Location: Longwood
Keyword(s): Teague Middle
Keyword(s) Middle School: Teague Middle
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3996 RADLEY CT #3996, LONGWOOD, FL 32779
$222,50022 Days on yellowkey MLS ID: O6421582
0 Days Off yellowkey (back on 7/14/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1988 Tax: $2,453 (2025)Community: Wekiva Hunt Club CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,453
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 3996 Radley Court, a spacious 2-bedroom, 2-bathroom condo located in Hunt Club Condos in the heart of Wekiva. This beautifully maintained home offers charming Mediterranean-inspired architecture, tile roof accents, an attached garage, covered entry, mature landscaping, and a private courtyard setting surrounded by manicured hedges and greenery. Inside, you’ll find an open dining and living room space featuring soaring ceilings, bright neutral walls, and beautiful wood-look flooring throughout. The dining area is highlighted by a modern chandelier. At the same time, the spacious living room offers a cozy fireplace, ceiling fan, and sliding glass doors that bring in natural light and open to the private screened balcony. A convenient wet bar with built-in cabinetry, a prep sink, a mirrored backsplash, and glass shelving adds extra functionality and makes entertaining easy. The bright kitchen features tall ceilings, abundant cabinet storage, stainless steel appliances, plenty of counter space, and a pass-through opening that connects to the main living area. Just off the kitchen, the breakfast nook is filled with natural light from oversized windows and a large arched window that adds architectural character, creating the perfect space for casual dining, morning coffee, or a cozy sitting area. The spacious primary bedroom features tall ceilings, wood-look flooring, a ceiling fan, and sliding glass doors with direct access to the private balcony. The primary ensuite bathroom includes an extended vanity with generous counter space, built-in cabinetry, ample closet storage, and a separate shower space for added privacy and function. The comfortable second bedroom offers neutral walls, wood-look flooring, a ceiling fan, and flexible use as a guest room, home office, or hobby space. Enjoy Florida living year-round from the private screened balcony overlooking mature trees, lush landscaping, and peaceful community grounds. Condo fees include internet and cable, adding everyday convenience. Residents also enjoy access to community pool and more than 145 acres of green space, seven parks, 25 miles of walking and biking trails, tennis and pickleball courts, playgrounds, and scenic ponds. Zoned for highly rated schools, including Wekiva Elementary School and Lake Brantley High School, this home offers comfort, recreation, and location all in one.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
288 CHURCHILL DR, LONGWOOD, FL 32779
$498,00019 Days on yellowkey MLS ID: O6421638
1 Days Off yellowkey (back on 7/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1748 Built: 1991Monthly Fee: $20 Tax: $4,935 (2025)Community: Wekiva GreenSpa: NoSingle Family
Taxes:$4,935
Remarks: Under contract-accepting backup offers. This beautiful cul de sac home is located in one of the newer areas within the Wekiva Hunt Club community on a quiet dead end street. Stunning windows and high volume ceilings give this home a tremendous feeling of spaciousness and breathtaking views from the moment you enter. Loads of natural light, combined with an open, split bedroom floor plan make this home feel much larger. This layout is complete with recessed lighting, newer appliances, pantry, breakfast bar and eat-in kitchen space. Large glass sliders open up to an oversized back patio and screened in pool with views of the 8th fairway of the Wekiva Golf Course. The pool area is strategically landscaped for privacy with great space to entertain friends and family. Updated bathrooms, high plant shelves for decorating, nice sized garage and a fenced-in side yard complete this home. Walking distance to the Public Library and convenient to grocery, shopping, dining, churches, Wekiva State Park and Wekiva Island. Neighborhood amenities include a low HOA, 26 miles of walking and biking trails, many parks & playgrounds, baseball field, soccer field and basketball hoops. Clubhouse rental, lighted tennis courts, pickleball and 18-hole golf course are available for a separate low fee. Zoned in the highly rated Seminole County school district with easy access to SR 436, SR 434 and US-441. This well loved and meticulously maintained home offers the perfect balance of convenience and Florida lifestyle living—schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Janet Baso (407-788-7458)
