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$395,000
3 Beds ⋅ 2 Baths ⋅ Brantley Shores 1st Add SubDv. ⋅ 32779 Zip Code
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.

2330 Pleasant Drive, Longwood
$215,000
2 Beds ⋅ 3 Baths ⋅ Clubside At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code
Welcome to this exceptionally maintained, move-in ready second-floor condo in the highly sought-after Clubside at Sabal Point community in Longwood, offering the perfect blend of comfort, privacy, and an easy Florida lifestyle. Featuring 2 bedrooms and 2.5 bathrooms, this home lives spaciously with a bright, open feel and a layout that’s ideal for everyday living or hosting friends and family. One of the standout highlights is the screened balcony overlooking a tranquil pond—an incredible spot to start your day with coffee while watching the sunrise shimmer across the water. Inside, you’ll appreciate how well cared for this home is, with updates that truly matter, including all new energy-efficient windows installed in 2025, adding both peace of mind and modern performance. The community itself is a major draw, with exterior maintenance, landscaping, water, sewer, and trash handled through the monthly fee, allowing you to enjoy a low-maintenance lifestyle without the constant to-do list. Residents also enjoy access to the clubhouse, resort-style pool, tennis courts, fitness center, and even a convenient car wash station, all set beneath the beautiful canopy of Sabal Point. Perfectly located just minutes from Wekiva Springs State Park and its scenic trails, and close to shopping, dining, and commuter routes, this home delivers the lifestyle buyers want in one of the area’s most desirable communities—schedule your private showing today and come experience the view, the setting, and the value for yourself.

3208 Clubside Drive, Longwood
$667,000
4 Beds ⋅ 2 Baths ⋅ Sabal Point Whisper Wood SubDv. ⋅ 32779 Zip Code
Welcome to 517 Whisper Wood Drive, a beautifully renovated four-bedroom, two-bath home on nearly half an acre, the largest lot in Sabal Point. Tucked away on a quiet cul-de-sac and framed by mature oak trees, this residence offers privacy, space and timeless character. Inside, the open, light-filled floor plan features soaring angled ceilings, a striking brick fireplace and effortless flow for everyday living and entertaining. The remodeled chef's kitchen is the heart of the home and showcases stainless steel appliances, stone countertops and custom cabinetry. The split primary suite offers privacy, while three additional bedrooms provide flexibility for family, guests or a workout/wellness. Step outside to the private backyard oasis featuring a resurfaced saltwater pool, generous deck and expansive fenced yard, providing an inviting setting for recreation, relaxation and outdoor gatherings. The area includes ample room for a dog run and pets to play. A detached shed has been thoughtfully converted into an air-conditioned office, ideal for remote work or creative use. Additional improvements include a new roof in 2021, exterior paint in 2021, air conditoner in 2017 and sliding doors in 2022. Sabal Point is renowned for its tranquil, tree-lined walking and jogging trails, including a picturesque three-mile loop and direct access to the Wekiva River Buffer Conservation Area, providing an unparalleled setting for hiking, outdoor recreation and nature immersion. Ideally near major highways, upscale shopping, fine dining and top-rated Seminole County schools, this exceptional community offers a rare blend of natural serenity, refined lifestyle and everyday convenience.

517 Whisper Wood Drive, Longwood
$410,000
3 Beds ⋅ 2 Baths ⋅ Cypress Landing At Sabal Point SubDv. ⋅ 32779 Zip Code
GREAT HOME! GREAT PRICE! Nestled in Sabal Point—one of Longwood’s most desirable communities—this lovingly maintained home sits on a private corner lot bordering a tranquil preserve, offering a rare blend of space, serenity, and exceptional value. Step inside to discover a cozy yet open, airy floor plan with a split-bedroom layout that lives comfortably and entertains with ease. Natural light fills the home, creating a welcoming atmosphere you’ll enjoy every day. Outside, the expansive yard provides plenty of room to play, garden, or simply relax and take in the peaceful surroundings. Thoughtful updates offer peace of mind, including updated electrical panels (inside and out) approximately two years ago, two newer HVAC systems and roof (2018). This is a home that has been cherished for generations—and it’s ready to welcome its next owners and their vision. Ideally located just minutes from shopping, dining, everyday conveniences, and top-rated Seminole County schools, Sabal Point is known for its pride of ownership, mature trees, and true neighborhood feel where residents love to call home. Don’t miss this opportunity—schedule your private showing today and experience firsthand why this home feels special the moment you arrive.

