Location: Longwood
Do Not Show Listings
1540 TRACY DEE WAY, LONGWOOD, FL 32779
$550,00021 Days on yellowkey MLS ID: O6420051
0 Days Off yellowkey (back on 7/6/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 1978Monthly Fee: $58 Tax: $2,254 (2025)Community: Jennifer EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,254
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Welcome to 1540 Tracy Dee Way, a 4-bedroom, 3-bathroom pool home located in the popular Jennifer Estates community of Longwood. Beautiful curb appeal welcomes you with a wide front lawn, mature landscaping, lush palms, manicured hedges, a spacious driveway, a 2-car garage, stone accent details, and a warm exterior with a red front door and shutters that add character. Inside, the welcoming entryway features a wood front door, side glass panel, coat closet, and tiled foyer that opens into the main living areas. The spacious family room offers warm wood flooring, a striking fireplace with custom wood built-in shelving and cabinetry, and French doors leading directly to the outdoor living area and pool. Additional living and dining spaces feature large front-facing windows, neutral wall tones, and a flexible open layout filled with natural light. The kitchen offers abundant bright cabinetry, generous counter space, recessed lighting, tray ceiling detail, tile backsplash with warmth and texture, a breakfast bar with a double sink, and easy flow to the dining area and breakfast nook. The spacious primary bedroom features soft carpet, neutral tones, generous closet storage, an ensuite bathroom, natural light, and direct access to the outdoor patio area. Bedroom 2 offers its own ensuite bathroom, while bedrooms 3 and 4 share the third bathroom, creating a functional layout with added flexibility for family, guests, or a home office. The backyard offers a true Florida retreat with a sparkling private pool, expansive paver deck, fully fenced yard, beautiful landscaping, and plenty of green space to relax, entertain, and enjoy your own private backyard oasis. Jennifer Estates offers a community boat ramp to popular Lake Brantley and is just minutes to Wekiva Springs State Park, major roadways, shopping, dining, and popular Central Florida attractions. Recent updates include roof 2024, HVAC 2025, pool pump 2026, fence 2024, and fireplace roof hood 2026. Zoned for Wekiva Elementary and Lake Brantley High School, this home offers a wonderful opportunity in one of Longwood’s most established and desirable areas.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
351 NEEDLES TRL, LONGWOOD, FL 32779
$599,90037 Days on yellowkey MLS ID: O6417026
1 Days Off yellowkey (back on 7/6/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 1981Monthly Fee: $23 Tax: $2,483 (2025)Community: Wekiva Club Estates Sec 08Single Family
Taxes:$2,483
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly sought-after Wekiva Club Estates! Offering 2,477 square feet of living space on a spacious .32-acre lot, this home blends comfort, style, and functionality in one of Seminole County's most desirable communities. Step inside to discover soaring ceilings, an open and inviting floor plan, wood and tile flooring throughout, and a stunning floor-to-ceiling stone fireplace that serves as the centerpiece of the living space. The updated kitchen opens seamlessly to the main living and dining areas, creating the perfect setting for everyday living and entertaining. The spacious primary suite features a beautifully renovated NEW PRIMARY BATH, walk-in closet, and private en-suite retreat, while three additional bedrooms provide plenty of room for family, guests, or a home office. Major updates provide peace of mind, including NEW WINDOWS and a NEW FENCE. Outside, your private backyard oasis awaits. Enjoy Florida living year-round with a sparkling in-ground pool, above-ground spa, lush landscaping, and a cozy fire pit area. Whether you're hosting gatherings, relaxing with family, or enjoying a quiet evening outdoors, this backyard was designed for making memories. Additional features include a two-car garage, wood fencing, public utilities, and low HOA dues. Residents of Wekiva enjoy access to community amenities including parks, playgrounds, tennis courts, sidewalks, and a golf course. Located within the highly rated Wekiva Elementary, Teague Middle, and Lake Brantley High School districts, this home offers convenience, recreation, and an exceptional lifestyle. Don't miss the opportunity to make this move-in-ready Wekiva gem your own!
