Location: Longwood
Keyword(s): Lake Brantley High
Keyword(s) High School: Lake Brantley High
Do Not Show Listings
219 NOB HILL CIR, LONGWOOD, FL 32779
$599,75034 Days on yellowkey MLS ID: O6392082
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2306 Built: 1963 Tax: $4,190 (2025)Community: Meredith Manor Nob Hill SecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,190
Elementary School: Forest City Elementary
High School: Lake Brantley High
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)
603 N SWEETWATER BLVD, LONGWOOD, FL 32779
$549,90012 Days on yellowkey MLS ID: O6397281
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 1977Monthly Fee: $54 Tax: $4,372 (2024)Community: Sweetwater Oaks Sec 14Spa: NoSingle Family
Taxes:$4,372
Elementary School: Sabal Point Elementary
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Welcome to sought-after Sweetwater Oaks, a premier lakefront community offering an unmatched lifestyle in the heart of Longwood. Residents enjoy exclusive access to skiable Lake Brantley, as well as Riverbend Park with direct entry to the scenic Wekiva River—perfect for kayaking, paddleboarding, and enjoying Florida’s natural beauty. The community also features pickleball courts, a clubhouse, multiple playgrounds, and a private beach on Lake Brantley, creating the perfect blend of recreation and relaxation. This beautifully maintained, move-in ready home has been thoughtfully updated with major improvements already completed for peace of mind. Recent upgrades include a new roof (2016), new windows (2016), and a new HVAC system (2017). The home was further enhanced with fresh exterior paint in 2021, along with stylish porcelain tile flooring, updated light fixtures, and Whirlpool stainless steel appliances installed the same year. Designed with both functionality and entertaining in mind, the home features a spacious, open floor plan highlighted by a large great room that seamlessly flows out to the private pool area through wall-to-wall pocket sliding glass doors—creating the ultimate indoor-outdoor living experience. Additional recent improvements include a brand-new Rainbird irrigation system (2025), a new pool pump (2026), and fresh interior paint (2026), making this home truly turnkey for its next owner. Combining modern updates with access to one of Central Florida’s most desirable communities, this property offers the ideal opportunity to enjoy the Sweetwater Oaks lifestyle from day one.
Listing is courtesy of: SAFFORD REAL ESTATE LLC (407-461-3172)
Listing Agent: Blake Safford (407-461-3172)
123 E CUMBERLAND CIR, LONGWOOD, FL 32779
$489,00048 Days on yellowkey MLS ID: O6388028
1 Days Off yellowkey (back on 3/10/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1654 Built: 1977Monthly Fee: $23 Tax: $3,396 (2025)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Single Family
Taxes:$3,396
Elementary School: Wekiva Elementary
Remarks: If your summer plans include pool days, hosting around your kitchen island, and evening outdoors, this is the home for you! This 4-bedroom, 2-bathroom pool home with a dedicated office, sits in the well-established Wekiva Hunt Club of Longwood, FL where tree-lined streets, active recreation, and a strong sense of community define everyday life. - From the moment you step inside, you’ll fall in love with the open living and dining spaces that give way to a beautifully updated kitchen with quartz countertops, stainless steel appliances, and an oversized eat-in counter that naturally brings everyone together during meals and gatherings. - Wood-like plank flooring runs throughout the shared spaces of the home, creating a clean and luxurious feel. A flexible office offers the perfect space to work from home, study, or simply enjoy your personal space while overlooking an inviting backyard. - Step outside and enjoy your own private retreat, featuring a covered patio, a private pool, and plenty of yard space that creates the ideal setting for relaxing weekends and a place to enjoy the outdoors. - What truly sets this home apart from the rest is the investment into major improvements. The home features over $80,000 in upgrades, including new windows (2025), roof and gutters (2021), updated flooring (2020), kitchen updates (2020), and so much more! - Living in Wekiva Hunt Club means you also get access to one of Central Florida’s most amenity-rich communities. Residents can enjoy over 25 miles of internal walking and biking trails, seven parks for recreation with everything from tennis and pickleball courts, baseball and soccer fields, playgrounds, picnic areas, and the Wekiva Golf Club. - Orlando International Airport and Theme Parks all less than 45 minutes away, and Florida’s east coast beaches can be reached in just over an hour. This is a home that makes everyday living easier and weekends something to look forward to. Schedule your private showing today to experience it yourself person!