396 Cypress Landing Drive, Longwood
$711,400
4 Beds ⋅ 2 Baths ⋅ Springs Landing Unit 2 SubDv. ⋅ 32779 Zip Code
Tucked inside Springs Landing in Markham Woods, this beautifully updated one-story home blends comfort, character, and space in all the right ways. Enter through the double front doors to wood plank ceilings and sunlight pouring in through skylights and oversized picture windows. The heart of the home is the great room, where a stunning floor-to-ceiling brick fireplace creates the perfect backdrop for cozy nights and easy gatherings. Engineered wood floors and plantation shutters bring a polished, welcoming feel throughout the main living areas. The kitchen shines with granite counters, stainless-steel appliances, and a casual eat-in space, and it flows into a large rear sunroom—a flexible space for entertaining, movie nights, a playroom, or peaceful mornings with coffee. The primary suite is exceptional, featuring Closets by Design and a rare 14x20 study/library with built-ins and a workstation. The en-suite bath offers dual sinks, a spa tub, and a separate shower—your own private retreat. Outside, the over half-acre lot feels like a nature preserve—enjoy it as-is with wildlife and mature vegetation, or clear it for a pool and dream backyard. Recent upgrades include a new roof/skylights (2023), seamless gutters (2019), and fresh paint inside and out (2023–2024). Enjoy easy access to I-4, excellent Seminole County schools, and neighborhood amenities: pool, clubhouse, tennis, playground, and fishing pond.

394 Woodstead Circle, Longwood
$645,000
5 Beds ⋅ 4 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code
Welcome to this spacious and beautifully designed 5-bedroom, 3.5-bath home in the highly desirable Lake Brantley access community! This unique layout offers two true primary suites—one conveniently located downstairs and another upstairs—perfect for multigenerational living, guests, or added privacy. Step inside to find two generous living areas, giving you the flexibility to create a second family room, a home office, a playroom, or a stylish lounge space. The home flows nicely with plenty of natural light and room for everyone. Enjoy mornings on the charming front porch, and unwind in the stunning screened-in pool area surrounded by lush plants—your own private retreat perfect for relaxing or entertaining. With Lake Brantley access, you’ll love the lifestyle this neighborhood provides, along with its proximity to top-rated schools, parks, shopping, and dining. This home offers space, comfort, and the amenities buyers are looking for. Don’t miss the chance to make this rare layout and incredible location yours!

1321 Classic Drive, Longwood
$221,000
2 Beds ⋅ 3 Baths ⋅ Wekiva Villas On The Green 2 SubDv. ⋅ 32779 Zip Code
Welcome to this charming villa-styled condo over looking the golf course in the Desirable Wekiva Villas on the Green. Upon entertaining this home you are immediately greeted with wonderful natural light and fantastic golf course views. The eat-in kitchen opens to the dining/ great room, with direct access to the large screened-in patio overlooking the golf course. the expansive screened-in patio provides a perfect area to look out and observe the golf course, a truly peaceful spot. The large master bedroom also has an additional room that is ideal for a home office. Newer windows offers a lovely wooded view of the backyard overlooking the golf course. The home is situated on a dead-end street! The second bedroom has a full bathroom, perfect for family and guests. There is a 1-car attached garage with ample storage. The roof was replaced within the last 7 years. Excellent Seminole County "A" schools, close proximity to parks, tennis/pickleball and recreational facilities. Close to shopping, restaurants and so much more!!!!

356 Golfside Cove Unit 28, Longwood
$575,000
4 Beds ⋅ 4 Baths ⋅ Sweetwater Spgs SubDv. ⋅ 32779 Zip Code
Roof, HVAC and Water heater are all 10years old or less. Some water damage to the ceiling in garage, 4th bedroom closet, laundry room, the main living room, and the master.

905 Bearded Oaks Terrace, Longwood
$615,000
4 Beds ⋅ 2 Baths ⋅ Springs The SubDv. ⋅ 32779 Zip Code
Located on a quiet, tree-lined cul-de-sac in the sought-after Springs community of Longwood, this updated 4-bedroom, 2-bath pool home offers privacy, space, and timeless architectural character on a large lot. A sweeping circular driveway and modern exterior set the tone as you arrive. Inside, the home features an open, functional layout with abundant natural light, expansive living areas, and clear views of the backyard and pool. The living room flows seamlessly into the kitchen, highlighted by quartz countertops, a large center island, and generous workspace—ideal for everyday living and entertaining. A tiled wood-burning fireplace adds warmth and character, while multiple windows frame poolside views throughout the home. The floor plan includes four well-proportioned bedrooms plus a flexible den or game room, allowing space for guests, home office use, or multi-generational living. Bathrooms and interior finishes reflect thoughtful updates that balance comfort and durability. Outdoor living is a standout feature. The private pool was resurfaced in 2024 and includes a new pump, offering peace of mind and immediate enjoyment. The backyard provides both privacy and room to relax or entertain, creating a true Florida retreat. Major improvements include a new roof in 2018 and updated electrical, adding long-term value and confidence for the next owner. The Springs is a 24-hour guard-gated community known for its natural beauty and amenities, including a private spring and beach, river access, clubhouse, community pool, tennis and basketball courts, walking trails, horse stables, playgrounds, and RV/boat storage. Residents enjoy a tranquil setting that feels removed from the city while remaining conveniently close to I-4, shopping, dining, and major employment centers. This is a well-located, move-in-ready home offering privacy, updates, and lifestyle—an exceptional opportunity within one of Longwood’s most established communities.

