37,179

Winter Garden, FL Homes

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  • /79

    $2,789,000 Pending

    • 5 Beds
    • 6 Baths
    • 5,433 Sq Ft

    6711 Point Hancock Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to this custom-built modern lakefront home by Davila Homes, located in Horizon West, Winter Garden, offering 5,433 square feet of living space with 5 bedrooms, 4 full bathrooms, and 2 half bathrooms, and direct frontage on Lake Hancock with approximately 85+ feet of shoreline and sunset views. Located directly across the lake from Hamlin

    Agent Photo

    Tiffany Pantozzi

    ALIGN REAL ESTATE LLC

    (321) 353-8495

    6711 Point Hancock Dr, Winter Garden, FL 34787
  • /23

    $1,689 - $4,079 per month

    Corban Horizon West

    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

    15000 Stratus Loop, Winter Garden, FL 34787
  • /2

    $1,070,000 Sold Dec 05, 2025

    14400 Shocklach Dr, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,616 Sq Ft
    • Built 2015

    Last Sold Summary

    • 5% Below List Price
    • $296/SF
    • 67 Days On Market

    Current Estimated Value $1,045,370

    Last Listing Agent Mauricio Penha VOLKE REAL ESTATE LLC

    14400 Shocklach Dr, Winter Garden, FL 34787
    • /2

      Est $460,564 Not Listed For Sale

      16019 Pebble Bluff Loop, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,685 Sq Ft
      • Built 2018
      16019 Pebble Bluff Loop, Winter Garden, FL 34787

      Last Sold Summary

      • $273/SF
      • 74 Days On Market

      Last Sold Price $460,000

      Last Listing Agent Paul Young YOUNG REAL ESTATE

  • /71

    $595,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,471 Sq Ft

    14430 Orchard Hills Blvd, Winter Garden, FL 34787

    Under contract-accepting backup offers. Perfectly positioned directly across from the resort style pool and park, this Orchard Hills home is on one of the most coveted homesites in the community, with no rear neighbors and sweeping views of open green space and the sparkling community pool, creating a peaceful, private backdrop. Inside, the home unfolds with intention and ease, with three

    Agent Photo

    Cari Fitzgerald

    REAL BROKER, LLC

    (689) 319-7962

    14430 Orchard Hills Blvd, Winter Garden, FL 34787
  • /26

    $4,100 per month

    • 5 Beds
    • 4 Baths
    • 2,587 Sq Ft
    • House for Rent

    12763 Charmed Dr, Winter Garden, FL 34787

    Welcome to your SEMI-FURNISHED home in one of Winter Garden's most desirable communities! This property offers a perfect blend of comfort and convenience. Enjoy the benefit of A-rated schools right within the community—both the elementary and middle schools—with no need for additional transportation. Plus, the high school, just a short distance away, is also highly rated, making this an ideal

    Bruna Canesin Motta PRISTINE INTERNATIONAL REALTY LLC

    12763 Charmed Dr, Winter Garden, FL 34787
  • /2

    $555,960 Sold Sep 19, 2025

    13520 Autumn Harvest Ave, Winter Garden, FL 34787

    • 3 Beds
    • 3 Baths
    • 2,198 Sq Ft
    • Built 2025

    Last Sold Summary

    • $253/SF

    Current Estimated Value $542,896

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

    13520 Autumn Harvest Ave, Winter Garden, FL 34787
    • /2

      Est $506,822 Not Listed For Sale

      16980 Hamlin Oasis Loop, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,836 Sq Ft
      • Built 2024
      16980 Hamlin Oasis Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 4% Below List Price
      • $289/SF
      • 403 Days On Market

      Last Sold Price $529,990

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /51

    $510,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    14932 Porter Rd, Winter Garden, FL 34787

    Under contract-accepting backup offers. Welcome home to Porter Road in Horizon West, where everyday living feels like a vacation and magic fills the sky each night. This home is on a RARE prime CORNER lot, almost 1/3 of an acre. This one-story home is truly something special, offering three bedrooms and two baths with a move in ready interior designed for comfort, light, and effortless Florida

    Agent Photo

    Cari Fitzgerald

    REAL BROKER, LLC

    (321) 381-4269

    14932 Porter Rd, Winter Garden, FL 34787
  • /50

    $1,790 - $3,525 per month

    Lakewalk at Hamlin

    1 - 3 Beds

    14012 Shoreside Way, Winter Garden, FL 34787

    Warm lake breezes and sunshine define the luxe lakeside lifestyle of the Lakewalk apartment residences that will wrap the shoreline of Lake Hancock next to the Town Center’s shopping, dining and entertainment. We offer 1 bedroom, 2 bedroom, and 3 bedroom apartment homes with the most up-to-date luxurious furnishings. If you are looking for relaxing, luxury living, look no further than Lakewalk at

