Location: Longwood , 32779
Do Not Show Listings
1808 WINGFIELD DR, LONGWOOD, FL 32779
$799,90016 Days on yellowkey MLS ID: O6411497
0 Days Off yellowkey (back on 6/11/2026)
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,518
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. 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)
208 ORANGE RIDGE CIR, LONGWOOD, FL 32779
$759,90062 Days on yellowkey MLS ID: O6394394
1 Days Off yellowkey (back on 6/2/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2847 Built: 1984 Tax: $4,035 (2024)Community: Orange Ridge FarmsSpa: YesSingle Family
Taxes:$4,035
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Tucked away on over 1.3 acres beneath a canopy of majestic trees, this exceptional residence offers a rare blend of refined living, privacy, and timeless elegance—without the constraints of HOA living. Ideally located off Long Pond Road and Markham Woods Road, this is Central Florida luxury at its most serene The property offers a 4-bedroom, 2.5-bath split floor plan, an oversized two-car garage, and an additional detached garage/workshop. The spacious kitchen features modern wood cabinetry and granite countertops. Amenities include a heated saltwater pool with spa, a Florida room adjacent to the family area complete with custom built-in bookcases (currently serving as a large office with panoramic backyard views), cathedral ceilings with recessed lighting throughout, and a brick wood-burning fireplace in the great room. A separate stand-alone building with water access and partial electrical infrastructure provides potential for conversion into in-law quarters or income property. Additional upgrades comprise a new roof (2019), solar panels-fully paid (2019), Tesla Power Wall (2025) for continuous electricity supply, double-pane storm-rated windows and doors (2020), new A/C unit (2014), upgraded flooring (2024), Hardy Plank siding (2026), and other enhancements. The grounds feature mature oak trees on a generous 1.3+ acre lot. No HOA dues. Perfectly positioned just minutes from the Seminole/Wekiva Trail and zoned for top-rated Heathrow/Lake Mary schools, this residence offers both exclusivity and convenience. A rare offering where space, sophistication, and lifestyle converge.
Listing is courtesy of: PARKER REALTY GROUP (407-845-0333)
Listing Agent: Ed Parker (407-617-0356)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,00058 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)
309 HICKORY DR, LONGWOOD, FL 32779
$520,0009 Days on yellowkey MLS ID: O6413953
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1976Monthly Fee: $54 Tax: $3,232 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$3,232
Remarks: Virtually Staged. NEW ROOF Prior to closing on this Move-In Ready Pool Home in Sweetwater Oaks! Welcome to highly desirable Sweetwater Oaks, where this beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of space, and comfort, with RECENT UPGRADES. The functional floor plan features separate living, dining, and family rooms, an eat-in kitchen, utility room, and walk-in pantry. Enjoy Florida living at its best with a large screened pool and covered lanai, ideal for relaxing or entertaining. The fully fenced backyard also features a new storage shed added in 2024. Major recent updates, all within the last year, provide peace of mind, including a new HVAC system, electrical panel, water heater, and microwave, plus a new dishwasher, flooring and baseboards in the living and dining rooms, fresh interior paint, painted pool deck, new blinds, updated lighting, and new electrical outlets and switches throughout . Additional improvements include a new pool patio roof and pool light (2020). With the new roof being installed prior to closing, this home offers peace of mind with all the recent improvements. Sweetwater Oaks residents enjoy deeded access to skiable Lake Brantley with a boat ramp, tennis and pickleball courts, picnic pavilion, and access to the Wekiva River, parks, and playgrounds. Conveniently located near top-rated Seminole County schools, shopping, dining, and major highways, this move-in-ready home is one you won't want to miss.
