Location: Winter Garden
Do Not Show Listings
15070 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$729,90025 Days on yellowkey MLS ID: S5146881
REDUCED by $15,100 (2.0%) on 04/03/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2931 Built: 2025Monthly Fee: $233 Tax: $9,545 (2024)Community: Harvest At OvationSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,545
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: PRICED TO SELL! 5BR Corner Lot + Private In-Law Suite + Soaring Ceilings Near Amenities Rare opportunity to own a spacious 5-bedroom home with a private in-law suite above the garage. Located on a premium corner lot just steps from the amenity center, this home offers flexibility, privacy, and modern upgrades. Priced aggressively for a quick sale—this one will not last. Welcome to this beautifully designed 5-bedroom, 4.5-bathroom home offering space, flexibility, and modern comfort in a highly desirable location. Situated on a corner lot near the community amenity center, this home stands out with its thoughtful layout, soaring ceilings, and multiple private living areas—perfect for today’s lifestyle. A rare and valuable feature, the separate suite above the garage includes a private bedroom, kitchenette, and full bathroom, ideal for extended family, guests, or a dedicated home office. The open-concept first floor features a bright, inviting living space paired with a cabinet-rich gourmet kitchen designed for both everyday living and entertaining. Kitchen highlights include an oversized island with ample counter space, gas range, upgraded refrigerator, exterior-vented microwave, garbage disposal, and a hidden trash cabinet. The kitchen overlooks a paved private courtyard, creating a low-maintenance outdoor space perfect for relaxing or entertaining. A first-floor bedroom with a full bathroom and a dedicated flex space—perfect for a home office—add even more versatility. Upstairs, you’ll find a spacious primary suite with high ceilings, two additional bedrooms, and a convenient laundry room with washer and dryer. Additional features include a corner lot offering added privacy, a fence planned or installed for outdoor enjoyment, gas tankless water heater, EV charging station in the attached garage, and landscaping included. The home is walking distance to community amenities including a pool, clubhouse, and parks (currently in progress). Schedule your private showing today!—homes with this layout, location, and value don’t come available often.
Listing is courtesy of: 365 REALTY, INC. (407-944-1365)
Listing Agent: Robert Benenati (407-944-1365)
68 N PARK AVE, WINTER GARDEN, FL 34787
$1,899,0009 Days on yellowkey MLS ID: O6400066
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3555 Built: 2021Monthly Fee: $325 Tax: $15,594 (2025)Community: 30 North ParkTownhouse
Taxes:$15,594
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Experience the ultimate in luxury urban living at 68 N Park Ave, a stunning 3-story townhome with rooftop deck located in the heart of Historic Downtown Winter Garden. This sophisticated 4-bedroom, 4.5-bathroom residence offers over 3,500 sq. ft. of meticulously designed space, seamlessly blending modern elegance with the charm of the historic district. The open-concept main level features soaring 11-foot ceilings, expansive industrial-style windows, and a chef’s dream kitchen equipped with an oversized quartz island, natural gas appliances, and custom artisan cabinetry. Accessibility is effortless with your own private elevator serving all floors. Retreat to the third-floor master suite, featuring a spa-inspired bath and massive walk-in closet, or host guests in the versatile first-floor bedroom suite. The "wow factor" continues on the 1,200 sq. ft. private rooftop terrace, offering panoramic views of the city skyline—the perfect spot for evening cocktails or watching local fireworks.Location is everything. Leave your car in the 2-car garage and embrace the golf-cart-friendly lifestyle. You are just steps away from: The award-winning Winter Garden Farmers Market, The vibrant Plant Street Market and Crooked Can Brewing Co, The world-class West Orange Trail for biking and running, Boutique shopping, fine dining, and the historic Garden Theatre. Don’t miss this rare opportunity to own a piece of downtown luxury. Schedule your private showing today!
Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)
Listing Agent: Mauro Costa (321-231-6800)
3518 TURNINGWIND LN, WINTER GARDEN, FL 34787
$825,00011 Days on yellowkey MLS ID: S5147067
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2744 Built: 2003Monthly Fee: $115 Tax: $10,313 (2025)Community: Windward Cay 48 125Single Family
Taxes:$10,313
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to 3518 Turningwind Lane, located in a gated upscale community in one of Winter Garden’s most desirable areas! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of luxury, comfort, and convenience. A classic brick paver driveway and french door entry welcomes you inside, leading to a grand entryway that immediately sets the tone for this light, bright and inviting home. Just to the right of the entry is a spacious bonus room perfect for a home office, den or flex space. Straight ahead, you'll find a large living room with glass french doors that fill the room with natural light from the sparkling pool. To the left is a full sized formal dining area complete with elegant chandelier ideal for hosting family dinners and special occasions. The stunning renovated gourmet kitchen features solid wood cabinetry, beautiful granite countertops, and designer backsplash tile, creating an elegant and functional centerpiece of the home. To the right of the kitchen is an additional dining area featuring a matching bar and wine fridge creating a seamless extension of this beautifully renovated space. The family room offers even more space to gather and entertain also highlighted by french glass doors that lead directly to the pool and outdoor entertaining area, filling the home with abundant natural light throughout. The expansive primary suite is a true retreat, boasting a bay window separate seating area with french door access to the pool, two separate walk in closets and a luxurious en-suite bathroom complete with separate his-and-her vanities, matching windows, and an oversized walk-in shower overlooking a separate relaxing soaker tub. Your private outdoor oasis featuring a covered patio, sparkling screened pool, and large deck is perfect for entertaining. Enjoy peaceful views of the lush conservation area behind the home with no rear neighbors, providing privacy and a serene backdrop for relaxation. A convenient door from the patio leads directly to the pool bath and into the thoughtfully designed guest wing offering three additional bedrooms and a third full bathroom. Buyers will appreciate the added peace of mind with major updates already completed, including a brand new water heater, 2021 roof and HVAC replaced in 2019. Additional highlights include a 3-car garage, a laundry room with sink and cabinetry (washer & dryer included), gorgeous ceramic tile and real wood floors throughout and zoned for excellent schools. Conveniently located just minutes from highways, shopping/dining (Winter Garden Village) parks/recreation (West Orange Trail and West Orange Country Club) and entertainment (Orlando’s world-famous theme parks and tourist attractions) - it's truly a gem! This exceptional property offers Florida living at its finest in an exclusive highly sought after community. A home like this is a rare opportunity, so schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Melanie Shenosky (603-674-9405)
9940 BLACK BEAR LN, WINTER GARDEN, FL 34787
$2,050,000345 Days on yellowkey MLS ID: O6309917
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3110 Built: 2025 Tax: $4,423 (2024)Community: Acreage & UnrecSingle Family
Taxes:$4,423
Remarks: Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule a viewing appointment.
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Edward Guerrette Llc (321-299-4279)
303 SOUTHERN P CIR #102, WINTER GARDEN, FL 34787
$228,00066 Days on yellowkey MLS ID: O6383580
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 838 Built: 2005 Tax: $2,540 (2024)Community: Southern Pines CondoCondo
Taxes:$2,540
Remarks: Welcome to the lifestyle you deserve in Winter Garden! This beautiful 1-bedroom, 1-bath condo in Southern Pines offers comfort, convenience, and resort-style living in a prime location. Enjoy outstanding community amenities including a spectacular pool, fully equipped fitness center, tennis courts, basketball court, BBQ area, playground, and expansive green spaces—perfect for relaxing or staying active. Ideally located just minutes from Historic Downtown Winter Garden and its popular shops, dining, and local markets, plus easy access to major highways like SR-429, making commuting and daily errands a breeze. With gated entry and a peaceful setting, this is the perfect place to call home—schedule your showing today!
