Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Price: $400,000 to $499,000
Do Not Show Listings
Winter Garden - 40 properties found
217 W STORY RD, WINTER GARDEN, FL 34787
$450,000Listed 06/23/2026 1:28PM MLS ID: O6417750
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1952 Tax: $6,017 (2025)Community: Pleasant ParkSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,017
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Welcome to 217 W. Story Road, a beautifully located home in Downtown Winter Garden, Florida, offering the walkable, golf cart friendly lifestyle that has made Winter Garden real estate some of the most sought after in Central Florida. Situated just a few blocks from the iconic Plant Street Market, this home places you in the center of everything that makes historic Downtown Winter Garden one of the area's premier destinations. Enjoy convenient access to local restaurants, boutique shopping, coffee shops, breweries, and the award winning West Orange Trail. Spend your weekends at the popular Winter Garden Farmers Market, live entertainment events, and seasonal festivals, all just minutes from your front door. Located in the highly desirable golf cart district, residents can easily access Downtown Winter Garden's newest restaurants and exciting developments that continue to enhance the area's charm and long term appeal. With close proximity to Winter Garden Village, major highways, Walt Disney World, and all that Central Florida has to offer, this location combines small town character with modern convenience. Whether you're searching for a home near Plant Street Market, a property in the golf cart district, or a home in historic Downtown Winter Garden, 217 W. Story Road offers a rare opportunity to experience one of the most desirable lifestyles in Winter Garden, FL.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
5545 BOWMAN DR, WINTER GARDEN, FL 34787
$480,00041 Days on yellowkey MLS ID: O6407484
REDUCED by $5,000 (1.0%) on 06/04/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1998 Built: 2016Monthly Fee: $339 Tax: $7,894 (2025)Community: Overlook 2/Hamlin Ph 1 & 6Spa: NoSingle Family
Taxes:$7,894
Elementary School: None
High School: None
Middle School: None
Remarks: Come see 5545 Bowman Dr, recently updated with fresh interior paint and partial flooring replacement throughout. The kitchen features a backsplash and a convenient island providing additional workspace. The primary bedroom includes a spacious walk in closet, and the primary bathroom is equipped with double sinks for enhanced utility. Outside, a covered patio extends to a fully fenced in backyard, completing the exterior amenities. Enjoy updated comfort and practical features in this exceptional residence. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
14058 FRASIER ST, WINTER GARDEN, FL 34787
$459,000123 Days on yellowkey MLS ID: V4947394
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2023Monthly Fee: $110 Tax: $7,893 (2024)Community: Highland RdgSingle Family
Taxes:$7,893
Tax Year: 2024
Remarks: Welcome to 14058 Frasier Street in the heart of Winter Garden, Florida—where modern comfort meets small-town charm! Located in one of Central Florida’s most sought-after communities, this beautifully maintained home offers the perfect blend of style, space, and convenience. Step inside to discover an inviting open-concept floor plan filled with natural light, high ceilings, and thoughtfully designed living spaces ideal for both everyday living and entertaining. The spacious kitchen serves as the centerpiece of the home, featuring ample cabinetry, generous counter space, and a seamless flow into the dining and living areas—perfect for hosting family and friends. The primary suite provides a private retreat with a well-appointed en-suite bath and generous closet space. Additional bedrooms are comfortably sized and versatile, ideal for guests, a home office, or a growing family. Every detail has been carefully maintained to create a move-in-ready opportunity. Enjoy Florida living year-round with a private backyard space perfect for relaxing evenings, weekend barbecues, or creating your own outdoor oasis. Whether you envision a garden, play area, or custom patio retreat, the possibilities are endless. If you’re looking for a home that offers comfort, location, and lifestyle all in one—14058 Frasier Street is ready to welcome you home. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ali Partovi (386-295-5115)
9318 MCLAREN ALLEY, WINTER GARDEN, FL 34787
$489,00038 Days on yellowkey MLS ID: S5150019
4 Days Off yellowkey (back on 6/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1685 Built: 2020Monthly Fee: $257 Tax: $7,221 (2025)Community: Waterleigh Phase 3ASingle Family
Taxes:$7,221
Remarks: Beautiful corner-lot home in a highly desirable location and excellent condition featuring 3 spacious bedrooms, 2 full bathrooms, a 2-car garage, and a long driveway with space for 2 additional vehicles. This well-maintained, move-in ready property also includes solar panels and a water purification system, offering both comfort and energy efficiency. With great natural lighting and located in a quiet and convenient area, this home is perfect for families looking for comfort, savings, and an outstanding location.
