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Winter Garden, FL Houses for Sale

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  • /42

    $779,000

    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft

    14399 Wabasso Loop, Oakland, FL 34787

    Your New Home in Tilden Place!..From the moment you walk through the front door, you'll feel like you've arrived. This beautiful 4Bedroom, 3.5Bathroom home in the cozy, gated community of Tilden Place is more than just a place to live it’s a place to make memories. A Warm Welcome. As you step inside, you'll be greeted by soaring vaulted ceilings that fill the space with light and warmth. The

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    Carmelo Nuccio

    RE/MAX EXCLUSIVE COLLECTION

    (321) 541-4279

    14399 Wabasso Loop, Oakland, FL 34787
  • /68

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 3,568 Sq Ft

    1073 Vinsetta Cir, Winter Garden, FL 34787

    Welcome Home to 1073 Vinsetta Cir, where comfort, convenience, and a touch of magic come together! Nestled in a peaceful neighborhood just off Avalon Rd, this delightful 4-bedroom, 3.5-bathroom home offers the perfect blend of modern elegance and functional living. Step inside and be greeted by an open floor plan that effortlessly connects the study, living room, and separate dining

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    Natasha Jones

    CENTRAL FLORIDA REAL ESTATE RESULTS

    (321) 478-2080

    1073 Vinsetta Cir, Winter Garden, FL 34787
  • /59

    $2,750,000

    • 3 Beds
    • 2.5 Baths
    • 2,178 Sq Ft

    2827 Sanctuary Ln, Winter Garden, FL 34787

    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.

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    Elaine Garcia

    GARCIA REALTY GROUP

    (321) 256-1998

    2827 Sanctuary Ln, Winter Garden, FL 34787
  • /60

    $2,750,000

    • 5 Beds
    • 5.5 Baths
    • 4,286 Sq Ft

    340 Lakeview Rd, Winter Garden, FL 34787

    Welcome to your own private retreat in the heart of Downtown Winter Garden, just steps from the 22-mile West Orange Trail and nestled within the coveted Golf Cart District. This stunning single-story custom home offers the perfect blend of upscale living, natural beauty, and small-town charm. Set on an oversized fenced lot just under 1 acre, this turnkey estate features 5 bedrooms one with

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    Kim Diaz

    CORCORAN PREMIER REALTY

    (321) 321-8571

    340 Lakeview Rd, Winter Garden, FL 34787
  • /91

    $1,299,000

    • 4 Beds
    • 4.5 Baths
    • 4,027 Sq Ft

    15344 Johns Lake Pointe Blvd, Winter Garden, FL 34787

    Lakeview Luxury in Johns Lake Pointe – Sophisticated Design Meets Florida Living! Discover a rare blend of timeless elegance and modern comfort in this beautifully upgraded Standard Pacific “Stamford” model, ideally positioned in the prestigious Johns Lake Pointe community of Winter Garden. This expansive 4-bedroom, 4.5-bath residence offers a seamless 1-story layout with an upstairs bonus

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    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 216-9616

    15344 Johns Lake Pointe Blvd, Winter Garden, FL 34787
  • /49

    $650,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,295 Sq Ft

    15531 Waterleigh Cove Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to 15531 Waterleigh Cove Dr., a stunning 4-bedroom, 3-bathroom home located in the highly sought-after Horizon West community. of Waterleigh. This beautifully maintained corner-lot property offers 2,295 square feet of thoughtfully designed living space and comes equipped with fully paid-off solar panels, delivering both energy efficiency and

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    Vincent Cordaro

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (321) 455-0589

    15531 Waterleigh Cove Dr, Winter Garden, FL 34787
  • /85

    $1,390,000

    • 5 Beds
    • 4 Baths
    • 3,850 Sq Ft

    15208 Lake Claire Overlook Dr, Winter Garden, FL 34787

    Experience unmatched privacy and serenity on your own peninsula surrounded by Lake Claire, Lake Burnett and Johns Lake. This stunning, one-of-a-kind home is tucked away at the end of a cul-de-sac with water and natural conservation on three sides. Located in the highly sought-after, gated community of Hickory Hammock, this unique residence offers panoramic water views from nearly every window and

