Location: Longwood, 32779
Do Not Show Listings
247 N MOUNTS BAY CT, LONGWOOD, FL 32779
$560,00019 Days on yellowkey MLS ID: O6405504
REDUCED by $15,000 (2.6%) on 05/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2287 Built: 1989Monthly Fee: $23 Tax: $3,159 (2024)Community: Wekiva Hills Sec 10Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,159
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Teague Middle
Remarks: Spacious Pool Home on a Private Corner Lot - Perfect for Entertaining!! Welcome to this beautifully maintained 4-bedroom, 2.5 bath home offering the perfect blend of space, comfort, and Florida-style living. Situated on a private corner lot, this property provides added privacy, a fully usable yard, and excellent curb appeal in a highly desirable setting. Inside, you'll find a bright and open floor plan filled with natural light-perfect for entertaining. The home features formal living and dining rooms for hosting guests, along with a welcoming family room and kitchen combination with a cozy fireplace, creating an inviting space for both everyday living and gatherings. The kitchen offers ample cabinetry and generous counter space, designed for both functionality and ease of use. The single-story layout provides convenience and accessibility, with four spacious bedrooms, including a relaxing primary suite complete with a private en-suite bath and plenty of closet space. Additional bedrooms offer flexibility for family, guests, or a home office. Step outside to your own private retreat - a large, screened lanai with a sparkling pool, perfect for entertaining or enjoying Florida's year-round outdoor lifestyle. The yard is fully fenced (2019), offering added privacy, security, and space for pets or play. Additional highlights include: - Rood replaced in 2020 - Partial window replacement 2018 for improved efficiency - 2-car steel hurricane-rated garage door - Steel entry door into the home from the garage Ideally located close to golf courses, shopping, and dining, this home offers the perfect combination of lifestyle, convenience, and location. Don't miss your opportunity to own this exceptional single-story pool home - schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: James Begor (407-221-9134)
808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$3,799,000246 Days on yellowkey MLS ID: O6339805
Bed: 7 Bath: 8.0 Gar: 5 Liv Area Sq Ft: 14801 Built: 1977Monthly Fee: $370 Tax: $29,413 (2024)Community: Sweetwater Club Unit 1-ASpa: NoSingle Family
Taxes:$29,413
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022) and freshly refined exterior finishes. At the heart of the home, the grand family room captivates with its soaring ceilings, bespoke millwork, and custom illuminated built-ins with LED underlighting. Expansive windows invite natural light while framing serene views of the pool courtyard, ensuring every moment feels cinematic. The chef’s kitchen is a true culinary masterpiece. Exquisite quartz countertops and professional-grade stainless appliances stand ready for both intimate family dinners and grand-scale entertaining. A generous island doubles as a culinary stage and social hub, while the adjoining formal dining room, finished with refined detailing and natural light, offers the perfect backdrop for soirées and celebratory dinners. The primary is truly a room of palatial scale; the suite is wrapped in floor-to-ceiling glass overlooking the shimmering courtyard pool. The spa-inspired bath rivals the finest resorts, featuring an expansive walk-in shower with multiple rain showerheads, a freestanding soaking tub, and a spacious dressing walk-in closet. Each secondary bedroom has been designed with equal attention to luxury, spacious in proportion, each with its own walk-in closet. This estate was created for living large and entertaining even larger. The bar and lounge area, complete with its own island, is perfect for entertaining. Outdoor living unfolds as a true resort with a screened courtyard pool, expansive travertine decking for grand entertaining, and a fully appointed summer kitchen pavilion complete with a pizza oven, built-in seating, and shaded dining space that create an atmosphere of Mediterranean