Location: Longwood
Do Not Show Listings
917 OXFORD ST, LONGWOOD, FL 32750
$595,00020 Days on yellowkey MLS ID: O6418331
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1837 Built: 1900 Tax: $3,662 (2025)Community: Wildmere AmdSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,662
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Great for an investor! Property is being sold with the other 2 properties on the same premises of which both already have tenants in place and are self-contained with their own kitchen, laundry and living space. Property needs some TLC. Combined all 3 properties Lot size is over 1 acre. Great news, No HOA!! The home is nestled between 2 lakes and conservation with a large backyard that allows for lots of privacy. Close to major highways, shopping and restaurants. If you need peace, quiet and a place to relax from the daily stress of everyday life to come home to. This one is just waiting for you to call home!
Listing is courtesy of: EATON REALTY SERVICES (800-630-1990)
Listing Agent: Arlene Cowan (800-630-1990)
313 BAHIA CIR, LONGWOOD, FL 32750
$465,00064 Days on yellowkey MLS ID: O6406674
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $10,000 (2.1%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1988Monthly Fee: $36 Tax: $2,468 (2024)Community: Longwood Green RepSpa: NoSingle Family
Taxes:$2,468
Elementary School: Longwood Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. 10,000 Price Improvement!! Welcome to this beautifully updated home in the charming neighborhood of Longwood Green, zoned for the highly rated Lake Mary High School. This property perfectly blends comfort, modern design, and Florida living with its screen-enclosed pool, covered lanai, and fully fenced backyard, creating a private outdoor retreat ideal for relaxation and entertaining. Inside, you’ll find a completely remodeled kitchen showcasing solid wood, soft-close cabinets, quartz countertops, a stylish tiled backsplash, new sink & faucet, and sleek stainless and black appliances. The kitchen also features a breakfast bar, dinette space, and recessed lighting, making it both functional and inviting. The open living and dining area is warm and welcoming with engineered hardwood flooring, updated lighting and fans, and a brick wood-burning fireplace as the centerpiece. Triple sliding doors lead to the covered lanai and pool area, while skylights and a large fixed window fill the room with natural light. The split-floor plan provides privacy, with the primary suite located at the back of the home and direct access to the pool. The remodeled primary bathroom impresses with a dual-sink vanity topped with granite counters, a large tiled shower with a glass enclosure, and a luxury automatic toilet. The walk-in closet, lined with aromatic cedar, adds a touch of character and practicality. Three spacious secondary bedrooms each feature large built-in closets and share a beautiful full bath with a tub/shower combo, newer toilet, wainscoting, and painted cabinets. A sizable hallway closet offers ample storage and there's a door close by with convenient access to the pool area. The inside laundry room has built-in cabinetry, a countertop for folding, and comes complete with washer and dryer. Additional updates include fresh interior and exterior paint, new lighting and ceiling fans throughout, Water Heater (2026) and a brand-new roof (2024) for peace of mind. This home combines modern updates with timeless charm, all in a well-established community close to parks, dining, shopping, and top-rated schools. It’s the perfect place to call home.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Tara Haefner (407-416-6077)
378 FOREST PARK CIR, LONGWOOD, FL 32779
$554,90064 Days on yellowkey MLS ID: O6401867
0 Days Off yellowkey (back on 6/24/2026)
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: 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
$915,00026 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
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)
672 MOSSY BRANCH CT, LONGWOOD, FL 32779
$775,000263 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
Elementary School: Sabal Point Elementary
High School: Lyman High
Middle School: Rock Lake Middle
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)
137 E MAINE AVE, LONGWOOD, FL 32750
$229,90022 Days on yellowkey MLS ID: O6416256
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1302 Built: 1932 Tax: $3,053 (2025)Community: Farmers AddSingle Family
Taxes:$3,053
Middle School: Milwee Middle
Remarks: This three-bedroom, one-bathroom home in Longwood presents an opportunity for buyers seeking value in a highly connected location. The property sits within reach of major transit, healthcare, dining, and recreation, making it an attractive option for those prioritizing neighborhood convenience. The home features a front Florida room, covered parking, and a spacious backyard, providing everything needed for a comfortable living environment. Within a few blocks, you will find Downtown Longwood, Longwood SunRail Station, sports facilities, a dog park, and major highway connections. Wawa is close by for quick stops, while Orlando Health South Seminole provides immediate healthcare services just around the corner. Reiter Park sits close by, offering recreational options for the community. The area's strong connectivity makes this location particularly appealing as a private residence or an income-generating property. This property rewards buyers ready to invest in their space. Schedule your private showing today to witness the potential of this home and neighborhood firsthand.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
247 N MOUNTS BAY CT, LONGWOOD, FL 32779
$560,00064 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
$899,00088 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.