Listing is courtesy of: MD3 HOMES LLC (407-557-8810)
Listing Agent: Jorge Sanchez Nunez (720-503-2753)
107 TRADITIONS DR, WINTER GARDEN, FL 34787
$444,97598 Days on yellowkey MLS ID: S5145650
REDUCED by $10,000 (2.2%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1582 Built: 1999Monthly Fee: $45 Tax: $1,458 (2024)Community: Traditions SubSingle Family
Taxes:$1,458
Remarks: You found it with this Location! The family will love this beautiful, Former Model home in Traditions! Blocks away from Downtown Winter Garden! Golf carts welcome! This 3/2 split plan has wood laminate flooring in living room & the master bedroom. Kitchen is open, Ceramic tile & eat-in space overlooking backyard. Master Bedroom is spacious with Walk-in shower and separate tub. Private / separate laundry room. Separate office or workshop in garage is UNDER AIR UNDER & perfect for the handyman! The backyard is fully fenced. Enjoy the restaurants, famer's market & shops all in walking distance or use a golf cart! Separate Workshop room. AC 2019. Easy access to the turnpike, 429, 408 to downtown Orlando or OIA! Great Schools!
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Rick Evans, Ii (407-538-9295)
14383 BRAEMAR ST, WINTER GARDEN, FL 34787
$465,0003 Days on yellowkey MLS ID: O6418248
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2024Monthly Fee: $110 Tax: $7,218 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$7,218
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: This well-maintained home comes with a quality tenant already in place, allowing the new owner to begin collecting rental income immediately after closing. Enjoy stable cash flow and a turnkey investment in one of Winter Garden’s most sought-after locations. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, this home provides a functional and inviting floor plan. The spacious primary suite is located on the second floor, providing added privacy, while the additional bedrooms provide flexibility for family, guests, or a home office. Located within a community featuring a resort-style swimming pool, this property is also zoned for highly rated schools and offers exceptional convenience. Just minutes from Flamingo Crossings Town Center, residents enjoy easy access to shopping, restaurants, grocery stores, and daily conveniences. The home is also close to Walt Disney World Resort, major attractions, and provides quick access to SR 429, making commuting throughout Central Florida simple and efficient. Whether you're looking to expand your investment portfolio or secure a future primary residence with income in place, this property offers an outstanding combination of location, lifestyle, and immediate rental returns.
Listing is courtesy of: BAY STREET GROUP FLORIDA LLC (407-476-7752)
Listing Agent: Yao Zheng (689-500-6995)
1503 COLUSO DR, WINTER GARDEN, FL 34787
$473,00031 Days on yellowkey MLS ID: O6410109
REDUCED by $7,000 (1.5%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2187 Built: 1988 Tax: $1,952 (2025)Community: Magnolia Wood Fifth AddSpa: NoSingle Family
Taxes:$1,952
Remarks: Ideally located in Winter Garden's Magnolia Wood neighborhood, this single-story block-and-stucco home offers quick access to the SR-429 entrance for an easy commute, with historic Downtown Winter Garden and the West Orange Trail — and its shops, dining, and miles of paved path — within close reach. Set on a landscaped 0.32-acre lot, the home features 3 bedrooms, 2 baths, and 2,187 heated square feet of comfortable living space. Inside, the popular split floor plan places the primary bedroom on the main floor, while vaulted ceilings and an open layout create a bright, airy feel throughout. A wood-burning masonry fireplace anchors the family room, and a Florida room adds flexible space to enjoy year-round. Outdoor living is easy here, with a screened front porch overlooking the garden and a private backyard featuring a workshop and shed, plus an attached 20x24 two-car garage. Situated in Orange County with low annual taxes of approximately $1,952 and in low-risk Flood Zone X, this property also allows leasing with a one-month minimum and no association approval required — offering flexibility for owners and investors alike. Schedule your showing today.
