37,758

Winter Garden, FL Homes

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  • /42

    $834,000

    $61K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,906 Sq Ft

    131 Oak Laurel Dr, Winter Garden, FL 34787

    131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 405-1381

    131 Oak Laurel Dr, Winter Garden, FL 34787
  • /67

    $2,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft
    • Townhouse for Rent

    16350 Hamlin View St, Winter Garden, FL 34787

    Introducing the Harbor Townhome at Hamlin RidgeStep into the Harbor Townhome, an inviting end unit located on a prime corner lot with no side neighbor to the right. This thoughtfully designed residence features 3 Bedrooms and 2.5 Baths, complemented by a spacious open first floor perfect for modern living and entertaining.Hamlin Ridge enjoys a superb location just off SR 429, placing you

    Agent Photo

    Mayco Sampaio

    WEBB FLORIDA REALTY LLC

    (321) 359-7439

    16350 Hamlin View St, Winter Garden, FL 34787
  • /2

    $580,000

    Sold May 14, 2026

    2439 Balforn Tower Way, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,508 Sq Ft
    • Built 2008

    Last Sold Summary

    • 2% Above List Price
    • $231/SF
    • 22 Days On Market

    Current Estimated Value $565,785

    Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

    2439 Balforn Tower Way, Winter Garden, FL 34787
    • /2

      Est $2,100,913

      Not Listed For Sale

      15168 Shonan Gold Dr, Winter Garden, FL 34787

      • 5 Beds
      • 6 Baths
      • 5,030 Sq Ft
      • Built 2018
      15168 Shonan Gold Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 273 Days On Market

  • /44

    $650,000

    $19K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,334 Sq Ft

    14005 Aldford Dr, Winter Garden, FL 34787

    Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home built by Ashton Woods, known for its modern architecture, creative floor plans, and thoughtful design. This inviting residence offers 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with welcoming indoor and outdoor living spaces. Inside, the home features a bright and

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (689) 272-3634

    14005 Aldford Dr, Winter Garden, FL 34787
  • /55

    Starting at $1,480 Per Month

    • 1 - 3 Beds

    17825 Avalon Grove Loop, Winter Garden, FL 34787

    Experience the pinnacle of modern living at Integra Avalon, where every apartment blends sophistication and elegance. Nestled in the serene Four Corners Winter Garden, Florida, Integra Avalon embodies a refined lifestyle enhanced by premium amenities, state-of-the-art facilities, and a vibrant community atmosphere. Indulge in an unparalleled living experience where comfort and luxury seamlessly

    Integra Avalon

    (689) 204-1162

    17825 Avalon Grove Loop, Winter Garden, FL 34787
  • /2

    $162,000

    Sold Jan 23, 2026

    1009 Stucki Terrace, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 984 Sq Ft
    • Built 1987

    Last Sold Summary

    • 14% Below List Price
    • $165/SF
    • 4 Days On Market

    Current Estimated Value $236,726

    Last Listing Agent Jackie Unterreiner CORCORAN CONNECT LLC

    1009 Stucki Terrace, Winter Garden, FL 34787
    • /2

      Est $407,299

      Not Listed For Sale

      5838 Cypress Hill Rd, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,717 Sq Ft
      • Built 2018
      5838 Cypress Hill Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 11 Days On Market

  • /35

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 2,401 Sq Ft

    1019 Portmoor Way, Winter Garden, FL 34787

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 467-7860

    1019 Portmoor Way, Winter Garden, FL 34787
  • /24

    Starting at $1,734

    Total Monthly Price

    • 1 - 2 Beds

    16810 Easthampstead Rd, Winter Garden, FL 34787

    Welcome home to Prose Horizons Village, a brand-new multifamily community located in Winter Garden, FL. Our spacious one and two-bedroom apartment homes feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout, and full-sized washers and dryers in every apartment home. With convenient, must-have amenities like a fitness center,

    Prose Horizons Village

    (321) 415-9249

    16810 Easthampstead Rd, Winter Garden, FL 34787
  • /2

    $566,000

    Sold May 29, 2026

    16828 Hobe Sound Ct, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,216 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $255/SF
    • 8 Days On Market