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
358 BRANTLEY CLUB PL, LONGWOOD, FL 32779
$679,00026 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
$799,00033 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
$799,90046 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
$1,990,00034 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
$1,450,00024 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)
128 DELLWOOD DR, LONGWOOD, FL 32750
$415,00025 Days on yellowkey MLS ID: O6416842
0 Days Off yellowkey (back on 6/20/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1951 Built: 1975Monthly Fee: $6 Tax: $2,411 (2025)Community: Winsor ManorSpa: NoSingle Family
Taxes:$2,411
Remarks: Welcome to Winsor Manor, a well-established lakefront community centered around beautiful Lake Winsor. With an optional HOA, homeowners can enjoy the community without mandatory HOA fees. Upon entering, you'll find a spacious room currently serving as a formal dining room perfect for hosting holiday gatherings and special occasions, while offering the flexibility to serve as a formal living room or sitting area to fit your lifestyle. The thoughtfully designed split-bedroom floor plan offers privacy and comfort for everyone. New carpet in all secondary bedrooms. Outside, your own backyard oasis awaits, featuring a sparkling pool, covered lanai, and convenient pool bath for easy access after a day of swimming. Beyond the pool, the backyard patio provides the perfect setting to create your own firepit retreat, where you can gather with family and friends and enjoy cool Florida evenings. For added peace of mind, the home is equipped with a brand-new roof, making it truly move-in ready.One of the many advantages of living in Winsor Manor is its unbeatable location. You'll be just minutes from shopping, grocery stores, restaurants, Altamonte Mall, and the popular Cranes Roost Park. With quick access to I-4, you're only a short drive from everything Central Florida has to offer, including downtown Orlando, area attractions, and beautiful beaches. Families will appreciate the highly rated Seminole County schools, known for their strong academic programs making this location as desirable as it is convenient. This home offers the perfect blend of comfort, convenience, and Florida living. It's ready and waiting for you to make it your own—schedule your private showing today!
Listing Agent: Nicole Wilbur-Brown (321-356-0555)
2644 BENT HICKORY CIR, LONGWOOD, FL 32779
$429,00027 Days on yellowkey MLS ID: O6417103
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 1985Monthly Fee: $86 Tax: $4,445 (2025)Community: Sabal Point At Sabal GreenSingle Family
Taxes:$4,445
Remarks: Under contract-accepting backup offers. Architectural Charm Reimagined for Modern Living! Tucked away on a quiet cul-de-sac and surrounded by lush greenery, this beautifully renovated residence offers a rare combination of architectural character, modern updates, and privacy. From the moment you arrive, the home's inviting courtyard entry, manicured landscaping, and distinctive rooflines create a memorable first impression. Upon entering, the dramatic sense of space is undeniable, with soaring smooth-finish ceilings, clerestory-style windows that fill the home with natural light, and wide-plank luxury vinyl flooring enhancing the spacious open-concept design. The expansive living and dining areas are anchored by a double-sided fireplace and framed by walls of French doors and oversized windows that draw the outdoors in, creating a bright and welcoming atmosphere throughout. Whether hosting friends or enjoying a quiet evening at home, the seamless flow between the living spaces makes everyday living effortless. The kitchen has been carefully crafted with a fresh design that blends style and functionality. Reimagined cabinetry in a sophisticated sage hue is paired with quartz countertops, quartz backsplash, brushed brass hardware, and stainless appliances, creating a warm yet refined aesthetic. Abundant cabinetry, generous prep space, and a dedicated pantry cabinet provide impressive storage, while the open connection to the great room and views of the surrounding greenery enhance the home's airy atmosphere, making everyday living and entertaining equally enjoyable. The generously sized primary suite is a true retreat, offering peaceful wooded views and a stunning reimagined bath complete with an oversized walk-in shower, furniture-style dual vanity, designer lighting, and a large picture window overlooking a private garden courtyard that fills the space with natural light. Bedroom 2 is both bright and versatile, featuring a skylight, ample closet storage, and plenty of room. Designed for productivity and organization, Bedroom 3 features vaulted ceilings and double French doors that provide both privacy and connection to the rest of the home. An ideal space for working from home, pursuing hobbies, or accommodating overnight guests. Guests will appreciate the beautifully remodeled 2nd bath featuring dual sinks, abundant storage, quartz surfaces, and a striking blue herringbone tile surround. Crisp finishes and thoughtful details create a fresh, inviting space that feels straight out of a design magazine. Outdoor living is a true highlight, with a newly installed wraparound brick-paver patio, creating a series of inviting outdoor vignettes designed for both intimate gatherings and larger-scale entertaining. Surrounded by mature landscaping and a lush, wooded backdrop, the setting offers an exceptional sense of privacy and seclusion. Whether enjoying morning coffee, dining al fresco with friends, or unwinding beneath the trees at day's end, the outdoor spaces feel like a peaceful extension of the home. Additional improvements include smooth-finish walls and ceilings throughout, a new HVAC (2025), roof (2020), updated electrical (2024), and a whole-house replumb (2025), providing peace of mind for years to come. Situated within desirable Sabal Green in Sabal Point, this home combines stylish renovations, impressive volume ceilings, architectural character, thoughtful improvements, abundant natural light, and a tranquil natural setting to create the ideal lifestyle.
