Location: Winter Garden , 34787
Do Not Show Listings
15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787
$340,00090 Days on yellowkey MLS ID: O6401625
REDUCED by $4,900 (1.4%) on 07/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1699 Built: 2008Monthly Fee: $285 Tax: $4,779 (2025)Community: Tucker OaksCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,779
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Wow! Winter Garden Corner unit located in the gated community of Tucker Oaks in sought-after Winter Garden, this beautifully upgraded condo-townhome style offers a bright open-concept layout along with 3 bedrooms and 2.5 bathrooms. This stunning home offers the perfect blend of modern upgrades and serene privacy. As one of the few units backing directly onto a lush conservation lot, you’ll enjoy peaceful, wooded views and extra natural light that only a corner position can provide. Relax on your back patio with no rear neighbors and a private forest backdrop. The community offers a pool, walking paths, basketball courts, BBQ area, playground, not to mention, minutes from the West Orange Trail and downtown Winter Garden’s charm. You deserve this home.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Ali Mazahaem Flores (407-485-4177)
12033 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$749,99027 Days on yellowkey MLS ID: O6418908
REDUCED by $30,000 (3.8%) on 07/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $169 Tax: $2,512 (2025)Community: Encore At OvationSpa: NoSingle Family
Taxes:$2,512
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Welcome to 12033 Encore At Ovation Way in Winter Garden, Florida! This new construction home built by M/I Homes offers 2,740 square foot of thoughtfully designed living space with 4 bedrooms and 3 full bathrooms. The functional floorplan offers versatility for a variety of lifestyles while maintaining a cohesive flow throughout the home. The home's design balances aesthetic appeal with practical functionality, creating spaces that are both beautiful and livable. This beautiful two-story home features an open-concept living space perfect for entertaining and family gatherings, a first-floor bedroom, a versatile loft space, a wrap-around front porch, an extended covered lanai, and a 2-car garage. Located upstairs off the loft, your owner's bedroom provides convenience and privacy with its en-suite bathroom and large walk-in closet. Experience the comfort and style of new construction without the wait. This move-in ready home offers the perfect opportunity to start fresh in a brand new space that hasn't been lived in before. Schedule a viewing today to experience firsthand what makes this Winter Garden home special!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
9561 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787
$729,0005 Days on yellowkey MLS ID: O6426027
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3267 Built: 2018Monthly Fee: $255 Tax: $6,570 (2025)Community: Waterleigh Ph 2BSingle Family
Taxes:$6,570
Elementary School: Atwater Bay Elementary
Remarks: Designed for comfortable everyday living and easy gatherings, this inviting Waterleigh home pairs a flexible two-story layout with fresh interior finishes and thoughtfully connected living spaces. Brand-new interior paint creates a bright, polished backdrop throughout, while decorative wainscoting and chair rail added in 2021 bring character to the main living areas. Just off the foyer, a versatile flex room can serve as a home office, formal dining room, playroom, hobby space, or additional sitting area based on your needs. Wood-look tile extends across the first floor, where wide archways create an easy flow between the kitchen, casual dining area, and family room. The kitchen is anchored by a large island with seating and features white cabinetry, stainless steel appliances, a blue glass-tile backsplash, generous counter space, a walk-in pantry, and a cabinet-lined serving area. The refrigerator was replaced in July 2024, and the microwave was replaced in November 2023. The first-floor primary suite offers a comfortable retreat with a tray ceiling, multiple windows, and an en suite bath featuring dual vanities, a soaking tub, separate shower, and an exceptionally large walk-in closet. Upstairs, one secondary bedroom includes its own full bath, while two additional bedrooms share another full bathroom with dual sinks. The oversized loft provides adaptable space for media, recreation, work, or hobbies. A dedicated laundry room, powder bath, built-in drop zone cabinetry, and attached two-car garage add everyday convenience. Wi-Fi-enabled features include the refrigerator, washer, dryer, microwave, thermostat, garage door openers, Ring device, and two smoke detectors. The exterior was painted in August 2025, and the covered front porch, covered rear lanai, and grassy backyard provide additional space to relax outdoors. Waterleigh residents have access to amenities throughout every phase of the community, including four resort-style pools, three fitness centers, tennis courts, sand volleyball, mini-golf, multiple playgrounds, pavilions, and walking paths. Lawn maintenance is included with the HOA, allowing more time to enjoy the neighborhood and its convenient Horizon West location near SR-429, shopping, dining, and Central Florida attractions.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Christopher Bessette (407-292-5400)
