Location: Winter Garden
Do Not Show Listings
15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787
$699,90088 Days on yellowkey MLS ID: O6400896
REDUCED by $20,000 (2.8%) on 07/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2931 Built: 2016Monthly Fee: $235 Tax: $5,441 (2025)Community: Hickory Hammock Ph 2ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,441
Elementary School: Whispering Oak Elem
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: PREMIUM CONSERVATION LOT offering privacy and natural beauty, with a GREEN SPACE on the right side of the home and a park with sitting benches and sidewalks located across the street. Discover exceptional value and picturesque Florida living in this beautifully appointed 4-bedroom, 2.5-bath home offering 2931 square feet of thoughtfully designed living space. Enjoy tranquil views of the Lake Burnett inlet from the screened lanai. Inside, a bright open-concept floor plan showcases tile flooring throughout the first floor, luxury vinyl plank flooring upstairs, crown molding, custom window casings, a designer feature wall in the dining room, and elegant finishes throughout. The spacious kitchen is the heart of the home, featuring 42-inch cabinetry, stainless steel appliances, a walk-in pantry, a kitchen island, and seamless flow into the great room and dining areas—perfect for entertaining and everyday living. A flex room / office on the first floor, provides ideal additional living area or work-from-home space. Upstairs, the game room offers even more flexibility. Double doors lead to the spacious primary suite, featuring a charming window bench seat, large walk-in closet, dual vanities, soaking tub, walk-in shower, and private water closet. Generously sized secondary bedrooms provide ample space, with two bedrooms featuring walk-in closets. Step outside to the fully fenced backyard with aluminum fencing and dual side gates, where peaceful conservation views create the perfect backdrop for relaxing or entertaining. Additional upgrades include fresh exterior paint, a new water heater, new dishwasher, newer washer and dryer, gutters with premium leaf protection, and pre-wiring for a security system. Residents of Hickory Hammock enjoy resort-style amenities including a clubhouse, pool, fitness center, tennis courts, sand volleyball courts, fishing pier, playground, walking trails, community parks, and golf cart-friendly streets. Conveniently located just 10 minutes from the 429, connecting you to the Turnpike and I-4. A quick 10 minutes to the Winter Garden Village and Downtown Winter Garden, you'll enjoy easy access to boutique shopping, restaurants, coffee shops, Plant Street Market, and the popular Saturday Farmers Market. Now offered at an exceptional value, this home presents an outstanding opportunity to enjoy the Florida lifestyle you've been dreaming of. Schedule your private showing today. WELCOME HOME!
Listing is courtesy of: CARIS REALTY AND INVESTMENTS INC (407-595-0009)
Listing Agent: Janelle Conway (407-595-0009)
14327 WABASSO LOOP, WINTER GARDEN, FL 34787
$869,990306 Days on yellowkey MLS ID: O6347454
REDUCED by $30,000 (3.3%) on 07/24/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3710 Built: 2022Monthly Fee: $200 Tax: $12,141 (2024)Community: Tilden Place/Winter GardenSingle Family
Taxes:$12,141
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Beautifully upgraded home located in the desirable gated community of Tilden Place in the heart of Horizon West. This home showcases one of the builder’s highest-level design upgrade packages, featuring premium cabinetry, upgraded flooring, elegant finishes, crown molding, designer lighting, and a gourmet kitchen with luxury selections throughout. The fully fenced backyard provides privacy and is perfect for entertaining, pets, or outdoor living. Outstanding location just minutes from Hamlin Town Center, offering convenient access to shopping, dining, entertainment, Cinepolis Luxury Cinemas, Publix, Walgreens, and major roadways including SR-429. Nearby restaurants include The French Cafe, Bosphorous Turkish Cuisine, Agave Azul Cocina Mexicana, Ford’s Garage, Gochujang Korean BBQ, Capone’s Coal Fired Pizza, Teak Neighborhood Grill, Jeremiah’s Italian Ice, Kelly’s Homemade Ice Cream, Starbucks, and Home State Brewing Co. Zoned for highly sought-after schools:Keenes Crossing Elementary School, Bridgewater Middle School, Windermere High School, Foundation Academy – Tilden Campus; The Goddard School of Winter Garden, Cranium Academy, StarChild Academy of Winter Garden. Easy access to Walt Disney World, Flamingo Crossings, Winter Garden Village, Orlando Health Horizon West Hospital, and the future Horizon West growth corridor. Don’t miss this exceptional opportunity to own one of Horizon West’s finest homes in a gated community with premium builder upgrades. Schedule your private tour today and experience everything this beautiful home.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Stephanie Li (407-538-7599)
