Location: Longwood
Do Not Show Listings
575 TIBERON COVE RD, LONGWOOD, FL 32750
$420,00030 Days on yellowkey MLS ID: O6404289
REDUCED by $5,000 (1.2%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1982Monthly Fee: $8 Tax: $2,063 (2024)Community: Tiberon CoveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,063
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home offering 1,657 square feet under air in the desirable Tiberon Cove community of Longwood. This meticulously maintained residence combines modern upgrades, quality craftsmanship, and stylish finishes throughout. Step inside to discover a fully renovated interior featuring a front door with decorative iron between the glass and Selva ash wood-look porcelain flooring throughout the main living areas and bedrooms—durable, anti-slip, and antimicrobial. The home is enhanced with 5-inch baseboards and crown molding throughout, along with new interior 6-panel doors and updated hardware, creating a clean and cohesive design. Window treatments include plantation shutters throughout. The stunning kitchen has been completely upgraded with: White shaker cabinetry Quartz countertops with full-height backsplash Deep double stainless steel sink with racks Frigidaire Professional microwave/convection oven Frigidaire Gallery 5-burner glass-top electric stove with convection/self-cleaning oven with air fry capability. Frigidaire Gallery stainless dishwasher (natural gas) Frigidaire 27.5 cu ft refrigerator with ice & water in door New garbage disposal Both bathrooms have been tastefully updated with new cabinetry, medicine cabinets, Moen fixtures, and one-piece dual flush toilets, while the primary bath features a Bath Fitter shower system. Major system upgrades provide peace of mind, including: New Rheem 15 SEER electric heat pump (2021) New gas water heater (2022) 140 MPH wind-rated architectural roof (installed 1/2023) with 10-year warranty Full home repipe with PEX-A (2025) by Repipe Specialists with transferable warranty Impact windows (2022) by Window World with transferable warranty New Genie garage door opener (2025) with 3-day battery backup 140 MPH-rated metal garage door with windows Enjoy outdoor living in the spacious 10x30 screened aluminum patio with tile flooring, overlooking a fully fenced yard with white vinyl fencing and enhanced landscaping for added privacy. Additional exterior highlights include a mahogany fiberglass front door with decorative privacy glass, brick mailbox with locked mail slot, and a recently serviced fireplace chimney. The 2-car garage includes built-in wood cabinetry for extra storage, making this home as functional as it is beautiful. Conveniently located near shopping, dining, parks, and major roadways, this move-in-ready home offers easy access to everything Longwood and Central Florida have to offer. This is a rare opportunity to own a fully upgraded, turnkey home with high-end features and major system updates—schedule your private showing today!
Listing is courtesy of: TRUDEALS REALTY CORP (833-878-3325)
Listing Agent: Candace Garber (224-489-4435)
2880 CITRON DR, LONGWOOD, FL 32779
$535,00017 Days on yellowkey MLS ID: O6408197
REDUCED by $4,000 (0.7%) on 06/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 1980 Tax: $1,869 (2025)Community: Grove EstatesSingle Family
Taxes:$1,869
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
Remarks: REFRESHINGLY NEW! This home is loaded with upgrades and charm. A statement front porch facade and an idyllic elevated corner lot set the tone for this inviting solid block ranch home. WEKIVA ELEMENTARY SCHOOL AND LAKE BRANTLEY ZONING! New roof, ALL NEW energy-certified thermal windows, total swimming pool renovation including tilework, surface and deck. LVP and tile throughout. New level 5 smooth finish in bedrooms. New lighting, fixtures, hardware, bathroom tilework, vanities, appliances, new 2-car garage door. This amazing home flaunts a split floor plan, crown molding, custom trim and molding, and a lovely fusion of original architecture and modern function & style. Freshly screened in back patio complete with new porcelain tile and pass-through quartz countertop to match the new kitchen. Linear red oak with beams in the family room cathedral ceiling direct your attention to the original stone fireplace. NO HOA! Bring your boat, RV, business vehicles with freedom and peace of mind, in an established community. Location wise, you have convenient access to 3 different I-4 exits and multiple Publix shopping centers. Proximal to the Wekiva Springs State Park and Wekiva Island. If you are looking for TURN-KEY NEW, THIS IS IT. WELCOME TO A FRESH AND CLEAN START IN YOUR NEW DREAM HOME IN THE LOCATION AND SCHOOL DISTRICT YOU HAVE BEEN SEARCHING FOR.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeremy Mazza (407-574-9859)