Listing is courtesy of: CHAMBERLAIN REALTY LLC (407-542-3033)
Listing Agent: Carol Pennington (407-335-0907)
36 STONE GATE S, LONGWOOD, FL 32779
$1,100,00010 Days on yellowkey MLS ID: O6413256
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3443 Built: 1991Monthly Fee: $17 Tax: $10,594 (2025)Community: Ravensbrook 2Nd AddSpa: YesSingle Family
Taxes:$10,594
Remarks: Virtually Staged. Offered for the first time in 25 years, this exceptional Southern Traditional estate presents a rare opportunity to own one of Longwood's most distinguished residences. Originally designed as the builder’s personal model home, this home showcases timeless craftsmanship, architectural charm, and meticulous pride of ownership throughout. Nestled on a professionally landscaped 1.01-acre homesite within the coveted Ravensbrook community, an intimate enclave of nearly 80 custom homes, treasured for its spacious lots and tree-lined streets shaded by a mature canopy of oaks. Impressive curb appeal sets the tone from the moment of arrival. A welcoming front porch, framed by lush mature landscaping, creates an elegant first impression. Encompassing 3,443 square feet of thoughtfully designed living space, the home features 5-bedrooms, 4.5 bathrooms, and a highly desirable floor plan with both the primary suite and an additional bedroom located on the main level. A dramatic two-story entry welcomes guests with soaring 20-foot vaulted ceilings, marble tile floor, refined crown molding, Colonial trim details, raised-panel doors, plantation shutters, and exquisite beveled-glass transoms adorning every downstairs doorway. Designed for both everyday comfort and gracious entertaining, the heart of the home is highlighted by a stunning double-sided wood-burning fireplace, showcasing exceptional brick craftsmanship and engineered hardwood flooring. The kitchen boasts distinctive tongue-and-groove oak ceiling, granite countertops, a center island, stainless steel appliances, and a dining area for casual meals and gathering. Traditional swinging doors provide convenience to the separate formal dining room, creating an ideal flow for hosting dinners. The private primary suite serves as a luxurious retreat, complete with a beautifully renovated spa-inspired bathroom. Upstairs, 3 generously sized bedrooms, each enhanced by character-rich vaulted ceilings. One bedroom includes its own private ensuite bath and spacious walk-in closet. Completing the second floor is a separate bonus room located above the garage, featuring rich wood parquet flooring and a closet, offering flexibility as a media room, home office, fitness studio, playroom, or guest suite. French doors lead to a screened lanai overlooking the sparkling swimming pool and spa, complemented by a summer kitchen for storage and entertainment. Additional highlights include a well-appointed laundry room with built-in cabinetry, utility sink, washer and dryer, a three-car garage with epoxy-finished flooring and custom storage cabinets, and an expansive paver driveway that provides a grand arrival experience. For nature lovers and outdoor enthusiasts, Ravensbrook offers a unique lifestyle amenity through exclusive access to Cushman Park, a community waterfront lot named in honor of the original developer. Residents may enjoy Rice Lake for kayaking, paddleboarding, and other recreational pursuits. Ideally situated along the prestigious Markham Woods Corridor, residents enjoy convenient access to an array of shopping, dining, premier golf courses, and nature trails, all while zoned for Seminole County's highly sought-after public schools. Just minutes away is the renowned Seminole Wekiva Trail, a nearly 14-mile paved recreational trail, for walking, running, cycling, and enjoying Central Florida's natural beauty.
