Location: Longwood , 32779
Do Not Show Listings
4308 CLUBSIDE DR #4308, LONGWOOD, FL 32779
$159,900115 Days on yellowkey MLS ID: V4948046
REDUCED by $10,000 (5.9%) on 07/07/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $2,300 (2024)Community: Clubside At Sabal Point A CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,300
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Large 2 bed 2 1/2 bath 3 story condo convenient to everything
Listing is courtesy of: BUYING PARADISE LLC (407-729-9849)
Listing Agent: Jim Mcfadzean, Jr (321-662-5337)
498 N PIN OAK PL #304, LONGWOOD, FL 32779
$139,9009 Days on yellowkey MLS ID: O6421654
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 823 Built: 1991Monthly Fee: $369 Tax: $1,803 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$1,803
Tax Year: 2025
Remarks: This is a fantastic 1 bedroom, 1 bath, 3rd floor condo, well maintained, great schools, fantastic view, extra tall ceilings all with a large, screened patio, very quite last building in complex, plenty of parking. Call listing agent for instructions.
Listing is courtesy of: SCOTT LOCHRIDGE (407-388-5907)
Listing Agent: Scott Lochridge (407-388-5907)
110 CEDAR POINT LN, LONGWOOD, FL 32779
$510,00042 Days on yellowkey MLS ID: O6412344
4 Days Off yellowkey (back on 7/6/2026)
REDUCED by $9,900 (1.9%) on 06/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2572 Built: 1978Monthly Fee: $147 Tax: $5,717 (2025)Community: Springs Spreading Oak Village Rev Blk BTownhouse
Taxes:$5,717
Elementary School: Sabal Point Elementary
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Beautifully updated townhouse tucked within the guard gated community of The Springs and ideally positioned on a private cul de sac with the community pool just across the street. Surrounded by mature trees and natural beauty, this home offers soaring ceilings, skylights, and a bright open layout that fills the home with natural light. The expansive living and dining areas are centered around a cozy wood burning fireplace and create a comfortable layout that works beautifully for both relaxed evenings at home and entertaining. Updated throughout, the home features vinyl flooring, all new kitchen appliances, refreshed bathrooms, and a loft that has been converted into a fourth bedroom. The split bedroom floor plan provides added privacy, while the spacious primary suite includes a sitting area and overlooks the fenced backyard patio. Outdoor spaces are designed for enjoying Florida living, with a private fenced patio surrounded by peaceful natural scenery and mature trees. Major updates include a new roof in 2023, new AC unit for the primary suite and fourth bedroom, a 2020 AC system for the remainder of the home, and a new water heater. The community pool located just across the street offers an easy way to enjoy long summer days by the pool just moments from home. The Springs is a community like no other, an immersive natural sanctuary where residents stroll beneath century old Live Oaks, walking and jogging paths, horse stables, a clubhouse, pool, and a full calendar of community events. Wildlife and native Florida woodlands are part of daily life here. The Springs is also prized for its highly desired top-rated schools, and is conveniently located less than 1 mile from I-4, with easy access to Altamonte Springs, Lake Mary, Winter Park, farmer’s markets,Crane's roost, shopping, dining, vibrant restaurants, the beaches and attractions. Longwood offers a small-town vibe while being just a short drive from all that Orlando is known for. A rare opportunity to enjoy space, privacy, and true Florida living.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Lisa Ratanasirintrawoot (407-448-0995)
2271 SPRINGS LANDING BLVD, LONGWOOD, FL 32779
$895,00061 Days on yellowkey MLS ID: O6408106
REDUCED by $30,000 (3.2%) on 06/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2702 Built: 1982Monthly Fee: $50 Tax: $3,798 (2024)Community: Springs Landing Unit 3Single Family
Taxes:$3,798
Elementary School: Woodlands Elementary
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
1540 TRACY DEE WAY, LONGWOOD, FL 32779
$550,00012 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
Taxes:$2,254
Elementary School: Wekiva Elementary
High School: Lake Brantley High
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
$599,90028 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)
104 JUNIPER LN, LONGWOOD, FL 32779
$399,999146 Days on yellowkey MLS ID: O6383969
REDUCED by $20,001 (4.8%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1914 Built: 1972Monthly Fee: $175 Tax: $4,160 (2024)Community: Springs Glenwood Village Sec 1 Rev TheSpa: NoTownhouse
Taxes:$4,160
Remarks: ** Exceptional Opportunity in The Springs: Bring Your Vision to Life! Rarely available, this spacious 3-bedroom, 2-bathroom townhome offers the perfect canvas to create your dream space in one of Longwood’s most coveted, spring-fed communities. *** Why You’ll Love This Home: * **Prime Potential:** A fantastic opportunity to build immediate equity. Bring your vision and custom touches to this well-loved property. * **Ideal Layout:** Featuring a spacious, functional floor plan designed for effortless entertaining. * **Classic Charm:** Highlights include a beautiful fireplace in the formal living room, perfect for cozy evenings. * **Legendary Lifestyle:** Enjoy the unparalleled amenities and serene atmosphere that make living in The Springs so highly sought after. **Property Details:** * **Bedrooms:** 3 * **Bathrooms:** 2 * **Condition:** Offered **AS-IS**. * **Note:** All room measurements are to be verified by the buyer. This home is priced to move and offers an incredible foundation for your next chapter. Don't miss out on this prime Longwood gem—contact us today to schedule your private tour!
