Location: Longwood
Keyword(s): Lake Brantley High
Keyword(s) High School: Lake Brantley High
Do Not Show Listings
236 DUNCAN TRL, LONGWOOD, FL 32779
$400,000Listed 04/03/2026 10:26AM MLS ID: C7524258
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1853 Built: 1979Monthly Fee: $22 Tax: $5,495 (2025)Community: Wekiva Hills Sec 08Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,495
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
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)
302 NEEDLES TRL, LONGWOOD, FL 32779
$514,00031 Days on yellowkey MLS ID: O6386794
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1981Monthly Fee: $23 Tax: $2,619 (2024)Community: Wekiva Club Estates Sec 08Single Family
Taxes:$2,619
Tax Year: 2024
Remarks: ***ROOF WILL BE REPLACED WITH A FULL PRICED OFFER*** Don't miss this 4-bed pool home in Wekiva Club Estates with over 2100 square feet and a true split bedroom layout at 302 Needles Trail in Longwood, FL. Enjoy a fenced .24 acre lot and a screened pool with paver decking near Wekiva’s scenic trail system. This home is designed for comfortable Florida living. The split floor plan places the spacious primary suite privately on one side of the home, complete with French door access to your own pool oasis, an ensuite bathroom featuring dual vanities, a walk in shower, and a large walk in closet. Bedrooms two through four are situated on the opposite side and share a convenient pool bath with direct outdoor access, making entertaining effortless. The kitchen is equipped with stainless steel appliances and a breakfast nook perfect for your morning coffee. Outside, enjoy a fully fenced .24 acre lot, a caged in pool, and paver decking ideal for gatherings or quiet evenings at home. Just beyond the backyard, access Wekiva’s scenic walking trails and experience the outdoor lifestyle this community is known for. Residents enjoy proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, along with zoning for top rated Seminole County schools. With nearby Publix, dining, parks, and shopping, plus access to two community parks, a community center, and 26 miles of trails surrounding the Wekiva Golf Course, this home offers an exceptional balance of lifestyle and location. Discover why this 4-bed pool home in Wekiva Club Estates stands out in Longwood.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
214 THISTLEWOOD CIR, LONGWOOD, FL 32779
$825,00017 Days on yellowkey MLS ID: O6389369
14 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3434 Built: 1984Monthly Fee: $54 Tax: $5,572 (2024)Community: Sweetwater Oaks Sec 12Single Family
Taxes:$5,572
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Welcome to 214 Thistlewood Circle, a beautifully maintained 4-bed, 3.5 bath pool home in Sweetwater Oaks offering space, flexibility, and a true indoor-outdoor lifestyle. Situated on a .34-acre fully fenced lot, this 3,434 square foot residence blends classic design with thoughtful updates including a 2022 roof with natural light tubes and fresh exterior paint completed in 2025. Inside, a bright foyer opens to a flexible office or formal sitting room. The formal living room features a stunning brick wood-burning fireplace, wet bar, and French doors that lead directly to your screened private pool oasis. Entertain effortlessly with a walk-in bar and wine fridge, while the spacious kitchen offers stainless steel appliances, granite countertops, a center island, and wraparound counters. The breakfast nook overlooks the pool, and the formal dining room is enhanced with crown molding and tray ceilings. The private residence wing includes a generous 15 x 25 primary suite with direct pool access, dual sinks, a walk-in shower, garden tub, and large walk-in closet. A second primary suite with its own bath and dual closets provides ideal flexibility. Two additional bedrooms share a well-appointed bathroom with dual vanity, plus a convenient half bath for guests. Outdoor living shines with a screened pool, tongue-and-groove wood ceiling lanai, and skylights that fill the space with natural light. Enjoy the lifestyle that makes Sweetwater Oaks stand out: private access to Lake Brantley with a beach, park, and water activities including boating, skiing, and kayaking. The community also features tennis, pickleball, sand volleyball, playgrounds, and a central gathering space for events. Nearby Riverbend Park adds even more outdoor options with river access, sports fields, and scenic trails. Zoned for Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School, this home offers both location and lifestyle. With its solid construction and incredible potential, this Sweetwater Oaks residence is ready to welcome its next owner. Call today to schedule your private tour and experience everything this home has can provide!