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)
Listing Agent: Fernando Villamizar Sarmiento (786-381-7469)
12373 BRACCO ST #12373, WINTER GARDEN, FL 34787
$500,000163 Days on yellowkey MLS ID: O6360606
2 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2003 Built: 2023Monthly Fee: $105 Tax: $7,593 (2024)Community: Highland RidgeSingle Family
Taxes:$7,593
Remarks: Beautiful, nearly new home located in the highly sought-after Highland Ridge community. This stunning property is situated on a quiet cul-de-sac and offers complete privacy with no neighbors in the back, providing a peaceful and serene environment. The home features premium finishes throughout, including custom California Closets in multiple bedrooms, built-in shelving, epoxy flooring in the garage, and premium light fixtures. It also comes equipped with high-end Hunter Douglas blinds/blackouts throughout, enhancing both comfort and style. In addition to the 4 bedrooms, the home offers a versatile flex room — perfect for an office, playroom, gym, or additional living space. The open-concept layout provides spacious living areas that flow seamlessly into a modern, contemporary kitchen, ideal for entertaining or everyday family life. The home comes move-in ready and includes a washer and dryer. Impeccably maintained, it combines elegance, functionality, and thoughtful design. A must-see property that will not last long!
Listing is courtesy of: POINTON REALTY INC (407-395-2860)
Listing Agent: Andrea Pointon (407-446-4414)
15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787
$2,000,0009 Days on yellowkey MLS ID: O6400010
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4342 Built: 2016Monthly Fee: $431 Tax: $28,576 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$28,576
Remarks: Welcome to luxury waterfront living in the highly sought-after Panther Lake community in Winter Garden. This award-winning Toll Brothers Maranello model home is now offered for sale—an exceptional opportunity to own a professionally designed estate featuring over 4,600 square feet of refined living space, with 5 bedrooms, 4 full bathrooms, and 2 half baths, all set on a premium lakefront homesite. From the moment you arrive, the home makes a striking impression with its elegant architecture, manicured landscaping, and designer finishes throughout. The grand foyer opens to an expansive great room filled with natural light, seamlessly connecting the home’s main living spaces and creating an ideal environment for both everyday living and elevated entertaining. At the heart of the home is a chef’s kitchen outfitted with premium JennAir appliances, including a built-in oven, microwave, gas cooktop with vent hood, espresso machine, wine cooler, dishwasher, and full-size refrigerator. A well-appointed butler’s kitchen—complete with a second sink, additional dishwasher, and pantry—provides both function and sophistication, with direct access to the mudroom and 2-car garage. The kitchen overlooks a bright breakfast area and flows effortlessly to the expansive outdoor living space, where this home truly distinguishes itself. Step outside to your private resort-style retreat, featuring a stunning infinity-edge pool and spa overlooking the lake, a fully equipped outdoor kitchen, fireplace, and fire pit, along with a mounted outdoor TV—creating the ultimate setting for entertaining or relaxing year-round. The primary suite, located on the first floor, offers a luxurious escape with a spa-like bathroom, dual vanities, a walk-in shower, and a generous walk-in closet. Also on the main level is a private mother-in-law suite, currently utilized as an office, complete with its own refrigerator, sink, and full bath, offering flexibility for guests or extended family. Upstairs, the home continues to impress with a spacious loft enhanced by custom built-in shelving and a thoughtfully designed workspace, a dedicated media room, and three additional bedrooms. French doors from the media room, along with access from one of the bedrooms, lead to a private balcony overlooking the infinity-edge pool and tranquil lake. Complete with ceiling fans and an oversized porch swing, this inviting outdoor space offers the perfect setting to relax, unwind, and take in the view. Located in one of Winter Garden’s most desirable communities, this home offers the perfect blend of privacy, luxury, and convenience, with close proximity to top-rated schools, shopping, dining, and major roadways. Model homes of this caliber—especially on a waterfront lot with an infinity pool and fully upgraded features—rarely become available. Schedule your private showing today and experience elevated living at its finest.
