Location: Longwood , 32779
Do Not Show Listings
1351 N CLASSIC CT, LONGWOOD, FL 32779
$3,300,00083 Days on yellowkey MLS ID: O6399898
REDUCED by $100,000 (2.9%) on 06/25/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5012 Built: 1989Monthly Fee: $167 Tax: $11,952 (2024)Community: Brantley Cove NorthSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,952
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate. The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Brand new Kohler Generator too! Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Suzanne Crudo (407-489-8953)
378 WINCHESTER PL, LONGWOOD, FL 32779
$282,00035 Days on yellowkey MLS ID: O6414495
0 Days Off yellowkey (back on 6/24/2026)
REDUCED by $12,000 (4.1%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1006 Built: 1983Monthly Fee: $510 Tax: $2,906 (2025)Community: Governors Point Ph 2Townhouse
Taxes:$2,906
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Nestled in the desirable Governors Point community of Longwood, this BEAUTIFULLY UPDATED 2-bedroom, 2-bath home offers the perfect blend of comfort, style, and low-maintenance living. Thoughtfully enhanced throughout, the home features luxury vinyl flooring, fresh interior paint, smooth ceilings with popcorn texture removed, updated six-panel doors, modern lighting and fixtures, and an inviting living area centered around a beautifully renovated fireplace with tongue-and-groove detailing. The remodeled kitchen shines with newer appliances, updated cabinetry, stylish backsplash, upgraded pantry storage, and abundant organization features. Both indoor and outdoor spaces have been meticulously improved, including refreshed landscaping, new outdoor lighting, a charming front courtyard gate, premium turf and paver accents, and a rear screened porch that creates an ideal setting for relaxing or entertaining. MAJOR SYSTEM UPDATES INCLUDE a 2020 roof, Trane XR HVAC system, updated electrical panels, and updated breaker panel in the garage, plus a ONE YEAR 2-10 BUYERS HOME WARRANTY PAID FOR BY THE SELLER providing added peace of mind. Don't miss this opportunity to own a beautifully maintained home in one of Longwood's most sought-after communities. Enjoy low-maintenance living with an HOA that covers exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, playgrounds, parks and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF!
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sherre Fatula (407-375-7721)
378 FOREST PARK CIR, LONGWOOD, FL 32779
$554,90066 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
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. 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)
1566 REBECCA PL, LONGWOOD, FL 32779
$915,00028 Days on yellowkey MLS ID: O6417307
1 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3365 Built: 2000Monthly Fee: $98 Tax: $6,682 (2025)Community: Cedar CoveSpa: YesSingle Family
Taxes:$6,682
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. Rare opportunity in Cedar Cove! Homes in this sought-after enclave of custom homes on one-acre lots rarely become available, with very limited turnover over the past several years. This well-maintained pool home reflects years of thoughtful ownership and care, with updates and improvements that provide peace of mind for the next owner. The spacious floor plan offers soaring ceilings, generous living areas, a private office, bonus room (optional 4th bedroom with closet space on 2nd level) and a desirable split-bedroom layout. Enjoy Florida living from the screened pool, covered lanai, summer kitchen, and expansive backyard. The three-car side-entry garage, circular drive, and beautiful homesite add to the property's appeal. Significant recent improvements include a remodeled kitchen, updated flooring and bath enhancements, a living room renovation, new carpet, LED recessed lighting throughout, attic sanitization and sealing improvements, and a recent pool leak inspection and repair. Major system updates include a 2023 downstairs HVAC system, 2026 upstairs HVAC system, 2015 roof, updated pool and spa heaters, and a variable-speed pool pump with automation system. Technology-minded buyers will appreciate the smart