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804 Sweetwater Island Circle, Longwood
$991,000
6 Beds ⋅ 4 Baths ⋅ Sweetwater Island SubDv. ⋅ 32779 Zip Code
MULTIPLE OFFERS! Experience the definition of high-end living at 804 Sweetwater Island, Sweetwater Oaks’ only gated and private enclave. Recently completed by a professional interior designer as her Sweetwater Bespoke Home, this 3,500 sq. ft., 5-bedroom plus office/bed, 4-bath split-plan residence with a complete mother-in-law ADU represents the pinnacle of modern Florida elegance. Enter through a light-filled foyer showcasing soaring custom ceilings and expansive new energy-efficient windows, inviting natural light across open-concept living spaces steeped in architectural sophistication. Beyond the formal dining and private office, you’ll discover a designer D'Nook kitchen—a true showpiece featuring soft-close custom cabinetry, premium appliances, a dedicated relaxing breakfast nook with integrated storage, and a curved handcrafted Venetian plaster range hood that commands attention. The waterfall quartz island, accented by designer lighting and architectural arches, provides an inspiring centerpiece for both everyday living and grand entertaining. Adjacent to the kitchen, an elegant, fully finished laundry room offers refined functionality with custom cabinetry, premium finishes, and abundant storage—perfectly balancing form and purpose for the modern lifestyle. Every space reflects thoughtful design—from quartz countertops and artisan tile backsplash to architectural lighting, a wine and coffee bar, and bespoke finishes throughout. The primary suite offers a sanctuary for relaxation, complete with double walk-in closets, a spa-inspired bath, and private poolside views. The flexible layout features a second master suite, two additional bedrooms, and a dedicated office for versatility. On nearly one acre, the property showcases a fully resurfaced pool with all new equipment, paver coping, and dual pool-access bathrooms for convenience. The highlight for multi-generational living—a 600 sq. ft. mother-in-law ADU—boasts its own entrance, living area, kitchen, dining, bathroom, laundry, and walk-in closet, making it a rare and coveted feature. Modern updates provide peace of mind: new roof (2023), new windows (2026), all major systems completed in 2026 and a brand new 3,000 sqft paver driveway and walkway including a parking spot for the ADU. Residents of Sweetwater Oaks enjoy private Lake Brantley access with boating, tennis, pickleball, volleyball, and basketball courts, two playground parks, an exclusive beach and clubhouse, plus zoning for top-rated Seminole County schools. Centrally located—just 20 minutes to Downtown Orlando and 40 minutes to Disney or the coast—this home defines refined Florida living. HOMES IN THIS SUB-DIVISION DONT GO ON THE MARKET OFTEN! with just 1 in the last 5 years dont miss this one out!!

804 Sweetwater Island Circle, Longwood

1033 Oxford Street, Longwood
$990,000
4 Beds ⋅ 5 Baths ⋅ Wildmere Amd SubDv. ⋅ 32750 Zip Code
Warning: Reading this, you will realize this isn’t just a home — it’s a private compound designed for family, freedom, and endless possibilities. You already know why people are drawn to Longwood: tree-lined streets, serene lakes, and a sense of space that’s increasingly rare in Central Florida. What you may not expect is to find a property that combines multi-generational living, luxury amenities, and genuine investment potential (more on this to follow) — all on a lakefront setting with more than 1.5 acres. From the moment you arrive, it’s clear this estate was designed to be different. The property spans four contiguous lots, anchored by a stately main residence of over 3,800 square feet, complemented by a 760-square-foot guest house, and a two-story detached building with more than 1,700 square feet of finished area. Together, they form a rare combination of space, flexibility, and opportunity — ideal for extended family, guests, or potential income. The main house immediately impresses with its warm travertine floors, expansive living spaces, and thoughtful architectural touches. The sunken family room is both elegant and inviting, perfectly framed by natural light and views of the resort-style pool. The chef’s kitchen was designed for those who love to cook and entertain, featuring custom cabinetry, a large island, and high-end appliances that balance function and form. The first floor also includes an office/den with a built-in Murphy bed, full bath, and open dining area that offers comfort and versatility for everyday living or visiting guests. Upstairs, you’ll find three spacious bedrooms, including a primary suite that defines luxury. The master features an oversized walk-in closet with custom built-ins, a spa-like bathroom, and a private balcony overlooking the lake with beautiful sunsets. A loft and bonus room add flexible space for work, play, or a quiet retreat. Step outside, and the true magic of this property comes alive. The 80,000-gallon resort-style pool creates a resort atmosphere in your own backyard that is perfect for hosting gatherings or simply relaxing in total privacy. Beyond the pool, you’ll find a chicken coop, mature landscaping, and room to expand for future family members. All of this framed by peaceful lake frontage at the front of the estate. The guest house serves as a fully independent residence, complete with a kitchen, dining area, family room, full bath, and bedroom, which is ideal for multi-generational living or long-term guests. Finally, the detached two-story building adds incredible potential. The first floor includes an oversized garage, workshop, fitness area, and separate built-out office; while the second floor houses a luxury theater room spanning over 1,100 square feet. With additional finishing, this structure could easily be converted into two apartments or other income-producing opportunities. What truly sets this property apart is not just its scale, but its versatility. Whether you envision a family compound, private retreat, or investment opportunity, every structure and every acre here offers possibilities rarely found in today’s market. With lake views in front, total privacy in back, and every amenity in between; this Longwood estate represents the best of Florida living — a home designed for connection, comfort, and opportunity, ready for its next chapter.