Listing is courtesy of: RIGHTHOUSE REALTY LLC (407-216-8788)
Listing Agent: Tim Schmidt (407-216-8788)
17876 ADRIFT RD, WINTER GARDEN, FL 34787
$929,9995 Days on yellowkey MLS ID: O6400461
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2866 Built: 2023Monthly Fee: $300 Tax: $11,028 (2025)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$11,028
Remarks: Experience refined Florida living in this exceptional 2023-built lakefront home in the highly sought-after Waterleigh community of Winter Garden. Set on a premium lot with serene natural lake views, this residence offers a perfect blend of modern design, smart technology, and everyday convenience. The bright, open-concept layout is filled with natural light and seamlessly connects the living, dining, and kitchen areas—ideal for both daily living and entertaining, all enhanced by tranquil water views. The gourmet kitchen features sleek countertops, ample cabinetry, and a large island designed for gathering. Upstairs, upgraded hardwood flooring throughout adds elegance and durability. The spacious primary suite offers a spa-inspired bath and walk-in closet, while additional bedrooms provide flexibility for family, guests, or a home office. Enjoy breathtaking lake views and Florida sunsets from your private outdoor space. A smart home system with integrated security enhances comfort and peace of mind. Prime location: Resort-style community amenities, top-rated schools within the neighborhood, Publix nearby, ~17 minutes to Disney, and easy access to highways, dining, shopping center.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Winnie Tam (863-651-4687)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,00019 Days on yellowkey MLS ID: O6396757
REDUCED by $20,000 (3.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,155 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,155
Elementary School: Independence Elementary
Remarks: Tucked inside Hamlin Reserve in the heart of Horizon West, this beautifully maintained one-story home offers the kind of lifestyle buyers are looking for: modern, low-maintenance, and close to everything. Built in 2019 and still feeling like new, this 3-bedroom, 2-bath home with 1,979 heated square feet blends comfort, function, and thoughtful upgrades in all the right ways. From the moment you step inside, the open layout feels bright, welcoming, and easy to live in. Hardwood Laminate flooring runs throughout the entire home, including the bathrooms, creating a clean and cohesive look. The flexible dining room offers extra versatility and could easily become a private office, playroom, or enclosed flex space with French doors. The backyard is set up to be enjoyed, with a fully fenced yard ideal for pets, plus a built-in patio deck and firepit that make it easy to picture cozy evenings outside, weekend gatherings, or quiet mornings at home. Solar panels help drastically reduce the monthly electric bill, and the sellers will pay them off at closing, giving the next owner an added benefit from day one. Living in Hamlin Reserve means enjoying a community pool and being just minutes from the 429, Disney, shopping, grocery stores, dining, and all the energy and convenience that make Horizon West one of Central Florida’s most desirable places to call home. With no CDD, a move-in ready condition, and a location that continues to grow, this home is an ideal fit for buyers looking for both lifestyle and value. SAVE BIG: 1% Broker credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred broker.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Clementine Costantini (407-692-5453)
87 WINDTREE LN #K, WINTER GARDEN, FL 34787
$205,00058 Days on yellowkey MLS ID: G5108773
REDUCED by $15,000 (6.8%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984Monthly Fee: $300 Tax: $587 (2024)Community: Windtree Gardens Condo Ph 03Condo
Taxes:$587
Elementary School: Maxey Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Large Price Improvement. Downstair location, peace and ease with this updated 2/2 FIRST FLOOR condo in Winter Garden. You will love this condo placement in the rear of the community near the pond with fountain, community pool, rentable clubhouse, basketball courts and NO STAIRS. Enjoy the private setting while sitting on your screened porch with your favorite book or beverage and the frequent visits from the neighborhood ducks. The condo has been updated to include the cabinets, counters, updated bathrooms and tile floors throughout. Move in ready so just grab your things and come on. What's Nearby? ANYTHING you could need or want. Only 1.5 miles from downtown Winter Garden, 2.5 miles to Winter Garden Village, 15 miles to Walt Disney World® and other theme parks, 24 miles to MCO Orlando's International Airport/Brightline highspeed passenger train and just over an hour to dip your toes in salty water and sand on Florida's World Famous Beach in Daytona. Downstair units with perfect location do not come around often so book your private tour today and ask your REALTOR for the video walk through link.