7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787
$535,00083 Days on yellowkey MLS ID: O6402423
REDUCED by $10,000 (1.8%) on 06/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2016Monthly Fee: $253 Tax: $5,148 (2025)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$5,148
Elementary School: Summerlake Elementary
High School: Horizon High School
Remarks: Welcome to 7190 Enchanted Lake Drive—your exclusive gateway to the vibrant Horizon West lifestyle . Seize the rare opportunity to own a highly sought-after 4-bedroom, 3-bathroom residence on a premium corner lot in the coveted Lakeview Pointe community. Perfectly positioned just moments from the premier dining, shopping, and entertainment at Hamlin Town Center, this property offers the ultimate Central Florida lifestyle with seamless access to the FL-429 and the magic of Disney World. Step inside to experience an expansive 2,113 square foot layout designed for effortless entertaining and modern flexibility. The open-concept first floor boasts an upgraded chef's kitchen featuring 42-inch white cabinets, a new KitchenAid dishwasher, a convection range, and beautiful stone counters. The kitchen flows seamlessly into the light-filled main living space, which opens directly to a private, screened-in patio and fully fenced yard. Uniquely advantageous, the first floor includes a convenient 4th bedroom and full bathroom, ideal for an elegant home office or guest suite . Upstairs, discover a spacious bonus Loft alongside three additional bedrooms, including a luxurious primary retreat featuring premium custom built-in closets . A covered walkway leads out to your detached 2-car garage, while the freshly painted exterior delivers stunning curb appeal. Best of all, you can end your evenings on your cozy front porch enjoying spectacular views of the nightly Disney fireworks. Boasting a low monthly HOA of $253 and absolutely no CDD fees, this immaculate home represents an incredible, newly adjusted value in Winter Garden. Schedule your private tour today!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Mark Gardner (689-248-8585)
15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$765,000125 Days on yellowkey MLS ID: O6393987
1 Days Off yellowkey (back on 7/24/2026)
REDUCED by $30,000 (3.8%) on 05/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4307 Built: 2014Monthly Fee: $114 Tax: $5,670 (2025)Community: Reserve/Carriage Pointe Ph 1Single Family
Taxes:$5,670
Elementary School: Hamlin Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 15558 Sandfield Loop, a refreshed residence offering a turn-key lifestyle within one of Winter Garden’s most exclusive and hard-to-find GATED community. This house has been freshly updated from top to bottom, including new interior and exterior paint that makes the whole place feel brand new. The first thing you'll notice when you walk in is the massive, two-story high ceiling in the living area—it brings in tons of natural light and gives the home a great, airy feel. The kitchen has been fully redone with modern two-tone cabinets and beautiful quartz countertops. Throughout the home, you will find fresh paint and new flooring that perfectly complement the contemporary aesthetic. Situated within a highly-rated school zone, this MOVE IN READY property combines the security of a premier gated community with grand architectural features and stylish updates.
Listing is courtesy of: ORLANDO HIGHLAND REALTY LLC (561-385-7610)
Listing Agent: Xiaoli Lin (561-385-7610)
10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$449,90076 Days on yellowkey MLS ID: O6407798
REDUCED by $10,000 (2.2%) on 07/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1689 Built: 2019Monthly Fee: $245 Tax: $7,600 (2025)Community: Waterleigh Ph 2C-1Single Family
Taxes:$7,600
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. MOVE-IN READY and the BEST-PRICED SINGLE-STORY HOME IN WATERLEIGH with the ability to close quickly! Situated on an oversized 145-foot-deep homesite, this beautifully maintained 3 Bedroom, 2 Bathroom Laurel floor plan offers an extended paver driveway, spacious backyard, and an open-concept layout perfect for everyday living. The gourmet kitchen features a large granite island, walk-in pantry, brand-new stainless steel appliances, upgraded pendant lighting, and beautiful Toscana stained glass windows. The spacious primary suite includes dual sinks, an oversized walk-in shower with bench, and a walk-in closet. A split floor plan provides added privacy, while the rear-entry garage offers built-in cabinetry, granite workspace, and extra storage. Additional upgrades include designer lighting, upgraded faucets, extensive tile flooring, wood window sills, and window blinds throughout. Enjoy Waterleigh's resort-style amenities including 4 pools, 3 clubhouses, fitness centers, tennis, pickleball, walking trails, playgrounds, and HOA lawn maintenance. Conveniently located just minutes from Disney, Hamlin Town Center, shopping, dining, SR-429, and I-4. Beautifully upgraded, competitively priced, and ready for its next owner.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sabrina Freeman (407-446-5541)