Listing Agent: Amanda Salazar (407-917-0706)
2160 MARKHAM WOODS RD, LONGWOOD, FL 32779
$1,990,0004 Days on yellowkey MLS ID: O6415194
Bed: 4 Bath: 6.0 Gar: 12 Liv Area Sq Ft: 6546 Built: 1997 Tax: $12,937 (2025)Community: Hopkins EstatesSpa: YesSingle Family
Taxes:$12,937
Remarks: Welcome to an extraordinary custom-built estate where exceptional craftsmanship, privacy, and luxury come together on 2.5 gated and fully fenced acres in the heart of Longwood. Designed and constructed with meticulous attention to detail by builder Neil Hughes, this remarkable residence showcases superior quality throughout, from the grand entryway and soaring ceilings to the intricate custom tilework and thoughtfully designed living spaces. The impressive foyer opens to elegant formal living and dining rooms, while the expansive family room features custom built-ins, a beautiful wood-burning fireplace, and seamless access to the heart of the home. Designed for both everyday living and grand-scale entertaining, the chef's kitchen boasts dual sinks, two dishwashers, stunning emerald pearl granite countertops throughout the kitchen, a six-burner cooktop with commercial-grade ventilation, double ovens, extensive custom cabinetry, under-cabinet lighting, pull-out pantry systems, and an abundance of storage. Nearby, a custom dry bar adds both style and convenience for entertaining guests. The luxurious primary suite is a private retreat featuring its own sitting room, expansive bedroom, two walk-in closets with custom his-and-hers closet systems and dedicated dressing areas, and a spa-inspired bath complete with dual vanities, dual water closets, linen storage, granite countertops, and generous space throughout. A secondary en-suite bedroom is conveniently located on the first floor, along with a dedicated office, spacious game room with adjoining equipment room and sink, pool bath, a formal living room, and a large laundry room with utility sink. Upstairs, you'll find a fully equipped theater room with sink and beverage area, additional bedrooms and baths, walk-in closets, extra-wide hallways, 9-foot ceilings, oversized 6-foot-8-inch doors, and exceptional storage throughout. Bedroom #2 on the second level features two closets. Granite countertops continue throughout every bathroom in the home. Step outside to your private resort-style oasis featuring a spacious lanai, sparkling pool and spa, and peaceful natural surroundings that create an incredible sense of privacy and tranquility. Modern conveniences include a whole-home Lutron lighting system, a new pool heater, new water softener, multiple air-conditioning systems, interior air handlers, high-capacity septic system pumps, well-fed irrigation for the sprinkler system, and a brand-new roof with a transferable warranty. A transferable termite bond provides additional peace of mind for the next owner. Car enthusiasts will appreciate the attached air-conditioned two-car garage as well as the impressive 1,605-square-foot air-conditioned workshop/garage featuring multiple bays, lifts, pull-through access, an interior wash bay, and space for up to 12 vehicles when utilizing the two vehicle lifts (10 spaces not including the lifts), with potential for future conversion to additional living space if desired. The home's floor coverings consist of carpet and tile throughout. Exterior construction includes a frame-built second level. Hurricane-impact doors and windows, along with garage doors rated for 100 MPH winds, provide additional durability and peace of mind. Offering an unmatched combination of luxury, functionality, privacy, and craftsmanship, this one-of-a-kind estate delivers a lifestyle rarely found in Central Florida.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Abby Nelson (407-571-1445)
260 CROWN OAKS WAY #260, LONGWOOD, FL 32779
$120,000303 Days on yellowkey MLS ID: O6335847
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 921 Built: 1974 Tax: $2,145 (2024)Community: The SpringsCondo
Taxes:$2,145
Elementary School: Sabal Point Elementary
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: The Crown Oaks condominiums, nestled within the prestigious guard-gated community of The Springs in Longwood, offer a lifestyle that blends natural beauty, privacy, and resort-style amenities. Spanning over 100 acres of preserved waterways, lush woodlands, and century-old oak canopies, The Springs is built around a crystal-clear natural freshwater spring with its own sandy beach exclusively for residents. Enjoy miles of scenic walking and jogging paths, abundant wildlife, and recreational facilities including multiple pools, tennis and pickleball courts, basketball courts, parks, playgrounds, and even horse stables. The community hosts a variety of events, from concerts and movie nights to seasonal celebrations, fostering a vibrant neighborhood spirit. Approaching this home you’ll appreciate its convenience and ease of access with covered parking and storage, and first floor living with no stairs to navigate. Inside you’ll find a Light and Bright living space with a neutral color palette that compliments your existing furnishings while awaiting your personal touches. Natural