Listing is courtesy of: BONJORN REAL ESTATE (352-394-2112)
Listing Agent: Mendy Bacon (407-383-7213)
14446 WHITTRIDGE DR, WINTER GARDEN, FL 34787
$450,00060 Days on yellowkey MLS ID: O6378698
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1650 Built: 2005Monthly Fee: $195 Tax: $5,006 (2024)Community: Signature Lks-Pcl 01BSingle Family
Taxes:$5,006
Remarks: Under contract-accepting backup offers. Welcome to 14446 Whittridge Dr., Winter Garden, FL 34787 – a charming home nestled in the highly sought-after Independence community! This beautifully maintained 3-bedroom, 2-bath home offers a light and airy open-concept floor plan with high ceilings and abundant natural light throughout. From the moment you step onto the inviting covered front porch, you’ll feel right at home. Inside, the spacious living and dining areas flow seamlessly into the kitchen, creating the perfect space for both everyday living and entertaining. The kitchen features ample cabinetry, generous counter space, stainless steel appliances, a breakfast bar, and an open view into the main living area so you’re always part of the action. The private primary suite offers plenty of room to unwind and includes an en-suite bath with dual vanities, a garden tub, and separate shower. Two additional bedrooms provide flexibility for guests, a home office, or growing needs. A dedicated laundry room adds convenience, and the functional layout makes excellent use of every square foot. Step outside to a fenced side yard—ideal for pets, play, or relaxing evenings outdoors. Major 2026 Updates: Both the main home roof AND the garage roof have been replaced in 2026, offering true peace of mind for years to come. (Please note: the garage roof photo was taken prior to replacement.) The current flooring has been virtually enhanced in the photos to showcase design potential. The seller is offering a closing concession for carpet replacement, allowing buyers to personalize the flooring to their own taste after closing. Living in Independence means enjoying an unmatched lifestyle with resort-style amenities, including: • Two community pools • Two fully equipped fitness centers • Clubhouses with event space • Multiple playgrounds and parks • Tennis and basketball courts • Scenic walking and biking trails • Private boat ramps and access to Lake Hancock • Community events and activities throughout the year • High-speed internet and basic cable included in HOA All of this just minutes from Hamlin Town Center, historic Downtown Winter Garden, top-rated schools, shopping, dining, and major highways. This is an incredible opportunity to own a well-cared-for home in a prime location with valuable updates already completed. Schedule your private showing today!
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Jasmine Reierson (407-630-3336)
15456 GILLIGAN CT, WINTER GARDEN, FL 34787
$600,000269 Days on yellowkey MLS ID: A4660262
REDUCED by $20,000 (3.2%) on 04/21/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2571 Built: 2020Monthly Fee: $102 Tax: $8,702 (2024)Community: Winding Bay Ph 1BSingle Family
Taxes:$8,702
Remarks: A Rare Owner-Occupied Opportunity Just 3.9 Miles from Disney — Fireworks Views Included Located in the highly sought-after Winding Bay community of Winter Garden, this pristine single-story 3-bedroom, 3.5-bath residence offers a lifestyle few homes can match: proximity to Disney without the noise, crowds, or short-term rental turnover. This home is ideal for owner-occupants, Disney professionals, or second-home buyers seeking a quiet, stable community with low HOA fees and thoughtfully designed amenities. Short-term rentals are not permitted, creating a neighborhood atmosphere centered on consistency, pride of ownership, and long-term value. From the moment you arrive, the home impresses with its brick-paved driveway, stone-accented façade, and welcoming curb appeal, leading into a bright, open layout designed for modern living. Inside, you’ll find a spacious and functional floor plan featuring a dedicated built-in desk area, an oversized mudroom with adjacent laundry and custom cabinetry, and generously sized guest suites ideal for visiting family and friends. The heart of the home is the chef-inspired eat-in kitchen, showcasing: 42” soft-close cabinetry Quartz countertops and designer backsplash Vented range hood and built-in microwave Massive walk-in pantry Oversized island with seating for up to eight, perfect for entertaining The open dining and family room are flooded with natural light and flow seamlessly to the custom-designed backyard, where you can unwind and enjoy direct views of Disney fireworks from your own home — a truly rare and magical feature. Winding Bay residents enjoy: Community pool Dog park Low HOA of just $102/month Proximity to top-rated schools, dining, and shopping This home is move-in ready, meticulously maintained, and positioned for buyers who value location, lifestyle, and long-term enjoyment over transient use. This is not a short-term rental opportunity. It is a rare chance to own a refined, owner-occupied home minutes from Disney in one of Winter Garden’s most desirable communities. Private showings available by appointment.
