Location: Winter Garden , 34787
Do Not Show Listings
628 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$525,00038 Days on yellowkey MLS ID: O6389653
0 Days Off yellowkey (back on 4/11/2026)
REDUCED by $4,900 (0.9%) on 04/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2018Monthly Fee: $336 Tax: $3,620 (2025)Community: Heritage At Plant Street Community AssocSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,620
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Live the downtown Winter Garden lifestyle in this beautifully upgraded CORNER UNIT townhome in the sought-after community of Heritage at Plant Street—perfectly located in the GOLF CART DISTRICT with direct access to the renowned WEST ORANGE TRAIL. Built in 2018 by M/I Homes and meticulously maintained by its original owners, this 2-story, 3 bedroom, 2.5 bath townhome with a 2-car garage offers the ideal combination of low-maintenance living, thoughtful upgrades, and a prime corner location. With HOA-covered exterior maintenance—including the roof and grounds—you’ll spend less time on upkeep and more time enjoying everything downtown living has to offer. The coveted corner placement provides extra privacy, abundant natural light, and a common area GRASSY SIDE YARD perfect for pets or play, while a large guest parking lot sits conveniently just steps from the front door. Inside, the Windham II floor plan features soaring ceilings and a bright, open layout. A light-filled den off the foyer with three large windows offers flexibility as a home office, playroom, or second living space. The heart of the home is the DESIGNER KITCHEN, showcasing slate GE Profile appliances, a NATURAL GAS COOKTOP AND CUSTOM RANGE HOOD, stacked convection wall oven and microwave, and 42" dark shaker cabinetry with hardware. SILESTONE countertops, tiled backsplash, under-cabinet LED lighting, and stylish pendant lights complete the space. The large island with breakfast bar and included barstools opens seamlessly to the dining area and great room, creating the perfect setup for entertaining. Corner-unit placement provides windows on two sides of the great room and dining area, creating a bright, naturally lit living space. The entire first floor features durable large format ceramic tile flooring, while the staircase has been upgraded with dark engineered wood for a polished, low-maintenance look. A spacious laundry room with full-size washer and gas dryer, upper cabinets, and an oversized under-stair storage nook adds everyday convenience. Upstairs, the private primary suite offers a large walk-in closet and an elegant en-suite bath with raised-height dark shaker cabinetry, Silestone double vanity, and a tiled walk-in shower with seamless glass enclosure. Two additional bedrooms share a well-appointed bathroom with matching finishes and a tiled tub/shower combination. Step outside through the French door with built-in blinds to your private, screened brick-paver courtyard, offering both covered and open seating areas—perfect for relaxing or entertaining while overlooking the grassy side yard. The adjoining two car garage with alley access includes screened sliders for a cross breeze into the patio area. Energy-efficient features include ENERGY STAR double-pane Low-E windows, HVAC, insulation, and appliances. The ROOF, HVAC, and INSTANT HOT GAS WATER HEATER were installed in 2018 and have been regularly serviced. The home also features modern high end, noise free ceiling fans with remotes in all bedrooms and living areas, faux wood blinds throughout, and a NEUTRAL INTERIOR PALETTE ready for your personal style. Residents enjoy neighborhood amenities including a POOL and DOG PARK, all just minutes from the shops, dining, and vibrant atmosphere of historic downtown Winter Garden. Spring into the season of easy living—this rare corner-unit opportunity is your key to enjoy everything downtown Winter Garden is famous for.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Kim Blaylock (407-497-9321)
11145 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$899,990124 Days on yellowkey MLS ID: O6367437
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $200 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under Construction. Waterleigh presents the Seacliff. 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 are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share an upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh the Seacliff includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. This home is open for self-touring 7 days a week. *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)
14626 BLACK QUILL DR, WINTER GARDEN, FL 34787
$799,9001 Day on yellowkey MLS ID: O6399975
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2907 Built: 2016Monthly Fee: $215 Tax: $6,816 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$6,816