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    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 252-6544

    15208 Lake Claire Overlook Dr, Winter Garden, FL 34787
  • /98

    $2,000,000

    • 5 Beds
    • 6 Baths
    • 4,474 Sq Ft

    16086 Johns Lake Overlook Dr, Winter Garden, FL 34787

    Stunning Lakefront Estate with Pool and Dock in Gated Hickory Hammock. This is a rare opportunity to own a luxury residence on Johns Lake, located in vibrant Winter Garden. This beautifully appointed Lewiston floor plan offers five bedrooms, four full bathrooms, two half baths, and a host of refined upgrades throughout—perfectly blending elegance, comfort, and Florida outdoor living. From the

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    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 417-3795

    16086 Johns Lake Overlook Dr, Winter Garden, FL 34787
  • /65

    $975,000 Open Sat 10AM - 2PM

    • 5 Beds
    • 5 Baths
    • 3,416 Sq Ft

    8768 Sonoma Coast Dr, Winter Garden, FL 34787

    LOCATION, LOCATION, LOCATION means everything to you, your family, and for your biggest investment. This is the perfect place to "CALL HOME." Come see in Winter Garden/Horizons West, the most elegant home built on a conservation-view lot with no rear neighbors. Stunning open-concept entry and family room with gourmet kitchen. The walk-in pantry conveniently connects the dining room and kitchen.

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    Martha Leighton

    MIHOUSE REALTY LLC

    (321) 321-4588

    8768 Sonoma Coast Dr, Winter Garden, FL 34787
  • /43

    $899,900

    • 3 Beds
    • 2.5 Baths
    • 3,450 Sq Ft

    14037 Fairway Willow Ln, Winter Garden, FL 34787

    Stop Scrolling & get ready to fall head over heels for this Stunning Residence offering 3,450 sq ft, 3 bedrooms, 2.5 baths, PLUS a SUNROOM AND 512 Sqft HOME THEATER, all tucked away on a quiet cul-de-sac in the highly desirable Woodbridge on the Green community. This superb location is nestled right next to the Orange County Country Club, allowing you to drive your golf cart to the Country Club.

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    Lisa Grey

    KEYSEEKERS REAL ESTATE

    (321) 323-0870

    14037 Fairway Willow Ln, Winter Garden, FL 34787
  • /81

    $1,325,000

    • 4 Beds
    • 3 Baths
    • 3,654 Sq Ft

    703 Valencia Shores Dr, Winter Garden, FL 34787

    Wow! Lakefront home on Lake Apopka in the Golf Cart District in Winter Garden! Hurry to see this home with over 1.25 acres of property located on Lake Apopka, known for it's trophy size bass fishing! Enjoy the best of both worlds with lakefront living and driving your golf cart to downtown Winter Garden to enjoy the activities! This nicely landscaped property has a dock and gazebo by the water.

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    Andrew Kincaid

    BHHS FLORIDA REALTY

    (321) 385-8350

    703 Valencia Shores Dr, Winter Garden, FL 34787
  • /38

    $1,090,000

    • 5 Beds
    • 6 Baths
    • 4,025 Sq Ft

    10472 Petrillo Way, Winter Garden, FL 34787

    Welcome to 10472 Petrillo Way in the tranquil Winding Bay Preserve community of Winter Garden, a stunning K Hovnanian Grayson Model custom home meticulously designed to embody luxury living. Built in 2022, this spacious 5-bedroom, 6-bathroom home stands on a premier corner lot, featuring an expansive layout crafted for elegance and comfort. Step into the gourmet kitchen that serves as a culinary

