Location: Winter Garden
Do Not Show Listings
16104 SANDHILL RD, WINTER GARDEN, FL 34787
$1,020,00028 Days on yellowkey MLS ID: O6411589
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1364 Built: 1988Monthly Fee: $3 Tax: $2,191 (2025)Community: Lake Avalon GrovesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,191
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Rare opportunity to own nearly 5 acres in the coveted Lake Avalon Rural Settlement—where horses, heritage oaks, and peaceful country living meet the convenience of Winter Garden. Escape the hustle and discover one of Winter Garden's last remaining rural neighborhoods. Set on 4.85 fully fenced acres, this picturesque property offers expansive green pastures, majestic oak and heritage trees, and the quiet, open spaces that have become increasingly difficult to find. Bring your horses, livestock, and four-legged companions. The property features a barn with tack room, two stalls with run-outs, multiple pasture areas, and plenty of room to enjoy the outdoor lifestyle Lake Avalon Rural is known for. A long driveway leads to a comfortable 3-bedroom, 2-bath home, perfectly positioned to take advantage of the property's natural beauty and peaceful surroundings. Located within the highly desirable Lake Avalon Rural Settlement, residents enjoy a unique blend of country charm and modern convenience. This close-knit community is known for its' equestrian lifestyle, small farms, wide-open spaces, and commitment to preserving the area agricultural heritage and country character. Despite its tranquil setting, you're only minutes from Historic Downtown Winter Garden, Fowler Grove, Hamlin Town Center, major highways, area attractions, shopping, dining, and top-rated schools. Whether you're dreaming of a horse property, hobby farm, or simply a private retreat beneath the shade of towering oaks, this exceptional property offers the space, freedom, and lifestyle you've been searching for. Experience the peace of country living without sacrificing the convenience of city amenities.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Cheryl Gritzer (407-222-6530)
200 SOUTHERN PECAN CIRCLE #206, WINTER GARDEN, FL 34787
$260,00022 Days on yellowkey MLS ID: O6411162
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 2005Monthly Fee: $512 Tax: $4,009 (2025)Community: Southern Pines CondoCondo
Taxes:$4,009
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Virtually Staged. Welcome to this well maintained 2-bedroom, 2-bath condominium offering 1,276 square feet of comfortable living space in a gated, resort-style community. The open-concept floor plan is perfect for everyday living and entertaining, featuring granite countertops, spacious living areas, abundant natural light throughout, and a versatile den that is ideal for a home office, reading space, or additional flex area. The community features an outstanding selection of amenities, including a serene pool and spa, fitness center, indoor basketball court, racquetball court, playground, outdoor grilling areas, and a beautifully appointed clubhouse complete with a movie room, pool table, business workspace, and a children's play area for added convenience while working out. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, and major highways, this condo offers the perfect combination of comfort, convenience, and easy access to everything the area has to offer. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo is a must-see!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Josh Owens (321-436-0110)
1008 STUCKI TER, WINTER GARDEN, FL 34787
$215,00017 Days on yellowkey MLS ID: O6414791
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 814 Built: 1987Monthly Fee: $58 Tax: $2,548 (2025)Community: Westside TownhomesTownhouse
Taxes:$2,548
Remarks: FULLY RENOVATED 2 BED / 2 BATH UNIT! This beautifully updated home features a modern kitchen and completely renovated bathrooms, offering a clean, move-in-ready feel. The split floor plan provides privacy with both bedrooms designed as en-suite retreats, positioned on *opposite ends of the unit. Enjoy low-maintenance living with tile flooring throughout the entire home. A newer sliding glass door opens to a screened-in lanai, perfect for relaxing or entertaining, with additional outdoor space just beyond the patio for added enjoyment. HOA fees $174 a quarter and NO CDD fee. Perfect for a rental property. Great location a few miles from beautiful Downtown Winter Garden with restaurants, shops, great Farmers Market and events all year long. Also not far from Fowler Groves Winter Garden outdoor mall, stores, restaurants, and business services. Buyer to verify square footage. All room measurements are approximate. Orange County Tax Collector charges a yearly Non-Ad Valorem fee of $64.75.
Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)
Listing Agent: Gabriella Philippone (407-902-4237)
4231 OAK LODGE WAY, WINTER GARDEN, FL 34787
$659,95013 Days on yellowkey MLS ID: O6416590
1 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2821 Built: 2015Monthly Fee: $188 Tax: $9,739 (2025)Community: Orchard Hills Ph 1Spa: NoSingle Family
Taxes:$9,739
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. ORCHARD HILLS HOME FOR SALE **HOA takes care of front and back lawn maintenance **4-Bedroom **3.5-Bathrooms **2-car Garage **Fresh Interior Painting **New Coach Lights **Two-Story Foyer ** As soon as you enter there is a OFFICE/Flex room with a half Bathroom for convenience and also connects to a Coffee/Cocktail Bar for enjoyment. *Open Floor Plan features: Gourmet Kitchen with a BUILT-IN Double Oven, Cooktop, Microwave and Dishwasher and a BIG Kitchen Island. *Ceramic Tile in Wet Areas *Neutral color Luxury Vinyl Plank throught *9ft CEILINGS *DOWNSTAIRS Master Suite with Space for a Seating Area *Master Suite Large Walk-In Closet *Master Bathroom has a FLOATING TUB and Separate Shower. UPSTAIRS: You will find a LOUNGE/GAME ROOM and the other 3 BEDROOMS with 2 FULL BATHROOMS. There is Laundry Room with enough space for storage and a COVERED Screened Lanai Porch overlooking the FENCED yard for Privacy. The yard is a good size for a Private Pool in the future. NO REAR NEIGHBORS **Walking Distance to COMMUNITY POOL, FITNESS, CLUBHOUSE. This home is located near TOP RATED Schools and Modern Hospital with easy commute to DisnweyWorld, Dr Phillips Restaurant Row and Shopping at Winter Garden Village and the New HAMLIN. Call for your Private Showing.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Avi Maganda (321-287-5340)
4958 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$540,00012 Days on yellowkey MLS ID: S5151791
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2023Monthly Fee: $166 Tax: $7,028 (2025)Community: Silverleaf ReserveSingle Family
Taxes:$7,028
High School: Horizon High School
Remarks: LOCATION, LOCATION, LOCATION!!! Why wait to build when you can own this like-new home right now? Welcome to your dream home in the heart of Horizon West, Florida! This charming 3-bedroom, 2.5-bath residence is the epitome of comfortable, convenient living. Situated in picturesque Winter Garden, FL, this home offers the perfect blend of modern amenities and a peaceful suburban setting, located right across from the new Hamlin elementary and middle schools. Upon entering, you are greeted by an inviting living space filled with natural light—ideal for both relaxation and entertaining. The spacious open-concept kitchen is a chef's delight, featuring quality appliances, ample quartz counter space, and a convenient pantry. The great room is perfect for family meals or hosting friends, while the downstairs half-bath adds convenience; the main level also offers generous storage space and direct kitchen-to-garage access, making unloading groceries a breeze. Upstairs, the primary suite serves as a true retreat, complete with a private bath and spacious closets. Two additional bedrooms offer flexibility for a growing family, and the loft—featuring a shared full bath—provides the perfect spot for a home office or family entertainment area. Step out onto your modern porch; Silverleaf Reserve invites you to enjoy a serene escape with community amenities such as a pool, playgrounds, and walking trails. Additionally, the nearby Hamlin area offers excellent conveniences, including parks, trails, and shopping centers—with banks, restaurants, Walmart, Publix, a movie theater, a hospital, and a gym—plus easy access to the best of Florida living: Disney theme parks. With the added benefit of being just steps away from the new Hamlin elementary and middle schools, your family will enjoy a short, safe commute to school. Don't miss the opportunity to make this Horizon West bungalow your new home sweet home—not to mention its convenient location for accessing the US-429 toll road and easy access to Highways 192, 27, and 50. Schedule a visit today and experience the charm of Florida living at its best!
Listing is courtesy of: MBT REALTY LLC (407-283-3351)
Listing Agent: Victor Barroeta (407-818-5286)
5686 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$422,00021 Days on yellowkey MLS ID: O6410760
REDUCED by $12,900 (3.0%) on 06/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1712 Built: 2019Monthly Fee: $330 Tax: $6,441 (2025)Community: Orchard Hills Ph 4Townhouse
Taxes:$6,441
Remarks: Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida’s most sought-after communities. The property is currently tenant-occupied. Current tenant is paying: $2325 per month until 2/28/27.
Listing is courtesy of: CONDO METROPOLIS, LLC (407-901-5161)
Listing Agent: Marcus Burke (407-394-4628)
14501 GROVE RESORT AVE #2223, WINTER GARDEN, FL 34787
$249,990122 Days on yellowkey MLS ID: S5144425
REDUCED by $38,000 (13.2%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2018Monthly Fee: $904 Tax: $7,508 (2025)Community: Grove Resort And Spa Condominium 2Spa: NoCondo
Taxes:$7,508
Remarks: GREAT PRICE REDUCTION: NEW PRICE $249,990.00 MOTIVATED SELLER. WELCOME TO THE GROVE RESORT & WATERPARK, A CONDO HOTEL LOCATED CLOSE TO DISNEY AND ALL THE ORLANDO ATTRACTIONS. THIS BEAUTIFUL LUXURY FULLY FURNISHED 2 BEDROOM/2 BATHROOM PALM DESIGN CONDO HAS GREAT WATER VIEWS FROM THE SCREENED BALCONY ON THE 2ND FLOOR. YOU CAN OWN A BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS PROFESSIONAL ON SITE PROPERTY MANAGEMENT SERVICES TO OWNERS AND THEIR GUESTS. THE GROVE RESORT HAS MANY AMENITIES INCLUDING: WATERPARK, LAZY RIVER, SWIMMING POOLS, WATER SLIDES, SPA, INDOOR & OUTDOOR DINING, FITNESS CENTER, LAKE AUSTIN FOR FISHING AND PADDLE BOATING, SHOPPING AND MUCH MORE.