wood-look vinyl flooring is nearly indistinguishable from the real thing, and offers scratch and waterproof surfaces with no seams for easy cleaning and maintenance. Accent spotlights found throughout the main living area are both functional and decorative allowing you to highlight your favorite art or designate well lit reading nooks, homework desks, or craft areas. The kitchen is modern and updated with white shaker style cabinets, brushed nickel hardware, a full suite of appliances including dishwasher, and easy access to additional storage or pantry space in the utility room. Just off the kitchen is a large flex space for formal dining, bistro-top entertaining, home office work, and more. The main living room offers tranquil and wooded backyard views through a panoramic 3-panel stacking sliding glass door that leads to a fully screened outdoor living space which can be used year round for early morning coffee, lazy afternoon naps, watching the variety of deer, birds, and other wildlife that make The Springs such a magical neighborhood. The primary suite offers plenty of room for a king bed, with upgraded ceiling fan and light, private vanity, and dual closets. The bathroom has a tub & shower combo and has been tastefully updated with granite counters and a fashionable vanity with lots of storage and chrome plumbing fixtures. A second private patio is a perfect outdoor sanctuary for children or furry friends, and can also be used for Yoga or weight training, or simply private relaxation in a quiet and serene setting. Conveniently located near top-rated schools, shopping, dining, and entertainment, The Springs also provides quick access to I-4 for easy commutes to Orlando, Altamonte Springs, Lake Mary, and Winter Park, with Florida’s beaches and theme parks just a short drive away. Crown Oaks residents enjoy private and wooded or courtyard views, screened patios, and covered carports with storage. Conveniently located near top-rated Seminole County schools, shopping, dining, and entertainment, The Springs also provides quick access to I-4 for easy commutes to Orlando, Altamonte Springs, Lake Mary, and Winter Park, with Florida’s beaches and theme parks just a short drive away. This rare combination of natural serenity, active living, and central convenience makes The Springs and Crown Oaks a truly unique place to call home.
Listing is courtesy of: DON HARKINS REALTY LLC (321-377-0341)
Listing Agent: Scott Major (407-697-9301)
204 BLUE LAKE DR, LONGWOOD, FL 32779
$719,000181 Days on yellowkey MLS ID: S5140226
REDUCED by $10,000 (1.4%) 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)
2656 BENT HICKORY CIR, LONGWOOD, FL 32779
$425,00033 Days on yellowkey MLS ID: O6406840
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $25,000 (5.6%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1897 Built: 1985Monthly Fee: $99 Tax: $2,919 (2024)Community: Sabal Point At Sabal GreenSingle Family
Taxes:$2,919
Remarks: Under contract-accepting backup offers. Welcome to this one-of-a-kind retreat tucked away in the highly desirable Sabal Green community of Longwood, where privacy, charm, and location come together beautifully. Nestled at the end of a peaceful oversized circular cul-de-sac with no through traffic and enhanced by a side easement providing extra separation from the neighboring home, this distinctive 3-bedroom, 2-bath residence offers a rare sense of serenity while keeping you close to everything Central Florida has. Just minutes from the natural beauty and endless outdoor recreation of Wekiwa Springs State Park, residents can enjoy kayaking, hiking, swimming, biking trails, and abundant wildlife, while also being conveniently located near exceptional dining, shopping, major roadways including I-4 and SR 434, and one of Central Florida’s last classic shopping destinations, Altamonte Mall. Inside, the home welcomes you with rich maple hardwood flooring throughout and a stunning double-sided fireplace that creates the perfect ambiance whether relaxing in the spacious living room or entertaining guests in the elegant dining area accented by beautiful wood inlay terracotta flooring that continues seamlessly into the kitchen. The thoughtfully designed kitchen also features its own dedicated under-counter water heater for added convenience. The expansive 19x9 screened lanai opens to an outdoor oasis where a pathway leads to a charming new 12x12 gazebo with brick flooring overlooking a tranquil pond filled with abundant wildlife, creating the perfect setting for morning coffee or evening unwinding. A substantial 36x21 elevated wood deck, accessible both from the backyard staircase and directly from the primary suite, offers yet another incredible space to enjoy the peaceful surroundings. The spacious primary retreat is designed for comfort with direct deck access, a luxurious garden tub, walk-in shower, dual vanities topped with Silestone quartz, and a spa-like feel. Additional highlights include irrigation for easy lawn maintenance and a setting that offers both seclusion and accessibility. This is more than a home—it’s a private sanctuary in one of Longwood’s most convenient and naturally beautiful locations.