Listing is courtesy of: ROSEMONT REALTY, INC. (407-299-6252)
Listing Agent: Susie Richetti (407-414-3177)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,00089 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
High School: Lake Mary High
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
$1,415,00029 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)
474 S PIN OAK PL #308, LONGWOOD, FL 32779
$160,00098 Days on yellowkey MLS ID: O6396978
REDUCED by $9,000 (5.3%) on 07/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,103 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,103
Remarks: **Seller may consider buyer concessions if made in an offer**Welcome to this beautiful, MOVE-IN READY 2-bedroom, 2-bath CONDO in the desirable Windsor at Sabal Walk community in Longwood. Offering comfort, style, and convenience, this charming home is perfect for those seeking low-maintenance living in a PRIME LOCATION. An UPDATED AC SYSTEM (2024) enhances comfort and energy efficiency throughout the home. Step inside to discover a bright, OPEN FLOOR PLAN where the Kitchen, Dining, and Living areas flow seamlessly together—ideal for both everyday living and entertaining.The Kitchen is both stylish and practical, showcasing GRANITE COUNTERTOPS and BACKSPLASH, a closet pantry, and a breakfast bar for casual dining. A SEPARATE DINING AREA near the Kitchen offers plenty of room for hosting family and friends. Step down to the SPACIOUS Living Room featuring sliding glass doors that open to a PRIVATE SCREENED REAR PATIO with a POND VIEW —an inviting spot for morning coffee or unwinding in the evenings. The patio also includes a CONVENIENT STORAGE CLOSET for added functionality. The Primary Bedroom serves as a TRANQUIL RETREAT, with a large window that invites in natural light while offering calming views of the pond. A GENEROUS WALK-IN CLOSET completes the space, along with an EN SUITE BATH featuring a GRANITE VANITY with a dedicated makeup area and a step-in shower. The second Bedroom is equally inviting and boasts a WALK-IN CLOSET and private access to a full bathroom that includes a GRANITE VANITY and a shower/soaking tub combination. CONVENIENTLY LOCATED near the Kitchen, the Laundry Room enhances the home’s thoughtful design. HOA FEES cover water, trash, lawn care, exterior maintenance, and access to the SPARKLING COMMUNITY POOL, making for truly carefree living. Located within a TOP-RATED school district and JUST MINUTES from Altamonte Mall, Cranes Roost Park, Wekiva Island, and Wekiwa Springs State Park, this condo offers EASY ACCESS to shopping, dining, entertainment, outdoor recreation, and YEAR-ROUND COMMUNITY EVENTS. Nearby hospitals, grocery stores, and local restaurants add everyday convenience, while QUICK ACCESS to I-4 makes commuting to Orlando, Lake Mary, or the beaches simple and efficient. This is an EXCEPTIONAL OPPORTUNITY to own an updated condo in a beautiful, QUIET COMMUNITY in one of Longwood’s most convenient locations. Schedule your showing today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
131 COUNTRYSIDE DR, LONGWOOD, FL 32779
$749,00019 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
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
$2,725,00077 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)
102 STEVENAGE CT, LONGWOOD, FL 32779
$544,90043 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)
110 WHITLEY BAY LN, LONGWOOD, FL 32779
$490,00041 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 Agent: Tiffany Yates (321-684-2399)
106 HIDDEN OAK DR, LONGWOOD, FL 32779
$449,50082 Days on yellowkey MLS ID: O6401486
REDUCED by $10,500 (2.3%) on 07/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2127 Built: 1973Monthly Fee: $175 Tax: $3,274 (2025)Community: The Springs Glenwood Village Sec 2Townhouse
Taxes:$3,274