1005 CHASE DR, WINTER GARDEN, FL 34787
$599,99955 Days on yellowkey MLS ID: O6411451
REDUCED by $1 (0.0%) on 07/09/2026
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: One or more photo(s) has been virtually staged. This is the one in Winter Garden's Golf Cart District. SELLER BONUS: from now until July 31st, the seller will credit up to $5,000 toward a privacy fence on any full-price contract. A fully renovated 4-bed, 2.5-bath home on a corner lot in the golf cart community of Island Pointe, and it is move-in ready. 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. Double-height ceilings and natural light greet you at the entry, and the kitchen flows right into the living space so the home feels open and connected. The kitchen has stone countertops, soft-close cabinets, a farmhouse deep sink, and real counter space that works for everyday life. The primary suite is its own retreat, with two walk-in closets, a glass walk-in shower, and a soaking tub. Three additional bedrooms give you room to grow. Outside you get a 3-car garage, a corner lot, and a quiet cul-de-sac, all inside the Island Pointe golf cart community. HOA runs $68 a 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.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Elizabeth Lofholm (906-221-4905)
1300 EASTERN PECAN PL #208, WINTER GARDEN, FL 34787
$287,00026 Days on yellowkey MLS ID: O6420493
REDUCED by $8,000 (2.7%) on 07/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1453 Built: 2005 Tax: $3,625 (2024)Community: Southern Pines CondoCondo
Taxes:$3,625
Tax Year: 2024
Remarks: Beautiful 3-bedroom, 2-bath condominium located in the highly desirable gated community of Southern Pines in Winter Garden. This spacious unit offers 1,453 square feet of living space with an open floor plan, abundant natural light, and a comfortable layout perfect for both homeowners and investors. Residents enjoy resort-style amenities including a community pool, heated spa, fully equipped fitness center, indoor basketball court, tennis and racquetball courts, sand volleyball court, movie theater, game room, business center, and playground. The community is conveniently located near major highways, shopping, dining, entertainment, and historic downtown Winter Garden. Experience maintenance-free living in one of Central Florida's most sought-after communities. Schedule your private showing today.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Paloma Eduar Andrade Froldi (407-360-5466)
17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$620,00023 Days on yellowkey MLS ID: G5114379
REDUCED by $10,000 (1.6%) on 07/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2692 Built: 2017Monthly Fee: $215Community: Waterside/Johns Lake Ph 2ASingle Family
Taxes:$0
Elementary School: Hamlin Elementary
High School: West Orange High
Middle School: Hamlin Middle
Remarks: Motivated Seller! Don't miss your opportunity with this Winter Garden home - offering elegance, convenience and affordability. Situated inside the desirable Waterside community, you will find this beautifully designed residence, blending timeless sophistication with modern comfort, offering an open floor plan, designer finishes, and exceptional indoor-outdoor living. From the moment you arrive, the charming covered front porch, mature landscaping, and inviting curb appeal set the tone. Inside, you're greeted by wide-plank luxury vinyl flooring, soaring ceilings, crown molding, and sun-filled living spaces designed for both everyday living and effortless entertaining. The gourmet kitchen is a true showpiece featuring granite countertops, an oversized center island with seating, farmhouse sink, shaker cabinetry, stainless steel appliances, gas cooktop, double ovens, subway tile backsplash, a custom, handmade hood and designer pendant lighting. Flowing seamlessly into the spacious dining area and family room, this home is ideal for gathering with family and friends. Large sliding glass doors open to an expansive covered lanai with a stunning wood-finished ceiling, creating the perfect space to dine outdoors or just relax. The fully fenced backyard provides privacy, while maintaining a low-maintenance lifestyle. As you journey to the second level, you are