View 944 KYLEE ALY Winter Garden, FL MLS# O6425976
  • Recently Listed with Virtual Tour
1 of 60
$779,900
4

Beds

4.0

Baths

2,831

Sq.Ft.

944 KYLEE ALY

Winter Garden, FL

View 15838 CITRUS GROVE LOOP Winter Garden, FL MLS# S5153907
  • Recently Listed with Virtual Tour
1 of 58
$1,219,000
5

Beds

4.0

Baths

3,505

Sq.Ft.

15838 CITRUS GROVE LOOP

Winter Garden, FL

View 15929 MOONLIGHT BAY STREET Winter Garden, FL MLS# S5153663
  • Recently Listed with Virtual Tour
1 of 24
$569,000
4

Beds

3.1

Baths

2,290

Sq.Ft.

15929 MOONLIGHT BAY STREET

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15395 SUGAR CITRUS DRIVE Winter Garden, FL MLS# O6425137
$575,000
4

Beds

2.0

Baths

2,066

Sq.Ft.

15395 SUGAR CITRUS DRIVE

Winter Garden, FL

View 9561 WATERWAY PASSAGE DRIVE Winter Garden, FL MLS# O6426027
  • Recently Listed with Virtual Tour
1 of 71
$729,000
4

Beds

3.1

Baths

3,267

Sq.Ft.

9561 WATERWAY PASSAGE DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 14501 GROVE RESORT AVENUE 1728 Winter Garden, FL MLS# S5153949
  • Recently Listed with Virtual Tour
1 of 40
$260,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1728

Winter Garden, FL

View 15415 SHONAN GOLD DRIVE Winter Garden, FL MLS# O6424833
  • Recently Listed with Virtual Tour
1 of 60
$549,990
3

Beds

2.0

Baths

1,979

Sq.Ft.

15415 SHONAN GOLD DRIVE

Winter Garden, FL

View 15997 HONEY HARVEST STREET Winter Garden, FL MLS# O6425653
  • Recently Listed with Virtual Tour
1 of 16
$750,000
4

Beds

3.1

Baths

2,858

Sq.Ft.

15997 HONEY HARVEST STREET

Winter Garden, FL

View 434 VALLEY VIEW DRIVE Winter Garden, FL MLS# O6425087
  • Recently Listed with Virtual Tour
1 of 54
OPEN HOUSE: Saturday 7/18 11:00 AM - 1:00 PM
$950,000
3

Beds

2.1

Baths

2,765

Sq.Ft.

434 VALLEY VIEW DRIVE

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 2135 Winter Garden, FL MLS# S5152482
$244,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 2135

Winter Garden, FL

View 706 STRIHAL LOOP Winter Garden, FL MLS# O6426152
  • Recently Listed with Virtual Tour
1 of 28
$599,000
5

Beds

3.1

Baths

3,020

Sq.Ft.

706 STRIHAL LOOP

Winter Garden, FL

View 13061 SUNRISE HARVEST DRIVE Winter Garden, FL MLS# O6423162
  • Recently Listed with Virtual Tour
1 of 29
$799,500
4

Beds

3.1

Baths

2,889

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 1815 AMERICUS MINOR DRIVE Winter Garden, FL MLS# O6425157
  • Recently Listed with Virtual Tour
1 of 9
$499,990
4

Beds

2.0

Baths

2,199

Sq.Ft.

1815 AMERICUS MINOR DRIVE

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 641 S BOYD STREET Winter Garden, FL MLS# O6425850
  • Recently Listed
1 of 17
$165,000
2

Beds

1.0

Baths

912

Sq.Ft.

641 S BOYD STREET

Winter Garden, FL

View 14802 SPEER LAKE DRIVE Winter Garden, FL MLS# O6425462
  • Recently Listed with Virtual Tour
1 of 76
$1,690,000
5

Beds

4.1

Baths

3,742

Sq.Ft.

14802 SPEER LAKE DRIVE

Winter Garden, FL

View 9152 SONOMA COAST DRIVE Winter Garden, FL MLS# O6425825
$739,000
4

Beds

3.1

Baths

2,840

Sq.Ft.

9152 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of INTOP REALTY LLC
View 17637 LAKE STAR ROAD Winter Garden, FL MLS# TB8528999
  • Recently Listed with Virtual Tour
1 of 29
$730,838
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

918

Estimated median home price

$608,645
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 - 400K62
$400K - 500K130
$500K - 600K148
$600K - 700K97
$700K - 800K105
$800K - 900K86
$900K - 1M59
$1M - Max115

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family619
Townhouse127
Condo139
Commercial11
Rental209
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/18/2026)

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

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 7/18/2026.