Location: Longwood
Keyword(s): Lake Brantley High
Keyword(s) High School: Lake Brantley High
Do Not Show Listings
803 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$1,575,000113 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,791
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Rock Lake Middle
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)
219 NOB HILL CIR, LONGWOOD, FL 32779
$599,75026 Days on yellowkey MLS ID: O6392082
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2306 Built: 1963 Tax: $4,190 (2025)Community: Meredith Manor Nob Hill SecSingle Family
Taxes:$4,190
Elementary School: Forest City Elementary
Tax Year: 2025
Middle School: Teague Middle
Remarks: READ BEFORE SHOWING—- Wake up to serene lake views in this beautifully updated home nestled in the highly sought-after Lake Brantley community—perfect for new homeowners looking for comfort, style, and lifestyle all in one. With access to a private boat ramp and an incredibly low optional HOA of just $13/month, you can enjoy lake life without the high costs. ***This fully remodeled 3-bedroom with 4th bedroom turned into a loft/study area***, 3-bath residence has been thoughtfully upgraded for peace of mind, including full repiping, new electrical, and a brand-new roof. Step inside and you’ll immediately notice the abundance of natural light pouring through large windows, creating a warm and inviting atmosphere throughout the home. The layout is both functional and flexible, featuring a spacious upstairs loft that’s perfect for a home office, playroom, or additional living space. The kitchen offers a charming eat-in area ideal for casual meals and morning coffee, while the open living areas make entertaining effortless. Upstairs, enjoy your own private balcony—an ideal spot to unwind and take in the tranquil surroundings. Outside, the spacious backyard offers endless possibilities for gatherings, gardening, or simply relaxing in your own outdoor retreat. Currently staged to highlight its full potential, this move-in ready home is a rare opportunity to own a stylish, updated property in a fantastic location. Whether you're starting your homeownership journey or looking for a peaceful place to settle in, this home truly has it all.
Listing is courtesy of: BEST HOMES, LLC. (305-879-3707)
Listing Agent: Evelyn Otero (407-259-1789)
3996 RADLEY CT #3996, LONGWOOD, FL 32779
$245,000153 Days on yellowkey MLS ID: O6358122
REDUCED by $5,000 (2.0%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1988Monthly Fee: $522 Tax: $2,453 (2025)Community: Wekiva Hunt Club CondoCondo
Taxes:$2,453
Elementary School: Wekiva Elementary
Remarks: One or more photo(s) has been virtually staged. Do not miss this excellent opportunity to buy the best priced unit in nicest condo complex in Wekiva! Light and bright 2 bedroom, 2 bath condo in the highly desirable Wekiva Hunt Club community is now available. This second floor unit overlooks the lush gardens and welcoming pool. The view from the screened porch is both private and serene. This condo neighborhood is unique with its landscaped courtyards and private staircases to the upstairs condos. All gives a welcoming feeling of a vacation resort! Come inside to an open and spacious floorplan with vaulted ceilings. The great room includes a wood burning fireplace for those winter evenings, along with a built in wet bar for entertaining. A well designed split plan places the bedrooms with ultimate privacy in mind. All appliances stay including the washer and dryer. Parking is no problem here with a private garage for each unit and guest parking just across the courtyard. For those who want an easy lifestyle, the HOA covers the pool, lawn, exterior maintenance along with your cable TV. Wekiva is a picturesque and beautiful area of Longwood with 23 miles of wooded trails, a golf course, pickle ball courts, tennis courts and a community center. Wekiva Springs State Park is close by as well. Excellent Schools too! Come and embrace the easy Florida lifestyle of Wekiva Hunt Club!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Dee Morgan (407-616-5526)
214 THISTLEWOOD CIR, LONGWOOD, FL 32779
$825,00027 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
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!