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Abby Nelson (407-571-1445)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,00098 Days on yellowkey MLS ID: O6399964
0 Days Off yellowkey (back on 7/4/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7696 Built: 1990Monthly Fee: $104 Tax: $11,667 (2024)Community: Wingfield Reserve Ph 3Spa: YesSingle Family
Taxes:$11,667
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef’s kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County’s desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
3358 HORSESHOE BEND CT, LONGWOOD, FL 32779
$1,415,00038 Days on yellowkey MLS ID: O6417480
0 Days Off yellowkey (back on 6/25/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3870 Built: 2002Monthly Fee: $353 Tax: $9,571 (2025)Community: Alaqua Lakes Ph 3Spa: YesSingle Family
Taxes:$9,571
Elementary School: Heathrow Elementary
Remarks: Under contract-accepting backup offers. Professional Photos Coming! Welcome to the coveted gated community of Alaqua Lakes, one of Central Florida's most sought-after luxury neighborhoods, perfectly positioned within the highly acclaimed Lake Mary school district. This home is situated on an oversized homesite backing to serene conservation and cul-de-sac street, this exceptional residence offers the privacy, tranquility, and outdoor entertaining that is Florida Living. Inside, you'll find a thoughtfully designed floor plan featuring four bedrooms, a dedicated office, and a spacious bonus room, providing flexibility for work, play, and entertaining. Elegant plantation shutters throughout and wide-plank wood flooring in the primary suite and two secondary bedrooms add warmth and timeless appeal. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, a gas cooktop, abundant cabinetry, and a convenient built-in desk area. Open living spaces flow seamlessly to the outdoor oasis, where a stunning saltwater pool and spa with PebbleTec finish (2009), paver deck, and expansive views of the private backyard create the perfect setting for relaxation and gatherings year-round. Major updates provide peace of mind, including a NEW ROOF (2020) and WATER HEATER (2021). Residents of Alaqua Lakes enjoy an unparalleled lifestyle with a 24-hour manned gated entrance, championship golf course setting, community pool, playground, multipurpose athletic fields, and five lighted Har-Tru tennis courts with a full-time tennis professional, along with pickleball courts for active living. Easy access to I4, the 417, 429 and the Orlando Sanford International Airport (SFB). You are minutes away from the Heathrow Business District and approximately 30 minutes to Downtown Orlando. Cyclist will enjoy the access to Seminole Cross Trail and there are plenty of parks and recreation nearby. This is a rare opportunity to own a beautifully maintained home in one of the premier communities in the Markham Woods Corridor. Schedule your private showing today.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Crystal Grohowski, Llc (407-462-7736)
131 COUNTRYSIDE DR, LONGWOOD, FL 32779
$749,00028 Days on yellowkey MLS ID: O6419828
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2289 Built: 1972Monthly Fee: $54 Tax: $6,097 (2025)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$6,097
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: Welcome to 131 Countryside Drive, where timeless architecture meets sophisticated modern living in the highly sought-after Sweetwater community. If you've been searching for a home that perfectly blends traditional charm with today's designer finishes, your search ends here. Situated on a beautifully landscaped homesite, this extensively renovated custom residence offers 5 bedrooms, 3 full bathrooms, and over 2,200 square feet of thoughtfully designed living space. From the moment you arrive, you'll appreciate the exceptional curb appeal featuring a stunning one-of-a-kind custom front door, an updated front porch, lush landscaping, and a brand-new roof installed in 2023. Step inside to an expansive open-concept floor plan showcasing premium LVP flooring, custom solid maple cabinetry throughout, designer quartz countertops with dramatic waterfall edges, recessed LED lighting, new baseboards, and high-end finishes at every turn. The impressive chef's kitchen is truly the heart of the home, complete with premium white glass appliances, abundant custom cabinetry, oversized entertaining space, and seamless flow into the living and dining areas—perfect for everyday living and hosting family and friends. The oversized primary suite serves as a private retreat, offering enough space for a sitting area, home office, or makeup vanity. The spa-inspired primary bathroom features a luxurious European-style walk-in shower with dual rain shower heads and body sprayers, a freestanding soaking tub beneath a dimmable chandelier, dual vanities, and designer finishes that create a true resort-like experience. Designed for Florida living, the outdoor spaces are every bit as impressive as the interior. A fully refinished 36-foot covered lanai overlooks the expansive backyard, where you'll find a custom outdoor kitchen ready for year-round entertaining, a dedicated fire pit gathering area perfect for relaxing under the stars creating the ideal setting for family and friends. Additional upgrades include Pella dual-pane Low-E argon-filled windows with built-in blinds, all-new interior doors, a water softener system, all PEX plumbing, all copper electrical wiring, a spacious three-car garage, extensive interior and exterior LED lighting, and quality craftsmanship throughout. Living in Sweetwater means more than just owning a beautiful home. Residents enjoy private access to Lake Brantley for boating, fishing, swimming, and paddleboarding, along with parks, tennis courts, playgrounds, and recreational amenities—all included with a remarkably low HOA. Top-rated Seminole County schools are just minutes away, along with shopping, dining, and convenient access to major highways. Located outside of a flood zone, this move-in-ready home combines luxury, functionality, and an unbeatable lifestyle in one of Central Florida's most desirable neighborhoods. Opportunities like this are rare—schedule your private showing today before it's gone.
Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC (407-404-4041)
Listing Agent: Albin Hubscher (407-404-4041)
880 BRANTLEY DR, LONGWOOD, FL 32779
$2,725,00086 Days on yellowkey MLS ID: O6402900
0 Days Off yellowkey (back on 7/3/2026)
REDUCED by $75,000 (2.7%) on 06/14/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5435 Built: 1998 Tax: $21,736 (2024)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$21,736
Remarks: Under contract-accepting backup offers. Once-in-a-lifetime opportunity to own a privately gated estate on acreage(12 total acres, approx 3 dry) along the pristine shores of Lake Brantley. This astounding 5-bedroom, 5.5-bath estate welcomes you through a striking private gated entrance, featuring a grand circular driveway, lush landscaping, and a tranquil fountain. Enjoy the pinnacle of true privacy with seemingly endless land. Thoughtfully designed, the home showcases elegant formal living and dining rooms, along with a private office complete with custom built-ins. Upon arrival, the soaring ceilings showcase an open and airy floor plan with loads of natural light throughout. The spacious primary suite, located on the west wing, offers a luxurious retreat with a jetted tub, while two additional bedrooms—each with en-suite baths—are positioned on the east wing for added privacy. Upstairs, a secluded guest suite provides its own bedroom, bathroom, and living area. At the heart of the home, the expansive kitchen overlooks the family room and opens seamlessly to the pool and covered patio, creating an ideal space for everyday living and entertaining, all with incredible views of Lake Brantley. Additional highlights include an oversized game room, a secondary living room, and a dedicated private guest bedroom with an en-suite bath. The outdoor living space is meticulously crafted for both privacy and entertaining, featuring a resort-style cabana with granite countertops, a commercial-grade grill, fireplace, ice maker, beer tap, refrigerator, and built-in TV; all with breathtaking vistas and the privacy only acreage can offer. An exceptional setting designed for refined entertaining and unforgettable moments. Embrace the lakefront lifestyle—whether boating, skiing, or simply unwinding as breathtaking sunsets paint the horizon. A charming wood dock extends to your second private dock, complete with a lift and covered space, offering both convenience and elegance. Indulge in the serene ambiance as gentle waters ripple along the shoreline, creating a sense of tranquility unique to this one-of-a-kind residence. Enjoy leisurely afternoons on the pristine 288-acre lake, known for its crystal-clear waters and rare sandy-bottom shoreline—ideal for fishing, skiing, or peaceful relaxation. As evening falls, savor a glass of wine from your reserved sunset vantage point, where the golden hues give way to moonlit reflections dancing across the water. Perfectly positioned in a highly desirable location, this residence offers effortless access to premier shopping, fine dining, major thoroughfares, and top-rated schools. Must be seen to be believed. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
786 E WARREN AVE, LONGWOOD, FL 32750
$319,90091 Days on yellowkey MLS ID: O6402162
REDUCED by $100 (0.0%) on 07/03/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1200 Built: 1971 Tax: $1,910 (2024)Community: Wildmere Resurvey Of Blk 4Single Family
Taxes:$1,910
Elementary School: Longwood Elementary
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Welcome home to the heart of Longwood! This charming 3-bedroom, 1.5-bath home features luxury plank tile throughout and an open, cozy living room perfect for everyday comfort. Enjoy peace of mind with major updates already completed, including a new roof in 2023, HVAC in 2019, an updated water heater, and electrical improvements. The spacious backyard offers plenty of room to relax, entertain, or create your own outdoor retreat. Centrally located near major highways and the SunRail system, commuting is a breeze with convenient access to Central Florida attractions. Nature lovers will appreciate being close to Wekiva Island and Big Tree Park, while downtown Longwood’s Reiter Park and weekly farmers market add local charm just minutes away.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Crystal Yovaish (407-496-8672)
102 STEVENAGE CT, LONGWOOD, FL 32779
$544,90052 Days on yellowkey MLS ID: O6413080
0 Days Off yellowkey (back on 6/28/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2090 Built: 1980Monthly Fee: $23 Tax: $2,850 (2025)Community: Wekiva Hills Sec 09Single Family
Taxes:$2,850