Listing is courtesy of: NEXTHOME CASA BELLA ELITE (813-726-5646)
Listing Agent: Loren Rosenthal (813-726-5646)
15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787
$823,90030 Days on yellowkey MLS ID: O6393190
REDUCED by $1,000 (0.1%) on 04/19/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3902 Built: 2005Monthly Fee: $243 Tax: $7,653 (2025)Community: Stoneybrook WestSingle Family
Taxes:$7,653
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. Discounted Interest Rates Available Nestled on this beautifully remodeled and RECENTLY PAINTED home located on a premier OVERSIZED CORNER LOT within the guard-gated enclave of STONEYBROOK WEST, this stunning 5-bedroom, 3-bathroom residence offers the ultimate Winter Garden lifestyle. The home has been meticulously enhanced with MODERN UPDATES, ensuring a MOVE-IN-READY experience for today’s discerning buyer. SAVE ON UTILITY BILLS WITH THE WHOLE HOUSE SOLAR SYSTEM AND ELECTRIC CAR CHARGER. Inside, the open-concept layout is anchored by a SPACIOUS KITCHEN featuring quartz countertops, a central island, and HIGH-END STAINLESS STEEL APPLIANCES, all flowing into a spacious family room warmed by a classic fireplace. High-volume ceilings—reaching 9.25 feet on the main floor and an impressive 10.50 feet in the massive upstairs bonus room—create an airy, grand atmosphere throughout. The well-appointed laundry room includes a GE ULTRA WASHER AND DRYER, along with a STAINLESS STEEL UTILITY SINK for added convenience. The garage is equally impressive, featuring a heavy-duty Husky organizational system that provides exceptional storage and functionality. Retreat to the primary suite, where tray ceilings and a private walk-out balcony offer a peaceful vantage point overlooking the championship golf course. The lifestyle here extends far beyond the front door. Stoneybrook West is a premier “live-play” community boasting 24-hour staffed security and a spectacular waterfront clubhouse perched on the shores of Black Lake. For the outdoor enthusiast, the amenities are unmatched: enjoy private lake access via a community boat ramp and the rare convenience of an on-site boat storage lot. Whether you are hitting the links on the championship golf course, working out in the fitness center, or relaxing at the resort-style pool, every day feels like a vacation. Perfectly positioned for convenience, you are just 6 minutes from Winter Garden Village, 18 minutes from Walt Disney World, and only 30 minutes from Orlando International Airport. This home combines the security of a gated community, the luxury of recent high-end improvements, and the rare perk of Florida lake living. Call today to schedule your private showing!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
515 9TH ST, WINTER GARDEN, FL 34787
$279,90068 Days on yellowkey MLS ID: O6383185
5 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 770 Built: 1951 Tax: $1,285 (2024)Community: Merchants SubSingle Family
Taxes:$1,285
Remarks: Under contract-accepting backup offers. Welcome to 515 9th St in Winter Garden, a fully renovated, move-in ready home just minutes from vibrant downtown shopping, dining, and the West Orange Trail. This beautifully updated property features a bright, functional layout with modern finishes and comfortable living spaces perfect for everyday living and entertaining. Natural light fills the home, creating a warm and inviting atmosphere throughout. The spacious yard offers plenty of room to relax, garden, or design your ideal outdoor retreat. Enjoy the convenience of nearby parks, schools, and major roadways while living in one of Central Florida’s most sought-after communities. Don’t miss your chance to own this turnkey Winter Garden gem.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Shane Jordan (407-866-3575)
1286 WINTER GREEN WAY, WINTER GARDEN, FL 34787
$239,900162 Days on yellowkey MLS ID: G5104510
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1144 Built: 1985Monthly Fee: $63 Tax: $1,159 (2024)Community: Village Grove Ph 02Townhouse
Taxes:$1,159