Remarks: Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in a way that immediately stands out. A sunken living room anchors the space, centered around a striking floor-to-ceiling stone fireplace that acts as both a focal point and a natural divider. It’s bold, warm, and unlike anything you’ll see in a typical townhome. The layout flows effortlessly from space to space, with a dedicated dining area and multiple living zones that give you flexibility to entertain, relax, or spread out. Natural light pours in from oversized sliders, drawing your eye out to a private patio space that feels more like an outdoor room—perfect for morning coffee or winding down at the end of the day. The kitchen offers generous counter space, solid wood cabinetry, stainless appliances, and a large window that keeps everything bright and connected. It’s functional, inviting, and positioned right where you want it—at the heart of the home. One of the standout features is the additional sunroom-style living space with vaulted ceilings and walls of glass. It’s the kind of room that adapts to you—lounge, office, plant haven, creative space—you decide. The primary suite is spacious and tucked away for privacy, while the additional bedrooms offer flexibility for guests, work-from-home setups, or whatever your lifestyle calls for. And then there’s The Springs. This guard-gated community is in a category of its own, offering access to a private natural spring with a sandy beach, miles of walking and biking trails, towering trees, and a setting that feels more like a nature preserve than a neighborhood. Add in tennis, pickleball, a community pool, horse stables, and a full calendar of events—and you start to understand why people move here and stay. All of this just minutes from I-4, shopping, dining, and everything you need—yet it feels completely removed from the noise. Unique. Private. Full of character. This isn’t just another townhome—it’s a space you actually feel.
Listing is courtesy of: METROPOLIS R.E. SOLUTIONS, LLC (407-282-1600)
Listing Agent: Melissa Hastings (407-408-7529)
204 BLUE LAKE DR, LONGWOOD, FL 32779
$709,000212 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)
417 SUMMIT RIDGE PL #213, LONGWOOD, FL 32779
$225,00082 Days on yellowkey MLS ID: V4948454
2 Days Off yellowkey (back on 6/24/2026)
REDUCED by $10,000 (4.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1996Monthly Fee: $508 Tax: $2,058 (2025)Community: Residences At Sabal Point A CondoCondo
Taxes:$2,058
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated condo located in the desirable community, Residences at Sabal Point. This spacious unit features an open-concept layout with abundant natural light, creating a bright and inviting atmosphere throughout. The modern kitchen is equipped with sleek quartz countertops, ample cabinet space, and a breakfast bar that opens to the main living area—perfect for entertaining or everyday living. The living room flows seamlessly to a private balcony, offering a peaceful outdoor space to relax and unwind. The first primary bedroom is generously sized, complete with a large closet and easy access to a well-appointed bathroom, which is also accessible from the common spaces. The additional primary bedroom provides flexibility for a guest room, home office, or personal retreat - attached is a larger primary bathroom equipped with a double sink, vanity and a large bathtub/shower combo. Enjoy stylish finishes, updated tile flooring, and neutral tones throughout, making this home truly move-in ready. The community offers well-maintained grounds and convenient access to shopping, dining, major highways, and top-rated Seminole County schools. Whether you’re a first-time buyer, downsizing, or looking for a great investment opportunity, this property checks all the boxes. Schedule your private showing today and experience everything this Longwood gem has!