greeting by a spacious loft, creating a retreat for unwinding and more closet space. Two large, additional bedrooms and a full bathroom are set off from the primary suite. Escape to your luxurious primary suite, offering a spacious walk-in closet and a beautifully upgraded spa-inspired bath, complete with a custom dual-sink vanity with quartz countertops, elegant gold fixtures, an oversized walk-in shower, and designer tile extending to the ceiling. Additional highlights include double-pane windows, custom window treatments, upgraded light fixtures, abundant storage, an oversized laundry room and pantry and thoughtful designer touches throughout. Residents enjoy outstanding resort-style amenities including a lakeside community pool, clubhouse, fitness center, playground, unfenced dog park and community dock. Ideally located in the heart of Winter Garden, this exceptional home is just minutes from shopping, dining, entertainment, theme parks, major highways, and top-rated schools. This isn't just a home; it's a lifestyle. Book your showing today!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)
Listing Agent: Wendy Moore (678-575-5596)
304 ERON WAY #2, WINTER GARDEN, FL 34787
$175,90030 Days on yellowkey MLS ID: O6419000
REDUCED by $2,000 (1.1%) on 07/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1984Monthly Fee: $450 Tax: $2,151 (2025)Community: Townhomes Winter GardenCondo
Taxes:$2,151
Remarks: Priced to sell!! Gorgeous 2 bedrooms-2 bathrooms Corner property condominium in Winter Garden. Open floorplan with a living/dining room combo. Nice size eat in kitchen with kitchen counters for additional seating. All appliances included Refrigerator, stove, dishwater, microwave, washer and dryer. Primary bedroom features private full bathroom 2 assigned parking spots, community swimming pool, exterior maintenance and landscaping are included in the monthly HOA fee. Close to Highway 50, parks, shopping, public transportation and much more.
Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)
Listing Agent: Asif Kassim (321-256-0500)
14252 CREEKBED CIR, WINTER GARDEN, FL 34787
$779,90042 Days on yellowkey MLS ID: O6408908
REDUCED by $10,000 (1.3%) on 07/21/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3572 Built: 2014Monthly Fee: $180Community: Bradford CreekSingle Family
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round. This expansive 4-bedroom, 3.5-bath residence offers plenty of room for everyone with a versatile floor plan designed for modern living. The oversized bonus room provides endless possibilities and can be used as a home office, game room, media room, playroom, fitness area, or additional living space to fit your needs. The spacious layout features generous living and dining areas, creating the perfect setting for entertaining guests or enjoying everyday life. The large kitchen with a center island for entertaining and an abundance of cabinets for all of your cooking needs. The private owner's suite offers a relaxing retreat, while the additional bedrooms provide comfort and flexibility for family and visitors. With abundant living space, a desirable location, and easy access to everything Winter Garden has to offer, this home combines convenience, functionality, and lifestyle in one exceptional package. Near Winter Garden Village, Disney and Advent Health in Winter Garden with easy access to 429/408 and the Turnpike. Don't miss the opportunity to make this your next home. Garage equipped with Tesla Charger, Upstairs HVAC replaced 8/2025, Downstairs HVAC replaced 1/2026, Dishwasher replaced 12/2024, Luxury Vinyl Plank flooring installed 12/2025 and new interior paint 5/2026.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,225,000114 Days on yellowkey MLS ID: O6394059
REDUCED by $34,000 (2.7%) on 06/17/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $298 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$17,895
Elementary School: Lake Whitney Elem
Remarks: Discover luxury living in the gated community of Canopy Oaks, where this exceptional A.R. Bailey Homes Delray floor plan combines timeless design, modern comfort, and an ideal Winter Garden location. Situated within an intimate enclave of only 49 homesites, this meticulously maintained residence offers flexible multigenerational living, expansive entertaining spaces, and seamless indoor-outdoor Florida living just minutes from Historic Downtown Winter Garden, Winter Garden Village, top-rated schools, dining, shopping, recreation, and major roadways. A paver driveway, concrete tile roof, stone-accented exterior, wood-look garage doors, and grand solid wood double-entry doors create a striking first impression. Inside, thoughtfully designed living spaces feature architectural ceilings, abundant natural light, elegant finishes, and an open-concept layout designed for both everyday