Location: Longwood , 32779
Do Not Show Listings
628 E CLUB CIR, LONGWOOD, FL 32779
$995,00017 Days on yellowkey MLS ID: O6400643
0 Days Off yellowkey (back on 5/30/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4026 Built: 1988Monthly Fee: $367 Tax: $5,748 (2024)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,748
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Custom Built Estate Residence by Jones Clayton Construction showcases timeless elegance in architecture, style and livability. Begin your next chapter in this beautiful home featuring one story, a screened pool with approximately 4026 sq ft, of living space with 4 Bedrooms, 4 Baths. Located in Sweetwater Club Seminole County's Premier 24 hour Guard Gated Community with more nature than homes and spacious estates spanning 1 - 11 acres. This Mediterranean Style residence blends classic architectural charm with today's most desired features. From the moment you pull into your circular driveway you're greeted by a professionally landscaped lawn spanning approximately one acre with an oversized side entry 3 car garage. Your foyer and entry hallway features marble floors and picturesque views through the Living Room of the tropical pool and lanai. There is a formal Dining Room with a Window Bench Seat off the Entry. In the Living Room there are soaring ceilings and a wet bar area for entertaining. There is a nearby Powder Bathroom for guests. You''ll notice abundant Custom millwork, moldings and built in features throughout the home. Recent Updates include: Beautiful New Tile Roof in 2022, Two Brand New Air Conditioning Units with Ecobee Thermostats. New Luxury Vinyl Plank flooring in main living areas, Pool Enclosure Rescreened, New Ceiling Fans, New Sundeck Pool Deck, All New Recessed Lighting throughout! Your Private Backyard adds to the peace and tranquility of this property. The pool is large enough for your lap swimming excercise. Primary Bedroom Suite is very spacious with access to the pool lanai area and a separate walk in closet. The Primary Bath is also very spacious with a double sided fireplace. 2nd Bedroom/Office has an ensuite full bathroom. Bright Kitchen and Nook area opens to spacious Family Room. Down the hall there are two bedrooms and a full bath. There are many French Doors to the Screened Pool Lanai for seamless indoor outdoor living. Separate Laundry Room with sink and exit door to a covered porch out to side entry 3 car garage parking area. There's pure potential for the next owner to renovate kitchen and baths. In mid Spring you'll enjoy a multitude of Azaleas, Gardenias and Magnolia Flowers. In Fall/Winter you'll have gorgeous Camelias. You'll have Deeded Lake Access to Lake Brantley and walking distance to over 7000 acres at the Wekiwa State Park. There are Tennis and Pickle Ball Courts and Gazebo Park. Seminole County Excellent Schools, close to the 429 and !-4 Freeways. Disney and Beaches are 40- 60 minute drives.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Carolyn Kickhofel (407-538-4210)
300 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$549,00080 Days on yellowkey MLS ID: O6389594
REDUCED by $1,000 (0.2%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2074 Built: 1976Monthly Fee: $54 Tax: $2,650 (2024)Community: Sweetwater Oaks Sec 05Single Family
Taxes:$2,650
Elementary School: None
High School: None
Middle School: None
Remarks: Gorgeous home in Sweetwater Oaks! 4 Bed | 3 Bath | 1.25 ACRES | PRICED TO SELL ... Move-in ready! New Roof • New AC • New Kitchen • New Baths • New Floors • New Electrical Panel • New Paint • New Water Heater Modern open design with Quartz countertops, soft-close cabinets, and luxury vinyl floors throughout. Located in one of Longwood’s most sought-after communities with private Lake Brantley access, tennis, pickleball, parks, beach area & more. GREAT SCHOOLS!!! Minutes to Wekiva Springs, shopping, dining. Orlando International airport, theme parks and major highways just a short drive away. What are you waiting for? ***NO INCOME VERIFICATION*** available with preferred lender. This one won’t last — schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jorge Trejo (407-319-1612)
432 WILDERNESS DR, LONGWOOD, FL 32779
$689,00066 Days on yellowkey MLS ID: O6393288
REDUCED by $5,000 (0.7%) on 05/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 1981Monthly Fee: $46 Tax: $6,626 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$6,626
High School: Lyman High
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained four-bedroom, with bonus pass through bedroom attached to the primary three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, attached room could make great nursery, office or workout room, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes with the third bath, and yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard on this corner lot gives you plenty of room to spread out, play, or entertain. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels which means this all electric home will come with minimal utility expenses, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from Wekiwa Springs State Park, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