resort living. Steps away, your newly resurfaced private tennis courts extend the estate’s leisure amenities, providing the perfect stage for recreation. For the automobile enthusiast, the five-car garage and sprawling motor court make a dramatic statement seamlessly integrated into the estate’s unrivaled design. Fully gated and meticulously upgraded, this estate is not just a home but an irreplaceable lifestyle, offering unparalleled privacy, scale, and elegance in one of Central Florida’s most distinguished communities. Beyond the estate, life in Sweetwater Club offers unparalleled exclusivity, you have access to tennis/pickleball courts, a basketball court, and your in a secure, guard-gated setting. Opportunities like this rarely come along, don’t miss the chance to make this estate yours.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
2880 CITRON DR, LONGWOOD, FL 32779
$539,00015 Days on yellowkey MLS ID: O6408197
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 1980 Tax: $1,869 (2025)Community: Grove EstatesSingle Family
Taxes:$1,869
Tax Year: 2025
Remarks: REFRESHINGLY NEW! This home is loaded with upgrades and charm. A statement front porch facade and an idyllic elevated corner lot set the tone for this inviting solid block ranch home. WEKIVA ELEMENTARY SCHOOL AND LAKE BRANTLEY ZONING! New roof, ALL NEW energy-certified thermal windows, total swimming pool renovation including tilework, surface and deck. LVP and tile throughout. New level 5 smooth finish in bedrooms. New lighting, fixtures, hardware, bathroom tilework, vanities, appliances, new 2-car garage door. This amazing home flaunts a split floor plan, crown molding, custom trim and molding, and a lovely fusion of original architecture and modern function & style. Freshly screened in back patio complete with new porcelain tile and pass-through quartz countertop to match the new kitchen. Linear red oak with beams in the family room cathedral ceiling direct your attention to the original stone fireplace. NO HOA! Bring your boat, RV, business vehicles with freedom and peace of mind, in an established community. Location wise, you have convenient access to 3 different I-4 exits and multiple Publix shopping centers. Proximal to the Wekiva Springs State Park and Wekiva Island. If you are looking for TURN-KEY NEW, THIS IS IT. WELCOME TO A FRESH AND CLEAN START IN YOUR NEW DREAM HOME IN THE LOCATION AND SCHOOL DISTRICT YOU HAVE BEEN SEARCHING FOR.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeremy Mazza (407-574-9859)
145 STENHOUSE LN, LONGWOOD, FL 32779
$334,90029 Days on yellowkey MLS ID: O6403064
REDUCED by $4,600 (1.4%) on 05/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1472 Built: 2010Monthly Fee: $310 Tax: $4,261 (2024)Community: Wekiva LandingsTownhouse
Taxes:$4,261
Remarks: Welcome to this gorgeous 3-bedroom, 2.5-bath townhome located in the desirable Wekiva Landings community, overlooking the 16th green of the Wekiva Golf Club. This beautifully maintained two-story home offers 1,472 sq ft of comfortable living space with soaring vaulted ceilings on the main floor. The fully equipped kitchen features stainless steel appliances and granite countertops, and flows into a bright dining and living area with wood flooring. A convenient half bath is also located on the main floor. Bedrooms are carpeted for comfort. The en suite master bath boasts a walk-in shower and granite countertops, and the full hall bath on the second floor also features granite countertops. Step outside to your screened-in patio and soak in the peaceful, manicured golf course views. Additional highlights include a washer and dryer in a dedicated inside laundry room, and a two-car garage. Ideally situated in the heart of the Wekiva/Sweetwater Corridor, Wekiva Landings offers the perfect blend of nature and convenience. The Wekiva Golf Club, a public course, is right in your backyard, and the breathtaking Wekiva Springs State Park is just minutes away — perfect for hiking, kayaking, and enjoying Florida's natural beauty. Shopping, dining, and everyday conveniences are all within a couple of miles, making this location as practical as it is picturesque. Schedule your showing today-this one won't last long!