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Arturo Matamoros (407-928-5889)
111 ESSEX DR, LONGWOOD, FL 32779
$527,0006 Days on yellowkey MLS ID: S5147985
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1978Monthly Fee: $23 Tax: $5,475 (2024)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Spa: NoSingle Family
Taxes:$5,475
Remarks: Set within a highly desirable Longwood community, this 4-bedroom, 2-bath pool home offers a blend of comfort, thoughtful updates, and a lifestyle centered around both convenience and the outdoors. Inside, the layout is designed with intention. A split-bedroom floor plan creates separation and privacy, while the main living areas feel open and connected under vaulted ceilings with plenty of natural light. Recent improvements—including new flooring, fresh interior paint, and updated appliances—give the home a clean, modern feel from the start. The living space extends effortlessly outdoors, where a screened-in pool and patio create the perfect setting for relaxing afternoons or hosting friends. Native Florida landscaping surrounds the home, providing a beautiful, low-maintenance environment that fits seamlessly with the natural surroundings. The fully fenced backyard, along with an open easement behind the property, adds an extra sense of space and privacy. Practical features set this home apart, including an oversized 2-car garage with ample extra space, perfect for a workshop, additional storage, or hobby area., and a generator hookup already in place for added peace of mind. Beyond the home itself, the location truly stands out. You’re just minutes from Wekiva Springs State Park, known for its crystal-clear springs, kayaking, and scenic trails. The neighborhood also offers its own parks and walking paths, making it easy to enjoy the outdoors right at home. Plus, Wekiva Elementary—one of the area’s most sought-after schools—is just a short walk away. With easy access to shopping, dining, and major commuter routes, this home offers a well-rounded lifestyle in a location that continues to be in high demand.
Listing is courtesy of: LAROCQUE & CO., REALTORS (321-631-3715)
Listing Agent: Melissa Berge (321-501-1612)
335 GOLFSIDE CV, LONGWOOD, FL 32779
$330,0006 Days on yellowkey MLS ID: O6399625
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1984Monthly Fee: $23 Tax: $2,417 (2024)Community: Wekiva Villas On The Green 2Condo
Taxes:$2,417
Remarks: Welcome home to this beautiful 3 bed / 2 bath single story condo, across the street and steps away from a relaxing, community pool. Vaulted 16' ceilings with plenty of natural light, greet you with an open floor plan, providing a feeling of comfort and space. Private brick courtyard in the front. Updated kitchen counters in quartz and plenty of storage. Wonderful wooden blinds decorate the back windows. Washer and Dryer included, located in the garage. An enclosed Sunroom extends living area; perfect for relaxing, reading or just enjoying the nature views. The Primary Bedroom has an Ensuite Bathroom and walk-in closet. The community features a pool, walking trails throughout Wekiva, 18-hole golf course nearby, clubhouse, playground, and tennis courts are available. Wekiva Elementary School is less than a 5-minute drive. Seller providing an Assurant Enhanced Plan Home Warranty with the property. Schedule a showing today, as this property and community look forward to welcoming you home!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Douglas Yannucci, Pa (407-454-3494)
157 HARROGATE CT, LONGWOOD, FL 32779
$525,00070 Days on yellowkey MLS ID: O6379020
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2111 Built: 1978Monthly Fee: $22 Tax: $2,469 (2024)Community: Wekiva Club Estates Sec 04Single Family
Taxes:$2,469