1033 Oxford Street, Longwood

1741 Alvarado Court, Longwood
$985,000
4 Beds ⋅ 4 Baths ⋅ Wingfield Reserve Ph 1 SubDv. ⋅ 32779 Zip Code
Nestled within the prestigious Wingfield Reserve community on a sprawling 1.5+ acre private lot, this custom-built home delivers the pinnacle of Florida luxury living with 4 bedrooms and 4 baths all on one story — within one of Seminole County's most coveted top-rated school districts. From the moment you arrive, the circular drive and lush landscaped grounds set the stage for something truly special. Step through the front entry and into soaring 14-foot volume ceilings, where custom crown moldings and a seamless blend of rich hardwood and stunning marble tile floors create a airy welcoming environment. The heart of the home is a living room/ kitchen combination anchored by a dramatic floor-to-ceiling brick wood-burning fireplace, the living room also features a custom built in entertainment center and wet bar. The large kitchen is equally as impressive, offering two islands and two sinks with a breakfast bar and a sun-drenched breakfast nook that frames beatufiul views of the private backyard and pool area. Down the hall there is a dedicated office with custom built-ins adding versatility, ideal as a home office, study or fifth bedroom as well as three guest bedrooms and 3 full baths (one of the guest baths allows direct access in/out to the pool area). Additional spaces include a large formal dining room, indoor laundry room as well as separate family room. On the other side of the home, retreat to the primary suite, where warm wood floors and a spa-inspired bath — complete with Jacuzzi tub, walk-in shower, and separate vanities as well as a large walk-in closet. Outside, the pool and spa gleam within a screened lanai, creating a resort-style sanctuary perfect for entertaining. A 3-car side-entry garage and circular drive round out a property that is as functional as it is breathtaking. This is Wingfield Reserve living at its finest — schedule a viewing today!

1741 Alvarado Court, Longwood

2262 Springs Landing Boulevard, Longwood
$975,000
6 Beds ⋅ 5 Baths ⋅ Springs Landing Unit 3 SubDv. ⋅ 32779 Zip Code
Welcome to one of the largest homes in the coveted community of Springs Landing! A rare six-bedroom, 4.5-bath custom pool home is making its debut on the market for the first time in over 20 years. Privately on an expansive homesite along the Markham Woods Corridor, this timeless estate blends warmth, scale and unforgettable character in one of Central Florida’s beloved neighborhoods. From the moment you arrive, the charming German schmear exterior and long paver driveway create a storybook presence unlike anything else in the neighborhood. Inside, experience soaring 16-foot ceilings in the dramatic family room, where natural light pours through oversized windows and the grand fireplace anchors the heart of the home. Designed for both entertaining and everyday living, this expansive floor plan offers an effortless flow with generously sized gathering spaces, large bedrooms and endless flexibility for multigenerational living, guests, home offices, fitness rooms or playrooms. The kitchen opens seamlessly to the family room and is designed for connection. Features abundant cabinetry, extensive prep space, an eat-in breakfast bar and room for everyone to gather during holidays, celebrations and game days alike. The home's impressive scale continues outdoors where the sprawling fenced-in backyard offers enough room for football games, backyard parties, pets, playgrounds and unforgettable Florida evenings under the stars. The pool area creates the ultimate private retreat with plenty of covered lounging space for entertaining year-round. Whether hosting summer cookouts, enjoying quiet mornings by the pool, relaxing in your hot tub or gathering around the kitchen while loved ones fill the home, this property was built for making memories on a grand scale. Homes with this combination of size, charm, lot presence and location rarely become available in Springs Landing. Residents enjoy access to community amenities including tennis courts, pickleball, basketball courts, clubhouse, community pool and private access to the Little Wekiva River. Conveniently near Interstate 4, top-rated Seminole County schools, shopping, dining, state parks and everything Central Florida has to offer. A special opportunity to own a legacy property in one of Longwood’s sought-after communities. Buy with confidence, as this home has been meticulously maintained over the years. The roof, three HVACs, two hot water tanks, the electrical panel and full home replumbing have been handled for you. You don’t want to miss this one!

2262 Springs Landing Boulevard, Longwood

3429 Regal Crest Drive, Longwood
$970,000
3 Beds ⋅ 3 Baths ⋅ Alaqua Lakes Ph 4 SubDv. ⋅ 32779 Zip Code
Timeless Elegance Meets Modern Luxury in the area's premier golf course community of Alaqua Lakes.Step through custom iron entry doors into a light-filled, upscale home where elegance is evident in every detail. Luxurious travertine marble flooring graces the main living areas, complemented by rich Brazilian rosewood floors in the office and two bedrooms—completely carpet-free for a clean, upscale finish. The chef-inspired kitchen is a standout, featuring a professional-grade French La Cornue gas range with double ovens (one gas, one electric), a custom limestone hood, Sub-Zero refrigerators, and striking limestone countertops. Whether you're hosting a dinner party or simply boiling water, this kitchen impresses.Retreat to the expansive primary suite with a spa-like bath that includes a freestanding porcelain tub, top-tier designer fixtures, and a shower with integrated jets for the ultimate in relaxation.French doors in the living room open to a screened-in backyard oasis, finished with travertine pavers—perfect for outdoor living and entertaining.Additional features include:- Wood plantation shutters throughout most of the home - Energy-efficient double-pane windows - Newer top-of-the-line Trane HVAC systems Newer Rinnai tankless gas water heater - Whole-house natural gas powered backup generator - Lightning protection system on the roof - Water filtration system.Residents of this prestigious community enjoy world-class amenities including a resort-style community pool, tennis courts, a 7-acre park, open-air pavilion, and a multi-purpose sports field. """

3429 Regal Crest Drive, Longwood

110 S Timbercove, Longwood
$955,000
6 Beds ⋅ 5 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code
Welcome home to this beautiful Dutch Colonial Revival–style residence, gracefully set on nearly half an acre in the beloved community of Sweetwater Oaks. Filled with charm and enhanced with thoughtful, luxury upgrades, this spacious 2-story home features 5 bedrooms and 4 bathrooms in the main house, plus a private 1-bedroom, 1-bath apartment over the 3rd-car garage — perfect for family, guests, or a quiet home office. Inside, you’ll find a home designed for comfort and connection. A large home theatre room sets the stage for cozy movie nights, while the reimagined primary suite offers fireplaces and a spa-inspired bath that feels like a private retreat. Upstairs, solid hardwood flooring adds warmth to the living spaces, and top-of-the-line Pella windows and doors bathe the home in natural light. The separate guest apartment, complete with its own entrance and Trex staircase, provides stylish privacy for visitors. Step outside to a backyard made for entertaining. The screened saltwater pool has been beautifully renovated with imported limestone pavers, a sparkling quartz surface, and upgraded tile, while the lanai boasts a tongue-and-groove ceiling, Sonos sound system, and elegant lighting. Beyond, more than 2,200 sq. ft. of brick pavers, a firepit, and custom masonry details create a welcoming outdoor gathering space. Recent upgrades include a new roof, full siding replacement, a fully renovated garage with epoxy flooring, multiple newer A/C units, and a whole-house Brita water softener — proof that no detail has been overlooked. Living in Sweetwater Oaks means enjoying private access to spring-fed Lake Brantley and the Wekiva River, along with tennis, pickleball, basketball, sand volleyball, parks, and a clubhouse. Just minutes from Wekiva Springs State Park, this residence offers the perfect balance of timeless tradition, modern luxury, and community living.