803 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$1,575,000103 Days on yellowkey MLS ID: O6369072
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5344 Built: 1979Monthly Fee: $367 Tax: $13,791 (2024)Community: Sweetwater Club Unit 1-ASingle Family
Taxes:$13,791
Remarks: One or more photo(s) has been virtually staged. In the heart of the coveted, gated Sweetwater Club an executive enclave long associated with legacy ownership and understated wealth rests this architecturally distinguished estate on a quiet, tree-lined street. Set on an extraordinary 1.45-acre homesite, the property unfolds like a private park, with mature canopy trees and a natural setting that feels both secluded and timeless. This custom-built residence offers a generous split-bedroom floor plan with 4 bedrooms and 5.1 baths, thoughtfully designed for both grand entertaining and everyday living encompassing over 6,200 sq. ft. Lovingly maintained by its owners, the home presents a rare opportunity for the discerning buyer who values space, architectural character, and the freedom to curate interiors to suit a modern lifestyle. A dramatic arrival begins through Old-World mahogany entry doors, opening to stately columns and a floating ceiling that sets an immediate tone of elegance. The formal living room is anchored by a wood-burning fireplace, a beverage bar, and four graceful arched doors that flood the space with natural light. Adjacent, the formal dining room is framed by marble flooring, wood-trimmed doorways and columns and a soft, neutral palette, offering a refined setting for memorable gatherings. The kitchen is richly appointed with natural wood-toned cabinetry, expansive preparation space, a center island, and stone countertops providing both functionality and a strong foundation for future enhancement. Overlooking the kitchen, the family room makes a striking impression with soaring ceilings, paneled walls, and an intimate stone-etched wood-burning fireplace that serves as a focal point of warmth and character. The primary suite is a true retreat, featuring vaulted ceilings, decorative stained-glass accent windows above the bed, laminate flooring, an oversized custom-fitted closet, a sunken soaking tub, and even a dedicated fitness area—an indulgent sanctuary within the home. Each of the four additional bedrooms is generously sized and privately appointed, offering en-suite baths and walk-in closets, ideal for family or guests. Outdoors, the property transforms into a private Florida oasis. The pool and lanai are surrounded by lush greenery, offering serene views beneath a canopy of mature trees and exceptional privacy. Adjacent to the pool is a secondary dwelling, 200 Sq Ft, complete with a living area, kitchenette, and bath perfect for guests, multigenerational living, or a private retreat. Recent improvements provide peace of mind while preserving the home’s character, including a new tile roof 2025, newer plumbing fixtures, tamper-proof outlets, updated switches, new bedroom flooring, and a refreshed interior palette. Completing the outdoor experience is a private pickleball court, an unexpected and coveted amenity rarely found in estates of this caliber. Residents of Sweetwater Club enjoy exclusive access to 285-acre, spring-fed Lake Brantley, nestled within the Wekiva watershed, along with an impressive array of amenities: 10 tennis courts, basketball courts, playgrounds, a fishing dock, boat ramp, and a sandy beach overlooking unspoiled waters and endless skies. This is not simply a home it is a canvas of enduring architecture, land, and location, awaiting thoughtful personalization.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
104 STONEBROOK CT, LONGWOOD, FL 32779
$895,00029 Days on yellowkey MLS ID: O6386029
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3575 Built: 1982Monthly Fee: $108 Tax: $9,000 (2025)Community: Sweetwater OaksSingle Family
Taxes:$9,000
Remarks: Come see this beautiful over 3500 square foot split level 5 bedroom, 3 bathroom Contemporary home in desirable Sweetwater Oaks community. The home features an open concept kitchen and family room combination with vaulted ceilings, granite countertops, island with sink, dishwasher, two level countertop, and eat-in kitchen breakfast nook. The family/great room features a custom stone fireplace with built-in shelving. It opens up to the screened pool area with three panel sliding glass pocket doors that slide into wall creating a larger opening. The living room and dining room open concept combination features vaulted ceilings, sliding glass door, multiple windows with a view overlooking the screened in pool. Three bedrooms with a loft and bathroom located on the second floor. Smart outdoor controlled lighting installed for security, special events, or holidays. Enjoy the outdoors in this beautiful tree lined neighborhood community with private lake access, boat dock, basketball court, playground, beach volleyball, and tennis courts.