Remarks: Under contract-accepting backup offers. This 4-bed home in Wekiva Club Estates delivers a spacious layout, a resurfaced pool, and updates throughout — including roof, windows, kitchen, and more — all in Longwood’s beloved Wekiva community. Welcome to 157 Harrogate Court, a 4 bedroom, 2 bathroom pool home offering over 2,100 square feet of living space on a spacious 0.34 acre lot in the desirable Wekiva Club Estates section of the Community of Wekiva. Zoned for highly rated Wekiva Elementary and Lake Brantley High, this home boasts recent upgrades including a new roof and windows (2024), refinished kitchen (2024), and added attic insulation. The private pool was resurfaced in 2022, with screen enclosure updates in 2020 and 2024. PVC Partially fencing with a double gate was installed in 2025. Inside, you're welcomed by a spacious foyer leading to formal dining and living areas. The layout flows through the kitchen into the cozy family room, which opens to the screened patio and backyard pool oasis. The split plan offers privacy: the primary suite with ensuite bath and walk-in closet is located off the kitchen, while bedrooms 2 through 4 and the second full bath are on the opposite wing. A dedicated laundry room sits just off the kitchen for added convenience. Enjoy unbeatable proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park—perfect for outdoor enthusiasts! Zoned for top-rated Seminole County schools and close to Publix, local parks, dining, and shopping, this home offers the ideal blend of lifestyle and location. Plus, as part of the Wekiva community, you'll have access to two beautiful parks, a community center, and 26 miles of walking trails, all surrounding the Wekiva Golf Course. Don’t miss your chance to live in one of Central Florida’s most desirable neighborhoods! This home blends updates, layout, and location — and it’s ready for its next chapter.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
393 WEKIVA COVE RD, LONGWOOD, FL 32779
$520,00011 Days on yellowkey MLS ID: O6398012
0 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2002 Built: 1981Monthly Fee: $89 Tax: $4,440 (2025)Community: Wekiva CoveSpa: NoSingle Family
Taxes:$4,440
Remarks: Under contract-accepting backup offers. If you’ve been craving space, privacy, and a home that feels worlds away from the city without actually leaving it.. this Wekiva Cove pool home delivers. Set beneath a canopy of mature trees in one of Longwood’s most beloved, nature-centered communities, this 4-bedroom, 2-bath home offers a rare blend of warmth, functionality, and peaceful surroundings. Inside, you’ll find a thoughtfully designed layout with formal living and dining rooms, complemented by a spacious family room with soaring vaulted ceilings and a fireplace that creates an inviting, comfortable gathering space. The kitchen is both stylish and practical, featuring granite countertops, NEWER stainless steel appliances, and easy flow into the main living areas—perfect for everyday living and entertaining. Throughout the home, porcelain tile and rich wood flooring pair beautifully with a neutral color palette, creating a clean, timeless look that feels instantly welcoming. Notable updates include - brand new water heater 2026, solar pool heating 2024, pool cage and screen renovation plus new fence 2024 The primary suite offers something truly special: a private office or den, ideal for working from home, unwinding, or creating a quiet retreat within your own space. Secondary bedrooms are well-sized, and a large laundry room adds everyday convenience. Step outside and you’ll understand what makes this home stand out. The oversized screened-in pool becomes your personal oasis, surrounded by lush landscaping and complete with a covered deck for relaxing or hosting. The fully fenced backyard provides both privacy and room to enjoy the outdoors year-round. Located near Wekiva Springs, Sweetwater Golf & Country Club, and just minutes from major roadways, shopping, and dining, this home offers the best of both worlds—peaceful, tucked-away living with easy access to everything you need. This isn’t just a place to live-it’s a place to slow down, spread out, and truly feel at home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Miranda Earnest (321-624-0287)
1261 BELLA VISTA CIR, LONGWOOD, FL 32779
$849,500138 Days on yellowkey MLS ID: O6365488
REDUCED by $15,400 (1.8%) on 04/15/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3142 Built: 2011Monthly Fee: $122 Tax: $5,552 (2025)Community: Bella VistaSpa: YesSingle Family
Taxes:$5,552