Listing Agent: Thomas Siciliano (321-303-3401)
1101 CLUBSIDE DR #1101, LONGWOOD, FL 32779
$199,0003 Days on yellowkey MLS ID: O6411049
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $44 Tax: $1,194 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,194
High School: Lyman High
Remarks: Welcome to this beautifully updated first-floor condo in the highly sought-after Clubside at Sabal Point community, where comfort, style, and tranquil pond views come together perfectly. Ideal as a primary residence, vacation retreat, or investment opportunity, this spacious 2-bedroom, 2.5-bath home offers a thoughtfully designed layout and extensive recent upgrades throughout. Step inside to an expansive open-concept living and dining area filled with natural light, creating a warm and inviting atmosphere. Sliding glass doors lead to a private screened-in patio overlooking the serene pond — the perfect spot to enjoy your morning coffee or unwind at the end of the day. Designed for both privacy and functionality, the split-bedroom floor plan features two generously sized primary suites, each complete with its own private bathroom and walk-in closet. An additional half bath provides added convenience for guests. The well-appointed kitchen offers ample cabinet space, a cozy eat-in dining area, and includes all major appliances: refrigerator, range, microwave, and dishwasher. An indoor laundry area with washer and dryer included makes everyday living even easier. This move-in-ready condo has been extensively renovated with quality updates, including complete replumbing, new shower valves, a new 40-gallon water heater, new shower pan, new hose bib, fresh interior paint, new baseboards, interior doors, hardware, and hinges. Both bathrooms have been beautifully upgraded with new tile, new cabinetry, granite countertops, and updated faucets. Additional improvements include new ceiling fans and lighting, updated light fixtures and switches, and new window blinds throughout. Located in the desirable Clubside at Sabal Point community, residents enjoy a prime location close to shopping, dining, major roadways, and everything Central Florida has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Carmen Henderson (407-538-9216)
226 W CUMBERLAND CIR, LONGWOOD, FL 32779
$419,00011 Days on yellowkey MLS ID: O6408998
REDUCED by $10,000 (2.3%) on 05/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1829 Built: 1977Monthly Fee: $22 Tax: $1,938 (2025)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Spa: NoSingle Family
Taxes:$1,938
Remarks: Exceptional opportunity in the highly desirable Wekiva Hunt Club! This spacious pool home offers a versatile split floor plan, abundant natural light, and beautiful pool views from the kitchen, living room, and primary suite. Expansive sliding glass doors create a seamless indoor-outdoor living experience, perfect for entertaining. Features include a spacious kitchen with large pantry and side-by-side refrigerator, oversized laundry room, 2-car garage with built-in shelving, stone fireplace, newer roof, custom-made fencing, alarm system, and a stunning private curved pool with built-in seating and multi-color rotating pool light. The flexible bonus space off the primary suite is ideal for a home office, gym, or sitting area. Located in one of Longwood’s most established and sought-after communities, close to shopping, dining, parks, and major roadways. A fantastic opportunity to own a home with space, character, and endless possibilities in a prime location!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Diana Osorio (407-748-5884)
3591 TERRA OAKS CT, LONGWOOD, FL 32779
$1,200,0008 Days on yellowkey MLS ID: NS1088208
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3810 Built: 2002Monthly Fee: $169 Tax: $5,617 (2024)Community: Terra OaksSpa: YesSingle Family
Taxes:$5,617
Elementary School: Forest City Elementary
Remarks: Tucked behind the gates of one of Longwood’s most desirable communities, this beautifully maintained four-bedroom, five-bath estate blends timeless elegance with modern luxury. From the moment you enter, soaring elevated ceilings, refined architectural details, and expansive living spaces create an immediate sense of sophistication and comfort. Designed for both everyday living and exceptional entertaining, the home features a thoughtfully crafted floor plan, upscale finishes throughout, and a stunning chef’s kitchen appointed with high-end appliances, custom cabinetry, and generous gathering space at the heart of the home. Includes a whole house generator and security system. The spacious primary suite offers a private retreat with spa-inspired amenities, while each additional bedroom provides comfort, privacy, and its own distinctive character. Multiple living and entertaining areas flow seamlessly to the outdoor oasis, where a sparkling pool and beautifully maintained surroundings invite year-round Florida living at its finest. Set within a secure gated neighborhood in the heart of Longwood, this exceptional residence delivers luxury, privacy, and convenience in one extraordinary offering.
