circular driveway provides ample parking with plenty of room for multiple vehicles, including an RV or boat. Inside, the home features a formal living room with a wood-burning fireplace and traditional mantle. The kitchen includes a cozy eat-in dining area centered around a second wood-burning brick fireplace, while the adjacent family room is filled with natural light from a wall of windows overlooking the backyard. All three bedrooms are generously sized, including an oversized primary suite with a walk-in closet. Recent updates include a new roof (2020) and a whole-house generator (2018). Additional features include a well solely for the sprinkler system, a walk-in attic, attic fan, backyard fruit trees, and flood lights. English Estates is one of Maitland's most established neighborhoods, offering Seminole County schools and convenient access to shopping, dining, parks, major roadways, and Downtown Orlando. From this location you are less than 10 minutes to the I-4 Express lanes to get to downtown in 20 minutes total, you are 15 minutes to the hustle and bustle of Winter Park Village and all surrounding shops and restaurants. This is a rare opportunity to own a home that has been lovingly cared for and is ready for its next owner.

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Offered for the first time in 42 years, this 3-bedroom, 2-bath home is located in the highly desirable English Estates community in Seminole County. With spacious living areas, quality construction, and timeless character, this home offers a wonderful opportunity to make it your own. A circular driveway provides ample parking with plenty of room for multiple vehicles, including an RV or boat. Inside, the home features a formal living room with a wood-burning fireplace and traditional mantle. The kitchen includes a cozy eat-in dining area centered around a second wood-burning brick fireplace, while the adjacent family room is filled with natural light from a wall of windows overlooking the backyard. All three bedrooms are generously sized, including an oversized primary suite with a walk-in closet. Recent updates include a new roof (2020) and a whole-house generator (2018). Additional features include a well solely for the sprinkler system, a walk-in attic, attic fan, backyard fruit trees, and flood lights. English Estates is one of Maitland's most established neighborhoods, offering Seminole County schools and convenient access to shopping, dining, parks, major roadways, and Downtown Orlando. From this location you are less than 10 minutes to the I-4 Express lanes to get to downtown in 20 minutes total, you are 15 minutes to the hustle and bustle of Winter Park Village and all surrounding shops and restaurants. This is a rare opportunity to own a home that has been lovingly cared for and is ready for its next owner.

2340 Derbyshire Road, Maitland

$365,000

Sensational ALL-Block Home in Maitland with NO HOA and Deeded Private Lake Access! Nestled within Lakewood Shores, a charming and welcoming enclave of 42 homes, this 3BR/2BA residence offers a leisurely lifestyle with deeded access to Lake of the Woods via private neighborhood boat ramp. Venture inside to discover an openly flowing traditional layout, soft natural light, well-equipped kitchen w/skylights, separate dining area, and a cozy living room with a wood-burning fireplace. Each bedroom is generously-sized, while the primary bedroom has an en suite w/step-in shower. Enjoy the entertaining possibilities of the screened-in lanai, as well as the fenced-in backyard boasting a shed with electricity connected. Other features: attached carport w/newly epoxy floors, indoor laundry area, new electrical service panel, updated windows/plumbing/water heater, cost-savings well sourced irrigation system, near Maitland Art Center, Lake Lily Park, and the Enzian Theater, close to Downtown Maitland, Park Avenue, Winter Park Village, I-4, and much more! Call and schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ Lakewood Shores SubDv. ⋅ 32751 Zip Code

Sensational ALL-Block Home in Maitland with NO HOA and Deeded Private Lake Access! Nestled within Lakewood Shores, a charming and welcoming enclave of 42 homes, this 3BR/2BA residence offers a leisurely lifestyle with deeded access to Lake of the Woods via private neighborhood boat ramp. Venture inside to discover an openly flowing traditional layout, soft natural light, well-equipped kitchen w/skylights, separate dining area, and a cozy living room with a wood-burning fireplace. Each bedroom is generously-sized, while the primary bedroom has an en suite w/step-in shower. Enjoy the entertaining possibilities of the screened-in lanai, as well as the fenced-in backyard boasting a shed with electricity connected. Other features: attached carport w/newly epoxy floors, indoor laundry area, new electrical service panel, updated windows/plumbing/water heater, cost-savings well sourced irrigation system, near Maitland Art Center, Lake Lily Park, and the Enzian Theater, close to Downtown Maitland, Park Avenue, Winter Park Village, I-4, and much more! Call and schedule your private showing today!