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
2745 NIGHT HAWK CT, LONGWOOD, FL 32779
$335,000257 Days on yellowkey MLS ID: O6324143
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 1984Monthly Fee: $310 Tax: $3,730 (2024)Community: Shadowbay Unit 2Townhouse
Taxes:$3,730
Remarks: Don’t miss out on this opportunity to own a 3 bedroom, 2 bath townhouse in Shadowbay Club. This move-in ready home offers an updated eat-in kitchen, dining room, spacious living room with soaring ceilings, primary bedroom on first floor with updated bath and walk-in closet, guest bedrooms and bath on second floor, fenced in rear patio, 2-car garage, Carpet only in bedrooms. Community features great school district and swimming pool within walking distance! Close to shopping, schools, churches, MORE!!
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Susan Aloisio, Pa (321-277-7926)
105 KILKENNY CT, LONGWOOD, FL 32779
$435,0001 Day on yellowkey MLS ID: O6387619
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1562 Built: 1975Monthly Fee: $23 Tax: $4,048 (2024)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Taxes:$4,048
Remarks: Welcome to 105 Kilkenny Ct and this beautifully updated Wekiva home nestled on a quiet cul-de-sac. Step inside this 3 bedroom 2 bath home with tile flooring, lots of natural lighting, cozy fireplace in the family room and a remodeled kitchen with new appliances and breakfast bar. Recent upgrades include: 2024 kitchen remodel, 2022 new roof, 2022 new A/C, 2022 new electrical panel, 2025 new sod and plants in the front and irrigation updated. Wekiva is known for it's location and lifestyle and is zoned for all the top rated Seminole County Schools. Wonderful Golf Community with a low HOA and the community offers tennis/pickleball courts, playgrounds and a community room. Central Florida living at its best with easy access to I-4, 436 and Wekiva Springs State Park. Call for your private showing today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jackie Hopkins (407-970-5170)
432 STANTON PL, LONGWOOD, FL 32779
$305,00015 Days on yellowkey MLS ID: O6388641
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1484 Built: 1983Monthly Fee: $510 Tax: $2,359 (2025)Community: Governors Point Ph 1Townhouse
Taxes:$2,359
Remarks: Set within the highly sought-after Governors Point community in Longwood’s desirable Wekiva area, this charming 3-bedroom, 2-bath, single story residence offers 1,484 square feet of comfortable living space and incredible potential to make it your own. Featuring a blend of laminate, tile, and carpet flooring, the home showcases thoughtful UPDATES including a 2021 ROOF and A/C, 2020 WATER HEATER, 2021 WASHER and DRYER (included), a 2021 UPDATED PRIMARY EN-SUITE SHOWER, NEW PRIMARY BATH SINKS in 2022, and REFRESHED KITCHEN ENHANCEMENTS with NEW COUNTERS, SINKS, REFRIGERATOR, AND DISHWASHER BETWEEN 2023–2025. The spacious kitchen opens seamlessly to the living areas, while the screened-in back patio provides a peaceful retreat with serene backyard views—perfect for morning coffee or evening relaxation. With great bones and a welcoming layout, this home is ready for your personal touch. Enjoy low-maintenance living with an HOA that covers exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! This is an exceptional opportunity to create your dream home in one of Central Florida’s most beloved communities—SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sherre Fatula (407-375-7721)
203 PALMETTO CONCOURSE, LONGWOOD, FL 32779
$699,9998 Days on yellowkey MLS ID: O6391473
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2209 Built: 1973Monthly Fee: $54 Tax: $2,781 (2025)Community: Sweetwater Oaks Sec 04ASingle Family
Taxes:$2,781
Remarks: Under contract-accepting backup offers. Welcome to a beautifully updated home that blends timeless curb appeal with the modern, open-concept living today’s buyers crave. From the moment you arrive, the white-washed brick exterior, freshly painted accents, and meticulous new landscaping create an unforgettable first impression. Inside, warm casual elegance defines every space. Thoughtful designer touches, abundant natural light, all-new double-paned windows, and plantation shutters in the Great Room make this home feel both refined and welcoming. At the center of it all is the spectacular renovated Kitchen, anchored by a massive center island where everyone naturally gathers. Warm alabaster cabinetry offers exceptional storage and flows seamlessly into a fully equipped Butler’s Pantry, perfect for a coffee bar, wine bar, or both, because balance is important. The true heart of the home is the stunning