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    Alexis Bress

    EXP REALTY LLC

    (321) 467-7710

    10472 Petrillo Way, Winter Garden, FL 34787
  • /30

    $720,000

    • 5 Beds
    • 3.5 Baths
    • 2,868 Sq Ft

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787

    Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be

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    Carlos Hernandez Franquet

    AGENT TRUST REALTY CORPORATION

    (321) 486-8964

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787
  • /38

    $774,900

    • 5 Beds
    • 4 Baths
    • 2,878 Sq Ft

    14345 Wabasso Loop, Winter Garden, FL 34787

    Price adjustment... Discover the charm of this incredible gated community home in Tilden Place, one of Winter Garden’s most sought-after neighborhoods. At first glance, you will notice a covered porch area ideal for some morning coffee. From the moment you step inside, you'll be captivated by the stunning home with 5 bedrooms and 4 full baths, 2 car garage and plenty of space for entertaining.

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    William Navarro

    CENTERGATE REALTY LLC

    (321) 467-7964

    14345 Wabasso Loop, Winter Garden, FL 34787
  • /47

    $1,283,000

    • 4 Beds
    • 3 Baths
    • 2,517 Sq Ft

    11400 Lovers Ln, Winter Garden, FL 34787

    If you've ever dreamed of country living, but don't want to give up your conveniences, then welcome to your DREAM property in desirable Winter Garden! This spacious 2,571 sq ft custom home sits on 4.6 acres and includes a 3 stall horse barn with a tack room, as well as an additional 10x20 garage. The home has so much natural light and views out of every window. The kitchen has been recently

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    Brad Bolton

    LPT REALTY, LLC

    (321) 353-8727

    11400 Lovers Ln, Winter Garden, FL 34787
  • /63

    $1,250,000

    • 5 Beds
    • 4.5 Baths
    • 3,885 Sq Ft

    8025 Topsail Place, Winter Garden, FL 34787

    PRICE REDUCTION - DON'T MISS OUT!!! Ideally situated within the highly desirable community of LAKESHORE PRESERVE, this immaculately presented 5 bedroom, 4/1 bathroom home with long-lasting TILE ROOF, PRIVATE POOL, recently added stunning outdoor BBQ area and attached 3 CAR TANDEM GARAGE sits on a PRIME LOT. On approach to the property, this residence has a grandeur covered front porch entryway

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    Alice Anne Jackson

    CORCORAN PREMIER REALTY

    (321) 485-7380

    8025 Topsail Place, Winter Garden, FL 34787
  • /33

    $579,000

    • 4 Beds
    • 2 Baths
    • 2,365 Sq Ft

    523 Cascading Creek Ln, Winter Garden, FL 34787

    Welcome to 523 Cascading Creek Lane, a stunning 4-bedroom, 2-bathroom single-family home in the desirable gated community of Black Lake Park in Winter Garden! This beautifully maintained home boasts an open-concept floor plan with abundant natural light, modern finishes, and plenty of space for comfortable living.The spacious kitchen features granite countertops, stainless steel appliances, and a

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    Juliana Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 252-5213

    523 Cascading Creek Ln, Winter Garden, FL 34787
  • /45

    $599,000

    • 5 Beds
    • 3 Baths
    • 2,461 Sq Ft

    9069 Pinch Shot Dr, Winter Garden, FL 34787

    Welcome to your move-in-ready 5-bedroom, 3-bathroom home in the highly desirable Panther View community of Winter Garden. Nestled in an A-rated school zone with no CDD fees and a low HOA that includes lawn maintenance, this spacious two-story residence offers the perfect combination of comfort, convenience, and modern living. Features include a wonderful kitchen with 42" cabinetry, quartz