1298 BELLA VISTA CIR, LONGWOOD, FL 32779
$775,00021 Days on yellowkey MLS ID: O6421915
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2587 Built: 2008Monthly Fee: $141 Tax: $7,248 (2025)Community: Bella VistaSingle Family
Taxes:$7,248
Elementary School: Longwood Elementary
Remarks: Virtually Staged. Welcome to this beautifully maintained Mediterranean-style home in the sought-after gated community of Bella Vista in Longwood. Built in 2008, new AC in 2025,,this spacious 3-bedroom, one office ,2 full and 1 half-bath residence offers approximately 2,587 square feet of thoughtfully designed living space with elegant finishes throughout. Featuring soaring ceilings, crown molding, wood and tile flooring, a dedicated office, formal dining room, and an open-concept kitchen overlooking the family room, this home is perfect for both everyday living and entertaining. The private first-floor owner's suite offers a spacious walk-in closet and a luxurious bath, while the screened lanai opens to your own resort-style backyard complete with a sparkling pool and fully equipped outdoor kitchen. A tile roof, paver patio, and 2-car garage add to the home's curb appeal. Conveniently located near top-rated Seminole County schools, golf courses, shopping, dining, and major roadways, this
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Winnie Tam (863-651-4687)
1540 TRACY DEE WAY, LONGWOOD, FL 32779
$550,00022 Days on yellowkey MLS ID: O6420051
0 Days Off yellowkey (back on 7/6/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 1978Monthly Fee: $58 Tax: $2,254 (2025)Community: Jennifer EstatesSingle Family
Taxes:$2,254
Remarks: Under contract-accepting backup offers. Welcome to 1540 Tracy Dee Way, a 4-bedroom, 3-bathroom pool home located in the popular Jennifer Estates community of Longwood. Beautiful curb appeal welcomes you with a wide front lawn, mature landscaping, lush palms, manicured hedges, a spacious driveway, a 2-car garage, stone accent details, and a warm exterior with a red front door and shutters that add character. Inside, the welcoming entryway features a wood front door, side glass panel, coat closet, and tiled foyer that opens into the main living areas. The spacious family room offers warm wood flooring, a striking fireplace with custom wood built-in shelving and cabinetry, and French doors leading directly to the outdoor living area and pool. Additional living and dining spaces feature large front-facing windows, neutral wall tones, and a flexible open layout filled with natural light. The kitchen offers abundant bright cabinetry, generous counter space, recessed lighting, tray ceiling detail, tile backsplash with warmth and texture, a breakfast bar with a double sink, and easy flow to the dining area and breakfast nook. The spacious primary bedroom features soft carpet, neutral tones, generous closet storage, an ensuite bathroom, natural light, and direct access to the outdoor patio area. Bedroom 2 offers its own ensuite bathroom, while bedrooms 3 and 4 share the third bathroom, creating a functional layout with added flexibility for family, guests, or a home office. The backyard offers a true Florida retreat with a sparkling private pool, expansive paver deck, fully fenced yard, beautiful landscaping, and plenty of green space to relax, entertain, and enjoy your own private backyard oasis. Jennifer Estates offers a community boat ramp to popular Lake Brantley and is just minutes to Wekiva Springs State Park, major roadways, shopping, dining, and popular Central Florida attractions. Recent updates include roof 2024, HVAC 2025, pool pump 2026, fence 2024, and fireplace roof hood 2026. Zoned for Wekiva Elementary and Lake Brantley High School, this home offers a wonderful opportunity in one of Longwood’s most established and desirable areas.