Kitchen/Great Room/Dining Room combination, designed for effortless everyday living and easy entertaining. The inviting wood-burning fireplace adds warmth and character, while a fabulous wall-to-wall built-in provides stylish space for electronics, television, and storage. The split-bedroom layout offers privacy and function. The Primary Suite is tucked away from the secondary bedrooms and features a walk-in closet plus an updated bath with a beautifully designed tiled shower. Three additional bedrooms offer generous closet space and share an updated hall bath that also serves as a convenient pool bath with direct access to the paved, screened lanai. And then there’s the backyard. Truly the cherry on top. The shaded outdoor gazebo is ready to become everyone’s favorite gathering spot, complete with room for family and friends, a massive flat-screen TV, and that unforgettable oversized fan keeping things cool while the big game is on. From there, wander over to the firepit area for evening cocktails, then challenge your guests to a match on the newly turfed bocce court, which also doubles as a fun putting practice area. This is more than a backyard. It’s a lifestyle. Located in highly sought-after Sweetwater Oaks, this home is zoned for incredible schools and is within walking distance of highly regarded Sabal Point Elementary. Residents enjoy exceptional community amenities, including access to Lake Brantley, visible from the front porch, and nearby Brantley Beach, offering a swim area, fishing dock, community boat ramp, sand volleyball, covered picnic gazebo, grilling area, tot lot, and basketball court. It’s the perfect setting for outdoor fun, neighborhood gatherings, and making lifelong friends. This isn’t just a home. It’s a lifestyle upgrade. And yes, the phone is already ringing, so HURRY!
Listing Agent: Kristin Mazza (407-435-1185)
121 GOLF CLUB DR, LONGWOOD, FL 32779
$375,0003 Days on yellowkey MLS ID: O6395212
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2107 Built: 1983Monthly Fee: $622 Tax: $2,778 (2024)Community: Wekiva Country ClubCondo
Taxes:$2,778
Remarks: Discover the perfect blend of space, style, and location in this beautifully updated townhome-style condominium featuring an oversized garage and a highly desirable first-floor primary suite. Soaring ceilings create an airy, open feel, enhanced by a dramatic floor-to-ceiling fireplace and a striking mirror accent wall, while the enclosed lanai adds additional living space to relax or entertain. The versatile loft offers endless possibilities for a home office, library or fitness nook. Enjoy stainless steel appliances, a charming front patio perfect for morning coffee, and access to a refreshing community pool. Ideally situated within walking distance to shopping, dining, and the Seminole County Public Library West Branch, and just minutes from outdoor adventures at Wekiwa Springs State Park and golf at Wekiva Golf Club, this home offers the lifestyle you’ve been looking for in one of the area’s most sought-after communities.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
342 COBLE DR, LONGWOOD, FL 32779
$548,00060 Days on yellowkey MLS ID: O6379074
REDUCED by $1,000 (0.2%) on 04/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Single Family
Taxes:$2,766
Remarks: One or more photo(s) has been virtually staged. Welcome to your own private poolside oasis in the heart of Wekiva Hills! This stunning 3BR/2BA home delivers immediate wow-factor with soaring ceilings, skylights that bathe the interior in natural light, and a dramatic stone fireplace that anchors the living space with warmth and character. The charming formal dining room overlooks the living room, creating the perfect backdrop for memorable dinners and effortless entertaining. The beautifully updated kitchen blends style and function with modern finishes, a spacious walk-in pantry, and a bright, cheerful breakfast nook. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, a versatile sitting area, generous closet space, and an updated ensuite bath. Step outside and the magic continues. A delightful screened patio opens to your sparkling private pool surrounded by lush landscaping. A private rear gate leads directly to a serene walking trail—ideal for morning strolls, evening unwinding, or simply enjoying nature right from your backyard. Roof 2016. AC 2020. Electrical 2024. Pool equipment 2023. New Flooring 2023. Kitchen fully remodeled 2016. Fence installed 2023. With thoughtful updates, open design, and peaceful setting, this Wekiva Hills gem offers the true Florida lifestyle. Don’t miss your chance—schedule your private tour today!