222 W COTTESMORE CIR, LONGWOOD, FL 32779
$459,00032 Days on yellowkey MLS ID: O6402708
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1977Monthly Fee: $23 Tax: $5,117 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Spa: YesSingle Family
Taxes:$5,117
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: Upgraded & Updated, lovely move-in ready, 3 bed, 2 bath, pool home in desirable Wekiva Hunt Club neighborhood. NEW ROOF being put on by seller before closing. Upgraded paver driveway and walkway set the tone as you approach the double front doors and step inside this beautiful abode. Large ceramic tile leads you into the living room with wood burning fireplace and travertine tile accent wall, while a double set of French doors brings in light from the covered and screened back porch. Through the large separate dining room, the well-appointed renovated kitchen is sure to please. With solid wood cabinets, granite countertops, and stainless-steel appliances, a charming bay window makes the perfect breakfast nook for your morning coffee. Offering a split bedroom plan, the spacious primary suite with wood floors has a large walk-in closet, ensuite bathroom with granite topped vanity, and tiled shower. On the other side of the home are 2 large secondary bedrooms (both with NEW carpeting) and hall bathroom with tub/shower combo. Inside laundry room (washer/dryer stay) is on the way to the oversized 2 car garage. The covered screened back porch is the perfect place to sit and enjoy the peaceful fully fenced backyard with a private pool, separate hot tub, and still plenty of room for pets and kids to play in the grassy area. Home updates include: new roof being put on 2026; new carpeting in bedrooms 2026; HVAC 2019; total kitchen and bath remodels, double pane windows, electrical panel and replumb to CPVC 2015. Come live the active community lifestyle with walking and bike trails, community center, pickleball and tennis courts, and parks and playgrounds. Wekiva Golf Club is only 1.2 miles away and the stunning greens run through the community. Sought after and highly rated schools too: Wekiva Elementary, Teague Middle and Lake Brantley High.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Steven Ritz (321-277-8271)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,00043 Days on yellowkey MLS ID: O6399964
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
Middle School: Markham Woods Middle
Remarks: 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)
1101 CLUBSIDE DR #1101, LONGWOOD, FL 32779
$199,0003 Days on yellowkey MLS ID: O6411049
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $44 Tax: $1,194 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,194
Tax Year: 2025
Remarks: Welcome to this beautifully updated first-floor condo in the highly sought-after Clubside at Sabal Point community, where comfort, style, and tranquil pond views come together perfectly. Ideal as a primary residence, vacation retreat, or investment opportunity, this spacious 2-bedroom, 2.5-bath home offers a thoughtfully designed layout and extensive recent upgrades throughout. Step inside to an expansive open-concept living and dining area filled with natural light, creating a warm and inviting atmosphere. Sliding glass doors lead to a private screened-in patio overlooking the serene pond — the perfect spot to enjoy your morning coffee or unwind at the end of the day. Designed for both privacy and functionality, the split-bedroom floor plan features two generously sized primary suites, each complete with its own private bathroom and walk-in closet. An additional half bath provides added convenience for guests. The well-appointed kitchen offers ample cabinet space, a cozy eat-in dining area, and includes all major appliances: refrigerator, range, microwave, and dishwasher. An indoor laundry area with washer and dryer included makes everyday living even easier. This move-in-ready condo has been extensively renovated with quality updates, including complete replumbing, new shower valves, a new 40-gallon water heater, new shower pan, new hose bib, fresh interior paint, new baseboards, interior doors, hardware, and hinges. Both bathrooms have been beautifully upgraded with new tile, new cabinetry, granite countertops, and updated faucets. Additional improvements include new ceiling fans and lighting, updated light fixtures and switches, and new window blinds throughout. Located in the desirable Clubside at Sabal Point community, residents enjoy a prime location close to shopping, dining, major roadways, and everything Central Florida has to offer.