1142 DUNBROOKE ST, WINTER GARDEN, FL 34787
$515,00041 Days on yellowkey MLS ID: O6417527
1 Days Off yellowkey (back on 6/26/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2068 Built: 2005Monthly Fee: $53 Tax: $4,251 (2025)Community: Chapin StationSingle Family
Taxes:$4,251
Elementary School: Maxey Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Virtually staged. Welcome to Chapin Station! On an almost quarter-acre lot, this four-bedroom, three-bath home offers a light and spacious split-bedroom open floor plan designed for comfort and functionality. Go inside to find soaring ceilings and an open layout featuring a formal dining room, a large family room and a bright breakfast nook overlooking the kitchen. Double-pane windows provide added energy efficiency throughout the home. The living areas seamlessly connect to the expansive covered rear patio and private backyard, creating the ideal setting for everyday living and entertaining. The thoughtfully designed split floor plan provides privacy for all. The primary suite features vaulted ceilings, dual walk-in closets and an en-suite bath with double vanities, a garden tub and a separate shower. On the opposite side of the home, two secondary bedrooms share a full bath, while a separate guest suite and additional bath offer ideal accommodations for visitors or multigenerational living. The oversized backyard provides ample space to create your dream outdoor oasis, whether you envision a pool, play area, garden or outdoor entertainment space. The large covered patio is ideal for grilling, relaxing, and gathering with family and friends. In the sought-after Chapin Station community, this well-maintained home offers easy access to the West Orange Trail, historic downtown Winter Garden, major highways, hospitals, shopping, dining and Central Florida's world-famous theme parks.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Naresh Mistry (321-356-7882)
3399 BUOY CIR, WINTER GARDEN, FL 34787
$1,204,90035 Days on yellowkey MLS ID: O6419829
REDUCED by $20,000 (1.6%) on 07/24/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5277 Built: 2020Monthly Fee: $128 Tax: $17,116 (2025)Community: Lakeview PreserveSingle Family
Taxes:$17,116
Remarks: Experience luxury waterfront living in one of Winter Garden's most desirable communities! This stunning home offers the perfect blend of elegant design, spacious living, and breathtaking water views. From the moment you arrive, you'll appreciate the attractive curb appeal, paver driveway, and spacious three-car garage. Inside, you'll find an expansive open floor plan designed for both everyday living and entertaining. The heart of the home is the impressive chef's kitchen featuring an oversized quartz island, built-in wall oven and microwave, stainless steel appliances, abundant cabinetry, a walk-in pantry, and plenty of prep space. The kitchen flows seamlessly into the spacious family room, highlighted by beautiful luxury flooring, tray ceilings, decorative wall accents, and oversized sliding glass doors that frame the picturesque lake views. The first-floor primary suite is a true retreat, offering private access to the screened lanai, generous proportions, and a luxurious ensuite bath complete with dual vanities, an oversized walk-in shower, private water closet, and an expansive walk-in closet. Step outside to the oversized screened lanai and enjoy your morning coffee or evening sunsets overlooking the peaceful water. The backyard offers plenty of room to relax while taking in the tranquil views. Additional features include a large laundry room, spacious secondary bedrooms, ample storage throughout, modern neutral finishes, and dual HVAC systems for added comfort and efficiency. Located in the highly sought-after Winter Garden area, you'll enjoy easy access to shopping, dining, entertainment, and major roadways including SR-429, Florida's Turnpike, and Highway 50. Historic Downtown Winter Garden, Winter Garden Village, Horizon West, and Disney are all just a short drive away. The community also offers convenient access to parks, walking trails, and everything that has made Winter Garden one of Central Florida's most desirable places to call home. If you've been searching for a spacious, move-in-ready waterfront home with upscale finishes and an exceptional location, this one deserves a spot at the top of your list.
Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)
Listing Agent: Heather Unger, Pa (407-810-6304)
12050 BRACCO ST, WINTER GARDEN, FL 34787
$475,000102 Days on yellowkey MLS ID: O6398494
REDUCED by $14,900 (3.0%) on 07/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2023Monthly Fee: $110 Tax: $7,195 (2025)Community: Highland RidgeSingle Family
Taxes:$7,195
Remarks: Modern Living Meets Prime Location in Horizon West! Welcome to this stunning 2023-built Meritage Home in the sought-after Highland Ridge community. This energy-efficient "Bungalow" style residence features 3 bedrooms, 2.5 bathrooms, and a versatile second-floor loft—perfect for a home office or media room. The open-concept main floor boasts a gourmet kitchen with a large quartz island, sleek cabinetry, and stainless steel appliances, all flowing into a bright living area bathed in natural light thanks to its desirable Southern exposure. Energy Efficiency: Built with Meritage’s signature spray-foam insulation and Energy Star appliances, ensuring year-round comfort and significantly lower utility bills. Community & Location: Enjoy resort-style amenities including a pool, cabana, pickleball courts, and playground. Ideally located just minutes from Walt Disney World via Western Way and walking distance to the vibrant Flamingo Crossings Town Center for dining, shopping, and entertainment. Quick access to SR-429 makes commuting a breeze. Don’t miss your chance to own a like-new home in Winter Garden’s fastest-growing corridor!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Rosana Almeida (407-468-5600)
434 VALLEY VIEW DR, WINTER GARDEN, FL 34787
$950,00013 Days on yellowkey MLS ID: O6425087
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2765 Built: 2000Monthly Fee: $83 Tax: $4,087 (2025)Community: Courtlea Oaks Ph 01ASingle Family
Taxes:$4,087
Elementary School: Dillard Street Elem
Remarks: Under contract-accepting backup offers. Nestled in the highly coveted Courtlea Oaks community, within Winter Garden’s sought-after golf cart district, this beautifully updated home offers the perfect blend of timeless charm and modern luxury. Enjoy the lifestyle that has made historic downtown Winter Garden one of Central Florida’s most beloved destinations—just minutes away you’ll find award-winning restaurants, boutique shopping, the renowned Saturday Farmers Market, live entertainment, festivals, and miles of the West Orange Trail. Situated on an oversized .33-acre homesite, this exceptional residence offers 2,765 square feet with three bedrooms, two-and-a-half baths, and thoughtfully designed living spaces filled with architectural character. From the moment you enter, you’ll be welcomed by soaring ceilings, rich hardwood flooring, custom board-and-batten millwork, crown molding, and a stunning two-story foyer that creates an unforgettable first impression. At the heart of the home is a beautifully renovated kitchen featuring custom white cabinetry, a center island, farmhouse sink, professional-style gas range with pot filler, stainless steel appliances, and generous workspace—perfectly designed for both everyday living and effortless entertaining. The kitchen flows seamlessly into the spacious family room and sun-filled dining area overlooking the backyard oasis. Upstairs, the expansive loft provides exceptional flexibility as a media room, home office, fitness space, or could easily accommodate a fourth bedroom. The secondary bedrooms are generously sized, including one with a charming custom-built window desk. The beautifully updated bathrooms continue the home’s timeless design with quality finishes throughout. Step outside to your own private retreat featuring a sparkling pool, expansive brick paver deck, lush landscaping, and plenty of room for entertaining or simply relaxing under the Florida sun. Homes in Courtlea Oaks are rarely available. Combining an exceptional location, beautiful updates, timeless architecture, and one of Winter Garden’s most desirable lifestyles, this is a home you’ll be proud to call your own.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Jennifer Coon (321-948-8056)
11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787
$647,00056 Days on yellowkey MLS ID: O6413226
REDUCED by $1,000 (0.2%) on 07/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2043 Built: 2024Monthly Fee: $89 Tax: $8,682 (2025)Community: Northlake/Ovation Ph 1Single Family
Taxes:$8,682
Remarks: Welcome to this stunning, nearly new home, just two years old and thoughtfully designed for modern living. Perfectly positioned directly across from a beautiful conservation area and just steps from the community amenities center, this exceptional residence offers the ideal blend of comfort, convenience, and style. As you enter through the inviting front porch, you'll find a private first-floor bedroom and full bathroom—perfect for guests, in-laws, or a home office. The heart of the home features a gourmet kitchen that seamlessly flows into the spacious open-concept living and dining areas, creating the perfect space for entertaining and everyday living. Step through elegant French doors to enjoy the extended covered lanai and side yard, offering plenty of outdoor living space. The oversized driveway and two-car garage provide ample parking and storage. Upstairs, you'll discover two additional bedrooms, a full bathroom, and an expansive primary suite designed as a true retreat. The luxurious primary bathroom features dual vanities, an oversized walk-in shower, and a spacious walk-in closet. Located within a highly sought-after school district and just minutes from Orlando Health Hospital, Hamlin Town Center, and Flamingo Crossings Town Center, this home offers unparalleled convenience to shopping, dining, entertainment, and major roadways. This move-in-ready gem truly has everything you've been looking for. Schedule your private showing today and experience the lifestyle this exceptional home has to offer!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Val Restrepo (321-332-8092)
9225 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787
$1,150,0006 Days on yellowkey MLS ID: O6427589
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3897 Built: 2017Monthly Fee: $158 Tax: $15,124 (2025)Community: Watermark Ph 1BSingle Family