110 N Lakewood Circle, Maitland

1140 S Orlando Avenue Unit F-1, Maitland

$365,000

This condo was completely renovated in 2023 and is located in one of the best spots within the complex. Positioned directly on the Winter Park chain of lakes, it offers excellent access to everything Winter Park and Maitland have to offer. Residents enjoy being within walking distance to a variety of restaurants and shopping, creating an ideal blend of convenience and lifestyle. This unique corner unit features great views and a screened-in porch on the first floor, perfect for enjoying the surroundings. Because it is a corner residence, the condo is filled with lovely natural light from multiple windows, enhancing the open feel. Its location also provides easy access to the pool area for added everyday convenience. Inside, the condo offers two full baths and extensive upgrades throughout. Raised ceilings contribute to the spacious atmosphere, while newer electrical, plumbing, and a hot water heater provide peace of mind. The home includes newer full-sized appliances, custom cabinetry, granite countertops, newer flooring, custom closets, and an in-unit washer and dryer. Residents enjoy lake access with beautiful views and the community amenities include a clubhouse with a full kitchen, kayak racks, a fishing pier, and a personal storage unit. With renovations completed in 2023, the condo features modern finishes and systems that feel fresh and move-in ready.

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

This condo was completely renovated in 2023 and is located in one of the best spots within the complex. Positioned directly on the Winter Park chain of lakes, it offers excellent access to everything Winter Park and Maitland have to offer. Residents enjoy being within walking distance to a variety of restaurants and shopping, creating an ideal blend of convenience and lifestyle. This unique corner unit features great views and a screened-in porch on the first floor, perfect for enjoying the surroundings. Because it is a corner residence, the condo is filled with lovely natural light from multiple windows, enhancing the open feel. Its location also provides easy access to the pool area for added everyday convenience. Inside, the condo offers two full baths and extensive upgrades throughout. Raised ceilings contribute to the spacious atmosphere, while newer electrical, plumbing, and a hot water heater provide peace of mind. The home includes newer full-sized appliances, custom cabinetry, granite countertops, newer flooring, custom closets, and an in-unit washer and dryer. Residents enjoy lake access with beautiful views and the community amenities include a clubhouse with a full kitchen, kayak racks, a fishing pier, and a personal storage unit. With renovations completed in 2023, the condo features modern finishes and systems that feel fresh and move-in ready.

1140 S Orlando Avenue Unit F-1, Maitland

$365,000

Welcome to Montacino, a gated community offering both convenience and charm. This updated 3-bedroom, 2.5-bath townhome combines modern finishes with a comfortable, functional layout. The first floor features an open design with spacious living, dining, and kitchen areas that flow seamlessly for everyday living or entertaining. The kitchen includes granite countertops, stainless steel appliances, and a stylish backsplash, with views of the covered back porch overlooking a peaceful green space. A convenient half bath is also located downstairs. Upstairs, the primary suite offers a private balcony, walk-in closet, and en-suite bath with dual vanities and a walk-in shower. Two additional bedrooms, a full bathroom, and a conveniently located laundry closet with washer and dryer complete the second level. Recent updates include new laminate flooring downstairs, along with a new microwave and refrigerator. The home also includes a one-car garage. Residents enjoy truly maintenance-free living, with the HOA fee covering internet, cable TV, exterior pest/termite control, roof repair and/or replacement, and exterior upkeep, as well as access to a resort-style pool, beautifully landscaped grounds, and lakeside sidewalks perfect for a stroll. A transferable home warranty is also available for added peace of mind. Ideally located near I-4, Winter Park, and Downtown Orlando, this home offers the perfect balance of a peaceful retreat and city convenience.

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Welcome to Montacino, a gated community offering both convenience and charm. This updated 3-bedroom, 2.5-bath townhome combines modern finishes with a comfortable, functional layout. The first floor features an open design with spacious living, dining, and kitchen areas that flow seamlessly for everyday living or entertaining. The kitchen includes granite countertops, stainless steel appliances, and a stylish backsplash, with views of the covered back porch overlooking a peaceful green space. A convenient half bath is also located downstairs. Upstairs, the primary suite offers a private balcony, walk-in closet, and en-suite bath with dual vanities and a walk-in shower. Two additional bedrooms, a full bathroom, and a conveniently located laundry closet with washer and dryer complete the second level. Recent updates include new laminate flooring downstairs, along with a new microwave and refrigerator. The home also includes a one-car garage. Residents enjoy truly maintenance-free living, with the HOA fee covering internet, cable TV, exterior pest/termite control, roof repair and/or replacement, and exterior upkeep, as well as access to a resort-style pool, beautifully landscaped grounds, and lakeside sidewalks perfect for a stroll. A transferable home warranty is also available for added peace of mind. Ideally located near I-4, Winter Park, and Downtown Orlando, this home offers the perfect balance of a peaceful retreat and city convenience.