Listing is courtesy of: FLA REAL ESTATE SERVICES (321-436-4911)
Listing Agent: John Tilton (407-955-2759)
14280 BRAEMAR ST, WINTER GARDEN, FL 34787
$499,00062 Days on yellowkey MLS ID: TB8500322
REDUCED by $40,000 (7.4%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1964 Built: 2023Monthly Fee: $100 Tax: $7,928 (2025)Community: Highland RdgSingle Family
Taxes:$7,928
Remarks: PRICE IMPROVEMENT – NOW OFFERED AT $499,000! Exceptional opportunity to own a nearly new home in the highly sought-after Highland Ridge community of Winter Garden. Built in 2023, this beautifully maintained 3-bedroom, 2.5-bath residence offers a modern open-concept floor plan with stylish finishes throughout. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and opens seamlessly to the living and dining areas, making it ideal for everyday living and entertaining. Upstairs, you’ll find a generous primary suite, two additional bedrooms, and a versatile loft space. At just $499,000, this home presents one of the best values in Winter Garden for a newer construction property. Conveniently located near Downtown Winter Garden, Hamlin Town Center, shopping, dining, entertainment, major highways, and top-rated schools. Community amenities include a playground, pool, and beautifully maintained common areas. Move-in ready and priced to sell—schedule your private showing today before this opportunity is gone!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Freddy Escobar (352-217-7815)
9362 WOODCRANE DR, WINTER GARDEN, FL 34787
$459,3007 Days on yellowkey MLS ID: O6417277
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2058 Built: 2015Monthly Fee: $151 Tax: $7,210 (2025)Community: Watermark Ph 1BSingle Family
Taxes:$7,210
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Short Sale. Welcome to this beautiful two-story home offering 3 bedrooms, 2.5 bathrooms. The first-floor features spacious living and dining areas that flow seamlessly into the well-appointed kitchen, complete with granite countertops, 42-inch cabinetry, and a large walk-in pantry providing ample storage. Upstairs, you'll find a huge loft space that can serve as a second living area, home office, playroom, or media room. The convenient upstairs laundry room makes everyday chores a breeze. The spacious primary suite features dual sinks, a walk-in shower, and plenty of room to unwind. Enjoy resort-style living with outstanding community amenities, including a resort-style pool, splash pad, clubhouse, fitness center, tennis courts and playground. Ideally located just minutes from Walt Disney World, shopping, dining, and entertainment at Hamlin Town Center, this home offers the perfect combination of comfort, convenience, and lifestyle. This is a bankruptcy sale and there is a 15,000 dollar buyers premium due at closing.
Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)
Listing Agent: Kavita Uttamchandani (239-691-2289)
14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787
$488,00027 Days on yellowkey MLS ID: GC540630
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1916 Built: 2016Monthly Fee: $164 Tax: $5,965 (2025)Community: Watermark Ph 1BSingle Family
Taxes:$5,965
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Watermark community in Winter Garden! This home features a bright open-concept floor plan where the kitchen, dining, and living areas seamlessly flow together — perfect for entertaining and everyday living. Upstairs, you’ll find all three bedrooms, two full bathrooms, a convenient upstairs laundry room, and an additional flex space ideal for a playroom, office space, media room, or second family room. The spacious primary suite offers privacy, while the two secondary bedrooms share access to a charming private balcony overlooking the neighborhood. A downstairs half bath adds convenience for guests. Additional features include a 2-car garage, energy-efficient solar panels, and thoughtfully designed living spaces throughout. Enjoy an unbeatable location with Starbucks, Walgreens, restaurants, shopping, and everyday conveniences all in close proximity. For Disney lovers, Magic Kingdom is approximately 9 miles away and Disney Springs is about 12 miles away, making this an ideal primary residence, vacation home, or investment opportunity. Residents of Watermark enjoy resort-style amenities including a community pool, tennis courts, clubhouse, playground, fitness center, and scenic walking trails. This home offers the perfect combination of location, lifestyle, and modern Florida living!