Remarks: A Grand Residence in the gated Bella Vista community with 4 bedrooms and 4 full bathrooms. This home exudes elegance, space & unmatched privacy! Welcome to a home that truly stands apart- an impressive two-story estate with tile roof, in the coveted Bella Vista community of Longwood, where luxury finishes, thoughtful upgrades, and timeless architecture come together effortlessly. From the moment you step inside, you’ll feel the scale, quality, and craftsmanship that set this home above the rest. 2 BRAND NEW Trane AC Units (Multi-Speed, 2-Stage), Low-Profile Ecobee Thermostats, BRAND NEW Carpet and NEW Appliances (2024 and 2025), NEW Pool pump 2024! Beautiful wood flooring, crown molding, and tray ceilings define the open main level, creating a warm and high-end atmosphere. The gourmet kitchen is designed for both everyday living and memorable hosting, featuring granite countertops, a large breakfast bar, double built-in ovens, stainless steel appliances, and abundant cabinet space. The first-floor primary suite is a private retreat, complete with an expansive spa-inspired bathroom offering dual split vanities, a makeup station, soaking tub, oversized walk-in shower, and private water closet. Bedrooms 2 and 3 are also conveniently located downstairs, along with a dedicated office/den framed by elegant French doors—perfect for working remotely or creating a quiet reading room. Upstairs, you’ll find a massive bonus room ideal for a media lounge, game room, or gym, along with a spacious 4th bedroom equipped with two closets, making it perfect for guests or multigenerational living. Step outside to your personal oasis: a large private pool and spa, enveloped by manicured hedges for ultimate privacy. Whether hosting weekend gatherings or enjoying peaceful evenings by the water, this backyard feels truly secluded and serene. Located in the desirable Bella Vista community, residents enjoy gated entry, community park, scenic ponds, tree-lined streets, and close proximity to walkable top-rated schools, Wekiva Springs, upscale dining, shopping, and major commuter routes. It’s one of Longwood’s most admired communities—and this home is one of its finest offerings. This is more than a place to live—it’s a statement of style, space, and sophistication. Homes of this caliber rarely come to market.
104 STONEBROOK CT, LONGWOOD, FL 32779
$895,00047 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: Experience the ultimate Florida lifestyle in this stunning 5-bedroom, 3-bathroom contemporary split-level home in desirable Sweetwater Oaks. Spanning over 3,500 square feet on a quiet cul-de-sac, this residence perfectly blends modern design with functional family living. Entertainer's dream Kitchen & Great Room. The heart of the home is an impressive open-concept kitchen and family room combination featuring soaring vaulted ceilings. Beautiful granite countertops, a central island with a built-in sink and dishwasher, a versatile two-level countertop, and a sun-drenched breakfast nook. The great room showcases a custom stone fireplace with built-in shelving. Three-panel sliding glass pocket doors disappear into the walls, seamlessly merging the interior with the screened-in pool area. Formal Dining & Living. Enjoy vaulted ceilings and multiple expansive windows to enjoy peaceful views of the private pool. The primary suite is privately tucked away on the first level. A versatile 5th bedroom flex space on the main floor serves perfectly as a home office or den. Three additional bedrooms, a full bathroom, and a spacious loft are located on the second floor, providing a dedicated space for family, playroom, or guests. Rest easy with smart outdoor controlled lighting designed for security, holidays, and special events. Beyond your front door, Sweetwater Oaks offers a premier lifestyle with exclusive resident-only access to Lake Brantley at Sweetwater Beach with a beautiful sandy beach for swimming, basketball court, beach volleyball, playground, boat dock, and boat ramp for skiing and fishing. Additionally, residents of Sweetwater Oaks community can enjoy another private access at Riverbend Park. This beautiful expansive park features tennis and basketball courts, baseball and soccer fields, canoeing, and kayaking with access to Wekiva River. Don't miss this rare opportunity to own a piece of paradise in one of Longwood’s most sought-after communities. Schedule your private tour today!