Taxes:$15,124
Remarks: Welcome to 9225 Holliston Creek Place, an exceptional pool home nestled on a premium corner lot in one of Winter Garden's most sought-after communities. From the moment you arrive, the lush landscaping, side-entry garage, and beautifully maintained exterior set the tone for everything this home has to offer. Step inside and you are immediately greeted by soaring ceilings, an abundance of natural light, and a thoughtfully designed open floor plan that flows seamlessly from the formal living and dining areas into the heart of the home. The spacious kitchen is a true entertainer's dream, featuring generous counter space, ample cabinetry, and a layout that opens directly to the main living area — perfect for gatherings of any size. The dedicated home office is one of the standout features of this property — large, well-appointed, and completely separate from the living spaces, giving you the ideal work-from-home setup or the flexibility to use as a fifth bedroom, playroom, or media room. The primary suite is a private retreat, offering a generous layout, spa-like en suite bathroom with dual vanities, soaking tub, and walk-in shower. Secondary bedrooms are well-sized and thoughtfully positioned for privacy. Step outside and discover your own backyard oasis. The screened pool and lanai area is designed for true Florida living — whether you are taking a morning swim, hosting a weekend cookout, or simply unwinding at the end of the day. The summer kitchen is fully equipped and perfectly positioned to make outdoor entertaining effortless, with everything you need just steps from the pool deck. Being on a corner lot provides additional yard space, extra privacy, and enhanced curb appeal that interior lots simply cannot match. Located in a vibrant, well-established Winter Garden community with easy access to top-rated schools, SR-429, the 408, shopping, dining, and all of Central Florida's best attractions — this one truly checks every box.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Michael Bouchard (407-443-1284)
7467 JOHN HANCOCK DR, WINTER GARDEN, FL 34787
$1,350,00027 Days on yellowkey MLS ID: O6421848
1 Days Off yellowkey (back on 7/15/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3964 Built: 2019Monthly Fee: $215 Tax: $16,560 (2025)Community: West Lake Hancock EstatesSpa: YesSingle Family
Taxes:$16,560
Elementary School: Independence Elementary
Remarks: Luxury, comfort, and an unbeatable location come together in this exceptional home in the highly sought-after Horizon West community. Perfectly positioned just minutes from Disney, shopping, dining, major highways, and top-rated schools, this move-in-ready residence offers the ideal combination of elegance, functionality, and the Florida lifestyle you’ve been looking for. Designed for both everyday living and entertaining, the home features 4 spacious bedrooms, 3 full bathrooms, a half bath, a dedicated office, a versatile bonus room, and a 3-car garage. The open-concept kitchen showcases a large center island, stainless steel appliances, and seamlessly connects to the spacious living areas. What truly sets this home apart is its stunning outdoor oasis. Since its original purchase, the owners have transformed the backyard into a private resort featuring a beautiful custom pool, an expansive covered lanai, and a fully equipped summer kitchen, creating the perfect setting for weekend barbecues, family gatherings, or simply relaxing while enjoying the peaceful pond views. Thoughtfully upgraded and impeccably maintained, this home is truly turnkey, allowing its next owners to move in and immediately enjoy one of Central Florida’s most desirable lifestyles. Whether you’re looking for your primary residence or a place where family and friends can create unforgettable memories, this property delivers the perfect blend of luxury, comfort, convenience, and quality of life.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Diogo Mac Knight (407-364-7522)
15456 GILLIGAN CT, WINTER GARDEN, FL 34787
$550,000363 Days on yellowkey MLS ID: A4660262
0 Days Off yellowkey (back on 7/2/2026)
REDUCED by $25,000 (4.3%) on 06/12/2026
Bed: 3 Bath: 3.5 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: Disney fireworks views, single-story living, low HOA — just 3.9 miles from Disney. Welcome to Winding Bay in Winter Garden, where location, lifestyle, and long-term value come together in one beautifully maintained home. This pristine 3-bedroom, 3.5-bath residence with a flexible bonus room offers the perfect setup for everyday living, visiting guests, remote work, or a potential future sleeping space with proper modification and verification. From the moment you arrive, the home makes a statement with its brick-paved driveway, stone-accented façade, and inviting curb appeal. Inside, the bright open floor plan is designed for comfort and function, featuring a dedicated built-in desk area, an oversized mudroom, an adjacent laundry room, custom cabinetry, and generously sized guest suites. The heart of the home is the chef-inspired eat-in kitchen, complete with 42-inch soft-close cabinetry, quartz countertops, designer backsplash, vented range hood, built-in microwave, massive walk-in pantry, and an oversized island with seating for up to eight — ideal for entertaining, hosting family, or gathering after a day at the parks. The open dining and family room are filled with natural light and flow seamlessly to the custom-designed backyard, where you can relax and enjoy direct views of Disney fireworks from home — a rare and memorable feature that truly sets this property apart. Winding Bay offers a peaceful, pride-of-ownership atmosphere with no short-term rentals permitted, helping preserve the neighborhood feel while still keeping you minutes from Disney, dining, shopping, schools, and major conveniences. Residents also enjoy a community pool, dog park, and a low HOA of just $102/month. Move-in ready, meticulously maintained, and positioned in one of Winter Garden’s most desirable communities, this home is ideal for owner-occupants, Disney professionals, second-home buyers, or anyone seeking proximity to the magic without the noise, crowds, or rental turnover. Private showings available by appointment.