home features, including Google Nest security cameras, WiFi-enabled door locks and switches and GE Profile smart appliances, including an induction cooktop and smart oven with air fry capabilities. Additional highlights include public water service, irrigation system, owned propane tank, and the confidence that comes from years of proactive maintenance and investment by the current owners. Zoned for top-rated Seminole County schools and conveniently located near shopping, dining, trails, major highways, and Orlando attractions, this is a unique opportunity to own in one of Longwood's most desirable custom home communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kara Grebler (321-696-9943)
486 N PIN OAK PL #112, LONGWOOD, FL 32779
$187,900143 Days on yellowkey MLS ID: O6383397
REDUCED by $2,000 (1.1%) on 04/15/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 959 Built: 1991 Tax: $2,259 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,259
Elementary School: Sabal Point Elementary
High School: Lyman High
Remarks: Virtually Staged. **Seller may consider buyer concessions if made in an offer**Welcome to this beautifully UPDATED and MOVE-IN READY 2-bedroom, 1-bath GROUND-FLOOR CONDO in the desirable Windsor at Sabal Walk community in Longwood. Offering comfort, style, and convenience, this charming home is perfect for those seeking low-maintenance living in a PRIME LOCATION. Step inside to discover a bright, OPEN FLOOR PLAN where the Kitchen, Dining, and Living areas flow seamlessly together—ideal for both everyday living and entertaining. Recent 2024 UPGRADES include a BRAND-NEW AC system, stunning WOOD-LOOK VINYL PLANK FLOORING throughout, UPDATED HARDWARE, and MODERN LIGHTING FIXTURES, creating a fresh and contemporary feel from the moment you enter. The spacious Living Room features sliding glass doors that open to a private screened rear patio overlooking PEACEFUL GREEN SPACE—an inviting spot for morning coffee or unwinding in the evenings. The patio also includes a CONVENIENT STORAGE CLOSET for added functionality. The Kitchen is both stylish and practical, showcasing GRANITE COUNTERTOPS, stainless steel appliances, a sleek tile backsplash, closet pantry, and a breakfast bar for casual dining. The UNIQUELY-SHAPED Primary Bedroom offers character and comfort, complete with a generous walk-in closet featuring a CUSTOM CLOSET SYSTEM and private access to the full bathroom that includes a granite vanity and a tub/shower combination. The second Bedroom is equally inviting and features its own SLIDING DOORS leading directly to the screened patio, allowing for natural light and easy outdoor access. A hallway laundry closet with WASHER AND DRYER INCLUDED, adds everyday convenience. The HOA has recently enhanced the community by REPAIRING AND REPAINTING the exterior of all buildings, REPAVING the entire community, and REPLACING the pool deck—adding to the already well-maintained appeal. HOA FEES cover water, trash, lawn care, exterior maintenance, and access to the SPARKLING COMMUNITY POOL, making for truly carefree living. Located within a TOP-RATED school district and JUST MINUTES from Altamonte Mall, Cranes Roost Park, Wekiva Island, and Wekiwa Springs State Park, this condo offers EASY ACCESS to shopping, dining, entertainment, outdoor recreation, and YEAR-ROUND COMMUNITY EVENTS. Nearby hospitals, grocery stores, and local restaurants add everyday convenience, while QUICK ACCESS to I-4 makes commuting to Orlando, Lake Mary, or the beaches simple and efficient. This is an EXCEPTIONAL OPPORTUNITY to own an updated, ground-floor condo in a beautifully refreshed community in one of Longwood’s most convenient locations. Schedule your showing today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
672 MOSSY BRANCH CT, LONGWOOD, FL 32779
$775,000265 Days on yellowkey MLS ID: O6355385
REDUCED by $24,900 (3.1%) on 06/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3924 Built: 1983Monthly Fee: $60 Tax: $4,158 (2025)Community: Sabal Point Sabal Glen AtSingle Family
Taxes:$4,158
