Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Beds: 3 to 3
Do Not Show Listings
Winter Garden - 158 properties found
33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787
$545,00034 Days on yellowkey MLS ID: O6408941
REDUCED by $10,000 (1.8%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 2004Monthly Fee: $46 Tax: $7,326 (2025)Community: Timbercreek Pines A B C & DSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,326
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Welcome to this beautifully renovated single-story gem nestled in the heart of Historic Winter Garden, one of Central Florida’s most sought-after communities. Perfectly situated just two blocks from vibrant downtown Winter Garden and iconic Plant Street, this home offers the ultimate blend of historic charm, modern luxury, and walkable convenience. Located within the highly desirable golf cart district and just moments from the renowned West Orange Trail, you’ll enjoy easy access to cobblestone streets, boutique shopping, coffee houses, award-winning restaurants, and the beloved Saturday Farmer’s Market — all right outside your door. Completely renovated from top to bottom, inside and out, this move-in ready home showcases exceptional attention to detail and thoughtful upgrades throughout. Step inside to discover a bright open floor plan enhanced by luxury vinyl plank flooring, upgraded 6-inch baseboards, updated light fixtures, neutral designer finishes, and ceiling fans in every bedroom. The stunning remodeled kitchen serves as the heart of the home, featuring crisp white cabinetry, elegant quartz countertops, modern backsplash, dark designer hardware, LED lighting, stainless appliances, and an oversized island with seating for six — perfect for entertaining family and friends. The bathrooms have been tastefully updated to blend timeless character with modern functionality, while the inside laundry room and abundant storage, including two hallway closets near the secondary bedrooms, add everyday convenience. Outdoor living shines with a newly added tiled screened lanai complete with new sliding doors and windows that create seamless indoor-outdoor flow. The expansive fenced backyard is a private oasis featuring fresh landscaping, a Magnolia tree, Orange tree, and Avocado tree — the perfect setting to relax and enjoy Florida living year-round. Additional highlights include a brand-new AC unit, anti-slip garage floor coating, and a 6-foot white vinyl privacy fence. This one-of-a-kind home perfectly captures the charm of Historic Winter Garden while offering the modern updates today’s buyers desire. WELCOME HOME.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Peyton Blanton (407-462-7891)
2827 SANCTUARY LN, WINTER GARDEN, FL 34787
$2,500,000526 Days on yellowkey MLS ID: O6271646
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2178 Built: 1987 Tax: $15,049 (2024)Community: Lake Avalon GrovesSingle Family
Taxes:$15,049
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Elaine Garcia (407-920-3616)
WINTER GARDEN, FL 34787
$599,00069 Days on yellowkey MLS ID: O6399369
REDUCED by $20,000 (3.2%) on 05/22/2026
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
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to Woodbridge on the Green—one of Winter Garden’s best-kept secrets, ideally situated next to West Orange Country Club. Enjoy your own private waterfront retreat, where tranquil surroundings and breathtaking sunsets over the water create the perfect setting to share unforgettable moments with family and friends! 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)
107 TRADITIONS DR, WINTER GARDEN, FL 34787
$444,97599 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)
15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787
$569,0005 Days on yellowkey MLS ID: O6418559
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2119 Built: 2018Monthly Fee: $125 Tax: $8,371 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$8,371
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Modern Comfort Meets Resort-Style Living in Horizon West Discover the perfect blend of style, convenience, and community in this beautiful home located at 15813 Sweet Lemon Way in the highly sought-after Highlands at Summerlake Groves community of Winter Garden. Built in 2018, this spacious, open-concept residence provides a tranquil retreat while keeping you connected to the best of Central Florida’s lifestyle. Home Highlights This well-appointed home features an airy, modern layout designed for both entertaining and everyday relaxation: Spacious Living: Approximately 2,119 sq. ft. of living space featuring a seamless Open Floor Plan that connects the kitchen, dining, and living areas for family gatherings. Designer Touches: Beautifully finished with solid wood cabinetry, premium solid-surface countertops, and elegant tray ceilings that add a touch of sophistication. Comfort & Layout: A functional, split-bedroom design provides privacy and comfort, complemented by generous walk-in closets and large windows that invite abundant natural light. Modern Features: Includes a convenient 2-car garage, central cooling, and durable luxury vinyl plank flooring throughout. Community & Lifestyle Amenities Living in Highlands