Listing is courtesy of: ENGEL & VOLKERS NEW SMYRNA (386-213-6899)
Listing Agent: David Dell'Olio (407-228-4613)
486 N PIN OAK PL #308, LONGWOOD, FL 32779
$179,900110 Days on yellowkey MLS ID: O6381034
REDUCED by $5,000 (2.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,066 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,066
Remarks: Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers. Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room, dining area, and sliding glass doors leading to a screened-in balcony. The split-bedroom floor plan provides privacy, with two generously sized bedrooms, each featuring walk-in closets and its own full bathroom. The kitchen includes ample cabinet storage, a breakfast bar, and open views into the main living space. A full-size laundry room adds everyday convenience rarely found in condo living. Residents of this amenity-rich condo community enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained walking paths. The location is just minutes from Wekiva Springs, Uptown Altamonte, Lake Mary, and I-4. Ideal for a first-time buyer, downsizing, or a low-maintenance investment property. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
217 TOMOKA TRL #217, LONGWOOD, FL 32779
$240,000119 Days on yellowkey MLS ID: O6376759
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1599 Built: 1974Monthly Fee: $722 Tax: $2,614 (2024)Community: Wekiva Villas CondoCondo
Taxes:$2,614
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to the tropical paradise of the Springs! This beautiful 2 bedroom 2 bath second story condominium has been up-dated and is ready for its new owner. Once you enter this home you will be swept away by its soaring ceilings and light and bright windows. This beautifully decorated home feels so much larger than it is. Enjoy your up-dated kitchen with plenty of storage and work space; great for entertaining friends and family. The dining area is open and bright, and adjoins the family room featuring a built-in fireplace with vaulted ceilings and natural light, and leads to your private one-of-a-kind balcony. The primary bedroom with its vaulted ceiling is spacious and can accomodate large furniture. The ensuite bath features a walk-in closet, two vanities and a shower/tub combo. The primary bedroom also opens up to a private balcony; perfect for that morning cup of coffee. The large guest bedroom is spacious and is perfect for guests or even a roommate! A separate bath is just off the guest room. The guest room features an adjoining balcony. There is a large second story loft that would make a great office space, television room or even another bedroom. The possibilities are endless. The piece of resistance of this beautiful condo is living in the Springs; one of Longwood's premiere guard-gated communities. Your monthly HOA includes :Exterior Maintence, including roofs, grounds, pool, Water, Sewer and Trash. The Springs HOA also includes 24 hour gated security,and community access, Private nature trails, Access to the horse stables, The yearly event of the springs concerts and so much more. You will soon be living in a lush tropical paradise, that is close to everything including: Restaurants, Shopping, Medical and so much more! Call today to schedule your private showing.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Tim Swanson (321-356-7246)
432 WILDERNESS DR, LONGWOOD, FL 32779
$689,00066 Days on yellowkey MLS ID: O6393288
REDUCED by $5,000 (0.7%) on 05/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 1981Monthly Fee: $46 Tax: $6,626 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$6,626
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained four-bedroom, with bonus pass through bedroom attached to the primary three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, attached room could make great nursery, office or workout room, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes with the third bath, and yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard on this corner lot gives you plenty of room to spread out, play, or entertain. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels which means this all electric home will come with minimal utility expenses, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from Wekiwa Springs State Park, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
3147 TALA LOOP, LONGWOOD, FL 32779
$3,700,0004 Days on yellowkey MLS ID: O6408606
Bed: 7 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 7313 Built: 1994Monthly Fee: $347 Tax: $13,711 (2025)Community: Alaqua Ph 3Spa: YesSingle Family
Taxes:$13,711
