View 12042 GRANDROSE ALLEY Winter Garden, FL MLS# S5152170
$420,000
3

Beds

2.1

Baths

1,732

Sq.Ft.

12042 GRANDROSE ALLEY

Winter Garden, FL

View 15524 HONEYBELL DRIVE Winter Garden, FL MLS# O6416374
$419,000
4

Beds

3.0

Baths

1,902

Sq.Ft.

15524 HONEYBELL DRIVE

Winter Garden, FL

View 13303 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5113612
  • New Construction with Virtual Tour
1 of 25
$424,990
3

Beds

2.1

Baths

1,715

Sq.Ft.

13303 PEACEFUL MELODY DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 14903 DRIFTWATER DRIVE Winter Garden, FL MLS# S5151359
$380,000
3

Beds

2.1

Baths

1,745

Sq.Ft.

14903 DRIFTWATER DRIVE

Winter Garden, FL

View 5686 CYPRESS HILL ROAD Winter Garden, FL MLS# O6410760
$399,000
3

Beds

2.1

Baths

1,712

Sq.Ft.

5686 CYPRESS HILL ROAD

Winter Garden, FL

View 6131 ELFIN HERB WAY Winter Garden, FL MLS# O6414015
$450,000
3

Beds

2.1

Baths

1,714

Sq.Ft.

6131 ELFIN HERB WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
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 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

View 420 E CYPRESS STREET Winter Garden, FL MLS# O6412414
$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 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 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 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

    Courtesy of SCATES REALTY & INVESTMENT PRO
    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 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

    View 14501 GROVE RESORT AVE 1535 1535 Winter Garden, FL MLS# S5150001
    $410,990
    3

    Beds

    2.0

    Baths

    1,396

    Sq.Ft.

    14501 GROVE RESORT AVE 1535 1535

    Winter Garden, FL

    View 13527 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6408480
    $335,000
    3

    Beds

    2.1

    Baths

    1,365

    Sq.Ft.

    13527 DANIELS LANDING CIRCLE

    Winter Garden, FL

    View 243 FLORIDA AVENUE Winter Garden, FL MLS# S5149991
    $335,000
    2

    Beds

    2.0

    Baths

    1,100

    Sq.Ft.

    243 FLORIDA AVENUE

    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

    978

    Estimated median home price

    $610,805
    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 - 300K93
    $300K - 400K62
    $400K - 500K135
    $500K - 600K168
    $600K - 700K101
    $700K - 800K116
    $800K - 900K97
    $900K - 1M64
    $1M - Max119

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family676
    Townhouse130
    Condo138
    Commercial11
    Rental213
    Lots and Land20
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home1
    Farms0

    (Data as of 7/20/2026)

    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

    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 7/20/2026.