Listing is courtesy of: CROSS KEYS REALTY, INC. (352-505-5049)
Listing Agent: Morgan Coleman (352-222-9093)
1610 BEULAH RD, WINTER GARDEN, FL 34787
$450,0005 Days on yellowkey MLS ID: O6418153
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2210 Built: 1998Monthly Fee: $44 Tax: $2,189 (2025)Community: Orange CoveSingle Family
Taxes:$2,189
Remarks: Welcome to 1610 Beulah Road, a custom built home in one of Winter Garden's most convenient locations. Situated directly across from West Orange High School, this exceptional property offers the perfect blend of privacy, tranquility, and accessibility. Just five minutes from Historic Downtown Winter Garden and Plant Street Market, you'll enjoy easy access to award winning dining, boutique shopping, the popular Farmers Market, Crooked Can Brewing Company, and countless community events throughout the year. Designed with comfort and quality in mind, this custom residence is nestled against protected wooded wetlands, creating a peaceful backdrop rarely found so close to town. Relax and unwind from the screened rear patio while taking in the serene views and natural beauty of the private backyard setting. With no rear neighbors and lush conservation views, this home offers a quiet retreat that feels worlds away. Commuters will appreciate the easy access to State Road 429 and the Florida Turnpike, providing convenient connections to Downtown Orlando, Lake County, and major employment centers throughout Central Florida. Whether you're searching for a home near Downtown Winter Garden, top rated schools, or a property with privacy and scenic views, 1610 Beulah Road delivers an unbeatable combination of location, craftsmanship, and lifestyle. Experience the best of Winter Garden living with the perfect balance of convenience and natural beauty.
420 E CYPRESS ST, WINTER GARDEN, FL 34787
$420,00022 Days on yellowkey MLS ID: O6412414
REDUCED by $5,000 (1.2%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1616 Built: 1950 Tax: $5,517 (2025)Community: Overstreet CrateSingle Family
Taxes:$5,517
Elementary School: Maxey Elem
Remarks: Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Trevor Zwick (863-303-6114)
14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787
$450,000355 Days on yellowkey MLS ID: O6320739
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1904 Built: 2016Monthly Fee: $159 Tax: $7,554 (2024)Community: Watermark Ph 2CSingle Family
Taxes:$7,554
Remarks: Short Sale. BACK ON THE MARKET — THROUGH NO FAULT OF THE SELLER! Buyer financing fell through. Welcome Home! 14536 Golden Harbor – a beautifully designed 3-bedroom, 2.5-bathroom home offering 1,904 square feet of thoughtfully laid-out living space. Nestled on the desirable Watermark community on the Disney side of Winter Garden, this Meritage Angelou II model combines modern efficiency with everyday comfort. The home comes equipped with fully PAID OFF solar panels, already wired and ready for connection—making this an energy-smart choice for eco-conscious buyers. As you walk in you are greeted with open-concept living/ dining room area that is ideal for entertaining, with a spacious kitchen located at the rear of the home. Enjoy stainless steel appliances, crown-topped cabinetry, a walk-in pantry, and a generous granite island that flows seamlessly into the living and dining areas. You’ll also find a built-in office nook and a convenient half-bath on this level. Upstairs, a spacious loft adds flexibility—perfect as a second living area, playroom, or home office. The laundry area is thoughtfully tucked away, and the split-bedroom design offers added privacy. The primary suite includes a walk-in closet, dual vanity, and a walk-in shower. Two additional bedrooms are located toward the front of the home and extend access to a private, covered balcony—an ideal spot to catch Disney’s nightly fireworks with a glass of wine and a great book. Whether you're unwinding on the front porch, enjoying balcony views, or taking advantage of community amenities—including a resort-style pool, playground, fitness center, basketball court, and more—you’ll find the lifestyle here hard to beat. You are just walking distance to The Mark, a versatile retail neighborhood center, with stores, restaurants, gas station, and more! Best of all, you’re just minutes from Walt Disney World, Magic Kingdom, Epcot, and Hollywood Studios—each less than 20 minutes away.
Listing is courtesy of: PIXEL REALTY (352-678-9405)
Listing Agent: Nurit Bland (407-529-8710)
16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$499,000260 Days on yellowkey MLS ID: O6348822
REDUCED by $20,000 (3.9%) on 04/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2042 Built: 2020Monthly Fee: $103 Tax: $4,770 (2024)Community: Storey GroveSingle Family
Taxes:$4,770
Remarks: PRICE IMPROVEMENT!!! Now offered at a substantially reduced price. The seller will pay off the existing solar panel loan (approximately $29,000) in full at closing, allowing the buyer to enjoy the benefits of solar energy without assuming this debt. Perfect for buyers seeking convenience, accessibility, and a family-friendly setting—just steps from the elementary school!! Discover this well-maintained 4-bedroom, 3-bath home located in the highly desirable Storey Grove community in Winter Garden. This property offers 2,042 sq ft of bright and functional living space/ Total area :4,704 SqFt , featuring an open-concept layout that seamlessly connects the kitchen and main living areas—ideal for everyday living and entertaining. The spacious primary suite includes a private bathroom and ample storage, while the additional bedrooms provide flexibility for guests, a home office, or growing families. Conveniently situated just steps from the elementary school, this home is perfect for those seeking accessibility and ease in their daily routine. Its location also provides quick access to main roads, shopping, dining, and Disney World, making commuting and errands simple and efficient. Enjoy outdoor living with a private patio, plus access to resort-style community amenities including a pool, fitness center, clubhouse, playgrounds, and dog parks. This property comes with solar panels, providing energy efficiency and savings.. Community parking regulations help maintain a clean and organized neighborhood environment, with guest parking available nearby. Seller is motivated and open to concessions. Schedule your private showing today.