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$568,0008 Days on yellowkey MLS ID: O6394368
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 1974Monthly Fee: $54 Tax: $2,374 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$2,374
Remarks: Welcome to 601 Fox Valley Drive & please view the Walk-Thru video. The home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized corner homesite with abundant native landscaping, this property offers exceptional privacy and curb appeal. This handsome 4-bedroom, 2-bath pool home features an oversized garage and a wide brick-paver driveway, providing ample parking and storage. Designed with both comfort and functionality in mind, the home offers two inviting front entrances connected by charming brick-paver walkways. A covered front porch entry leads directly to the spacious utility room and kitchen, while the formal entry opens to a tiled foyer that flows seamlessly into the living room, complete with vaulted ceilings and French doors leading to the pool and covered lanai. The foyer also connects to a cozy family room with a corner wood-burning fireplace, as well as a dining room—each space featuring rich wood flooring and elegant plantation shutters. The thoughtfully designed floorplan provides a natural flow ideal for both everyday living and entertaining. The updated island kitchen is a standout, showcasing granite countertops, abundant cabinetry, tile backsplash, under-cabinet lighting, and stainless steel appliances. Enjoy flexible dining options with breakfast nook, formal dining room, or the expansive screened lanai accessible thru glass sliders from kitchen—perfect for morning coffee while overlooking the pool, serene natural views, and the soothing sounds of an outdoor water fountain. Step outside to your private backyard retreat, where a recently resurfaced pool with a deep end invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen and garage, offering four spacious bedrooms and a large hall bath that also serves as a pool bath. The primary suite features an ensuite bath with a stunning oversized shower and a unique atrium-style design with a glass wall and private planting area, creating a spa-like outdoor ambiance. Additional highlights include energy-efficient windows and doors, carpeted bedrooms, tiled baths, and plantation shutters throughout. Enjoy the unmatched lifestyle of Sweetwater Oaks, offering exclusive resident amenities including tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, a sandy beach on Lake Brantley, sand volleyball, fishing dock, soccer and baseball fields, kayaking on the Wekiva River, and a private boat ramp to skiable Lake Brantley. Conveniently located near top-rated Seminole County schools and just minutes from Altamonte Mall, hospitals, restaurants, and Wekiva Springs State Park—this home truly has it all. WELCOME HOME!!!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
739 RIVERBEND BLVD, LONGWOOD, FL 32779
$625,0003 Days on yellowkey MLS ID: O6395450
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2382 Built: 1981Monthly Fee: $54 Tax: $3,115 (2024)Community: Sweetwater Oaks Sec 18Single Family
Taxes:$3,115
Remarks: Welcome to 739 Riverbend Blvd, a rare Sweetwater Oaks offering where space, setting, and lifestyle come together effortlessly. Set on an expansive half-acre homesite along a peaceful freshwater canal with direct connection to the Wekiva River, this beautifully updated pool home captures the essence of what makes Sweetwater Oaks so special. Privacy, nature, and everyday livability. Mornings begin with breathtaking sunrises over the water, often accompanied by birds and deer just beyond your backyard, creating a peaceful, almost retreat-like setting. From the moment you arrive, the home’s presence is felt. Lush, mature landscaping, a welcoming approach, and a quiet street that reflects the character and pride of this established community. Inside, the layout strikes a thoughtful balance between openness and defined spaces, ideal for both entertaining and everyday living. Tile flooring flows throughout, including Italian porcelain driftwood tile in all bedrooms, offering both durability and a cohesive, elevated aesthetic. At the heart of the home, the kitchen is designed to gather, featuring granite countertops, stainless steel appliances, a breakfast bar, and a dedicated wine bar with refrigerator. It seamlessly connects to both formal and casual living spaces, as well as an enclosed Florida room lined with glass doors that open to the pool and patio, allowing for effortless indoor-outdoor living. The family room is warm and inviting, highlighted by soaring ceilings with exposed beams and a striking coral rock wood burning fireplace with a granite hearth that echoes the kitchen finishes, creating a cohesive and comfortable space for relaxing or hosting. The primary suite offers a true retreat, with direct access to the screened pool deck and tranquil water views. The en suite bath is well appointed with tiled walls, a glass enclosed shower, and convenient pool access, while the custom walk in closet provides both function and organization. Three additional bedrooms are generously sized