305 Wild Olive Lane, Longwood
$999,900
5 Beds ⋅ 5 Baths ⋅ Wingfield Reserve Ph 1 SubDv. ⋅ 32779 Zip Code
Vaulted ceilings greet you right at the entry of this spacious Longwood home, flowing into a smart split layout—main master suite tucked away for peace, while four more bedrooms wing off separately. Two other rooms used for other purposes could be converted to bedrooms 6 AND/OR 7. Down the hall, a full in-law or staff suite waits with its own bath and private entrance, flipping easy between multigen vibes, teen hangout, or quiet retreat. Comfortable touches everywhere: stone fireplace, custom millwork, central kitchen is steps from a covered patio with built in bar. Oversized pool is just steps away, facing the greenbelt conversation land at back of property. The home is minutes from Lake Mary trails and Seminole’s best eats. Home also has newer French doors (2024) to back of home and a new 2022 built roof. Meticulously maintained... additional updates - Paint Inside and out 1/25, Gutters 2024, Pool Pump 2025, porch ceiling fans 2025, new irrigation pump install eminent. Schedule your appointment to see the possibilities.

1611 Talisia Court, Longwood
$380,000
2 Beds ⋅ 2 Baths ⋅ Springs The Shadowood Village Sec 2 SubDv. ⋅ 32779 Zip Code
Schedule a viewing today of this beautifully updated one story 2 bedroom 2 bath townhome in The Springs community of Longwood FL. This property includes an oversized attached 2 car garage and is also an end unit (only attached on one side!) with private front and back patios! As soon as you walk in you'll be able to appreciate the bright and airy feel of the high ceilings and large windows allowing for tons of natural light into the home. The kitchen features stainless steel appliances, 2 pantries and granite countertops with access to a separate laundry room with through access to the garage. There is a separate tiled dining area with floor to ceiling windows and convenient access to both the kitchen and living room. The living room is a large space with a wood burning fireplace, and large sliding doors overlooking the fenced back patio and private landscaped yard. The primary suite features elevated ceilings, an attached full bath with a walk-in shower, a walk-in closet, a linen closet as well as a private sliding door with access to the backyard and patio. The bathrooms have been updated with newer luxury granite countertops, and in the primary bath the shower has updated tile and fixtures. The garage side entry door is brand new. Major updates include new roof, water heater and HVAC, interior and exterior professionally painted and brand new carpet, all completed in the Fall of 2025. Additionally the panel box and plumbing (PEX) have both been updated. This unit is well positioned within the Shadowood community with pool access directly behind the backyard fence gate. Don't forget top rated Seminole County Schools! The Springs is a 24 hour guard gated community set in a gorgeous naturally landscaped environment with majestic oaks, palms and lush vegetation. The community features multiple swimming pools, horse stables, tennis and pickleball courts, basketball courts, playground, club house, RV and boat storage, food truck events, beautiful nature trails and of course the natural private Sanlando spring with crystal clear water and a white sand beach! All this in a superb neighborhood with easy access to I-4 and SR 434 and just across Wekiva Springs Rd is Publix and many dining options. This home is also close to the Altamonte Mall and tons of shopping.