351 NEEDLES TRL, LONGWOOD, FL 32779
$599,90038 Days on yellowkey MLS ID: O6417026
1 Days Off yellowkey (back on 7/6/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 1981Monthly Fee: $23 Tax: $2,483 (2025)Community: Wekiva Club Estates Sec 08Single Family
Taxes:$2,483
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly sought-after Wekiva Club Estates! Offering 2,477 square feet of living space on a spacious .32-acre lot, this home blends comfort, style, and functionality in one of Seminole County's most desirable communities. Step inside to discover soaring ceilings, an open and inviting floor plan, wood and tile flooring throughout, and a stunning floor-to-ceiling stone fireplace that serves as the centerpiece of the living space. The updated kitchen opens seamlessly to the main living and dining areas, creating the perfect setting for everyday living and entertaining. The spacious primary suite features a beautifully renovated NEW PRIMARY BATH, walk-in closet, and private en-suite retreat, while three additional bedrooms provide plenty of room for family, guests, or a home office. Major updates provide peace of mind, including NEW WINDOWS and a NEW FENCE. Outside, your private backyard oasis awaits. Enjoy Florida living year-round with a sparkling in-ground pool, above-ground spa, lush landscaping, and a cozy fire pit area. Whether you're hosting gatherings, relaxing with family, or enjoying a quiet evening outdoors, this backyard was designed for making memories. Additional features include a two-car garage, wood fencing, public utilities, and low HOA dues. Residents of Wekiva enjoy access to community amenities including parks, playgrounds, tennis courts, sidewalks, and a golf course. Located within the highly rated Wekiva Elementary, Teague Middle, and Lake Brantley High School districts, this home offers convenience, recreation, and an exceptional lifestyle. Don't miss the opportunity to make this move-in-ready Wekiva gem your own!
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Abby Nelson (407-571-1445)
110 WHITLEY BAY LN, LONGWOOD, FL 32779
$490,00051 Days on yellowkey MLS ID: O6413710
0 Days Off yellowkey (back on 7/2/2026)
REDUCED by $10,000 (2.0%) on 06/29/2026
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: Under contract-accepting backup offers. Nestled on a quiet cul-de-sac in the highly sought-after Wekiva Cove community, 110 Whitley Bay Lane offers something truly special—spectacular views of Sand Lake and unforgettable sunsets, without the premium price tag of direct lakefront ownership. Lovingly updated and meticulously maintained, this charming 3-bedroom, 2-bath home combines comfort, character, and one of the most picturesque settings in the neighborhood. From the moment you arrive, you'll appreciate the pride of ownership and inviting atmosphere that make this home feel instantly welcoming. Inside, natural light fills the living spaces, creating a warm and airy feel throughout. Thoughtful updates and careful maintenance mean you can move right in and start enjoying everything this exceptional home has to offer. The real magic happens outdoors. Step onto the spacious deck or relax on the patio as you take in breathtaking views across Sand Lake. Whether you're enjoying a peaceful morning coffee, hosting friends for an evening gathering, or simply unwinding after a long day, the backdrop is nothing short of stunning. Every evening brings a front-row seat to some of the most beautiful sunsets Central Florida has to offer. One of the home's most unique advantages is its incredible proximity to Wekiva Cove's resort-style amenities. Just beyond your backyard, you'll enjoy a short walk to the community pool, playground, clubhouse, tennis courts, and walking trails—giving you all the benefits of these amenities without the cost, maintenance, or responsibility of caring for them yourself. Imagine spending your weekends enjoying the pool instead of cleaning one. Zoned for highly desirable Lake Brantley schools and conveniently located near shopping, dining, parks, and major roadways, this home offers the perfect blend of natural beauty, convenience, and community. If you've been dreaming of lake views, stunning sunsets, a beautifully maintained home, and a lifestyle that feels like a retreat every day, this is a rare opportunity to enjoy the best of Wekiva Cove—without the lakefront price tag. Schedule your private showing today!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Tiffany Yates (321-684-2399)