    14012 Shoreside Way, Winter Garden, FL 34787
  • /2

    $594,948 Sold Nov 18, 2025

    12749 Harvest Rain Ave, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,441 Sq Ft
    • Built 2025

    Last Sold Summary

    • $244/SF

    Current Estimated Value $589,000

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

    12749 Harvest Rain Ave, Winter Garden, FL 34787
    • /2

      Est $494,134 Not Listed For Sale

      7859 Summerlake Groves St, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,060 Sq Ft
      • Built 2017
      7859 Summerlake Groves St, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Above List Price
      • $238/SF
      • 23 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Jose Rojo URBAN-O REAL ESTATE SOLUTIONS

  • /3

    $3,500,000

    • Land
    • 9.64 Acres
    • $363,071 per Acre

    17902 Seidner Rd, Winter Garden, FL 34787

    Probably the finest site for a huge estate home in Orange County! No need to move almost an hour away to Montverde just to find enough land to build your private estate or Equestrian estate when this gem is minutes to Windermere and everywhere you want to be. This highly sought after 10 acre property in the Lake Avalon rural settlement, is a declining citrus grove and sits on the highest

    Agent Photo

    Jessica McKinney

    FLORIDA REALTY EXCHANGE LLC

    (321) 490-3947

    17902 Seidner Rd, Winter Garden, FL 34787
  • /30

    $2,850 per month

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft
    • House for Rent

    12144 Stoneleigh Aly, Winter Garden, FL 34787

    Welcome to this beautiful 3-bedroom, 2.5-bath home located in the highly sought-after Winter Garden area. This property offers a modern and spacious layout featuring a bright open living area, a well-appointed kitchen with stainless steel appliances, and a dining space perfect for everyday living and entertaining. All bedrooms are generously sized, and the primary suite includes a walk-in closet

    Ricardo Molina TALENT REALTY SOLUTIONS

    12144 Stoneleigh Aly, Winter Garden, FL 34787
  • /2

    $645,000 Sold Sep 11, 2025

    14664 Spotted Sandpiper Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,701 Sq Ft
    • Built 2014

    Last Sold Summary

    • 3% Below List Price
    • $239/SF
    • 0 Days On Market

    Current Estimated Value $648,823

    Last Listing Agent Andreia Beraldo TALENT REALTY SOLUTIONS

    14664 Spotted Sandpiper Blvd, Winter Garden, FL 34787
    • /2

      Est $708,244 Not Listed For Sale

      14523 Black Lake Preserve St, Winter Garden, FL 34787

      • 5 Beds
      • 3 Baths
      • 3,638 Sq Ft
      • Built 2016
      14523 Black Lake Preserve St, Winter Garden, FL 34787

      Last Sold Summary

      • 12% Above List Price
      • $175/SF
      • 234 Days On Market

      Last Sold Price $635,000

      Last Listing Agent Li Xue AGENT GROUP REALTY

  • 13041 Tranquil Water Aly, Winter Garden, FL 34787

    $614,989 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,078 Sq Ft

    13041 Tranquil Water Aly, Winter Garden, FL 34787

    The Cooper presents 2,078 square feet of refined living space, featuring three generously sized bedrooms and two and a half elegantly appointed bathrooms. The gourmet kitchen showcases exquisite painted Harbor cabinets, sleek quartz countertops, and modern finishes. High ceilings and an open-concept layout create a bright, airy atmosphere. Nestled facing conservation land and situated on an

    Agent Photo

    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    13041 Tranquil Water Aly, Winter Garden, FL 34787
  • /50

    $1,718 - $3,392 per month

    The Lodge at Hamlin

    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.

    6151 Lake Lodge Dr, Winter Garden, FL 34787
  • /27

    $659,420 Sold Oct 31, 2025

    12595 Grape Chardonnay Aly, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,693 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $245/SF
    • 9 Days On Market

    K. Hovnanian Homes Osprey Ranch - 32'/40' Single Family

    12595 Grape Chardonnay Aly, Winter Garden, FL 34787
    • /2

      Est $399,955 Not Listed For Sale

      16269 Admirals Cove Ln, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 2021
      16269 Admirals Cove Ln, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Above List Price
      • $248/SF
      • 98 Days On Market

      Last Sold Price $389,000

      Last Listing Agent John Henthorn HENTHORN REAL ESTATE

  • /52

    $775,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,931 Sq Ft

    14170 Jomatt Loop, Winter Garden, FL 34787

    Under contract-accepting backup offers. **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 14170 Jomatt Loop in Winter Garden, a beautifully maintained home in the sought after Cypress Reserve community. This residence offers spacious living with 4 bedrooms and 3