Remarks: Renovated, remodeled & reimagined with breathtaking water views in Alaqua. An incredible opportunity to own a turn-key masterpiece nestled on a one-acre homesite in Seminole County's premier luxury 24-hour guard-gated neighborhood. Skip the construction timeline and step directly into your dream home, ideally positioned within an established golf community. A brand-new brick-paver driveway and elegant porte-cochère set the tone for the extraordinary experience that awaits inside. Towering 24-foot ceilings in the grand foyer and living room invite an abundance of natural light while framing breathtaking views of the sparkling pool and tranquil, tree-lined pond beyond. Meticulously redesigned and crafted with uncompromising attention to detail, this exceptional residence seamlessly blends luxury, comfort, and functionality at every turn. Upon entry, the basket-woven solid oak flooring blends with porcelain tile and hints at the seemingly never-ending upgrades found throughout the home. At the heart of the home lies a showpiece kitchen worthy of a Michelin-star setting, featuring an expansive center island, hidden walk-in pantry, and a curated collection of premier appliances, including a Wolf 36” six-burner vented gas range, oven, steam oven, microwave, Sub-Zero built-in refrigerator, Cove dual dishwashers, and Perlick ice maker. Dining becomes an experience unto itself at 3147 Tala Loop. A dramatic custom light fixture anchors the dining room, complemented by a temperature-controlled walk-in wine cellar on one side and an intimate cocktail lounge with panoramic water views on the other. Privately situated on the main level, the primary suite is a retreat of unrivaled sophistication, offering dual spa-inspired bathrooms and two expansive custom walk-in closets designed for ultimate privacy and convenience. Outdoor living reaches resort-level perfection with over 1,000 square feet of covered lanai space showcasing a tongue-and-groove ceiling, brand-new summer kitchen, dedicated cabana-style pool bath, and outdoor shower—all overlooking a shimmering pool accented by three dramatic fire bowls. Even the utility spaces exude elegance, as the designer's laundry room features decorative cross beams, chandelier lighting, oversized utility sink, steam closet, and extensive custom storage. Upstairs, a spacious loft offers exceptional versatility and opens onto a 400+ square-foot balcony with sleek glass railings and uninterrupted water views. Four additional bedrooms, three full bathrooms, and a secondary laundry room provide exceptional comfort and convenience for family and guests alike. An ideal in-law or guest suite is privately tucked away on the main level, complete with its own bath, kitchenette, and sitting area. Completing this remarkable estate are an oversized four-car garage, basketball court, playground, and expansive fenced backyard—offering a rare combination of luxury, recreation, and everyday livability. All this and more with incredible proximity to major highways, world-class shopping, dining, attractions, and great schools. This property may be under audio/visual surveillance.
Listing Agent: Frank Benevento (407-492-5153)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$599,900108 Days on yellowkey MLS ID: O6378220
REDUCED by $20,000 (3.2%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2808 Built: 1974Monthly Fee: $54 Tax: $6,597 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,597
Remarks: One or more photo(s) has been virtually staged. Updated Sweetwater Oaks! 4-bedroom, 3-bath retreat, 2,808 sq ft **open tropical pool**, **screened lanai**comfortable living on an expansive Thoughtfully modernized this. Set on a Cul-de-sac street, the property enjoys a unique presence with 2 front entrances, enhancing both convenience and curb appeal. Open-concept single story with a lot natural light. Superb family room with a cozy fireplace, Large, Bright, & Beautiful Kitchen with Stainless steel appliances and an eat-in nook. **oversized living room** and a **spacious dining room** ideal for hosting. Recent upgrades elevate the home’s **to "new flooring in 3 bedrooms, and new porcelain tile flooring in Florida room". (2026)**, a **new roof (Dec 2025)**, **new AC compressor (2024)**, **new pool pump (2024)**, and a **pool resurfacing (2019)**. Throughout the home, **laminate and tile flooring** offers durability and style., **fenced yard**, and **sun-splashed patio** serene backdrop for relaxation, play, and outdoor entertaining. Sought-after community amenities, enjoy access to a **playground, tennis courts, basketball court, volleyball court, covered picnic area**, and exclusive **lake access to Lake Brantley**, complete with a sandy beach area. **Wekiva River access** Move in ready! Hurry! Won't last!