Listing is courtesy of: SACKS REALTY GROUP, INC. (321-354-4057)
Listing Agent: Denise Sacks (321-354-4057)
15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$355,000112 Days on yellowkey MLS ID: O6386823
3 Days Off yellowkey (back on 6/22/2026)
REDUCED by $5,000 (1.4%) on 05/25/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1276 Built: 2024Monthly Fee: $200 Tax: $5,492 (2025)Community: Osprey Ranch - Phase 1Townhouse
Taxes:$5,492
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Welcome to Osprey Ranch, where modern design, LOW MAINTENANCE LIVING and an unbeatable Winter Garden location come together in this LIKE NEW ~ 2024 BUILT townhome that feels fresh, stylish and completely MOVE IN READY! With a TANKLESS WATER HEATER, thoughtful UPGRADES and one of only three units in the entire community with this unique layout, this home offers a rare opportunity in one of the area’s most desirable newer communities. Step inside to discover a light, bright, OPEN CONCEPT living, dining and kitchen designed for everyday comfort and easy entertaining. TILE FLOORS run throughout the main level, creating a clean, modern look, while large windows bring in natural light and offer pleasant green space views out front. The on-trend kitchen is the heart of the home, featuring STAINLESS STEEL APPLIANCES, abundant cabinet and counter space, pantry storage and a seamless connection to the dining area, where an upgraded light fixture adds a stylish focal point. Just off the kitchen you will find a convenient laundry room and a half bath on the main floor, making daily living effortless. Upstairs, the SPLIT BEDROOM layout provides privacy and spaciousness, with large bedrooms that feel comfortable and inviting. The PRIMARY SUITE sits at the front of the home, offering a WALK-IN CLOSET and private en-suite bath, while the second bedroom is situated at the back with access to the second full bath, ideal for guests, family or a home office. Outside, enjoy charming curb appeal with a large COVERED FRONT PORCH and a paver driveway leading to a rear-facing one-car garage with alley access, providing both convenient parking and additional storage. Life in Osprey Ranch means enjoying an AMENITY-RICH COMMUNITY with a resort-style pool, covered pavilion, tot lot, dedicated dog park and scenic hiking and biking trails – perfect for getting outside and connecting with neighbors. The location just off Avalon Road with easy access to the 429, puts you just minutes from shopping, dining, resort areas and Orlando’s world-famous theme parks. This home is zoned for TOP-RATED SCHOOLS, including Horizon High School. Whether you are looking for a full-time primary residence, a low-maintenance Florida lifestyle, or the perfect home base for Disney adventures, this modern Winter Garden townhome delivers style, comfort and convenience all in one exceptional package. Call today to schedule your tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
9014 MORGANA CT, WINTER GARDEN, FL 34787
$2,075,000169 Days on yellowkey MLS ID: O6371050
0 Days Off yellowkey (back on 6/21/2026)
REDUCED by $100,000 (4.6%) on 06/11/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4436 Built: 2022Monthly Fee: $424 Tax: $24,481 (2025)Community: Avalon CoveSpa: YesSingle Family
Taxes:$24,481
Remarks: Under contract-accepting backup offers. This is more than a house ~ Lakefront retreat designed to stop you in your tracks the moment you walk through the door! Perfectly positioned on Hickorynut Lake within the exclusive Avalon Cove, this custom Jones Homes residence was built in 2022 and is one of only 49 homes in this intimate luxury enclave. From the instant you enter, you are met with a rare “water-on-water” moment – breathtaking panoramic lake views that frame the entire living space and set the tone for everything that follows. Designed for effortless living and unforgettable entertaining, Come home and immediately dive into the lake life. Expansive sliding glass doors dissolve the line between indoors and out, opening to a resort-style backyard featuring a saltwater pool, heated spa, pool ledge loungers, integrated lighting, and a pool crawler cleaning system. Motorized lanai screens, a built-in outdoor kitchen with gas grill, and a gas fire pit creating the ultimate sunset and entertainment zone – complete with water views and space to gather - there or on your private dock! Inside, the chef’s kitchen anchors the home with an oversized island seating up to eight, custom wood vent hood, gas cooktop, designer finishes, barn door accents, and thoughtful upgrades throughout. Custom wood beams add warmth and architectural interest, while the open layout flows seamlessly to living, dining, and outdoor spaces – ideal for hosting or relaxing in style. Luxury meets intelligence with over $30,000 in smart home upgrades, including full Alarm automation, indoor and outdoor