110 S Timbercove, Longwood

2101 Silver Leaf Court, Longwood
$950,000
5 Beds ⋅ 4 Baths ⋅ Wingfield Reserve Ph 2 SubDv. ⋅ 32779 Zip Code
Timeless Elegance Meets Resort-Style Living in Wingfield Reserve. Nestled on a beautifully manicured 1+ acre corner lot in the exclusive Wingfield Reserve, this single-story estate offers the perfect blend of traditional elegance and modern luxury. Boasting 5 spacious bedrooms, 3.5 bathrooms, and over 4,100 square feet of living space, this meticulously maintained pool home is an entertainer’s dream and a true sanctuary. Step inside to soaring cathedral ceilings and wood-look tile flooring that flows seamlessly throughout the home. The open-concept layout delivers both privacy and connectivity, ideal for everyday living and large-scale entertaining. The chef’s kitchen is a culinary masterpiece, featuring rich wood cabinetry, granite countertops, and a Tuscan-inspired stone backsplash framing a gas range that anchors the space in warmth and sophistication. Retreat to the expansive primary suite, complete with a private sitting area, sliding glass doors to the pool area, and a luxurious en-suite bath featuring dual vanities, a spa-like soaking tub, and a separate walk-in shower. The custom California closet conveniently connects to the laundry room for added functionality. Each of the guest bedrooms is oversized and includes a walk-in closet with custom organizers. Two of the bedrooms are connected by a Jack and Jill bathroom, perfect for family or guests. Oh and did I mention, NEWER ROOF (2015), and one NEW HVAC & WATER HEATER (2024). WOW! MASSIVE THREE CAR GARAGE for all of your cars and toys! But the true showstopper? Step outside to your private indoor paradise, an Olympic-inspired enclosed swimming pool beneath a stunning cedar roof, offering year-round enjoyment. Adjacent, a spacious Florida room with a wet bar sets the stage for unforgettable gatherings. The property also features a basketball court, gazebo already plumbed for an outdoor kitchen, and a dedicated storage room for tools and toys. Come see this majestic home before it is too late! Located minutes from top-rated Seminole County Schools, I-4, Lake Mary Blvd, SR 434, and the Seminole Wekiva Trail, this estate offers not just a home, but a lifestyle. Schedule your private tour, TODAY!

2101 Silver Leaf Court, Longwood

310 Vista Oak Drive, Longwood
$950,000
4 Beds ⋅ 5 Baths ⋅ Wingfield North 2 SubDv. ⋅ 32779 Zip Code
~MOTIVATED SELLER~ Welcome to your dream home in the highly sought-after gated community of WINGFIELD NORTH 2. Nestled in the distinguished and well established city of Longwood. Conveniently located within minutes to I4, Lake Mary, Sandford, downtown, restaurants and shopping. This beautiful 4 bedroom 4.5 bath boast a total of 3,286 sqft and sits on a vast 1.1 acre of land. This beautiful home features a saltwater pool, spa, outdoor kitchen, outdoor bathroom & outdoor shower. The exceptional home was perfectly designed for a growing family in mind or someone looking for large comfortable living space. The perfectly landscaped exterior seamlessly blend all natural elements with the meticulously manicured trees, lawn and lush greenery. Step into the foyer and you will delight in the beautiful view through the Anderson® 400 series French doors of nature's picture perfect conservation lot. The view of the conservation lot provides peaceful comfort & serenity while the clear blue sparkling pool adds additional relaxing ambiance. The heart of this home lies in the exquisite kitchen with an island with a spacious breakfast bar that opens to the main family living space. The kitchen showcases granite countertops with chef grade appliances perfect for culinary enthusiasts as well as family and friends gatherings. The master Suite is the perfect retreat meticulously designed for relaxation. The spa-style master bath includes a jetted tub, dual vanities, walk-in shower and large master walk-in closet. all bedrooms have a dedicated full en-suite. The ultimate Florida lifestyle awaits you. Schedule your tour! This property may be under audio/visual surveillance.

310 Vista Oak Drive, Longwood

3381 Regal Crest Drive, Longwood
$945,000
4 Beds ⋅ 3 Baths ⋅ Alaqua Lakes Ph 4 SubDv. ⋅ 32779 Zip Code
Golf Front Home in Gated Alaqua Lakes – Over 3,100 Sq Ft, 4 Bed + Office, 3 Bath, 3-Car Garage Located in the prestigious man-gated Alaqua Lakes community, this beautifully updated golf front home offers over 3,100 sq ft of living space with 4 bedrooms, 3 full baths, a dedicated home office/den, and a 3-car garage. This open floor plan home features brand new wood floors and carpet, plantation shutters, crown molding, a gas fireplace, ceiling details, and custom built-ins throughout. The spacious kitchen includes an eat-in breakfast nook and overlooks the family room with direct views of the golf course—perfect for entertaining. The private master suite boasts his and hers vanities, a spa tub, a separate shower, and a custom walk-in closet. Enjoy panoramic golf views from the enclosed, air-conditioned patio. This home offers exceptional curb appeal, brand new paver driveway, mature landscaping, and an impressive double-door entry. Residents enjoy access to The Pavilion with resort-style amenities including a community pool, tennis and basketball courts, a soccer field, and more. Zoned for top-rated Seminole County schools: Heathrow Elementary, Markham Woods Middle, and Lake Mary High. Easy access to I-4, 417, and 429. Light, bright, and move-in ready—schedule your showing today!

