View 637 GRASSY STONE DRIVE Winter Garden, FL MLS# O6427944
$850,000
5

Beds

3.0

Baths

3,241

Sq.Ft.

637 GRASSY STONE DRIVE

Winter Garden, FL

View 17631 LAKE STAR ROAD Winter Garden, FL MLS# TB8532670
  • Recently Listed with Virtual Tour
1 of 41
$830,186
3

Beds

3.0

Baths

3,004

Sq.Ft.

17631 LAKE STAR ROAD

Winter Garden, FL

View 7052 ENCHANTED LAKE DRIVE Winter Garden, FL MLS# S5154077
  • Recently Listed with Virtual Tour
1 of 65
OPEN HOUSE: Sunday 7/26 12:00 PM - 3:00 PM
$775,000
5

Beds

4.0

Baths

3,264

Sq.Ft.

7052 ENCHANTED LAKE DRIVE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
The time to sell is now! THE TIME TO SELL IS NOW!
View 15009 LEBEAU LOOP Winter Garden, FL MLS# O6427810
  • Recently Listed with Virtual Tour
1 of 40
$775,000
3

Beds

2.1

Baths

2,116

Sq.Ft.

15009 LEBEAU LOOP

Winter Garden, FL

View 9572 WATERWAY PASSAGE DRIVE Winter Garden, FL MLS# O6426624
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Saturday 7/25 2:00 PM - 5:00 PM
$859,900
4

Beds

3.1

Baths

2,840

Sq.Ft.

9572 WATERWAY PASSAGE DRIVE

Winter Garden, FL

View 6423 WILD PERSIMMON WAY Winter Garden, FL MLS# G5115369
$708,745
4

Beds

3.0

Baths

2,102

Sq.Ft.

6423 WILD PERSIMMON WAY

Winter Garden, FL

View 353 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6426485
$730,000
4

Beds

2.1

Baths

2,762

Sq.Ft.

353 LAKE AMBERLEIGH DRIVE

Winter Garden, FL

View 9953 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# S5154027
  • Recently Listed with Virtual Tour
1 of 84
$859,990
4

Beds

3.1

Baths

2,935

Sq.Ft.

9953 SUMMERLAKE GROVES STREET

Winter Garden, FL

View 15372 SUGAR CITRUS DRIVE Winter Garden, FL MLS# O6425356
$750,000
4

Beds

3.1

Baths

3,100

Sq.Ft.

15372 SUGAR CITRUS DRIVE

Winter Garden, FL

Courtesy of FL PRO BROKERS LLC
View 944 KYLEE ALY Winter Garden, FL MLS# O6425976
  • Virtual Tour
1 of 60
$779,900
4

Beds

4.0

Baths

2,831

Sq.Ft.

944 KYLEE ALY

Winter Garden, FL

View 9561 WATERWAY PASSAGE DRIVE Winter Garden, FL MLS# O6426027
  • Recently Listed with Virtual Tour
1 of 71
OPEN HOUSE: Saturday 7/25 10:00 AM - 12:00 PM
$729,000
4

Beds

3.1

Baths

3,267

Sq.Ft.

9561 WATERWAY PASSAGE DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 14681 SETON CREEK BOULEVARD Winter Garden, FL MLS# G5115256
  • Recently Listed with Virtual Tour
1 of 48
$815,000
3

Beds

2.2

Baths

2,513

Sq.Ft.

14681 SETON CREEK BOULEVARD

Winter Garden, FL

Courtesy of SUNSHINE LIFE REALTY LLC
View 15997 HONEY HARVEST STREET Winter Garden, FL MLS# O6425653
  • Recently Listed with Virtual Tour
1 of 16
$720,000
4

Beds

3.1

Baths

2,858

Sq.Ft.

15997 HONEY HARVEST STREET

Winter Garden, FL

View 13061 SUNRISE HARVEST DRIVE Winter Garden, FL MLS# O6423162
  • Recently Listed with Virtual Tour
1 of 29
$779,000
4

Beds

3.1

Baths

2,993

Sq.Ft.

13061 SUNRISE HARVEST DRIVE

Winter Garden, FL

View 15512 FOUNTAIN COVE COURT Winter Garden, FL MLS# O6425554
  • Recently Listed with Virtual Tour
1 of 55
$728,000
5

Beds

3.1

Baths

3,227

Sq.Ft.

15512 FOUNTAIN COVE COURT

Winter Garden, FL

View 5320 LAKE VIRGINIA STREET Winter Garden, FL MLS# O6424081
  • Recently Listed with Virtual Tour
1 of 67
$695,990
5

Beds

3.1

Baths

3,366

Sq.Ft.

5320 LAKE VIRGINIA STREET

Winter Garden, FL

View 13857 JOMATT LOOP Winter Garden, FL MLS# O6425647
$815,000
4

Beds

3.1

Baths

2,790

Sq.Ft.

13857 JOMATT LOOP

Winter Garden, FL

View 9152 SONOMA COAST DRIVE Winter Garden, FL MLS# O6425825
  • Recently Listed with Virtual Tour
1 of 80
$739,000
4

Beds

3.1

Baths

2,840

Sq.Ft.

9152 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of INTOP REALTY LLC
View 14779 MCCLANE ROAD Winter Garden, FL MLS# O6426346
  • Recently Listed with Virtual Tour
1 of 39
$899,000
5

Beds

4.0

Baths

3,118

Sq.Ft.

14779 MCCLANE ROAD

Winter Garden, FL

View 17637 LAKE STAR ROAD Winter Garden, FL MLS# TB8528999
  • Recently Listed with Virtual Tour
1 of 29
$699,990
4

Beds

3.0

Baths

2,226

Sq.Ft.

17637 LAKE STAR 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

1,078

Estimated median home price

$615,033
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 - 500K157
$500K - 600K185
$600K - 700K114
$700K - 800K130
$800K - 900K104
$900K - 1M67
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family764
Townhouse142
Condo139
Commercial10
Rental221
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/25/2026)

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 7/25/2026.