Elementary School: Independence Elementary
High School: Horizon High School
Middle School: Bridgewater Middle
Remarks: MINT CONDITION 4 bedroom pool home in Overlook at Hamlin! Original Owners have taken great care of this Taylor Morrison Jamestown model with EXTENDED PRIMARY SUITE AND EXTENDED LANAI! Natural Gas Community! GAS cooktop and GAS Tankless Hot Water Heater. Lots of crown moldings and picture frame moldings throughout. PLANTATION SHUTTERS as well. NEW AC SYSTEM 2025! The Outdoor space features a GAS HEATED SPOOL (Yes, combination Pool and Spa!) Travertine Decking and screened enclosure. The back yard is also fenced for privacy and pets. There is also a space for pets with synthetic turf, so no cutting grass in the backyard. Beyond the pool area is a dry retention area, so NO REAR NEIGHBORS! This property is expected to go quickly so don't delay in making your appointment!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Thomas Moffett (407-375-6498)
213 W TILDEN ST, WINTER GARDEN, FL 34787
$765,00066 Days on yellowkey MLS ID: O6381848
0 Days Off yellowkey (back on 3/2/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 1972 Tax: $8,105 (2025)Community: Westlake Manor 1St AddSingle Family
Taxes:$8,105
Remarks: Located in DOWNTOWN WINTER GARDEN!! This beautifully renovated single story home combines charm with modern upgrades. Completely redesigned in 2021, this home showcases numerous upgrades, including new roof, new HVAC, recently installed Whole-House Water Filtration System, stunning new kitchen, new granite countertops, large center island with storage cabinets, built in walk-in pantry. Additional upgrades include double paned windows, new exterior/interior doors, fully renovated bathrooms, porcelain tile flooring throughout the home. Step outside into your own private oasis, you'll find a wood fenced beautiful backyard with lush landscape and patio area, ideal for relaxing and soaking up the Florida sunshine. Irrigation runs off a well. Set on a beautifully, tree-lined street shaded by majestic live oaks. This home invites you into a bright, open concept layout perfect for both relaxing and entertaining. The spacious living room flows seamlessly into the dining area and kitchen with a large center island, creating a central gathering space for family and friends. Spacious 2 car garage with EV charger outlet and custom garage door. Located in the heart of the Golf Cart District, you can walk or take your golf cart to Plant Street Market, local restaurants, charming boutiques, café spots, and the Farmers Market. Enjoy the small-town atmosphere, community events, festivals, walk or bike to West Orange Trail and enjoy the scenic beauty of nearby Lake Apopka—all with NO HOA!! This home is perfectly nestled in one of Central Florida’s most desirable and vibrant neighborhoods. This is a rare opportunity to own one of the area’s finest homes in a location that combines luxury, lifestyle and small town charm. Close to major highways, minutes to Disney, 30 mins from Orlando. Schedule your private tour today!! See why this incredible property is the best of Winter Garden living!!
Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)
Listing Agent: Alice Acosta (561-356-6385)
12043 HOLYSTONE ST, WINTER GARDEN, FL 34787
$385,000223 Days on yellowkey MLS ID: O6339950
1 Days Off yellowkey (back on 4/17/2026)
REDUCED by $5,000 (1.3%) on 04/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1568 Built: 2023Monthly Fee: $259 Tax: $6,198 (2024)Community: Waterleigh Ph 4ATownhouse
Taxes:$6,198
Elementary School: Waterbridge Elem
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Motivated Seller MOVE IN READY . Welcome to Waterleigh community! This townhome has 3 bedroom 2.5 bathroom is conveniently located in Waterleigh Phase 4, near the Elementary and Middle School! It offers a welcoming open concept as you immediately enter the foyer, with plenty of cabinet, double sink, granite countertops and a long kitchen island overlooking the dining space.The community offers great amenities such as pool, gym and a club house.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Ruth Santos (407-808-4766)
5340 BOWMAN DR, WINTER GARDEN, FL 34787
$2,195,0004 Days on yellowkey MLS ID: O6398618
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5749 Built: 2017Monthly Fee: $230 Tax: $16,854 (2026)Community: The Cove At HamlinSingle Family
Taxes:$16,854
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2026