3381 Regal Crest Drive, Longwood

182 Parsons Road, Longwood
$925,000
6 Beds ⋅ 6 Baths ⋅ 32779 Zip Code
Welcome to this beautifully updated six-bedroom, five-and-a-half-bathroom resort-style home offering 4,221 square feet of thoughtfully designed living space on an expansive 1.36-acre lot in the highly desirable Markham Woods area of Longwood. From the moment you enter, the split floor plan, abundant natural light, and wood-grain tile flooring throughout create an open and inviting atmosphere. The flexible layout offers exceptional versatility with three additional bonus rooms ideal for a home office, playroom, fitness space, or creative studio. Recessed lighting and ceiling fans throughout enhance both comfort and style, while the main living area is anchored by a stunning electric fireplace with decorative shiplap trim and brand-new sliding glass doors that open seamlessly to the outdoor living spaces. Significant upgrades provide peace of mind and modern efficiency, including a whole-house solar panel system installed in 2025, updated electrical and plumbing systems, a new roof in 2022, HVAC replaced in 2021, mini-split systems added to the in-law suite in 2025, and a water heater installed in 2023. Fully renovated bathrooms throughout the home add a fresh, contemporary feel. The beautifully updated kitchen blends modern style with everyday functionality, featuring white shaker-style cabinetry, granite countertops, stainless steel appliances including double ovens, a wine refrigerator, and a dramatic waterfall granite island that provides both workspace and seating. The kitchen flows seamlessly into the surrounding living and dining areas, making it ideal for both entertaining and daily living. The primary suite serves as a private retreat, complete with a spacious walk-in closet and a beautifully appointed ensuite bathroom featuring separate quartzite vanities and a large walk-in tiled shower. French doors provide direct access to the pool area, creating a seamless indoor-outdoor lifestyle. A recently renovated in-law suite offers outstanding flexibility for multigenerational living, guests, or potential rental opportunities. The suite features a private entrance and parking area, its own kitchen with stainless steel appliances, washer and dryer, walk-in closet, tiled shower with single vanity, and a dedicated screened lanai. Outdoor living truly shines with a resort-style backyard designed for relaxation and entertaining. The screened saltwater pool and spa are complemented by a cold plunge, summer kitchen with beverage refrigerator, and multiple screened outdoor living spaces perfect for gatherings. The property also includes garden irrigation, a hydroponic garden, and mature pine, oak, and fruit trees that enhance the tranquil natural setting. Additional highlights include a tandem three-car garage and a private setting on over an acre with ample space for recreation, gardening, or outdoor enjoyment. Ideally located, this home is just minutes from top-rated Seminole County schools, six minutes to the Jones Trailhead of the Seminole Wekiva Trail, 14 minutes to Sylvan Lake Park, and 17 minutes to Wekiwa Springs State Park. With easy access to Interstate 4 and close proximity to restaurants, grocery stores, and retail, this exceptional property offers the perfect balance of privacy, convenience, and resort-style living. Roof – 2022 | HVAC – 2021 | Mini Splits – 2025 | Water Heater – 2023 | Solar System – 2025 | Electrical – Updated | Plumbing – Updated

182 Parsons Road, Longwood

270 Lakay Place, Longwood
$924,000
5 Beds ⋅ 4 Baths ⋅ Terra Oaks SubDv. ⋅ 32779 Zip Code
Look no further! Move-in ready. This fabulous home is in Seminole County with top-rated schools. This gated community is five minutes from Lake Brantley High School. From the moment you drive up, you will appreciate the details of this spectacular home from the newly installed landscaping to the entrance with new custom front doors. Special features to take note of are freshly painted interior, washer and dryer and refrigerator (only three years old), new roof and gutters (2021), and pool equipment was updated in 2021. Awesome five bedrooms plus an upstairs bonus room give everyone privacy. Three-way bedroom split offers private owner’s suite with separate custom closets, volume ceilings, and spacious bath with two separate sink areas, oversized shower and jetted tub. All areas in this home are light and bright. Entry foyer with separate living room and dining room with lots of windows. Family room features gas fireplace, built-ins with windows above, and open not only to the custom kitchen but open to the covered patio and pool area. The kitchen includes all appliances, pantry, lots of cabinets and an abundance of counter space with a breakfast nook. The covered patio and screened pool area make a great entertainment area, with a mounted TV and lovely views of the private back yard. As you proceed to the second floor, there is an awesome playroom/craft room (use your imagination!) There is also a half-bath upstairs. Three-car garage has new custom flooring. Seller added a separate enclosed room in garage that is tied to the home’s air-conditioning system (approximately 200 square feet). Now it is time to make your memories.

270 Lakay Place, Longwood

3 Village Green, Longwood
$916,000
4 Beds ⋅ 3 Baths ⋅ Ravensbrook SubDv. ⋅ 32779 Zip Code
Under contract-accepting backup offers. MULTIPLE OFFERS highest and best due by 10-06-2025. Welcome to 3 Village Green, a rare waterfront estate situated on over 2 acres in the heart of Longwood. This 4-bedroom, 3-bath, 3,247 sq. ft. residence features a spacious and flexible floorplan with a grand family room, fireplace, and tranquil lake views. The property showcases mature trees and natural surroundings with plenty of space to design an outdoor retreat with a pool, gardens, or patio. While move-in ready, the home also offers an excellent opportunity for updates and personalization to enhance its value. The location provides both privacy and convenience with nearby shopping, dining, top-rated schools, and easy access to SR 434, Lake Mary, and Orlando. Properties combining land, water frontage, and this level of potential are a rare opportunity in Seminole County.