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 252-3526

    14170 Jomatt Loop, Winter Garden, FL 34787
  • /27

    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,691 Sq Ft
    • Townhouse for Rent

    15517 Bay Bridge St, Winter Garden, FL 34787

    Brand-New 3-Bedroom Townhouse for Rent in Winter Garden Be the first to live in this stunning new construction two-story townhouse located in the highly desirable area of Winter Garden. Designed with comfort and modern living in mind, this beautiful home offers 3 spacious bedrooms, 2 full bathrooms, and 1 convenient half bathroom, making it perfect for families or professionals seeking style and

    Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

    15517 Bay Bridge St, Winter Garden, FL 34787
  • /2

    $575,000 Sold Dec 12, 2025

    14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 2,340 Sq Ft
    • Built 2014

    Last Sold Summary

    • $246/SF
    • 5 Days On Market

    Current Estimated Value $574,750

    Last Listing Agent Eve Metlis WATSON REALTY CORP

    14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787
    • /2

      Est $748,461 Not Listed For Sale

      4588 Gliding Wave St, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 3,663 Sq Ft
      • Built 2022
      4588 Gliding Wave St, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Above List Price
      • $201/SF
      • 96 Days On Market

      Last Sold Price $735,000

      Last Listing Agent Kim Swatkowski RE/MAX

  • /61

    $525,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft

    648 Orange Belt Loop, Winter Garden, FL 34787

    Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Plant Street. 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 stylish wood-look tile and an open-concept layout that seamlessly connects the

    Agent Photo

    Milinda Knollinger

    CORCORAN CONNECT LLC

    (321) 381-3214

    648 Orange Belt Loop, Winter Garden, FL 34787
  • /21

    $1,519 - $1,999 per month

    Country Gardens

    1 - 3 Beds

    15122 W Colonial Dr, Winter Garden, FL 34787

    Learn more about our current specials! Stylish design at a price thats right! Country Gardens Apartment Homes is located in Winter Garden, Florida, with easy access to Florida's Turnpike and SR-50/Colonial Drive. You'll experience a top selection of amenities and features at this community, like a resort-style pool with sundeck,

    15122 W Colonial Dr, Winter Garden, FL 34787
  • /2

    $725,000 Sold May 02, 2025

    15233 Night Heron Dr, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,803 Sq Ft
    • Built 2017

    Last Sold Summary

    • 5% Below List Price
    • $259/SF
    • 66 Days On Market

    Current Estimated Value $721,581

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    15233 Night Heron Dr, Winter Garden, FL 34787
    • /2

      Est $532,888 Not Listed For Sale

      17112 Salty Dog Rd, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,494 Sq Ft
      • Built 2021
      17112 Salty Dog Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Above List Price
      • $213/SF
      • 132 Days On Market

      Last Sold Price $530,000

      Last Listing Agent James Song MULTI CHOICE REALTY LLC

  • /40

    $289,500

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    14501 Grove Resort Ave Unit 2334, Winter Garden, FL 34787

    Escape to your own luxurious, fully furnished condo-hotel residence at the prestigious Grove Resort & Water Park—just minutes from Walt Disney World. Designed for both personal enjoyment and investment, this exceptional unit offers the perfect combination of a turnkey vacation retreat and high-performing income asset. Located on the third floor of Condominium II, the sought-after Jasmine floor

    Agent Photo

    Amy Moline

    EXP REALTY LLC

    (321) 343-3008

    14501 Grove Resort Ave Unit 2334, Winter Garden, FL 34787
  • /8

    $1,900 per month

    • 2 Beds
    • 1.5 Baths
    • 1,281 Sq Ft
    • Townhouse for Rent

    467 Sand Lime Rd, Winter Garden, FL 34787

    LOCATION LOCATION, LOCATION!! Walking distance to Supermarkets, Bus stops and strip malls! This charming home features brand-new flooring, a fully renovated kitchen, and updated bathrooms designed with modern finishes and comfort in mind. The spacious layout provides an inviting living area, well-sized bedrooms, and abundant natural light throughout. The kitchen is equipped with a full appliance

    Lou Bello ACTION PLUS REALTY SERVICES

    467 Sand Lime Rd, Winter Garden, FL 34787
  • /25

    $459,990 Sold Sep 03, 2025

    9404 Bolshoi Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,833 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $251/SF
    • 12 Days On Market

    Current Estimated Value $441,500

    9404 Bolshoi Aly, Winter Garden, FL 34787
    • /2

      Est $376,664 Not Listed For Sale

      1053 Priory Cir, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,638 Sq Ft
      • Built 2009
      1053 Priory Cir, Winter Garden, FL 34787

      Last Sold Summary

      • 7% Below List Price
      • $247/SF
      • 135 Days On Market

      Last Sold Price $404,000

      Last Listing Agent Diana Joseph THE ESTATES HOME SALES AND RENTALS LLC.

