37,885

Winter Garden, FL Homes

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  • /42

    $799,000

    $96K 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

    131 Oak Laurel Dr, Winter Garden, FL 34787
  • /27

    $3,100 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,764 Sq Ft
    • Townhouse for Rent

    17736 Porter Rd, Winter Garden, FL 34787

    Virtually Staged. Brand-new townhouse for rent in Winter Garden’s desirable Horizon West area. This 2026 residence offers 3 bedrooms, 2.5 bathrooms, approximately 1,715 sq. ft. of living space, a spacious open-concept first floor and a 2-car garage. The modern layout provides comfortable living and dining areas, an open kitchen, interior laundry and well-designed bedroom spaces. A special

    Agent Photo

    Nayane Seabra

    WRA BUSINESS & REAL ESTATE

    17736 Porter Rd, Winter Garden, FL 34787
  • /2

    $755,000

    Sold Sep 03, 2026

    14343 Black Lake Preserve St, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,852 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Above List Price
    • $265/SF
    • 3 Days On Market

    Current Estimated Value $707,200

    Last Listing Agent Carla Robles WATSON REALTY CORP

    14343 Black Lake Preserve St, Winter Garden, FL 34787
    • /2

      Est $499,734

      Not Listed For Sale

      5979 Cypress Hill Rd, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 2017
      5979 Cypress Hill Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Paul McGarigal RE/MAX SELECT GROUP

  • /44

    $627,000

    $42K 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

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

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

    Starting at $1,444 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. Homes ranging from one, two-, and three-bedroom spaces incapsulate the luxury

    Integra Avalon

    17825 Avalon Grove Loop, 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 $575,745

    Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

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

      Est $484,111

      Not Listed For Sale

      15513 Honey Mandarin Way, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,654 Sq Ft
      • Built 2017
      15513 Honey Mandarin Way, Winter Garden, FL 34787

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Daniel Coombs FLORIDA REAL ESTATE & LAND CO.

  • /46

    $280,500

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft

    142 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

    Welcome to Southern Pines, one of Winter Garden's most desirable gated condominium communities. This spacious second floor 3 bedroom, 2 bathroom condo offers approximately 1,453 square feet of comfortable living space with an open, functional layout that is perfect for everyday living, working from home, or entertaining family and friends.The unit offers luxury vinyl flooring, the kitchen

    Agent Photo

    Sandra Madrigal

    I HOMES REAL ESTATE

    142 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
  • /34

    $2,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,744 Sq Ft
    • Townhouse for Rent

    17013 Haggerty Hollow, Winter Garden, FL 34787

    Brand-New 3-Bedroom Townhome for Rent in Hamlin Meadows. Be the first to call this beautiful, brand-new two-story townhome yours in the newly built Hamlin Meadows community of Winter Garden. Offering approximately 1,744 square feet of thoughtfully designed living space, this home features 3 bedrooms, 2.5 bathrooms, and a 2-car garage, blending modern style with everyday functionality. Inside,

    Agent Photo

    Nickolas Amburgey

    COMPASS FLORIDA LLC

    17013 Haggerty Hollow, 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 $236,500

    Last Listing Agent Jackie Unterreiner CORCORAN CONNECT LLC

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

      Est $449,009

      Not Listed For Sale

      6409 Breeze Filled Ln, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,683 Sq Ft
      • Built 2025
      6409 Breeze Filled Ln, Winter Garden, FL 34787

      Last Sold Summary

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

  • /66

    $2,600,000

    • 6 Beds
    • 6 Baths
    • 5,115 Sq Ft

    7693 Green Mountain 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 7693 Green Mountain Way in Winter Garden, an impressive two-story lakefront home offering 6 bedrooms, 6 bathrooms, dual primary suites, a spacious loft, balcony, and multiple indoor and outdoor living

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    7693 Green Mountain Way, Winter Garden, FL 34787
  • /24

    Starting at $1,477

    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

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

    $335,000

    Sold Jul 29, 2026

    243 Florida Ave, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1939

    Last Sold Summary

    • $305/SF
    • 11 Days On Market

    Current Estimated Value $324,804

    Last Listing Agent Laury Cruz Penalo De Gomez MY REALTY GROUP, LLC.

    243 Florida Ave, Winter Garden, FL 34787
    • /2

      Est $925,000

      Not Listed For Sale

      6232 Argent Wood Dr, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 3,829 Sq Ft
      • Built 2025
      6232 Argent Wood Dr, Winter Garden, FL 34787

      Last Sold Summary

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

  • /75

    $2,499,000

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

    9751 Quiet Ln, Winter Garden, FL 34787

    Under contract-accepting backup offers. 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

    Agent Photo

    Anthony LaPorta

    COLDWELL BANKER REALTY

    9751 Quiet Ln, Winter Garden, FL 34787
  • /31

    $2,850 Per Month

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

    17025 Haggerty Hollow, Winter Garden, FL 34787

    Brand-New 3-Bedroom Townhome for Rent in Hamlin Meadows. Be the first to call this beautiful, brand-new two-story townhome yours in the newly built Hamlin Meadows community of Winter Garden. Offering approximately 1,644 square feet of thoughtfully designed living space, this home features 3 spacious bedrooms, 2.5 bathrooms, and a 2-car garage, blending modern style with everyday functionality.