114 STONEY RIDGE CT, LONGWOOD, FL 32750
$524,9002 Days on yellowkey MLS ID: O6407522
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2803 Built: 1971Monthly Fee: $8 Tax: $2,188 (2024)Community: Woodlands TheSingle Family
Taxes:$2,188
Remarks: Some photos Virtually staged. Welcome to this spacious and inviting 4-bedroom, 2-bath split-plan home, nestled on a quiet cul-de-sac in the established Woodlands community of Longwood. With more than 2,800 square feet of living space, this home offers the perfect blend of comfort, flexibility, and room to grow. Situated on an oversized .27-acre lot, you'll find generous living areas, spacious bedrooms, and abundant natural light throughout. The versatile floor plan includes multiple gathering spaces that can easily adapt to your needs—whether you're envisioning a home office, playroom, dressing room, fitness space, or cozy lounge area. Step outside and discover a private backyard with plenty of room to create your own outdoor oasis, ideal for relaxing, gardening, or entertaining family and friends. A dedicated workshop adds even more possibilities for hobbyists, DIY enthusiasts, or extra storage. Conveniently located in the heart of Seminole County, this home offers easy access to I-4, shopping, dining, parks, and top-rated schools, while still providing the peaceful feel of a well-established neighborhood with beautiful mature landscaping. Whether you're ready to move right in or excited to add your own personal touches over time, this home presents a wonderful opportunity to enjoy space, flexibility, and a sought-after Longwood location. Come see all the possibilities this welcoming home has to offer!
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Jim Ruddy (407-718-0984)
222 W COTTESMORE CIR, LONGWOOD, FL 32779
$459,00034 Days on yellowkey MLS ID: O6402708
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1977Monthly Fee: $23 Tax: $5,117 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Spa: YesSingle Family
Taxes:$5,117
Remarks: Upgraded & Updated, lovely move-in ready, 3 bed, 2 bath, pool home in desirable Wekiva Hunt Club neighborhood. NEW ROOF being put on by seller before closing. Upgraded paver driveway and walkway set the tone as you approach the double front doors and step inside this beautiful abode. Large ceramic tile leads you into the living room with wood burning fireplace and travertine tile accent wall, while a double set of French doors brings in light from the covered and screened back porch. Through the large separate dining room, the well-appointed renovated kitchen is sure to please. With solid wood cabinets, granite countertops, and stainless-steel appliances, a charming bay window makes the perfect breakfast nook for your morning coffee. Offering a split bedroom plan, the spacious primary suite with wood floors has a large walk-in closet, ensuite bathroom with granite topped vanity, and tiled shower. On the other side of the home are 2 large secondary bedrooms (both with NEW carpeting) and hall bathroom with tub/shower combo. Inside laundry room (washer/dryer stay) is on the way to the oversized 2 car garage. The covered screened back porch is the perfect place to sit and enjoy the peaceful fully fenced backyard with a private pool, separate hot tub, and still plenty of room for pets and kids to play in the grassy area. Home updates include: new roof being put on 2026; new carpeting in bedrooms 2026; HVAC 2019; total kitchen and bath remodels, double pane windows, electrical panel and replumb to CPVC 2015. Come live the active community lifestyle with walking and bike trails, community center, pickleball and tennis courts, and parks and playgrounds. Wekiva Golf Club is only 1.2 miles away and the stunning greens run through the community. Sought after and highly rated schools too: Wekiva Elementary, Teague Middle and Lake Brantley High.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Steven Ritz (321-277-8271)
1351 N CLASSIC CT, LONGWOOD, FL 32779
$3,500,00038 Days on yellowkey MLS ID: O6399898
REDUCED by $50,000 (1.4%) on 05/13/2026
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
Taxes:$11,952
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)
814 MIAMI SPRINGS DR, LONGWOOD, FL 32779
$1,050,00080 Days on yellowkey MLS ID: O6390329
REDUCED by $35,000 (3.2%) on 05/15/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3706 Built: 2002 Tax: $5,468 (2024)Community: Highland EstatesSpa: YesSingle Family
Taxes:$5,468