3 Village Green, Longwood

1934 Wingfield Drive, Longwood
$915,000
4 Beds ⋅ 4 Baths ⋅ Wingfield Reserve Ph 3 SubDv. ⋅ 32779 Zip Code
Exceptional custom estate pool home offering luxurious indoor-outdoor living, expansive entertaining spaces, and resort-style privacy on a beautifully landscaped oversized homesite. This meticulously maintained residence combines elegant architectural design with high ceilings, abundant natural light, and an impressive single-story split floor plan designed for both comfort and sophistication. A circular drive and covered entry introduce a stunning interior highlighted by dramatic ceiling heights, oversized windows, custom architectural details, and spacious gathering areas throughout. The layout blends elegant formal living with relaxed everyday functionality while creating seamless transitions to the expansive outdoor living spaces. The spacious chef’s kitchen serves as the heart of the home and features extensive cabinetry, generous counter space, center island, breakfast bar seating, stainless steel appliances, double built-in ovens, and casual dining areas overlooking the lanai and pool. The adjoining family room showcases soaring ceilings, oversized windows, multiple French doors, and exceptional natural light that enhances the home’s open and inviting atmosphere. The oversized primary suite offers a luxurious private retreat with abundant natural light, spacious proportions, and direct access to the outdoor living areas. The spa-inspired primary bath includes dual vanities, soaking tub, oversized walk-in shower, and generous storage. Additional guest bedrooms are spacious and thoughtfully positioned with updated adjoining baths, while the dedicated executive office with soaring ceilings and oversized arched window creates the ideal work-from-home environment or flex space. The outdoor living experience is exceptional! An expansive covered lanai overlooks the screened resort-style pool and private backyard, an ideal environment for year-round Florida entertaining. Multiple covered seating and dining areas provide seamless indoor-outdoor flow, while the oversized screen enclosure and mature landscaping create privacy and architectural impact rarely found in similar homes. A dedicated pool bath adds convenience and functionality for guests and entertaining. The expansive backyard showcases mature oak trees, lush landscaping, and an impressive sense of space and privacy that further enhances the estate-like setting. Property Highlights Include: • Custom estate-style pool residence • Expansive single-story split floor plan • Circular driveway and impressive curb appeal • Soaring ceilings and oversized windows throughout • Chef’s kitchen with double built-in ovens • Extensive cabinetry, island, and breakfast bar seating • Spacious family room with multiple French doors • Luxurious oversized primary suite • Spa-inspired primary bathroom with soaking tub and oversized shower • Dedicated executive office/flex room • Updated guest baths and dedicated pool bath • Resort-style screened pool and oversized enclosure • Expansive covered lanai with multiple entertaining areas • Seamless indoor-outdoor living design • Mature oak trees and beautifully landscaped grounds • Exceptional backyard privacy and oversized homesite feel • Beautifully maintained interior and exterior • Convenient access to shopping, dining, golf, and major roadways This exceptional residence offers the rare combination of elegant design, spacious luxury living, and true resort-style outdoor entertaining in one of the area’s most desirable settings.

1934 Wingfield Drive, Longwood

1709 Iverness Court, Longwood
$895,000
4 Beds ⋅ 5 Baths ⋅ Markham Meadows SubDv. ⋅ 32779 Zip Code
DOWNSIZING! Almost empty nesters! Expansive one-level executive home of 4200+ sf nestled on an unbelievable 1+ ACRES in highly desirable Markham Meadows; MINIMAL HOA FEE of only $780/yr!! This beautiful home offers an ideal blend of comfort and style. Boasting 4 spacious bedrooms (incl second master suite or in-law suite) and 5 full baths, this residence provides ample room for both relaxation and entertainment. A separate office with built-ins offers the perfect environment for working from home or pursuing personal projects. The Primary master suite is privately situated to itself and showcases a sitting area overlooking the pool, a large walk-in closet, and an ensuite bath complete with an oversized hydro-massage bath and separate shower stall. The sparkling screened-in pool/spa with travertine deck, waterfall, and covered lanai is ideal for enjoying the ultimate Florida lifestyle. The property provides plenty of outdoor space to enjoy, with room for gardening, outdoor activities, or simply unwinding in the serene setting. The home's location is ideal for those seeking both privacy and proximity to essential amenities such as great schools, world-class attractions, shopping, dining, and business districts. With its mix of functionality and charm, this property offers an exceptional living experience. It should be noted that the listing price reflects that the owner had a sinkhole insurance claim in 2009 that was successfully resolved.

1709 Iverness Court, Longwood

1566 Rebecca Place, Longwood
$892,000
4 Beds ⋅ 4 Baths ⋅ Cedar Cove SubDv. ⋅ 32779 Zip Code
Rare opportunity in Cedar Cove! Homes in this sought-after enclave of custom homes on one-acre lots rarely become available, with very limited turnover over the past several years. This well-maintained pool home reflects years of thoughtful ownership and care, with updates and improvements that provide peace of mind for the next owner. The spacious floor plan offers soaring ceilings, generous living areas, a private office, bonus room (optional 4th bedroom with closet space on 2nd level) and a desirable split-bedroom layout. Enjoy Florida living from the screened pool, covered lanai, summer kitchen, and expansive backyard. The three-car side-entry garage, circular drive, and beautiful homesite add to the property's appeal. Significant recent improvements include a remodeled kitchen, updated flooring and bath enhancements, a living room renovation, new carpet, LED recessed lighting throughout, attic sanitization and sealing improvements, and a recent pool leak inspection and repair. Major system updates include a 2023 downstairs HVAC system, 2026 upstairs HVAC system, 2015 roof, updated pool and spa heaters, and a variable-speed pool pump with automation system. Technology-minded buyers will appreciate the smart home features, including Google Nest security cameras, WiFi-enabled door locks and switches and GE Profile smart appliances, including an induction cooktop and smart oven with air fry capabilities. Additional highlights include public water service, irrigation system, owned propane tank, and the confidence that comes from years of proactive maintenance and investment by the current owners. Zoned for top-rated Seminole County schools and conveniently located near shopping, dining, trails, major highways, and Orlando attractions, this is a unique opportunity to own in one of Longwood's most desirable custom home communities.

1566 Rebecca Place, Longwood

2100 N Ronald Reagan Boulevard Unit 1044/1128/1132, Longwood
$890,000
Soldiers Creek A Comm Condo Second Amd SubDv. ⋅ 32750 Zip Code
3-UNIT FLEX/WAREHOUSE PORTFOLIO - Rare opportunity to acquire a portfolio of three flex/warehouse condominium units within the well-maintained Soldiers Creek Business Condominium in Longwood. Offered together at $988,000, this portfolio presents an attractive opportunity for an investor, owner-user, or business seeking multiple units for operations, storage, distribution, or future expansion. The property is conveniently located along N. Ronald Reagan Boulevard, with close proximity to Lake Mary Boulevard and Longwood-Lake Mary Road, providing excellent connectivity to the Longwood/Lake Mary area and the greater Central Florida market. One unit is facing N. Ronald Reagan Blvd and 2 other units are in a separate building, ideal for storage use. The portfolio includes versatile flex/industrial space designed to accommodate a variety of uses, including storage, distribution, business operations, service-related uses, research, and light manufacturing. Highlights features including a fully air-conditioned warehouse, three drive-in roll-up doors, approximately 18' clear height at the eaves and 22.33' at the peak, and metal roof construction. With three units being sold together, a buyer has the flexibility to utilize the portfolio for their own business operations, accommodate multiple divisions or related businesses, or potentially occupy a portion while generating income from other units. Schedule a private showing for additional information and unit details.