Remarks: Under contract-accepting backup offers. Welcome to 102 Stevenage Ct in Longwood’s Wekiva community. This 4 bedroom, 2 bath pool home offers 2,090 square feet of living space, a 2-car garage, and a screened, solar-heated pool. The floor plan provides multiple living and dining areas, generous natural light, and a functional layout with space for everyday living, entertaining, or a home office setup. The screened pool area extends the living space outdoors and offers a comfortable setting for Florida outdoor living. Major updates include roof 2023, water heater 2022, full home replumb 2022, pool pump 2020, and pool solar 2019. Located in the Lake Brantley school district, the home also offers access to Wekiva community amenities including parks, the Wekiva trail system, pickleball courts, tennis courts, racquetball, community center, soccer field, and baseball field. With its established Longwood location, community amenities, screened pool, and recent major system updates, this home is ready for its next owner.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Wendy Wagner (407-947-6879)
575 TIBERON COVE RD, LONGWOOD, FL 32750
$410,00083 Days on yellowkey MLS ID: O6404289
REDUCED by $10,000 (2.4%) on 07/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1982 Tax: $2,063 (2024)Community: Tiberon CoveSingle Family
Taxes:$2,063
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home offering 1,657 square feet under air in the desirable Tiberon Cove community of Longwood. This meticulously maintained residence combines modern upgrades, quality craftsmanship, and stylish finishes throughout. Step inside to discover a fully renovated interior featuring a front door with decorative iron between the glass and Selva ash wood-look porcelain flooring throughout the main living areas and bedrooms—durable, anti-slip, and antimicrobial. The home is enhanced with 5-inch baseboards and crown molding throughout, along with new interior 6-panel doors and updated hardware, creating a clean and cohesive design. Window treatments include plantation shutters throughout. The stunning kitchen has been completely upgraded with: White shaker cabinetry Quartz countertops with full-height backsplash Deep double stainless steel sink with racks Frigidaire Professional microwave/convection oven Frigidaire Gallery 5-burner glass-top electric stove with convection/self-cleaning oven with air fry capability. Frigidaire Gallery stainless dishwasher (natural gas) Frigidaire 27.5 cu ft refrigerator with ice & water in door New garbage disposal Both bathrooms have been tastefully updated with new cabinetry, medicine cabinets, Moen fixtures, and one-piece dual flush toilets, while the primary bath features a Bath Fitter shower system. Major system upgrades provide peace of mind, including: New Rheem 15 SEER electric heat pump (2021) New gas water heater (2022) 140 MPH wind-rated architectural roof (installed 1/2023) Full home repipe with PEX-A (2025) by Repipe Specialists with transferable warranty Impact windows (2021) by Window World with transferable warranty New Genie garage door opener (2025) with 3-day battery backup 140 MPH-rated metal garage door with windows Enjoy outdoor living in the spacious 10x30 screened aluminum patio with tile flooring, overlooking a fully fenced yard with white vinyl fencing and enhanced landscaping for added privacy. Additional exterior highlights include a mahogany fiberglass front door with decorative privacy glass, brick mailbox with locked mail slot, and a recently serviced fireplace chimney. The 2-car garage includes built-in wood cabinetry for extra storage, making this home as functional as it is beautiful. Conveniently located near shopping, dining, parks, and major roadways, this move-in-ready home offers easy access to everything Longwood and Central Florida have to offer. This is a rare opportunity to own a fully upgraded, turnkey home with high-end features and major system updates—schedule your private showing today!
Listing is courtesy of: TRUDEALS REALTY CORP (833-878-3325)
Listing Agent: Candace Garber (224-489-4435)
110 WHITLEY BAY LN, LONGWOOD, FL 32779
$490,00050 Days on yellowkey MLS ID: O6413710
0 Days Off yellowkey (back on 7/2/2026)
REDUCED by $10,000 (2.0%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1984Monthly Fee: $125 Tax: $2,352 (2025)Community: Wekiva Cove Ph 2Single Family
Taxes:$2,352
Remarks: Under contract-accepting backup offers. Nestled on a quiet cul-de-sac in the highly sought-after Wekiva Cove community, 110 Whitley Bay Lane offers something truly special—spectacular views of Sand Lake and unforgettable sunsets, without the premium price tag of direct lakefront ownership. Lovingly updated and meticulously maintained, this charming 3-bedroom, 2-bath home combines comfort, character, and one of the most picturesque settings in the neighborhood. From the moment you arrive, you'll appreciate the pride of ownership and inviting atmosphere that make this home feel instantly welcoming. Inside, natural light fills the living spaces, creating a warm and airy feel throughout. Thoughtful updates and careful maintenance mean you can move right in and start enjoying everything this exceptional home has to offer. The real magic happens outdoors. Step onto the spacious deck or relax on the