Remarks: Motivated sellers!!! Sellers are offering $10,000 in concessions for the renovation of a new kitchen!! Discover this charming 2-bedroom, 1.5-bath townhouse located just 2 miles—about 5 minutes—from downtown Winter Garden. Perfectly positioned for convenience and entertainment, this home offers a lifestyle you’ll love. Enjoy being a short walk to Publix, close to abundant shopping and dining, and only 30 minutes from Disney and other world-class theme parks. Commuters will appreciate quick access to the Turnpike and 429, both just 2 miles away. Inside, the home is in excellent condition and features renovated bathrooms along with high ceilings that create a bright, spacious feel. Whether you’re seeking a cozy place to call home or a solid investment property, this townhouse checks all the boxes. Lawn care is included in the HOA, making maintenance effortless. Nestled in a vibrant community and offering one of the best locations in Winter Garden, this townhome won’t stay on the market long. Schedule your showing today and make it yours!
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Joshua Cromwell (407-690-8420)
5618 WATER ROSE RD, WINTER GARDEN, FL 34787
$395,0006 Days on yellowkey MLS ID: O6400788
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1755 Built: 2016Monthly Fee: $402 Tax: $6,527 (2025)Community: Signature Lakes Ph 3B-6Townhouse
Taxes:$6,527
Remarks: This two-story townhome consists of three bedrooms, two and a half bathrooms, and a two-car rear load garage. The kitchen, family room, combination living room and dining room, and a laundry room with washer and dryer are located on the first floor. The upstairs master suite has a private bathroom and a walk-in closet. Independence Townhomes offers residents maintenance-free living without sacrificing amenities. Amenity highlights include an on-site boat launch, swimming pool, fitness center, sports courts, and more! Must see!!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
12529 DALLINGTON TER, WINTER GARDEN, FL 34787
$884,9906 Days on yellowkey MLS ID: O6400678
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3519 Built: 2006Monthly Fee: $130 Tax: $6,735 (2025)Community: Foxcrest A-N & PSpa: YesSingle Family
Taxes:$6,735
Elementary School: SunRidge Elementary
Remarks: Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and inviting covered entry. Inside, you’re greeted by a bright, open layout featuring an elegant COFFERED TRAY CEILING, neutral finishes, and a well-designed floor plan that includes a PRIVATE OFFICE, FORMAL LIVING ROOM, and FORMAL DINING ROOM—offering both flexibility and defined spaces for entertaining. The heart of the home is the open-concept kitchen, complete with GRANITE COUNTERTOPS, abundant cabinetry, bar seating, and a dedicated DINETTE area, all flowing seamlessly into the main living space. Large sliding glass doors create a true indoor-outdoor connection, filling the home with natural light and opening to the backyard retreat. PLANTATION SHUTTERS throughout add a timeless, upscale touch, while a WHOLE-HOME AND PATIO SPEAKER SYSTEM enhances both everyday living and entertaining. The primary suite offers a spacious and private retreat, while the additional bedrooms are well-sized and thoughtfully positioned for family or guests. Upstairs, a generous LOFT / BONUS ROOM serves as a dedicated ENTERTAINMENT SPACE and is currently set up as a PRIVATE THEATER ROOM—perfect for movie nights, sports, or gaming. Step outside to what truly sets this home apart—a MASSIVE 57’ x 43’ SCREENED-IN OUTDOOR LIVING AREA designed to feel like your own private resort. The custom pool features a HEATED SPA / JACUZZI, built-in SWIM-UP BAR SEATING, decorative FOUNTAIN WATER FEATURES, and a FULL OUTDOOR KITCHEN AND GRILL AREA WITH GAZEBO, creating the ultimate space for hosting and relaxing. FLORIDA GLASS SCREENING along portions of the enclosure provides added PRIVACY while maintaining natural light. Major updates include a NEWER ROOF (July 2022) and HVAC (2020), offering peace of mind for the next owner. Ideally