Listing Agent: Carmen Henderson (407-538-9216)
129 HIDDEN OAK DR, LONGWOOD, FL 32779
$489,90030 Days on yellowkey MLS ID: O6403496
4 Days Off yellowkey (back on 5/30/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2194 Built: 1973Monthly Fee: $175 Tax: $4,887 (2024)Community: The Spgs Glenwood Village Sec 2Townhouse
Taxes:$4,887
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. The Springs Beautifully renovated single-story 4-bedroom, 2-bath corner townhome located behind the 24-hour guarded gates of The Springs community in Longwood. This turnkey property has been freshly painted inside and out and combines quality updates with timeless style, featuring high ceilings, oversized rooms, abundant closet space, brand-new flooring, a new roof, stunning renovated kitchen, and updated bathrooms. The sunken living area with built-in seating and a double-sided fireplace creates a striking focal point, while the spacious primary suite offers a huge master bath, walk-in closet, and private access to the backyard with serene open green views and no rear neighbors. Additional highlights include a two-car garage and premium corner location. Conveniently located near I-4, shopping, and dining, residents enjoy resort-style amenities including a natural spring, waterfront complex, community pool, clubhouse, horse stables, RV/boat storage, and more.
Listing is courtesy of: FLORIDA REALTY OF MIAMI CORP (305-598-5488)
Listing Agent: Janet Garay (786-355-7514)
226 W CUMBERLAND CIR, LONGWOOD, FL 32779
$419,00011 Days on yellowkey MLS ID: O6408998
REDUCED by $10,000 (2.3%) on 05/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1829 Built: 1977Monthly Fee: $22 Tax: $1,938 (2025)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Spa: NoSingle Family
Taxes:$1,938
Remarks: Exceptional opportunity in the highly desirable Wekiva Hunt Club! This spacious pool home offers a versatile split floor plan, abundant natural light, and beautiful pool views from the kitchen, living room, and primary suite. Expansive sliding glass doors create a seamless indoor-outdoor living experience, perfect for entertaining. Features include a spacious kitchen with large pantry and side-by-side refrigerator, oversized laundry room, 2-car garage with built-in shelving, stone fireplace, newer roof, custom-made fencing, alarm system, and a stunning private curved pool with built-in seating and multi-color rotating pool light. The flexible bonus space off the primary suite is ideal for a home office, gym, or sitting area. Located in one of Longwood’s most established and sought-after communities, close to shopping, dining, parks, and major roadways. A fantastic opportunity to own a home with space, character, and endless possibilities in a prime location!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Diana Osorio (407-748-5884)
123 TOMOKA TRL #123, LONGWOOD, FL 32779
$249,900437 Days on yellowkey MLS ID: V4941609
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1243 Built: 1974 Tax: $2,219 (2024)Community: Wekiva Villas CondoSpa: YesCondo
Taxes:$2,219
Remarks: True Florida Paradise ! Possible owner financing is just an added bonus True gated and guarded Community. Enjoy your ground level 2 bedroom, 2 bath home with many community features. new CARPETS, STOVE, flooring and lighting. Home has nice fireplace in Living room that overlooks the private courtyard. Master has New carpet new lighting and over look private courtyard! Community features of the beautiful Wekiva to include large community building, playgrounds, walking paths, tennis courts and horse barn, The Springs' is a guarded gated community that offers guarded security but also a ton of amenities for the residents to enjoy. From the beach and clubhouse to tennis courts, basketball courts, and even a horse barn, there's something for everyone. Also, the proximity to over 100 acres of preserved land and access to natural wonders like the Palm and Sanlando Springs and the Little Wekiva River makes it an ideal location for nature lovers seeking tranquility and outdoor adventures. And with its convenient access to I-4, commuting to downtown Orlando, international airports, beaches, and amusement parks is a breeze. Right off S.R. 434 and I-4 in Longwood you’re close to diverse restaurants, groceries, Sunrail, and more. The Springs features a natural wonderland as the entire area is dedicated as a wildlife sanctuary.