200 Weeping Elm Lane, Longwood
$745,000
4 Beds ⋅ 3 Baths ⋅ Sweetwater Springs SubDv. ⋅ 32779 Zip Code
Nestled in the heart of Sweetwater Springs, a beautiful, gated enclave bordering Wekiwa Springs State Park, this exceptional property offers a rare opportunity to live immersed in Old Florida’s natural beauty. Homes in this community are seldom available, making this a truly special offering. With deeded access to the Wekiva River and Lake Brantley, a top spring-fed ski lake, the neighborhood is ideal for paddlers, boaters, and nature enthusiasts alike. Residents enjoy an unmatched lifestyle with multiple private parks, tennis and pickleball courts, playgrounds, a residents-only clubhouse, and a kayak launch providing direct access to the Wekiva River. From the SWS private riverfront park (exclusively for the use of the 79 homes within SWS), enjoy a peaceful paddle straight into Wekiwa Springs State Park, where towering cypress trees, pristine springs, and protected wildlife habitats define the landscape. Manatees, otters, deer, wild turkeys, and abundant native wildlife are frequent visitors, creating a setting that feels more like a private nature preserve than a neighborhood. Zoned for highly regarded schools, this location perfectly balances tranquility and convenience, offering a sought-after lifestyle that continues to drive strong demand and limited inventory within Sweetwater Springs. Situated on a spacious .52-acre corner lot, this 4-bedroom, 3-bath home features a split floor plan designed for privacy and comfort. Built in 1990, the residence blends timeless character with thoughtful updates, including granite countertops throughout, plantation shutters, soaring ceilings, a wood-burning fireplace, and a Culligan water softener. Outdoor living is highlighted by a large heated, screened-in pool with an outdoor shower, ideal for entertaining or unwinding after a day on the river. Major improvements include a new roof and skylights (2022), new A/C systems (2021 & 2024), and a new water heater (2026), providing peace of mind for future owners. Perfectly positioned near nature yet convenient to shopping, dining, and major roadways, this home offers a rare combination of location, lifestyle, and scarcity. For buyers seeking a nature-centered retreat in a low-inventory, highly coveted community, Sweetwater Springs stands in a class of its own.

3811 Watercrest Drive, Longwood
$525,000
3 Beds ⋅ 3 Baths ⋅ Wekiva Hunt Club 2 Fox Hunt Sec 2 SubDv. ⋅ 32779 Zip Code
Location, Location, Location! In the Heart of Wekiva...3 Bedroom / 3 Full Baths, with Owners Retreat and 2nd Bedroom both possessing their own full bath En Suite's, Split-Floor Plan, Luxury Vinyl Flooring, No Carpet, with Additional Bonus / Flex Room, Galley Kitchen with Direct Access to Large Dining Area which is Adjacent to the Screened Lanai which leads you to the Oversized Custom In-ground Pool with Separate Hot Tub, Completely Fenced Large Backyard at 0.32 Acre, with just over 2000 sq. ft. of extremely functional living space, truly have to view to appreciate...

128 Essex Drive, Longwood
$820,000
4 Beds ⋅ 3 Baths ⋅ Bella Vista SubDv. ⋅ 32779 Zip Code
*** MOTIVATED SELLER *** Gated Bella Vista elegant move in perfect 4bdr, 3ba, Pool Home + 3 car gar + Bonus Room. Gourmet Chef’s Kitchen and 3 Bathrooms completely remodeled in 2025 including soft close cabinets & drawers, quartz counter-tops throughout with large waterfall island with pendant lighting, and new tile backsplash. All new tile floor installed in 2025 as well. In addition, home features include extensive stone front elevation, tile roof, and brick pavers on driveway, both porches, and pool deck. Designed to impress & great for entertaining w/formal living, dining, and family rooms, extensive custom millwork including crown molding, chair rail, wainscoting, & custom wood trimmed windows, front door, and master entry. Open floor plan w/10’ ceilings and lots of natural light. Chef’s delight kitchen is open to the family room for large entertaining space. 120gallon propane tank, gas stove, and plumbed and wired for full house generator. Split bedroom layout features roomy master retreat w/ luxurious bath & custom closet; split side bedrooms are larger than normal w/oversized closets & features a custom workspace nook for hobbies or homework. Enormous bonus room / flex space game room / media room perfect for family entertaining. High-end Pool Table Included. Home is extremely energy efficient w/nest system thermostat and newer A/C system & hybrid hot water heater. Spray foam attic insulation & concrete block insulated voids & low E Thermal double pane hurricane glass windows. Sprinkler on metered grey water system for lower water bills. Great fenced completely private outdoor tropical oasis w/covered lanai, brick pavers, & inviting sparkling pool w/stone scape aggregate long life pool finish, new saltwater system, waterfall. Zoned for top rated Seminole County schools & nestled in desirable cul-de-sac / corner lot location adjacent to expansive community park w/abundant greenspaces… is like an extension of your yard! Convenient to all South Seminole County has to offer. This Home has it all.