Remarks: Lakefront living, done at scale. Set along approximately 160 feet of shoreline on Lake Hancock, this five-bedroom, six-and-a-half-bath residence delivers expansive water views, refined finishes, and a layout designed for both everyday living and effortless entertaining. From the moment you enter, soaring ceilings, arched architectural details, and wide-plank hardwood floors create a sense of openness and flow. A wall of arched windows floods the home with natural light and draws your eye straight through to the lake beyond. At the center, a chef’s kitchen anchors the space—featuring a generous island, porcelain farm sink, custom cabinetry, glass tile backsplash, and a full suite of Wolf and Sub-Zero appliances. The kitchen opens seamlessly to the family room and breakfast area, all positioned to capture the view. The primary suite is tucked privately on the main level, offering a true retreat with tranquil lake views, a spa-style bath with soaking tub and walk-in shower, dual vanities, and an oversized closet. Upstairs, four additional bedrooms with en-suite baths are complemented by a spacious game room and dedicated media room—creating separation and flexibility for guests or family. Outdoor living is just as compelling. A covered lanai and upper-level balcony overlook the water, with ample space to design a custom pool and private dock. Located near Hamlin Town Center, Winter Garden Village, and major roadways, the home offers both convenience and a true waterfront lifestyle, with community amenities including a pool, fitness center, playgrounds, and dock access
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
2202 ROMANUM DR, WINTER GARDEN, FL 34787
$585,0002 Days on yellowkey MLS ID: O6398743
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1889 Built: 2015Monthly Fee: $211 Tax: $3,839 (2025)Community: Alexander RidgeSingle Family
Taxes:$3,839
Remarks: Welcome to your next home in the heart of Winter Garden—where location, lifestyle, and upgrades come together seamlessly. This beautifully updated 3-bedroom, 2-bathroom home is perfectly positioned just 20 minutes from Disney, 15 minutes from Downtown Winter Garden, and only 10 minutes to Winter Garden Village, giving you easy access to everything Central Florida has to offer. Step inside to find brand-new luxury vinyl flooring, fresh exterior paint (2024), and a bright, open feel that makes the home both inviting and functional. The enclosed Florida room adds an additional 135 square feet of living space, complete with elegant French doors—perfect for a home office, flex space, or relaxing retreat. Out back, enjoy your own private putting green—ideal for unwinding or entertaining guests. And with HOA-maintained landscaping, you can say goodbye to yard work and hello to low-maintenance living. Major updates bring peace of mind, including a new roof (2024), new AC unit (2025), and new gutters (2024). Additional features include a garage with epoxy flooring, a hybrid hot water heater, and a sleek GE Slate appliance package that adds a modern touch to the kitchen. This home checks all the boxes—location, upgrades, and lifestyle. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Trevor Zwick (863-303-6114)
16137 WIND VIEW LN, WINTER GARDEN, FL 34787
$575,000238 Days on yellowkey MLS ID: O6335769
REDUCED by $14,000 (2.4%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $283 Tax: $6,800 (2024)Community: WaterleighSingle Family
Taxes:$6,800
Remarks: Price Improvement! This beautiful home offers the best value in the neighborhood. More than 10K in upgrades. See attached Features sheet. A perfect balance of comfort, style and convenience in one of Winter Garden's most sought-after communities-Waterleigh....offering the best in resort-like amenities! A preferred lender credit of up to $2,000 toward buyer's closing costs is being offered. This 4 Bedroom, 3.5 Bathroom Cleardon model home is truly turn-key. Fantastic location in calm & peaceful phase 1 with no neighbors behind and a park in front. Showcasing a bright, spacious interior with open floor plan, loft space and plenty of storage and quality finishes delivering on style and value. A few highlights include Luxury Vinyl Plank with a refined hardwood aesthetic throughout the entire home, No carpet anywhere, a beautiful stacked-stone wall anchoring the family room, upscale window hardware, on-trend greenery feature-wall in the lanai which is completely screened in, fenced rear yard, pavered patio, large front porch, 2nd floor balcony, 2 car garage with added overhead storage racks, pavered driveway with rear alley access. Waterleigh living means enjoying resort-style amenities everyday! 3 beautiful pools, lakes, clubhouses, 3 fitness centers, playgrounds, walking trails, beach volleyball, dog park, mini golf and more. The low HOA also provides residents with lawn and landscape maintenance. Zoned for top rated schools. Located near downtown Winter Garden and quick access to all major commuter roadways, restaurants, shopping, the magic of Disney and Orange County National Golf Course are all nearby. Something for everyone and the Best of Winter Garden! Make an appointment for a private tour today! Click on the link for a walk thru 3D tour!
Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)
Listing Agent: Leslie Weeks (215-873-7674)
15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787
$645,900547 Days on yellowkey MLS ID: O6250356
REDUCED by $3,900 (0.6%) on 04/17/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3359 Built: 2001Monthly Fee: $233 Tax: $8,538 (2023)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,538
Elementary School: Whispering Oak Elem
Tax Year: 2023
Middle School: SunRidge Middle
Remarks: Popular Stoneybrook West Subdivision - A gated golf community with 2255 homes. 2 Story, 4 Bedrooms, 3 Full Baths. Master is upstairs, huge bedroom, with walk in closet and master bath. A large 27x24 Bonus room over 3 Car Garage. One bedroom with guest bath downstairs also LR, DR, FR, Kitchen and Laundry. Off the master bedroom is a 12x22 Deck overlooking the screened pool and golf course. Nice quiet street also. The seller will give an allowance for new flooring & kitchen appliances, so buyer can pick their favorite colors.
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Paul Mcgarigal (407-352-5800)
9936 GOLDEN LAGOON ALY, WINTER GARDEN, FL 34787
$475,00038 Days on yellowkey MLS ID: O6390052
1 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1816 Built: 2018Monthly Fee: $292 Tax: $3,994 (2025)Community: Waterleigh Phase 2BTownhouse
Taxes:$3,994
Remarks: Under contract-accepting backup offers. Welcome to this beautiful corner-unit Sandhill townhome located in the highly desirable Waterleigh community in Winter Garden. Offering approximately 1,816 sq ft of well-designed living space, this home features 3 bedrooms, 2.5 bathrooms, Enclosed LOFT turned into Office/Den, a private garage, and modern smart-home technology. Positioned in a premium location with no neighbors in front, the property enjoys peaceful lake views and open green space, creating a serene and private setting rarely found in townhome living. As a desirable corner unit, the home also includes a private paver courtyard, providing the perfect outdoor space for BBQs, relaxing evenings, pets, or kids' playtime, combining the convenience of townhome living with the benefit of a yard. The open-concept floor plan offers a bright and inviting living area that flows seamlessly into the gourmet kitchen and dining space, ideal for entertaining or everyday living. Upstairs, the original loft has been thoughtfully converted into an additional bedroom, maximizing functionality and offering extra space for guests, a home office, or a growing family. Residents of Waterleigh enjoy resort-style amenities, scenic lakes, walking trails, parks, playgrounds, and convenient access to shopping, dining, and major highways.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: John Silva (407-420-7908)
1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787
$414,90052 Days on yellowkey MLS ID: O6385776
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $5,000 (1.2%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 1995Monthly Fee: $50 Tax: $1,352 (2025)Community: Crown Point Springs Ut 2Single Family
Taxes:$1,352
High School: Ocoee High
Remarks: SELLER IS OFFERING $5,000 TOWARDS BUYER CLOSING COSTS. METICULOUSLY MAINTAINED 3-bedroom, 2-bath home offering 1,699 square feet of well designed living space, featuring updates including the ROOF and A/C installed in 2020 giving you peace of mind. Situated on a spacious QUARTER ACRE, FENCED BACKYARD in the desirable Spring Ridge area of Winter Garden, this property showcases exceptional curb appeal and a beautifully landscaped, meticulously maintained yard, perfect for outdoor living and entertaining. Inside, the home offers a warm and inviting layout filled with NATURAL LIGHT and comfortable living areas ideal for both everyday living and hosting guests. The living space is highlighted by a charming MASONRY FIREPLACE, creating a cozy focal point for relaxing evenings. The primary bedroom suite features a WALK-IN CLOSET and a private ENSUITE BATH with a tub, providing a peaceful retreat. Additional bedrooms are generously sized and versatile for family, guests, or a home office. The expansive backyard offers endless possibilities, including room for a pool or garden while the fenced back yard provides privacy. Conveniently located near top rated schools, shopping, dining, parks, and major roadways, this move in ready home is a rare opportunity in a highly sought-after location. Welcome to your new home in Winter Garden!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Matthew Blanco (305-484-4081)
15393 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$935,00019 Days on yellowkey MLS ID: O6391325
REDUCED by $50,000 (5.1%) on 04/15/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4303 Built: 2014Monthly Fee: $114 Tax: $7,809 (2025)Community: Reserve At Carriage PointeSpa: NoSingle Family
Taxes:$7,809
