View 15183 BRIDGEWATER CROSSINGS BOULEVARD Winter Garden, FL MLS# O6416462
$520,000
3

Beds

2.1

Baths

1,998

Sq.Ft.

15183 BRIDGEWATER CROSSINGS BOULEVARD

Winter Garden, FL

View 17350 WILD DAISY DRIVE Winter Garden, FL MLS# G5113976
$910,510
6

Beds

4.0

Baths

4,236

Sq.Ft.

17350 WILD DAISY DRIVE

Winter Garden, FL

View 17139 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5113974
$823,309
6

Beds

4.1

Baths

3,412

Sq.Ft.

17139 INGRAM BLUFF DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 6225 FLOWERING CHERRY BEND DRIVE Winter Garden, FL MLS# G5113896
$846,095
6

Beds

4.1

Baths

3,412

Sq.Ft.

6225 FLOWERING CHERRY BEND DRIVE

Winter Garden, FL

View 15587 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6415333
$640,000
4

Beds

2.1

Baths

2,751

Sq.Ft.

15587 MURCOTT BLOSSOM BOULEVARD

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 15741 SWEET LEMON WAY Winter Garden, FL MLS# O6417058
$1,165,000
5

Beds

4.1

Baths

3,624

Sq.Ft.

15741 SWEET LEMON WAY

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 1726 Winter Garden, FL MLS# S5151998
$174,999
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1726

Winter Garden, FL

View 15138 SHONAN GOLD DRIVE Winter Garden, FL MLS# O6417357
$2,799,950
5

Beds

5.2

Baths

5,551

Sq.Ft.

15138 SHONAN GOLD DRIVE

Winter Garden, FL

View 12959 HARVEST RAIN AVENUE Winter Garden, FL MLS# O6417449
  • New Construction with Virtual Tour
1 of 13
$750,000
4

Beds

3.1

Baths

2,858

Sq.Ft.

12959 HARVEST RAIN AVENUE

Winter Garden, FL

View 8750 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6416046
$1,849,000
5

Beds

5.1

Baths

4,641

Sq.Ft.

8750 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 7558 BISHOP SQUARE DRIVE Winter Garden, FL MLS# O6417556
$536,500
4

Beds

2.0

Baths

1,952

Sq.Ft.

7558 BISHOP SQUARE DRIVE

Winter Garden, FL

View 142 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# O6414551
$297,900
3

Beds

2.0

Baths

1,453

Sq.Ft.

142 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

View 13037 SERENE GLADE ROAD Winter Garden, FL MLS# G5113926
  • New Construction with Virtual Tour
1 of 34
$559,990
3

Beds

2.1

Baths

1,836

Sq.Ft.

13037 SERENE GLADE ROAD

Winter Garden, FL

View 15154 TEA TREE DRIVE Winter Garden, FL MLS# G5113803
$994,733
5

Beds

4.1

Baths

3,839

Sq.Ft.

15154 TEA TREE DRIVE

Winter Garden, FL

View 925 EASLEY AVENUE Winter Garden, FL MLS# O6412977
$1,175,000
4

Beds

3.1

Baths

2,667

Sq.Ft.

925 EASLEY AVENUE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 519 TEAGARDEN COURT Winter Garden, FL MLS# O6416709
$878,000
4

Beds

3.0

Baths

3,061

Sq.Ft.

519 TEAGARDEN COURT

Winter Garden, FL

View 6334 WILD PERSIMMON WAY Winter Garden, FL MLS# G5113852
  • New Construction with Virtual Tour
1 of 49
$913,313
6

Beds

4.1

Baths

3,543

Sq.Ft.

6334 WILD PERSIMMON WAY

Winter Garden, FL

View 15367 GILLIGAN COURT Winter Garden, FL MLS# O6417175
$590,000
4

Beds

2.1

Baths

2,156

Sq.Ft.

15367 GILLIGAN COURT

Winter Garden, FL

View 9362 WOODCRANE DRIVE Winter Garden, FL MLS# O6417277
$459,300
3

Beds

2.1

Baths

2,058

Sq.Ft.

9362 WOODCRANE 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

957

Estimated median home price

$609,611
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 - 200K21
$200K - 300K91
$300K - 400K65
$400K - 500K137
$500K - 600K160
$600K - 700K101
$700K - 800K103
$800K - 900K89
$900K - 1M63
$1M - Max126

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family653
Townhouse134
Condo135
Commercial11
Rental201
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/15/2026)

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.

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 7/16/2026.