1291 Blessing Street, Maitland

$364,500

3/2 condo in Sierra Ln

3 Beds ⋅ 2 Baths ⋅ Sierra Condo Ph 2 SubDv. ⋅ 32751 Zip Code

3/2 condo in Sierra Ln

2332 Sierra Lane, Maitland

$364,000

BELOW APPRAISAL + SELLER OFFERING INTEREST RATE BUY-DOWN with acceptable offer. /// Why settle for "standard" when you can own a designer-caliber home in Maitland with a lower monthly payment? Priced at $369,000—well below the recent $384K appraisal—this high-end unit offers instant equity. *LIFESTYLE & LOCATION /// RECLAIM YOUR TIME: Just 10 minutes to Downtown Orlando or Winter Park. PET FRIENDLY: Montecino is a gated, pet-loving community. LAKE CHARITY: Enjoy a scenic walk right outside your door. Maintenance-free living with a resort-style pool and gated security. *UPGRADES & VALUE /// MECHANICALLY NEW: New HVAC (Jan 2025), Bosch dishwasher, and 2026 fridge/microwave. DESIGNER FINISHES: Engineered hardwoods, fresh paint, and designer lighting. HOA BONUS: Monthly dues include High-Speed Internet, WiFi, and expanded TV/Streaming.*PEACE OF MIND /// Home just passed INSPECTION. Between the verified value, mechanical updates, and potential interest rate buy-down, this is the most secure and affordable luxury entry in Maitland. Also available for rent at $2500/month. Seller seeking a long-term, high-quality tenant.

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

BELOW APPRAISAL + SELLER OFFERING INTEREST RATE BUY-DOWN with acceptable offer. /// Why settle for "standard" when you can own a designer-caliber home in Maitland with a lower monthly payment? Priced at $369,000—well below the recent $384K appraisal—this high-end unit offers instant equity. *LIFESTYLE & LOCATION /// RECLAIM YOUR TIME: Just 10 minutes to Downtown Orlando or Winter Park. PET FRIENDLY: Montecino is a gated, pet-loving community. LAKE CHARITY: Enjoy a scenic walk right outside your door. Maintenance-free living with a resort-style pool and gated security. *UPGRADES & VALUE /// MECHANICALLY NEW: New HVAC (Jan 2025), Bosch dishwasher, and 2026 fridge/microwave. DESIGNER FINISHES: Engineered hardwoods, fresh paint, and designer lighting. HOA BONUS: Monthly dues include High-Speed Internet, WiFi, and expanded TV/Streaming.*PEACE OF MIND /// Home just passed INSPECTION. Between the verified value, mechanical updates, and potential interest rate buy-down, this is the most secure and affordable luxury entry in Maitland. Also available for rent at $2500/month. Seller seeking a long-term, high-quality tenant.

1321 Benevolent Street, Maitland

$362,500

This beautiful Maitland Florida town home feels like living in a gated resort! 3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more. Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash. Inviting living room and dining area offer plenty of space for entertaining, french door opens to private covered porch which overlooks the rear yard. Upstairs the ensuite primary bedroom has a walk-in closet, great covered balcony area and a dual sink bathroom with glass enclosed shower. Additional 2 bedrooms in the front of the upstairs share a hall bath and laundry closet with washer and dryer included. Montacino is a gated European feeling award winning community with amazing pool area, lake frontage and a convenient location to shopping and i4. This townhouse has a quiet location within the community offering privacy in the back area. All exterior maintenance is included (roof and paint too)! HOA dues include new fiber with internet and channel package and all Montacino amenities.

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

This beautiful Maitland Florida town home feels like living in a gated resort! 3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more. Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash. Inviting living room and dining area offer plenty of space for entertaining, french door opens to private covered porch which overlooks the rear yard. Upstairs the ensuite primary bedroom has a walk-in closet, great covered balcony area and a dual sink bathroom with glass enclosed shower. Additional 2 bedrooms in the front of the upstairs share a hall bath and laundry closet with washer and dryer included. Montacino is a gated European feeling award winning community with amazing pool area, lake frontage and a convenient location to shopping and i4. This townhouse has a quiet location within the community offering privacy in the back area. All exterior maintenance is included (roof and paint too)! HOA dues include new fiber with internet and channel package and all Montacino amenities.