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. This pristine Taylor Morrison Abbott floor plan, offered for sale for the very first time, sits on an oversized corner lot behind the gated entrance of The Reserve at Carriage Pointe in Winter Garden. Impeccably maintained and lovingly cared for since new, this home delivers everything on your must-have list with thoughtful upgrades and timeless appeal. As you arrive, the upgraded stone facade and side-entry garage make a striking first impression. Inside, soaring ceilings welcome you into a cavernous great room flooded with natural Florida light. A fully paid-off 12.8 KW solar system conveys with the sale, significantly reducing your monthly electric bills and enhancing long-term energy efficiency. The Abbott plan offers a versatile layout with four bedrooms, three-and-a-half baths, two bonus rooms, a dedicated home office, and a formal dining room. The kitchen impresses with 42-inch espresso cabinets featuring ornate trim, a natural gas cooktop, double convection ovens, and abundant counter space perfect for meal preparation and entertaining. The main floor primary suite serves as a private sanctuary, complete with two walk-in closets, a large shower, garden jetted tub, and a generous double vanity. Upstairs, the two bonus rooms provide excellent flexibility—one is a finished home theater (all equipment will convey) this could be an ideal gym or easily convertible to a fifth bedroom if needed. Main bonus room pool table conveys too ! Outside is where this home truly shines, the expansive corner lot features a fully fenced yard, an extended covered lanai, and a generous pool deck surrounding an incredible pool , creating the ultimate setting to enjoy Central Florida’s year-round sunshine. Also under the massive screen enclosure is full summer kitchen with side burner and sink. The Patio furniture is all negotiable. The Reserve at Carriage Pointe is a charming, gated enclave offering a peaceful retreat with unmatched convenience. You’re just minutes from endless shopping and dining options in every direction, including a quick 15-minute drive to historic downtown Winter Garden for its vibrant events, unique shops, and popular Saturday farmers market. Downtown Orlando and Disney’s front gates are only about 20 minutes away. Families benefit from the highly sought-after school district, with Foundation Academy nearby and Windermere Preparatory School a short drive further. Rarely does a home in this desirable area combine such generous living space, premium features, energy-saving solar, and an enviable location at this value. Once it’s gone, it’s truly gone—don’t miss this exceptional opportunity
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
7343 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$599,9994 Days on yellowkey MLS ID: S5147747
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2017Monthly Fee: $249 Tax: $5,164 (2025)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$5,164
Elementary School: Summerlake Elementary
Remarks: ("MORE PHOTOS COMING) Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Lakeview Pointe community in Horizon West. Built in 2017, this single-story home offers approximately 1,975 square feet of thoughtfully designed living space with an open floor plan ideal for both everyday living and entertaining. The spacious kitchen features a large center island, ample cabinetry, and a seamless flow into the dining area and great room. The private primary suite includes a walk-in closet and an en-suite bath with dual vanities and a walk-in shower. Two additional bedrooms are located toward the front of the home, providing a comfortable split-bedroom layout. Residents of Lakeview Pointe enjoy resort-style amenities including a community pool, clubhouse, fitness center, playground, dog park, walking trails, and access to Huckleberry Lake with a community dock. Conveniently located just minutes from SR-429, Disney, Hamlin Town Center shopping and dining, and top-rated schools. This home offers the perfect combination of comfort, location, and lifestyle in one of Central Florida’s most sought-after communities. Upgrades include: 8’ interior doors, extended Lanai, Newer Trane hvac system, extended length garage, dimmers throughout.
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Eric Powell (407-720-1833)
16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787
$568,00082 Days on yellowkey MLS ID: NS1087076
REDUCED by $5,000 (0.9%) on 04/17/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2024Monthly Fee: $291 Tax: $2,273 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$2,273
Remarks: Welcome to 16230 Carraway Bay Alley, a beautifully maintained home located in the heart of Winter Garden. Situated in a desirable community with convenient access to shopping, dining, and major highways, this property offers a perfect blend of comfort, style, and location. The home features a thoughtfully designed layout with spacious living areas, abundant natural light, and modern finishes throughout. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining. The primary suite provides a private retreat with ample closet space and an en-suite bathroom. Enjoy low-maintenance living with outdoor space perfect for relaxing or hosting guests. Community amenities and nearby attractions enhance the lifestyle appeal, with close proximity to downtown Winter Garden, top-rated schools, and scenic trails. Convenient access to SR-429 and the Florida Turnpike makes commuting easy.