Listing Agent: Tom Langmann (321-229-2041)
1870 CROWLEY CIR E, LONGWOOD, FL 32779
$625,000124 Days on yellowkey MLS ID: O6381416
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3258 Built: 1984 Tax: $9,076 (2024)Community: Mandarin Sec 5Single Family
Taxes:$9,076
Remarks: Short Sale. Approved Short Sale. Welcome to your peaceful oasis located on a full acre. Spacious floor plan with generous living area and kitchen featuring built-in stove and oven. Additional bedrooms create flexibility for family, guests, or a home office. Enjoy Florida living with your backyard pool and oversized yard—ideal for entertaining, pets, or future expansion. Conveniently located near schools, shopping, dining, and major highways. Rare opportunity for a one-acre pool home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jesse Sutton, Jr (321-805-7530)
378 FOREST PARK CIR, LONGWOOD, FL 32779
$554,90034 Days on yellowkey MLS ID: O6401867
REDUCED by $14,100 (2.5%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2524 Built: 1980Monthly Fee: $21 Tax: $3,258 (2024)Community: Forest Park Estates Sec 2Single Family
Taxes:$3,258
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Welcome to this beautiful four bedroom two bath split plan pool home in one of the most sought-after neighborhoods in the Lake Brantley school district. With over 2500 sq ft of thoughtfully designed living space, this property welcomes you with an open floor plan featuring vaulted ceilings, skylights, plenty of natural light and beautiful pool views. The kitchen, with gas range, overlooks the dining and living rooms, making it perfect for gatherings. The primary suite offers a private retreat with a spacious layout, walk-in closet and en-suite bathroom with separate tub and shower. The three additional bedrooms provide flexibility for guests, a home office or hobbies, all bright with ample storage. Outside, enjoy a fully fenced backyard with a screened in pool and covered patio. This well cared-for home is also equipped with a 20kW generator with transfer switch. Additional highlights include a large dedicated laundry/mud room, an updated electrical panel, irrigation system, new roof 2015, re-plumb 2022. This home is spacious with funcionality. Don't miss it! Buyer to verify measurements. This home is being sold AS-IS.
Listing is courtesy of: CARDI REALTY INC (321-263-5834)
Listing Agent: Diana Ardolina (407-448-9953)
450 LONGMEADOW LN, LONGWOOD, FL 32779
$525,00093 Days on yellowkey MLS ID: O6390534
REDUCED by $14,000 (2.6%) on 06/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2623 Built: 1987Monthly Fee: $77 Tax: $3,398 (2024)Community: Sabal Point Sabal View AtSingle Family
Taxes:$3,398
Remarks: Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathrooms with office. Master on first floor.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laura Hilton, Pa (407-718-2291)
8311 OLYMPIA CT #8311, LONGWOOD, FL 32779
$187,990127 Days on yellowkey MLS ID: O6380695
REDUCED by $8,000 (4.1%) on 04/28/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $1,985 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,985
Remarks: Don’t miss out on this opportunity!! This is a condo located in the beautiful Sabal Point community in Longwood. As you enter the front door the there is a laundry room and a half bath to the left and a large closet straight ahead. Featuring two well appointed primary bedrooms. The two primary bedrooms each feature ensuite bathrooms, one with a shower and one with a tub. Each bedroom also features large walk-in closets. No Carpet at all tile flooring throughout the unit. A balcony perfect to enjoy and relax every day. Unit is located like a 2nd floor because the first floor is underneath. HOA fee included, all exterior maintenance, pest control, water, trash, and landscaping. The community offers a well equipped clubhouse, fitness center and community pool. Nearby restaurants, shopping, park and outdoor recreation in Longwood for your convenience, and just minutes from I-4. Don’t miss out on this rare opportunity. Come see it today!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Laura Ramos, Pa (786-308-0803)