    Ping Ma

    KYLIN REALTY LLC

    (321) 285-1855

    9069 Pinch Shot Dr, Winter Garden, FL 34787
  • /46

    $669,000

    • 4 Beds
    • 4 Baths
    • 2,860 Sq Ft

    2051 Sandy Garden Ln, Winter Garden, FL 34787

    Wow! This is a rare find! Fantastic 4-bedroom 4 full bath plus upstairs bonus room, easily converted to a 5th bedroom as it already has full bath, plus separate office built by Taylor Morrison, in beautiful upscale gated community . This home welcomes you with huge double door glass entry and large covered front patio and additional large, screened back patio and sits on a nice 65 ft lot and

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    Brigitte Knott

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 472-4819

    2051 Sandy Garden Ln, Winter Garden, FL 34787
  • /22

    $609,000

    • 5 Beds
    • 3 Baths
    • 2,461 Sq Ft

    9106 Cut Shot Dr, Winter Garden, FL 34787

    Welcome to your dream home in the heart of Central Florida! This breathtaking 5-bedroom, 3-bathroom energy efficient residence is nestled on a desirable corner lot and offers an unbeatable blend of style, comfort, and convenience. From the moment you arrive, you'll love the curb appeal of this home as the rear entry garage puts the focus on the charming front porch. Step inside to an open-concept

    Ping Ma

    KYLIN REALTY LLC

    (321) 616-8918

    9106 Cut Shot Dr, Winter Garden, FL 34787
  • /96

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,082 Sq Ft

    12259 Bracco St, Winter Garden, FL 34787

    LOCATION, LOCATION, LOCATION!!!!This beautiful modern and contemporary look Home has very welcoming facade with nice light gray railing fence at the porch area. 4 bedrooms and 2.5 Bathrooms plus the loft area open Gourmet kitchen features a large island that overlooks the combo spacious dining area and family room , tons of upgrades , hardwood flooring , beautiful cabinets as well as custom

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    Khadija Webber

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 483-3681

    12259 Bracco St, Winter Garden, FL 34787
  • /24

    $560,000

    • 4 Beds
    • 3 Baths
    • 2,042 Sq Ft

    10172 Storey Grove Way, Winter Garden, FL 34787

    Welcome to 10172 Storey Grove Way — a beautifully maintained 4-bedroom, 3-bathroom home in the desirable Storey Grove community! This spacious and functional layout is perfect for families or anyone looking for comfort, convenience, and peace of mind with modern upgrades already in place. Enjoy the confidence of a new roof (2024), along with recent updates including a new dishwasher (2023), new

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    Jay Stewart

    SOUTHERN REALTY GROUP LLC

    (321) 342-2804

    10172 Storey Grove Way, Winter Garden, FL 34787
  • /63

    $655,000

    • 5 Beds
    • 4 Baths
    • 3,096 Sq Ft

    646 Marsh Reed Dr, Winter Garden, FL 34787

    Welcome to this spacious 5-bedroom, 4-bathroom home offering over 3,000 square feet of thoughtfully designed living space in the highly desirable community of Johns Lake Pointe. Perfectly located across from both an elementary and a middle school, this home is ideal for families—making it easy for kids to walk or bike to school with friends and neighbors. The fully fenced backyard overlooks a

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    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 346-5330

    646 Marsh Reed Dr, Winter Garden, FL 34787
  • /30

    $600,000

    • 4 Beds
    • 2 Baths
    • 2,518 Sq Ft

    1319 Castleport Rd, Winter Garden, FL 34787

    Buyer lost financing! Back on the market! Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly sought-after gated community of Stoneybrook West in Winter Garden. Situated on an oversized lot, this spacious single-story residence offers comfortable living both inside and out. Enjoy Florida living on the screened-in lanai overlooking a serene backyard complete with a tranquil

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    Kristi Matthew

    CENTURY 21 CARIOTI

    (321) 499-2280

    1319 Castleport Rd, Winter Garden, FL 34787
  • /64

    $879,000

    • 5 Beds
    • 4 Baths
    • 4,247 Sq Ft

    408 Egret Place Dr, Winter Garden, FL 34787

    Welcome to this spacious and well-maintained home located in the highly desirable Johns Lake Pointe community. Ideally located across the street from both an elementary and middle school, this home offers the convenient option for walking or biking to school alongside friends and neighbors. The home features a large fenced backyard that looks out to a freshwater pond and conservation area,