patio as you take in breathtaking views across Sand Lake. Whether you're enjoying a peaceful morning coffee, hosting friends for an evening gathering, or simply unwinding after a long day, the backdrop is nothing short of stunning. Every evening brings a front-row seat to some of the most beautiful sunsets Central Florida has to offer. One of the home's most unique advantages is its incredible proximity to Wekiva Cove's resort-style amenities. Just beyond your backyard, you'll enjoy a short walk to the community pool, playground, clubhouse, tennis courts, and walking trails—giving you all the benefits of these amenities without the cost, maintenance, or responsibility of caring for them yourself. Imagine spending your weekends enjoying the pool instead of cleaning one. Zoned for highly desirable Lake Brantley schools and conveniently located near shopping, dining, parks, and major roadways, this home offers the perfect blend of natural beauty, convenience, and community. If you've been dreaming of lake views, stunning sunsets, a beautifully maintained home, and a lifestyle that feels like a retreat every day, this is a rare opportunity to enjoy the best of Wekiva Cove—without the lakefront price tag. Schedule your private showing today!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Tiffany Yates (321-684-2399)
204 BLUE LAKE DR, LONGWOOD, FL 32779
$709,000221 Days on yellowkey MLS ID: S5140226
REDUCED by $20,000 (2.7%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2914 Built: 1973Monthly Fee: $56 Tax: $3,204 (2024)Community: Sweetwater Oaks Sec 04Spa: NoSingle Family
Taxes:$3,204
Remarks: Virtually Staged. This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on over half an acre with peaceful pond frontage and wide-open water views, this property delivers the serenity of lake living with the convenience of Seminole County’s most coveted amenities. Whether your ideal afternoon is launching a boat, paddling the Wekiva River, or unwinding while deer stroll through the yard, this address puts nature at your doorstep. The home has been thoughtfully updated to support a low-maintenance lifestyle. Fresh 2025 interior and exterior paint, a newer roof 2022, upgraded windows and doors installed in 2024, and a paver driveway and pool deck added in 2020 create a clean, modern feel. Inside, newer appliances and a 2019 AC system support comfort year-round. Two master suites provide flexibility, including the option for a mother-in-law suite or multi-generational living. A massive picture window frames the water perfectly, giving the living spaces a tranquil, postcard-worthy backdrop. Your oversized pool comes heated, with a pool heater installed 2024. The neighborhood is a rare gem for active residents. Enjoy three community parks, private Wekiva River access, members-only Lake Brantley beach and boat ramp, and more than ten tennis and pickleball courts. With Wekiva Springs State Park just moments away, adventure comes standard. For buyers who crave space, privacy, and a lifestyle built around the outdoors, this home is the invitation you have been waiting for.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Simone Wickham (407-283-5275)
1442 VIVALDI PL, LONGWOOD, FL 32779
$1,175,00029 Days on yellowkey MLS ID: TB8522648
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5107 Built: 2013Monthly Fee: $141 Tax: $7,043 (2025)Community: Bella VistaSpa: NoSingle Family
Taxes:$7,043
Remarks: Lot size is approximately 9,324 sq/ft or .21 acre
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
421 E BAY AVE, LONGWOOD, FL 32750
$339,00043 Days on yellowkey MLS ID: O6415931
0 Days Off yellowkey (back on 6/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1979 Tax: $1,311 (2025)Community: LongwoodSingle Family
Taxes:$1,311
Remarks: Under contract-accepting backup offers. From modern finishes to classic comfort, this move-in-ready 3-bedroom, 2-bathroom Longwood gem has it all. Inside, the beautifully updated kitchen shines with granite countertops and stainless steel appliances, while both bathrooms have been thoughtfully refreshed. Enjoy ultimate peace of mind with major structural updates, including a brand-new AC installed in 2024 and roof replaced in 2022. An exceptional highlight of the property is the climate-controlled, multi-purpose bonus suite. Equipped with its own dedicated cooling system, this versatile space offers endless possibilities; it is currently curated as the ultimate game-day lounge, but easily adapts into a quiet executive home office, a private fitness sanctuary, or an inspiring creative studio for art and music. Step outside to find an oversized, fully fenced backyard—the perfect oasis for your pets to roam freely— as well as enhanced landscaping that provides incredible curb appeal. Perfectly positioned just moments from shopping, dining, the SunRail station, and the vibrant weekly farmer's market, this home blends contemporary charm with ultimate convenience!
Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)
Listing Agent: Abby Chitty (407-766-5046)
103 KILKENNY CT, LONGWOOD, FL 32779
$449,90025 Days on yellowkey MLS ID: O6420647
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 1975Monthly Fee: $23Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Spa: YesSingle Family
Taxes:$0
Tax Year: 2026
Remarks: Welcome to this well-maintained, move-in ready home located in the heart of Longwood! Boasting an oversized lot. The smart split floor plan offers privacy and functionality, while tile flooring throughout the entire home keeps things cool, clean, and easy to maintain. The kitchen features rich wood cabinetry paired with granite countertops, and the open flow into the dining and living areas makes entertaining a breeze. A cozy wood-burning fireplace with a classic brick surround anchors the family room, adding warmth and character to the space. Step outside to a spacious screened-in porch overlooking a fully fenced backyard — the perfect spot to relax year-round, with plenty of room to add a pool. All of this just minutes from highly-rated schools, shopping, and major commuter routes.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ancizar Alzate (941-541-9862)
2351 WESTWOOD DR, LONGWOOD, FL 32779
$840,00090 Days on yellowkey MLS ID: S5148634
1 Days Off yellowkey (back on 6/29/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2983 Built: 1973 Tax: $11,202 (2025)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$11,202
Remarks: Discover the charm of this uniquely designed home in the sought-after Lake Brantley Isles community! Blending the best of two-story and split-level living, this home offers a versatile layout ideal for modern lifestyles. Upon entering, step up into a spacious formal dining area highlighted by a cozy brick wood-burning fireplace. The open-concept kitchen features a breakfast nook, center island, and flows seamlessly into the family room, where large windows frame picturesque views of the canal. To the right of the family room, step down into an L-shaped bonus room, complete with sliding glass doors leading to a screened patio with dual ceiling fans—perfect for indoor-outdoor entertaining. A full bathroom and an oversized fourth bedroom with a private entrance are conveniently located off the bonus room, offering additional flexibility. Upstairs, the second level boasts two bedrooms and a guest bathroom to the right, with the primary suite to the left. The primary retreat includes a luxurious, fully renovated ensuite with a stand-alone tub, a spacious two-person shower with dual controls and a bench, dual sinks, and abundant storage. Recessed LED lighting with a secondary night light feature enhances the upstairs hallway and bedrooms. The property sits on nearly an acre of land with two private docks and canal access to Lake Brantley, making it perfect for outdoor enthusiasts. The oversized detached garage includes workbenches, electricity, and an automatic door with a deadbolt feature for added convenience and security. The home has a new roof (April 2026) and has been freshly painted on the exterior (April 2026). Located near several major roadways, shopping, dining, and entertainment options, this home offers both privacy and accessibility. With its exceptional features and prime location, this home is a must-see! Located in the vibrant community of Longwood, Florida, this home offers access to a rich array of amenities and attractions within a 50-mile radius. Enjoy retail therapy at the nearby Altamonte Mall, featuring popular brands and entertainment options. For outdoor enthusiasts, Lake Brantley provides opportunities for water activities and scenic picnics. The locale boasts a diverse dining scene with destinations like Tibby's New Orleans Kitchen and The Melting Pot. Quick access to major highways, including Interstate 4, SR-434, and SR-436, ensures seamless commutes to major employers such as AdventHealth and the University of Central Florida. For family fun, visit the Central Florida Zoo or take a short drive to explore the attractions in Orlando, including Walt Disney World Resort and Universal Studios. This area offers a balanced lifestyle, combining convenience, leisure, and a sense of community.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Kevin Johnson (321-351-2121)
884 CUTLER RD, LONGWOOD, FL 32779
$599,000112 Days on yellowkey MLS ID: O6396152
0 Days Off yellowkey (back on 6/29/2026)
REDUCED by $16,000 (2.6%) on 06/03/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 1973 Tax: $5,101 (2025)Community: Cutler CoveSpa: NoSingle Family
Taxes:$5,101
Remarks: Under contract-accepting backup offers. Virtually Staged. - Price Improvement - Welcome to this beautifully updated 5-bedroom, 3-bathroom home nestled on a quiet street in Longwood's sought-after 32779 zip code, just steps from the top-rated Sabal Point Elementary and minutes from everything the Lake Brantley area has to offer. With 2,601 square feet of thoughtfully designed living space on a generous 0.30-acre corner lot, this home delivers on space, style, and location, with no HOA and the freedom to make it truly your own. A large private driveway leads you home, complemented by an oversized 2-car garage with ample storage. Step inside and you're greeted by an expansive open floor plan filled with natural light from large front windows, creating a bright and inviting atmosphere throughout. At the heart of the home, the kitchen is built for both everyday living and effortless entertaining. White shaker cabinets, a large island with stunning quartz countertops and waterfall edges, and stainless steel appliances. The open floor plan flows seamlessly into