Remarks: Welcome to 814 Miami Springs Drive, an exceptional private estate nestled in one of Longwood’s most desirable locations near the Wekiva River and Wekiva Island. Positioned on a beautifully landscaped homesite backing to a tranquil natural preserve, this residence offers a rare blend of elegance, privacy, and resort-style living with no HOA restrictions. This impressive five-bedroom, five-bathroom residence with a loft was thoughtfully designed with both comfort and sophistication in mind. From the moment you enter, the home showcases soaring ceilings, expansive living spaces, and refined architectural details that create an inviting yet grand atmosphere. The main living areas flow effortlessly, providing an ideal setting for both everyday living and entertaining. The spacious chef’s kitchen features a large center island, generous cabinetry, and seamless connection to the surrounding living and dining areas, allowing gatherings to feel both open and intimate. The primary suite serves as a private retreat, offering a luxurious bathroom complete with dual vanities, a soaking tub, walk-in shower, and generous closet space designed for comfort and functionality. Upstairs, a versatile loft space provides endless possibilities and could function beautifully as a media room, executive home office, or additional lounge area. Outside, the home transforms into a private outdoor sanctuary. A screen-enclosed resort-style pool and spa are framed by an expansive covered lanai, creating a perfect setting for relaxation and entertaining while overlooking the lush preserve beyond. With no rear neighbors, the backyard delivers a level of privacy that is increasingly rare while still being moments from everyday conveniences. The home offers five spacious bedrooms, five bathrooms, and a flexible loft layout, all complemented by grand ceiling heights, elegant architectural detailing, and thoughtfully designed living areas. The preserve backdrop enhances the sense of tranquility, while the screened pool and outdoor living space allow you to fully embrace the Florida lifestyle. Located just minutes from Wekiva Island, Wekiva Springs State Park, scenic trails, dining, and shopping, this property offers a lifestyle centered around nature, privacy, and refined living. A rare opportunity to own a luxury estate near the Wekiva River where space, tranquility, and convenience come together seamlessly.
Listing is courtesy of: PRIMEFIT PROPERTIES LLC (407-305-2284)
Listing Agent: Nick Vaseloff (407-305-2284)
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000199 Days on yellowkey MLS ID: O6360634
0 Days Off yellowkey (back on 11/17/2025)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2682 Built: 1974Monthly Fee: $25 Tax: $7,731 (2024)Community: Sleepy Hollow 1St AddSingle Family
Taxes:$7,731
Elementary School: Altamonte Elementary
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Short Sale. Must See 4 bed, 2 bath home in the established community of Sleepy Hollow. This spacious residence sits quietly at the end of a cul de sac where mature trees and wide lawns create a sense of privacy. Inside, the layout unfolds with generous gathering spaces including a family room large enough for game nights and holiday celebrations, a living room anchored by a wood burning fireplace, and a kitchen that keeps everyone connected with its easy flow to the dining area. Skylights draw in natural light and the split bedroom design offers comfort with a private primary suite featuring dual walk in closets and its own full bathroom. Step outside to a deep backyard designed for relaxed Florida living. A screened and covered rear-porch overlooks the lush lawn, creating a great place for morning coffee, weekend barbecues, or quiet afternoons at home. The large homesite offers room to play and the community adds even more with nearby parks, sports courts, and walking paths. With 2,682 square feet of living space, an attached two-car garage and a prime Longwood location near top rated Seminole County schools this home offers a chance to create the lifestyle you envision. This is a short sale and an excellent opportunity for buyers or investors who appreciate space character and potential.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Cristina Porretto (407-264-1870)
226 W CUMBERLAND CIR, LONGWOOD, FL 32779
$419,00013 Days on yellowkey MLS ID: O6408998
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $10,000 (2.3%) on 05/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1829 Built: 1977Monthly Fee: $22 Tax: $1,938 (2025)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Spa: NoSingle Family
Taxes:$1,938