living and entertaining. At the heart of the home, the chef's kitchen showcases a natural gas cooktop with exterior vent, built-in wall oven, upgraded appliances, pot filler, oversized island, 42-inch cabinetry with crown molding, under-cabinet lighting, tile backsplash, and a spacious walk-in pantry overlooking the coffered-ceiling great room. A gated wine cellar provides a distinctive entertaining feature rarely found in this price range. The first-floor primary suite offers a private retreat with dual granite vanities, a soaking tub, oversized walk-in shower with dual shower heads and bench seating, and a custom walk-in closet. A separate first-floor en-suite bedroom offers flexibility for guests, extended family, or a private home office. Upstairs, a second primary suite is complemented by two additional en-suite bedrooms, a spacious loft, guest powder bath, and covered balcony, creating exceptional privacy and versatility for family and guests alike. Designed to embrace Florida's outdoor lifestyle, dramatic corner-opening glass doors and expansive stacking sliders connect the interior to the covered lanai, complete with a motorized retractable screen for year-round enjoyment. The oversized backyard, enclosed by a stucco privacy wall, provides ample space for a custom pool, outdoor kitchen, or personalized outdoor living area. Additional highlights include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, a mudroom, reading nook, and generous storage throughout. Canopy Oaks residents enjoy nature trails, a community playground, and convenient access to the Roper YMCA, Orlando Health, Historic Downtown Winter Garden, Winter Garden Village, the Florida Turnpike, SR 429, SR 408, and Interstate 4. Offering five en-suite bedrooms, dual primary suites, luxury finishes, and an exceptional Winter Garden location, this beautifully maintained residence presents an outstanding opportunity to enjoy refined Central Florida living. Also available for lease (MLS #O6416527).
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$996,975102 Days on yellowkey MLS ID: O6397262
REDUCED by $25 (0.0%) on 05/28/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2346 Built: 1984Monthly Fee: $71 Tax: $10,303 (2025)Community: Country LakesSingle Family
Taxes:$10,303
Remarks: Virtually Staged. Rarely does a property offer over an acre of land in the heart of Winter Garden. Tucked away in an intimate lake-access community, this beautifully refreshed pool home combines privacy, mature trees, and an unbeatable location just minutes from everything Central Florida has to offer. Set on a beautifully landscaped 1.1-acre lot with no rear neighbors, this stunning residence offers a rare opportunity to enjoy space, serenity, and flexibility in one of Winter Garden's most desirable locations. Designed for both everyday living and effortless entertaining, the home features fresh interior paint, new luxury vinyl plank flooring throughout the main living areas and bedrooms, a newer roof, new water heater, oven, range, custom woodwork, and a beautiful wood-burning brick fireplace that anchors the living space. The expansive covered lanai, refinished screened-in pool with a new pump, and spa create a true indoor-outdoor lifestyle, with multiple access points from the home and a kitchen pass-through window that opens directly to the entertaining area. Privately situated on the opposite side of the main 3 bedrooms, the light-filled bonus room features two closets, French doors, its own exterior entrance, and tranquil views of the mature landscaping. Paired with the adjacent full bath, it offers exceptional flexibility as a potential 4th bedroom, private guest suite, in-law suite, home office, or creative space. The 3rd full bath also serves as a convenient pool bath with direct outdoor access to the lanai. Outside, enjoy beautifully maintained gardens, mature trees, a fully fenced backyard, abundant outdoor living space, and a large detached storage building with electricity. Residents also enjoy private access to Black Lake and Lake Tilden, complete with a boat ramp, tennis court, pavilion, and the peaceful charm of one of Winter Garden's hidden-gem communities. Just minutes from Winter Garden Village, historic Downtown Winter Garden, major highways, area hospitals, and world-famous attractions including Disney World, Universal Orlando, and SeaWorld, this property delivers a combination of land, location, and lifestyle that is rare to find.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erin Rison (407-844-8168)
721 S WOODLAND ST, WINTER GARDEN, FL 34787
$450,00026 Days on yellowkey MLS ID: O6419636
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1034 Built: 1955 Tax: $508 (2025)Community: Borders & Woosley SubSingle Family
Taxes:$508
Remarks: Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.