security cameras, remote access controls, Sonos audio, and Bluetooth sound zones throughout the kitchen, living room, loft, lanai, and balcony. Motorized shades on both floors provide privacy and convenience at the touch of a button. A reverse osmosis water system enhances everyday living, and the first-floor laundry adds to the home’s thoughtful functionality. Both primary suites are beautiful, a spa-inspired primary bath, and a custom walk-in closet. A dedicated gaming room offers a turnkey entertainment space – perfect for family & friends fun for all ages. Step onto the front-facing balcony in the evenings and enjoy nightly Disney fireworks, a magical reminder of how close you are to it all. The epoxy-finished three-car garage includes an additional storage bay, offering space for vehicles, toys, and lake-life essentials. Outside, low-maintenance AstroTurf landscaping keeps the focus on enjoyment, not upkeep. Just minutes from Disney theme parks, shopping, dining, and with easy access to SR-429, this home is approximately 30–40 minutes from Orlando International Airport, making it ideal as a primary residence, second home, or luxury retreat. Comfortable, elevated, and completely move-in ready – this is lakefront living done right! Call today to schedule your tour and let us welcome you home!
15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$505,00034 Days on yellowkey MLS ID: O6410108
2 Days Off yellowkey (back on 6/23/2026)
REDUCED by $5,000 (1.0%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $195 Tax: $8,019 (2025)Community: Signature Lakes Ph 3B-4 3B-5 3B-Single Family
Taxes:$8,019
Elementary School: Independence Elementary
Remarks: Under contract-accepting backup offers. Motivated seller. New paint and new flooring throughout. This home features two primary suites — one downstairs and one upstairs. Located in an area with all A-rated schools. Close to Disney World, and you can even enjoy Disney fireworks from the front yard. The home is conveniently located near Super Walmart, Winter Garden Village shopping centers, and top-rated restaurants. The Independence Community Association offers outstanding amenities, including: 2 community pools, green spaces & park areas, tennis & basketball courts, a main clubhouse with fitness & arcade, 2nd clubhouse with fitness & billiards, community boat ramp to ski-able Lake Hancock, dog park, bike & walking paths. HoA fee covers basic TV CABLE and WIFI.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Bo Zhang (407-848-8486)
8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787
$639,00027 Days on yellowkey MLS ID: O6411387
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2274 Built: 2018Monthly Fee: $252 Tax: $5,852 (2025)Community: Summerlake Pd Ph 4BSingle Family
Taxes:$5,852
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 8266 Purple Sandpiper Avenue in Winter Garden. This 4 bedroom, 3 bath home features a comfortable layout and plenty of space to fit different lifestyles. Inside you'll find an open living area that brings the kitchen, dining, and family room together making it easy to spend time with family or entertain guests. The kitchen overlooks the main living space, giving the home an open and connected feel. The home also features new flooring, newly added custom closet built-ins that provide both style and extra organization, fully paid-off solar panels for energy efficiency and long-term savings and a dedicated EV charging outlet in the garage for added convenience. With 4 bedrooms and 3 full bathrooms, this home offers flexibility for guests, a home office, or a growing household. The outdoor spaces are just as inviting. The covered front porch creates a welcoming first impression, while the screened back patio offers a great spot to enjoy morning coffee, outdoor meals, or relaxing in the shade. The community offers a wide range of amenities as well, including a pool, clubhouse, fitness center, playground, tennis court, and lake access. These features give residents convenient options for recreation, exercise, and time outdoors close to home. Located in Winter Garden, the home is set within a sought-after Central Florida area known for its growing mix of shopping, dining, parks, trails, and community conveniences. Residents enjoy access to nearby schools, local retail, major roadways, and popular destinations throughout Winter Garden and the greater Orlando area.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
1005 CHASE DR, WINTER GARDEN, FL 34787
$600,00028 Days on yellowkey MLS ID: O6411451
REDUCED by $15,000 (2.4%) on 06/18/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2319 Built: 2005Monthly Fee: $68 Tax: $7,087 (2025)Community: Island Pointe SubSingle Family
Taxes:$7,087