420 SUMMIT RIDGE PL #310, LONGWOOD, FL 32779
$219,90027 Days on yellowkey MLS ID: O6406905
REDUCED by $8,000 (3.5%) on 06/09/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1271 Built: 1996Monthly Fee: $477 Tax: $2,487 (2024)Community: Residences At Sabal Point A CondoSpa: NoCondo
Taxes:$2,487
Remarks: * PRICE IMPROVEMENT * Top-floor privacy meets modern comfort in this completely remodeled, move-in-ready 2-bedroom, 1-bath condo located in the highly desirable Wekiva Springs area within the gated Residences at Sabal Palm community. This beautifully updated home features new luxury vinyl flooring throughout, a fully renovated kitchen with all-new cabinetry and appliances, and a stylishly redesigned bathroom. Tastefully painted and furnished (furnishings negotiable), this condo offers a convenient, carefree lifestyle from day one. Additional highlights include a separate laundry room with washer and dryer included, along with access to exceptional community amenities such as a resort-style pool and spa, fitness center, playground, tennis courts, and car wash facilities. Surrounded by the serene beauty of the Wekiva tree canopy, yet just minutes from shopping, dining, entertainment, and major north-south-east-west roadways, this property offers the perfect blend of tranquility and accessibility. Ideal as a primary residence, personal vacation retreat, or investment opportunity.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Charles Kohlinger (407-421-9188)
104 STONEBROOK CT, LONGWOOD, FL 32779
$889,000100 Days on yellowkey MLS ID: O6386029
REDUCED by $6,000 (0.7%) on 05/31/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3575 Built: 1982Monthly Fee: $108 Tax: $9,000 (2025)Community: Sweetwater OaksSingle Family
Taxes:$9,000
Remarks: Recent contract fell through. Experience the ultimate Florida lifestyle in this stunning 5-bedroom, 3-bathroom contemporary split-level home in desirable Sweetwater Oaks. Spanning over 3,500 square feet on a quiet cul-de-sac, this residence perfectly blends modern design with functional family living. Entertainer's dream Kitchen & Great Room. The heart of the home is an impressive open-concept kitchen and family room combination featuring soaring vaulted ceilings. Beautiful granite countertops, a central island with a built-in sink and dishwasher, a versatile two-level countertop, and a sun-drenched breakfast nook. The great room showcases a custom stone fireplace with built-in shelving. Three-panel sliding glass pocket doors disappear into the walls, seamlessly merging the interior with the screened-in pool area. Formal Dining & Living. Enjoy vaulted ceilings and multiple expansive windows to enjoy peaceful views of the private pool. The primary suite is privately tucked away on the first level. A versatile 5th bedroom flex space on the main floor serves perfectly as a home office or den. Three additional bedrooms, a full bathroom, and a spacious loft are located on the second floor, providing a dedicated space for family, playroom, or guests. Rest easy with smart outdoor controlled lighting designed for security, holidays, and special events. Beyond your front door, Sweetwater Oaks offers a premier lifestyle with exclusive resident-only access to Lake Brantley at Sweetwater Beach with a beautiful sandy beach for swimming, basketball court, beach volleyball, playground, boat dock, and boat ramp for skiing and fishing. Additionally, residents of Sweetwater Oaks community can enjoy another private access at Riverbend Park. This beautiful expansive park features tennis and basketball courts, baseball and soccer fields, canoeing, and kayaking with access to Wekiva River. Don't miss this rare opportunity to own a piece of paradise in one of Longwood’s most sought-after communities. Schedule your private tour today!