the living and dining areas — a layout that brings people together naturally. Peace of mind comes built in with major updates already done for you — a new roof in 2021, new AC in 2021, water heater in 2022, upgraded double-pane windows, and new LVP flooring throughout installed in 2021. The large primary suite offers a comfortable retreat complete with a double vanity and walk-in shower, while the additional bedrooms and bathrooms provide all the flexibility a modern family needs. Outside, a large covered and screened patio overlooks a fully fenced backyard with beautiful pavers — perfect for morning coffee, weekend entertaining, or simply unwinding. A 7-zone irrigation system keeps everything green with ease, and with plenty of room to add the pool of your dreams, the backyard is a blank canvas ready for your vision. Located in one of Seminole County's most desirable family-friendly communities with easy access to parks, nature, shopping, dining, and major commuter routes — this move-in-ready home is an exceptional opportunity. Corner lot. No HOA. Top-rated schools. Come see it before it’s gone.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Tyler Deans (407-319-2493)
3946 VILLAS GREEN CIR, LONGWOOD, FL 32779
$430,00079 Days on yellowkey MLS ID: O6402630
REDUCED by $4,500 (1.0%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1967 Built: 1993Monthly Fee: $175 Tax: $2,296 (2025)Community: Wekiva VillasSingle Family
Taxes:$2,296
Remarks: Under contract-accepting backup offers. Virtually Staged. Seminole County, where "Old Florida" charm mixes with modern suburban convenience, and this Wekiva golf course home on the 9th hole is no exception. This beautiful Wekiva area is away from the hustle, but minutes to grocery stores, restaurants & home improvement options. Well cared for throughout the years with only one owner. The home underwent a 2020 makeover that included the kitchen & appliances, all 3 bathrooms, and the water heater. The roof was replaced in 2022 and reinspected this year. Wekiva offers some of the best schools in Seminole County, with "The Natural Choice" being one of the best Counties to live in the state of Florida. Convenient to all the expressways to get around Central Florida. Do not miss the amenities that Weikva offers: the continual sidewalks, local playground, tennis courts & pickleball courts, and a community center. 3946 Villas Green Cir is your next stop to homeownership!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Karen Pfannerstill (407-947-5717)
1954 ELKHORN CT, LONGWOOD, FL 32750
$789,90028 Days on yellowkey MLS ID: O6419859
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3009 Built: 2001Monthly Fee: $120 Tax: $5,562 (2025)Community: Hidden CoveSpa: YesSingle Family
Taxes:$5,562
Remarks: Welcome to this exceptional residence in the prestigious gated community of Hidden Cove, where timeless elegance, modern luxury, and exceptional craftsmanship combine to create an extraordinary place to call home. Perfectly situated on a beautifully landscaped 0.26-acre homesite, this meticulously maintained home offers 3,009 square feet of thoughtfully designed living space featuring four bedrooms, four full bathrooms, a dedicated home theater, an expansive bonus room, and spectacular resort-style outdoor living. Built in 2000 and extensively updated, the home showcases quality finishes and an impressive list of improvements, including double-pane windows, extensive crown molding, whole-home automation, a comprehensive security system, fresh interior and exterior paint, replacement of all HVAC systems, two 80-gallon water heaters, complete house replumbing, spray-foam insulation above the garage, and numerous additional enhancements that provide exceptional peace of mind. The luxurious first-floor owner's suite serves as a private retreat with a beautifully renovated spa-inspired bathroom, while the professionally designed home theater delivers an unforgettable cinematic experience featuring tiered reclining theater seating, a Sony 4K projector, premium receiver, custom lighting, and automated blackout shades, all controlled effortlessly at the touch of a button. Designed for both everyday living and elegant entertaining, the gourmet chef's kitchen features a large center island, breakfast bar, cooktop, built-in ovens, stainless steel appliances, an oversized pantry, and abundant preparation space while opening seamlessly to the spacious family room highlighted by a custom-built entertainment center and dramatic corner sliding glass doors that fully retract to create a true indoor-outdoor living experience. Step outside to your private backyard retreat where the expansive screened lanai showcases a sparkling heated pool, heated whirlpool spa, fully equipped summer kitchen, generous covered entertaining areas, and multiple spaces for relaxing or hosting family and friends in complete privacy. Upstairs, the oversized bonus room with a full bathroom offers incredible flexibility as a guest suite, game room, media room, fitness studio, executive office, or additional living space. Electric vehicle owners will appreciate the integrated high-speed Bluetooth-enabled smart charging station, while the insulated, air-conditioned attic and additional storage areas provide approximately 400 square feet of climate-controlled space beyond the listed living area—a rare and valuable feature. Ideally located near major highways, premier shopping, fine dining, and Seminole County's highly rated schools, this exceptional Hidden Cove residence offers the perfect blend of luxury, privacy, convenience, and resort-style living, presenting a rare opportunity to own one of the community's most impressive homes.