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Virtually Staged. This 4-bed, 2.5-bath home in Winter Garden's Golf Cart District is fully renovated and ready to go. The 2025 updates cover everything: new roof, new AC, updated electrical, updated plumbing, new tile downstairs, LVP upstairs, and a brand new kitchen with stone countertops and modern cabinetry. The second you step inside, those double-height ceilings grab your attention and the natural light does the rest. The kitchen flows right into the living space so the home feels connected and easy. Stone countertops, soft-close cabinets, a farmhouse deep sink, and real counter space that actually works. The primary suite is its own retreat. Two walk-in closets, a glass walk-in shower, and a soaking tub that makes it hard to leave. The three additional bedrooms are spacious and flexible for whatever you need. Outside you get a 3-car garage, a corner lot, and a quiet cul-de-sac in the Island Pointe community. HOA is only $68/month. Hop on your golf cart and you are minutes from Plant Street, the Saturday farmers market, the West Orange Trail, and some of the best restaurants and coffee in downtown Winter Garden. Dillard Street Elementary school zone.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Elizabeth Lofholm (906-221-4905)
15149 CANOE PL, WINTER GARDEN, FL 34787
$798,89123 Days on yellowkey MLS ID: O6412776
REDUCED by $1 (0.0%) on 06/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3081 Built: 2019Monthly Fee: $385 Tax: $9,388 (2025)Community: Lakeshore Preserve Ph 2Single Family
Taxes:$9,388
Remarks: Imagine coming home to space, style, and ease—where every detail is already done. This move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. in one of Horizon West’s most desirable communities. From the Tuscan-inspired curb appeal and welcoming front porch to the bright, open living spaces, this home was designed for comfort, flexibility, and effortless entertaining. The chef’s kitchen features a large island and flows seamlessly into the family room and covered lanai. With two primary suites, including one on the main level, the floor plan is ideal for guests, multigenerational living, or a private owner’s retreat. The oversized backyard offers room to create your dream outdoor oasis, including space for a future pool. Enjoy resort-style amenities with lawn care included, a clubhouse, fitness center, parks, playgrounds, and a lakeside pool overlooking Panther Lake. Located minutes from top-rated schools, Hamlin Town Center, Disney, and everything Horizon West has to offer. Luxury without waiting. Space without compromise. This is where your next chapter begins.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: William Grim, Iii (407-314-9784)
1019 PORTMOOR WAY, WINTER GARDEN, FL 34787
$595,00014 Days on yellowkey MLS ID: O6414940
0 Days Off yellowkey (back on 6/17/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2401 Built: 2001Monthly Fee: $243 Tax: $646 (2025)Community: Stoneybrook West Unit 1Spa: NoSingle Family
Taxes:$646
Elementary School: Whispering Oak Elem
Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating separation between the main living areas and private spaces. Inside, the home offers a functional floorplan with room for relaxing, dining, and entertaining. The primary suite features upgraded walk-in closet space and French doors added in 2022, while the guest half bath was fully upgraded in 2022. Additional improvements include a new garbage disposal in 2024, new upstairs windows installed in 2020 by the previous owner, a new boiler in 2025, and a new HVAC system in 2026. Outdoor living is a standout feature, with a covered patio overlooking the screened in-ground pool. The pool was installed in 2020 by the previous owner, with a new pool pump added in 2024 and a new motor in 2026. The balcony adds another outdoor space to enjoy fresh air, while the covered patio and screened pool area provide a comfortable setting for lounging, dining, and entertaining. The exterior has also been thoughtfully maintained, with the home sealed and painted in 2026, new landscaping completed in 2026, and a roof installed in 2018 by the previous owner. These updates add to the home’s overall appeal and help support a move-in-ready feel. The community offers a strong amenity package, including a pool, park, clubhouse, fitness center, and restaurant, giving residents convenient options for recreation, gathering, dining, and everyday enjoyment close to home. Located in Winter Garden, the home is set in one of Central Florida’s most desirable areas, known for shopping, dining, parks, trails, community events, and access to major roadways. The location provides convenient connections to Horizon West, Hamlin, Windermere, Walt Disney World, and the greater Orlando area while maintaining a residential neighborhood setting. Be sure to ask about the assumable VA loan opportunity with a low interest rate, offering potential savings and added value for qualified buyers.