Remarks: Exceptional opportunity in the highly desirable Wekiva Hunt Club! This spacious pool home offers a versatile split floor plan, abundant natural light, and beautiful pool views from the kitchen, living room, and primary suite. Expansive sliding glass doors create a seamless indoor-outdoor living experience, perfect for entertaining. Features include a spacious kitchen with large pantry and side-by-side refrigerator, oversized laundry room, 2-car garage with built-in shelving, stone fireplace, newer roof, custom-made fencing, alarm system, and a stunning private curved pool with built-in seating and multi-color rotating pool light. The flexible bonus space off the primary suite is ideal for a home office, gym, or sitting area. Located in one of Longwood’s most established and sought-after communities, close to shopping, dining, parks, and major roadways. A fantastic opportunity to own a home with space, character, and endless possibilities in a prime location!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Diana Osorio (407-748-5884)
885 WOODGATE TRL, LONGWOOD, FL 32750
$419,90010 Days on yellowkey MLS ID: O6408514
1 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 1980 Tax: $1,745 (2025)Community: WoodgateSingle Family
Taxes:$1,745
Elementary School: Woodlands Elementary
Remarks: Under contract-accepting backup offers. Modern comfort meets effortless Florida living in this beautifully maintained 3-bedroom, 2-bath pool home—updated throughout and truly move-in ready. Inside, fresh paint and wood-look tile flow through the main living areas, with fresh new carpet in the bedrooms for added comfort. The remodeled kitchen impresses with white Shaker cabinetry, new hardware, Caesarstone countertops, a glass-tile backsplash, and a full suite of stainless steel appliances—including oven, microwave, refrigerator, dishwasher, and range with matching hood. The spacious living room showcases elevated ceilings, a cozy wood-burning fireplace, and clerestory windows that bathe the space in natural light. A bright Florida room offers the perfect spot for hobbies, a home office, or a quiet place to unwind. Guests will appreciate the fully updated bathroom with new flooring, tub/shower, fixtures, vanity, and countertops. Pride of ownership shows at every turn, supported by smart system upgrades: a new gas water heater, updated electrical, and a 2022 AC for peace of mind. Step outside to your private, screened-in pool retreat, featuring a covered patio ideal for lounging or entertaining. The pool surface is in great condition, and the pool pump was replaced around 2024. The fenced backyard provides green space plus a storage shed, while the garage’s retractable screen expands your options for projects or breezy outdoor enjoyment. With modern finishes, thoughtful upgrades, and inviting indoor-outdoor living, this home delivers comfort and convenience—minutes from the SunRail station, I-4, parks, and shopping. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erica Rosenberger (407-908-2789)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900472 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,483 (2025)Community: Lake Vista At ShadowbaySpa: NoSingle Family
Taxes:$2,483
Elementary School: Sabal Point Elementary
Remarks: Back on the Market! Welcome to Lake Vista at Shadowbay, a highly desirable community with NO HOA and NO restrictions! This beautifully maintained 3-bedroom, 2-bath home with a spacious 2-car garage offers 1,599 square feet of thoughtfully designed living space. Filled with natural light, the open and airy floor plan features vaulted ceilings, wood flooring and tile throughout, along with unique architectural details and built-in niches that add warmth and character. Enjoy both formal and casual living spaces, including an elegant dining room, inviting living room, and additional flexible areas that flow seamlessly together, perfect for everyday living and entertaining alike. Step outside to your oversized screened-in patio retreat, complete with vaulted ceilings, two wood ceiling fans, customizable lighting with three settings, and dual remote controls. This tranquil outdoor space overlooks a peaceful pond, wooded conservation area, and in a beautiful Lake front Community, creating the perfect setting for relaxing or hosting guests in a private natural environment. Residents enjoy access to Ski Lake Brantley and exclusive community amenities, including a private gated beach, fishing area, picnic space, boat ramp, tennis courts, basketball courts, and more. Ideally located just minutes from I-4 and top-rated Seminole County schools, with the elementary school nearby. Recent Updates Include: HVAC (2022), Updated electrical (2022), Updated plumbing (2022), Tankless water heater (2022), Roof (2013), Covered front porch (2022), Oversized screened back patio (2022), Fenced backyard with dedicated K-9 run for added privacy (2022). This exceptional property combines comfort, functionality, and an unbeatable location — a true must-see! Your Dream Lifestyle starts here. Make this home your own.