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTION (407-822-1063)
Listing Agent: Yesenia Barrios (321-276-1977)
10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$459,90040 Days on yellowkey MLS ID: O6407798
REDUCED by $9,000 (1.9%) on 06/15/2026
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
Remarks: One or more photo(s) has been virtually staged. MOVE-IN READY with a gourmet kitchen and a layout built for real life. Welcome to Waterleigh living at its finest, where thoughtful design, beautiful upgrades, and everyday comfort come together in a home that feels both elevated and inviting from the moment you walk in. Situated on a rare oversized 145-foot-deep homesite, this beautifully maintained SINGLE STORY Laurel floor plan offers 3 Bedrooms, 2 Full Bathrooms, an extended paver driveway, a larger backyard, and the kind of open, easy flow that simply makes life feel good. From quiet mornings on the covered lanai to gathering with family and friends around the kitchen island, every space in this home was designed to be lived in, enjoyed, and remembered. At the heart of the home is the stunning GOURMET KITCHEN featuring a large granite island, walk-in pantry, upgraded pendant lighting, gorgeous Toscana stained glass accents, and BRAND NEW SS Appliances, including a French Door Refrigerator with in door ice and water. The kitchen opens seamlessly into the spacious dining and family room areas, creating a warm and welcoming space filled with natural light and perfect for both entertaining and everyday living. The private primary suite offers a peaceful retreat with plenty of room for a king sized bed and oversized furniture, while the spa like ensuite bath features DUAL SINKS, an Oversized walk-in shower with tiled bench, and a generous walk-in closet. The thoughtfully designed split floor plan places Bedrooms 2 and 3 along with the secondary bath toward the front of the home, offering added privacy and flexibility. The rear-entry garage creates a functional mudroom-style entry complete with a laundry room, built-in storage cabinetry, and granite countertop workspace, providing added organization and separation between the garage and main living areas. Additional features throughout the home include Extensive Tile Flooring, upgraded designer light fixtures, wood window sills, window blinds throughout, a spacious laundry room, and a convenient drop zone with extra cabinetry near the garage entry, the little details that make everyday living feel effortless. Built with energy efficiency in mind, the home also helps keep utility costs lower while maintaining year round comfort. And beyond the home itself, Waterleigh offers the kind of Florida lifestyle that blends resort-style amenities, outdoor living, and everyday convenience. Residents enjoy access to 4 resort-style pools, 3 clubhouses with fitness centers, tennis courts, pickleball, volleyball, playgrounds, parks, putt putt golf, scenic walking trails, and community events throughout the year that truly make the neighborhood feel connected and alive. Even better, the HOA handles lawn maintenance including mowing, trimming, fertilizing, and mulch, giving you more time to enjoy your home instead of maintaining it. Perfectly located near Disney, Hamlin Town Center, shopping, dining, SR-429, and I-4, this home is also zoned for highly regarded schools, including Atwater Bay Elementary, Water Spring Middle School, and Horizon High School. Beautifully upgraded, thoughtfully designed, and move in ready, this is more than just a house, it’s the kind of home that makes everyday life feel a little more beautiful in so many ways.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sabrina Freeman (407-446-5541)
1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787
$450,0009 Days on yellowkey MLS ID: O6416732
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1219 Built: 1997Monthly Fee: $25 Tax: $3,719 (2025)Community: Crown Point SpgsSingle Family
Taxes:$3,719
Remarks: Virtually Staged. Welcome home to this beautifully renovated 3-bedroom, 2-bathroom residence in the heart of Winter Garden! Ideally located just 6 minutes from the charm and excitement of Plant Street and Downtown Winter Garden, you'll enjoy easy access to award-winning restaurants, local boutiques, the weekly farmers market, and community events while still having a peaceful place to call home. Inside, this move-in ready home has been completely transformed from top to bottom. Updates include new flooring throughout, fresh interior paint, updated baseboards, stylish new ceiling fans, and new blinds. The stunning kitchen features new appliances, upgraded countertops, and a designer backsplash, creating a space that's both functional and beautiful. Both bathrooms have been fully renovated with modern finishes, offering a fresh and luxurious feel. The improvements continue outside with fresh exterior paint, professional landscaping, a welcoming new front door, and a LeafFilter gutter protection system for added convenience and peace of mind. Step into the oversized backyard, where mature trees provide shade and character, and you'll find plenty of space to design the pool of your dreams, create an outdoor entertaining area, or simply enjoy the privacy and tranquility of your own backyard retreat. With extensive updates, an unbeatable location, and a spacious lot, this Winter Garden gem offers the perfect blend of comfort, style, and convenience. Roof 2018, Hot Water Heater 2026. Don't miss your opportunity to make it yours!