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    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 483-1307

    408 Egret Place Dr, Winter Garden, FL 34787
  • /50

    $840,000

    • 5 Beds
    • 3.5 Baths
    • 4,620 Sq Ft

    3259 Buoy Cir, Winter Garden, FL 34787

    Presenting 3259 Buoy Cir, Winter Garden, FL 34787! The Valencia Model is one of the largest homes Pulte offers in Lakeshore Preserve! With 4,620sf, this 5 bedroom, 3.5 bath home offers you an incredible amount of living space! The main floor features a private den/office with French Doors, a formal dining room area that could be used as additional living space if needed. The kitchen is huge and

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    Crystal Grohowski

    CORCORAN PREMIER REALTY

    (321) 621-3756

    3259 Buoy Cir, Winter Garden, FL 34787
  • /57

    $514,999

    • 3 Beds
    • 2 Baths
    • 1,692 Sq Ft

    1559 Bayfront Park Alley, Winter Garden, FL 34787

    Welcome to 1559 Bayfront Park Alley, a refined Florida Contemporary home tucked inside the highly sought-after Waterside on Johns Lake community in Winter Garden, Florida. Built in 2018 and freshly painted inside and out in 2025, this meticulously maintained 3-bedroom, 2-bathroom home offers 1,692 sq ft of elevated living, surrounded by lush landscaping and framed by an extraordinary view of a

    Adrian Jiminez MARKET CONNECT REALTY LLC

    1559 Bayfront Park Alley, Winter Garden, FL 34787
  • /37

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,302 Sq Ft

    1531 Tiverton Blvd Unit 3, Winter Garden, FL 34787

    Welcome home to your move in ready single story home located in the desirable Stone Creek in the highly sought after Stoneybrook. This functional floor plan has a brand new roof in 2024 and upgraded laminate wood floors throughout. The open floor plan features a spacious family room with serene views of your privately fenced backyard, making it ideal to keep an eye on the little ones as they

    George Rahi COLDWELL BANKER REALTY

    1531 Tiverton Blvd Unit 3, Winter Garden, FL 34787
  • /37

    $1,100,000

    • 5 Beds
    • 4 Baths
    • 3,291 Sq Ft

    9207 Busaco Park Way, Winter Garden, FL 34787

    Discover modern luxury in this 2-story Spanish/Mediterranean waterfront home within the coveted Watermark Community. Boasting 5 bedrooms and 4 baths across 3,200+ sq ft, this unique property offers over $50K in premium upgrades and features. The grand cathedral ceiling entrance leads to an impressive gourmet kitchen with a stunning island, granite counters, 42-inch solid wood cabinets, and

    Stefany Marcelino REDFIN CORPORATION

    9207 Busaco Park Way, Winter Garden, FL 34787
  • /35

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    13018 S Sunset Terrace, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Own this beautifully remodeled 3BR/2BA home just one block from the stunning John’s Lake—a 2,500+ acre lake on the border of Lake and Orange counties. Conveniently located 5 miles SE of Clermont and 2 miles SW of Winter Garden, this area is known for fantastic sport fishing, county parks, and water

    Abby Nelson RE/MAX 200 REALTY

    13018 S Sunset Terrace, Winter Garden, FL 34787
  • /74

    $1,050,000

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    524 S Lakeview Ave, Winter Garden, FL 34787

    Historic Downtown Winter Garden Craftsman – Where Timeless Charm Meets Modern LivingDiscover a rare opportunity to own a beautifully preserved piece of Winter Garden history in the heart of the vibrant downtown golf cart district. This distinguished 1928 Craftsman-style home sits proudly on an expansive .53-acre, R-2 zoned lot—a rarity in this sought-after area—and offers a harmonious blend