Listing Agent: Diane Melody Goglas (407-690-1959)
110 WHITLEY BAY LN, LONGWOOD, FL 32779
$509,99020 Days on yellowkey MLS ID: O6393203
REDUCED by $15,000 (2.9%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1984Monthly Fee: $125 Tax: $2,352 (2025)Community: Wekiva Cove Ph 2Single Family
Taxes:$2,352
Remarks: RARE OPPORTUNITY! Tucked away on a quiet cul-de-sac in the highly desirable Wekiva Cove community, this updated lakeside cottage-style home offers a rare opportunity to enjoy peaceful living with stunning sunset views over Sand Lake. From the moment you arrive, the charm is undeniable, surrounded by mature oak and palm trees, lush landscaping, and a setting that feels like a private retreat. Step outside to your spacious deck and private paver patio with fire pit, perfect for relaxing, entertaining, or simply taking in the breathtaking lake views. Enjoy easy access to the community dock, where you can launch your paddle board and soak in the refreshing lake breeze. Inside, the home blends warmth and style with an open floor plan, soaring vaulted ceilings, and rich dark Hemingway-style flooring throughout. A cozy fireplace anchors the living space, while the bright sunroom is filled with natural light and serene lake views, creating the perfect place to relax year-round. The flexible layout includes 3 bedrooms and 2 bathrooms, with one space ideal as a peaceful zen den or yoga retreat. A private terrace off the secondary bedroom adds an extra layer of charm and privacy. Beyond the home, enjoy direct access to community amenities right from your backyard including the residents’ clubhouse, pool, playground, tennis courts, and baseball field. Zoned for excellent schools and located in one of Central Florida’s most beloved neighborhoods, this home truly offers the best of both lifestyle and location. Recent updates include a roof (2021) and water heater (2022) for added peace of mind. ALL appliances are also included. Come experience the beauty, tranquility, and charm for yourself and imagine the memories waiting to be made here. From morning coffee by the water to unforgettable sunset evenings, this is more than a home, it’s a lifestyle ready to be yours. Call to schedule your private tour today!
Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)
Listing Agent: Lillian Metevier (407-257-3312)
2165 BLUE IRIS PL, LONGWOOD, FL 32779
$900,00066 Days on yellowkey MLS ID: O6392949
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2951 Built: 1987Monthly Fee: $68 Tax: $4,316 (2024)Community: Whispering WindsSingle Family
Taxes:$4,316
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. This well-thought-out custom home is situated on a beautiful lot with over 1.25 acres in the Whispering Winds neighborhood. As you enter the home you are greeted with loads of natural light in the entryway complete with a coat closet. The living room is right off the entryway and looks out the sparkling screened-in pool and covered patio and has 2 skylights. The large dining room leads in to the kitchen which provides a closet pantry with pull out drawers, granite counter tops, breakfast bar, built-in desk and eat-in area. The pool and patio area can be accessed directly from the eat-in area of the kitchen. Directly off the kitchen is the ample-sized family room featuring a gorgeous tongue and groove ceiling with 2 skylights. The family room includes a wood burning fireplace and French doors leading out to the backyard oasis. The large primary retreat features French doors leading to the patio and pool, walk-in closet, soaking tub, separate shower and two vanity areas. On the same side as the primary bedroom is another bedroom with its own hallway bathroom. On the other side of the home are 2 additional bedrooms which share a hallway bathroom that also provides access to the pool. The 3rd bedroom provides a built-in desk and beautiful wooden bookcases. The 4th bedroom includes a walk-in closet with a closet system and a window seat with storage. The 3-car garage has loads of storage and workbench space. The sparkling enclosed pool has plenty of room to for Florida sun fun. The covered pavered patio is raised from the pool deck and provides the perfect spot to enjoy a meal or visit with family and friends. Beyond the pool is ample green space. This custom home has been well cared for and has easy access to many shops and restaurants via the Markham Woods corridor. This home comes with 2 HVAC systems and a transferrable termite bond. Welcome home!
Listing Agent: Beth Logullo (772-633-0670)
236 DUNCAN TRL, LONGWOOD, FL 32779
$395,00059 Days on yellowkey MLS ID: C7524258
3 Days Off yellowkey (back on 6/1/2026)
REDUCED by $5,000 (1.3%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1853 Built: 1979Monthly Fee: $23 Tax: $5,495 (2025)Community: Wekiva Hills Sec 08Single Family
Taxes:$5,495
Remarks: Discover this spacious 3 bedroom, 2 bathroom home offering 1,853 sq ft of comfortable living space. The well-designed layout features generous living and dining areas that flow seamlessly into the kitchen, creating a great space for everyday living and entertaining. The primary suite includes a private bathroom and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
3147 TALA LOOP, LONGWOOD, FL 32779
$3,700,0006 Days on yellowkey MLS ID: O6408606
Bed: 7 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 7313 Built: 1994Monthly Fee: $347 Tax: $13,711 (2025)Community: Alaqua Ph 3Spa: YesSingle Family
Taxes:$13,711