14038 JOMATT LOOP, WINTER GARDEN, FL 34787
$1,059,00080 Days on yellowkey MLS ID: O6394977
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4105 Built: 2018Monthly Fee: $70 Tax: $7,306 (2025)Community: Cypress ReserveSpa: NoSingle Family
Taxes:$7,306
Elementary School: Sunrise Elem
Remarks: One or more photo(s) has been virtually staged. POOL HOME | PRIMARY SUITE ON MAIN FLOOR | PRIVATE OFFICE | THEATER ROOM | LOFT | 3-CAR GARAGE Welcome to this exceptional pool home in Cypress Reserve, offering over 4,100 square feet of thoughtfully designed living space with 4 bedrooms, 3.5 bathrooms, a private office, spacious loft, dedicated theater room, and a 3-car garage. Combining luxury, flexibility, and everyday comfort, this beautifully maintained residence delivers the lifestyle today's buyers are searching for. From the moment you step inside, soaring 20-foot ceilings, dramatic windows, and abundant natural light create an impressive first impression. A grand staircase and second-story balcony overlook the main living area, adding architectural elegance and an open, airy feel throughout the home. Just off the entry, formal living and dining spaces provide the perfect setting for entertaining, while the private office with French doors offers an ideal work-from-home setup. At the heart of the home is a beautifully appointed gourmet kitchen designed for gathering and entertaining. Features include a gas cooktop, built-in convection oven and microwave, pot filler, designer backsplash, oversized center island, and extensive cabinetry for exceptional storage. The kitchen seamlessly opens to the family room and overlooks the backyard oasis beyond. The first-floor primary suite is a true retreat, featuring tray ceilings, a spacious sitting area perfect for a home gym, reading nook, or secondary office, and a custom oversized walk-in closet. The luxurious primary bath offers dual vanities, a soaking tub, abundant cabinetry, and a large walk-in shower complete with a rain shower head. Upstairs, you'll find an expansive loft, a dedicated media/theater room, and three additional bedrooms. A Jack-and-Jill bedroom layout with walk-in closets provides both privacy and functionality, while the flexible floor plan offers the potential to convert the loft or theater room into a fifth bedroom if desired. Step outside and discover your own private backyard retreat. The screened, heated saltwater pool features a sun shelf and is surrounded by an expansive paver patio, creating the perfect setting for entertaining, weekend gatherings, or relaxing Florida evenings. With HOA green space behind the property, you'll enjoy enhanced privacy and a more open backyard view. Additional upgrades include 8-foot doors throughout, high ceilings, a tankless water heater, oversized under-stair storage, a spacious laundry room with utility sink and storage cabinetry, and beautiful low-maintenance landscaping. Located within walking distance of highly rated SunRidge Elementary and Middle School, this home offers easy access to downtown Winter Garden, Winter Garden Village, SR-429, Florida's Turnpike, I-4, Downtown Orlando, Orlando International Airport, and Walt Disney World. Outdoor enthusiasts will appreciate the nearby West Orange Trail and Tucker Ranch Recreation & Nature Complex with hundreds of acres of trails, parks, and recreational opportunities. Residents of Cypress Reserve enjoy a community pool, playground, and low HOA fees. If you've been searching for a spacious, move-in-ready pool home with a first-floor primary suite, office, theater room, loft, and 3-car garage, this exceptional home checks every box. Schedule your private showing today.
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
7279 DUXBURY LN, WINTER GARDEN, FL 34787
$438,10033 Days on yellowkey MLS ID: O6405682
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1895 Built: 2016Monthly Fee: $396 Tax: $6,463 (2025)Community: Lakeview Pointe At Horizon WestTownhouse
Taxes:$6,463
Remarks: Welcome to this beautifully maintained END-UNIT townhome in Lakeview Pointe, one of Horizon West's most desirable communities. Offering 3 bedrooms, 2.5 bathrooms, a spacious BONUS ROOM, abundant natural light, and a prime location just minutes from Hamlin Town Center, Walt Disney World, and Highway 429, this MOVE-IN READY home delivers the perfect blend of comfort, convenience, and lifestyle. Built in 2016, this thoughtfully designed townhome features an open-concept floor plan with additional windows exclusive to its end-unit location, creating bright and inviting living spaces throughout. From the moment you enter, you'll notice upgraded touches including stacked stone accents, extended tile flooring, and stylish finishes that add warmth and character. At the heart of the home, the kitchen offers 42-inch cabinetry, granite countertops, stainless steel appliances, a designer backsplash, and a large center island perfect for gathering with family and friends. The kitchen flows seamlessly into the dining and family room areas, creating an ideal space for both everyday living and entertaining. The first floor also includes a full laundry room, walk-in storage closet, and convenient half bath for guests. Upstairs, the spacious Owner's Suite serves as a relaxing retreat featuring a large walk-in closet and an en-suite bathroom with dual vanities, walk-in shower, and private water closet. Two additional bedrooms and a full bathroom are located on the opposite side of the home, providing privacy and flexibility for family or guests. The third-floor BONUS ROOM is one of the home's standout features and offers endless possibilities. Whether you're looking for a home office, media room, game room, fitness space, playroom, or potential 4TH BEDROOM, this flexible space adapts to your needs. Step outside to enjoy your private paved courtyard patio, perfect for grilling, relaxing, or entertaining. A covered breezeway connects the home to the detached garage, providing convenient sheltered access year-round. Enjoy your morning coffee on the welcoming front porch or spend evenings at the community dock on Lake Huckleberry, where residents gather to watch breathtaking sunsets and Disney's nightly fireworks. The HOA includes lawn maintenance, allowing for low-maintenance living. Residents of Lakeview Pointe enjoy resort-style amenities including a community pool, fitness center, splash pad, playground, lakefront dock, fireworks viewing area, and park. Located near Hamlin Town Center, The Mark at Horizon West, Orange County National Golf Center, Publix, Starbucks, restaurants, shopping, entertainment, and top-rated schools, this home offers an exceptional opportunity to enjoy everything Horizon West has to offer. If you've been searching for a bright, spacious END-UNIT townhome with a BONUS ROOM and resort-style amenities in one of Central Florida's fastest-growing communities, this is the one. Schedule your private showing today.