Remarks: Completely remodeled and move-in ready, this impressive residence at 672 Mossy Branch Ct, Longwood redefines comfort and elegance in Central Florida. Every detail has been carefully updated — from finishes and lighting to the brand-new stainless-steel appliances, bringing convenience and modern living to your daily life. Located in an area with top-rated schools (rated 10/10 in Seminole County), this home is perfect for families seeking quality of life, safety, and convenience. Nestled at the end of a private cul-de-sac on a spacious 0.36-acre lot, the property offers peace, privacy, and a welcoming atmosphere surrounded by mature and well-maintained landscaping. With nearly 4,000 sq ft of living space, the open single-story layout provides excellent flow between rooms, featuring bright, spacious, and connected living areas — perfect for entertaining family and friends. The fully renovated kitchen is the heart of the home, equipped with modern cabinetry, built-in pantry cabinets, new stainless-steel appliances, stone countertops, and plenty of workspace for cooking and gathering. The dining room adds an extra layer of functionality and sophistication, featuring a built-in bar area complete with sink and dishwasher, ideal for hosting and entertaining guests. The primary suite is a true retreat, offering an additional sitting or office area and a spacious bathroom with contemporary finishes. The other bedrooms provide comfort and flexibility — ideal for large families, a home office, or guest accommodations. The exterior is equally charming — the generous, flat lot offers ample space to build a pool, outdoor kitchen, or playground, all while enjoying the privacy that only a cul-de-sac can provide. The location is another highlight: close to major roads, restaurants, parks, and some of the best shopping destinations in the area, yet tucked away in a quiet, refined residential neighborhood. If you’re looking for a modern, spacious, single-story home in one of Longwood’s most desirable areas, this is your opportunity. Fully remodeled, featuring built-in upgrades, new appliances, and located within one of Florida’s top school districts, 672 Mossy Branch Ct offers the perfect balance of style, comfort, and lasting value.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Luanna Maia (407-360-8056)
217 TOMOKA TRL #217, LONGWOOD, FL 32779
$240,000166 Days on yellowkey MLS ID: O6376759
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1599 Built: 1974Monthly Fee: $722 Tax: $2,614 (2024)Community: Wekiva Villas CondoCondo
Taxes:$2,614
Remarks: Welcome to the tropical paradise of the Springs! This beautiful 2 bedroom 2 bath second story condominium has been up-dated and is ready for its new owner. Once you enter this home you will be swept away by its soaring ceilings and light and bright windows. This beautifully decorated home feels so much larger than it is. Enjoy your up-dated kitchen with plenty of storage and work space; great for entertaining friends and family. The dining area is open and bright, and adjoins the family room featuring a built-in fireplace with vaulted ceilings and natural light, and leads to your private one-of-a-kind balcony. The primary bedroom with its vaulted ceiling is spacious and can accomodate large furniture. The ensuite bath features a walk-in closet, two vanities and a shower/tub combo. The primary bedroom also opens up to a private balcony; perfect for that morning cup of coffee. The large guest bedroom is spacious and is perfect for guests or even a roommate! A separate bath is just off the guest room. The guest room features an adjoining balcony. There is a large second story loft that would make a great office space, television room or even another bedroom. The possibilities are endless. The piece of resistance of this beautiful condo is living in the Springs; one of Longwood's premiere guard-gated communities. Your monthly HOA includes :Exterior Maintence, including roofs, grounds, pool, Water, Sewer and Trash. The Springs HOA also includes 24 hour gated security,and community access, Private nature trails, Access to the horse stables, The yearly event of the springs concerts and so much more. You will soon be living in a lush tropical paradise, that is close to everything including: Restaurants, Shopping, Medical and so much more! Call today to schedule your private showing.