Remarks: Renovated, remodeled & reimagined with breathtaking water views in Alaqua. An incredible opportunity to own a turn-key masterpiece nestled on a one-acre homesite in Seminole County's premier luxury 24-hour guard-gated neighborhood. Skip the construction timeline and step directly into your dream home, ideally positioned within an established golf community. A brand-new brick-paver driveway and elegant porte-cochère set the tone for the extraordinary experience that awaits inside. Towering 24-foot ceilings in the grand foyer and living room invite an abundance of natural light while framing breathtaking views of the sparkling pool and tranquil, tree-lined pond beyond. Meticulously redesigned and crafted with uncompromising attention to detail, this exceptional residence seamlessly blends luxury, comfort, and functionality at every turn. Upon entry, the basket-woven solid oak flooring blends with porcelain tile and hints at the seemingly never-ending upgrades found throughout the home. At the heart of the home lies a showpiece kitchen worthy of a Michelin-star setting, featuring an expansive center island, hidden walk-in pantry, and a curated collection of premier appliances, including a Wolf 36” six-burner vented gas range, oven, steam oven, microwave, Sub-Zero built-in refrigerator, Cove dual dishwashers, and Perlick ice maker. Dining becomes an experience unto itself at 3147 Tala Loop. A dramatic custom light fixture anchors the dining room, complemented by a temperature-controlled walk-in wine cellar on one side and an intimate cocktail lounge with panoramic water views on the other. Privately situated on the main level, the primary suite is a retreat of unrivaled sophistication, offering dual spa-inspired bathrooms and two expansive custom walk-in closets designed for ultimate privacy and convenience. Outdoor living reaches resort-level perfection with over 1,000 square feet of covered lanai space showcasing a tongue-and-groove ceiling, brand-new summer kitchen, dedicated cabana-style pool bath, and outdoor shower—all overlooking a shimmering pool accented by three dramatic fire bowls. Even the utility spaces exude elegance, as the designer's laundry room features decorative cross beams, chandelier lighting, oversized utility sink, steam closet, and extensive custom storage. Upstairs, a spacious loft offers exceptional versatility and opens onto a 400+ square-foot balcony with sleek glass railings and uninterrupted water views. Four additional bedrooms, three full bathrooms, and a secondary laundry room provide exceptional comfort and convenience for family and guests alike. An ideal in-law or guest suite is privately tucked away on the main level, complete with its own bath, kitchenette, and sitting area. Completing this remarkable estate are an oversized four-car garage, basketball court, playground, and expansive fenced backyard—offering a rare combination of luxury, recreation, and everyday livability. All this and more with incredible proximity to major highways, world-class shopping, dining, attractions, and great schools. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
101 CHERRY HILL CIR, LONGWOOD, FL 32779
$699,00010 Days on yellowkey MLS ID: O6410123
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2359 Built: 1977Monthly Fee: $29 Tax: $6,170 (2025)Community: Brantley Hall EstatesSpa: NoSingle Family
Taxes:$6,170
Elementary School: Forest City Elementary
Remarks: This 4 bedrooms/3 bathrooms home is ideal for families and those who enjoy entertaining. Recently renovated with a contemporary modern luxurious feel, this home offers both character and timeless appeal. Situated in the heart of Longwood, on a spacious half-acre lot with deeded boat ramp access to Lake Brantley, this home provides ample room for outdoor activities with a large pool deck, gardening, or simply relaxing in a private, tranquil setting. Inside, you'll be greeted by a fresh, modern ambiance, featuring Newly installed 2025 Roof, windows and doors, new plumbing and electrical fixtures, and newer appliances. The luxurious quartz countertops add a touch of elegance to the space with lots of cabinets. The generously sized bedrooms ensure comfort and privacy with a split plan, while the standout lagoon-style pool transforms your backyard into a resort-like retreat. A screened-in patio lit the rear of the house overlooks the pool, making it the perfect for large gatherings. The property is convenience to grocery stores, shops, and hospitals. Its proximity to major highways also facilitates easy commuting. This home presents a rare opportunity to enjoy a blend of comfort, style, and modern luxury with its classic charm, with its newly updated interior, and an inviting outdoor area, it's ready for you to create lasting memories. Schedule your showing today.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Susan Dering (407-497-5231)
230 HUNTERS TRL, LONGWOOD, FL 32779
$749,0005 Days on yellowkey MLS ID: O6411144
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3180 Built: 1980Monthly Fee: $44 Tax: $3,493 (2025)Community: Markham PlaceSpa: YesSingle Family
Taxes:$3,493
Remarks: Opportunity in Markham Place! Situated on a premier corner lot just off Longwood’s highly sought-after Markham Woods corridor, this timeless two-story brick residence offers the perfect blend of warmth, elegance, and functionality. Designed for both entertaining and everyday living, the expansive 4-bedroom, 3-bath floorplan welcomes you with a grand foyer and sweeping staircase. Rich architectural details including crown molding, wainscoting, and chair rail accents create a classic, refined ambiance throughout. The kitchen features maple cabinetry, updated stainless-steel appliances, brick flooring, and a spacious breakfast nook with French doors opening to a newly enclosed, air-conditioned lanai overlooking the sparkling pool and spa. Formal living and dining rooms showcase oversized bay windows and abundant natural light, while the family room offers a cozy wood-burning fireplace and seamless access to the outdoor living areas. Upstairs, generously sized bedrooms feature beautiful wood flooring, while the luxurious primary suite includes its own fireplace, remodeled bath, and French doors leading to a private screened sun deck. Completing the home is an oversized 20’ x 40’ resurfaced pool and spa, creating the ultimate private retreat. All this with a reasonable HOA fee, and incredible proximity to world-class attractions, restaurants, shopping, and great schools. This property may be under audio/visual surveillance.