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Lana Larrivee (407-341-8814)
1906 SHERBOURNE ST, WINTER GARDEN, FL 34787
$477,00021 Days on yellowkey MLS ID: S5151079
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2029 Built: 2002Monthly Fee: $46 Tax: $2,815 (2025)Community: Stone Creek 44/131Single Family
Taxes:$2,815
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Experience luxury living in one of Winter Garden’s most desirable areas. This beautifully upgraded single-family home offers 4 spacious bedrooms and 2.5 elegant bathrooms, blending modern comfort with timeless sophistication. From the moment you step inside, you are welcomed by an open-concept design filled with natural light, enhanced by high-quality porcelain tile flooring throughout, adding elegance, durability, and a sleek modern finish to the entire home. The gourmet-style kitchen, fully renovated in June 2024, showcases contemporary finishes, modern design, and exceptional functionality for even the most discerning buyer. The outdoor space features a spacious covered patio, perfect for extending your living area, ideal for entertaining, enjoying Florida’s year-round weather, or relaxing in privacy. A 2-car garage adds convenience and everyday practicality. Recent upgrades provide lasting value and peace of mind, including a newer roof (2021) and an energy-efficient A/C system (2017), ensuring comfort and reliability for years to come. Located in a highly sought-after Winter Garden community, this home places you just minutes from upscale dining, boutique shopping, parks, and the vibrant lifestyle that makes this area so desirable. A rare opportunity to own a move-in-ready home that perfectly combines luxury, style, and location. Schedule your private showing today and experience elevated living at its finest.
Listing Agent: Esperanza Valencia (407-242-3799)
1544 MISTFLOWER LN, WINTER GARDEN, FL 34787
$469,90022 Days on yellowkey MLS ID: O6407815
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2348 Built: 2005Monthly Fee: $55 Tax: $7,220 (2025)Community: Winter Garden Trls 01-3Spa: NoSingle Family
Taxes:$7,220
Elementary School: William Frangus Elem
High School: Ocoee High
Remarks: Under contract-accepting backup offers. This 4-bedroom, 2-bathroom single-story home offers a versatile and comfortable layout featuring a blend of carpet, wood, and ceramic flooring throughout. The interior is designed for spacious living, highlighted by oversized secondary bedrooms equipped with full-length mirrors that add both depth and functionality. The living spaces flow seamlessly to the outdoors, where a screen-enclosed back patio provides a private, pest-free retreat for year-round relaxation. Complete with an attached two-car garage, this home perfectly balances practical amenities with a diverse mix of quality interior finishes.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
12103 EASTMOOR DR, WINTER GARDEN, FL 34787
$445,00033 Days on yellowkey MLS ID: O6409071
REDUCED by $5,000 (1.1%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1604 Built: 2024Monthly Fee: $225 Tax: $6,795 (2025)Community: Encore/Ovation Ph 4BSingle Family
Taxes:$6,795
Remarks: Welcome to this BEAUTIFULLY MAINTAINED 3-bedroom, 2-bath home in the highly desirable Encore at Ovation community in Winter Garden, where modern style, energy efficiency, and LOW-MAINTENANCE LIVING come together perfectly. Built in 2024, this single-story residence still FEELS BRAND NEW and currently stands out as the only home available in the neighborhood, making it a RARE OPPORTUNITY in one of Winter Garden’s most sought-after communities. From the moment you arrive, the home impresses with its beautiful landscaping, charming front porch, and EXCEPTIONAL CURB APPEAL. The HOA even includes LAWN AND LANDSCAPE MAINTENANCE, allowing you to enjoy a carefree lifestyle in this walkable community. Step through the elegant GLASS-PANELED FRONT DOOR into a bright and inviting open-concept layout where the Living Room, Dining area, and Kitchen flow seamlessly together beneath SOARING CATHEDRAL CEILINGS. Windows throughout the home fill the space with ABUNDANT NATURAL