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
145 GOLF CLUB DR, LONGWOOD, FL 32779
$289,90018 Days on yellowkey MLS ID: O6407096
0 Days Off yellowkey (back on 5/24/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1700 Built: 1984 Tax: $3,719 (2024)Community: Wekiva Country Club VillasCondo
Taxes:$3,719
Remarks: Tucked away in the heart of Wekiva Golf Club, this beautifully maintained end-unit residence offers the perfect blend of comfort, charm, and tranquility within one of the area’s most peaceful and well-kept communities. From the moment you arrive, you’ll appreciate the private front courtyard entry — an inviting outdoor space perfect for morning coffee, quiet evenings, or welcoming guests. Inside, soaring vaulted ceilings and an abundance of natural light create an open, airy feel throughout the home, while the fireplace adds warmth and character to the main living space. Thoughtful upgrades include top-of-the-line windows paired with elegant plantation shutters, enhancing both style and energy efficiency. Major improvements have already been completed for peace of mind, including a brand-new roof (2024), newer A/C (2021), and fresh exterior paint completed in 2026. As an end unit, the home offers added privacy and a more spacious feel rarely found in similar properties. Surrounded by mature landscaping and nestled within a serene golf community setting, this home offers a rare opportunity to enjoy low-maintenance living in a quiet, tranquil neighborhood while still being conveniently close to shopping, dining, parks, and everything Central Florida has to offer.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Jonathan Ruiz (407-608-0086)
1837 WINGFIELD DR, LONGWOOD, FL 32779
$899,00043 Days on yellowkey MLS ID: O6398952
REDUCED by $26,000 (2.8%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2981 Built: 1982Monthly Fee: $104 Tax: $9,687 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$9,687
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Welcome to 1837 Wingfield Drive, a rare opportunity to own a private ranch-style retreat in the highly sought-after Markham Woods corridor. Perfectly situated on a sprawling 1.5-acre homesite, this property offers an exceptional blend of space, privacy, and natural beauty. The oversized backyard showcases wooded & pond water views, while the neighboring community tennis courts provide an added buffer—creating a uniquely secluded setting where you can relax and enjoy the peaceful sights and sounds of local wildlife. Inside, the home has been thoughtfully updated with modern touches and major system upgrades, including new windows throughout, a high-efficiency 18 SEER HVAC system, and a new water heater—offering both style and peace of mind. The expansive, open-concept family room flows effortlessly into an extended dining area, creating an ideal layout for entertaining and everyday living. A stunning sunroom and solarium feature bring the outdoors in, offering panoramic views of the pool area and tranquil pond beyond. The split floor plan provides both comfort and functionality. The primary suite is generously sized and privately positioned, while two additional bedrooms share a convenient Jack-and-Jill bathroom. On the opposite side of the home, a junior suite with its own full bath offers the perfect setup for guests, multigenerational living, or older children seeking additional privacy. Wood flooring runs throughout the main living spaces, enhancing the home’s warm and inviting feel. Located just minutes from top-rated schools, premier shopping, dining, and only a few blocks from the Seminole Trail, this home delivers the perfect combination of location, lifestyle, and livability. This is a rare chance to enjoy estate-style living in one of Central Florida’s most desirable areas—schedule your private showing today.
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
300 NEW WATERFORD PL #202, LONGWOOD, FL 32779
$269,90022 Days on yellowkey MLS ID: O6404367
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1176 Built: 1986 Tax: $1,203 (2025)Community: Lakeview Gardens At Wekiva Cove 1 A CondoCondo
Taxes:$1,203
Remarks: Perfect for First-Time Buyers or Those Ready to Downsize! Don’t miss this rare opportunity to own a beautifully updated condo in the highly sought-after Wekiva Cove community. Wake up every day to stunning lake views and enjoy a move-in-ready home featuring a remodeled kitchen and bathrooms, plus luxury vinyl flooring throughout. This inviting layout offers 2 spacious bedrooms and 2 full baths, designed for comfort and easy living. Enjoy added convenience with a storage unit and separate one-car garage. Step outside and take advantage of resort-style amenities, including a community pool, fishing dock, baseball field, tennis courts, and pickleball courts—something for everyone to enjoy. Even better, the HOA covers all exterior maintenance and the roof, giving you peace of mind and low-maintenance living. Opportunities like this don’t come often—schedule your showing today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Donna Krumwiede (321-363-6974)
3540 LEGACY HILLS CT, LONGWOOD, FL 32779
$4,499,0004 Days on yellowkey MLS ID: O6408704
Bed: 7 Bath: 8.5 Gar: 4 Liv Area Sq Ft: 12006 Built: 2005Monthly Fee: $885 Tax: $30,230 (2025)Community: Alaqua Lakes Ph 5BSpa: YesSingle Family
Taxes:$30,230