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
941 BEARDED OAKS TER, LONGWOOD, FL 32779
$689,000274 Days on yellowkey MLS ID: O6323408
3 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2573 Built: 1992Monthly Fee: $200 Tax: $5,374 (2024)Community: Sweetwater SpgsSpa: YesSingle Family
Taxes:$5,374
Remarks: Under contract-accepting backup offers. 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 is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Buelow (407-450-6193)
432 STANTON PL, LONGWOOD, FL 32779
$297,00033 Days on yellowkey MLS ID: O6388641
REDUCED by $8,000 (2.6%) on 04/08/2026
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)
301 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,250,00028 Days on yellowkey MLS ID: O6393809
1 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5230 Built: 1979Monthly Fee: $367 Tax: $6,392 (2024)Community: Sweetwater Club Unit 1Spa: NoSingle Family
Taxes:$6,392
Remarks: Under contract-accepting backup offers. Some homes are built. Others are crafted with intention, elevated by time, and destined to leave a lasting impression on every soul that crosses the threshold. 301 Sweetwater Club Circle is unequivocally the latter. Nestled behind the private gates of one of Longwood's most prestigious luxury gated communities, this extraordinary estate sits on more than one acre of lush, manicured grounds and delivers a living experience that is nothing short of spectacular. The corner lot positioning affords commanding presence, maximum privacy, and grounds that feel genuinely estate-like in every direction a rare and coveted combination that sets this property apart from the very first glance. From the moment you pass through the gates and pull into the estate's signature porte-cochère, the home announces itself with unmistakable confidence. Exquisitely crafted and utterly one-of-a-kind, this covered motor court entrance rivals the arrival experience of any modern luxury hotel. Coming home here is not routine. It is a celebration, a daily reminder that you have arrived somewhere truly extraordinary and there is simply nothing else like it in the market. Spanning over 5,230 square feet of thoughtfully designed living space, this residence exudes old-world elegance and timeless architectural character at every turn. Four bedrooms, four full bathrooms, a powder room, and an oversized three-car garage deliver both grandeur and real-world functionality for today's most discerning buyer. The primary suite is a sanctuary unlike any other soaring double-height ceilings open to a private loft that floats above the room, offering limitless possibilities as a reading retreat, home office, or personal escape. A rare dual master configuration within the main home creates a seamless mother-in-law suite opportunity, ideal for multigenerational living, extended guests, or simply the elevated sense of privacy that a home of this caliber deserves. Two interior bars position this residence as the ultimate gathering place for family and friends. Whether hosting an intimate dinner party or a landmark celebration, the layout flows with effortless grace and the old-world ambiance delivers a mood and atmosphere that simply cannot be manufactured. This is a home that people remember long after the evening ends and talk about long after they leave. Step outside and the estate truly reveals its full character. A sprawling private pool anchors the outdoor living space, flanked by a dedicated pool cabana complete with a full bathroom an amenity more commonly reserved for five-star resorts than private residences. A handcrafted brick gazebo, framed by lush mature tropical landscaping and sweeping manicured grounds, creates the perfect setting for al fresco dinners under a painted Florida sky or quiet mornings with coffee in a backyard that feels entirely like your own private resort. Sweetwater Club is one of Longwood's most coveted luxury gated communities, defined by its oversized estate lots, majestic mature tree canopy, and an atmosphere of quiet exclusivity that cannot be replicated. Residents enjoy access to tennis courts and pickleball courts within a beautifully maintained enclave ideally positioned near top-rated Seminole County schools, premier dining, and the very best of Central Florida living. Homes of this stature, in communities of this caliber, do not come along twice. Schedule your private showing today and experience the property.
Listing is courtesy of: THE NEWCOMER GROUP (904-599-5633)
Listing Agent: Ryan Raymond (904-315-4022)
100 COUNTRYSIDE DR, LONGWOOD, FL 32779
$650,00015 Days on yellowkey MLS ID: O6392628
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1973Monthly Fee: $165 Tax: $5,456 (2025)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$5,456