1393 Benevolent Street, Maitland

$360,000

Beautifully updated 3-bedroom, 2-bath home in Maitland, conveniently located approximately 10 minutes from Park Avenue. Major improvements include hurricane-impact windows and a new roof in 2021, an updated kitchen with granite countertops in 2022, new tile flooring in 2023, a new A/C system and ductwork installed in August 2025, and new appliances in 2026. The home features a comfortable open layout, a one-car garage, and a private fenced yard perfect for relaxing or entertaining. Conveniently situated near shopping, dining, major roadways, Maitland, and Winter Park. Move-in ready with many major improvements already completed!

3 Beds ⋅ 2 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code

Beautifully updated 3-bedroom, 2-bath home in Maitland, conveniently located approximately 10 minutes from Park Avenue. Major improvements include hurricane-impact windows and a new roof in 2021, an updated kitchen with granite countertops in 2022, new tile flooring in 2023, a new A/C system and ductwork installed in August 2025, and new appliances in 2026. The home features a comfortable open layout, a one-car garage, and a private fenced yard perfect for relaxing or entertaining. Conveniently situated near shopping, dining, major roadways, Maitland, and Winter Park. Move-in ready with many major improvements already completed!

1982 Water Lane, Maitland

$359,706

Auction Property. Welcome to this inviting home offering comfortable living spaces and a thoughtful, functional layout. The residence features practical amenities and well-appointed rooms designed for everyday convenience and relaxation. This three-bedroom, two-bathroom property in the sought-after English Estates community presents excellent investment potential with no HOA restrictions. The eat-in kitchen, open-flow design, and convenient garage laundry provide ease of living, while the generous lot in this established suburban neighborhood allows ample opportunity for future enhancements or expansion. Ideally located just seven minutes from Super Walmart and with quick access to Highway 436, residents will appreciate the close proximity to shopping, dining, and daily necessities. Whether you’re looking to renovate, update, or reposition the home, this property offers the flexibility to tailor it to your vision and long-term investment goals. With its desirable location, solid structure, and versatile potential, this home provides a strong foundation for creating value through strategic improvements in a well-positioned suburban setting. Schedule your private showing today and discover the comfort, convenience, and opportunity this wonderful home has to offer.

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Auction Property. Welcome to this inviting home offering comfortable living spaces and a thoughtful, functional layout. The residence features practical amenities and well-appointed rooms designed for everyday convenience and relaxation. This three-bedroom, two-bathroom property in the sought-after English Estates community presents excellent investment potential with no HOA restrictions. The eat-in kitchen, open-flow design, and convenient garage laundry provide ease of living, while the generous lot in this established suburban neighborhood allows ample opportunity for future enhancements or expansion. Ideally located just seven minutes from Super Walmart and with quick access to Highway 436, residents will appreciate the close proximity to shopping, dining, and daily necessities. Whether you’re looking to renovate, update, or reposition the home, this property offers the flexibility to tailor it to your vision and long-term investment goals. With its desirable location, solid structure, and versatile potential, this home provides a strong foundation for creating value through strategic improvements in a well-positioned suburban setting. Schedule your private showing today and discover the comfort, convenience, and opportunity this wonderful home has to offer.

2464 Derbyshire Road, Maitland

$355,000

Come see this beautiful Maitland Townhome in the gated community in the Enclave At Maitland. This property has recently been updated to include new cabinets in kitchen, new granite countertops and new microwave. The upstairs Master Bathroom has been remodeled and there is new carpeting throughout all three bedrooms.Dont miss out on the opportunity to own this beautiful home.

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Come see this beautiful Maitland Townhome in the gated community in the Enclave At Maitland. This property has recently been updated to include new cabinets in kitchen, new granite countertops and new microwave. The upstairs Master Bathroom has been remodeled and there is new carpeting throughout all three bedrooms.Dont miss out on the opportunity to own this beautiful home.

1293 Blessing Street, Maitland

$355,000

New Price!!! SELLER PAYING CONCESSIONS OF 3 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on Lake Maitland. Enjoy relaxing on the Lake Front Dock or on your own Private Enclosed Patio! Step inside this spacious 2 bedroom 2 bath great room plan, perfect for relaxing or entertaining. The beautifully upgraded kitchen has stainless steel appliances and granite counters and a charming dining nook. The master suite features an updated ensuite bath with dual sinks and a walk in shower with a custom glass enclosure. There is a generous walk in closet with custom built ins. Imagine coffee in the morning with lake views from your living room or your spacious patio. Only 5 minute drive to Winter Park's shops & Sidewalk Dining along the famed Park Avenue. Stroll over to Maitland's lovely Lake Lilly Park for Seasonal Events, Art Festivals, Concerts and local Farmer's Market! Incredible Location & Lifestyle!!!!