130 FOXRIDGE RUN, LONGWOOD, FL 32750
$399,9908 Days on yellowkey MLS ID: O6410544
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1950 Built: 1972 Tax: $1,523 (2025)Community: Woodlands Sec 2Single Family
Taxes:$1,523
Remarks: Are you longing to be a part of something? Come be a part of this wonderful community in Longwood Fl. No HOA. This split floorplan 4-bedroom 2 bath home is sure to impress. This corner lot has a beautiful landscaping and a circular paver driveway for easy access and plenty of parking. The primary suite has a unique custom vanity and excellent walk-in shower. The main Livingroom is great for entertaining or could even be enclosed to make a larger primary suite. The large addition in the back of the home has plenty of space for relaxing and entertaining. Fenced in backyard offers security and privacy. No need to worry about power outages. The whole home generator has got you covered. roof only 3 years old. HVAC, Plumbing, and Electric are in excellent condition. The large laundry room offers plenty of storage. The primary bedroom and kitchen are awaiting your personal touch. With this home priced approximately $50k less than comparable homes in the area, there is plenty of equity to make it your own.
Listing is courtesy of: SPECTRUM PROPERTY GROUP LLC (407-250-5170)
Listing Agent: Brian White (407-590-7647)
470 FREEMAN ST, LONGWOOD, FL 32750
$475,00032 Days on yellowkey MLS ID: O6403714
REDUCED by $15,000 (3.1%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2261 Built: 1998Monthly Fee: $51 Tax: $4,198 (2024)Community: Longwood PlantationSingle Family
Taxes:$4,198
Remarks: Set on an oversized lot with Water VIEWS in the desirable Longwood Plantation community, 470 Freeman Street offers a rare combination of privacy, functionality, and scenic backyard views with no rear neighbors, a peaceful conservation backdrop, and a pond just beyond your fence line. This single-story 4-bedroom, 2-bath home features an open, light-filled layout with high ceilings and seamless flow between the main living spaces, creating an ideal setup for both everyday living and entertaining. The kitchen is well-appointed with granite countertops, wood cabinetry, stainless steel appliances, and an island with additional seating, all overlooking the main living areas and backyard. The spacious primary suite includes dual vanities, a soaking tub, and a separate shower, while the additional bedrooms offer flexibility for guests, family, or a home office. Step outside to a large covered and screened lanai that extends your living space year-round, opening to a fully fenced backyard with plenty of room to add a pool, a storage shed for added convenience, and unobstructed views that are hard to find at this price point. With a 2017 roof, 2020 HVAC system, and an updated electrical panel already in place, this home delivers both comfort and long-term peace of mind, all within a well-maintained neighborhood with low HOA fees and access to top-rated Seminole County schools, shopping, dining, and major roadways.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Chase Tate, Pllc (217-899-2619)
1860 MARLEY PL, LONGWOOD, FL 32750
$425,00012 Days on yellowkey MLS ID: O6409046
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2060 Built: 1998Monthly Fee: $39 Tax: $2,132 (2025)Community: Chelsea PlaceSingle Family
Taxes:$2,132
Elementary School: Highlands Elementary
Middle School: Greenwood Lakes Middle
Remarks: Welcome home to Chelsea Place — where comfort, style, and everyday living come together beautifully. This exceptional 3-bedroom, 2-bath home at 1860 Marley Place offers an inviting blend of warmth, functionality, and energy efficiency in one of Longwood’s most desirable and convenient locations. From the moment you walk through the front door, you’ll be captivated by the open, light-filled design featuring soaring 9’3” ceilings, elegant architectural details, decorative arches, built-ins, and plant shelves that create a sense of charm and character throughout the home. Designed with both entertaining and daily living in mind, the spacious kitchen is truly the centerpiece of the home, offering a center island, breakfast bar, pantry, cozy breakfast nook, and abundant cabinetry and storage space. Just beyond, the adjoining family room creates the perfect gathering place for family and friends, highlighted by a custom built-in entertainment center that accommodates up to a 63” TV