Listing Agent: Lisa Shear (407-721-9375)
309 HICKORY DR, LONGWOOD, FL 32779
$520,00039 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 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)
923 OXFORD ST, LONGWOOD, FL 32750
$595,00025 Days on yellowkey MLS ID: O6418326
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1036 Built: 1900 Tax: $3,151 (2025)Community: Wildmere AmdSingle Family
Taxes:$3,151
Remarks: Great for an investor! Property already has a tenant in place and is being sold with the other 2 properties on the same premises of which one also has a tenant in place and one needs some TLC. Combined all 3 properties Lot size is over 1 acre. Great news, No HOA!!. This property was fully renovated 2 years ago and is very cozy and spacious with 2-bedroom/1 bath with lake view in the lovely Wildmere Community. Property features quartz counter top, stainless steel appliances, shaker cabinets and pantry, lots of natural light throughout the home, luxury vinyl flooring and ceiling fans and updated light fixtures. The 2 bedrooms have large closet space and the laundry room has washer and dryer for your convenience. The home is nestled between 2 lakes and conservation with a large backyard that allows for lots of privacy. Close to major highways, shopping and restaurants. If you need peace, quiet and a place to relax from the daily stress of everyday life to come home to, this one is just waiting for you!!
936 CITRUS WOOD CT, LONGWOOD, FL 32750
$474,900101 Days on yellowkey MLS ID: O6396324
1 Days Off yellowkey (back on 6/19/2026)
REDUCED by $10,000 (2.1%) on 05/28/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 1983Monthly Fee: $33 Tax: $4,859 (2024)Community: Woodlands EastSpa: NoSingle Family
Taxes:$4,859
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully updated 4-bedroom, 2-bath pool home tucked away on a quiet cul-de-sac in desirable Longwood. Situated on a fully fenced lot, this property offers privacy, safety, and the perfect setting for outdoor living—ideal for pets, play, and entertaining. Step inside to discover a spacious and functional split floor plan with soaring vaulted ceilings that create an open, airy feel throughout. The home features separate living, dining, and family rooms—giving you flexibility for both formal entertaining and everyday living. Whether you're hosting guests in the formal spaces or relaxing by the fireplace in the family room, this layout truly adapts to your lifestyle. The heart of the home is the brand-new kitchen, thoughtfully redesigned with modern quartz countertops, sleek cabinetry, and brand-new stainless steel appliances—perfect for cooking, gathering, and creating lasting memories. Out back, enjoy your own private oasis featuring a large screened-in pool and an expansive covered lanai—offering year-round outdoor enjoyment, shaded relaxation, and plenty of space for entertaining family and friends. The oversized fenced backyard adds even more room to play, garden, or simply unwind. Additional features include an interior laundry room, a spacious 2-car garage, and recent updates including fresh interior paint and new carpet. Located within the highly sought-after Seminole County Public Schools district, known for its top-rated schools, this home also offers unbeatable convenience with easy access to SR-434, Lake Mary Blvd, shopping, dining, and major highways—making commuting and daily errands a breeze. This is the perfect combination of location, layout, and lifestyle—don’t miss your opportunity to call it home.
Listing is courtesy of: ASSIST 2 SELL FOUTZ REALTY (407-330-4343)
Listing Agent: Robert Foutz (407-227-0321)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,00088 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)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$668,000100 Days on yellowkey MLS ID: O6396065
INCREASED by $19,000 (2.9%) on 06/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
Remarks: Under contract-accepting backup offers. Price REDUCED for a quick sale! Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
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