Listing is courtesy of: DELTONA LAKES REALTY INC (386-574-1401)
Listing Agent: Sheila Campbell (407-687-7900)
105 FAIRWAY DR, LONGWOOD, FL 32779
$170,000309 Days on yellowkey MLS ID: O6330225
REDUCED by $4,999 (2.9%) on 05/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1140 Built: 1973Monthly Fee: $566 Tax: $1,370 (2024)Community: Fairway VillasCondo
Taxes:$1,370
Remarks: THE SPRINGS LIFESTYLE AT AN UNBEATABLE VALUE Imagine waking up in the heart of one of Longwood’s most coveted gated enclaves. This ground-floor, end-unit retreat in Fairway Villas offers more than just a home; it offers a total lifestyle transformation. Whether you are seeking a peaceful "lock-and-leave" residence or upgrade, this condo delivers a rare combination of character, comfort, and privacy. CHARECTER & COMFORT The open-concept layout is anchored by soaring wood-beamed ceilings, creating an atmosphere that is both rustic and modern. Features sliding glass doors that lead to your massive private deck, perfect for morning coffee or hosting friends under a canopy of mature trees. PREMIUM UPDATES Enjoy the peace of mind that comes with updated counters, solid surface finishes, and the convenience of a primary suite located entirely on the main floor. As an end unit, you benefit from additional natural light and enhanced privacy that other units simply don't offer. WORLD-CLASS AMENITIES You aren't just buying a condo; you’re gaining 24-hour gated security and access to The Springs' legendary amenities: a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. ACT FAST Properties at this price point within The Springs are a rare find. Maintenance fees are all-inclusive, covering water, exterior upkeep, 24/7 security, and all recreational facilities. Schedule your private showing today. Welcome home!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carl Vano (407-495-2040)
1498 MARKHAM WOODS RD, LONGWOOD, FL 32779
$1,799,00041 Days on yellowkey MLS ID: O6399260
INCREASED by $49,000 (2.8%) on 05/30/2026
Bed: 8 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7675 Built: 1991Community: Markham Woods CorridorSingle Family
Taxes:$0
Tax Year: 2026
Remarks: One or more photo(s) has been virtually staged. Owner Financing Options Available...Call For Details. Looking for a private, multi-acre estate with the flexibility to expand, entertain, or create a true multi-generational compound? Welcome to the prestigious Markham Woods Corridor. Set on a cleared, high-and-dry 5+ acre homesite with no HOA restrictions, this property offers rare freedom and tranquility, feeling like your own private park complete with gorgeous mature oak trees, lush living privacy walls, and a dual-gated entrance. The beautifully renovated main residence spans nearly 5,600 square feet and has been meticulously updated within the last year to offer ultimate peace of mind. Major recent upgrades include completely brand-new plumbing throughout the entire home, four new HVAC units, and fully modernized bathrooms featuring pristine new tile, hardware, lighting, and vanities. Luxurious Main Residence Features include a Flexible Layout with up to 8 bedrooms (including 5 en-suites) and 8 bathrooms. Three spacious primary suites feature private baths and walk-in closets, plus a separate in-law suite with its own entrance, living area, kitchenette, and full bath. The Gourmet Kitchen is The heart of the home and boasts granite countertops, a massive center island, and premium appliances, including a Samsung 3-door refrigerator, Samsung dishwasher, and an Electrolux Icon dual oven/freezer stack. With Smart Home Technology; Enjoy automated luxury blinds on the main floor, smart-controlled exterior fountains, and customizable, color-changing boundary wall lighting. With Unrivaled Entertainment & Outdoor Living features include a separate Ballroom / Theater with a $30,000 