1446 Vivaldi Place, Longwood
$550,000
5 Beds ⋅ 3 Baths ⋅ Mandarin Sec 5 SubDv. ⋅ 32779 Zip Code
Under contract-accepting backup offers. Virtually Staged. Short Sale. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years ago, new breaker boxes 4 years, a new pool pump 4 years, and an AC compressor replaced approximately 5 years ago. Stunning fireplace featured in living room to keep the whole family cozy. Enjoy the amazing kitchen in the heart of the home with serving window, breakfast bar area, and extra pull out pantry space! Ideally situated just one mile from the Seminole Wekiva Trail, this home is perfect for outdoor enthusiasts who love biking, walking, and nature, while still being close to everyday conveniences. Near major roadways including I4 making commute to theme parks, downtown, Orlando or Sandford International airports, beaches, and so much more! Whether you’re relaxing poolside, hosting friends, or enjoying nearby trails, 1833 Crowley Circle delivers the perfect blend of lifestyle, location, and long-term value. Don’t miss this opportunity to own a move-in-ready pool home! Easy to show so come see today!

1833 Crowley Circle, Longwood
$460,000
2 Beds ⋅ 2 Baths ⋅ Springs Glenwood Village Sec 1 Rev The SubDv. ⋅ 32779 Zip Code
Virtually Staged. Quality that speaks for itself. Pride of ownership and style combine to showcase this incredible home, nestled on a quiet cul-de-sac within the 24-hr guarded gates of The Springs community in Longwood. With ideal proximity to I-4 and shopping & dining, it seems too good to be true that this neighborhood could provide such natural wonder. A bubbling natural spring & waterfront complex, RV and recreational vehicle storage, Horse stables, community pool, clubhouse and more are included in your HOA amenity package. This home specifically boasts luxury materials and upgrades. Large format Tile, double-sided fireplace, wet-bar, additional built in counter space and storage. Chef's kitchen with cooking island with range with range hood. The eat-in space off the kitchen elevates the space and welcomes you into the centrally located atrium-feeling patio. It is only fitting that this home has an oversized primary bedroom with separate private patio, walk-in closet with built-in features, and a primary bathroom that feels more like your own private spa retreat. The open floor plan coupled with the volume and vaulted ceiling gives this space a bold and regal vibe. A quiet and private entryway cozied into nature sets the tone when you arrive to your front door. Special appointments such as plantation shutters, Automatic remote blinds, tankless water heater, and a mini-split cooled Florida room space provide that "cherry-on-top" experience. This is a certified MUST-SEE. Location, quality, lifestyle, luxury, character.

114 Juniper Lane, Longwood
$180,000
2 Beds ⋅ 3 Baths ⋅ Clubside At Sabal Point A Condominium SubDv. ⋅ 32779 Zip Code
Welcome to 1209 Clubside Dr, a beautifully maintained and well-appointed second-floor condo located in the desirable Clubside at Sabal Point community in Longwood, Florida. This spacious residence offers approximately 1,365 square feet of thoughtfully designed living space featuring two master bedrooms, each with generous walk-in closets, and 2.5 bathrooms, providing comfort and privacy. Step inside to an open floor plan with modern finishes, abundant natural light, and a seamless flow between the living and dining areas. Enjoy the Florida lifestyle from the large screened balcony, ideal for relaxing or entertaining guests. The home also includes the convenience of in-unit laundry, central air conditioning, and ample storage throughout. Residents of Clubside at Sabal Point enjoy a variety of community amenities including a resort-style swimming pool, fitness center, tennis courts, and outdoor grilling areas. These features offer a welcoming and active lifestyle right at home. Conveniently situated in the 32779 area, this condo provides easy access to shopping, dining, major highways including I-4, and top-rated schools, creating an ideal balance of comfort, convenience, and community living.

1209 Clubside Drive Unit 1209, Longwood
$626,640
4 Beds ⋅ 3 Baths ⋅ The Springs SubDv. ⋅ 32779 Zip Code
Under contract-accepting backup offers. **** Price Reduction*** Floor Plan: Excellent layout with the master bedroom downstairs and a large upstairs loft that can serve as a second master suite. Amenities: Screened private swimming pool with convenient access from three rooms (living room, master bath, guest bath). Interior Highlights: Vaulted ceilings, abundant natural light via skylights and transom windows, ceramic tile throughout, grand living room with fireplace, and a large dining room. Updates & Maintenance: Features a brand new AC (2020) and a replumbed system. The home also includes an inside laundry room, a 2-car garage with a generator hookup panel, and workbench space. Community Amenities (The Springs): Enjoy exclusive access to Seminole County's "best kept secret," which includes: 100 acres on the Little Wekiva River Sandy beach and crystal clear swimming area Clubhouse and community pool Sports courts (basketball, tennis, pickleball) Playground, nature trails, and horse stables

280 Springside Road S, Longwood
$400,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 02 SubDv. ⋅ 32779 Zip Code
SOLD

100 Countryside Drive, Longwood
$219,900
2 Beds ⋅ 3 Baths ⋅ Clubside At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code
Investor opportunity. Solid cash flow choice for any savvy rental property investor with projected ROI of at least 6-7% based on current expected monthly rental revenue and expenses, not considering capital appreciation potential and beneficial tax treatment. Contact us today to schedule a private tour.