  • /14

    $3,380,000

    • 5 Beds
    • 5 Baths
    • 5,290 Sq Ft

    14511 Isleview Dr, Winter Garden, FL 34787

    Get ready to be impressed by this exceptional lakefront residence at 14511 Isleview Dr in Winter Garden, fully renovated by the renowned Davila Homes. Set directly on the pristine shores of Lake Hancock, this luxury property offers breathtaking water views and a private dock, perfect for boating, sunset lounging, or embracing the ultimate Florida lifestyle. This thoughtfully designed home

    Agent Photo

    Fernanda Negromonte

    NOVA REAL ESTATE SERVICES INC

    (321) 850-4161

    14511 Isleview Dr, Winter Garden, FL 34787
  • /30

    $1,099 - $1,800 per month

    Winterwoods

    Studio - 2 Beds

    15300 W Colonial Dr, Winter Garden, FL 34787

    Welcome to Winterwoods, apartments in Winter Garden, FL. Rest easy knowing you will be in a great neighborhood with convenient access to all that Winter Garden has to offer. Our single-story, garden-style West Winter Garden apartments feature private entrances and patios for your enjoyment. We offer Studio, 1 & 2 bedroom apartments in Winter Garden near Fowler Groves Winter Garden

    15300 W Colonial Dr, Winter Garden, FL 34787
  • /2

    $430,000 Sold Mar 03, 2025

    11049 Suspense Dr, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2017

    Last Sold Summary

    • 6% Below List Price
    • $215/SF
    • 173 Days On Market

    Current Estimated Value $445,400

    Last Listing Agent Liang Liu PINEYWOODS REALTY LLC

    11049 Suspense Dr, Winter Garden, FL 34787
    • /2

      Est $402,920 Not Listed For Sale

      15203 Starleigh Rd, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,672 Sq Ft
      • Built 2002
      15203 Starleigh Rd, Winter Garden, FL 34787

      Last Sold Summary

      • 5% Above List Price
      • $230/SF
      • 6 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Anahi C Rosario INTERNATIONAL REAL ESTATE LLC

  • /68

    $609,990 Pending

    • 4 Beds
    • 3 Baths
    • 2,083 Sq Ft

    Winter Garden, FL 34787

    Under Construction. Stylish Living in the Newbury 2083sqft, 4 bedrooms, a loft, 3 bathrooms and a 2-car garage. Step into this thoughtfully designed open-concept floor plan that effortlessly blends comfort, style, and modern convenience. This home features a convenient guest bedroom and full bathroom on the first floor, perfect for visiting family multi multi-generational living or a private home

    Agent Photo

    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    (321) 248-9833

    Winter Garden, FL 34787
  • /16

    $2,700 per month

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft
    • House for Rent

    1018 Spring Landing Dr, Winter Garden, FL 34787

    Beautifully updated home in Winter Garden! This open floor plan 3 bedroom/2 bath home has newer flooring, kitchen cabinets/counters, bath vanities and more. The home also features a den/office/play room with the French doors, screened lanai and partially fenced backyard. Lawncare included. Located in the heart of Winter Garden just minutes to Downtown Winter Garden, West Orange Trail and easy

    Akiko Hunt BLUE CANVAS REALTY LLC

    1018 Spring Landing Dr, Winter Garden, FL 34787
  • /2

    $415,000 Sold Jan 12, 2026

    8105 Red Stopper Ln, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,725 Sq Ft
    • Built 2017

    Last Sold Summary

    • 2% Below List Price
    • $241/SF
    • 7 Days On Market

    Current Estimated Value $422,871

    Last Listing Agent Heather Carr, PA BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    8105 Red Stopper Ln, Winter Garden, FL 34787
    • /2

      Est $732,595 Not Listed For Sale

      14528 Old Thicket Trace, Winter Garden, FL 34787

      • 5 Beds
      • 4 Baths
      • 3,179 Sq Ft
      • Built 2006
      14528 Old Thicket Trace, Winter Garden, FL 34787

      Last Sold Summary

      • $230/SF
      • 163 Days On Market

      Last Sold Price $730,000

      Last Listing Agent Karyn Santiago COMPASS FLORIDA, LLC

Showing Results 161 - 200, Page 5 of 18

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