Listing Agent: Tim Swanson (321-356-7246)
247 N MOUNTS BAY CT, LONGWOOD, FL 32779
$560,00066 Days on yellowkey MLS ID: O6405504
1 Days Off yellowkey (back on 6/23/2026)
REDUCED by $15,000 (2.6%) on 05/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2287 Built: 1989Monthly Fee: $23 Tax: $3,159 (2024)Community: Wekiva Hills Sec 10Spa: NoSingle Family
Taxes:$3,159
Remarks: Under contract-accepting backup offers. Spacious Pool Home on a Private Corner Lot - Perfect for Entertaining!! Welcome to this beautifully maintained 4-bedroom, 2.5 bath home offering the perfect blend of space, comfort, and Florida-style living. Situated on a private corner lot, this property provides added privacy, a fully usable yard, and excellent curb appeal in a highly desirable setting. Inside, you'll find a bright and open floor plan filled with natural light-perfect for entertaining. The home features formal living and dining rooms for hosting guests, along with a welcoming family room and kitchen combination with a cozy fireplace, creating an inviting space for both everyday living and gatherings. The kitchen offers ample cabinetry and generous counter space, designed for both functionality and ease of use. The single-story layout provides convenience and accessibility, with four spacious bedrooms, including a relaxing primary suite complete with a private en-suite bath and plenty of closet space. Additional bedrooms offer flexibility for family, guests, or a home office. Step outside to your own private retreat - a large, screened lanai with a sparkling pool, perfect for entertaining or enjoying Florida's year-round outdoor lifestyle. The yard is fully fenced (2019), offering added privacy, security, and space for pets or play. Additional highlights include: - Rood replaced in 2020 - Partial window replacement 2018 for improved efficiency - 2-car steel hurricane-rated garage door - Steel entry door into the home from the garage Ideally located close to golf courses, shopping, and dining, this home offers the perfect combination of lifestyle, convenience, and location. Don't miss your opportunity to own this exceptional single-story pool home - schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: James Begor (407-221-9134)
1837 WINGFIELD DR, LONGWOOD, FL 32779
$899,00090 Days on yellowkey MLS ID: O6398952
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $26,000 (2.8%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3000 Built: 1982Monthly Fee: $104 Tax: $9,687 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$9,687
Remarks: Under contract-accepting backup offers. Welcome to 1837 Wingfield Drive, a rare opportunity to own a private ranch-style retreat in the highly sought-after Markham Woods corridor. Perfectly situated on a sprawling 1.5-acre homesite, this property offers an exceptional blend of space, privacy, and natural beauty. The oversized backyard showcases wooded & pond water views, while the neighboring community tennis courts provide an added buffer—creating a uniquely secluded setting where you can relax and enjoy the peaceful sights and sounds of local wildlife. Inside, the home has been thoughtfully updated with modern touches and major system upgrades, including new windows throughout, a high-efficiency 18 SEER HVAC system, and a new water heater—offering both style and peace of mind. The expansive, open-concept family room flows effortlessly into an extended dining area, creating an ideal layout for entertaining and everyday living. A stunning sunroom and solarium feature bring the outdoors in, offering panoramic views of the pool area and tranquil pond beyond. The split floor plan provides both comfort and functionality. The primary suite is generously sized and privately positioned, while two additional bedrooms share a convenient Jack-and-Jill bathroom. On the opposite side of the home, a junior suite with its own full bath offers the perfect setup for guests, multigenerational living, or older children seeking additional privacy. Wood flooring runs throughout the main living spaces, enhancing the home’s warm and inviting feel. Located just minutes from top-rated schools, premier shopping, dining, and only a few blocks from the Seminole Trail, this home delivers the perfect combination of location, lifestyle, and livability. This is a rare chance to enjoy estate-style living in one of Central Florida’s most desirable areas—schedule your private showing today.
