View 14099 LOCHEND WAY Winter Garden, FL MLS# O6404015
$468,000
3

Beds

2.1

Baths

1,720

Sq.Ft.

14099 LOCHEND WAY

Winter Garden, FL

View 12003 HOLYSTONE STREET Winter Garden, FL MLS# L4961121
$445,000
3

Beds

2.1

Baths

1,814

Sq.Ft.

12003 HOLYSTONE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY
View 10361 AUSTRINA OAK LOOP Winter Garden, FL MLS# S5148904
$550,000
4

Beds

2.1

Baths

2,204

Sq.Ft.

10361 AUSTRINA OAK LOOP

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 9354 MEADOW HUNT WAY Winter Garden, FL MLS# O6400695
$525,000
3

Beds

2.1

Baths

2,079

Sq.Ft.

9354 MEADOW HUNT WAY

Winter Garden, FL

View 2281 OAKINGTON STREET Winter Garden, FL MLS# S5148475
$465,000
3

Beds

2.0

Baths

1,628

Sq.Ft.

2281 OAKINGTON STREET

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 776 RAINFALL DRIVE Winter Garden, FL MLS# O6400904
$519,000
3

Beds

2.0

Baths

2,238

Sq.Ft.

776 RAINFALL DRIVE

Winter Garden, FL

View 7036 BOLANZO ALLEY Winter Garden, FL MLS# O6401429
$470,000
4

Beds

3.1

Baths

1,920

Sq.Ft.

7036 BOLANZO ALLEY

Winter Garden, FL

Courtesy of SERHANT
View 8012 BLUEJACK OAK DRIVE Winter Garden, FL MLS# FC317938
$499,000
4

Beds

3.1

Baths

2,222

Sq.Ft.

8012 BLUEJACK OAK DRIVE

Winter Garden, FL

Courtesy of Palm Coast - WEICHERT, REALTORS® - Hallmark Properties
View 14280 BRAEMAR STREET Winter Garden, FL MLS# TB8500322
    1 of 33
    OPEN HOUSE: Saturday 8/8 12:00 PM - 4:00 PM
    $499,000
    3

    Beds

    2.1

    Baths

    1,964

    Sq.Ft.

    14280 BRAEMAR STREET

    Winter Garden, FL

    Courtesy of LPT REALTY, LLC
    View 13026 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400188
    • New Construction with Virtual Tour
    1 of 6
    $547,160
    3

    Beds

    2.1

    Baths

    1,908

    Sq.Ft.

    13026 SUNSET GARDEN LANE

    Winter Garden, FL

    Courtesy of ORLANDO TBI REALTY LLC
    View 12788 SUNSET WALK DRIVE Winter Garden, FL MLS# O6400288
    • New Construction with Virtual Tour
    1 of 10
    $529,025
    4

    Beds

    3.0

    Baths

    2,031

    Sq.Ft.

    12788 SUNSET WALK DRIVE

    Winter Garden, FL

    Courtesy of ORLANDO TBI REALTY LLC
    View 15935 GRAFTON WAY Winter Garden, FL MLS# O6400426
    $510,000
    3

    Beds

    2.1

    Baths

    1,833

    Sq.Ft.

    15935 GRAFTON WAY

    Winter Garden, FL

    Courtesy of AUTHENTIC REAL ESTATE TEAM
    View 15187 HARROWGATE WAY Winter Garden, FL MLS# TB8497081
    $425,000
    3

    Beds

    2.0

    Baths

    1,296

    Sq.Ft.

    15187 HARROWGATE WAY

    Winter Garden, FL

    Courtesy of CHARLES RUTENBERG REALTY INC
    View 15755 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6400420
    $420,000
    3

    Beds

    2.1

    Baths

    1,636

    Sq.Ft.

    15755 WATER SPRING BOULEVARD

    Winter Garden, FL

    View 14788 FIELD DAISY DRIVE Winter Garden, FL MLS# O6398754
    $530,000
    3

    Beds

    3.1

    Baths

    1,992

    Sq.Ft.

    14788 FIELD DAISY DRIVE

    Winter Garden, FL

    View 12050 BRACCO STREET Winter Garden, FL MLS# O6398494
    $449,000
    3

    Beds

    2.1

    Baths

    1,770

    Sq.Ft.

    12050 BRACCO STREET

    Winter Garden, FL

    Courtesy of FLORIDA CONNEXION PROPERTIES
    View 15027 GROVESIDE ROAD Winter Garden, FL MLS# O6398345
    • New Construction with Virtual Tour
    1 of 56
    $499,630
    3

    Beds

    2.1

    Baths

    1,846

    Sq.Ft.

    15027 GROVESIDE ROAD

    Winter Garden, FL

    Courtesy of DRB GROUP REALTY, LLC
    View 12780 SUNSET WALK DRIVE Winter Garden, FL MLS# O6398355
    $465,000
    3

    Beds

    2.1

    Baths

    1,760

    Sq.Ft.

    12780 SUNSET WALK DRIVE

    Winter Garden, FL

    Courtesy of ORLANDO TBI REALTY LLC
    View 15039 GROVESIDE ROAD Winter Garden, FL MLS# O6398354
    • New Construction with Virtual Tour
    1 of 52
    $497,380
    3

    Beds

    2.1

    Baths

    1,846

    Sq.Ft.

    15039 GROVESIDE ROAD

    Winter Garden, FL

    Courtesy of DRB GROUP REALTY, LLC
    View 4863 LACEWING DRIVE Winter Garden, FL MLS# O6397857
    $540,000
    3

    Beds

    2.1

    Baths

    1,788

    Sq.Ft.

    4863 LACEWING DRIVE

    Winter Garden, FL

    About Winter Garden

    The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

    Listings in Winter Garden, FL

    1,031

    Estimated median home price

    $614,000
    Winter Garden FL Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

    Homes for Sale by Price in Winter Garden, FL

    PriceCount
    $0 - 100K2
    $100K - 200K20
    $200K - 300K87
    $300K - 400K70
    $400K - 500K153
    $500K - 600K176
    $600K - 700K104
    $700K - 800K125
    $800K - 900K106
    $900K - 1M63
    $1M - Max125

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family723
    Townhouse141
    Condo131
    Commercial9
    Rental178
    Lots and Land23
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home1
    Farms0

    (Data as of 8/8/2026)

    Information deemed reliable but not guaranteed.

    The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

    The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

    The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

    Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

    Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

    Data is updated as of 8/9/2026.