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Amanda Broughton (689-808-5270)
1442 VIVALDI PL, LONGWOOD, FL 32779
$1,175,00020 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)
2330 PLEASANT DR, LONGWOOD, FL 32779
$395,000174 Days on yellowkey MLS ID: O6375542
82 Days Off yellowkey (back on 7/1/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1311 Built: 1969Monthly Fee: $28 Tax: $1,421 (2024)Community: Brantley Shores 1St AddSpa: NoSingle Family
Taxes:$1,421
Remarks: Virtually Staged. Welcome to 2330 Pleasant Drive, where the Florida water-lover lifestyle comes to life in the heart of Longwood’s highly desirable Brantley Isles community. This fully renovated 3-bedroom, 2-bath pool home isn’t just move-in ready—it’s designed for those who crave space, adventure, and effortless indoor-outdoor living. Set on a generous lot with a huge fenced backyard, this property is a dream for boating and outdoor enthusiasts. There’s ample room to store a boat, RV, jet skis, or all your weekend toys, complemented by a long driveway and covered carport that make parking and access a breeze. And with exclusive access to the 287-acre, spring-fed Lake Brantley, your next day on the water is never far away. Optional HOA membership (just over $300/year) provides access to a private boat ramp, docks, beach park, picnic areas, and playground—perfect for paddleboarding, skiing, tubing, or sunset cruises. Inside, the home shines with thoughtful upgrades and modern finishes throughout. Recessed lighting flows seamlessly across the living spaces, highlighting the open-concept layout anchored by a cozy wood-burning fireplace—ideal for relaxed evenings after a day on the water. The stunning, brand-new kitchen is the heart of the home, featuring a large quartz island, modern cabinetry, stylish backsplash, and NEW STAINLESS STEEL appliances—perfect for entertaining or casual gatherings. Every bedroom is outfitted with energy-efficient, remote-controlled ceiling fans, ensuring comfort year-round. The primary suite offers direct access to the pool, adding convenience and a true resort-style feel. Both bathrooms have been beautifully renovated, and the home also boasts new laminate flooring, updated laundry room, NEW WINDOWS & DOORS, updated electrical panels, and fresh interior and exterior paint. Step outside to your screened-in pool oasis, complete with TURF GRASS surrounding the pool area—low maintenance, lush, and perfect for lounging or entertaining. Whether you’re hosting friends after a day on Lake Brantley or enjoying a quiet morning swim, this backyard is built for Florida living. Major system upgrades include a brand NEW Roof, NEW WATER HEATER, and newer AC (2022)—giving you peace of mind for years to come. All of this is located within the top-rated Lake Brantley school district, just minutes from Wekiva Springs, Reiter Park, dining, shopping, and major commuter routes. If you’re looking for a home that supports an active, water-focused lifestyle with space, style, and freedom, 2330 Pleasant Drive delivers it all. Schedule your private showing today and start living where every day feels like a getaway.
Listing is courtesy of: NETWORTH REALTY OF ORLANDO, LLC (321-329-3127)
Listing Agent: Wendy Aldana Llc (510-316-6968)
381 CREEKSTONE CT, LONGWOOD, FL 32779
$730,00040 Days on yellowkey MLS ID: O6387817
REDUCED by $15,000 (2.0%) on 06/25/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3289 Built: 1988Monthly Fee: $85 Tax: $4,458 (2025)Community: Sabal Point Sabal Creek AtSpa: YesSingle Family
Taxes:$4,458
Remarks: One or more photo(s) has been virtually staged. Tucked away on a quiet cul-de-sac in desirable Longwood, this beautifully maintained pool home offers a private, tree-lined setting on almost a half-acre. Designed for both comfort and entertaining, the home features a screened-in pool and expansive outdoor living space—ideal for enjoying Florida’s year-round lifestyle. Inside, a thoughtfully designed split floor plan showcases spacious living and dining areas, complemented by beautiful spanish tile flooring throughout. The heart of the home opens to an impressive Florida room filled with natural light and double sliders, complete with custom built-ins, a wet bar, and a fireplace, creating an inviting space for gatherings The kitchen offers both casual and functional dining with an eat-in area and bar seating, along with a built-in oven and microwave. Architectural details such as pocket doors, solid wood doors and transom windows add character and timeless appeal. The generously sized primary suite provides a relaxing retreat with a large walk-in closet, while one of the secondary baths features a walk-in shower and convenient access for pool use. Additional highlights include a new roof (2023), indoor laundry room with sink, newer washer and dryer, new plumbing (2023) New exterior doors and a spacious 3-car side-entry garage with extensive storage. A long driveway offers ample parking for guests. With its blend of space, privacy, and refined features, this home presents a rare opportunity in a sought-after Longwood location. Minutes from Wekiva Springs State Park, walking trails, dining, shopping and access to top-rated Seminole County schools.
Listing is courtesy of: RED BIRD REALTY OF FLORIDA INC (407-222-8339)
Listing Agent: Renee Killiri (407-222-8339)
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