358 BRANTLEY CLUB PL, LONGWOOD, FL 32779
$679,00028 Days on yellowkey MLS ID: O6418032
1 Days Off yellowkey (back on 6/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2657 Built: 1985Monthly Fee: $75 Tax: $7,101 (2025)Community: Lake Brantley Club Ph 1Single Family
Taxes:$7,101
Remarks: Under contract-accepting backup offers. Welcome to 358 Brantley Club Place, a beautifully updated 4-bedroom, 3-bathroom pool home offering 2,657 square feet of thoughtfully designed living space in one of Longwood's most desirable communities. With deeded access to Lake Brantley and the convenience of being within walking distance to Lake Brantley High School, this home offers the ideal blend of lifestyle, location, and peace of mind for families looking to put down roots and enjoy all that Central Florida has to offer. Step inside and you're immediately greeted by soaring ceilings, abundant natural light, and beautifully refinished hardwood floors that create a warm and welcoming atmosphere throughout. The spacious open floor plan is centered around a charming brick fireplace, creating the perfect gathering place for family and friends. The kitchen seamlessly flows into the living room and features a cozy breakfast nook overlooking the backyard, while a separate dining room offers additional space for entertaining and hosting holidays. The home's split-bedroom floor plan provides privacy and functionality, with the spacious primary suite tucked away on one side of the home. The completely remodeled primary bathroom is a true retreat, showcasing a beautifully tiled walk-in shower, elegant brass fixtures, modern finishes, and thoughtfully designed built-in closet storage. The remaining three bedrooms are generously sized and located on the opposite side of the home, making this layout ideal for growing families, guests, or home office needs. Step outside and discover your own private oasis. The large, fully fenced backyard surrounds a beautifully resurfaced swimming pool, offering endless opportunities for entertaining, playing, or simply relaxing under the Florida sun. Updated landscaping and mature surroundings create a serene setting, while the spacious outdoor area offers plenty of room for pets, gardening, and future memories. This home has undergone extensive recent improvements, allowing buyers to move in with confidence. Major updates include a new roof (2025), new windows, full exterior paint, HVAC (2024), water heater (2022), electrical panel (2025), updated plumbing, and updated fencing. The hard work has already been done, leaving nothing for the next owners to do except unpack and enjoy. Beyond the home itself, residents enjoy easy access to Lake Brantley for boating and watersports, nearby Wekiwa Springs State Park, the Seminole Wekiva Trail, premier shopping and dining in Heathrow, Lake Mary, and Altamonte Springs, and convenient access to I-4 and SR-429. This is a rare opportunity to own a move-in ready pool home with lake access in one of Seminole County's most sought-after locations.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
910 BEARDED OAKS TER, LONGWOOD, FL 32779
$799,00035 Days on yellowkey MLS ID: O6416276
0 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2516 Built: 1987Monthly Fee: $205 Tax: $3,455 (2025)Community: Sweetwater SpringsSpa: NoSingle Family
Taxes:$3,455
Remarks: Welcome to an exceptional residence in the highly sought-after gated community of Sweetwater Springs, where luxury living meets an unparalleled outdoor lifestyle. Residents enjoy exclusive access to the pristine, spring-fed waters of Lake Brantley, complete with a private beach, park, basketball court, pavilion, and a residents-only concrete boat launch. Outdoor enthusiasts will also appreciate the community's riverfront park on the Wekiva River, featuring kayak and canoe storage just steps from the water and private launch access. Additional neighborhood amenities include a clubhouse, recently renovated tennis and pickleball courts, parks and playgrounds. Exquisitely maintained and thoughtfully updated, this stunning 4-bedroom, 2.5-bath residence showcases timeless elegance, exceptional craftsmanship, and bespoke finishes throughout. The desirable split-bedroom floor plan offers privacy and functionality, while soaring ceilings and abundant natural light create an inviting atmosphere. At the heart of the home, the spacious family room features dramatic volume ceilings and a striking double-sided wood-burning fireplace that creates a warm ambiance in both the family and dining rooms. The beautifully remodeled eat-in kitchen is a chef's dream, boasting granite countertops, quality cabinetry, and stylish finishes. The