    Kim Blaylock HOMEVEST REALTY

    524 S Lakeview Ave, Winter Garden, FL 34787
  • /53

    $998,800

    • 5 Beds
    • 4.5 Baths
    • 4,228 Sq Ft

    14189 Larkspur Lake Dr, Winter Garden, FL 34787

    "Price Improvement" . Step into luxury living with this stunning 5-bedroom home featuring two full primary suites, an impressive double-height entryway, and no rear neighbors — offering unmatched privacy and serene views.Located in the prestigious Shorefront Cove in Winter Garden, this 2023-built masterpiece boasts over 4,200 sq. ft. of thoughtfully designed space, where elegance meets

    Angela Rodriguez DREAM FINDERS REALTY GROUP CORP

    14189 Larkspur Lake Dr, Winter Garden, FL 34787
  • /89

    $800,000

    • 5 Beds
    • 3.5 Baths
    • 4,288 Sq Ft

    15318 Sandfield Loop, Winter Garden, FL 34787

    PRICED REDUCED. Step into this stunning residence and immediately feel at home. Bathed in natural light, the soaring high ceilings, intricate crown molding, and open floor plan create an inviting and sophisticated ambiance. To the right, a cozy library provides the perfect retreat for book lovers, while to the left, a private office offers a quiet space for productivity. As you pass under the

    Troy Hensley BHHS FLORIDA REALTY

    15318 Sandfield Loop, Winter Garden, FL 34787
  • /31

    $2,295,000

    • 4 Beds
    • 4 Baths
    • 3,616 Sq Ft

    15198 E Oakland Ave, Winter Garden, FL 34787

    Welcome to this stunning farmhouse-style home nestled on a premium corner lot in one of the most sought-after communities near Historic Winter Garden. Thoughtfully designed and beautifully maintained, this home offers modern comfort with timeless charm. This is part of one of only 17 exclusive oversized luxury custom residences. Set in a thriving, close-knit neighborhood the area is known for its

    Melody Niederst IAD FLORIDA LLC

    15198 E Oakland Ave, Winter Garden, FL 34787
  • /88

    $2,000,000

    • 5 Beds
    • 4.5 Baths
    • 4,030 Sq Ft

    14501 Wabasso Loop, Winter Garden, FL 34787

    Welcome to this beautifully appointed 5-bedroom, 4.5-bath home offering over 4,030 sq ft of luxurious living space, located inside the exclusive gated community of Tilden Place. The moment you walk through the front door, you’re greeted by a perfect view of the breathtaking grotto waterfall (only 1 year old) that hides your secluded spa — creating a true oasis right in your own backyard.Inside,

    Breanna Eckerdt COLBERT REALTY GROUP LLC

    14501 Wabasso Loop, Winter Garden, FL 34787
  • /36

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 2,415 Sq Ft

    15408 Lebeau Loop, Winter Garden, FL 34787

    **SELLER IS OFFERING $7,000 IN RATE BUYDOWN/CLOSING COST CREDIT*** Discover the exceptional LOW MAINTENANCE lifestyle offered in the Horizon West - Winding Bay community with this impressive custom-built residence (2022). NO CDD - LOW HOA- This home seamlessly combines modern design, everyday ease, and remarkable accessibility. Situated in a vibrant, active neighborhood boasting a clubhouse, dog

    Nic Baker REDFIN CORPORATION

    15408 Lebeau Loop, Winter Garden, FL 34787
  • /45

    $995,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,672 Sq Ft

    15378 Gilligan Ct, Winter Garden, FL 34787

    Price Improvement and Last Chance for the family to Enjoy the Rest of their Summer Vacation in this Amazing Outdoor Oasis!!! Slide and Tons of Outdoor Fun Included!!! As if that's not enough - The Winding Bay community offers fantasticamenities including a resort-style pool and splash pad, playgrounds, dog parks, andmore—all with low HOA fees and access to top-rated schools. Don’t miss