8203 Olympia Court Unit 8203, Longwood
$500,000
3 Beds ⋅ 3 Baths ⋅ Wekiva Hunt Club 3 Fox Hunt Sec 3 SubDv. ⋅ 32779 Zip Code
Welcome home to this beautiful 3-bedroom, 2.5-bath residence offering 2,185 square feet of comfortable living space, perfectly situated on a .58-acre corner lot in one of Longwood’s most sought-after school zones. Built in 1977 and thoughtfully remodeled in 1997, this home blends timeless charm with everyday functionality—ideal for growing families and those who love to entertain. Inside, you’ll find soaring vaulted ceilings, durable tile floors, and an abundance of natural light that creates a bright and welcoming atmosphere. The spacious floor plan offers an enlarged living area, a cozy fireplace, and a versatile bonus room—perfect for a playroom, homework space, home office, or a 4th bedroom. Step outside to your private, fully fenced backyard oasis, complete with a sparkling pool and covered patio—an entertainer’s dream and the perfect place for outdoor activities, summer barbecues, and weekend gatherings. The oversized corner lot at .58 acres provides extra space, privacy, and room to enjoy outdoor living. With a fantastic location near parks, shopping, dining, and major roadways, and placement in a top-rated school district, this home truly offers the perfect setting to build lasting memories. Don’t miss your chance to make this special Longwood home yours!

120 E Cumberland Circle, Longwood
$337,000
4 Beds ⋅ 2 Baths ⋅ Grove Estates SubDv. ⋅ 32779 Zip Code
MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST DUE BY 2:00 PM ON 1/9/26. Welcome! Residing in the heart of Longwood, this one-story pool home presents a wonderful opportunity to customize your finishes, just moments from Wekiva Springs and endless modern conveniences. Its decorative wood and stone accents, along with an elegant double door entry and fresh mulch, deliver great curb appeal, while the spacious bedrooms, multiple living spaces, screened patio, and glistening in-ground pool provide a home ready for all occasions and life’s ever-changing needs. Functional, with exceptional convenience, is the best phrase to describe this property. Discover the natural beauty of Wekiva Springs State Park or enjoy a round at the Wekiva Golf Club. These are just two of the many outdoor adventures available nearby. In addition, you will find yourself minutes from Publix, Target, Aldi, Winn-Dixie, and numerous other major shopping centers, granting access to many options for groceries, shopping, and dining right at your fingertips. Medical services and well-rated grade schools are also close by, creating the perfect balance of amenities. The established neighborhood setting, combined with its solid foundation and attractive nearby amenities, creates a prime opportunity. Don't let this wonderful opportunity slip away - schedule your private tour today and experience all the charm this delightful home has to offer.

1510 Kenlyn Drive, Longwood
$410,000
3 Beds ⋅ 3 Baths ⋅ Springs Whispering Pines Sec 2 SubDv. ⋅ 32779 Zip Code
Welcome to THE SPRINGS! Updated 3 Bedrooms 2.5 Bathrooms, 2 story townhouse in Whispering Pines Village. Walk into this bright and inviting home. Beautiful laminate flooring in living room/dining room/Master Bedroom. Wood burning fireplace in living room. Relax in the living room looking into a patio and a FENCED backyard. Oversized Master bedroom on FIRST FLOOR with WALK-IN closet. Master Bathroom features a shower, updated dual vanities with GRANITE counter tops. Two bedrooms on second floor with a bathroom and shower tub, updated vanity with GRANITE counter top. Plenty of storage space with a huge storage space under the stairs! Separate INDOOR Laundry room. Freshly repainted interior. ROOF is December 2022. Whispering Pines Village features its very own private tennis court and beautiful community Pool. You are just a short walk from the PRIVATE natural crystal clear Spring and river. The Springs is a spectacular community, 24 hour guard gated with hourly patrol. The Springs community offers tennis swimming pool, basketball court, horse stables, playground, clubhouse, RV and boat storage, tennis and pickleball courts (under construction), walking and jogging trails, nature trails abutting the Little Wekiva River, picnic/ barbecue area and the beautiful natural crystal clear Spring! A fun and entertaining community for all, year round (movie nights under the stars, community Holiday celebrations, food truck nights and more). Top rated school zone, close proximity to I4, shopping, dining, amusement parks, outlet malls, beaches and easy access to central highways. Call today for a private tour!