1442 VIVALDI PL, LONGWOOD, FL 32779
$1,175,00030 Days on yellowkey MLS ID: TB8522648
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5107 Built: 2013Monthly Fee: $141 Tax: $7,043 (2025)Community: Bella VistaSpa: NoSingle Family
Taxes:$7,043
Remarks: Lot size is approximately 9,324 sq/ft or .21 acre
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
2351 WESTWOOD DR, LONGWOOD, FL 32779
$840,00091 Days on yellowkey MLS ID: S5148634
1 Days Off yellowkey (back on 6/29/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2983 Built: 1973 Tax: $11,202 (2025)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$11,202
Remarks: Discover the charm of this uniquely designed home in the sought-after Lake Brantley Isles community! Blending the best of two-story and split-level living, this home offers a versatile layout ideal for modern lifestyles. Upon entering, step up into a spacious formal dining area highlighted by a cozy brick wood-burning fireplace. The open-concept kitchen features a breakfast nook, center island, and flows seamlessly into the family room, where large windows frame picturesque views of the canal. To the right of the family room, step down into an L-shaped bonus room, complete with sliding glass doors leading to a screened patio with dual ceiling fans—perfect for indoor-outdoor entertaining. A full bathroom and an oversized fourth bedroom with a private entrance are conveniently located off the bonus room, offering additional flexibility. Upstairs, the second level boasts two bedrooms and a guest bathroom to the right, with the primary suite to the left. The primary retreat includes a luxurious, fully renovated ensuite with a stand-alone tub, a spacious two-person shower with dual controls and a bench, dual sinks, and abundant storage. Recessed LED lighting with a secondary night light feature enhances the upstairs hallway and bedrooms. The property sits on nearly an acre of land with two private docks and canal access to Lake Brantley, making it perfect for outdoor enthusiasts. The oversized detached garage includes workbenches, electricity, and an automatic door with a deadbolt feature for added convenience and security. The home has a new roof (April 2026) and has been freshly painted on the exterior (April 2026). Located near several major roadways, shopping, dining, and entertainment options, this home offers both privacy and accessibility. With its exceptional features and prime location, this home is a must-see! Located in the vibrant community of Longwood, Florida, this home offers access to a rich array of amenities and attractions within a 50-mile radius. Enjoy retail therapy at the nearby Altamonte Mall, featuring popular brands and entertainment options. For outdoor enthusiasts, Lake Brantley provides opportunities for water activities and scenic picnics. The locale boasts a diverse dining scene with destinations like Tibby's New Orleans Kitchen and The Melting Pot. Quick access to major highways, including Interstate 4, SR-434, and SR-436, ensures seamless commutes to major employers such as AdventHealth and the University of Central Florida. For family fun, visit the Central Florida Zoo or take a short drive to explore the attractions in Orlando, including Walt Disney World Resort and Universal Studios. This area offers a balanced lifestyle, combining convenience, leisure, and a sense of community.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Kevin Johnson (321-351-2121)
3946 VILLAS GREEN CIR, LONGWOOD, FL 32779
$430,00080 Days on yellowkey MLS ID: O6402630
0 Days Off yellowkey (back on 6/28/2026)
REDUCED by $4,500 (1.0%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1967 Built: 1993Monthly Fee: $175 Tax: $2,296 (2025)Community: Wekiva VillasSingle Family
Taxes:$2,296
Remarks: Under contract-accepting backup offers. Virtually Staged. Seminole County, where "Old Florida" charm mixes with modern suburban convenience, and this Wekiva golf course home on the 9th hole is no exception. This beautiful Wekiva area is away from the hustle, but minutes to grocery stores, restaurants & home improvement options. Well cared for throughout the years with only one owner. The home underwent a 2020 makeover that included the kitchen & appliances, all 3 bathrooms, and the water heater. The roof was replaced in 2022 and reinspected this year. Wekiva offers some of the best schools in Seminole County, with "The Natural Choice" being one of the best Counties to live in the state of Florida. Convenient to all the expressways to get around Central Florida. Do not miss the amenities that Weikva offers: the continual sidewalks, local playground, tennis courts & pickleball courts, and a community center. 3946 Villas Green Cir is your next stop to homeownership!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Karen Pfannerstill (407-947-5717)