Remarks: Under contract-accepting backup offers. Welcome to the experience of high-end living at 100 Countryside Drive, a fully reimagined designer residence in the heart of Sweetwater Oaks. Recently completed by an interior designer, this four-bedroom, two-bath split-plan home delivers the best of modern luxury, with finishes and detail typically found in much higher-priced properties. Step inside to discover bright, open-concept living spaces filled with natural light from energy-efficient windows. Entertain or unwind around the modernized fireplace, formal dining area, or flexible family room—all centered on a D’Nook-designed gourmet kitchen featuring soft-close cabinetry, premium integrated appliances, a breakfast nook, custom lighting, and a signature architectural hood. The stone island serves as a stunning focal point, perfect for casual meals or elegant gatherings. Every surface reflects designer-level craftsmanship, from the custom countertops and high-grade luxury vinyl plank flooring to bespoke wood accents and cabinetry. The expansive owner’s suite brings spa-like serenity with dual sinks, a walk-in shower, freestanding tub, and a truly custom retreat atmosphere. Outside, enjoy nearly half an acre of outdoor living and a resurfaced sparkling pool with ample space for entertaining. Major updates ensure lasting peace of mind, including a newer roof (2023) and significant system upgrades completed in 2026. Style, charm, and substance converge here—this home is absolutely perfect. As a Sweetwater Oaks resident, you’ll enjoy private Lake Brantley access for boating, plus community tennis, pickleball, volleyball, and basketball courts, two playground parks, a private beach and clubhouse, and top-rated Seminole County schools. Ideally located just 20 minutes from Downtown Orlando and 40 minutes from Disney or the coast, this home defines refined Florida living at its best.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (407-340-8487)
Listing Agent: Reynaldo Sanchez Bravo (814-852-8084)
110 DEVON CT, LONGWOOD, FL 32779
$470,00083 Days on yellowkey MLS ID: O6377933
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1974Monthly Fee: $23 Tax: $2,594 (2024)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Single Family
Taxes:$2,594
Middle School: None
Remarks: NEW PRICE! You are going to fall in love with this beautiful residence in desirable Longwood community of Wekiva Hunt Club! Located on the circle part of a cul-de-sac and blocks from Wekiva Elementary and community parks! This home offers an expansive and open floor plan, split bedrooms, primary with updated en-suite bath, TWO living areas, formal dining and kitchen with a large breakfast room, perfect for a kitchen expansion or butler pantry! There's more....a HUGE interior laundry/utility room large enough for storage and additional refrigeration, newer French door with internal blinds leading to a large covered, screen enclosed back porch overlooking a beautiful yard...the lot size is just under a 1/2 acre!! Freshly painted inside and out - ready for you to move in! MAJOR updates include: ROOF 2021, HVAC 2023, WINDOWS/DOORS 2020, PAVER DRIVEWAY 2020, ELECTRICAL PANEL 2023, PRIMARY BATH REMODEL 2023, 8-ZONE SPRINKLER SYSTEM 2020...Seller will pay for lawn care (mowing) for 6 months! This home is fresh, clean and ready to move in!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Carla Stanton (321-356-3370)
100 E WYNDHAM CT, LONGWOOD, FL 32779
$395,000167 Days on yellowkey MLS ID: O6358179
5 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 1977Monthly Fee: $23 Tax: $4,708 (2024)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Spa: NoSingle Family
Taxes:$4,708
Remarks: Under contract-accepting backup offers. Welcome to this spacious 4-bedroom, 2-bath home located just three streets from Top-Rated Wekiva Elementary in the highly desirable Wekiva community! Sitting proudly on a large corner lot, this home offers tons of potential for personalization with great bones and plenty of space for the whole family. Step inside to find two comfortable living areas, including a front living room and a cozy family room with a wood-burning fireplace—perfect for relaxing evenings. The large kitchen overlooks the backyard and features stainless steel appliances, lots of counter space, and a small pantry for extra storage. Both bathrooms are well designed—one with a tub and shower combo with direct access to the screened patio, ideal for backyard entertaining. All four bedrooms are generously sized, with the primary suite featuring a walk-in closet and private bath. Flooring features wood laminate in most living areas and bedrooms, complemented by fresh paint inside and out, for a clean feel. Enjoy outdoor living on the screened back porch or take a stroll along nearby walking trails leading to several parks and the Wekiva Golf Clubhouse (just 5 minutes away!). The Rain Bird sprinkler system, New Roof (2025), HVAC (2020), gutters, garage door pad entry, and freshly painted garage floor with Maytag washer and dryer add extra convenience. Easy access to great schools, golf, and nature, this Wekiva gem offers both privacy and proximity to everything Longwood has to provide. Bring your vision and make this home shine—it’s ready for its next chapter!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Danielle Pensala (407-529-5752)
121 GOLF CLUB DR, LONGWOOD, FL 32779
$375,00021 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. Roof 2025, Exterior Painting scheduled for 2026, HVAC replaced 2020.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
803 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$1,575,000121 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)
3996 RADLEY CT #3996, LONGWOOD, FL 32779
$245,000161 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
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
$825,00035 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!
2745 NIGHT HAWK CT, LONGWOOD, FL 32779
$335,000275 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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.