455 WESTPOINT GARDEN CIR, WINTER GARDEN, FL 34787
$330,00012 Days on yellowkey MLS ID: O6423147
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1588 Built: 2006Monthly Fee: $123 Tax: $4,229 (2025)Community: Westpoint TownhomesTownhouse
Taxes:$4,229
Remarks: Beautiful End-Unit Townhome in the Heart of Winter Garden! Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom end-unit townhome, offering the perfect combination of comfort, functionality, and location. The open-concept layout creates a bright and inviting living space, while the kitchen features solid wood cabinetry, a spacious countertop, and a full appliance package, making meal preparation and entertaining effortless. Upstairs, you'll find three generously sized bedrooms, including a comfortable primary suite with a private full bathroom, plus an additional full bath to serve the remaining bedrooms. A convenient half bath is located on the first floor for guests. This home also includes an attached one-car garage and a large screened-in rear lanai, perfect for enjoying Florida's outdoor lifestyle year-round. As shown in the photo, the covered and screened patio provides an ideal space for relaxing, dining outdoors, or entertaining while overlooking the backyard. Located in the Westpoint Townhomes community, the HOA helps maintain the neighborhood and offers a low-maintenance lifestyle. The property is just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village at Fowler Groves, Publix, ALDI, restaurants, shopping, medical facilities, and provides easy access to SR-429, Florida's Turnpike, and Highway 50, making commuting throughout Central Florida convenient. The home is also zoned for Tildenville Elementary, Lakeview Middle, and West Orange High Schoo
Listing Agent: Elisa Seixas, Pa (321-663-0519)
8289 TOPSAIL PL, WINTER GARDEN, FL 34787
$890,00049 Days on yellowkey MLS ID: S5151179
2 Days Off yellowkey (back on 7/21/2026)
REDUCED by $30,000 (3.3%) on 06/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2755 Built: 2020Monthly Fee: $350 Tax: $11,564 (2024)Community: Lakeshore Preserve Ph 5Spa: NoSingle Family
Taxes:$11,564
Remarks: Stunning home 4 bedrooms all suites, located in the Lakeshore community. This beautiful residence offers a perfect blend of modern elegance and comfort. House just has been used from Original owner twice a year since built as a second home, looks brand new! Fully upgraded Kitchen with High end Jen Air appliances, Quartz Waterfall Island countertop, upgraded cabinets and quartz countertops thru out the house.. Extensive custom Carpentry work thru out the house. Deep Lot with plenty of space for a large pool with pre wired and pre plumbing for a future summer kitchen. Residents enjoy resort-style amenities, including clubhouse, fitness center, resort-style pool and proximity to top-rated schools, shopping, and major highways.