state-of-the-art automated LED lighting system that transforms this exceptional space. Featuring smart-controlled curtains, an LG mini-beam short-throw projector, a dedicated stage, and eight surrounding screens, it is perfect for hosting large-scale events, weddings, yoga retreats, or epic movie nights. Outdoor Entertaining doesn't get any better than this. Step out onto +/- 4,000 square feet of luxury brick pavers. The outdoor summer kitchen area is a chef's dream, featuring a commercial Vulcan convection oven complete with a full-sized pizza stone for authentic, restaurant-quality entertaining. *BONUS*- Exclusive Custom Pool Opportunity: While the expansive grounds offer a blank canvas, the seller—a commercial pool contractor—is offering an exclusive buyer incentive to build a custom pool to your exact specifications at their direct cost, allowing you to design your dream oasis without the retail markup! The Detached Guest Quarters is Connected to the main home by a beautiful red-tiled covered breezeway. The massive two-story detached building offers a fully climate-controlled space. Upstairs features a 3-bedroom, 1-bath apartment with a spacious lounge. Downstairs boasts a beautiful stainless steel kitchen, a storage room, and a garage—ideal for guests, staff, or incredible income-producing potential. Zoned for horses and offering ample space for boats, RVs, and recreational vehicles, this estate is perfectly suited for a variety of uses. Conveniently located near Heathrow shopping, top-rated schools, area golf courses, and just 30 minutes from Orlando and the East Coast beaches. This is more than a home; it’s an investment in endless possibilities. Properties with this level of versatility, luxury, and land in this corridor rarely hit the market, and they never stay long. Call Today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: David Warren (407-928-3760)
1808 WINGFIELD DR, LONGWOOD, FL 32779
$799,9001 Day on yellowkey MLS ID: O6411497
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4440 Built: 1984Monthly Fee: $104 Tax: $11,518 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$11,518
Remarks: Tucked away beneath a canopy of mature trees on an expansive homesite in one of Longwood's most established communities, this custom pool home offers a rare combination of privacy, character, and space. From the moment you arrive, the circular driveway, natural setting, and distinctive architecture create a memorable first impression. Inside, soaring wood-beamed ceilings, extensive hardwood flooring, and dramatic floor-to-ceiling stone fireplaces add warmth and architectural interest throughout the home. The spacious living areas are filled with natural light and designed for both everyday living and entertaining, with multiple gathering spaces and walls of glass overlooking the screened pool and lush backyard. The kitchen features abundant cabinetry, generous workspace, granite countertops, a center island, and a functional layout that flows seamlessly into the surrounding living areas. The primary suite offers a private retreat complete with a spa-inspired bath, oversized walk-in shower, soaking tub, and tranquil outdoor views. Step outside to enjoy the screened pool enclosure, expansive paver deck, and beautifully landscaped surroundings. The oversized lot provides exceptional privacy while still offering plenty of room to enjoy the outdoors. Conveniently located, this home offers easy access to Interstate 4, SR 434, shopping, dining, golf courses, and everyday conveniences. Residents enjoy proximity to popular destinations including Wekiwa Springs State Park, Cranes Roost Park, Altamonte Mall, and the shops and restaurants of Lake Mary. A unique opportunity to own a distinctive property with timeless architectural details, generous living spaces, and an exceptional Longwood location.
Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)
Listing Agent: Heather Unger, Pa (407-810-6304)
284 ISLAND SOUND CT, LONGWOOD, FL 32779
$799,99932 Days on yellowkey MLS ID: O6401810
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2692 Built: 2021Monthly Fee: $159 Tax: $6,766 (2025)Community: Retreat At Lake BrantleySingle Family
Taxes:$6,766
Remarks: Step into refined elegance and effortless sophistication in this nearly new Dockside masterpiece located within the exclusive, gated community of The Retreat at Lake Brantley. Offering 4 bedrooms, 3 bathrooms, and 3,755 total square feet, this expansive single-story estate is thoughtfully designed for the discerning buyer who values both luxury and livability. From the moment you arrive, the home makes a striking first impression with its upgraded designer front door and spacious 3-car garage—perfect for luxury vehicles and additional storage. Inside, a seamless open-concept floor plan unfolds, anchored by oversized designer tile flooring that flows throughout the main living spaces. At the heart of the home, the gourmet kitchen is a true showpiece—featuring gleaming granite countertops, custom cabinetry, premium stainless steel appliances, and an oversized island that invites both intimate gatherings and grand entertaining. Every detail has been curated to elevate both form and function. The owner’s suite is a private retreat, offering a serene escape with a spacious custom walk-in closet, spa-inspired walk-in shower with full-height tile, and dual vanities designed for everyday luxury. Secondary bedrooms are generously sized, including a private en-suite ideal for guests or multigenerational living. Expansive pocket sliding glass doors create a seamless indoor-outdoor experience, opening to a sunlit entertaining space perfect for hosting or relaxing in style. This home is enhanced with modern smart home features, delivering convenience and control at your fingertips. Beyond the home, residents enjoy exclusive access to a private community boat ramp on Lake Brantley, offering a lifestyle centered around recreation, relaxation, and waterfront living. Ideally located near top-rated Seminole County schools, including Lake Brantley High School, and with easy access to major highways, this residence perfectly balances tranquility and accessibility. This is more than a home—it’s a statement of lifestyle, comfort, and elevated living. Experience the pinnacle of luxury in The Retreat at Lake Brantley—your private lakeside sanctuary awaits.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Verdelle Lambert Rice (407-242-3757)
421 SUMMIT RIDGE PL #209, LONGWOOD, FL 32779
$154,9008 Days on yellowkey MLS ID: O6400512
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 948 Built: 1996Monthly Fee: $383 Tax: $285 (2025)Community: Residences At Sabal Point A CondoSpa: NoCondo
Taxes:$285
Remarks: Welcome to the gated community of Residences at Sabal Point, where comfort, convenience, and lifestyle come together. This spacious 1-bedroom, 1-bath condo offers nearly 1,000 square feet of living space with soaring ceilings and an open layout that lives larger than expected. Inside, you’ll find tile flooring, granite countertops, crown molding, and custom plantation shutters, along with a generous living and dining area, an oversized primary bedroom with a walk-in closet, and interior laundry. The kitchen offers great storage and functionality, while the new AC and new hot water heater provide added peace of mind for the next owner. Enjoy your private screened-in tiled porch complete with outdoor drapes—the perfect space for morning coffee or relaxing evenings. Residents enjoy resort-style amenities including a spacious clubhouse with a full kitchen available to rent for private events, a lakeside pool, fitness center, tennis courts, playground, outdoor grilling stations, lounge areas with tables and umbrellas, plus a convenient car wash and vacuum station. Located within highly rated Seminole County Public Schools, including Sabal Point Elementary within walking distance, and just minutes from Wekiwa Springs State Park, SR 434, I-4, 441, and the 429 Expressway. Enjoy easy access to Uptown Altamonte, Cranes Roost Park, Altamonte Mall, AdventHealth Altamonte Springs, shopping, dining, and entertainment. A fantastic opportunity for first-time buyers, downsizers, or investors seeking low-maintenance living in one of Longwood’s most convenient locations.