Listing is courtesy of: NEXTHOME CASA BELLA ELITE (813-726-5646)
Listing Agent: Loren Rosenthal (813-726-5646)
15009 LEBEAU LOOP, WINTER GARDEN, FL 34787
$775,0006 Days on yellowkey MLS ID: O6427810
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2116 Built: 2022Monthly Fee: $101 Tax: $8,170 (2025)Community: Winding Bay Ph 3Spa: NoSingle Family
Taxes:$8,170
Remarks: Beautifully upgraded home in the highly desirable Winding Bay community! 3-bedroom, 2.5-bath + office/flex room one-story single-family home over 2,100 square feet of comfortable living space with modern finishes and an open floor plan filled with natural light. The spacious kitchen is truly the heart of the home, featuring a large quartz island, built-in oven and microwave, gas cooktop, stainless steel appliances, plenty of cabinet space, and a walk-in pantry. Master Bedroom Suite offers a spa-like bathroom with dual vanities, a large walk-in shower, and a custom walk-in closet. The dedicated office with built-in cabinetry provides an ideal work-from-home space. The backyard offers your own private retreat with a heated saltwater pool, covered lanai, outdoor kitchen, pergola, and a fully fenced yard—perfect for relaxing, entertaining, or enjoying Florida's beautiful weather year-round. Additional features include solar panels, luxury laminate flooring throughout the main living areas, a custom wood panel for the TV, a spacious laundry room with built-in cabinets and utility sink, an irrigation system, and a two-car garage with storage racks and an EV charger. Winding Bay enjoy resort-style amenities including a community pool, playground, dog park, and scenic walking paths, all conveniently located near Disney, Horizon West, shopping, dining, and top-rated schools.
Listing is courtesy of: TOP HOUSING LLC (689-250-2717)
Listing Agent: Sofia Bastardo (407-860-2429)
1801 BURDOCK DR, WINTER GARDEN, FL 34787
$599,90034 Days on yellowkey MLS ID: O6419427
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2534 Built: 2008Monthly Fee: $90 Tax: $3,695 (2025)Community: Carriage Pointe A-I & LSingle Family
Taxes:$3,695
Remarks: Callaway Model built by Taylor Morrison Home: Welcome home to this beautifully maintained residence offering exceptional curb appeal and timeless Florida charm. From the moment you arrive, you'll appreciate the attractive paver driveway, manicured landscaping, lush lawn, and welcoming covered front porch accented by elegant columns and mature palm trees. The home's inviting exterior showcases a desirable split bedroom style appearance, a spacious two car garage, and a thoughtfully landscaped front yard that creates a warm first impression. Situated in a well kept community, this property offers the perfect blend of comfort, style, and functionality. Whether you're enjoying your morning coffee on the front porch or welcoming guests into this charming home, you'll appreciate the pride of ownership evident throughout. Conveniently located near shopping, dining, entertainment, major roadways, and all that Winter Garden has to offer. Don't miss this opportunity to own a move-in-ready home in one of Central Florida's most sought-after areas! Roof was replaced in March 2026, AC 2018, Water Heater is newer.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Tracy Hampstead (407-803-3137)
15790 SWEET LIMETTA DR, WINTER GARDEN, FL 34787
$899,00021 Days on yellowkey MLS ID: O6421864
0 Days Off yellowkey (back on 7/23/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3636 Built: 2020Monthly Fee: $72 Tax: $11,362 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$11,362
Remarks: PRICE TO SELL!!!! Beautifully maintained and highly desirable residence in a prime Orlando-area location. This home stands out for its exceptional condition, functional layout, and inviting atmosphere, making it an outstanding opportunity for both homeowners and investors alike. Step inside to a bright and open living space filled with natural light, offering a seamless flow that enhances everyday comfort and entertaining. The thoughtfully designed kitchen connects effortlessly to the main living area, creating a practical and welcoming centerpiece of the home. In addition to the spacious living areas, the home features a dedicated office, perfect for working from home or creating a quiet study space, as well as a separate TV/media room, offering the ideal setting for movie nights, gaming, or relaxing with family and friends. The primary suite provides a private retreat with generous closet space and a well-appointed bathroom. Additional bedrooms are well-proportioned and flexible, ideal for guests or personal use. The home also features convenient in-unit laundry and ample storage throughout, adding to its everyday functionality. Located in a well-kept community with excellent access to major highways, shopping centers, dining options, and local attractions, this property offers both lifestyle and convenience in one package. With strong rental and resale appeal, this is a rare opportunity you don't want to miss. Buyer to verify all information, including HOA rules, fees, and rental restrictions.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