Listing is courtesy of: MIAMI BRAZIL INVESTMENTS, LLC (561-479-9047)
Listing Agent: Ricardo Oliveira (561-479-9047)
13822 JOMATT LOOP, WINTER GARDEN, FL 34787
$975,00054 Days on yellowkey MLS ID: O6411926
0 Days Off yellowkey (back on 7/21/2026)
REDUCED by $25,000 (2.5%) on 06/24/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3828 Built: 2016Monthly Fee: $75 Tax: $12,039 (2025)Community: Cypress Reserve Ph 1Spa: YesSingle Family
Taxes:$12,039
Remarks: Under contract-accepting backup offers. Welcome to 13822 Jomatt Loop! This stunning home offers 4 spacious bedrooms, 3 full bathrooms, a bonus loft space, private office and a 3 car garage off of an expansive driveway, all perfectly situated on an OVERSIZED FULLY FENCED LOT. Designed for both comfort and entertaining, the open-concept floor plan features generous living and dining spaces filled with natural light, and was just freshly painted throughout. The primary bedroom is located on the first floor and features his and hers walk in closets with CUSTOM BUILT INS, dual vanity spaces, a free-standing soaker tub, and spa like shower. Located on the second level is a large bonus room that's perfect for kids to play, a movie room, game room, and so much more. Step back outside to your personal backyard oasis where you can enjoy year-round Florida living with a heated sparkling pool and spa that's peacefully nestled between lush landscaping and a fully fenced yard. The expansive covered lanai is enhanced by a stunning outdoor kitchen by Paradise Grills, ideal for hosting gatherings, weekend barbecues, or simply unwinding at sunset. Additional upgrades include GAS APPLIANCES, custom living room built in entertainment center, automated pool pump, and various other thoughtful finishes throughout that elevate both style and function. This home is zoned for A-rated schools including Sunridge Elementary School and Sunridge Middle School, making it an exceptional choice for families seeking top-tier education options. Schedule your showing today! With its rare oversized conservation lot, luxury outdoor living, and prime location, this home truly checks every box. Schedule your private showing today and experience the lifestyle you’ve been waiting for.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787
$479,900327 Days on yellowkey MLS ID: S5133690
REDUCED by $20,000 (4.0%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2001Monthly Fee: $33 Tax: $6,403 (2024)Community: Tuscany Ph 02Single Family
Taxes:$6,403
Elementary School: Maxey Elem
Remarks: Golf cart district * motivated seller * Beautiful single-story home is nestled in a serene cul-de-sac in the heart of downtown Winter Garden. It is just an 8-minute drive to downtown Winter Garden, 5 minutes away from Publix, 10 minutes to Walmart, 14 minutes to target in winter garden village, easy access to SR-429 and Florida turnpike, offering exceptional convenience. This cozy 3-bedroom, 2-bathroom and an office can be an easy 4th bedroom. Modern single-story home provides 2,035 square feet of comfort and style. Fully renovated in 2022, featuring no carpeting throughout with dual offices, the kitchen has been updated with refinished cabinets and stainless steel appliances. Additionally, the roof and air conditioning were replaced in 2020, making it an ideal choice for buyers seeking a quick-move-in home!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Mingke Li (352-973-2303)
15935 GRAFTON WAY, WINTER GARDEN, FL 34787
$510,00094 Days on yellowkey MLS ID: O6400426
REDUCED by $10,000 (1.9%) on 06/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1833 Built: 2023Monthly Fee: $330 Tax: $6,255 (2025)Community: Encore At OvationTownhouse
Taxes:$6,255
Remarks: Beautifully maintained and fully furnished townhome in the highly desirable Encore at Ovation community. This home is in impeccable condition and comes completely decorated and equipped, offering a true turnkey opportunity. Every detail has been thoughtfully prepared, making it move-in ready with everything needed for comfortable living or immediate use. Ideal for homeowners or investors seeking a hassle-free property in a prime location close to major attractions, dining, and shopping. Schedule your private tour today!