and share a well designed bath with dual sinks and a tub. Step outside to your private backyard oasis. The screened pool and expansive patio provide ample space for entertaining, while a separate pavered fire pit area invites evenings under the stars. The canal backdrop adds a rare sense of calm and connection to nature. A fully fenced dog run with direct access from the pool area, additional paver paths, citrus trees, and thoughtfully placed seating areas complete the outdoor experience. Beyond the property itself, Sweetwater Oaks offers a lifestyle that is hard to replicate, private access to Lake Brantley with a resident only beach and boat ramp, tennis and pickleball courts, parks and playgrounds, a community center, and direct access to the Wekiva River for kayaking and outdoor adventure. All of this is paired with top rated Seminole County schools and a location that keeps you close to everything while still feeling tucked away. This is more than a home. It is a setting, a lifestyle, and an opportunity to live in one of Longwood’s most sought after communities. Schedule your private viewing today.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Tiffany Yates (321-684-2399)
114 COUNTRYSIDE DR, LONGWOOD, FL 32779
$639,999155 Days on yellowkey MLS ID: O6356704
REDUCED by $10,000 (1.5%) on 04/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2823 Built: 1972Monthly Fee: $54 Tax: $6,890 (2025)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$6,890
Remarks: Need more space? Look no further! Your new home is move-in ready in the desirable Sweetwater Oaks neighborhood! This is a two-story home with over 2,800 square feet of solid block construction with five bedrooms upstairs, three large full bathrooms, and two bonus rooms. New roof, new carpet upstairs, new luxury vinyl plank flooring downstairs, wood-burning fireplace, and a large second-floor sun deck balcony. All appliances included. All five bedrooms are upstairs with a large living room and two bathrooms. The downstairs is built for summertime entertaining - there is enough room to have seating for everyone! There is a large living room overlooking the pool with a wood-burning stone fireplace. The updated, spacious kitchen flows into the formal dining room. A new sliding glass door opens to the backyard patio, fire pit, grill station, and pool. The oversized backyard trees have been trimmed, the grass is plush and green - plenty of space to start your own butterfly or vegetable garden. The second-floor deck overlooks your piece of paradise from the living room space upstairs, with new wooden stairs down to the backyard. Parking for six vehicles with the oversized driveway and two-car garage. Low HOA dues of $54 per month provide private access to Sweetwater Beach Park on Lake Brantley. Enjoy the beach-side pavilion for parties and picnics, use the boat launch, and sun and swim on the white-sand beach. There are also basketball and tennis courts. Conveniently located near 434, I-4, 436, and zoned for great schools, it checks all the boxes. Check out the measured floor plan and video tour, and schedule your showing today!
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
153 DUNCAN TRL, LONGWOOD, FL 32779
$515,00023 Days on yellowkey MLS ID: O6388268
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $22 Tax: $4,477 (2024)Community: Wekiva Hills Sec 07Single Family
Taxes:$4,477
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! If you skipped this one due to flood zone...don’t. No history of flooding + low premium available, this one-of-a-kind home delivers exceptional value in one of Longwood’s most established and peaceful communities. Welcome to 153 Duncan Trail, your private retreat surrounded by nature with separation of space ideal for modern living. Situated on a generous ¼-acre lot with no rear neighbors. Not your typical Longwood home…From the moment you step inside, the home reveals its personality. The main living room is centered around a charming fireplace, creating a warm focal point before the space opens seamlessly to the backyard deck—perfect for both quiet evenings and entertaining. The remodeled kitchen (2017) flows comfortably alongside the dining area, where the elevated dining space overlooks the living areas below, adding architectural interest and a sense of openness. A spacious dinette and dedicated laundry room with washer and dryer enhance everyday convenience. The thoughtfully designed three-level layout creates natural separation between living and resting spaces. Two bedrooms are located on the lower level, while the oversized primary suite occupies the upper level, offering a true private retreat. This expansive space allows for a sitting area, workspace, or reading nook, and features a sliding door that opens to an elevated outdoor view above the covered porch an unexpected detail that brings in natural light and a peaceful connection to the outdoors. Step outside and continue the experience. An enclosed back porch with ample storage leads to an open deck surrounded by nature, ideal for morning coffee or evening relaxation. The backyard also features a dedicated fire-pit area and backs up to lush