View 16461 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6414427
$400,000
4

Beds

2.1

Baths

1,768

Sq.Ft.

16461 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

View 200 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6411162
$258,000
2

Beds

2.0

Baths

1,276

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

View 15511 CAMPDEN STREET Winter Garden, FL MLS# O6413461
$395,000
3

Beds

2.1

Baths

1,916

Sq.Ft.

15511 CAMPDEN STREET

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 420 E CYPRESS STREET Winter Garden, FL MLS# O6412414
  • Virtual Tour
1 of 39
OPEN HOUSE: Sunday 7/26 12:30 PM - 3:30 PM
$410,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

420 E CYPRESS STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 11025 SUSPENSE DRIVE Winter Garden, FL MLS# G5113196
    1 of 46
    OPEN HOUSE: Friday 7/24 5:00 PM - 8:00 PM
    $419,900
    3

    Beds

    2.1

    Baths

    1,636

    Sq.Ft.

    11025 SUSPENSE DRIVE

    Winter Garden, FL

    View 6238 SUNNY TIME AVENUE Winter Garden, FL MLS# O6412326
    • New Construction with Virtual Tour
    1 of 26
    $438,890
    3

    Beds

    2.1

    Baths

    1,683

    Sq.Ft.

    6238 SUNNY TIME AVENUE

    Winter Garden, FL

    View 338 WINDFORD COURT Winter Garden, FL MLS# O6413058
    $330,000
    3

    Beds

    2.0

    Baths

    1,050

    Sq.Ft.

    338 WINDFORD COURT

    Winter Garden, FL

    View 13232 DANIELS LANDING CIRCLE Winter Garden, FL MLS# G5112999
    $350,000
    2

    Beds

    2.1

    Baths

    1,232

    Sq.Ft.

    13232 DANIELS LANDING CIRCLE

    Winter Garden, FL

    View 7279 DUXBURY LANE Winter Garden, FL MLS# O6405682
    $424,900
    3

    Beds

    2.1

    Baths

    1,895

    Sq.Ft.

    7279 DUXBURY LANE

    Winter Garden, FL

    View 14200 AVALON ROAD 409 Winter Garden, FL MLS# O6410860
    $229,000
    2

    Beds

    2.0

    Baths

    1,253

    Sq.Ft.

    14200 AVALON ROAD 409

    Winter Garden, FL

    View 13759 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# O6409757
    $309,000
    3

    Beds

    2.1

    Baths

    1,647

    Sq.Ft.

    13759 GOLDEN RUSSET DRIVE

    Winter Garden, FL

    View 14501 GROVE RESORT AVENUE 3429 Winter Garden, FL MLS# O6401719
    $317,900
    3

    Beds

    2.0

    Baths

    1,396

    Sq.Ft.

    14501 GROVE RESORT AVENUE 3429

    Winter Garden, FL

    View 1503 COLUSO DRIVE Winter Garden, FL MLS# O6410109
    $443,000
    3

    Beds

    2.0

    Baths

    2,187

    Sq.Ft.

    1503 COLUSO DRIVE

    Winter Garden, FL

    View 330 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# S5150108
    $289,000
    3

    Beds

    2.0

    Baths

    1,453

    Sq.Ft.

    330 SOUTHERN PECAN CIRCLE 205

    Winter Garden, FL

    Courtesy of US REALTY HUB LLC
    View 14501 GROVE RESORT AVENUE 3211 Winter Garden, FL MLS# O6408877
    $271,000
    3

    Beds

    2.0

    Baths

    1,396

    Sq.Ft.

    14501 GROVE RESORT AVENUE 3211

    Winter Garden, FL

    View 15625 BOGGY OAK CIRCLE 108B Winter Garden, FL MLS# G5112579
    $340,000
    3

    Beds

    2.1

    Baths

    1,419

    Sq.Ft.

    15625 BOGGY OAK CIRCLE 108B

    Winter Garden, FL

    View 9652 AMBER CHESTNUT WAY Winter Garden, FL MLS# O6409704
    $430,000
    4

    Beds

    2.1

    Baths

    1,948

    Sq.Ft.

    9652 AMBER CHESTNUT WAY

    Winter Garden, FL

    View 11 WINDTREE LANE B Winter Garden, FL MLS# O6409169
    $195,000
    2

    Beds

    2.0

    Baths

    918

    Sq.Ft.

    11 WINDTREE LANE B

    Winter Garden, FL

    View 14501 GROVE RESORT AVENUE 1439 Winter Garden, FL MLS# O6407410
    $169,900
    2

    Beds

    2.0

    Baths

    1,265

    Sq.Ft.

    14501 GROVE RESORT AVENUE 1439

    Winter Garden, FL

    View 12103 EASTMOOR DRIVE Winter Garden, FL MLS# O6409071
    $440,000
    3

    Beds

    2.0

    Baths

    1,604

    Sq.Ft.

    12103 EASTMOOR 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

    1,085

    Estimated median home price

    $619,000
    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 - 100K1
    $100K - 200K22
    $200K - 300K96
    $300K - 400K65
    $400K - 500K156
    $500K - 600K186
    $600K - 700K115
    $700K - 800K132
    $800K - 900K106
    $900K - 1M70
    $1M - Max136

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family770
    Townhouse141
    Condo139
    Commercial11
    Rental219
    Lots and Land20
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home1
    Farms0

    (Data as of 7/23/2026)

    Information deemed reliable but not guaranteed.

    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 7/24/2026.