Listing Agent: Laura Napoleon (407-832-6692)
119 MEADOWFIELD LN, LONGWOOD, FL 32779
$365,00011 Days on yellowkey MLS ID: G5112577
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1974 Tax: $3,811 (2025)Community: Meredith Manor Golf View Estates SecSingle Family
Taxes:$3,811
Remarks: Under contract-accepting backup offers. Welcome to an amazing opportunity in Longwood! Situated on an oversized lot with no HOA, this pool home offers the space, major updates, and flexibility buyers are looking for while still leaving room for a new owner to add their own personal touches and style over time. The fully fenced backyard is designed for enjoying Florida living year-round, featuring a saltwater pool resurfaced just three years ago, fruit trees that add to the outdoor charm, and plenty of space to relax or entertain. Inside, you’ll find no carpet throughout, with vinyl flooring running through most of the home along with tile in select areas, updated bathrooms, and a fully enclosed Florida room under AC that creates valuable flex space ideal for a second living area, home office, gym, or playroom, along with an additional screened porch for even more functional living space. Major improvements include ROOF 2020, HVAC 2018, WATER HEATER 2021, updated windows, new gutters, updated duct work and insulation, and more, helping provide peace of mind for the next owner. Conveniently located just off 434 with easy access to shopping, dining, and everyday conveniences, this home combines comfort, functionality, and outdoor living in the heart of Longwood. Easy to show! *Aerial photo property lines are an estimate and to be verified by buyer.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Brandie Mathison-Klein (407-488-3446)
105 E COTTESMORE CIR, LONGWOOD, FL 32779
$539,00029 Days on yellowkey MLS ID: O6403980
REDUCED by $11,000 (2.0%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2244 Built: 1977Monthly Fee: $23 Tax: $3,894 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Single Family
Taxes:$3,894
Remarks: Sought after Wekiva home located off Hunt Club. This is a 4 bedroom, 2 bath home with an extra bonus room right off the prime bedroom. Spacious house that is well maintained, all stainless steel appliances, working fireplace, shutters in windows. Back yard has access to the wekiva trail for walking and running. Paved pool patio, pool. Two parks with in walking distance. This house comes with an electrical disconnect for a generator in case a power outage.
Listing is courtesy of: PRIMAC GROUP, INC (407-889-7075)
Listing Agent: Andre Diaz (407-252-8533)
342 COBLE DR, LONGWOOD, FL 32779
$535,000116 Days on yellowkey MLS ID: O6379074
REDUCED by $10,000 (1.8%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Spa: NoSingle Family
Taxes:$2,766
Remarks: One or more photo(s) has been virtually staged. Perfect for Summer! Welcome to your new POOL home in the heart of Wekiva Hills! This stunning 3 bedroom, 2 full bath home delivers soaring ceilings, skylights flooding the interior in natural light, and a dramatic stone fireplace that anchors the living area with warmth and charm. The formal dining room overlooks the living room, creating the perfect backdrop for effortless entertaining. The beautifully updated kitchen blends style and function with modern finishes, a spacious walk-in pantry, and a bright, cheerful breakfast nook. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, versatile sitting area, lovely walk in closet, and an updated ensuite bath. Just outside the french doors is the SCREENED patio and the sparkling private pool surrounded by beautiful landscaping for all gardeners to appreciate. A generous side yard and private rear gate leads directly to a serene walking trail—ideal for morning strolls, evening unwinding, or simply enjoying nature right from your backyard. Roof 2016. AC 2020. Electrical 2024. Pool equipment 2023. Flooring 2023. Kitchen remodeled 2016. Fence 2023. Nature is nearby... conveniently located near Wekiwa State Park's natural springs, hiking trails and the popular Wekiva Island, ideal for picnics, kayaking, paddelboarding, swimming and canoeing. Thoughtfully updated, open layout, generous square footage, and a peaceful setting all designed to grow with your family AND in an ideally located well-established community with sought-after schools = A place to call HOME! A Must See.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
230 HUNTERS TRL, LONGWOOD, FL 32779
$749,0003 Days on yellowkey MLS ID: O6411144
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3180 Built: 1980Monthly Fee: $44 Tax: $3,493 (2025)Community: Markham PlaceSpa: YesSingle Family
Taxes:$3,493
Remarks: Under contract-accepting backup offers. Opportunity in Markham Place! Situated on a premier corner lot just off Longwood’s highly sought-after Markham Woods corridor, this timeless two-story brick residence offers the perfect blend of warmth, elegance, and functionality. Designed for both entertaining and everyday living, the expansive 4-bedroom, 3-bath floorplan welcomes you with a grand foyer and sweeping staircase. Rich architectural details including crown molding, wainscoting, and chair rail accents create a classic, refined ambiance throughout. The kitchen features maple cabinetry, updated stainless-steel appliances, brick flooring, and a spacious breakfast nook with French doors opening to a newly enclosed, air-conditioned lanai overlooking the sparkling pool and spa. Formal living and dining rooms showcase oversized bay windows and abundant natural light, while the family room offers a cozy wood-burning fireplace and seamless access to the outdoor living areas. Upstairs, generously sized bedrooms feature beautiful wood flooring, while the luxurious primary suite includes its own fireplace, remodeled bath, and French doors leading to a private screened sun deck. Completing the home is an oversized 20’ x 40’ resurfaced pool and spa, creating the ultimate private retreat. All this with a reasonable HOA fee, and incredible proximity to world-class attractions, restaurants, shopping, and great schools. This property may be under audio/visual surveillance.
