View 181 ZACHARY WADE STREET Winter Garden, FL MLS# O6412174
$600,000
5

Beds

3.0

Baths

2,940

Sq.Ft.

181 ZACHARY WADE STREET

Winter Garden, FL

View 13155 SPRING GROVE WAY Winter Garden, FL MLS# O6421867
  • Recently Listed with Virtual Tour
1 of 50
$600,000
4

Beds

3.1

Baths

2,818

Sq.Ft.

13155 SPRING GROVE WAY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 8807 FOUNTAIN PALM ALY Winter Garden, FL MLS# O6400597
$599,999
4

Beds

3.1

Baths

2,581

Sq.Ft.

8807 FOUNTAIN PALM ALY

Winter Garden, FL

Courtesy of CHERRY'S FOCUSED IN REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1005 CHASE DRIVE Winter Garden, FL MLS# O6411451
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 7/18 1:00 PM - 3:00 PM
$599,999
4

Beds

2.1

Baths

2,319

Sq.Ft.

1005 CHASE DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 16834 HOBE SOUND COURT Winter Garden, FL MLS# O6401373
  • New Construction with Virtual Tour
1 of 18
$599,990
4

Beds

3.1

Baths

2,494

Sq.Ft.

16834 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16822 HOBE SOUND COURT Winter Garden, FL MLS# O6423720
  • Recently Listed with Virtual Tour
1 of 35
$599,990
4

Beds

3.1

Baths

2,489

Sq.Ft.

16822 HOBE SOUND COURT

Winter Garden, FL

View 1801 BURDOCK DRIVE Winter Garden, FL MLS# O6419427
  • Virtual Tour
1 of 45
$599,900
3

Beds

2.0

Baths

2,534

Sq.Ft.

1801 BURDOCK DRIVE

Winter Garden, FL

View 6137 WATERSIDE ISLAND LANE Winter Garden, FL MLS# O6418786
  • Recently Listed with Virtual Tour
1 of 34
$599,900
4

Beds

3.1

Baths

2,607

Sq.Ft.

6137 WATERSIDE ISLAND LANE

Winter Garden, FL

View 17865 ADRIFT ROAD Winter Garden, FL MLS# O6329586
  • Virtual Tour
1 of 26
$599,000
4

Beds

3.1

Baths

2,484

Sq.Ft.

17865 ADRIFT ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13067 TOLLCROSS WAY Winter Garden, FL MLS# O6367311
$599,000
3

Beds

2.1

Baths

1,906

Sq.Ft.

13067 TOLLCROSS WAY

Winter Garden, FL

View 921 Westcliffe Drive Winter Garden, FL MLS# B26027811
$599,000
4

Beds

2.1

Baths

2,354

Sq.Ft.

921 Westcliffe Drive

Winter Garden, FL

View 6316 MANUSCRIPT STREET Winter Garden, FL MLS# O6409661
$599,000
4

Beds

2.1

Baths

2,608

Sq.Ft.

6316 MANUSCRIPT STREET

Winter Garden, FL

View 1808 WESTERN TRAILWAY DRIVE Winter Garden, FL MLS# S5152973
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Sunday 7/19 12:00 PM - 2:00 PM
$599,000
3

Beds

2.0

Baths

1,860

Sq.Ft.

1808 WESTERN TRAILWAY DRIVE

Winter Garden, FL

Courtesy of FLORIDA IN MOTION REALTY INC
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 5960 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112227
  • New Construction with Virtual Tour
1 of 5
OPEN HOUSE: Saturday 7/18 1:00 PM - 5:00 PM
$597,996
3

Beds

2.0

Baths

1,772

Sq.Ft.

5960 FLOWERING CHERRY BEND

Winter Garden, FL

View 12026 SHINE VIEW LANE Winter Garden, FL MLS# O6405058
  • New Construction with Virtual Tour
1 of 7
$597,795
3

Beds

2.1

Baths

2,216

Sq.Ft.

12026 SHINE VIEW LANE

Winter Garden, FL

View 16031 SCARPETTA STREET Winter Garden, FL MLS# O6373345
$595,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

16031 SCARPETTA STREET

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 13212 SOCIAL LANE Winter Garden, FL MLS# O6398708
$595,000
4

Beds

2.1

Baths

2,526

Sq.Ft.

13212 SOCIAL LANE

Winter Garden, FL

Courtesy of PMI PRIME HOME
View 16827 HOBE SOUND COURT Winter Garden, FL MLS# O6376919
  • New Construction with Virtual Tour
1 of 21
$594,990
4

Beds

3.1

Baths

2,489

Sq.Ft.

16827 HOBE SOUND COURT

Winter Garden, FL

View 12451 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6411261
$594,990
4

Beds

3.0

Baths

2,500

Sq.Ft.

12451 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

920

Estimated median home price

$609,920
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

Price Count
$0 - 100K 1
$100K - 200K 21
$200K - 300K 92
$300K - 400K 64
$400K - 500K 130
$500K - 600K 147
$600K - 700K 100
$700K - 800K 101
$800K - 900K 90
$900K - 1M 59
$1M - Max 115

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 624
Townhouse 127
Condo 136
Commercial 11
Rental 204
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 7/17/2026)

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.