2100 N Ronald Reagan Boulevard Unit 1044/1128/1132, Longwood

1779 Markham Glen Circle, Longwood
$885,000
4 Beds ⋅ 3 Baths ⋅ Markham Glen SubDv. ⋅ 32779 Zip Code
Newer Construction built in 2012. Executive pool home in the highly sought-after Markham Glen community of Longwood. Completely rebuilt in 2012, this stunning 4-bedroom, 3-bath residence blends modern construction with timeless elegance, all set on a rare, private 1-acre homesite. Designed for both everyday comfort and effortless entertaining, the home features a spacious open-concept floor plan, soaring ceilings, and abundant natural light throughout. The interior flows seamlessly to the screened pool and spa, creating an ideal indoor-outdoor living experience. The patio is enhanced with a wireless sound system and built-in speakers, perfect for hosting gatherings or relaxing in your own private retreat. The luxurious primary suite offers generous space and privacy, serving as a serene escape at the end of the day. Additional highlights include a large pool with spa, an oversized 3-car side-entry garage, and a huge laundry room with room for an additional refrigerator, sink, and ample cabinetry. Recent updates provide peace of mind and added value, including a new roof (2025), newer stainless-steel appliances, and energy-efficient low-E rated windows. The beautifully landscaped grounds feature mature fruit trees, enhancing the home’s natural charm. Residents of Markham Glen enjoy access to a community tennis court and the benefit of a very low HOA of just $1,200 annually. Ideally located near I-4 and SR-417, the home is minutes from shopping, dining, and top-rated Seminole County schools. This remarkable property offers the perfect balance of privacy, luxury, and convenience. Schedule your private showing today—homes of this caliber rarely come available.

1779 Markham Glen Circle, Longwood

1902 Long Pond Drive, Longwood
$880,000
6 Beds ⋅ 4 Baths ⋅ Mandarin Sec 7 SubDv. ⋅ 32779 Zip Code
Situated on more than an acre of fully fenced land with no HOA, this completely reimagined Longwood estate offers a rare combination of privacy, luxury, and modern convenience. Thoughtfully renovated from top to bottom, the home showcases exceptional craftsmanship and extensive improvements including a new roof, new windows, complete repiping, a new water heater, resurfaced pool, updated lighting, and fresh landscaping with new sod throughout the property. Inside, soaring vaulted ceilings with exposed beams create a dramatic first impression, while expansive living spaces filled with natural light offer the perfect balance of sophistication and comfort. The designer kitchen serves as the centerpiece of the home, featuring custom cabinetry, quartz countertops, premium finishes, and seamless flow into the surrounding living and dining areas. Every detail has been carefully curated to deliver a truly turnkey living experience. The primary suite provides a private retreat, while beautifully updated secondary bedrooms and baths offer comfort and flexibility for family and guests. Walls of glass invite the outdoors in, overlooking the resort-style backyard designed for year-round enjoyment. Outside, the resurfaced pool is surrounded by sprawling grounds that provide exceptional privacy and endless possibilities. Whether hosting gatherings, storing recreational vehicles, creating a garden oasis, or simply enjoying the freedom that comes with owning over an acre of land, this property offers a lifestyle rarely found in today's market. Fully fenced and free from HOA restrictions, the estate delivers the space, privacy, and flexibility discerning buyers desire without sacrificing convenience to top-rated Seminole County schools, dining, shopping, and major commuter routes. A rare turnkey estate offering where every major improvement has already been completed, allowing the next owner to simply move in and enjoy.

1902 Long Pond Drive, Longwood

2271 Springs Landing Boulevard, Longwood
$875,000
5 Beds ⋅ 3 Baths ⋅ Springs Landing Unit 3 SubDv. ⋅ 32779 Zip Code
Welcome to 2271 Springs Landing Boulevard, a stunningly reimagined modern residence in the highly sought-after Springs Landing community of Longwood. This fully renovated 5-bedroom, 3-bathroom pool home spans 2,702 square feet, blending elevated contemporary design with timeless luxury finishes throughout. From the moment you arrive, the home’s striking curb appeal makes a lasting impression with all-new paver driveways, lush landscaping, and a completely updated sprinkler system. Inside, the home has been thoughtfully redesigned from top to bottom with porcelain tile flooring throughout, contemporary baseboards and doors, and recessed can lighting added throughout the home to create a bright, sophisticated atmosphere. The heart of the home is the breathtaking kitchen, featuring custom shaker cabinetry, Taj Mahal granite and quartz countertops, designer tile backsplash, under-cabinet lighting, a wine refrigerator, and a massive walk-in custom pantry. The layout flows seamlessly into the living areas, centered around a custom stacked-stone fireplace with Taj Mahal granite hearth, creating the perfect blend of warmth and modern elegance. This thoughtfully designed floorplan includes two luxurious primary suites, ideal for multigenerational living or hosting guests. The main primary retreat features a custom luxury walk-in closet, individual vanities, and a spa-inspired bathroom complete with a soaking tub and designer-level finishes. An additional bedroom offers flexibility as a home office, gym, or flex space. Indoor and outdoor living merge effortlessly through all-new sliding glass doors leading to the screened-in pool and outdoor entertaining spaces. The resurfaced pool, updated tile border, and expansive screened deck create a private backyard retreat perfect for entertaining year-round. Every space throughout inside and out has been beautifully renovated with elevated finishes, including a pool bath featuring a double vanity and custom storage shelving. Major system updates provide complete peace of mind, including a new roof (2024), new windows, new water heater (2026), new HVAC system (2026), electrical panel updates (2025), and plumbing updates (2025). Located in the desirable Springs Landing community off Markham Woods Road, residents enjoy proximity to Wekiwa Springs State Park, the Seminole Wekiva Trail, and top-rated Seminole County schools. If you're looking for that "Old Florida" feel while still being centrally located, then this is the home for you! Don't blink - this home is a rare opportunity to own a truly turnkey luxury home with resort-style amenities in the heart of Longwood.

