View 15066 BOOK CLUB ROAD Winter Garden, FL MLS# S5153929
  • Recently Listed with Virtual Tour
1 of 24
$410,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

15066 BOOK CLUB ROAD

Winter Garden, FL

Courtesy of LEVO REAL ESTATE LLC
View 15101 PURPLE MARTIN STREET Winter Garden, FL MLS# O6425221
  • Recently Listed with Virtual Tour
1 of 43
$519,900
3

Beds

2.1

Baths

1,998

Sq.Ft.

15101 PURPLE MARTIN STREET

Winter Garden, FL

Courtesy of YORK MILLS REALTY LLC
View 17792 PORTER ROAD Winter Garden, FL MLS# G5114971
  • New Construction with Virtual Tour
1 of 5
$462,125
3

Beds

2.1

Baths

1,772

Sq.Ft.

17792 PORTER ROAD

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 675 E PLANT STREET Winter Garden, FL MLS# O6423380
$510,000
3

Beds

2.1

Baths

1,850

Sq.Ft.

675 E PLANT STREET

Winter Garden, FL

View 14549 GOLDEN HARBOR LANE Winter Garden, FL MLS# O6424107
$515,000
3

Beds

2.1

Baths

2,082

Sq.Ft.

14549 GOLDEN HARBOR LANE

Winter Garden, FL

View 13230 SERENE GLADE ROAD Winter Garden, FL MLS# G5114930
  • New Construction with Virtual Tour
1 of 50
$425,370
3

Beds

2.1

Baths

1,644

Sq.Ft.

13230 SERENE GLADE ROAD

Winter Garden, FL

View 455 WESTPOINT GARDEN CIRCLE Winter Garden, FL MLS# O6423147
  • Recently Listed with Virtual Tour
1 of 45
$330,000
3

Beds

2.1

Baths

1,588

Sq.Ft.

455 WESTPOINT GARDEN CIRCLE

Winter Garden, FL

View 14778 PEEKSKILL DRIVE Winter Garden, FL MLS# TB8526735
$420,000
3

Beds

3.0

Baths

1,831

Sq.Ft.

14778 PEEKSKILL DRIVE

Winter Garden, FL

View 16576 BARBOURS CREEK WAY Winter Garden, FL MLS# O6423785
  • Recently Listed with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16576 BARBOURS CREEK WAY

Winter Garden, FL

View 769 HOME GROVE DRIVE Winter Garden, FL MLS# O6420766
  • Recently Listed with Virtual Tour
1 of 62
$524,500
3

Beds

2.0

Baths

2,305

Sq.Ft.

769 HOME GROVE DRIVE

Winter Garden, FL

View 16588 BARBOURS CREEK WAY Winter Garden, FL MLS# O6423874
  • Recently Listed with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16588 BARBOURS CREEK WAY

Winter Garden, FL

View 15165 GROVESIDE ROAD Winter Garden, FL MLS# O6423895
  • Recently Listed with Virtual Tour
1 of 5
$489,890
4

Beds

3.1

Baths

1,846

Sq.Ft.

15165 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 15111 GROVESIDE ROAD Winter Garden, FL MLS# O6423268
  • Recently Listed with Virtual Tour
1 of 5
$495,935
3

Beds

2.1

Baths

1,846

Sq.Ft.

15111 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 9991 SCHROEDER ALLEY Winter Garden, FL MLS# O6422573
  • Recently Listed with Virtual Tour
1 of 45
$385,000
3

Beds

2.1

Baths

1,568

Sq.Ft.

9991 SCHROEDER ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 341 E LAFAYETTE STREET Winter Garden, FL MLS# O6423558
$179,000
2

Beds

1.0

Baths

1,106

Sq.Ft.

341 E LAFAYETTE STREET

Winter Garden, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 13551 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6423265
  • Recently Listed with Virtual Tour
1 of 53
$299,500
2

Beds

2.1

Baths

1,293

Sq.Ft.

13551 DANIELS LANDING CIRCLE

Winter Garden, FL

View 8150 RED STOPPER LANE Winter Garden, FL MLS# O6416867
  • Recently Listed with Virtual Tour
1 of 47
$439,900
3

Beds

2.1

Baths

1,738

Sq.Ft.

8150 RED STOPPER LANE

Winter Garden, FL

View 15081 GROVESIDE ROAD Winter Garden, FL MLS# O6422882
  • Recently Listed with Virtual Tour
1 of 5
$510,580
3

Beds

2.1

Baths

1,846

Sq.Ft.

15081 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 14268 BRAEMAR STREET Winter Garden, FL MLS# S5153509
  • Recently Listed with Virtual Tour
1 of 40
$485,000
4

Beds

2.1

Baths

2,070

Sq.Ft.

14268 BRAEMAR STREET

Winter Garden, FL

View 15075 GROVESIDE ROAD Winter Garden, FL MLS# O6422529
  • Recently Listed with Virtual Tour
1 of 51
$491,080
3

Beds

2.1

Baths

1,881

Sq.Ft.

15075 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC

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

1,082

Estimated median home price

$618,500
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 - 600K184
$600K - 700K115
$700K - 800K133
$800K - 900K104
$900K - 1M68
$1M - Max136

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family766
Townhouse142
Condo139
Commercial11
Rental226
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/24/2026)

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 7/24/2026.