View 1085 CHASE DRIVE Winter Garden, FL MLS# O6417827
$587,000
4

Beds

3.0

Baths

2,967

Sq.Ft.

1085 CHASE DRIVE

Winter Garden, FL

View 5460 BOWMAN DRIVE Winter Garden, FL MLS# O6402308
$585,000
3

Beds

3.1

Baths

2,474

Sq.Ft.

5460 BOWMAN DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 6475 BREEZE FILLED LANE Winter Garden, FL MLS# O6416512
$585,000
5

Beds

3.0

Baths

2,231

Sq.Ft.

6475 BREEZE FILLED LANE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 8937 LAKESHORE POINTE DRIVE Winter Garden, FL MLS# O6420679
$585,000
3

Beds

2.1

Baths

2,052

Sq.Ft.

8937 LAKESHORE POINTE DRIVE

Winter Garden, FL

View 7673 SILVER MEADOW STREET Winter Garden, FL MLS# G5108953
$584,880
4

Beds

3.0

Baths

2,102

Sq.Ft.

7673 SILVER MEADOW STREET

Winter Garden, FL

View 13014 SUNSET GARDEN LANE Winter Garden, FL MLS# O6398349
  • New Construction with Virtual Tour
1 of 7
$584,000
4

Beds

3.0

Baths

2,143

Sq.Ft.

13014 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 7562 SPRING VALLEY STREET Winter Garden, FL MLS# G5111052
$582,490
4

Beds

3.0

Baths

2,102

Sq.Ft.

7562 SPRING VALLEY STREET

Winter Garden, FL

View 7637 SPRING MEADOW STREET Winter Garden, FL MLS# G5114931
$581,490
4

Beds

3.1

Baths

2,515

Sq.Ft.

7637 SPRING MEADOW STREET

Winter Garden, FL

View 7361 SILVER MEADOW STREET Winter Garden, FL MLS# G5108434
$581,220
4

Beds

3.0

Baths

2,102

Sq.Ft.

7361 SILVER MEADOW STREET

Winter Garden, FL

View 17125 STILLNESS ALLEY Winter Garden, FL MLS# G5113666
$580,933
4

Beds

3.0

Baths

2,083

Sq.Ft.

17125 STILLNESS ALLEY

Winter Garden, FL

View 12731 GROVEHURST AVENUE Winter Garden, FL MLS# O6379203
$580,000
5

Beds

3.0

Baths

3,474

Sq.Ft.

12731 GROVEHURST AVENUE

Winter Garden, FL

View 14372 BREDA CENTER LOOP Winter Garden, FL MLS# O6385377
$580,000
4

Beds

2.1

Baths

2,700

Sq.Ft.

14372 BREDA CENTER LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 15058 SAWGRASS BLUFF DRIVE Winter Garden, FL MLS# O6396640
  • Virtual Tour
1 of 26
OPEN HOUSE: Sunday 7/26 1:00 PM - 3:00 PM
$579,900
4

Beds

2.1

Baths

2,626

Sq.Ft.

15058 SAWGRASS BLUFF DRIVE

Winter Garden, FL

View 6044 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112346
$579,820
4

Beds

3.0

Baths

2,102

Sq.Ft.

6044 FLOWERING CHERRY BEND

Winter Garden, FL

View 5121 PASSION FLOWER WAY Winter Garden, FL MLS# O6376887
$579,000
4

Beds

2.1

Baths

2,114

Sq.Ft.

5121 PASSION FLOWER WAY

Winter Garden, FL

Courtesy of MIAMI REALTY SOLUTION GROUP
View 5330 LAKE VIRGINIA STREET Winter Garden, FL MLS# O6420269
$579,000
4

Beds

3.1

Baths

2,515

Sq.Ft.

5330 LAKE VIRGINIA STREET

Winter Garden, FL

View 11045 BOSTWICK ALLEY Winter Garden, FL MLS# O6337436
  • Virtual Tour
1 of 89
OPEN HOUSE: Sunday 7/26 1:00 PM - 3:00 PM
$575,000
4

Beds

3.1

Baths

2,292

Sq.Ft.

11045 BOSTWICK ALLEY

Winter Garden, FL

Courtesy of EPIQUE REALTY INC.
View 9360 MCLAREN ALLEY Winter Garden, FL MLS# O6408913
$575,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

9360 MCLAREN ALLEY

Winter Garden, FL

View 14542 BLACK CHERRY TRAIL Winter Garden, FL MLS# O6410574
$575,000
4

Beds

2.1

Baths

2,234

Sq.Ft.

14542 BLACK CHERRY TRAIL

Winter Garden, FL

View 12632 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# S5152652
  • Recently Listed with Virtual Tour
1 of 20
$575,000
4

Beds

2.1

Baths

2,148

Sq.Ft.

12632 CLEAR SAPPHIRE 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

1,075

Estimated median home price

$615,000
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 - 200K23
$200K - 300K95
$300K - 400K67
$400K - 500K156
$500K - 600K185
$600K - 700K114
$700K - 800K129
$800K - 900K104
$900K - 1M66
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family762
Townhouse141
Condo139
Commercial10
Rental226
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/26/2026)

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 7/26/2026.