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Andressa Baptista Steidl De Oliveira (321-806-0905)
261 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,599,000262 Days on yellowkey MLS ID: O6357233
REDUCED by $46,000 (2.8%) on 07/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3728 Built: 2005Monthly Fee: $67 Tax: $15,019 (2024)Community: Lakeview ReserveSpa: NoSingle Family
Taxes:$15,019
Elementary School: Tildenville Elem
Remarks: COMPLETELY REMODELED WATERFRONT HOUSE WITH COVERED PRIVATE DOCK AND BOAT LIFT ON THE LARGEST LAKE IN CENTRAL FLORIDA!!! A highly energy-efficient house with owned solar panels ($30 monthly grid surcharge vs. $500-600 electric bill before). The cost of solar panels is included in the purchase price. The price can be reduced by $37K if the buyer assumes a solar panel loan at 3.49%. Experience the ultimate LAKEFRONT living with this stunning, COMPLETELY REMODELED HOUSE ($400K investment) on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm. Every inch of this home has been meticulously upgraded, creating a move-in-ready oasis with high ceilings, open-concept living, designer lighting and upgraded finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, PANORAMIC WINDOWS. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, a wine fridge and a modern backsplash. Entertain effortlessly in the expansive high-ceiling dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The spacious master suite on the ground floor is a serene retreat with a high ceiling, two walk-in closets, an oversized bathroom with two sinks, Jacuzzi and a massage shower and a private screened patio. Two additional bedrooms on the ground floor boast lake views, California closets and high ceilings. A second-floor oversized loft offers a full bathroom, a walk-in closet, separate HVAC and noise-reducing flooring and window treatment —perfect for another master bedroom or entertainment room. Two Florida rooms on both floors provide stunning panoramic lake views. A dedicated office/den on the ground floor is ideal for work or study. All bathrooms have windows and exhaust. Enjoy 90 feet of open-view waterfront—perfect for skiing, boating, fishing, or relaxing. The oversized COVERED BOAT DOCK has electric BOAT LIFT, lighting, WATER, and a Margaritaville-themed bar. The backyard features a RECENTLY RESURFACED SALTWATER POOL with a NEW PUMP, NEW POOL FILTER, a REFENCED PRIVATE YARD, fruit trees & mature, landscaped greenery. Additional highlights include NEW WINDOWS, HVAC, SOLAR PANELS, SMART THERMOSTAT, upgraded irrigation and landscaping, a TWO-CAR GARAGE with a lot of built-in storage and an OVERSIZED DRIVEWAY to park multiple boats or vehicles. Located in a quiet, family-friendly GATED COMMUNITY with golf-cart-friendly streets and DIRECT ACCESS to the scenic WEST ORANGE TRAIL and high-rated elementary and middle SCHOOLS NEARBY. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the farmer's market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways. There are 6 highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun!
Listing is courtesy of: KELLER WILLIAMS EAGLE REALTY (305-757-1700)
Listing Agent: Marina Kostic (240-421-6466)
10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$1,160,000244 Days on yellowkey MLS ID: O6361968
REDUCED by $10,000 (0.9%) on 07/21/2026
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4305 Built: 2020Monthly Fee: $159 Tax: $13,997 (2024)Community: Watermark Ph 4Single Family
Taxes:$13,997
Elementary School: Panther Lake Elementary
Remarks: Seller Motivated , Welcome Home! This beautifully renovated 4,305 sq. ft. single-family residence offers the perfect blend of modern upgrades and inviting comfort, located in one of Winter Garden’s well sought-after communities. Discover elegant porcelain tile flooring throughout the first floor, leading to a spacious, updated kitchen featuring quartz countertops, a smart cooktop, and decorative glass cabinetry, ideal for both everyday living and entertaining. The gorgeous master suite includes a custom built-in walk-in closet, providing both style and functionality. With 6BR/5BA, there’s plenty of space for family and guests alike. Enjoy Florida living at its finest in your outdoor oasis, complete with a gazebo and a built-in fire pit seating area, perfect for relaxing evenings or weekend gatherings. The three-car split garage adds convenience and ample storage.Recently renovated and freshly painted, this home is truly move-in ready. Located in a wonderful community offering two sparkling pools and a playground, you’ll love the nearby amenities that make Winter Garden such a special place to live. Tour Today!