    Current Estimated Value $580,000

    Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16828 Hobe Sound Ct, Winter Garden, FL 34787
    • /2

      Est $1,098,471

      Not Listed For Sale

      15698 Marina Bay Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,754 Sq Ft
      • Built 2017
      15698 Marina Bay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 36 Days On Market

  • /43

    $669,000

    $70K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,117 Sq Ft

    9723 Lost Creek Dr, Winter Garden, FL 34787

    Beautiful 4-bedroom, 3 bath water view home in Waterleigh, Horizon West’s Premier Community! Welcome to your next chapter in Waterleigh, where resort-style amenities and thoughtful design come together in one of Horizon West’s most desirable neighborhoods. This impeccably maintained 4-bedroom, 3-bath home offers 2,117 sq. ft. of single-story comfort, ideal for families, first-time buyers, or

    Ping Ma

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 478-2658

    9723 Lost Creek Dr, Winter Garden, FL 34787
  • /101

    Starting at $1,830 Per Month

    • 1 - 3 Beds

    1223 E Plant St, Winter Garden, FL 34787

    Welcome to Vida Winter Garden, where modern living meets timeless charm. Nestled in the vibrant Gateway District of Winter Garden, our community offers a unique blend of luxury, convenience, and small-town warmth. With thoughtfully designed apartments, resort-style amenities, and easy access to local attractions, Vida Winter Garden is more than just a place to live—it's a place to thrive. Whether

    Vida Winter Garden

    (844) 987-4402

    1223 E Plant St, Winter Garden, FL 34787
  • /2

    $680,000

    Sold Mar 02, 2026

    8013 Bowery Dr, Winter Garden, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,115 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $322/SF
    • 25 Days On Market

    Current Estimated Value $677,188

    Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

    8013 Bowery Dr, Winter Garden, FL 34787
    • /2

      Est $284,425

      Not Listed For Sale

      130 Southern Pecan Cir Unit 205, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,453 Sq Ft
      • Built 2005
      130 Southern Pecan Cir Unit 205, Winter Garden, FL 34787

      Last Sold Summary

      • 74 Days On Market

  • /47

    $849,000

    • 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

    (321) 381-3173

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

    Starting at $1,605 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

    (689) 407-6455

    16200 Ascend Village Ln, Winter Garden, FL 34787
  • /37

    $750,000

    Sold Mar 16, 2026

    13007 Harvest Rain Ave, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 2,837 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 4% Below List Price
    • $264/SF
    • 12 Days On Market

    Taylor Morrison Harvest at Ovation

    13007 Harvest Rain Ave, Winter Garden, FL 34787
    • /2

      Est $621,290

      Not Listed For Sale

      8742 European Fan Palm Aly, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,581 Sq Ft
      • Built 2017
      8742 European Fan Palm Aly, Winter Garden, FL 34787

      Last Sold Summary

      • 88 Days On Market

  • /38

    $290,000

    $35K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,544 Sq Ft

    14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787

    Luxury Condo for Sale at The Grove Resort & Water Park, Just 5 Minutes from Walt Disney World! 3 Bedrooms / 3 Bathrooms | Fully Furnished | Ideal 1031 Exchange Property Discover the height of vacation luxury in Orlando's newest and most exclusive community, The Grove Resort & Water Park. This spacious sixth-floor unit (#3642) features 3 bedrooms and 3 bathrooms, designed for comfort and style,

    Agent Photo

    Jose Carnero

    URBAN REAL ESTATE US

    (321) 492-0594

    14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787
  • /23

    Starting at $1,826

    Total Monthly Price

    • 1 - 3 Beds

    15000 Stratus Loop, Winter Garden, FL 34787

    Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations for modern living. Timeless yet contemporary. Comfortable yet connected. Our residences are a wonderful blend of tasteful design, thoughtful amenities and

    Corban Horizon West

    (689) 407-6619

    15000 Stratus Loop, Winter Garden, FL 34787
  • /4

    $457,390

    Sold Jan 26, 2026

    15274 Groveside Rd, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,846 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 1% Above List Price
    • $248/SF
    • 24 Days On Market