expanded primary suite serves as a true retreat, enhanced by a sun-filled sitting room complete with an electric fireplace and French doors opening to the screened lanai and heated pool. The luxurious primary bath has been fully renovated with elegant marble tile, a frameless glass shower enclosure, and dual shower heads for a spa-like experience. Quality details abound throughout the home, including plantation shutters, crown molding, custom built-ins, and beautifully remodeled bathrooms. Recent improvements provide peace of mind and modern efficiency, including a new HVAC system installed in March 2025, a new heat-pump pool heater, and an impressive $65,000 solar energy system designed to significantly reduce utility costs. Step outside to your private screened pool oasis, perfect for entertaining or relaxing year-round. The cul-de-sac location and large .29-acre lot make this a prime location within the community. The new irrigation system keeps the finely manicured lawn and hedges looking "yard of the month" perfect! Combining refined elegance, thoughtful upgrades, and access to some of Central Florida's most coveted recreational amenities, this extraordinary Sweetwater Springs home offers a lifestyle that is truly second to none.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
1808 WINGFIELD DR, LONGWOOD, FL 32779
$799,90048 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
Taxes:$11,518
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)
2160 MARKHAM WOODS RD, LONGWOOD, FL 32779
$1,990,00036 Days on yellowkey MLS ID: O6415194
0 Days Off yellowkey (back on 6/21/2026)
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: Under contract-accepting backup offers. 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)
2214 EARLEAF CT, LONGWOOD, FL 32779
$1,450,00026 Days on yellowkey MLS ID: O6418668
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3955 Built: 1989Monthly Fee: $76 Tax: $13,699 (2025)Community: Wingfield ReserveSpa: YesSingle Family
Taxes:$13,699
Remarks: This stunning 4-bedroom, 3-bathroom home is nestled in a highly sought-after neighborhood, offering the perfect blend of luxury, comfort, and entertainment. Designed with modern elegance, the residence boasts a gourmet kitchen that serves as the heart of the home. Equipped with top-of-the-line appliances, custom cabinetry, and a spacious island, it's ideal for both casual meals and elaborate dinner parties.The open-concept layout seamlessly connects the kitchen to the expansive living and dining areas, creating a welcoming environment for gatherings. Large windows throughout the home flood the space with natural light, enhancing the airy ambiance. Step outside to discover a private oasis featuring a sparkling pool, perfect for relaxation or entertaining guests. Adjacent to the pool, the outdoor kitchen is fully equipped with a built-in grill, refrigerator, and ample counter space, making alfresco dining a breeze. Whether hosting summer barbecues or enjoying quiet evenings by the pool, this backyard retreat offers unparalleled comfort and style. Each of the four bedrooms is generously sized, providing personal sanctuaries for rest and rejuvenation. The master suite is particularly noteworthy, offering a spa-like bathroom with dual vanities, a soaking tub, and a walk-in shower. Additional features of the home include a three-car garage with a charge for electric cars and a dedicated laundry room. Located in a desirable area, this home is close to top-rated schools, shopping centers, dining establishments, and recreational facilities, ensuring a lifestyle of both luxury and convenience. With its exquisite design and exceptional amenities, this residence is truly a dream home.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Valentina Vakhova (407-406-3176)
309 HICKORY DR, LONGWOOD, FL 32779
$520,00041 Days on yellowkey MLS ID: O6413953
0 Days Off yellowkey (back on 6/20/2026)
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 and with the SELLERS WILLING TO CONTRIBUTE TOWARDS BUYER'S CLOSING COSTS, it provides added flexibility and value for purchasers! 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)
486 N PIN OAK PL #206, LONGWOOD, FL 32779
$159,00027 Days on yellowkey MLS ID: O6417929
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 969 Built: 1991Monthly Fee: $412 Tax: $2,227 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,227
Remarks: THIS IS A FANTASTIC 2 BEDROOM, 1 BATH, UPGRADED CONDO, LOCATED IN A FINANCIALLY RESPONSIBLE COMMUNITY, BALANCED RESERVES FULLY FUNDED, ALL STRUCTURAL REPORTS COMPLEATED, CENTRALLY LOCATED WITH ACCESS TO GREAT SCHOOLS, I-4 AND DOWNTOWN. CALL OR TEXT FOR SHOWING INSTRUCTIONS.