Listing is courtesy of: WATSON REALTY CORP (386-428-7355)
Listing Agent: Matthew Eads (804-651-6911)
WINTER GARDEN, FL 34787
$619,0001 Day on yellowkey MLS ID: O6399369
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1827 Built: 2001Monthly Fee: $320 Tax: $4,811 (2025)Community: Woodbridge On GreenSingle Family
Taxes:$4,811
Remarks: Welcome to Woodbridge on the Green—one of Winter Garden’s best-kept secrets, ideally situated next to West Orange Country Club. This beautifully maintained waterfront home offers exceptional curb appeal and a spacious, single-story layout designed for comfortable living. Step inside to an inviting open floor plan filled with natural light and waterfront views. High ceilings and stylish luxury flooring enhance the home’s modern feel, creating a bright and airy atmosphere throughout. The well-appointed kitchen features custom countertops, rich wood cabinetry, and a full appliance package, with culinary nook overlooking the peaceful & gorgeous waterfront—perfect for both everyday living and entertainment. The generously sized primary suite provides a peaceful retreat, complete with closet, dual vanities, and a walk-in shower. Unwind on the screened-in lanai, where you can enjoy tranquil water views, mature oak trees, and beautiful Florida sunsets—your own private outdoor oasis. Living in Woodbridge on the Green means embracing a low-maintenance, resort-style lifestyle. The HOA takes care of all landscaping and exterior painting, and residents enjoy access to a private boat and RV storage area within the community. Recent upgrades add even more value and peace of mind, including a new AC system (2025), garage door opener (2026). Located within an “A”-rated school district, including Windermere High School—one of Florida’s top-ranked schools—this home is also just minutes from Winter Garden Village, major roadways, dining, shopping, Disney and the Magic Kingdom and all Central Florida area attractions. It is the responsibility of all prospective buyers and their agents to independently confirm the accuracy of all listing information, including measurements, specifications, and all other material details. No representations or warranties are made as to the completeness or accuracy of such information.
Listing is courtesy of: RAVENSCROFT REALTY GROUP (407-855-0005)
Listing Agent: Tom Ravenscroft, Jr. (407-222-7660)
16788 MUSKGRASS DR, WINTER GARDEN, FL 34787
$1,600,00043 Days on yellowkey MLS ID: O6388174
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4733 Built: 2025Monthly Fee: $86Community: Lake Star At Ovation Phase 1BSingle Family
Taxes:$0
Elementary School: Water Spring Elementary
Remarks: Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space, providing both functionality and convenience. The gourmet kitchen includes built-in appliances such as a cooktop, wall oven, microwave, dishwasher, range hood, and wine refrigerator, complemented by elegant stone countertops and a large island ideal for entertaining. Situated on a premium corner homesite, the property offers exceptional privacy with scenic pond views from both the backyard and side of the home. The backyard overlooks tranquil water followed by a conservation area and an additional lake beyond the tree line, creating a layered natural backdrop that ensures long-term privacy with no future construction directly behind the property. From the backyard and main living areas, residents can also enjoy seasonal views of the Disney fireworks in the distance. Located in one of Horizon West’s fastest-growing communities, close to top-rated Water Spring schools, Hamlin Town Center, major highways, and Walt Disney World, this home presents a rare opportunity to own a newer luxury residence with privacy, views, and an exceptional location. Private showings by appointment only. Please contact the listing agent directly to schedule a tour.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Pedro Vieira Neto (407-865-1672)
4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787
$680,000308 Days on yellowkey MLS ID: S5129072
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2868 Built: 2015Monthly Fee: $172 Tax: $10,554 (2024)Community: Orchard Hills Ph 2Single Family
Taxes:$10,554
Remarks: Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be captivated by the expansive open spaces that flow seamlessly, creating a welcoming and bright ambiance. The well-thought-out design ensures that every corner of the home feels expansive and filled with natural light. The heart of this home is, without a doubt, its gourmet kitchen. Equipped with modern stainless steel appliances, gleaming granite countertops, and a generous center island, this kitchen is a chef's dream. Whether you're preparing a quick meal or hosting a large gathering, you'll have all the space and amenities you need. Adjacent to the kitchen, the ample living area provides the ideal space to relax and enjoy moments with your loved ones. Washer & Dryer do NOT convey. Click Virtual Tour 1 to visit the Property. Carpets removed, New Laminated Floors refresh up the living space.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Carlos Hernandez Franquet (786-816-7138)
9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$950,00049 Days on yellowkey MLS ID: O6386394
REDUCED by $15,000 (1.6%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2018Monthly Fee: $164 Tax: $11,801 (2025)Community: Watermark Ph 2BSpa: NoSingle Family
Taxes:$11,801
Elementary School: Panther Lake Elementary
Remarks: Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.