9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
$525,00061 Days on yellowkey MLS ID: O6400695
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2079 Built: 2017Monthly Fee: $164 Tax: $4,974 (2025)Community: WatermarkSingle Family
Taxes:$4,974
Elementary School: Panther Lake Elementary
Remarks: Located in Watermark, one of Horizon West's most sought-after resort-style communities, this TURN-KEY, ENERGY-EFFICIENT home offers the perfect blend of modern upgrades, flexible living space, and an unbeatable location just minutes from Hamlin Town Center, Walt Disney World, top-rated schools, shopping, dining, and major highways. Offered for the first time by the original owner, this beautifully maintained 3-bedroom, 2.5-bath home with a spacious LOFT offers over 2,000 square feet of thoughtfully designed living space. Need a fourth bedroom? The oversized loft can easily be converted into a 4TH BEDROOM, home office, media room, or play space to fit your lifestyle. The bright, open-concept floor plan is designed for both everyday living and entertaining. At the center of the home, the gourmet kitchen features DOUBLE OVENS, a cooktop, designer backsplash, under-cabinet lighting, abundant cabinetry, and an oversized island that seamlessly connects to the dining and living areas. Designer upgrades throughout include wood flooring in the main living areas, oak tread stairs with wood spindles, upgraded baseboards, eight-foot first-floor doors, and double French doors leading to the covered lanai for effortless indoor-outdoor living. The spacious primary suite is a private retreat featuring a tray ceiling, TWO WALK-IN CLOSETS, and a spa-inspired bath with dual vanities, an extended countertop, walk-in shower with dual shower heads, linen closet, and private water closet. Two additional bedrooms also feature walk-in closets, providing excellent storage and flexibility. Additional highlights include SPRAY FOAM INSULATION, DOUBLE-PANE WINDOWS, and a 9-PANEL SOLAR SYSTEM designed to help reduce monthly utility costs. Watermark residents enjoy RESORT-STYLE AMENITIES including two community pools, splash pad with water slides, fitness center, clubhouse, tennis and basketball courts, food truck nights, community events, and a rooftop observation deck with breathtaking views of Disney's nightly fireworks. With everyday conveniences, restaurants, Starbucks, parks, and trails just minutes away, this MOVE-IN READY home offers the lifestyle buyers are searching for in the heart of Horizon West. Furniture is negotiable. Schedule your private showing today.