Listing is courtesy of: SCOTT LOCHRIDGE (407-388-5907)
Listing Agent: Scott Lochridge (407-388-5907)
8203 OLYMPIA CT #8203, LONGWOOD, FL 32779
$219,900188 Days on yellowkey MLS ID: O6372375
INCREASED by $21,900 (11.1%) on 06/19/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $1,978 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,978
Remarks: COME AND SEE this 2 bedroom 2.5 bath second story home offers incredible value in Clubside at Sabal Point. Nearly 1,400 square feet with a scenic fountain view. Tons of comfort with double primary bedroom suites and the split plan layout is perfect for roommates or family. The foyer at entry is where you’ll find the laundry room with full sized appliances, as well as the conveniently located half bath. From there, step into the great room with attractive dark wood planks. You’ll love how spacious the living space is, which leads to the kitchen in front and bedrooms at back. The open kitchen is a very good size with eat-in space and a window, and there’s tons of counter space to prepare meals and a pantry closet with even more storage. This condo has two well-appointed primary bedrooms. The two primary bedrooms each feature an ensuite bathroom with granite countertops, one with a tiled shower and one with a tub. There are large walk-in closets and linen closets on both sides so there’s ample storage in this home. Low monthly fee covers all exterior maintenance and landscaping, sewer, trash services, and water. Homeowners have access to the clubhouse, resort-style pool, tennis courts, fitness center, and car wash station. Excellent location near Sabal Club Way and multiple paths to access Wekiva Springs Road—plus there’s no thru traffic on Olympia Court. Check out nearby Wekiva Springs, and very close to Altamonte Springs shopping for places like Aldi, Costco, Target and Walmart, or pick-up the Seminole County biking trails, and of course quick access to I-4. Contact us today to schedule a private showing!
Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)
Listing Agent: Joan Thompson (407-948-5592)
420 SUMMIT RIDGE PL #300, LONGWOOD, FL 32779
$229,00028 Days on yellowkey MLS ID: O6412434
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1586 Built: 1996Monthly Fee: $601 Tax: $2,699 (2025)Community: Residences At Sabal Point A CondominiumSpa: NoCondo
Taxes:$2,699
Remarks: Beautifully updated 3-bedroom, 2-bath condominium located in the desirable gated community of Residences at Sabal Point. Offering nearly 1,600 square feet of thoughtfully designed living space, this home features stylish finishes and a functional open-concept layout ideal for both everyday living and entertaining. The well-appointed kitchen boasts granite countertops, abundant prep space, and a cozy breakfast nook, all flowing seamlessly into the main living areas. The spacious primary suite is a true retreat, featuring dual California Closets and a beautifully refreshed en-suite bath with a double vanity and walk-in shower. Two additional bedrooms provide comfort and versatility for guests, family, or a home office. A dedicated laundry room includes a newer washer and dryer along with additional storage space. Relax and unwind in the fully screened lanai overlooking peaceful green space views, or enjoy the community's exceptional amenities, including a sparkling pool, fitness center, and tennis courts. The HOA covers water and grounds maintenance, allowing for a low-maintenance lifestyle. Conveniently located near premier shopping, dining, and entertainment, with easy access to major highways, beaches, and Central Florida's world-famous attractions—all less than an hour away.
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Maribel Ramos, Llc (786-281-3336)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,00090 Days on yellowkey MLS ID: O6399384
1 Days Off yellowkey (back on 6/18/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Remarks: Under contract-accepting backup offers. Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
1890 LONG POND DR, LONGWOOD, FL 32779
$615,00035 Days on yellowkey MLS ID: O6415503
0 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2448 Built: 1987 Tax: $6,777 (2025)Community: Mandarin Sec 7Spa: NoSingle Family
Taxes:$6,777
Remarks: Move-In Ready 4 Bedroom 3 Bathroom Pool Home Located on an Oversized 1 Acre Corner Lot in the Quiet Mandarin Community with NO HOA. Home has a wonderful open floorplan with a formal living room, a separate dining room plus a family room with a wood burning fireplace as the centerpiece. The kitchen has plenty of countertop and cabinet space with a full set of stainless-steel appliances and features a breakfast room. Primary bedroom suite features a walk-in closet with a private bathroom. Home also features 3 additional bedrooms, a 2-car side entry garage, an interior laundry room w/washer & dryer, ceiling fans, blinds, plenty of storage, and pool views throughout the home. Exterior has a screened in pool with baby safety fence, covered lanai area perfect for cookouts or entertaining family and friends while the backyard is fenced perfect for the pets to play. Location is excellent just minutes from all daily necessities including shopping, grocery, restaurants, entertainment, excellent schools, SR-436, I-4 and 429. Please call to schedule a showing today!
Listing is courtesy of: MIGHTY REALTY INC (407-403-6540)
Listing Agent: Joann Bonilla (317-435-5235)
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