14902 ARRENA RD, WINTER GARDEN, FL 34787
$628,000649 Days on yellowkey MLS ID: O6248982
REDUCED by $10,000 (1.6%) on 07/14/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3392 Built: 2001 Tax: $7,754 (2023)Community: Arrowhead LakesSpa: NoSingle Family
Taxes:$7,754
Elementary School: Water Spring Elementary
Tax Year: 2023
Remarks: Under contract-accepting backup offers. WATERFRONT--2 ACRES--NO HOA 7 Miles west of Disneys' main entrance...Winter Garden address with "A rated" schools listed on tax records. Close to many restaurants, shopping and other amenities. This is considered the 4 Corner Area because across Hwy 192 is Kissimmee, Hwy 27 is just a couple blocks west and if you go North it is Clermont and going south on Hwy 27 is Davenport. Piece of Paradise..Spacious..Upgraded...MOVE IN READY.. Expansive 2 car garage..workshop...storage...oversized.. Also approx 19X11 shed with an upper loft area ..The property is partially fenced. --..French doors open to a deck overlooks Lake Chapin in the rear of the property with fruit trees, banana trees, ..No damage from hurricane Milton. You will absolutely need to see to appreciate this home...even driving by, it is deceivingly large from just outside appearance.(almost 3400 Living sq ft). Beautifully maintained and Quality throughout.--Double Paned, tilt-out Windows with Marble sills--Well Maintained Bamboo Flooring (quality thicker boards ).Loads of Storage throughout and lighted closets...extra insulation in attic..Ceiling fans with wall controls and remotes..-French doors..-the list continues... A Central Kitchen that will delight the Chef --It has been thought out from past years of wants and needs and implemented. A WALL of Cabinetry..Corner Lazy susans upper and lower , pull out drawers ..under counter lights ..Convection oven and island cooktop with grill. Bar area opening into the Living room/ Dining room.. Split bedrooms plan and Master Suite has an extra room adjoining,which could be a exercise room, office, sitting room just to name a few. Large (approx 16x15) Suite has 3 solid core barn doors to close off the double walk in closet ROOMs and for the entrance door. Beautifully done Master Bath. (approx 13x9) Inside Laundry room with additional outlet for another refrigerator ..freezer. More than expansive (approx 16x13 sq ft) with a prestine pool table that can stay or go...your call.. This home makes a fantastic home for entertaining and/or family life with room to grow .. Come and see this home and you will want to make it yours..There is not another like it around. and it's so rare to find
Listing is courtesy of: STAR SOLUTION PROPERTIES LLC (407-383-9317)
Listing Agent: Cheryl Danboise (407-383-9317)
9953 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787
$859,99010 Days on yellowkey MLS ID: S5154027
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2935 Built: 2020Monthly Fee: $164 Tax: $10,398 (2025)Community: Watermark Ph 4ASingle Family
Taxes:$10,398
Elementary School: Panther Lake Elementary
Remarks: Welcome to this exceptional corner-lot home with a premium lot in the highly sought-after Watermark community of Horizon West, Winter Garden! This beautifully maintained residence offers 4 bedrooms, 3.5 bathrooms, plus a spacious bonus room that can easily serve as a 5th bedroom, home office, media room, or playroom. Designed for both comfort and entertaining, the open-concept floor plan is filled with abundant natural light and features a stunning gourmet kitchen with an oversized island, perfect for gathering with family and friends. The spacious living and dining areas flow seamlessly to the covered lanai, creating the ideal indoor-outdoor Florida lifestyle. The luxurious primary suite offers a private screened balcony, providing the perfect place to enjoy your morning coffee or unwind after a long day. Step outside to a generously sized, fully fenced backyard offering exceptional privacy and endless possibilities to design your dream outdoor oasis, whether you envision a custom pool, summer kitchen, or beautiful garden. Additional upgrades include a whole-home water softener system, epoxy flooring in the oversized two-car garage, and numerous thoughtful features throughout the home. Located within walking distance to top-rated schools and just minutes from shopping, dining, entertainment, major highways, Disney theme parks and everything Horizon West and Winter Garden have to offer, Watermark also features outstanding resort-style amenities for residents to enjoy year-round. This is more than just a home—it’s a lifestyle. Schedule your private showing today and experience everything this remarkable property has to offer.