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
2745 NIGHT HAWK CT, LONGWOOD, FL 32779
$335,000267 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
$435,00012 Days 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)
203 PALMETTO CONCOURSE, LONGWOOD, FL 32779
$699,99918 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)
739 RIVERBEND BLVD, LONGWOOD, FL 32779
$625,00013 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
$639,999165 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
$515,00033 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)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900424 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)
283 LAKAY PL, LONGWOOD, FL 32779
$869,00035 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)
112 BRANDYWINE LN, LONGWOOD, FL 32779
$792,00075 Days on yellowkey MLS ID: O6378298
1 Days Off yellowkey (back on 3/29/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2305 Built: 1977Monthly Fee: $108 Tax: $5,772 (2025)Community: Sweetwater Oaks Sec 07Single Family
Taxes:$5,772
Remarks: Welcome to 112 Brandywine Lane, a beautifully refreshed pool home located in the highly sought-after Sweetwater Oak community. This spacious 4-bedroom, 3-bathroom home combines timeless design with thoughtful recent upgrades, creating a move-in ready opportunity in one of Longwood’s most desirable neighborhoods. Inside, vaulted ceilings enhance the open living spaces, including formal living and dining areas plus a comfortable family room perfect for everyday living and entertaining. The updated kitchen features shaker-style cabinetry, quartz countertops, a center island, stainless appliances, and designer finishes that blend style and functionality. Recent improvements add significant value and peace of mind, including New Roof, new insulation, full-repipe. Fresh interior and exterior paint, upgraded engineered wood flooring in all bedrooms, plantation shutters, enhanced garage finishes with upgraded lighting and electrical, and extensive exterior improvements including landscaping upgrades and pool deck restoration. Outdoor living is elevated with a private pool area and added outdoor kitchen space ideal for entertaining. Located in the established Sweetwater Oaks community known for its tree-lined streets, lake access, top-rated schools, and convenient access to major roadways, shopping, and dining, this home offers both lifestyle and long-term value.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
140 W YORK CT, LONGWOOD, FL 32779
$454,000198 Days on yellowkey MLS ID: O6345743
3 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2047 Built: 1981Monthly Fee: $22 Tax: $1,861 (2024)Community: Wekiva Golf Villas Sec 2Single Family
Taxes:$1,861
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to a home that feels like it was waiting for you. Tucked into a quiet corner lot beneath mature trees and golden afternoon light, this 4-bedroom, 2.5-bath retreat offers more than space—it offers serenity. Step inside and feel the warmth of a wood-burning fireplace anchoring the great room, where laughter echoes and memories unfold. The kitchen invites morning coffee in the breakfast nook, while the formal dining room sets the stage for holiday dinners and heartfelt conversations. Upstairs, the primary suite becomes your sanctuary—private, peaceful, and filled with soft natural light. Three additional bedrooms offer flexibility for growing families, creative spaces, or welcoming guests. Outside, pool and covered lanai create the perfect backdrop for weekend barbecues, quiet evenings, and everything in between. With over 2,000 square feet of living space, a finished two-car garage, and a location just steps from Wekiva Golf Club, this home blends comfort, charm, and convenience. And with its placement in a low-risk flood zone, you’ll enjoy peace of mind alongside everyday beauty. This isn’t just a house—it’s the next chapter of your story.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Nahed Georgy (407-951-2023)
307 COBLE DR, LONGWOOD, FL 32779
$475,00055 Days on yellowkey MLS ID: O6380947
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1987 Built: 1978Monthly Fee: $23 Tax: $5,763 (2024)Community: Wekiva Hills Sec 04Single Family
Taxes:$5,763
Remarks: Welcome to 307 Coble Drive, a thoughtfully updated 4-bedroom, 2-bath residence in the desirable Wekiva community. Situated on almost a 1/4 acre lot, this home delivers a balanced mix of comfort, functionality, and outdoor enjoyment. Recent improvements provide lasting value and peace of mind, including waterproof vinyl flooring installed throughout in 2024, a resurfaced and retiled pool in 2024, beautifully renovated bathrooms completed in 2024, updated light fixtures, and a freshly painted interior in 2025. The layout features two spacious living areas, offering flexibility for entertaining or creating distinct gathering spaces. The expansive covered patio has been enhanced with new siding and woodwork in 2024, creating an inviting setting for year round outdoor living beside your private pool. Just beyond the backyard, enjoy access to Wekiva’s scenic walking trails. Enjoy unbeatable proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, ideal for outdoor enthusiasts. Zoned for top rated Seminole County schools and conveniently close to Publix, local parks, dining, and shopping, this home offers an exceptional balance of lifestyle and location. As part of the Wekiva community, residents enjoy access to two parks, a community center, and 26 miles of walking trails surrounding the Wekiva Golf Course. This home is ready for its next chapter.
449 WILD OAK CIR, LONGWOOD, FL 32779
$635,00032 Days on yellowkey MLS ID: O6389466
1 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2506 Built: 1983Monthly Fee: $54 Tax: $3,602 (2025)Community: Sweetwater Oaks Sec 13Single Family
Taxes:$3,602
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located in the highly desirable Sweetwater Oaks community in Longwood, this property at 449 Wild Oak Circle presents a wonderful opportunity to create your dream home on a beautiful, oversized lot. Nestled at the end of a quiet cul-de-sac, the home sits on an impressive .63-acre lot surrounded by mature trees and natural beauty. Several of the major components have already been addressed, including a 2021 water heater, a 2015 roof, and a 2009 AC system, along with a long list of other improvements made over the years. Inside, the home features a spacious floor plan with soaring vaulted ceilings and a striking wood-burning fireplace that serves as the focal point of the main living area, creating a warm and inviting atmosphere. With great structural “bones” and a versatile layout, the home offers endless potential for buyers ready to bring their vision and creativity to life. Step outside and enjoy true Florida living with a private screened-in pool and expansive lanai, perfect for relaxing, entertaining, or simply enjoying the peaceful backyard setting. The large yard provides both privacy and plenty of room to spread out—an increasingly rare combination in an established neighborhood. Sweetwater Oaks is known for its charm, beautiful tree-lined streets, and exceptional location. The community is just minutes from Wekiwa Springs State Park and offers convenient access to Interstate 4 and State Road 434, making commuting, shopping, dining, and outdoor recreation easy. If you’ve been looking for a home with character, space, and the opportunity to make it truly your own, this is it. Bring your ideas and imagination—this Sweetwater Oaks gem is ready for its next chapter. Don’t miss it!
Listing Agent: Jeff Singletary (407-383-1933)
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