Listing Agent: Frank Benevento (407-492-5153)
413 WILLOWBROOK LN, LONGWOOD, FL 32779
$549,99924 Days on yellowkey MLS ID: O6405037
2 Days Off yellowkey (back on 5/29/2026)
REDUCED by $15,000 (2.7%) on 05/22/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2211 Built: 1981Monthly Fee: $46 Tax: $4,171 (2024)Community: Cypress Landing At Sabal PointSingle Family
Taxes:$4,171
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located in the highly sought-after Sabal Point community in Longwood, Florida, this beautifully maintained pool home delivers the lifestyle buyers are chasing right now. Surrounded by mature tree-lined streets in one of Central Florida’s most established communities, Sabal Point is known for its scenic nature trails, strong community feel, top-rated Seminole County schools, and unbeatable access to shopping, dining, and everyday conveniences, all just minutes from Wekiwa Springs State Park. Inside, you’ll find over 2,000 square feet of thoughtfully designed living space featuring soaring ceilings, multiple skylights, hardwood floors and a bright open layout built for both everyday living and entertaining. The flexible floor plan includes 4 bedrooms, 2 bathrooms, a flex room and a two-car garage with its own mini split AC system. Step outside to your oversized fully fenced backyard with a private pool and plenty of room to entertain, relax, and enjoy Florida living year-round. Opportunities to own a move-in ready pool home with this combination of space, flexibility, location, and lifestyle in Sabal Point rarely come available, schedule your showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
605 WATER OAK LN, LONGWOOD, FL 32779
$499,00017 Days on yellowkey MLS ID: S5149703
REDUCED by $10,000 (2.0%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1977Monthly Fee: $42 Tax: $4,720 (2024)Community: Sabal Point AmdSingle Family
Taxes:$4,720
Remarks: Florida Dream Home on Over Half an Acre in One of Longwood’s Most Desirable Neighborhoods! Seller motivate Don’t miss this incredible opportunity to own a beautifully updated home in a quiet, established community, while still being just minutes from shopping, dining, top-rated schools, and major highways. Located only 3 miles from Wekiwa Springs, Rock Springs, and King’s Landing, you’ll enjoy easy access to some of Florida’s most breathtaking natural attractions, famous for kayaking, outdoor adventures, and crystal-clear 72-degree mineral springs year-round. This spacious property offers endless possibilities with plenty of room to build your dream pool, create an outdoor oasis, or expand in the future. The home has been recently remodeled with major updates already completed, including a newer roof, gutters, and French drains (approximately 2 years old), updated AC, water heater, plumbing, and fresh exterior paint. Enjoy the perfect combination of privacy, modern comfort, and an unbeatable location close to everything Central Florida. This rare Longwood gem truly combines lifestyle, location, and value — schedule your private showing today before it’s gone! (Some photos have been virtually staged for visualization purposes.)
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Diana Sanchez (321-947-0107)
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