283 LAKAY PL, LONGWOOD, FL 32779
$825,000137 Days on yellowkey MLS ID: O6389639
1 Days Off yellowkey (back on 6/2/2026)
REDUCED by $24,000 (2.8%) on 05/09/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3596 Built: 2004Monthly Fee: $169 Tax: $6,719 (2024)Community: Terra OaksSpa: NoSingle Family
Taxes:$6,719
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Priced to sell! Live the Florida lifestyle in the private, gated community of Terra Oaks in Longwood. Set on over a quarter-acre with a stunning heated pool, this beautifully maintained home impresses from the start with manicured landscaping, a tile roof, paver driveway, and a grand, welcoming entry. Inside, you’ll find soaring 21-foot ceilings and a bright, open layout with solid wood and tile flooring throughout the main level, custom drapery, and a motorized screen at the family room sliders. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, wood cabinetry, stainless steel appliances, tile backsplash, a pantry, bar seating, and even two sinks opening to a breakfast nook with views of the pool. The adjacent dining room is accented by chair railing and an elegant crystal chandelier. Step outside to your private backyard retreat. The newer custom heated pool showcases a sun shelf for lounging, LED lighting, a waterfall pergola, and additional water features creating a true resort-style escape. The covered lanai offers the perfect space for year-round gatherings and indoor-outdoor living. The spacious primary suite is conveniently located on the main level and includes two walk-in closets and a spa-like bath with dual vanities, a glass-enclosed shower, and a jetted tub. There is a dedicated office/living room and a separate guest bedroom with a full nearby bath on the main level. Upstairs, two generously sized en-suite bedrooms offer great closet space, along with a versatile loft ideal for a playroom, gym, or media room. Enjoy evenings on the upstairs veranda overlooking the fenced backyard. Recent updates include a fresh exterior paint job and new flooring on the stairs, main-level guest bedroom, and loft. Ideally located near top-rated schools including Lake Brantley High, plus excellent dining, shopping, and major roadways for easy access throughout Central Florida. Don’t miss this remarkable home and be sure to view the virtual tour.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
101 CHERRY HILL CIR, LONGWOOD, FL 32779
$699,00064 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)
2040 E TRIANGLE DR, LONGWOOD, FL 32779
$340,00074 Days on yellowkey MLS ID: O6406274
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1283 Built: 1985Monthly Fee: $28 Tax: $3,449 (2024)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$3,449
Remarks: Beautiful opportunity in the highly desirable Longwood area, perfectly located just minutes from Lake Brantley! This charming 3-bedroom, 2-bath home backs up to a peaceful conservation area, offering added privacy with no rear neighbors. Perfect for first-time homebuyers, investors, or anyone seeking affordable living in a prime location. Featuring a 4-year-old roof, granite countertops, stainless steel appliances, included washer and dryer, and a cozy wood-burning fireplace, this home blends modern updates with everyday comfort. The optional HOA provides access to an incredible lifestyle package with private access to Lake Brantley, including a boat ramp, fishing, playground, and pavilion—perfect for enjoying Florida living year-round. Located in an AE flood zone, flood insurance is required; however, the current owners pay just $2,790 annually for homeowners insurance including flood coverage, making ownership more affordable than expected. Conveniently located near shopping, dining, major roadways, and top-rated Seminole County schools, this property offers outstanding potential as a primary residence, rental property, or long-term investment. Don’t miss this chance to own a private, well-maintained home with exceptional amenities and value in one of Longwood’s most desirable communities. Schedule your showing today!
Listing Agent: Brenda Feliciani (407-405-0931)
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