Listing is courtesy of: ASSIST 2 SELL FOUTZ REALTY (407-330-4343)
Listing Agent: Robert Foutz (407-227-0321)
2201 COVE CT, LONGWOOD, FL 32779
$1,695,00038 Days on yellowkey MLS ID: O6417257
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3805 Built: 1959 Tax: $15,741 (2025)Community: Lake Brantley Isles AmdSingle Family
Taxes:$15,741
Remarks: Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude with breathtaking sunsets reflected across one of the region's most sought-after lakes. Encompassing over 3,800 square feet of living space, the residence is designed to keep the lake at the center of daily life. From the moment of entry, sweeping water views immediately capture attention, drawing the eye through the great room and beyond to the shoreline. Vaulted ceilings and expansive windows fill the home with natural light while creating a constant connection to the outdoors. The open-concept floor plan brings family and guests together with effortless flow between the living spaces, dining area and a beautifully appointed kitchen featuring Sub-Zero refrigeration, Wolf gas cooking and generous gathering space. Two primary suites, additional guest bedrooms, three-and-a-half baths and a dedicated game room provide flexibility for everyday living and extended stays with family and friends. Outdoor living is where this property shines. A sprawling brick-paver terrace surrounds the pool, creating multiple spaces for entertaining, relaxing and enjoying panoramic lake views. Beyond, an expansive wooden deck stretches toward the water and private boathouse, inviting spontaneous afternoons on the lake and sunset cruises just moments from home. Designed for serious lake enthusiasts, the boathouse features a 15,000-pound lift capable of accommodating a 24-foot boat along with three dedicated Jet Ski lifts. With over 190 feet of direct Lake Brantley frontage and a side canal, the property offers a level of privacy and waterfront access rarely found. A private beach and summer kitchen centered around a handcrafted tiled pizza oven create the perfect setting for lakeside gatherings long after the sun goes down. Adding to the appeal is a level of freedom increasingly difficult to find. Private well and septic systems, no HOA, a metal roof, double-insulated windows and doors and a whole-house standby generator provide independence, efficiency and peace of mind. Despite its secluded atmosphere, the property remains just minutes from Orlando, major airports, world-renowned attractions and Florida's beaches. Combining acreage, privacy and one of Central Florida's premier lakefront settings, this is more than a home. It is a waterfront lifestyle built around recreation, connection and unforgettable days on the water.
375 WOODSTEAD CIR, LONGWOOD, FL 32779
$700,00030 Days on yellowkey MLS ID: O6418926
0 Days Off yellowkey (back on 6/26/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2248 Built: 1983Monthly Fee: $50 Tax: $5,977 (2025)Community: Springs Landing Unit 2Spa: NoSingle Family
Taxes:$5,977
High School: Lyman High
Remarks: Under contract-accepting backup offers. Virtually Staged. Modern sophistication meets turnkey convenience in Springs Landing. Ideally along the prestigious Markham Woods Corridor, this beautifully renovated residence presents a rare opportunity to own a turnkey home in one of Longwood's sought-after communities. On nearly half an acre of fully fenced property, the home offers three bedrooms, a dedicated office, two full baths and thoughtfully curated living spaces designed for modern living. Upon entering, soaring ceilings, abundant natural light and refined finishes immediately set the tone. Triple-pane windows and skylights fill the home with sunshine, while wood-look tile flooring, modern millwork, designer interior doors, and a sophisticated neutral palette create a clean and timeless aesthetic throughout. The heart of the home is the stunning kitchen and family room, where 15-foot vaulted ceilings create an impressive sense of scale. A dramatic 6.5-foot waterfall-edge quartz island anchors the space, complemented by premium Bosch appliances, an induction cooktop and a smart kitchen hood with gesture-control technology. Adjacent to the kitchen, the inviting family room features a wood-burning fireplace, adding warmth and character to the open-concept design. The private primary suite serves as a luxurious retreat, featuring a spa-inspired bath complete with a striking copper soaking tub, elegant walk-in shower, built-in closet system and carefully selected designer finishes. Generously sized secondary bedrooms provide flexibility for family or guests and additional space for your home office. Spacious laundry room inside and an additional storage room for your wine, crafts or kitchen accessory needs. Significant recent improvements provide exceptional peace of mind, including a new roof, skylights, radiant barrier insulation and gutters. Additional enhancements such as a whole-home Puronics water softener system, insulated garage door, Ring doorbell and floodlight cameras, and a climate-controlled garage with mini-split air conditioning further elevate the home's comfort, efficiency and versatility. Beyond your private oasis, Springs Landing residents enjoy resort-style amenities including tennis courts, pickleball, basketball courts, playground, community clubhouse, community pool and exclusive access to the Little Wekiva River. All this is just minutes from Interstate 4, top-rated Seminole County schools, premier shopping and dining, scenic state parks, and everything Central Florida has to offer. Meticulously maintained and thoughtfully updated throughout, 375 Woodstead Circle offers a rare combination of style, comfort and convenience within one of Longwood's premier neighborhoods.
Listing Agent: Rosie Reid (407-474-0600)
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