2271 Springs Landing Boulevard, Longwood

129 Laurel Oak Drive, Longwood
$875,000
4 Beds ⋅ 4 Baths ⋅ Sweetwater Oaks Sec 11 SubDv. ⋅ 32779 Zip Code
WATERFRONT. PRIVATE DOCK. SUNSET VIEWS THAT STOP YOU IN YOUR TRACKS. Tucked along a quiet street in sought-after Sweetwater Oaks, this light-filled, single-story retreat delivers a vacation lifestyle every day. Step outside to a sprawling, terraced lanai designed for real Florida living, complete with a generous pool, spa, and panoramic water views that feel like they are straight out of a magazine. Cast a line, launch a kayak, or unwind as nature unfolds right in your own backyard. Inside, the home has been thoughtfully restored with a clean, functional layout that lives easy. The fully remodeled kitchen is built for gathering, featuring quartz countertops with seating, stainless steel appliances, a wine cooler, and a dedicated coffee bar. Sliding windows open directly to the patio, making indoor-outdoor entertaining seamless. The character-filled den sets the tone with soaring cathedral ceilings, original cedar beams and walls, and a striking stone wood-burning fireplace. A tucked-away library or music nook adds a quiet space to recharge. Located in a well-established community known for tree-lined streets, low HOA, and access to Lake Brantley’s private boat ramp, with highly rated schools nearby. Homes with this setting, privacy, and lifestyle rarely come available. Schedule your private showing.

129 Laurel Oak Drive, Longwood

110 Stone Post Road, Longwood
$875,000
4 Beds ⋅ 3 Baths ⋅ Stonewood Farm SubDv. ⋅ 32779 Zip Code
This is a one-of-a-kind serene, beautifully landscaped property in a gated community situated off Markham Woods Road in the exclusive Longwood-Lake Mary area. The community is comprised of only eight residents with each having 1 to 3 acres enjoying much privacy. Owned by the original owners, custom built with many upgrades. This home is immaculate, no pets or kids over the years, and very diligently maintained. There is a new roof (installed within the last two years.) There is a whole house generator. The property is next to the community tennis court, that has two parking spaces. The photos shown do not portray what incredible landscaping is here, because of the recent freeze. Many details such as built in medicine cabinets to 5 skylights, etc. The 2nd bedroom is an office with beautiful built-in bookshelves with sweeping wrap windows. Security system is hardwired and very sophisticated. Garage is 34x24 can be considered as a 3 car garage. There is also a free standing building called the "boathouse" that could house a trailer with boat, concrete floor with electric. The pool porch has 2 fans.

110 Stone Post Road, Longwood

115 Forest Point Lane, Longwood
$875,000
4 Beds ⋅ 3 Baths ⋅ Springs Landing Unit 4 SubDv. ⋅ 32779 Zip Code
Welcome to 115 Forest Point Lane — a beautifully renovated home tucked away in the sought-after Springs Landing community off of Markham Woods Road. Thoughtfully updated to meet the needs of today’s modern lifestyle, this residence blends comfort, function, and a touch of fun. Whether you’re downsizing and ready to entertain family and friends, or searching for that house where all the neighborhood kids love to hang out, this home adapts perfectly to every stage of life. The open-concept kitchen flows seamlessly into the dining and two living areas, then extends into an additional flex space complete with a wet bar and wine fridge — ideal for entertaining or relaxing. Situated on nearly three-quarters of an acre (.77 acres) and backing up to lush conservation on a quiet cul-de-sac, you’ll enjoy unmatched privacy and exclusivity. Outside, the sparkling pool is large enough to swim morning laps and still have room for afternoon fun — think lounge chairs, floaties, and memories in the making. Recent updates include a new roof (2025), tankless water heater (2025), updated plumbing (2025), and electrical upgrades (2025) for peace of mind and efficiency. Living in Springs Landing means enjoying a true Central Florida lifestyle — with a community park featuring a pool, pickleball and tennis courts, and a commercial-grade playground. Explore 7 miles of tree-lined neighborhood streets or ride your bike to the Seminole Wekiva Trail for a 22-mile adventure. Residents also enjoy access to Wekiva Springs for paddleboarding, canoeing, and more - making this one of the area’s most desirable communities! <iframe src="https://www.zillow.com/view-imx/85579362-8f84-4893-8c88-06cda49d0657?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br><a href="" target="_blank"></a>

115 Forest Point Lane, Longwood

3 Old Post Road, Longwood
$869,000
4 Beds ⋅ 3 Baths ⋅ Trilby Bend SubDv. ⋅ 32779 Zip Code
Nestled within the highly sought-after Markham Woods corridor, this exceptional suburban estate is gracefully positioned on a quiet, tree-lined street in the serene enclave of Trilby Bend. Set on an expansive 2.6-acre home site, the property offers a private, park-like setting surrounded by mature trees and the natural beauty of Florida’s landscape where deer, fox, owls, and native wildlife are often part of the view. This two-owner residence reflects impeccable care and pride of ownership, with timeless curb appeal enhanced by lush landscaping, a circular drive, classic shutters, and a stately brick façade accented by four cedar columns. From the moment you arrive, the home exudes warmth, charm, and enduring Southern elegance. Enter through the striking decorative-glass double doors into a welcoming formal living and dining space, where rich wood flooring and a cozy brick fireplace create an inviting atmosphere for both everyday living and refined entertaining. At the heart of the home lies a beautifully appointed chef’s kitchen, thoughtfully designed to balance style and function. Outfitted with new appliances, a serving bar, and a center island, the space is highlighted by exotic Persian Treasure granite countertops, custom Cinnamon cabinetry, pendant lighting, a tiled backsplash, and a fully equipped butler’s pantry ideal for hosting with ease. The spacious owner’s retreat offers a tranquil escape, filled with natural light from shuttered windows and designed for comfort and relaxation. The beautifully remodeled bath showcases a furniture-style vanity with granite countertops, an expansive walk-in shower with artistic tilework, and generously designed walk-in closets. Throughout the home, thoughtful design elements enhance livability and flow, offering a layout that is both functional and accommodating for a variety of lifestyles. Step outside to experience true Florida living. French doors lead to an inviting lanai, while the Florida room featuring walls of glass and a warm wood-lined ceiling provides the perfect vantage point to take in sunset views over the pool and grounds. The sparkling pool is complemented by a charming gazebo and a relaxed, island-inspired cabana ideal for entertaining or unwinding in your own private retreat. The beautifully maintained grounds extend the living experience outdoors, complete with a utility shed for added storage. Ideally located, the Markham Woods corridor is renowned for its proximity to the Wekiva River, scenic bike trails, pristine golf courses, top-rated schools, and the Seminole Sports Complex offering a rare blend of natural beauty and everyday convenience. Significant updates provide peace of mind, including a roof (2018), AC (2019), siding (2019), pool enclosure (2015), whole-home generator (2024), new attic insulation (2024) and new windows (2016). This is a rare opportunity to own a private sanctuary estate where timeless design, modern updates, and natural surroundings come together in perfect harmony. Begin your next chapter here.