and includes premium electronics such as a subwoofer, 12 in. wall speakers, sound bar, and Sony receiver — creating an incredible atmosphere for movie nights, holidays, and unforgettable game day celebrations. Recent Updates Include: ROOF 2020, A/C 2021, WATER HEATER 2018, and SOLAR PANEL SYSTEM 2020 which adds even greater value. The home features a whole-house solar panel system designed to provide impressive energy efficiency, low monthly electric bills, and long-term savings — allowing you to enjoy comfort with peace of mind. Current owner will payoff current solar panel system at closing. The private primary suite offers a relaxing retreat at the end of the day. The 4th bedroom/bonus room is a flexible, open space ideally suited for a home office, fitness space, or creative studio. The other 2 bedrooms are perfect for accommodating family, guests, or a private home office. Step outside and unwind on the inviting porch, perfect for morning coffee or quiet evenings, while the 2-car garage and expansive attic storage with floor decking provide exceptional space for organization and convenience. Take a peek in the lighted attic and be amazed at the temperate climate created by enhanced foam insulation which makes the house and attic cooler, further contributing to energy efficiency. Seven ceiling fans throughout the home create an atmosphere of cool comfort. Perfectly situated near healthcare facilities, shopping, restaurants, parks, and major conveniences, this home offers more than just a place to live — it offers a lifestyle of comfort, connection, and ease. Opportunities like this in Chelsea Place don’t come along often. Come experience all that this Longwood gem has to offer and imagine yourself finally feeling at home.
Listing Agent: Jeff Singletary (407-383-1933)
1209 ROXBORO RD, LONGWOOD, FL 32750
$775,000140 Days on yellowkey MLS ID: O6373160
REDUCED by $24,999 (3.1%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3332 Built: 1969Monthly Fee: $13 Tax: $4,384 (2024)Community: Knollwood 1St AddSpa: NoSingle Family
Taxes:$4,384
Middle School: Milwee Middle
Remarks: Fully Renovated Knollwood Estate | Over $315K in Upgrades | 0.70 Acre Lot Welcome to Roxboro Road—an extensively reimagined 4-bedroom, 2.5-bath estate in Longwood’s sought-after Knollwood community, offering 3,332 sq ft of upgraded living space on a spacious 0.70-acre lot. With over $315,000 in renovations, this is not a cosmetic update—it’s a comprehensive, high-quality transformation designed for long-term comfort, efficiency, and peace of mind. The redesigned open floor plan features engineered hardwood flooring, a split-bedroom layout, abundant natural light, and a wood-burning fireplace. At the center of the home, the gourmet kitchen showcases quartzite countertops, shaker cabinetry, a 48” eight-burner gas range with double ovens, farmhouse sink, pot filler, oversized island with seating, and a walk-in pantry—ideal for entertaining and everyday living. Major system upgrades include a new roof, full replumbing, all-new electrical, updated HVAC ductwork, two additional mini-split systems, tankless gas water heater, and spray foam insulation—delivering exceptional energy efficiency and reliability. The newly constructed private primary suite offers vaulted ceilings, a walk-in closet, and a spa-style bath with clawfoot soaking tub, dual rain showerheads, dressing area, and separate water closet. Two bonus rooms provide flexible space for an office, nursery, or gym. Three additional bedrooms share a beautifully renovated full bath. Enjoy added living space with an enclosed lanai, plus a covered patio and fully fenced backyard. Outdoor features include a powered workshop with an additional bathroom and a finished she shed with A/C—perfect for a studio, workspace, or private retreat. Additional highlights include double-pane windows, updated lighting, a dedicated laundry room, and optional HOA. Conveniently located near top-rated schools, shopping, dining, and major roadways. Not all renovations are created equal. Some homes have surface updates—this one delivers a true, full-scale renovation. The kind of transformation buyers often spend years and hundreds of thousands trying to complete after purchase… here, it’s already done. Move in with confidence, not a to-do list.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Alison Forbes (407-766-5243)
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