at Summerlake Groves means having access to a lifestyle designed for activity and connection. The community provides residents with a range of perks, including: Resort-Style Amenities: Enjoy access to a community pool and clubhouse that serve as the heart of the neighborhood. Active Living: Well-maintained walking trails, scenic sidewalks, and ample green space throughout the community invite you to stay active outdoors. Neighborhood Vibe: A family-friendly atmosphere with street lights and community-focused infrastructure that ensures peace of mind. HOA Perks: Your monthly dues cover cable TV, water, waste services, essential maintenance and access to recreational facilities, allowing for a low-maintenance lifestyle so you can spend more time enjoying your home. Prime Location: The Heart of Winter Garden Located in the dynamic Horizon West area, you are minutes away from everything you need: Entertainment & Magic: Unbeatable proximity to world-renowned theme parks and the Walt Disney World® Resort area. Top-Rated Schools: Situated near highly regarded schools, including Summerlake Elementary, Hamlin Middle, and Windermere High School. Shop & Dine: Just a short drive to the historic downtown Winter Garden for local boutiques and the famous Farmers Market, or Winter Garden Village for convenient, big-brand shopping and dining. Ready to Make It Yours? This home is a rare opportunity to own a move-in-ready property in one of Central Florida's most desirable zip codes. Whether you are looking for your first home or your next upgrade, 15813 Sweet Lemon Way is waiting for you.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
14383 BRAEMAR ST, WINTER GARDEN, FL 34787
$465,0004 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)
15648 SHOREBIRD LN, WINTER GARDEN, FL 34787
$729,00012 Days on yellowkey MLS ID: G5113473
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 2018Monthly Fee: $360 Tax: $7,052 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$7,052
Remarks: Virtually Staged. Welcome to 15648 Shorebird Lane, a like-new Toll Brothers home in the highly sought-after Lakeshore Preserve community in Winter Garden's premier Horizon West corridor. This beautifully maintained 3-bedroom, 2-full bath, offers 2,170 sq ft and a 2-car garage. The perfect blend of quality craftsmanship and modern living, all in move-in-ready condition. Inside, rich hardwood floors flow seamlessly through every single room, setting the tone for the home's warm and sophisticated feel. The gourmet kitchen is a true showpiece, featuring a gas stove, crisp 42" white cabinetry, gleaming quartz countertops, and stainless steel appliances, all backed by an extended appliance warranty. The luxury master bath includes a beautiful pebble design with rainforest shower. The open-concept layout is filled with natural light and flows effortlessly to the covered lanai and fully fenced backyard, your private Florida oasis for relaxing or entertaining. As the sun sets each evening, step outside and watch nightly Walt Disney World fireworks light up the sky. An ADT security system and an EcoWater whole-home water softener add peace-of-mind living from day one. Lakeshore Preserve is more than a neighborhood, it's a resort lifestyle. The Lakehouse amenity center sits lakeside overlooking 76.5-acre Panther Lake, offering residents a resort-style pool with splash pad, fitness center, yoga room, social space with catering kitchen, fire pit, summer kitchen, sand volleyball, playgrounds, dog park, kayak and paddleboard launch, and walking trails. The HOA covers 1-gigabit internet, cable TV, and lawn care. The location is unbeatable. Hamlin Town Center with upscale dining, shopping is minutes away. Convenient commuting access to major freeways like State Road 429, connects you quickly to Florida’s Turnpike and I-4. Walt Disney World, Universal Studios, and SeaWorld are all within 30 minutes, as are Restaurant Row and Orlando International Airport, Top-rated Orange County Public Schools — Panther Lake Elementary, Horizon West Middle, and Horizon High School — are zoned for this address (verify with OCPS). Private school options like Foundation Academy and Windermere Prep are also close by. *Aerial photo property lines are an estimate and to be verified by buyer.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Brandie Mathison-Klein (407-488-3446)
15607 SYLVESTER PALM DR, WINTER GARDEN, FL 34787
$749,00031 Days on yellowkey MLS ID: O6410558
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2092 Built: 2017Monthly Fee: $281 Tax: $10,040 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$10,040