3 Old Post Road, Longwood

1837 Wingfield Drive, Longwood
$863,000
4 Beds ⋅ 4 Baths ⋅ Wingfield Reserve Ph 1 SubDv. ⋅ 32779 Zip Code
Welcome to 1837 Wingfield Drive, a rare opportunity to own a private ranch-style retreat in the highly sought-after Markham Woods corridor. Perfectly situated on a sprawling 1.5-acre homesite, this property offers an exceptional blend of space, privacy, and natural beauty. The oversized backyard showcases wooded & pond water views, while the neighboring community tennis courts provide an added buffer—creating a uniquely secluded setting where you can relax and enjoy the peaceful sights and sounds of local wildlife. Inside, the home has been thoughtfully updated with modern touches and major system upgrades, including new windows throughout, a high-efficiency 18 SEER HVAC system, and a new water heater—offering both style and peace of mind. The expansive, open-concept family room flows effortlessly into an extended dining area, creating an ideal layout for entertaining and everyday living. A stunning sunroom and solarium feature bring the outdoors in, offering panoramic views of the pool area and tranquil pond beyond. The split floor plan provides both comfort and functionality. The primary suite is generously sized and privately positioned, while two additional bedrooms share a convenient Jack-and-Jill bathroom. On the opposite side of the home, a junior suite with its own full bath offers the perfect setup for guests, multigenerational living, or older children seeking additional privacy. Wood flooring runs throughout the main living spaces, enhancing the home’s warm and inviting feel. Located just minutes from top-rated schools, premier shopping, dining, and only a few blocks from the Seminole Trail, this home delivers the perfect combination of location, lifestyle, and livability. This is a rare chance to enjoy estate-style living in one of Central Florida’s most desirable areas—schedule your private showing today.

1837 Wingfield Drive, Longwood

1808 Wingfield Drive, Longwood
$857,726
4 Beds ⋅ 4 Baths ⋅ Wingfield Reserve Ph 1 SubDv. ⋅ 32779 Zip Code
Tucked away beneath a canopy of mature trees on an expansive homesite in one of Longwood's most established communities, this custom pool home offers a rare combination of privacy, character, and space. From the moment you arrive, the circular driveway, natural setting, and distinctive architecture create a memorable first impression. Inside, soaring wood-beamed ceilings, extensive hardwood flooring, and dramatic floor-to-ceiling stone fireplaces add warmth and architectural interest throughout the home. The spacious living areas are filled with natural light and designed for both everyday living and entertaining, with multiple gathering spaces and walls of glass overlooking the screened pool and lush backyard. The kitchen features abundant cabinetry, generous workspace, granite countertops, a center island, and a functional layout that flows seamlessly into the surrounding living areas. The primary suite offers a private retreat complete with a spa-inspired bath, oversized walk-in shower, soaking tub, and tranquil outdoor views. Step outside to enjoy the screened pool enclosure, expansive paver deck, and beautifully landscaped surroundings. The oversized lot provides exceptional privacy while still offering plenty of room to enjoy the outdoors. Conveniently located, this home offers easy access to Interstate 4, SR 434, shopping, dining, golf courses, and everyday conveniences. Residents enjoy proximity to popular destinations including Wekiwa Springs State Park, Cranes Roost Park, Altamonte Mall, and the shops and restaurants of Lake Mary. A unique opportunity to own a distinctive property with timeless architectural details, generous living spaces, and an exceptional Longwood location.

1808 Wingfield Drive, Longwood

2041 Crowley Circle W, Longwood
$855,000
4 Beds ⋅ 3 Baths ⋅ Mandarin Sec 5 SubDv. ⋅ 32779 Zip Code
This is your chance to own this rare Central Florida rural country estate sprawling across 2.38 manicured acres. This exceptional split-plan home offers 3 bedrooms, 3 bathrooms, and over 3,400 square feet of meticulously designed living space combining eco-friendly luxury with modern comfort. A grand circular driveway guides you to the entrance of this fully updated smart home, which features a new roof, new energy-efficient windows, and dual A/C systems. The interior boasts an open floor plan with premium stone and wood flooring, recessed lighting, and natural light tubes. The chef's eat-in kitchen is equipped with stainless steel energy-saving appliances, ample cabinetry, a dual pantry, and a cozy breakfast nook. Solar panels provide additional reliable energy. The property also includes an electric car fast charger in the 525 sq ft garage. The expansive master suite serves as a private sanctuary, featuring a flexible bonus room perfect for a yoga studio, nursery, or home office. The spa-like master bath delivers ultimate luxury with dual sinks, a soaking tub, a makeup table, a bidet, and a custom 5-head rain shower. Step outside into your ultimate Central Florida backyard oasis, featuring a fully screened (currently being installed) massive solar-heated saltwater-chlorinated pool. The pool boasts a unique "beach" entry with an umbrella setup, making it the perfect escape for relaxation or entertainment. Don’t miss the opportunity to own this below-market-priced estate in the heart of Central Florida.

2041 Crowley Circle W, Longwood

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