View 623 BENDING OAK TRAIL Winter Garden, FL MLS# G5107795
$539,900
5

Beds

2.1

Baths

2,234

Sq.Ft.

623 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of PREFERRED RE BROKERS III
View 11187 HANLON TERRACE ALLEY Winter Garden, FL MLS# O6380981
$459,000
4

Beds

3.0

Baths

2,200

Sq.Ft.

11187 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7959 AVA JADE ALLEY Winter Garden, FL MLS# O6378083
$408,500
3

Beds

2.1

Baths

1,784

Sq.Ft.

7959 AVA JADE ALLEY

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 13873 EASEDALE ALLEY Winter Garden, FL MLS# O6379906
$411,995
3

Beds

2.1

Baths

1,863

Sq.Ft.

13873 EASEDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 12911 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6379918
$548,000
3

Beds

2.1

Baths

2,062

Sq.Ft.

12911 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 636 COKE AVENUE Winter Garden, FL MLS# O6379919
$342,000
2

Beds

1.0

Baths

914

Sq.Ft.

636 COKE AVENUE

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 16737 HARPER COVE DRIVE Winter Garden, FL MLS# O6379946
$515,000
3

Beds

2.1

Baths

2,200

Sq.Ft.

16737 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of U S GLORY REALTY
View 16156 ARBOR CREST ALLEY Winter Garden, FL MLS# O6378840
$450,000
3

Beds

2.1

Baths

1,814

Sq.Ft.

16156 ARBOR CREST ALLEY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14501 GROVE RESORT AVENUE 1224 Winter Garden, FL MLS# S5142326
$285,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1224

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 3135 Winter Garden, FL MLS# O6378661
$270,000
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3135

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14501 GROVE RESORT AVENUE 2138 Winter Garden, FL MLS# O6379849
$190,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2138

Winter Garden, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 1300 EASTERN PECAN PLACE 106 Winter Garden, FL MLS# O6379184
$270,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

1300 EASTERN PECAN PLACE 106

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 4875 LACEWING DRIVE Winter Garden, FL MLS# O6379522
$554,900
4

Beds

2.1

Baths

2,114

Sq.Ft.

4875 LACEWING DRIVE

Winter Garden, FL

Courtesy of INTERNATIONAL REAL ESTATE LLC
View 6060 GLORY BOWER DRIVE Winter Garden, FL MLS# O6376837
$530,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

6060 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of ANCHOR REAL ESTATE
View 14501 GROVE RESORT AVENUE 1528 Winter Garden, FL MLS# O6376561
$289,900
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1528

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE 3128 Winter Garden, FL MLS# G5107535
$250,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3128

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 10072 MEMOIR AVENUE Winter Garden, FL MLS# O6378568
$419,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

10072 MEMOIR AVENUE

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1044 WOODSON HAMMOCK CIRCLE Winter Garden, FL MLS# O6377296
$520,000
4

Beds

2.0

Baths

2,487

Sq.Ft.

1044 WOODSON HAMMOCK CIRCLE

Winter Garden, FL

Courtesy of MARKET CONNECT REALTY LLC
View 8906 DODDINGTON WAY Winter Garden, FL MLS# O6377538
$550,000
4

Beds

3.0

Baths

2,352

Sq.Ft.

8906 DODDINGTON WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 12456 WESTFIELD LAKES CIRCLE Winter Garden, FL MLS# O6377406
    1 of 53
    OPEN HOUSE: Sunday 3/8 11:00 AM - 2:00 PM
    $549,000
    4

    Beds

    3.0

    Baths

    2,180

    Sq.Ft.

    12456 WESTFIELD LAKES CIRCLE

    Winter Garden, FL

    Courtesy of CLOCK TOWER REALTY

    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

    902

    Estimated median home price

    $592,915
    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 - 100K7
    $100K - 200K13
    $200K - 300K88
    $300K - 400K78
    $400K - 500K149
    $500K - 600K139
    $600K - 700K109
    $700K - 800K87
    $800K - 900K68
    $900K - 1M61
    $1M - Max103

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family607
    Townhouse130
    Condo126
    Commercial9
    Rental223
    Lots and Land28
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home1
    Farms0

    (Data as of 3/4/2026)

    Information deemed reliable but not guaranteed.

    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.

    Copyright 2026 BeachesMLS, Inc. All rights reserved.

    All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

    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.

    Data is updated as of 3/4/2026.

    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

    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.

    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 3/4/2026.