Listing Agent: Gustavo Carneiro (407-758-4001)
14680 BLACK CHERRY TRL, WINTER GARDEN, FL 34787
$629,00016 Days on yellowkey MLS ID: O6394614
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2233 Built: 2006Monthly Fee: $186 Tax: $8,692 (2025)Community: Signature Lakes Prcl 01CSpa: YesSingle Family
Taxes:$8,692
Remarks: Welcome Home to this gorgeous remodeled POOL home in Independence! MOVE IN READY! Entertaining is a dream with well equipped kitchen, elegant dining room, spacious family room and sparkling recently resurfaced pool and spa. The kitchen has real wood cabinets, black stainless appliances, and beautiful granite countertops and breakfast bar. The family room showcases new luxury carpet and overlooks your outdoor oasis complete with heated pool and spa (both solar and gas) with automated controls. The dining room features designer inspired lighting and luxury laminate wood floors. Upstairs, the spacious bedrooms provide a haven for your family and guests with a loft for studying, gathering or play. The stairs and entire upstairs feature warm wood laminate flooring, upscale lighting and modern ceiling fans. The primary suite is a HAVEN with dual walk in closets, a huge shower with multiple shower heads, an oversized soaking tub, dual sinks and private water closet. Two additional bedrooms share a large bath and there is no shortage of windows in this home for natural light = all energy efficient replaced in 2024 - Oh, and all have blinds for privacy. PLEASE NOTE: POOL AND SPA RESURFACED, ENERGY EFFICIENT WINDOWS (2024), NEW ROOF (2022) AND FULLY PAID SOLAR SYSTEM FOR POOL AND SPA (2020). RING DOORBELL AND CAMERAS AND A CULLIGAN WATER CONDITIONER PROVIDE ADDED QUALITY OF LIFE. THE REASONABLE HOA FEE INCLUDES CABLE AND INTERNET! You may never want to leave your sanctuary but when you do, your neighborhood offers tree lined streets, luxurious clubhouse, resort style pool, two community boat ramps, dog park, state of the art fitness center, business center, tennis and sports courts, serene walking trails with lake access, playground and plenty of park space. Independence is zoned for top rated schools and is just a short drive from all the dining, shopping and entertainment offered in Horizon West/Hamlin. All information and measurements are believed to be correct - buyer should confirm all information.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Denise Crabbe (407-592-0692)
14501 GROVE RESORT AVE #1742, WINTER GARDEN, FL 34787
$209,900206 Days on yellowkey MLS ID: O6346817
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2016Monthly Fee: $997 Tax: $6,945 (2024)Community: Grove Resort And SpaCondo
Taxes:$6,945
Remarks: Here’s your chance to own a stunning 3-bedroom, 2-bath condominium in The Grove Resort & Water Park, one of Orlando’s most sought-after vacation destinations. Located just 5 minutes from Walt Disney World, this fully furnished, move-in-ready residence combines luxury living with incredible investment potential. Step inside to find a spacious, light-filled layout that’s perfect for relaxing or entertaining. The condo features contemporary décor, high-end finishes, and a sleek, modern kitchen complete with stainless steel appliances, quartz countertops, and plenty of storage. A private screened balcony extends your living space outdoors, while the in-unit washer and dryer add convenience for longer stays. The Grove Resort is packed with amenities designed to impress every guest. Spend the day at Surfari Water Park with its FlowRider® surf simulator, lazy river, waterslides, and zero-entry pools. Take time to unwind in the multiple pools and hot tubs, book a treatment at the on-site spa, or keep active in the 24-hour fitness center. Dining is effortless with several restaurants and bars on property, including Valencia Restaurant and Longboard Bar & Grill. Families will love Flip Flop’s Family Fun Center, while outdoor enthusiasts can kayak, fish, or paddle boat on Lake Austin. A complimentary shuttle makes it easy to visit Disney, Universal, and SeaWorld. Conveniently located in Winter Garden, The Grove is also close to golf, shopping, dining, and major highways. Owners enjoy flexibility — use the condo as your personal getaway or take advantage of the professional hotel rental program to generate income when you’re not there. With its unbeatable location, world-class amenities, and turnkey ownership, this condo offers the perfect mix of a private retreat and a smart investment. Don’t miss the chance to own a piece of Orlando paradise. Contact us today to schedule your private tour!
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Brooke Cangro (407-758-6699)
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