    Current Estimated Value $458,486

    DRB Homes Parkview at Hamlin

    15274 Groveside Rd, Winter Garden, FL 34787
    • /2

      Est $546,037

      Not Listed For Sale

      6352 Tabebuia Pkwy, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 1,770 Sq Ft
      • Built 2025
      6352 Tabebuia Pkwy, Winter Garden, FL 34787

      Last Sold Summary

  • /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

    (321) 677-7036

    5211 Citrus Leaf Blvd, Winter Garden, FL 34787
  • /38

    Starting at $1,629 Per Month

    • 1 - 3 Beds

    9005 Solay Rd, Winter Garden, FL 34787

    Enjoy UP TO 2 MONTHS FREE 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

    (689) 600-3052

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

    $520,000

    Sold Nov 25, 2025

    9330 Meadow Hunt Way, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft
    • Built 2015

    Last Sold Summary

    • 13% Below List Price
    • $251/SF
    • 210 Days On Market

    Current Estimated Value $526,145

    Last Listing Agent Alexia and Brian Boodram KELLER WILLIAMS ADVANTAGE III

    9330 Meadow Hunt Way, Winter Garden, FL 34787
    • /2

      Est $413,649

      Not Listed For Sale

      6358 Tabebuia Pkwy, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,553 Sq Ft
      • Built 2025
      6358 Tabebuia Pkwy, Winter Garden, FL 34787

      Last Sold Summary

      • 0 Days On Market

  • /60

    $779,990

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,493 Sq Ft

    940 Marsh Reed Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to 940 Marsh Reed Drive, a beautifully upgraded 5 bedroom, 3 bathroom, SOLAR HEATED POOL HOME offering just under 3,500 square feet of well-designed living space in the highly sought-after Johns Lake Pointe community! Additional OFFICE and LOFT / BONUS ROOM. Solar panels are paid off! From the moment you arrive, the home makes a strong

    Agent Photo

    Andrew Kincaid

    BHHS FLORIDA REALTY

    (321) 515-5503

    940 Marsh Reed Dr, Winter Garden, FL 34787
  • /47

    Starting at $1,754

    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

    (689) 400-7815

    15100 Free Range Run, 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 $707,671

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

      Est $503,552

      Not Listed For Sale

      13540 Autumn Harvest Ave, Winter Garden, FL 34787

      • 3 Beds
      • 3 Baths
      • 1,955 Sq Ft
      • Built 2025
      13540 Autumn Harvest Ave, Winter Garden, FL 34787

      Last Sold Summary

      • 41 Days On Market

  • /59

    $2,750,000

    $750K 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

    (321) 220-3175

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

    Starting at $1,588

    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

    (689) 600-2648

    8200 Jayme 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 $1,353,255

    Last Listing Agent Kevin Asenjo COLDWELL BANKER REALTY

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

      Est $526,280

      Not Listed For Sale

      644 Orange Belt Loop, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,850 Sq Ft
      • Built 2018
      644 Orange Belt Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 18 Days On Market

  • /50

    $499,990

    $25K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft

    648 Orange Belt Loop, Winter Garden, FL 34787

    Under contract-accepting backup offers. Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Heritage at Plant Street in the GOLF CART DISTRICT. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring

    Agent Photo

    Milinda Knollinger

    CORCORAN CONNECT LLC

    (321) 381-3214

    648 Orange Belt Loop, Winter Garden, FL 34787
  • /52

    Starting at $1,591

    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

    (689) 202-4228

    7000 Kiran Patel Dr, 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 $732,016

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

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

      Est $639,925

      Not Listed For Sale

      12506 Westhaven Oak Dr Unit 115, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 2,500 Sq Ft
      • Built 2025
      12506 Westhaven Oak Dr Unit 115, Winter Garden, FL 34787

      Last Sold Summary

      • 10 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Prices in Winter Garden, FL

Home Price Trends

Median Sale Price
$575,000
Median Single Family Sale Price
$631,033
Median Townhouse Sale Price
$455,000
Median 2 Bedroom Sale Price
$282,250
Median 1 Bedroom Sale Price
$201,000
Average Price Per Sq Ft
$271
Number of Homes for Sale
758
Last 12 months Home Sales
1,946
Months of Supply
4.70
Median List Price
$599,999
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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