Remarks: A rare opportunity to own one of the most extraordinary estate residences in Alaqua Lakes. Privately positioned behind the exclusive gates of The Enclave at Alaqua Lakes on a 1.2 acre double lot, this exceptional 12,000-square-foot custom Dave Brewer estate offers unparalleled privacy, luxury, and time-honored craftsmanship throughout. A rare achievement for any builder is when their name becomes synonymous with exceptional quality, timeless design, and uncompromising integrity. In Central Florida, the Dave Brewer name on a custom residence represents exactly that distinction, and this estate is a flagship property of his vast portfolio. An astonishing 7 bedrooms(6 on the main level), and 7 full baths with 3 half baths, this residence is designed for both grand-scale entertaining and everyday living, and showcases an extensive list of high-end upgrades. Discover elegant travertine flooring, a professionally designed chef’s kitchen with double ovens, dual Sub-Zero built-in refrigerators, two dishwashers, a six-burner Dacor gas cooktop, an oversized center island with freezer drawers, and an expansive walk-in pantry/prep kitchen complete with additional refrigeration and prep space. The thoughtfully designed floor plan features a dedicated children’s wing with a private play area, an upstairs nanny or guest suite, and a luxurious owner’s retreat with a beverage center, spa-inspired bath, and extraordinary custom walk-in closets. A richly appointed executive office with dual custom workstations and adjoining storage rooms enhances the home’s functionality. Exceptional custom details continue throughout the residence, including extensive built-in cabinetry and a spectacular 1,000-gallon saltwater double-sided aquarium serving as a dramatic focal point within the family room and game room. The outdoor living experience is equally impressive, featuring a gated motor court leadng to an oversized 5 car garage, while the rear boasts a resort-style saltwater pool and spa, expansive pavered lanai and entertaining areas, custom summer kitchen, and lush professionally designed landscaping creating a truly private resort atmosphere. This is a one-of-a-kind luxury offering in one of Central Florida’s most sought-after golf and country club communities. Located just steps from the community’s exceptional amenities, residents of Alaqua Lakes enjoy access to a pavilion, 7-acre park, junior Olympic pool, Har-Tru tennis courts, beach volleyball, basketball courts, multipurpose fields, playground, and social events all within a natural gas community known for its exclusivity and lifestyle. All this and more with incredible proximity to major highways, world-class shopping, dining, attractions, and great schools. This property may be under audio/visual surveillance.
3311 HORSESHOE BEND CT, LONGWOOD, FL 32779
$1,725,000147 Days on yellowkey MLS ID: O6370391
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6259 Built: 2002Monthly Fee: $353 Tax: $19,471 (2025)Community: Alaqua Lakes Ph 3Spa: YesSingle Family
Taxes:$19,471
Elementary School: Heathrow Elementary
Remarks: One or more photo(s) has been virtually staged. Back on market after RECENT SELLER UPDATES!! Experience the pinnacle of luxury living in the guard-gated community of Alaqua Lakes, one of Longwood’s most coveted enclaves, ideally situated between Heathrow and Lake Mary, where Central Florida’s elite reside, work, and thrive. This two-story estate offers 5 bedrooms, 7 bathrooms, over 6,300 square feet, and is set on more than half an acre with exceptional privacy and curb appeal. A circular paver driveway, oversized three-car garage, and fully fenced backyard frame the home’s timeless elegance and grand scale. Meticulously maintained and extensively upgraded, recent improvements include over $28,000 in roof enhancements, three brand-new HVAC systems (2024) plus a newer fourth unit, Google Nest thermostats, whole-home surge protection and an Orbi mesh WiFi system providing strong, seamless coverage throughout. Inside, fresh designer paint, upgraded luxury vinyl flooring, and energy-efficient LED lighting enhance the home’s refined interiors. Formal living and dining rooms create an elegant setting for entertaining, while a dedicated private office offers a quiet workspace. The inviting family room features a gas fireplace and flows effortlessly into the expansive chef’s kitchen, complete with a large island, walk-in pantry, stone countertops, glass tile backsplash and updated cooking appliances—perfect for gatherings of any size. The primary suite is a true retreat, offering dual walk-in closets, private pool access, and a spa-inspired bath with soaking tub, split vanities, separate makeup area, and modern finishes. Upstairs, a private home theater provides an exceptional space for entertainment and relaxation. Step outside to a resort-style backyard oasis featuring a sparkling pool and spa, new pump and heater, stainless steel LED fixtures, refreshed pavers, and a fully equipped outdoor kitchen—all accented by custom LED lighting that automatically illuminates at dusk. A beautifully updated front fountain with a new underground reservoir adds a serene finishing touch to the home’s impressive curb appeal. Residents of Alaqua Lakes enjoy 24-hour guarded security and access to a 7-acre private park, resort-style pool, tennis courts, basketball court, playground, and more—along with proximity to top-rated Seminole County schools, championship golf, fine dining, and major highways. This move-in-ready estate seamlessly blends timeless sophistication with modern upgrades—offering exceptional indoor-outdoor Florida living in one of Central Florida’s premier luxury communities.