Remarks: Welcome to this stunning modern single-story home featuring a full CRESTRON Whole-Home Smart System, located in the highly sought-after Lakeshore Preserve community in Winter Garden. Built in 2017, this beautifully maintained residence offers approximately 2,092 square feet of living space situated on a 7,719 square foot lot. Inside, you’ll find 3 spacious bedrooms, 2 full bathrooms, and an open-concept layout that seamlessly connects the living, dining, and kitchen areas — creating the perfect space for both everyday living and entertaining. The stylish kitchen is equipped with modern appliances, including a built-in oven, cooktop, dishwasher, and disposal, along with solid surface countertops designed for both function and style. Additional upgrades and features include central heating and air conditioning, a tankless water heater, and an attached two-car garage. Residents of Lakeshore Preserve enjoy access to exceptional community amenities such as a clubhouse, resort-style pool, and recreational facilities. Offering a move-in ready lifestyle in one of Winter Garden’s most desirable communities, 15607 Sylvester Palm Drive combines modern comfort, smart-home convenience, and the ease of single-level living.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Corey Smith (407-927-0599)
15078 CANOPY COVER DR, WINTER GARDEN, FL 34787
$974,00053 Days on yellowkey MLS ID: O6404208
REDUCED by $1,000 (0.1%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2270 Built: 2024Monthly Fee: $545 Tax: $10,412 (2025)Community: Del Webb OasisSingle Family
Taxes:$10,412
Remarks: This is it—the one buyers wait for and rarely catch in time. One of the final opportunities to own in Del Webb Oasis, a highly sought-after 55+ community by Pulte Homes, where lifestyle isn't an upgrade—it's built in. This extended Stardom Echelon isn't just a home—it's a fully dialed-in experience. Thoughtfully expanded and meticulously upgraded, it offers a private heated pool and extended lanai, creating a backyard designed for morning coffee, evening wine, and everything in between. The backyard view is pure nature—a lush tree line that provides a true sense of privacy with no rear neighbors in sight. The outdoor kitchen, electronic blinds, and fully fenced yard elevate both privacy and ease. And for those who appreciate a well-appointed bar setup, a custom coffee and bar station was added by the owner—a thoughtful touch not included in the original kitchen build. Inside, natural light pours into open living spaces anchored by a gourmet kitchen with an oversized island, built-in cabinetry, upgraded tile and flooring, and high-end appliances including a Samsung refrigerator. Every detail has been considered—from custom shelving throughout (primary suite, pantry, laundry, study, even garage entry) to a built-in vacuum system and in-wall pest control. The extended 3-car garage with epoxy floors and added storage offers the space you actually need—and even comes prepped for a whole-home water filtration system, ready for the next owner to complete. And then there's the community. Del Webb Oasis is where neighbors become friends and every day feels like a getaway—resort-style pool and spa, pickleball and tennis, a stunning clubhouse, fitness center, exercise equipment along the walking path trail and Parkette, fire pits, social clubs, and curated events. Lawn care is handled, so your time is truly your own. All just minutes from Walt Disney World Resort, Hamlin Town Center, and Downtown Winter Garden—with easy access to everything Central Florida offers. Homes like this don't come back around—especially not in communities like this. This is your chance to step into the next chapter, already fully upgraded and ready to enjoy from day one.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: David Weiss (407-765-9020)
9751 QUIET LN, WINTER GARDEN, FL 34787
$2,650,0008 Days on yellowkey MLS ID: N6144722
Bed: 3 Bath: 3.5 Gar: 8 Liv Area Sq Ft: 3041 Built: 1999Monthly Fee: $17 Tax: $5,519 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,519
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Situated on 5 pristine acres, this exceptional lakefront property offers a rare blend of privacy, space, and natural beauty. The fully fenced grounds feature classic black wood fencing, a picturesque oak-lined driveway with elegant lighting, manicured landscaping, mature trees, and expansive green space—all framed by peaceful water views. The thoughtfully designed residence showcases timeless materials and warm architectural details throughout. Inside, you’ll find three spacious bedrooms with rich wood flooring, two full bathrooms, and a half bath. The open-concept great room seamlessly connects the kitchen, dining, and living areas, highlighted by custom wood cabinetry, tile flooring, wood ceilings, and built-in entertainment features. A flexible office or gym with Chicago brick and wood flooring adds versatility, while a second-floor bonus room offers additional space for a media room, playroom, or private retreat. The exterior is equally impressive with black-painted James Hardie siding and Chicago brick front and rear patios with wood ceilings, creating inviting outdoor living spaces. The property functions as a true private compound with exceptional outbuildings. A detached lakefront entertainment retreat captures stunning sunset views and includes a kitchen, full bath, dining area with convertible poker table, and ample storage—perfect for hosting or relaxing. Car enthusiasts will appreciate the custom climate controlled garage and workshop featuring 10’ entry doors, multiple vehicle lifts, epoxy flooring, storage systems, and elevator access to a second-level loft lounge. An architecturally designed carport accommodates up to six vehicles and doubles as a covered pavilion for gatherings, complemented by an aluminum pergola and a Colorado stone propane fire boulder for outdoor entertaining. A separate outbuilding offers flexible use as a playhouse, pet space, hobby room, or studio. The property is equipped with a comprehensive security system including surveillance cameras, driveway alerts, and emergency strobe notifications. A Cummins 30kW generator powers the home and all outbuildings, ensuring reliable backup for the entire estate. Located just minutes from Hamlin Town Center, enjoy convenient access to top dining, shopping, entertainment, and everyday essentials, along with quick connectivity to SR-429, Walt Disney World, Downtown Winter Garden, and the greater Orlando area—offering the perfect balance of accessibility and serene living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Anthony Laporta (941-615-8474)