Listing is courtesy of: MARCILLO REAL ESTATE LLC (954-297-3636)
Listing Agent: Maria Barrios Tovar (407-600-4040)
925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787
$815,00096 Days on yellowkey MLS ID: O6402075
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3580 Built: 2008Monthly Fee: $72 Tax: $4,880 (2025)Community: Covington ParkSpa: NoSingle Family
Taxes:$4,880
Remarks: Virtually Staged. Welcome to Covington Chase, one of Winter Garden's most sought after communities, where this beautiful home now features a brand new AC system that was just installed, giving you one less major expense to worry about. Just minutes from the charm and energy of Historic Downtown Winter Garden, this exceptional 4 bedroom, 4 full bathroom home sits on an oversized 0.38 acre lot and offers the perfect blend of space, comfort, and flexibility. The expansive backyard provides endless possibilities for entertaining, gardening, relaxing, or creating your own outdoor oasis. With nearly four tenths of an acre, there is plenty of room to enjoy the outdoors and make the space your own. A long driveway and spacious 3 car garage offer ample parking, extra storage, and even room for a golf cart so you can fully enjoy life in Winter Garden's popular golf cart district. Designed with everyday living in mind, the thoughtfully planned layout offers flexibility for a variety of lifestyles. The first floor features a spacious primary suite tucked away for privacy, complete with two walk in closets and a generously sized bathroom. A dedicated office provides the perfect space for working from home, hobbies, or a quiet retreat. You'll also find a convenient Jack and Jill bedroom and bathroom setup on the main level, adding even more versatility to the home's layout. Upstairs, a large loft offers the ideal space for movie nights, a game room, fitness area, or additional living space. A private bedroom and full bathroom complete the second floor, creating a comfortable retreat with added privacy. Recent updates add even more value, including the brand new AC system and a roof that was replaced just a few years ago, offering peace of mind for years to come. The location is just as impressive as the home itself. Only minutes away is the Historic Downtown Winter Garden District, where you'll enjoy locally owned restaurants, coffee shops, boutiques, live events, and the award winning weekly farmers market. Spend weekends exploring the nearby 22 mile West Orange Trail, perfect for biking, walking, or simply enjoying Florida's beautiful weather. Living in the golf cart district makes it easy to head downtown for dinner, festivals, or an evening out without needing to drive. Opportunities like this are rare. An oversized lot, versatile floor plan, downstairs primary suite, dedicated office, multiple living spaces, private upstairs retreat, 3 car garage, brand new AC system, and an unbeatable location near downtown Winter Garden make this home an exceptional opportunity to enjoy the best of Central Florida living.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
$945,00024 Days on yellowkey MLS ID: O6422408
REDUCED by $20,000 (2.1%) on 07/23/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4305 Built: 2019Monthly Fee: $164 Tax: $9,084 (2025)Community: WatermarkSingle Family
Taxes:$9,084
Remarks: Currently occupied by tenant. Tenant will move out Jan 2027. Welcome to this beautifully upgraded 5-bedroom, 5-bathroom floorplan, where comfort meets style in the highly sought-after Watermark community. One of the bedrooms has been thoughtfully converted into a spacious media room by the original owners in 2019, but it can easily function as a fifth bedroom if needed. From the charming front porch to the shining luxury tile floors, this home is filled with elegant touches throughout. As you step inside, you’re greeted by a custom full-length glass wall in the hallway, adding depth and openness to the floorplan. The first room on the left is a fully equipped office. Adjacent is a sophisticated formal dining room with stylish wallpaper. The soaring ceilings and oversized family room are designed for both entertaining and everyday comfort, featuring stunning window treatments, a high-resolution projector, and a built-in surround sound system—perfect for cinematic nights at home. The gourmet kitchen is a chef’s dream, featuring stainless steel appliances, a large quartz countertop, a summer kitchen layout, and designer pendant lights, all of which can remain with the home. The first-floor master suite is a true retreat with blackout window treatments, a spa-like bath with a soaking tub, and a generous walk-in closet. Upstairs, you’ll find three additional bedrooms, a spacious loft, a study/den, and a one-of-a-kind themed game room with a hand-painted moon mural, cloud accents, twinkling ceiling lights, and a second surround sound system. Step outside to a covered patio with a heat-block screen and ambient ceiling lighting—ideal for evening gatherings. Located just a short walk from the luxury clubhouse and nearby commercial plaza, you’ll enjoy resort-style amenities including pool, a fitness center, fire pit, waterslides, tennis and basketball courts—all with a low HOA. This home offers the perfect combination of luxury, convenience, and community living. There are four lights have been removed compared to the original listing photos: • The fixture in the front study room • The one in the formal dining room • The light above the staircase• The one in the morning/breakfast area Please call for showing.
Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)
Listing Agent: Emma Yue (626-328-8535)
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