View 1681 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# B4902258
$469,000
4

Beds

2.0

Baths

1,858

Sq.Ft.

1681 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
View 11072 SILVER SURFER ALLEY Winter Garden, FL MLS# O6406656
$440,000
3

Beds

2.1

Baths

1,770

Sq.Ft.

11072 SILVER SURFER ALLEY

Winter Garden, FL

View 13552 AUTUMN HARVEST AVENUE Winter Garden, FL MLS# O6404264
$515,000
3

Beds

3.0

Baths

1,955

Sq.Ft.

13552 AUTUMN HARVEST AVENUE

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION
The time to sell is now! THE TIME TO SELL IS NOW!
View 921 BENDING OAK TRAIL Winter Garden, FL MLS# O6405328
$544,900
4

Beds

2.1

Baths

2,517

Sq.Ft.

921 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 15051 GROVESIDE ROAD Winter Garden, FL MLS# O6406358
  • New Construction with Virtual Tour
1 of 6
$490,575
3

Beds

2.1

Baths

1,846

Sq.Ft.

15051 GROVESIDE ROAD

Winter Garden, FL

View 13299 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112134
  • New Construction with Virtual Tour
1 of 26
$449,990
3

Beds

2.1

Baths

1,729

Sq.Ft.

13299 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 13307 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112135
  • New Construction with Virtual Tour
1 of 53
$437,990
3

Beds

2.1

Baths

1,644

Sq.Ft.

13307 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7190 ENCHANTED LAKE DRIVE Winter Garden, FL MLS# O6402423
$535,000
4

Beds

3.0

Baths

2,113

Sq.Ft.

7190 ENCHANTED LAKE DRIVE

Winter Garden, FL

View 9231 GRAND ISLAND WAY Winter Garden, FL MLS# O6405710
$495,000
4

Beds

2.1

Baths

2,060

Sq.Ft.

9231 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 10294 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6407798
$449,900
3

Beds

2.0

Baths

1,689

Sq.Ft.

10294 MERRYMEETING BAY DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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 17025 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5112007
$456,554
3

Beds

2.1

Baths

1,697

Sq.Ft.

17025 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17736 PORTER ROAD Winter Garden, FL MLS# G5112009
  • New Construction with Virtual Tour
1 of 25
$451,542
3

Beds

3.0

Baths

1,715

Sq.Ft.

17736 PORTER ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17167 WRITING ALLEY Winter Garden, FL MLS# O6406920
$535,000
4

Beds

3.1

Baths

2,486

Sq.Ft.

17167 WRITING ALLEY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 15038 WINDFLOWER ALLEY Winter Garden, FL MLS# O6405201
$441,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15038 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 15140 WINDFLOWER ALLEY Winter Garden, FL MLS# S5149180
$410,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15140 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 16754 OAKBORO STREET Winter Garden, FL MLS# O6404652
$520,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16754 OAKBORO STREET

Winter Garden, FL

View 15157 AQUA SOL LANE Winter Garden, FL MLS# S5149095
  • Adult Community with Virtual Tour
1 of 39
OPEN HOUSE: Sunday 7/19 12:00 PM - 2:00 PM
$429,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

15157 AQUA SOL LANE

Winter Garden, FL

View 12362 BRACCO STREET Winter Garden, FL MLS# O6404125
$495,000
4

Beds

2.1

Baths

2,094

Sq.Ft.

12362 BRACCO STREET

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 5755 CYPRESS HILL ROAD Winter Garden, FL MLS# O6404161
$455,000
3

Beds

2.1

Baths

1,797

Sq.Ft.

5755 CYPRESS HILL ROAD

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

951

Estimated median home price

$611,610
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 - 400K61
$400K - 500K129
$500K - 600K161
$600K - 700K99
$700K - 800K113
$800K - 900K92
$900K - 1M63
$1M - Max117

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family654
Townhouse126
Condo138
Commercial11
Rental210
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/19/2026)

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.

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.