1503 COLUSO DR, WINTER GARDEN, FL 34787
$473,00032 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
$499,00063 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)
2241 WHITE FEATHER LOOP, WINTER GARDEN, FL 34787
$525,00024 Days on yellowkey MLS ID: O6411576
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2152 Built: 2018Monthly Fee: $105 Tax: $4,991 (2025)Community: Oakland Trls Ph 1Single Family
Taxes:$4,991
Elementary School: Tildenville Elem
Remarks: Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining. Step outside and enjoy all the amenities that make Oakland Trails so special, including a resort-style community pool and playground. Outdoor enthusiasts will love being just minutes from the renowned West Orange Trail, offering miles of scenic paths for walking, running, and biking through some of Central Florida’s most beautiful landscapes. Conveniently located near historic downtown Winter Garden, shopping, dining, and major roadways, this home combines small-town charm with everyday convenience. Whether you're relaxing at the pool, exploring the nearby trail system, or enjoying all that the area has to offer, this property delivers the Florida lifestyle you've been looking for.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Brynn Allen (407-617-8963)
729 MEADOW GLADE DR, WINTER GARDEN, FL 34787
$515,00041 Days on yellowkey MLS ID: O6407943
REDUCED by $14,000 (2.6%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2011Monthly Fee: $72 Tax: $3,138 (2025)Community: Covington Park A B D E F G & JSingle Family
Taxes:$3,138
Remarks: Virtually Staged. Welcome to the highly sought after GOLF CART DISTRICT of downtown Winter Garden! Located in Covington Chase, this beautifully maintained home offers functionality, charm, and the unbeatable lifestyle that makes Winter Garden one of Central Florida’s most loved communities. Situated on a desirable corner lot, the curb appeal immediately stands out with mature landscaping, lush lawn space, and a welcoming exterior that makes a lasting first impression. Step inside and you will find a spacious open floor plan designed for both comfortable everyday living and entertaining guests. Natural light fills the home and creates a warm and inviting atmosphere throughout. The kitchen is truly the heart of the home featuring granite countertops, beautiful cherry cabinetry, closet pantry, breakfast bar seating, and plenty of prep space for cooking and hosting. The open concept layout allows full views into the family room so you never miss a moment while entertaining or spending time with family and friends. Sliding glass doors lead directly out to the screened lanai creating seamless indoor and outdoor living. The partially vinyl fenced backyard offers both privacy and flexibility with plenty of room to design the pool of your dreams, create an outdoor kitchen, garden space, or simply enjoy the Florida sunshine. Whether hosting weekend barbecues or relaxing after a long day, this outdoor space provides endless possibilities. The split bedroom floor plan offers privacy and convenience for everyone. The spacious secondary bedrooms are thoughtfully positioned with access to a guest bathroom that could easily function as a future pool bath. The primary suite offers a relaxing retreat with generous space and functionality. Inside laundry adds even more convenience to daily living. What truly makes this home special is the incredible Winter Garden lifestyle. Hop on your golf cart and head into historic downtown Winter Garden where you can spend your evenings enjoying local restaurants, boutique shopping, breweries, coffee shops, live entertainment, seasonal festivals, and community events year round. Cool off at the splash pad, bike or walk the scenic West Orange Trail, and experience the award-winning Winter Garden Farmers Market every Saturday morning which has become one of the most beloved attractions in Central Florida. Residents of Covington Chase also enjoy access to community amenities including a pool, playground, parks, and walking areas, all while being conveniently located near major highways, shopping, dining, and top rated schools. The location offers the perfect blend of peaceful neighborhood living with easy access to everything Winter Garden and Orlando have to offer. This is more than just a home. It is a lifestyle that so many are searching for and very few neighborhoods can truly offer. Come experience the charm, convenience, and golf cart lifestyle of downtown Winter Garden for yourself. Schedule your private showing today!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