Listing Agent: Shi Knoblock (407-719-8651)
16082 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787
$739,90019 Days on yellowkey MLS ID: O6420606
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2017Monthly Fee: $342 Tax: $5,019 (2025)Community: Waterleigh Phase 1CSingle Family
Taxes:$5,019
Remarks: Prepare to be captivated by one of the most unique homes in Marina Bay at Waterleigh! Thoughtfully designed with custom craftsmanship and one-of-a-kind details throughout, this exceptional residence offers character, charm, and functionality around every corner. From the moment you step inside, you'll be welcomed by a whimsical entryway that sets the tone for the incredible features that follow. The dining room showcases a stunning custom window seat with built-in storage, creating the perfect place to relax while adding architectural charm. The inviting living area is highlighted by a beautiful fireplace complete with hidden storage, blending style and practicality. The versatile fourth bedroom features custom built-ins, making it ideal for a home office, guest suite, or creative space, while an additional dedicated storage room provides even more room for organization. Every space has been thoughtfully enhanced with custom upgrades, built-ins, and one-of-a-kind details that truly set this home apart. This home is also loaded with premium energy-efficient upgrades designed for modern living. Equipped with owned solar panels, a whole-home battery backup system, and a Tesla EV charger, you'll enjoy lower energy costs while having the peace of mind of uninterrupted comfort during power outages. Keep your lights on, essential appliances running, and your air conditioning operating even when the grid goes down—providing year-round security, convenience, and comfort for your family. Beyond the home itself, you'll love living in the highly sought-after Marina Bay at Waterleigh, where resort-style living is part of everyday life. Residents enjoy access to multiple clubhouse amenity centers, resort-style pools, state-of-the-art fitness centers, scenic walking and biking trails, playgrounds, dog parks, sports courts, mini golf, picnic areas, and beautiful lakeside gathering spaces. Conveniently located in the heart of Horizon West, you'll have easy access to shopping, dining, top-rated schools, major roadways, and world-famous attractions. **BUYER INCENTIVE AVAILABLE!! Preferred Lender is offering a COMPLIMENTARY TEMPORARY RATE BUY DOWN for qualified buyers on new loan locks completed on or before 8/31/26!!**
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Tiffany Vazquez (407-720-7490)
16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$549,990139 Days on yellowkey MLS ID: O6387508
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2042 Built: 2020Monthly Fee: $108 Tax: $6,865 (2024)Community: Storey Grove Ph 2Single Family
Taxes:$6,865
Remarks: Single Family bungalow, 4 bedrooms and 3 full bathrooms, with backyard is rare. Designed for comfort and modern living, this property offers no carpet throughout, creating a clean and elegant look with luxury vinyl plank flooring. All pictures are real, no virtual staging or AI. The home includes a dedicated office space, thoughtfully designed and decorated, perfect for working from home. Enjoy the stylish TV/family room with a stunning wood slat accent wall and LED lights, adding warmth and sophistication to the space. Additional upgrades include a whole-house water filtration system and solar panels with a payment of less than $99 per month, helping reduce energy costs and increase efficiency. The community offers excellent amenities, including a resort-style pool, fitness center, basketball court, playground, and clubhouse for residents to enjoy. Ideally located next to top-rated schools, this home allows children to walk to school, making daily routines easier and safer. The property also sits on a premium lot adjacent to a walking path, providing additional privacy and open space. This is a fantastic opportunity to own a beautiful home in a highly desirable community.
Listing Agent: Rodrigo Khoury Francisco (407-308-6489)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.