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
377 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$265,0006 Days on yellowkey MLS ID: O6414941
REDUCED by $34,000 (11.4%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 1984Monthly Fee: $310 Tax: $2,885 (2025)Community: Shadowbay Unit 2 Ph 2Townhouse
Taxes:$2,885
Remarks: Short Sale. This charming 3-bedroom, 2-bathroom townhome in Longwood, FL, is a hidden gem that just needs a little TLC. Spanning 1,396 square feet across two stories, the home boasts impressive 15-foot ceilings that create a bright, airy environment filled with natural light from three spacious 8-foot windows and two sets of sliding glass doors. Nestled in the sought-after Seminole County, this residence is part of a community served by top-rated schools, including Sabal Point Elementary, Rock Lake Middle School, and Brantley High School—perfect for families prioritizing education. Picture yourself enjoying coffee on your private wooden deck or hosting family barbecues in the expansive backyard! Inside, the elegant porcelain tile and luxury vinyl plank flooring (updated in 2021) blend durability with style. Recent upgrades include new windows and pots, enhancing both aesthetics and energy efficiency. Outdoor enthusiasts will appreciate the proximity to Wekiva Springs State Park and Wekiva Island, offering nature trails, kayaking, and serene surroundings. The townhome is conveniently located near essential shopping, with two Publix supermarkets nearby, as well as Merrill Park and Westmonte Park, featuring an outdoor pool, playground, and sports courts. For commuters, easy access to a Sun Rail Station and Interstate 4 adds to the convenience of this well-rounded lifestyle. Don’t miss out on the opportunity to make this lovely townhouse your new home! Schedule your private tour today and start envisioning your future in this beautiful space. All offers are subject to third-party (lenders) approval. Property is being sold as a Short Sale. LIST PRICE NOT YET APPROVED.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Bianca Botelho, Pa (407-709-4975)
2208 COVE CT, LONGWOOD, FL 32779
$1,500,000254 Days on yellowkey MLS ID: O6348378
2 Days Off yellowkey (back on 1/30/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3404 Built: 2020 Tax: $11,004 (2024)Community: Lake Brantley Isles AmdSpa: YesSingle Family
Taxes:$11,004
Elementary School: Longwood Elementary
Remarks: Under contract-accepting backup offers. This stunning Lake Brantley estate combines timeless design, cutting-edge systems, and a thoughtful layout ideal for both everyday living and entertaining. Built by Dakota Homes on nearly half an acre with 106 feet of private canal frontage, the residence offers seamless access to Lake Brantley, one of Central Florida’s most desirable private ski lakes. Inside, every detail reflects quality and craftsmanship. The home features two primary suites, one on the main level with spa-inspired bath and patio access, and a second upstairs with its own covered balcony and expansive rooftop terrace overlooking the water. The chef’s kitchen showcases solid maple cabinetry, GE Café appliances, granite countertops, and a large island that flows naturally into the open-concept living and dining areas. Upgraded systems include a Generac whole-house generator with 500-gallon buried propane tank, a private well with advanced filtration and softening, dual HVAC systems, and a natural gas tankless water heater. Thoughtful enhancements like motorized screens and shades, Closets by Design storage, and integrated smart home controls add modern convenience. Outdoor living shines with a resort-style pool and spa, travertine pavers, tropical landscaping, and permanent Gemstone LED lighting. The built-in outdoor kitchen, lighted patio, and upper-level terrace provide endless space to unwind or entertain. Zoned for top-rated Seminole County schools and minutes from Winter Park, Maitland, and Downtown Orlando, this property offers the perfect blend of privacy, luxury, and lakeside lifestyle.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Brandon Geers (941-928-5152)
7102 OLYMPIA CT #7102, LONGWOOD, FL 32779
$255,000192 Days on yellowkey MLS ID: O6364818
REDUCED by $10,000 (3.8%) on 06/09/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $2,081 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,081
Remarks: Welcome home! NEW PRICE! AND DON’T MISS THIS FACT: FURNITURE INCLUDED! This beautifully remodeled condominium in one of Longwood’s most desirable communities. Renovated from top to bottom with quality materials and thoughtful details, this home offers both style and comfort. FURNITURE ARE INCLUDED! With 2 generous master suit bedrooms, 2 full bathrooms, and an additional guest bath, the layout is spacious and convenient. The owner updated the home with care and love, but after relocating, this wonderful space is now ready for its next chapter—with you. Step inside and you’ll instantly feel the charm and warmth this condo offers. Located in Clubside at Sabal Point, you’ll enjoy access to fantastic amenities including a pool, tennis courts, and a fitness center. The community is clean, quiet, well maintained, and known for its peaceful atmosphere. Plus, it’s zoned for top-rated schools, making it an ideal place to live. Don’t miss your chance—contact your realtor to schedule a showing today! Property might be under surveillance cameras.
