37,947

Winter Garden, FL Homes

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  • /34

    $1,204,900

    $20K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 5,277 Sq Ft

    3399 Buoy Cir, Winter Garden, FL 34787

    Experience luxury waterfront living in one of Winter Garden's most desirable communities! This stunning home offers the perfect blend of elegant design, spacious living, and breathtaking water views. From the moment you arrive, you'll appreciate the attractive curb appeal, paver driveway, and spacious three-car garage. Inside, you'll find an expansive open floor plan designed for both everyday

    Agent Photo

    Heather Unger, PA

    ACME REAL ESTATE FLORIDA LLC

    3399 Buoy Cir, Winter Garden, FL 34787
  • /25

    Starting at $1,460

    Total Monthly Price

    • 1 - 3 Beds

    14619 Casita Ridge, Winter Garden, FL 34787

    IMT Sonoma Hills’ stunning one, two and three-bedroom apartments will take your breath away with a new level of luxury for West Orlando. Inside each home are five-star features and amenities, including spacious walk-in closets, gourmet kitchens with granite countertops, soaring ten-foot ceilings and sophisticated designer finishes. Start a tour of IMT Sonoma Hills and it won’t take long to

    IMT Sonoma Hills

    14619 Casita Ridge, Winter Garden, FL 34787
  • /11

    $761,929

    Sold Nov 21, 2025

    13105 Faro Ct, Winter Garden, FL 34787

    • 4 Beds
    • 4 Baths
    • 3,285 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $232/SF
    • 30 Days On Market

    Current Estimated Value $706,519

    13105 Faro Ct, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      6418 Tabebuia Pkwy, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,683 Sq Ft
      • Built 2024
      6418 Tabebuia Pkwy, Winter Garden, FL 34787

      Last Sold Summary

      • 78 Days On Market

  • /29

    $589,000

    • 4 Beds
    • 2 Baths
    • 2,048 Sq Ft

    2031 Wintermere Pointe Dr, Winter Garden, FL 34787

    Virtually Staged. Welcome to Wintermere—where comfort, privacy, and location come together in one exceptional home. Nestled on a quiet cul-de-sac within the desirable gated Wintermere community, this beautifully maintained 4-bedroom, 2-bath residence offers an ideal blend of indoor and outdoor Florida living. The open split-bedroom floor plan is filled with natural light and features soaring

    Agent Photo

    Heather Grooms

    LANDLORD FINDERS BUILD REAL ESTATE LLC

    2031 Wintermere Pointe Dr, Winter Garden, FL 34787
  • /30

    Starting at $1,474 Per Month

    • 1 - 3 Beds

    9405 Ascend Falls Dr, Winter Garden, FL 34787

    Welcome to Birchstone Waterleigh, where luxury meets tranquility in the heart of Winter Garden, FL. Designed for those who seek the extraordinary, our community offers an elevated living experience with refined interiors, resort-inspired amenities, and thoughtfully curated experiences. From impeccably crafted apartments to exclusive social spaces, every detail embodies sophistication and

    Birchstone Waterleigh

    9405 Ascend Falls Dr, Winter Garden, FL 34787
  • /2

    $1,350,000

    Sold Sep 08, 2025

    682 Canopy Estates Dr, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 3,645 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Below List Price
    • $370/SF
    • 6 Days On Market

    Current Estimated Value $1,324,329

    Last Listing Agent Kevin Asenjo COLDWELL BANKER REALTY

    682 Canopy Estates Dr, Winter Garden, FL 34787
    • /2

      Est $810,723

      Not Listed For Sale

      Unlisted Address

      • 4 Beds
      • 3.5 Baths
      • 3,066 Sq Ft
      • Built 2025
      Unlisted Address

      Last Sold Summary

      • 34 Days On Market

  • /47

    $789,900

    $59K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,061 Sq Ft

    5024 Palmetto Park Dr, Winter Garden, FL 34787

    Welcome to this beautifully upgraded home in the heart of Winter Garden. Featuring luxury vinyl flooring throughout with no carpet, this home offers a clean, modern feel and a functional layout designed for everyday living and entertaining. The main living area showcases custom millwork and built-in details, while the elegant powder room adds a touch of sophistication. With over $150,000 in