17738 SEDONA ST, WINTER GARDEN, FL 34787
$905,93941 Days on yellowkey MLS ID: O6407986
1 Days Off yellowkey (back on 6/20/2026)
INCREASED by $3,275 (0.4%) on 06/06/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2573 Built: 2026Monthly Fee: $142Community: Esplanade At Mckinnon GrovesSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Oversized Lot | Covered Extended Lanai | Close to Amenities. New Construction – October Completion! Built by America's Most Trusted Home Builder. Welcome to the Cascata at 17738 Sedona Street in Esplanade at McKinnon Groves! This new home welcomes you through a charming courtyard and porch into a sweeping foyer that opens to a gourmet kitchen overlooking the dining area and bright great room. The open layout continues to an extended lanai, creating a smooth transition for everyday living and easy entertaining. Two secondary bedroom suites each include a private bathroom, with a conveniently placed study between them that adds flexible space for work or relaxation. Tucked away for privacy, the primary suite offers a spacious walk-in closet and a spa-inspired bath designed for a peaceful retreat. A powder room, laundry room, and three-car garage complete the home. Additional Highlights Include: Tray ceilings, additional door at laundry, outdoor kitchen rough-in, pool pre-wire, and water softener loop. Photos are for representative purposes only. MLS#O6407986 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
9738 TOWER PINE DR, WINTER GARDEN, FL 34787
$950,0005 Days on yellowkey MLS ID: O6417627
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2526 Built: 1993 Tax: $7,549 (2025)Community: Lake Avalon Rural SettlementSingle Family
Taxes:$7,549
Remarks: Escape to your own private retreat in the highly sought-after Lake Avalon area of Winter Garden! Nestled on nearly 5 picturesque acres, this charming home offers the perfect blend of country living and modern convenience. Featuring 3 bedrooms, 2 full bathrooms, and over 2.500 square feet of living space, the home welcomes you with high ceilings, an open-concept floor plan, and an updated kitchen that flows seamlessly into the spacious living and dining areas—perfect for everyday living and entertaining. Bring your horses, recreational vehicles, and outdoor toys—there's no HOA and ample space to create the lifestyle you've been dreaming of. Enjoy the peace and privacy of acreage living while remaining just minutes from shopping, dining, Disney, Downtown Winter Garden, and convenient access to SR-429. Whether you're looking for a private homestead, hobby farm, or simply room to spread out, this rare acreage property offers endless possibilities in one of Central Florida's most desirable locations.
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Jacquelyn Retherford (917-270-4699)
205 HORSTFIELD DR, WINTER GARDEN, FL 34787
$310,00033 Days on yellowkey MLS ID: O6410222
3 Days Off yellowkey (back on 6/17/2026)
REDUCED by $5,000 (1.6%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1048 Built: 1998Monthly Fee: $40 Tax: $1,983 (2025)Community: Park Ave EstatesSingle Family
Taxes:$1,983
Elementary School: SunRidge Elementary
Remarks: Under contract-accepting backup offers. **WINTER GARDEN SINGLE FAMILY HOME** **HVAC (2023) + ROOF (2018) + EXTERIOR PAINT (2024)** **ALL NEW ENERGY EFFICIENT WINDOWS & SLIDING DOOR (2025)** **LARGE FULLY FENCED PRIVATE BACKYARD** **NATURAL GAS** **TILE THROUGHOUT -- NO CARPET** Welcome to this adorable, affordable & move-in-ready single family home in the PERFECT LOCATION. Purchase with CONFIDENCE & PEACE OF MIND…recent updates & special features include: all new energy efficient windows and sliding door (2025), updated kitchen cabinetry (2018), updated bathroom vanities (2024), roof (2018), HVAC (2023), freshly painted exterior (2024), new garage opener (2023), custom hurricane shutters for windows & doors, fully fenced (2022)…and MORE! NO CARPET -- tile throughout the entire home. Lots of NATURAL LIGHT throughout. The fantastic & FLEXIBLE floor plan features a large living space open to the kitchen, THREE bedrooms, TWO full bathrooms -- all one ONE LEVEL. The primary suite includes a large walk-in shower, updated vanity and walk-in closet with shelving. All appliances STAY -- including washer & dryer. Enjoy the Florida lifestyle outdoors with the extended paver patio and large backyard space that is fully fenced & private with additional open community easement behind the home for added privacy buffer. Extended driveway for ample parking space. LOW UTILITY BILLS with newer roof, HVAC & windows! The LOW HOA includes a community pool. The PERFECT location -- conveniently located to both Winter Garden & Clermont with easy direct access to the FL Turnpike (less than three miles) and HWY 429 (less than two miles). Just ONE MILE to historic Downtown Winter Garden -- enjoy the West Orange Trail, HUGE weekly farmer's market, festivals, shopping, dining, art, the Crooked Can Brewery & Plant Street Market. Easy access to ALL shopping (Costco, Target & more), dining, medical & conveniences in both Winter Garden & Clermont along HWY 50 and Winter Garden Village. WELCOME HOME!
Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)
Listing Agent: Tara Moore (407-765-3700)
57 LAKEVIEW RESERVE BLVD, WINTER GARDEN, FL 34787
$550,00015 Days on yellowkey MLS ID: V4949553
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1618 Built: 2001Monthly Fee: $67 Tax: $4,333 (2025)Community: Lakeview Reserve 46/149Single Family
Taxes:$4,333
Remarks: Some homes check the boxes. Others feel like home the moment you walk in. Located in the gated community of Lakeview Reserve, this beautifully updated 3-bedroom, 2-bath home blends comfort, style, and everyday functionality. The open-concept layout features engineered hardwood floors, a spacious living area, and a thoughtfully designed kitchen with updated appliances, abundant storage, and a custom baker’s pantry. Step outside to a screened lanai and enjoy a private, nearly quarter-acre homesite with a spacious fenced backyard—perfect for entertaining, relaxing, gardening, or giving pets room to roam. Major updates provide peace of mind, including a newer roof (2018), storm-rated insulated windows (2021), a whole-home generator with propane tank installed in 2021, HVAC (2023), updated kitchen appliances (2023), and engineered hardwood flooring (2024–2025). Enjoy the best of Central Florida living with access to Lakeview Reserve's community fishing pier on Lake Apopka, direct access to the West Orange Trail, and the charm of Historic Downtown Winter Garden just minutes away. As part of Winter Garden's golf cart district, you can hop on your golf cart and head downtown to enjoy the award-winning Farmers Market, locally owned restaurants, boutique shopping, and year-round community events. Orlando, Disney, Universal, SR-429, and the Florida Turnpike are all within easy reach. Move-in ready, beautifully updated, and ideally located, this home offers the perfect blend of comfort, convenience, and the sought-after Winter Garden lifestyle.
Listing Agent: Daniel Harvey (561-401-5000)
9362 WOODCRANE DR, WINTER GARDEN, FL 34787
$459,3008 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
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)
16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787
$525,000174 Days on yellowkey MLS ID: G5106012
REDUCED by $15,000 (2.8%) on 06/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2018Monthly Fee: $245 Tax: $7,556 (2024)Community: Waterleigh Ph 2ASingle Family
Taxes:$7,556
Remarks: Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence with a bonus room/office, built in 2018 and thoughtfully designed for both comfort and functionality. From the moment you step inside, you’ll appreciate the open-concept layout and high ceilings that create a light, airy feel—perfect for hosting gatherings or enjoying quiet evenings at home. This move-in-ready home features brand-new carpet throughout the upstairs and all bedrooms, along with fresh interior paint (December 2025) and new exterior paint (May 2025), giving it a clean, modern feel throughout. Upstairs, all three bedrooms and two full bathrooms give you a private retreat, highlighted by a spacious primary suite with a walk-in closet featuring custom built-ins designed to keep everything organized and within reach. Enjoy Florida living year-round on the covered outdoor patio, ideal for morning coffee or winding down at the end of the day. A separate laundry room adds everyday convenience, while HOA-maintained landscaping allows you to spend more time enjoying your home and less time on upkeep. Located in a vibrant community offering parks, a resort-style pool, and clubhouse, this home combines lifestyle, comfort, and convenience in one exceptional package. Don’t miss your chance to make this inviting Winter Garden home your own.
Listing is courtesy of: NARROW ROAD REALTY (352-589-8100)
Listing Agent: Nicholas Barber (407-574-1651)
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