Listing Agent: Hussein Kermalli (914-661-9646)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900470 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,483 (2025)Community: Lake Vista At ShadowbaySpa: NoSingle Family
Taxes:$2,483
Remarks: Back on the Market! Welcome to Lake Vista at Shadowbay, a highly desirable community with NO HOA and NO restrictions! This beautifully maintained 3-bedroom, 2-bath home with a spacious 2-car garage offers 1,599 square feet of thoughtfully designed living space. Filled with natural light, the open and airy floor plan features vaulted ceilings, wood flooring and tile throughout, along with unique architectural details and built-in niches that add warmth and character. Enjoy both formal and casual living spaces, including an elegant dining room, inviting living room, and additional flexible areas that flow seamlessly together, perfect for everyday living and entertaining alike. Step outside to your oversized screened-in patio retreat, complete with vaulted ceilings, two wood ceiling fans, customizable lighting with three settings, and dual remote controls. This tranquil outdoor space overlooks a peaceful pond, wooded conservation area, and in a beautiful Lake front Community, creating the perfect setting for relaxing or hosting guests in a private natural environment. Residents enjoy access to Ski Lake Brantley and exclusive community amenities, including a private gated beach, fishing area, picnic space, boat ramp, tennis courts, basketball courts, and more. Ideally located just minutes from I-4 and top-rated Seminole County schools, with the elementary school nearby. Recent Updates Include: HVAC (2022), Updated electrical (2022), Updated plumbing (2022), Tankless water heater (2022), Roof (2013), Covered front porch (2022), Oversized screened back patio (2022), Fenced backyard with dedicated K-9 run for added privacy (2022). This exceptional property combines comfort, functionality, and an unbeatable location — a true must-see! Your Dream Lifestyle starts here. Make this home your own.
Listing Agent: Diane Melody Goglas (407-690-1959)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,00043 Days on yellowkey MLS ID: O6399384
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Remarks: Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing Agent: Gina Hutchinson (386-793-4262)
4102 CLUBSIDE DR ##4102, LONGWOOD, FL 32779
$220,000288 Days on yellowkey MLS ID: O6335868
REDUCED by $2,000 (0.9%) on 05/21/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 1984Monthly Fee: $488 Tax: $1,976 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,976
Remarks: One or more photo(s) has been virtually staged. Spacious 2-Bedroom Corner Unit in Clubside at Sabal Point – Private, Updated & Move-In Ready! Welcome to this beautifully updated first-floor corner unit condo located in the highly sought-after Clubside at Sabal Point community in Longwood! This light-filled home offers the perfect blend of privacy, comfort, and convenience. Step inside to find a spacious open floor plan with new flooring and fresh interior paint throughout. The thoughtful split-bedroom layout features two generously sized master suites, each with its own private full bathroom and large walk-in closet—ideal for roommates, guests, or multi-generational living. Enjoy the serenity of having no rear neighbors and unwind in your private screened-in back porch, perfect for morning coffee or evening relaxation. 2019 HVAC system, ensuring year-round comfort. This home is truly move-in ready! Community amenities include a sparkling pool, tennis court, fitness center, clubhouse, and ground maintenance—all designed to enhance your lifestyle without the hassle. Conveniently located close to shopping centers, restaurants, top-rated schools, and just minutes from the natural beauty of Wekiva Springs State Park. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this condo has it all. Don’t miss out—schedule your private showing today
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
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