    Agent Photo

    Bruna Canesin Motta

    PRISTINE INTERNATIONAL REALTY LLC

    5024 Palmetto Park Dr, Winter Garden, FL 34787
  • /96

    Starting at $1,595 Per Month

    • 1 - 3 Beds

    16200 Ascend Village Ln, Winter Garden, FL 34787

    Retreat to a life of ultimate luxury at Ascend Waterleigh Village, a brand-new community offering one, two, and three bedroom apartments in a beautiful lakeside neighborhood. Our open floor plans offer the perfect mix of form and function, with features ranging from modern kitchens with stainless steel appliances and prep islands to spacious bedrooms with oversized walk-in closets. As a resident,

    Ascend Waterleigh Village

    16200 Ascend Village Ln, Winter Garden, FL 34787
  • /2

    $728,900

    Sold Mar 27, 2026

    15530 Orchid Rose Ct, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 2,871 Sq Ft
    • Built 2026

    Last Sold Summary

    • $254/SF

    Current Estimated Value $729,297

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    15530 Orchid Rose Ct, Winter Garden, FL 34787
    • /2

      Est $474,630

      Not Listed For Sale

      15364 Burgtheater Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,835 Sq Ft
      • Built 2024
      15364 Burgtheater Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 30 Days On Market

  • /75

    $2,499,000

    $151K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,041 Sq Ft

    9751 Quiet Ln, Winter Garden, FL 34787

    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

    Agent Photo

    Anthony LaPorta

    COLDWELL BANKER REALTY

    9751 Quiet Ln, Winter Garden, FL 34787
  • /44

    Starting at $1,579 Per Month

    • 1 - 3 Beds

    9005 Solay Rd, Winter Garden, FL 34787

    LIMITED TIME OFFER: 2 Month's FREE + $1,000 Gift Card* on select homes. Live like you're on vacation every day at our brand new community, offering spacious apartments and the largest amenity offering in the area. With a dedicated onsite team, we are committed to providing exceptional customer service. Call or come by today!

    Solay Horizon West

    9005 Solay Rd, Winter Garden, FL 34787
  • /2

    $565,000

    Sold Jun 17, 2026

    13958 Magnolia Ridge Loop, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 2,075 Sq Ft
    • Built 2017

    Last Sold Summary

    • 6% Below List Price
    • $272/SF
    • 5 Days On Market

    Current Estimated Value $596,037

    Last Listing Agent Raymond Glenn LAKESIDE REALTY WINDERMERE INC

    13958 Magnolia Ridge Loop, Winter Garden, FL 34787
    • /2

      Est $809,804

      Not Listed For Sale

      16863 Muskgrass Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 3,066 Sq Ft
      • Built 2025
      16863 Muskgrass Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 30 Days On Market

  • /57

    $799,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,909 Sq Ft

    5211 Citrus Leaf Blvd, Winter Garden, FL 34787

    Welcome to this exceptional Barret floor plan in the exclusive Silverleaf Reserve by Meritage Homes, offering 4 spacious bedrooms, a versatile bonus room, a dedicated office, and an additional flex space currently used as a music room. Positioned on one of the best lots in the community, this home features stunning lake views, unmatched privacy, and a thoughtfully designed layout for both comfort

    Agent Photo

    Tiago Fernandez PLLC

    MCO REALTY GROUP LLC

    5211 Citrus Leaf Blvd, Winter Garden, FL 34787
  • /47

    Starting at $1,724

    Total Monthly Price

    • 1 - 3 Beds

    15100 Free Range Run, Winter Garden, FL 34787

    There’s no place like Home(stead). Inspired by nature’s bounty, our thoughtfully designed one, two, and three-bedroom apartment residences blend perfect neutral tones and ample natural light to create spaces that help you discover the joy of simply being.

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
  • /2

    $189,000

    Sold Jul 01, 2026

    14501 Grove Resort Ave Unit 3724, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft
    • Built 2022

    Last Sold Summary

    • 17% Below List Price
    • $137/SF
    • 42 Days On Market

    Last Listing Agent Alexis McKenzie REAL BROKER, LLC

    14501 Grove Resort Ave Unit 3724, Winter Garden, FL 34787
    • /2

      Est $771,700

      Not Listed For Sale

      9432 Emerald Berry Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,923 Sq Ft
      • Built 2025
      9432 Emerald Berry Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 91 Days On Market

  • /59

    $2,500,000

    $1M PRICE DROP
    • 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.