conservation, creating a tranquil natural backdrop. There is even potential to further enhance this connection by adding direct access from the patio area to the conservation behind the home. Major updates provide peace of mind, including a new architectural roof and gutters (2024), full PEX repiping (2024), Carrier A/C system (2022), water heater (2020), and recently serviced systems (summer 2025). Additional updates include remodeled bathrooms (2017) and fresh interior paint (2025). The two-car garage stands out with its epoxy flooring and built-in workbench—perfect for projects, storage, or an organized workspace. Homes like this delivers something truly rare: space, privacy, architectural character, and long-term value, now at an even more attractive price. Schedule your private showing and experience the difference for yourself.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Liliana Lamadrid Sierra (321-527-4357)
302 TIMBERCOVE CIR, LONGWOOD, FL 32779
$660,0008 Days on yellowkey MLS ID: O6393377
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2199 Built: 1972Monthly Fee: $38 Tax: $6,163 (2025)Community: Sweetwater OaksSingle Family
Taxes:$6,163
Remarks: One or more photo(s) has been virtually staged. Located in desirable Sweetwater Oaks, your new home blends timeless character with modern upgrades and smart-home convenience. An open-concept floor plan is filled with natural light and enhanced by recessed lighting and brand-new luxury vinyl plank flooring throughout. The inviting living area features a cozy wood-burning fireplace and flows effortlessly into the beautifully renovated kitchen. Your new kitchen showcases a spacious island with a dramatic waterfall edge, quartz countertops, and plenty of cabinetry. High-end smart appliances include a ceiling-mounted recessed range hood with remote control and a built-in oven and microwave combo with touchscreen functionality. Throughout the home, upgraded smart digital faucets with temperature-sensitive controls add both style and convenience. The primary suite offers a generous walk-in closet and a fully renovated en-suite bathroom. The guest bathroom features a skylight for added natural light and direct access to the pool. Step outside to enjoy a spacious screened-in porch overlooking the pool, perfect for relaxing or hosting guests. Additional highlights include a laundry room with pool access and utility sink, as well as a side-entry garage with an extended driveway providing ample parking. Major updates include a new HVAC system and roof (2025). Sweetwater Oaks offers an exceptional lifestyle with amenities such as tennis courts, playgrounds, private beach access, picnic area, Lake Brantley access for boating, fishing, and water sports as well as minutes from Wekiwa Springs State Park where you can enjoy nature trails, canoeing and more. Minutes from shopping and major thorough fares. Zoned for top-rated Seminole County schools, including Lake Brantley High School, this home truly has it all.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Cheryl Geluso (407-792-9796)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900414 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,326 (2024)Community: Lake Vista At ShadowbaySingle Family
Taxes:$2,326
Remarks: Welcome to Lake Vista at Shadowbay - No HOA and No Restrictions! This beautiful and well-maintained home features three charming bedrooms, two full bathrooms, and a spacious 2-car garage, 1,599 sq. ft. of living space, the home boasts an open and airy floor plan filled with natural light, vaulted ceilings, and a stylish combination of rich solid wood floors and tile throughout. Unique architectural details and built-in niches add warmth and character. Enjoy both formal and informal living spaces, including an elegant dining room, a comfortable living room, and additional flexible living areas that flow seamlessly together, ideal for everyday living or entertaining. Step outside to your tranquil, oversized screened-in patio featuring vaulted ceilings, two wood ceiling fans with remotes, and plenty of room for outdoor gatherings. Relax with serene views of the pond and wooded conservation area, perfect for peaceful moments or entertaining guests in a private, natural setting. Located in the highly sought-after Shadowbay community, you will enjoy access to Ski Lake Brantley and exclusive amenities including a private gated beach, fishing area, picnic space, boat ramp, tennis court, basketball court, and more. This is a prime location just minutes from I-4 and Seminole County schools, walking distance to the elementary school. UPDATES include: New HVAC (2022), New plumbing (2022), Updated electrical (2022), Tankless water heater (2022), Roof (2013), New front covered porch and oversized back patio (2022), and a fenced backyard for added K-9 run and for privacy (2022). This is a must-see property! Make this fantastic house your home today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Diane Melody Goglas (407-690-1959)
308 SMOKERISE BLVD, LONGWOOD, FL 32779
$650,00029 Days on yellowkey MLS ID: O6387465