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

270 Lakay Place, Longwood
$489,000
4 Beds ⋅ 3 Baths ⋅ Wekiva Cove Ph 4 SubDv. ⋅ 32779 Zip Code
Aggressively priced for quick sale. 4 bedroom 2 1/2 bath (primary bedroom downstairs, 3 bedrooms one bath upstairs). Nestled on private lot in the corner of culdesac. Roof is 2022, it has been replumbed. Kraftsmaid kitchen cabinets and granite counter tops, stainless appliances. Small private pool to enjoy under screen and fenced back yard with fire pit. Community also has great community pool overlooking lake, community lake with fishing pier, tennis courts , playground. Buyer agent to verify all data/ measurements.

209 Frinton Cove, Longwood
$1,560,000
5 Beds ⋅ 7 Baths ⋅ Alaqua Lakes Ph 3 SubDv. ⋅ 32779 Zip Code
Virtually Staged. Back on market after RECENT SELLER UPDATES!! Experience the pinnacle of luxury living in the guard-gated community of Alaqua Lakes, one of Longwood’s most coveted enclaves, ideally situated between Heathrow and Lake Mary, where Central Florida’s elite reside, work, and thrive. This two-story estate offers 5 bedrooms, 7 bathrooms, over 6,300 square feet, and is set on more than half an acre with exceptional privacy and curb appeal. A circular paver driveway, oversized three-car garage, and fully fenced backyard frame the home’s timeless elegance and grand scale. Meticulously maintained and extensively upgraded, recent improvements include over $28,000 in roof enhancements, three brand-new HVAC systems (2024) plus a newer fourth unit, Google Nest thermostats, whole-home surge protection and an Orbi mesh WiFi system providing strong, seamless coverage throughout. Inside, fresh designer paint, upgraded luxury vinyl flooring, and energy-efficient LED lighting enhance the home’s refined interiors. Formal living and dining rooms create an elegant setting for entertaining, while a dedicated private office offers a quiet workspace. The inviting family room features a gas fireplace and flows effortlessly into the expansive chef’s kitchen, complete with a large island, walk-in pantry, stone countertops, glass tile backsplash and updated cooking appliances—perfect for gatherings of any size. The primary suite is a true retreat, offering dual walk-in closets, private pool access, and a spa-inspired bath with soaking tub, split vanities, separate makeup area, and modern finishes. Upstairs, a private home theater provides an exceptional space for entertainment and relaxation. Step outside to a resort-style backyard oasis featuring a sparkling pool and spa, new pump and heater, stainless steel LED fixtures, refreshed pavers, and a fully equipped outdoor kitchen—all accented by custom LED lighting that automatically illuminates at dusk. A beautifully updated front fountain with a new underground reservoir adds a serene finishing touch to the home’s impressive curb appeal. Residents of Alaqua Lakes enjoy 24-hour guarded security and access to a 7-acre private park, resort-style pool, tennis courts, basketball court, playground, and more—along with proximity to top-rated Seminole County schools, championship golf, fine dining, and major highways. This move-in-ready estate seamlessly blends timeless sophistication with modern upgrades—offering exceptional indoor-outdoor Florida living in one of Central Florida’s premier luxury communities.

3311 Horseshoe Bend Court, Longwood
$454,900
3 Beds ⋅ 3 Baths ⋅ Wekiva Cove Ph 4 SubDv. ⋅ 32779 Zip Code
Welcome to this well-maintained 3-bedroom, 2-bath home with a pool and garage, located in the desirable Wekiva Cove community of Longwood. Designed for both everyday comfort and entertaining, this home offers a functional layout with inviting living spaces and seamless indoor-outdoor enjoyment. Step outside to your private screened pool, ideal for relaxing or hosting gatherings year-round. The home also features a garage providing additional storage and convenience. Wekiva Cove offers an impressive selection of amenities, including a clubhouse, community pool, tennis courts, pickleball courts, playgrounds, and a scenic trail that loops around the community lake. The neighborhood is known for its natural surroundings and well-maintained common areas. Conveniently located near shopping, dining, parks, and major roadways, this home provides easy access to everything Seminole County has to offer. A great opportunity to enjoy Florida living in an established, amenity-rich community. Schedule your private showing today.