    Anamaria Marquez REDFIN CORPORATION

    15378 Gilligan Ct, Winter Garden, FL 34787
  • /66

    $850,000

    • 4 Beds
    • 2 Baths
    • 2,260 Sq Ft

    1212 Civitas Way, Winter Garden, FL 34787

    LOCATION, LOCATION, LOCATION! This fantastic home is located in the highly sought after community of OAKLAND PARK! Enjoy the quaint historic Town of Oakland or a short golf cart or bike ride to enjoy bustling downtown Winter Garden with its shops, restaurants and weekly farmers market. The 22 mile West Orange Trail meanders through the community for enjoying tree lined walks or bike rides! When

    Kathie Glass BHHS FLORIDA REALTY

    1212 Civitas Way, Winter Garden, FL 34787
  • /89

    $1,699,900

    • 6 Beds
    • 5 Baths
    • 3,922 Sq Ft

    11630 Flynn Ct, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Rare opportunity to own a beautifully maintained 5-acre estate in the highly desirable Winter Garden! Featuring dual residences, a custom 1,800 sq. ft. detached garage, and endless lifestyle and investment potential. The main residence, thoughtfully built by a seasoned builder, offers 4 bedrooms, 3 bathrooms, a private office, and a 3-car tandem

    Ellyn Siviglia THE REAL ESTATE COLLECTION LLC

    11630 Flynn Ct, Winter Garden, FL 34787
  • /24

    $720,000

    • 5 Beds
    • 2.5 Baths
    • 3,410 Sq Ft

    13716 Fox Glove St Unit 4, Winter Garden, FL 34787

    Discover your personal oasis with this modern, open-concept home. It is located in the exclusive Stoneybrook West, which has a 24/7 guard gate. This golf community offers plenty of amenities, including pickleball, basketball, tennis, hockey, fishing, a community pool, and a fitness center. This exquisite 4-bedroom, home office, 3-bathroom residence is a masterpiece of modern design and

    Johnathan Lam NATIONAL REAL ESTATE LLC

    13716 Fox Glove St Unit 4, Winter Garden, FL 34787

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Why Live in Winter Garden

Winter Garden, a former citrus farming town, has evolved into a bustling suburban area with a population of 47,000. Located about 15 miles from downtown Orlando and close to Walt Disney World, it is home to many Disney cast members. The city is well-connected by major highways, including West Colonial Drive, Route 429, Florida's Turnpike, and Route 408, facilitating easy commutes. Downtown Winter Garden has expanded to include a variety of shopping and dining options, making it a popular spot for local events. The area is known for its well-rated Orange County Public School District, including A-rated West Orange High, which offers dual enrollment opportunities. Housing styles range from 1920s bungalows and ranch-style homes near downtown to modern lakefront estates and townhouses. The West Orange Trail, a 22-mile paved path, offers hiking and biking opportunities, while Newton Park and Veterans Memorial Park provide additional recreational options. Downtown Winter Garden hosts year-round events, such as the Winter Garden Farmers Market, Arts in April, and the Winter Garden Music Festival. The city also features the SOBO Gallery and various national retailers along State Road 50. AdventHealth Winter Garden Hospital and other medical facilities are conveniently located. Crime rates in Winter Garden are significantly lower than the state averages, and the police department offers community programs like vacation house checks and a citizens' police academy. Despite its inland location, the city can experience flooding and high winds during hurricanes.

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$560,000
Median Single Family Sale Price
$612,440
Median Townhouse Sale Price
$445,000
Median 2 Bedroom Sale Price
$230,000
Median 1 Bedroom Sale Price
$125,000
Average Price Per Sq Ft
$270
Number of Homes for Sale
528
Last 12 months Home Sales
1,249
Months of Supply
5.10
Median List Price
$599,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-4%
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