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

New Price!!! SELLER PAYING CONCESSIONS OF 3 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on Lake Maitland. Enjoy relaxing on the Lake Front Dock or on your own Private Enclosed Patio! Step inside this spacious 2 bedroom 2 bath great room plan, perfect for relaxing or entertaining. The beautifully upgraded kitchen has stainless steel appliances and granite counters and a charming dining nook. The master suite features an updated ensuite bath with dual sinks and a walk in shower with a custom glass enclosure. There is a generous walk in closet with custom built ins. Imagine coffee in the morning with lake views from your living room or your spacious patio. Only 5 minute drive to Winter Park's shops & Sidewalk Dining along the famed Park Avenue. Stroll over to Maitland's lovely Lake Lilly Park for Seasonal Events, Art Festivals, Concerts and local Farmer's Market! Incredible Location & Lifestyle!!!!

204 Quayside Circle Unit 304, Maitland

$350,000

Rare opportunity in desirable Maitland! Bring your builder and your vision to this approximately .40-acre homesite located directly across the street from Lake Seminary. Situated in an established residential area, this property offers an excellent opportunity to create a custom home in a highly desirable Central Florida location. Home has lake access & Community Park. The existing structure is in poor condition with known mold present and is being marketed primarily for its land and redevelopment potential. Buyers should anticipate demolition or substantial redevelopment of the existing home. The backyard also features an existing in-ground swimming pool that has been drained. No representations are being made regarding the condition, functionality, or future usability of the pool. With approximately .40 acres, there is plenty of room to envision a beautiful new residence and outdoor living space designed to take advantage of this desirable Maitland setting. Enjoy being directly across from Lake Seminary while remaining convenient to Maitland, Winter Park, shopping, dining, recreation, and major roadways. Build new. Create your vision. Take advantage of a hard-to-find .40-acre homesite in an established Maitland location. Property is being sold AS-IS. Buyer and Buyer’s Agent are responsible for independently verifying all information important to Buyer, including zoning, lot dimensions, building requirements, utilities, demolition requirements, permitting, pool condition, and intended use. Do not enter the existing structure without authorization.

3 Beds ⋅ 2 Baths ⋅ Floridahaven 1st Add SubDv. ⋅ 32751 Zip Code

Rare opportunity in desirable Maitland! Bring your builder and your vision to this approximately .40-acre homesite located directly across the street from Lake Seminary. Situated in an established residential area, this property offers an excellent opportunity to create a custom home in a highly desirable Central Florida location. Home has lake access & Community Park. The existing structure is in poor condition with known mold present and is being marketed primarily for its land and redevelopment potential. Buyers should anticipate demolition or substantial redevelopment of the existing home. The backyard also features an existing in-ground swimming pool that has been drained. No representations are being made regarding the condition, functionality, or future usability of the pool. With approximately .40 acres, there is plenty of room to envision a beautiful new residence and outdoor living space designed to take advantage of this desirable Maitland setting. Enjoy being directly across from Lake Seminary while remaining convenient to Maitland, Winter Park, shopping, dining, recreation, and major roadways. Build new. Create your vision. Take advantage of a hard-to-find .40-acre homesite in an established Maitland location. Property is being sold AS-IS. Buyer and Buyer’s Agent are responsible for independently verifying all information important to Buyer, including zoning, lot dimensions, building requirements, utilities, demolition requirements, permitting, pool condition, and intended use. Do not enter the existing structure without authorization.

265 Lake Seminary Circle, Maitland

$350,000

Beautiful Winfield Community home in Maitland Florida will not last long. This 3 bedroom/2 bath home has so much to offer. The property recently has had a new roof put on this year in 2026, new AC unit this year in 2026, and freshly painted in 2026. The kitchen features an eat in bar top as well as a large island for plenty of use-able countertop space. The back yard is fully fenced in for privacy. The home comes with a stove, refrigerator, microwave, washer, and dryer. The garage is oversized for 2 cars with extra space for storage. The flooring is ceramic in the main living areas for easy cleaning when needed. Low HOA dues for an upscale community. Dont miss out on this home.

3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Beautiful Winfield Community home in Maitland Florida will not last long. This 3 bedroom/2 bath home has so much to offer. The property recently has had a new roof put on this year in 2026, new AC unit this year in 2026, and freshly painted in 2026. The kitchen features an eat in bar top as well as a large island for plenty of use-able countertop space. The back yard is fully fenced in for privacy. The home comes with a stove, refrigerator, microwave, washer, and dryer. The garage is oversized for 2 cars with extra space for storage. The flooring is ceramic in the main living areas for easy cleaning when needed. Low HOA dues for an upscale community. Dont miss out on this home.

1866 Bobtail Drive, Maitland

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