REDUCED by $39,000 (5.7%) on 03/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2352 Built: 1979Monthly Fee: $108 Tax: $5,564 (2025)Community: Sweetwater Oaks Sec 12Single Family
Taxes:$5,564
Remarks: Welcome to 308 Smokerise Blvd., tucked away on a quiet corner lot within a cul-de-sac in the highly sought-after Sweetwater Oaks community of Longwood. Situated on an expansive .40-acre homesite framed by majestic oak trees and mature landscaping, this 4-bedroom, 2-bath residence offers 2,352 heated square feet of inviting, thoughtfully designed living space. From the moment you step inside, the home feels warm and welcoming. Skylights fill the space with natural light, and the split floor plan provides both privacy and comfortable gathering areas. At the heart of the home is the den — a cozy yet spacious retreat featuring a wood-burning fireplace and adjoining entertaining bar area. This inviting space is what originally captured the current owners’ hearts. It’s easy to imagine evenings gathered around the fire, hosting friends at the bar, or simply unwinding at the end of the day. It’s a room designed for connection. The primary suite offers its own private escape. The ensuite bath feels like a boutique resort spa, highlighted by distinctive, whimsical wallpaper that adds personality and charm — an unexpected and delightful design statement. Step outside to your screened pool oasis surrounded by brick pavers and lush greenery. With plenty of yard space on this oversized corner lot, outdoor living comes naturally here. The Blackstone grill conveys, making the backyard perfectly set up for sunset dinners and weekend gatherings. Major updates provide valuable peace of mind: • Brand new roof • A/C replaced in 2022 • Variable-speed pool pump (2025) • Water treatment system (2021) • Three updated electrical panels (2021) Sweetwater Oaks residents enjoy private lake access and boat ramps to Lake Brantley, along with multiple parks, tennis courts, pickleball courts, a clubhouse, and scenic community spaces. Located near Wekiva Springs State Park, major highways and toll roads, Orlando attractions, beaches, shopping, and dining, the community offers both tranquility and convenience. It is also golf cart friendly :-) This is more than just a home — it’s a place where memories are made, gatherings feel effortless, and everyday living feels just a little bit special...Property has a ASSUMMABLE VA mortgage in place at 2.25%!
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: Ginny Peters (407-443-3965)
283 LAKAY PL, LONGWOOD, FL 32779
$869,00025 Days on yellowkey MLS ID: O6389639
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3596 Built: 2004Monthly Fee: $169 Tax: $6,719 (2024)Community: Terra OaksSingle Family
Taxes:$6,719
Remarks: 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)
941 BEARDED OAKS TER, LONGWOOD, FL 32779
$689,000256 Days on yellowkey MLS ID: O6323408
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2573 Built: 1992Monthly Fee: $200 Tax: $5,374 (2024)Community: Sweetwater SpgsSingle Family
Taxes:$5,374
Remarks: Welcome home to your very own personal sanctuary located in the gated community of Sweetwater Springs. Recently updated with new exterior and interior paint, new water heater, new Goodman 5 Ton AC system, new recess lighting throughout, and a newly painted pool deck and screened enclosure, this stunning four-bedroom, two-and-a-half-bathroom POOL home features a multi-level floor plan that contributes to its unique design encompassing over 2,500 square feet of living area with tons of natural light. The formal living and dining rooms create an ideal setting for entertaining guests. Cozy up by the inviting fireplace in the family room, which also includes built-in features. The kitchen is well-equipped with stainless steel appliances, built-in oven, cooktop range, exhaust fan, pantry, and a dinette area perfect for casual meals. Retreat to the primary bedroom, complete with new carpet and an ensuite bathroom that boasts a walk-in closet, dual sinks, separate shower, and a large garden tub—perfect for unwinding after a long day. The additional three bedrooms offer ample space for all your needs. This home showcases numerous designer upgrades, including crown molding, chair rails, built-in features, arched windows, plant shelving, plantation shutters, modern stair railing and California closets. Step outside to your backyard oasis, featuring a spacious screened patio, with a covered section ideal for lounging. Dive into the inviting pool or relax in the spa, all within a fenced yard that ensures privacy. Situated in a gated community, this home is conveniently located near the Wekiva River and offers deeded access to Lake Brantley with private boat launch, and tennis courts. Additionally, nearby state parks such as Wekiva Springs State Park, Wekiva Island and Kelly Park provide opportunities to explore Florida’s natural beauty, complete with trails and crystal-clear springs. The area is known for its A rated public school system. Plenty of shopping and dining nearby . Don’t miss the chance to own this rare gem. Truly a must see. Some photos have been virtually staged.
Listing Agent: Jason Buelow (407-450-6193)
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