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    2827 Sanctuary Ln, Winter Garden, FL 34787
  • /75

    Starting at $1,738

    Total Monthly Price

    • 1 - 3 Beds

    8200 Jayme Dr, Winter Garden, FL 34787

    So close yet a world away. Windermere Cay, the premier luxury and 100% Smoke-Free community is NOW OPEN! We are conveniently located on Reams Road, adjacent to Walt Disney World, just minutes from Orlando International airport, area theme parks, Winter Garden Village, Millenia Mall, and much more. Our four-story buildings offer elevators, high-end details, finishes, and an exclusive resident

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
  • /31

    $469,990

    Sold Oct 17, 2025

    15405 Hamlin Park Dr, Winter Garden, FL 34787

    • 3 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $227/SF
    • 16 Days On Market

    Current Estimated Value $482,708

    15405 Hamlin Park Dr, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      5015 Railroad Vine Aly, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,011 Sq Ft
      • Built 2024
      5015 Railroad Vine Aly, Winter Garden, FL 34787

      Last Sold Summary

      • 195 Days On Market

  • /47

    $715,000

    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft

    12248 Encore at Ovation Way, Winter Garden, FL 34787

    Built in 2021 and located in a Grade A school district, this energy-efficient home is offered in immaculate, turnkey, move-in-ready condition and feels like new. Upgraded with over $70,000 in owner and builder enhancements, the home combines modern comfort, style, efficiency, and everyday convenience. Many more upgrades are included throughout—please request the full upgrade list for details. The

    Agent Photo

    Abraham Ash

    Coldwell Banker Realty

    12248 Encore at Ovation Way, Winter Garden, FL 34787
  • /52

    Starting at $1,640

    Total Monthly Price

    • Studio - 2 Beds

    7000 Kiran Patel Dr, Winter Garden, FL 34787

    Apollo boast four stunning buildings that usher in a variety of iving spaces, including spacious studios, stylish one-bedroom, and comfortable two-bedroom apartments. Discover elegant kitchen islands, oversized windows that fill your space with natural light, and modern fixtures that add a touch of sophistication to every room.

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
  • /2

    $1,160,000

    Sold Jun 15, 2026

    441 Courtlea Oaks Blvd, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 4,001 Sq Ft
    • Built 2000

    Last Sold Summary

    • 16% Below List Price
    • $290/SF
    • 64 Days On Market

    Current Estimated Value $1,180,406

    Last Listing Agent Jennifer Coon LAKESIDE REALTY WINDERMERE INC

    441 Courtlea Oaks Blvd, Winter Garden, FL 34787
    • /2

      Est $430,247

      Not Listed For Sale

      9338 Bolshoi Aly, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,693 Sq Ft
      • Built 2024
      9338 Bolshoi Aly, Winter Garden, FL 34787

      Last Sold Summary

      • 54 Days On Market

  • /44

    $270,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    130 Southern Pecan Cir Unit 103, Winter Garden, FL 34787

    Welcome to this newly updated 2 bedroom / 2 bathroom first floor condo in Winter Garden, where low-maintenance living meets comfort and convenience. This beautifully updated first-floor condo features fresh interior paint and new flooring, creating a bright, modern, and move-in-ready space. The open-concept floor plan offers comfortable living and dining areas, making it perfect for everyday

    Agent Photo

    Carla Robles

    WATSON REALTY CORP

    130 Southern Pecan Cir Unit 103, Winter Garden, FL 34787
  • /45

    Starting at $1,585 Per Month

    • 1 - 3 Beds

    10091 Tuller Loop, Winter Garden, FL 34787

    Step into a world of luxury at Halston Waterleigh, an upscale community in Winter Garden, Florida. Experience exquisite design, abundant natural light, advanced technology, and endless comfort in your new home. Enjoy a vacation-like atmosphere daily with our heated saltwater pool, expansive fitness center, and a variety of additional top-tier amenities. Schedule your personal tour today and