Listing Agent: Miriam Miranda (386-235-9985)
381 CREEKSTONE CT, LONGWOOD, FL 32779
$745,0009 Days on yellowkey MLS ID: O6387817
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 uniform 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)
210 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$669,00049 Days on yellowkey MLS ID: O6402314
REDUCED by $26,000 (3.7%) on 06/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 1974Monthly Fee: $54 Tax: $2,485 (2025)Community: Sweetwater Oaks Sec 05Spa: NoSingle Family
Taxes:$2,485
Remarks: One or more photo(s) has been virtually staged. Beautifully maintained 4-bedroom, 2-bath pool home in the highly desirable Sweetwater Oaks community of Longwood. This home showcases pride of ownership throughout, starting with light-toned engineered hardwood flooring covering all living areas and bedrooms for a seamless, updated look. *All new interior paint in 4 bedrooms, living room and dining room * June 2026 * The home features a formal living room with custom built-in cabinetry and shelving, complemented by large windows that frame peaceful views of the tree-lined street. A separate formal dining room with chair rail detailing provides an elegant space for hosting gatherings. The remodeled kitchen is thoughtfully designed with white cabinetry (including glass-front accents), custom backsplash, granite countertops, stainless steel appliances, and a convenient breakfast bar. The adjacent family room impresses with vaulted ceilings, skylights, and a striking stone fireplace, creating a warm and inviting atmosphere. A bright sunroom and breakfast nook with built-in cabinetry overlook the private backyard oasis, complete with a sparkling pool and lush landscaping—ideal for indoor-outdoor living and entertaining. The primary suite serves as a true retreat, featuring a walk-in closet and a beautifully renovated en-suite bath with granite countertops, elevated vanities, and an oversized walk-in shower. The split floor plan offers added privacy, with three additional spacious bedrooms. The fourth bedroom includes a versatile bonus area perfect for a home office, nursery, storage, or potential third bath conversion. Additional highlights include an indoor utility room with washer and dryer, leading to a 2-car garage equipped with a custom workshop and built-in cabinetry. Situated on just under half an acre, the property also features energy-efficient windows and a new A/C system installed in 2021. Residents of Sweetwater Oaks enjoy exclusive access to Sweetwater Beach on Lake Brantley, to enjoy swimming, boating, fishing, a pavilion, playground, basketball court, sand volleyball, boat dock and a boat ramp. Riverbend Park provides direct access to the Wekiva River with canoe and kayak launches, along with tennis courts, sports fields, playground, hiking trails and picnic areas. The community also features a clubhouse and pickleball courts. Zoned for top-rated Seminole County schools and conveniently located near Wekiva Springs State Park, Wekiva Island, shopping, dining, and major roadways. This home offers a rare opportunity to enjoy a serene, established neighborhood with exceptional leisure amenities in one of Longwood’s premier communities. Schedule your private showing today!
Listing is courtesy of: DON ASHER & ASSOCIATES, INC. (407-425-4561)
Listing Agent: Elizabeth Petters (407-683-3941)
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