LIGHT, enhancing the airy and welcoming atmosphere while STYLISH TILE FLOORING throughout the main living areas adds both beauty and easy maintenance. The bright designer Kitchen is the heart of the home, featuring white cabinetry, quartz countertops, a FARMHOUSE SINK, stainless steel SAMSUNG APPLIANCES, a gas stove, closet pantry, and a spacious breakfast bar, creating the perfect space for entertaining or everyday living.The thoughtfully designed SPLIT-BEDROOM FLOOR PLAN offers both comfort and privacy. Tucked away at one end of the home, the Primary suite serves as a peaceful retreat, featuring a spacious walk-in closet and a BEAUTIFULLY DESIGNED EN SUITE BATH with dual sinks, a step-in shower, and a linen closet. On the opposite side of the home, two additional bedrooms each feature their own WALK-IN CLOSETS and share a full bath, making them ideal for guests, family, or a home office. Conveniently located near the primary suite, the Laundry Room comes complete with STORAGE CABINETRY, washer, and dryer for added functionality. Step outside to enjoy the COVERED SIDE PATIO with paver stone flooring, a perfect private space for morning coffee or evening relaxation. A private entrance from the patio leads directly to the REAR-FACING GARAGE with EPOXY FLOORING, preserving the home’s charming streetscape and curb appeal. Residents of Encore at Ovation enjoy OUTSTANDING AMENITIES, including a sparkling resort-style pool, clubhouse, fitness center, dog park, playground, included internet service, and LAWN AND LANDSCAPE MAINTENANCE—creating a true resort-inspired lifestyle. Located in Winter Garden, this home is JUST MINUTES from Walt Disney World Resort, making world-class entertainment, dining, and shopping incredibly convenient. You’ll also enjoy EASY ACCESS to Hamlin Town Center, featuring popular restaurants, boutiques, movie theaters, and waterfront dining, as well as NEARBY GOLF COURSES, nature trails, and MAJOR ROADWAYS for commuting throughout Central Florida. Zoned for TOP-RATED SCHOOLS and offering a perfect blend of modern design, ENERGY EFFICIENCY, and low-maintenance living, this exceptional Encore at Ovation home is an incredible opportunity to enjoy the very best of the Winter Garden lifestyle. Call and schedule your tour today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
12253 S BRACCO ST, WINTER GARDEN, FL 34787
$499,00022 Days on yellowkey MLS ID: S5150840
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2024Monthly Fee: $110 Tax: $6,803 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$6,803
Remarks: BRAND NEW CONSTRUCTION – NEVER LIVED IN – MOVE-IN READY! This is a rare opportunity to own a truly brand-new home that has never been occupied since the day it closed. No previous residents, no wear and tear, no surprises. Just a fresh start in a home that feels exactly as the builder intended. Be the very first person to live here, create memories here, and even peel the protective plastic off the brand-new appliances! Located in the highly sought-after Highland Ridge community, this stunning energy-efficient home offers a spacious open-concept design perfect for today's lifestyle. The beautifully appointed kitchen features a large center island that flows seamlessly into the dining and living areas, creating the ideal space for entertaining and everyday living. Upstairs, a versatile loft provides endless possibilities: home office, media room, game room, fitness area, or additional family space. Built by Meritage Homes in 2024, this home showcases advanced energy-efficient construction designed to provide year-round comfort, healthier indoor air quality, and lower utility costs. Ideally located in the heart of Winter Garden, you'll enjoy convenient access to top-rated schools, shopping, dining, major employment centers, and world-famous Disney attractions just minutes away. Why wait months for new construction when you can move into a never-lived-in home today? Schedule your private tour and experience what "brand new" truly means!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Gil Semedo (617-860-9165)
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