located just minutes from WINTER GARDEN VILLAGE, DOWNTOWN WINTER GARDEN, and PLANT STREET, with easy access to TOP-RATED RESTAURANTS, COFFEE SHOPS, breweries, retail, community events, farmers markets, major highways, and close proximity to DISNEY and A-RATED SCHOOLS, this home offers both convenience and an exceptional lifestyle. The Foxcrest community offers great lifestyle amenities as well, such as the community pool, park/playground, tennis courts, and clubhouse! This property delivers a rare combination of SPACIOUS INTERIOR DESIGN, MULTIPLE ENTERTAINMENT AREAS, and a TRUE BACKYARD SHOWPIECE—an exceptional opportunity in this community.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Andrew Kincaid (407-304-0454)
13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787
$599,000104 Days on yellowkey MLS ID: O6367311
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1906 Built: 2024Monthly Fee: $96 Tax: $2,239 (2024)Community: Westhaven At OvationSingle Family
Taxes:$2,239
Remarks: Located in the heart of Horizon West in Winter Garden, just minutes from the gates of Walt Disney World, this beautiful bungalow is nestled within Westhaven At Ovation, a sought-after residential community by Toll Brothers. The location is truly exceptional, offering quick and easy access to State Road 429, the Flamingo Crossings shopping and dining district, and all the magic Disney has to offer. Community amenities are conveniently located just across the way, making it effortless to enjoy the Florida lifestyle. Inside, the open floor plan is enhanced by beautiful LVP flooring throughout the main living areas on the first floor and in the primary bedroom upstairs, while the additional bedrooms feature comfortable carpet. The kitchen is a standout with crisp white cabinetry, a spacious island accented by three pendant lights, and a stylish backsplash that adds a pop of energy to the inviting neutral palette. Outdoor living is just as impressive, with a screened-in lanai plus additional uncovered outdoor space that connects to the two-car detached garage—one of the few bungalow designs with a detached garage concept, offering even more ways to enjoy Florida’s beautiful weather. WELCOME HOME!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
11864 SHINE VIEW LN, WINTER GARDEN, FL 34787
$619,990159 Days on yellowkey MLS ID: O6361583
1 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2025Monthly Fee: $190 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Clearden. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find a bedroom and downstairs powder room. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Clearden includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
17652 JAPONICA BLOOM DRIVE, WINTER GARDEN, FL 34787
$749,990193 Days on yellowkey MLS ID: TB8438268
1 Days Off yellowkey (back on 3/30/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3545 Built: 2025Monthly Fee: $84 Tax: $14,531 (2024)Community: Northlake At Ovation Phase 2 & 3Single Family
Taxes:$14,531
Remarks: Under Construction. Welcome to The Duval in Northlake at Ovation, a spacious two-story home designed for both comfort and versatility. This thoughtfully crafted floorplan features a flex room and den, ideal for a home office or creative space, along with an inviting loft that offers additional living or entertainment options. The open-concept layout seamlessly connects the kitchen, dining, and living areas, leading to a covered lanai perfect for outdoor relaxation. Located in the heart of Winter Garden, this home is just 37 minutes from Orlando International Airport, 20 minutes from Walt Disney World® and other theme parks, and 30 minutes from Celebration. Enjoy access to great schools and the vibrant local charm of downtown Winter Garden, known for its boutique shopping, dining, and historic atmosphere. Blending function, flexibility, and modern design, The Duval is the perfect place to call home.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
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