View 17422 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5112284
$671,415
4

Beds

2.1

Baths

2,235

Sq.Ft.

17422 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5960 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112227
  • Recently Listed with Virtual Tour
1 of 5
$557,123
3

Beds

2.0

Baths

1,772

Sq.Ft.

5960 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5978 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112233
  • Recently Listed with Virtual Tour
1 of 5
$681,240
4

Beds

2.1

Baths

2,802

Sq.Ft.

5978 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6153 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112171
$680,030
4

Beds

2.1

Baths

2,235

Sq.Ft.

6153 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 921 BENDING OAK TRAIL Winter Garden, FL MLS# O6405328
$575,000
4

Beds

2.1

Baths

2,481

Sq.Ft.

921 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 7190 ENCHANTED LAKE DRIVE Winter Garden, FL MLS# O6402423
  • Virtual Tour
1 of 24
OPEN HOUSE: Saturday 5/30 12:00 PM - 3:00 PM
$545,000
4

Beds

3.0

Baths

2,113

Sq.Ft.

7190 ENCHANTED LAKE DRIVE

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 7538 SPRING VALLEY STREET Winter Garden, FL MLS# G5111993
$554,415
4

Beds

3.0

Baths

2,102

Sq.Ft.

7538 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7519 SPRING VALLEY STREET Winter Garden, FL MLS# G5111997
$640,050
4

Beds

3.1

Baths

2,515

Sq.Ft.

7519 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7649 SILVER MEADOW STREET Winter Garden, FL MLS# G5112006
$642,745
5

Beds

4.0

Baths

2,705

Sq.Ft.

7649 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12026 SHINE VIEW LANE Winter Garden, FL MLS# O6405058
  • New Construction with Virtual Tour
1 of 7
$596,190
3

Beds

2.1

Baths

2,216

Sq.Ft.

12026 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13728 FOX GLOVE STREET Winter Garden, FL MLS# O6405142
$719,900
5

Beds

3.1

Baths

3,391

Sq.Ft.

13728 FOX GLOVE STREET

Winter Garden, FL

Courtesy of CRYSTAL CLEAR REALTY LLC
View 5460 BOWMAN DRIVE Winter Garden, FL MLS# O6402308
$615,000
3

Beds

3.1

Baths

2,474

Sq.Ft.

5460 BOWMAN DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 10187 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6404599
$679,000
4

Beds

3.1

Baths

2,840

Sq.Ft.

10187 MERRYMEETING BAY DRIVE

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 5139 LAKE HAMLIN TRAIL Winter Garden, FL MLS# O6404614
$655,000
4

Beds

2.1

Baths

2,742

Sq.Ft.

5139 LAKE HAMLIN TRAIL

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 8721 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# G5111855
$695,000
4

Beds

3.1

Baths

2,842

Sq.Ft.

8721 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 7187 WILD STRAWBERRY RUN Winter Garden, FL MLS# O6403837
$723,000
5

Beds

4.0

Baths

3,602

Sq.Ft.

7187 WILD STRAWBERRY RUN

Winter Garden, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 16031 PEBBLE BLUFF LOOP Winter Garden, FL MLS# O6404448
$560,000
4

Beds

3.1

Baths

2,487

Sq.Ft.

16031 PEBBLE BLUFF LOOP

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 12790 BRODLOVE LANE Winter Garden, FL MLS# O6403539
$574,900
3

Beds

2.1

Baths

2,322

Sq.Ft.

12790 BRODLOVE LANE

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 15419 UGLIS ALLEY Winter Garden, FL MLS# O6403047
    1 of 49
    OPEN HOUSE: Sunday 5/31 11:00 AM - 1:00 PM
    $584,900
    3

    Beds

    2.1

    Baths

    2,270

    Sq.Ft.

    15419 UGLIS ALLEY

    Winter Garden, FL

    Courtesy of STOCKWORTH REALTY GROUP
    View 4896 PALMETTO PARK DRIVE Winter Garden, FL MLS# OM723891
    $729,000
    5

    Beds

    4.0

    Baths

    2,888

    Sq.Ft.

    4896 PALMETTO PARK DRIVE

    Winter Garden, FL

    Courtesy of REMAX REALTY ONE

    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

    1,040

    Estimated median home price

    $609,306
    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 - 200K25
    $200K - 300K96
    $300K - 400K79
    $400K - 500K142
    $500K - 600K172
    $600K - 700K127
    $700K - 800K114
    $800K - 900K87
    $900K - 1M72
    $1M - Max125

    Homes for Sale by Type in Winter Garden, FL

    Property TypeCount
    Single Family718
    Townhouse136
    Condo143
    Commercial10
    Rental214
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home2
    Farms0

    (Data as of 5/29/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

    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 5/29/2026.

    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

    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 5/29/2026.