    Agent Photo

    Nickolas Amburgey

    COMPASS FLORIDA LLC

    17025 Haggerty Hollow, 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 $568,000

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

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

      Est $815,000

      Not Listed For Sale

      11069 Hollow Bay Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,113 Sq Ft
      • Built 2025
      11069 Hollow Bay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /57

    $760,000

    $59K 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
  • /63

    Starting at $1,587 Per Month

    • Studio - 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

    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 $676,347

    Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

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

      Est $77,183

      Not Listed For Sale

      14855 Astrolyn St, Winter Garden, FL 34787

      14855 Astrolyn St, Winter Garden, FL 34787

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Lori Love PREMIUM PROPERTIES R.E SERVICE

  • /52

    $695,000

    $20K PRICE DROP
    • 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 convenience. The gourmet kitchen is a true highlight, featuring S/S appliances, gas cooktop, stone countertops,

    Agent Photo

    Abraham Ash

    Coldwell Banker Realty

    12248 Encore at Ovation Way, Winter Garden, FL 34787
  • /62

    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 Waterleigh Village, a brand-new community offering one-, two-, and three-bedroom high-end apartments in Winter Garden, FL, 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

    Waterleigh Village Luxury Apartments

    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 $857,756

      Not Listed For Sale

      13175 Telsen St Unit 40, Winter Garden, FL 34787

      • 5 Beds
      • 4 Baths
      • 3,719 Sq Ft
      • Built 2025
      13175 Telsen St Unit 40, Winter Garden, FL 34787

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

  • /44

    $259,000

    $11K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

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

    Under contract-accepting backup offers. 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

    Agent Photo

    Carla Robles

    WATSON REALTY CORP

    130 Southern Pecan Cir Unit 103, Winter Garden, FL 34787
  • /47

    Starting at $1,710

    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
  • /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 $460,144

    DRB Homes Parkview at Hamlin

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

      Not Listed For Sale

      15465 Hamlin Rd, Winter Garden, FL 34787

      • 3 Beds
      • 3.5 Baths
      • 2,072 Sq Ft
      • Built 2025
      15465 Hamlin Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Reed Williams ASHTON WOODS FLORIDA REALTY LLC

  • /65

    $779,989

    Open Sat 11AM - 2PM $19K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,081 Sq Ft

    15149 Canoe Place, Winter Garden, FL 34787

    NEW PRICE — An Incredible Opportunity in Horizon West!Imagine coming home to more space, more flexibility, and the lifestyle you’ve been looking for—now at an even better value. This stunning, move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. of beautifully designed living space in one of Horizon West’s most desirable communities.From the

    Agent Photo

    William Grim, III

    RE/MAX ASSURED

    15149 Canoe Place, Winter Garden, FL 34787
  • /75

    Starting at $1,968

    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
  • /2

    $1,510,000

    Sold Jun 30, 2026

    15047 Gaulberry Run, Winter Garden, FL 34787

    • 5 Beds
    • 6 Baths
    • 4,964 Sq Ft
    • Built 2013

    Last Sold Summary

    • 1% Below List Price
    • $304/SF
    • 14 Days On Market

    Current Estimated Value $1,513,647

    Last Listing Agent Lynda Miller PREMIER SOTHEBYS INT'L REALTY

    15047 Gaulberry Run, Winter Garden, FL 34787
    • /2

      Est $809,938

      Not Listed For Sale

      13181 Telsen St Unit 39, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 3,719 Sq Ft
      • Built 2025
      13181 Telsen St Unit 39, Winter Garden, FL 34787

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

  • /49

    $409,000

    $10K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    13640 Splashing Isla Dr, Winter Garden, FL 34787

    Under contract-accepting backup offers. Short Sale. ***SHORT SALE***Built in 2024, this like new 2 bedroom plus den, 2 bathroom home offers modern finishes, thoughtful upgrades, and a private setting tucked toward the back of the community with no rear neighbors. The flexible den features French doors, making it ideal for a home office, hobby room, or additional living space. The open concept

    Agent Photo

    Vanessa Scotland, PA

    SERHANT

    13640 Splashing Isla Dr, Winter Garden, FL 34787
  • /52

    Starting at $1,480

    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

    $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 $523,237

    Last Listing Agent Alexia and Brian Boodram KELLER WILLIAMS ADVANTAGE III

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

      Not Listed For Sale

      15483 Hamlin Rd, Winter Garden, FL 34787

      • 3 Beds
      • 3.5 Baths
      • 2,072 Sq Ft
      • Built 2025
      15483 Hamlin Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 112 Days On Market

      Last Listing Agent Reed Williams ASHTON WOODS FLORIDA REALTY LLC

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$599,000
Median Single Family Sale Price
$650,000
Median Townhouse Sale Price
$419,990
Median 2 Bedroom Sale Price
$257,000
Median 1 Bedroom Sale Price
$210,000
Average Price Per Sq Ft
$278
Number of Homes for Sale
279
Last 12 months Home Sales
892
Months of Supply
3.80
Median List Price
$646,075
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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