    Halston Waterleigh

    10091 Tuller Loop, Winter Garden, FL 34787
  • /2

    $735,000

    Sold Jul 23, 2026

    708 Orange Belt Loop, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,916 Sq Ft
    • Built 2019

    Last Sold Summary

    • 1% Below List Price
    • $384/SF
    • 26 Days On Market

    Current Estimated Value $737,105

    Last Listing Agent Kristi Lowery OLYMPUS EXECUTIVE REALTY INC

    708 Orange Belt Loop, Winter Garden, FL 34787
    • /2

      Est $672,151

      Not Listed For Sale

      16995 Tradewind Point, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,806 Sq Ft
      • Built 2018
      16995 Tradewind Point, Winter Garden, FL 34787

      Last Sold Summary

      • 6 Days On Market

  • /44

    $749,900

    • 4 Beds
    • 3 Baths
    • 2,852 Sq Ft

    14343 Black Lake Preserve St, Winter Garden, FL 34787

    Welcome to 14343 Black Lake Preserve Street in Winter Garden, a beautifully upgraded pool home in the sought-after Black Lake Preserve community. Designed for both everyday living and unforgettable entertaining, this exceptional residence combines luxury finishes, premium technology, and thoughtfully designed living spaces. At the heart of the home is a stunning chef's kitchen featuring an

    Agent Photo

    Carla Robles

    WATSON REALTY CORP

    14343 Black Lake Preserve St, Winter Garden, FL 34787
  • /35

    Starting at $1,499

    Total Monthly Price

    • 2 Beds

    521 S Park Ave, Winter Garden, FL 34787

    Garden City Apartments is nestled in the heart of Downtown Winter Garden, Florida. Within walking distance or a quick golf cart ride to Historic Plant Street, life is full of excitement with local arts and entertainment, trails and restaurants galore you will surely feel at home and safe living in our newly renovated industrial designed family-friendly apartments. We have a mix between

    Garden City Apartments

    521 S Park Ave, Winter Garden, FL 34787
  • /2

    $560,000

    Sold Jul 14, 2026

    8016 Atlantic Puffin St, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,488 Sq Ft
    • Built 2014

    Last Sold Summary

    • 3% Below List Price
    • $225/SF
    • 5 Days On Market

    Current Estimated Value $591,592

    Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

    8016 Atlantic Puffin St, Winter Garden, FL 34787
    • /2

      Est $1,106,978

      Not Listed For Sale

      9873 Lost Creek Dr, Winter Garden, FL 34787

      • 5 Beds
      • 3.5 Baths
      • 3,910 Sq Ft
      • Built 2021
      9873 Lost Creek Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 7 Days On Market

  • /65

    $794,989

    $4K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,081 Sq Ft

    15149 Canoe Place, Winter Garden, FL 34787

    Imagine coming home to space, style, and ease—where every detail is already done. This move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. in one of Horizon West’s most desirable communities. From the Tuscan-inspired curb appeal and welcoming front porch to the bright, open living spaces, this home was designed for comfort, flexibility, and effortless entertaining.

    Agent Photo

    William Grim, III

    RE/MAX ASSURED

    15149 Canoe Place, Winter Garden, FL 34787
  • /50

    Starting at $1,700

    Total Monthly Price

    • 1 - 3 Beds

    6151 Lake Lodge Dr, Winter Garden, FL 34787

    It’s human nature to want everything at your fingertips. It’s rare to find it. Tucked between the water, sunshine, and cypress trees, discover The Lodge at Hamlin. With nature surrounding you at home and a lakefront village at your doorstep, your hunt for the perfect lifestyle begins and ends here.

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
  • /43

    $330,000

    Sold Apr 17, 2026

    823 Magnolia Ave, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,210 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $273/SF
    • 192 Days On Market

    Current Estimated Value $326,915

    Last Listing Agent Bosco Meira BELLA FLORIDA REALTY LLC

    823 Magnolia Ave, Winter Garden, FL 34787
    • /2

      Est $744,194

      Not Listed For Sale

      14830 Winkfield Ct, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,561 Sq Ft
      • Built 2018
      14830 Winkfield Ct, Winter Garden, FL 34787

      Last Sold Summary

      • 23 Days On Market

Showing Results 41 - 80, Page 2 of 18

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