248 New Waterford Place, Longwood
$7,250,000
9 Beds ⋅ 13 Baths ⋅ Sweetwater Club Un 1-A SubDv. ⋅ 32779 Zip Code
One or more photo(s) has been virtually staged. REINTRODUCING The Fortress, with APPRAISAL in hand, available for review by qualified buyers. Set on nearly 12 acres, a one-of-a-kind architectural masterpiece created for those who understand that true luxury is not merely styled, but built to endure, remain irreplaceable, and stand the test of time. Designed and constructed over seven years by the world-renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing House, this nearly 20,000-private compound, has hosted presidents, global dignitaries, private concerts, and philanthropic gatherings of the highest caliber. Approached by a quarter-mile, tree-lined driveway, the fully walled estate is centered around a 5-acre private lake, spring-fed by the Wekiva Springs State Park area, and surrounded by museum-quality grounds featuring imported European fountains, life-size bronze sculptures, curated statuary throughout the gardens, and ornamental ponds suitable for koi fish. The main residence spans approximately 14,623 sf and offers 7 bedrooms, each with its own full bathroom, along with an elegant powder room near the main entrance, formal living and dining rooms, a breakfast room, a main kitchen, and a separate staff kitchen. Constructed of solid poured concrete, the residence reflects permanence, privacy, and security with bulletproof glass, hand-plastered walls, soaring 25-foot ceilings, graceful arches, and signature fluted architectural textures expressed through curved, nonlinear walls. A massive custom bronze door opens to interiors finished with polished marble and terrazzo flooring, including brand-new floors in the main living room and kitchen. The kitchen showcases panoramic lake views, an oversized island, an oversized pantry, a private service entrance, and a fully equipped staff kitchen with its own dining area. Four bedrooms are located upstairs, offering some of the estate’s most impressive lake views, while three bedrooms are located downstairs. A monumental round atrium crowns the sculptural marble staircase, a remarkable architectural feature that took two full years to complete. Additional highlights include a dramatic two-story library that converts into a home theater, a glass conservatory with a Murano chandelier designed for a grand piano, an elevator near the foyer, two authentic wood-burning fireplaces, custom Sherle Wagner bathrooms, hidden closets throughout, and a bar near the piano room. The West Wing principal suite features a private Italian-inspired alfresco patio and an adjacent private gym with a full bathroom, sauna, and walk-in closet, creating a self-contained wellness retreat. The East Wing suite also enjoys its own Italian-inspired patio, adding symmetry, privacy, and elegance to the estate’s layout. The property is further enhanced by an approximately 2,500sf guest and pool house with 2 bedrooms and 3 full bathrooms, staff quarters of approximately 1,000 sf, and a 2,300-sf, 8-car garage with a full bathroom, laundry, and storage. Resort-style amenities include a pool and spa, a professional court lined for tennis and pickleball, a hot tub, sandy beach access, and multiple alfresco entertaining areas designed for unforgettable gatherings. With countless custom and invaluable features, this is a true legacy estate, built to stand for the next century and beyond. Conveniently located near top-rated schools, just approximately 2 miles from Wekiva Springs State Park, Private appointments available.

812 Sweetwater Club Boulevard, Longwood
$275,000
2 Beds ⋅ 2 Baths ⋅ Governors Point Ph 1 SubDv. ⋅ 32779 Zip Code
Virtually Staged. Discover the charm of this inviting one-story townhome tucked away on a peaceful cul-de-sac—offering exceptional privacy, minimal traffic, and a true sense of retreat. Surrounded by mature, well-kept landscaping, the home sits within a beautifully maintained community that enhances both curb appeal and everyday comfort. Enjoy a serene screened-in porch, perfect for morning coffee, quiet evenings, or simply savoring Florida’s year-round outdoor living in comfort. Located just minutes from shopping, dining, and everyday conveniences, this home also provides effortless access to major roadways, making commuting and travel smooth and stress-free. Whether you're seeking a snowbird retreat, a vacation getaway, or a second home, this property is vacant and offers limitless possibilities. Its blend of comfort, convenience, and location makes it an exceptional opportunity for both personal enjoyment and long-term investment.

519 Stanton Place, Longwood
$390,000
3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 2 Fox Hunt Sec 2 SubDv. ⋅ 32779 Zip Code
Location, Location, Location! This inviting 3-bedroom, 2-bath split-bedroom home offers space, privacy, and an unbeatable setting. The roof was replaced in 2018, and a new water heater provides added peace of mind. Priced to sell with all it has to offer, this home is being sold AS-IS. Step outside to an exceptional outdoor living space featuring a huge pool and one of the largest backyards in the community. Complete with a fire pit, picnic area, shed, and still plenty of room to play, this yard is ideal for entertaining and everyday enjoyment. An enclosed patio allows for year-round relaxation, while walking trails located just beyond the back fence offer direct access to nature right from your own yard. Ideally located just steps from A-rated Wekiva Elementary School and close to the Hunt Club Community Clubhouse, residents enjoy access to tennis and pickleball courts, baseball and softball fields, and a newly refurbished, state-of-the-art playground. This home delivers outstanding outdoor space, a functional split-bedroom layout, and an exceptional location—don’t miss this opportunity!

120 Colyer Drive, Longwood