View 14501 GROVE RESORT AVE 1622 Winter Garden, FL MLS# O6367905
$449,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVE 1622

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 8156 WOOD SAGE DRIVE Winter Garden, FL MLS# V4947783
  • Adult Community with Virtual Tour
1 of 42
$449,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

8156 WOOD SAGE DRIVE

Winter Garden, FL

Courtesy of APARO-GRIFFIN PROPERTIES INC
View 15568 BLACKBEAD STREET Winter Garden, FL MLS# O6408861
  • Recently Listed
1 of 30
$448,000
4

Beds

3.0

Baths

1,861

Sq.Ft.

15568 BLACKBEAD STREET

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 11162 HANLON TERRACE ALLEY Winter Garden, FL MLS# S5124930
$445,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11162 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 9338 TYRELLA PINE TRAIL Winter Garden, FL MLS# O6349881
$445,000
4

Beds

2.1

Baths

1,696

Sq.Ft.

9338 TYRELLA PINE TRAIL

Winter Garden, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 15187 HARROWGATE WAY Winter Garden, FL MLS# TB8497081
$445,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

15187 HARROWGATE WAY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 328 BAYSIDE AVENUE Winter Garden, FL MLS# O6396654
  • Virtual Tour
1 of 26
$445,000
3

Beds

2.0

Baths

1,235

Sq.Ft.

328 BAYSIDE AVENUE

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 12003 HOLYSTONE STREET Winter Garden, FL MLS# L4961121
  • Recently Listed with Virtual Tour
1 of 52
$445,000
3

Beds

2.1

Baths

1,814

Sq.Ft.

12003 HOLYSTONE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 9652 AMBER CHESTNUT WAY Winter Garden, FL MLS# O6409704
  • Recently Listed
1 of 43
$445,000
4

Beds

2.1

Baths

1,948

Sq.Ft.

9652 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of PRATT REALTY INC
View 16353 LAKELET ALLEY Winter Garden, FL MLS# O6316011
  • New Construction with Virtual Tour
1 of 32
$444,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16353 LAKELET ALLEY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 8113 RED STOPPER LANE Winter Garden, FL MLS# O6386525
$444,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

8113 RED STOPPER LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15907 MARINA BAY DRIVE Winter Garden, FL MLS# O6398406
$443,500
3

Beds

2.1

Baths

1,818

Sq.Ft.

15907 MARINA BAY DRIVE

Winter Garden, FL

Courtesy of SIMPSON REALTY LLC
View 15038 WINDFLOWER ALLEY Winter Garden, FL MLS# O6405201
  • Recently Listed with Virtual Tour
1 of 10
$441,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15038 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 17109 Water Spring BOULEVARD Winter Garden, FL MLS# O6192649
$440,000
3

Beds

2.1

Baths

1,568

Sq.Ft.

17109 Water Spring BOULEVARD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 14095 TITLE WAY Winter Garden, FL MLS# O6382795
  • Virtual Tour
1 of 38
$440,000
3

Beds

2.1

Baths

1,628

Sq.Ft.

14095 TITLE WAY

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 16570 BARBOURS CREEK WAY Winter Garden, FL MLS# O6403257
  • New Construction with Virtual Tour
1 of 15
$439,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16570 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13339 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5111849
  • New Construction with Virtual Tour
1 of 26
$439,990
3

Beds

2.1

Baths

1,729

Sq.Ft.

13339 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13295 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112136
  • Recently Listed with Virtual Tour
1 of 25
$439,990
3

Beds

2.1

Baths

1,715

Sq.Ft.

13295 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6143 Elfin Herb WAY Winter Garden, FL MLS# O6191255
$438,900
3

Beds

2.1

Baths

1,560

Sq.Ft.

6143 Elfin Herb WAY

Winter Garden, FL

Courtesy of THE PROPERTY PROS REAL ESTATE, INC
View 7279 DUXBURY LANE Winter Garden, FL MLS# O6405682
  • Recently Listed with Virtual Tour
1 of 38
$438,100
3

Beds

2.1

Baths

1,895

Sq.Ft.

7279 DUXBURY LANE

Winter Garden, FL

Courtesy of INFINITY REALTY GROUP 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

1,042

Estimated median home price

$609,945
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 2
$100K - 200K 21
$200K - 300K 98
$300K - 400K 83
$400K - 500K 138
$500K - 600K 170
$600K - 700K 126
$700K - 800K 118
$800K - 900K 87
$900K - 1M 74
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 716
Townhouse 139
Condo 145
Commercial 10
Rental 212
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/23/2026)

Information deemed reliable but not guaranteed.

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.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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.

Data is updated as of 5/23/2026.

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 5/23/2026.