15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787
$1,093,000140 Days on yellowkey MLS ID: O6379346
REDUCED by $12,000 (1.1%) on 06/08/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3886 Built: 2018Monthly Fee: $360 Tax: $9,571 (2024)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$9,571
Tax Year: 2024
Remarks: WELCOME TO A TRULY EXCEPTIONAL HOME in the highly sought-after community of Lakeshore Preserve in Winter Garden, where luxury, comfort, and lifestyle come together seamlessly. This beautifully upgraded Toll Brothers Madeira floor plan offers 5 bedrooms, 4.5 bathrooms, and a 3-car tandem garage, and feels practically brand new, having been gently lived in by only a couple. This home features a private lot and a tranquil backyard, offering the peace and privacy many buyers desire while still enjoying all the benefits and conveniences of a vibrant community. From the moment you enter, the barrel ceiling foyer and soaring 10-foot ceilings create a grand yet inviting first impression. Natural light fills the open layout, drawing you into the heart of the home, a stunning gourmet kitchen designed for both everyday living and entertaining. Enjoy upgraded cabinetry, designer hardware and faucets, pull-out drawers, a wood plank backsplash accent wall, a spacious center island with breakfast bar, and a butler’s pantry for added functionality and elegance. The kitchen flows seamlessly into the family room, highlighted by a tray ceiling and pocket sliders that open to your private outdoor oasis. The extended screened lanai overlooks a gorgeous custom pool featuring a waterfall, LED illumination, and fully automated smart controls accessible from your phone, true resort-style living at home. The patio is pre-plumbed for an outdoor kitchen with water hookups, and the outdoor space is elevated with Shell Beach Tumbled Versailles Pattern pavers, a fully fenced yard, landscape lighting, a retaining wall, and an additional 10x10 paver patio for even more entertaining space. Downstairs, guests will appreciate a private bedroom and full bath, plus an additional half bath for convenience. Home theater speakers are pre-wired on both the first and second floors, adding built-in entertainment value. Upstairs, a spacious loft anchors the remaining bedrooms, creating the perfect second living area. The owner’s suite is a true retreat featuring dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a custom built-in closet. Additional bedrooms include a Jack-and-Jill setup, a private en-suite, and a flexible room ideal for an office, gym, or craft space. Laundry is conveniently located upstairs. Bonus Magic: Enjoy nightly views of the Magic Kingdom fireworks right from your home. Families will appreciate the proximity to highly rated, A-rated schools, providing excellent educational opportunities just minutes away. Living in Lakeshore Preserve means access to resort-style amenities including a lakefront clubhouse, pool, fitness center, playgrounds, dog park, sand volleyball, canoeing, and community events: all in the heart of the Hamlin area, close to top shopping, dining, major highways, and everyday conveniences. This isn’t just a home: it’s a lifestyle!
Listing Agent: Deep Mehta, Pa (407-702-7029)
5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787
$530,00085 Days on yellowkey MLS ID: O6395452
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $10,000 (1.9%) on 06/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2524 Built: 2016Monthly Fee: $195 Tax: $9,031 (2025)Community: Signature LakesSingle Family
Taxes:$9,031
Remarks: Under contract-accepting backup offers. Welcome to this sophisticated, modern and spacious, elegant two-story home in the beautiful neighborhood of Independence in the Horizon West area. Across the pond, this 2,524-square-foot home offers an open concept living space. As you enter through the front door, you are greeted with gorgeous tile floors. The kitchen features beautiful modern espresso cabinetry, a large pantry, stainless steel appliances, and an oversized island overlooking the family room and dining area. This open floor plan provides a great space for entertaining and includes dual primary bedrooms on the main and second levels. The expansive primary suite features a walk-in closet, separate sinks with beautiful cabinetry, a soaking tub and a luxurious walk-in shower. Other features completing this exquisite home include three bedrooms and an upstairs loft on the second level, plus a two-car garage. Capturing some of the best living in Florida, the Independence neighborhood provides a resort-style swimming pool, walking trails, basketball courts, tennis courts, fitness center and a private community boat ramp. Conveniently minutes from Disney World, Orange County National Golf Course, restaurants, shopping, hospitals and zoned for top-rated schools. Schedule your private showing and start enjoying the Florida lifestyle!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Llin Lu, Pa (954-907-3868)
16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$668,00027 Days on yellowkey MLS ID: O6411737
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2930 Built: 2024Monthly Fee: $22,874 Tax: $9,784 (2025)Community: Harvest/OvationSingle Family
Taxes:$9,784
Remarks: Discover exceptional comfort, versatility, and privacy in this beautiful home located in the highly sought-after Harvest at Ovation community in Winter Garden. Situated on a premium homesite backing to a scenic conservation area with no direct rear neighbors, this residence offers peaceful natural views and added privacy. Inside, a bright open-concept floor plan features soaring ceilings, abundant natural light, and thoughtfully designed living spaces. The main level includes a private guest bedroom and full bathroom, while the spacious living area flows seamlessly into the well-appointed kitchen featuring quartz countertops, custom cabinetry, stainless steel appliances, and a large center island. Upstairs, the primary suite provides a relaxing retreat with a spacious walk-in closet and well-appointed en-suite bathroom, along with additional bedrooms, a full bathroom, and a conveniently located laundry room. One of the home's most distinctive features is the private suite above the detached garage, complete with its own separate entrance and full bathroom, offering exceptional flexibility for guests, a home office, media room, fitness area, or other lifestyle needs. This versatile space may also present potential income-producing opportunities, subject to buyer verification of all applicable regulations and restrictions. Enjoy outdoor living on the covered lanai overlooking the conservation area. Residents of Harvest at Ovation enjoy access to resort-style amenities including a community pool, clubhouse, fitness center, playgrounds, walking trails, dog park, and beautifully maintained common areas. Conveniently located near Horizon West, Hamlin Town Center, shopping, dining, entertainment, major roadways, and area attractions, this home offers an outstanding combination of location, functionality, and lifestyle. Schedule your private showing today and discover all the exceptional features that make this property truly special.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
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