View 5963 GLORY BOWER DRIVE Winter Garden, FL MLS# O6318887
$536,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

5963 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 1530 Spring Ridge Circle Winter Garden, FL MLS# 1069002
$535,000
3

Beds

2.0

Baths

1,721

Sq.Ft.

1530 Spring Ridge Circle

Winter Garden, FL

Brevard
View 7935 WINTER WREN STREET Winter Garden, FL MLS# O6379423
$535,000
3

Beds

2.0

Baths

1,850

Sq.Ft.

7935 WINTER WREN STREET

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 127 ZACHARY WADE STREET Winter Garden, FL MLS# O6386633
$535,000
3

Beds

2.0

Baths

1,874

Sq.Ft.

127 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of ROBERTS JOHNSON REALTY, INC.
View 14075 LOCHEND WAY Winter Garden, FL MLS# O6380897
  • Virtual Tour
1 of 43
$534,999
4

Beds

3.0

Baths

2,197

Sq.Ft.

14075 LOCHEND WAY

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 14571 BAHAMA SWALLOW BOULEVARD Winter Garden, FL MLS# O6368387
$534,900
4

Beds

2.0

Baths

2,063

Sq.Ft.

14571 BAHAMA SWALLOW BOULEVARD

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 6060 GLORY BOWER DRIVE Winter Garden, FL MLS# O6376837
$530,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

6060 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of ANCHOR REAL ESTATE
View 15345 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8461483
  • New Construction with Virtual Tour
1 of 49
$529,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15345 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 628 ORANGE BELT LOOP Winter Garden, FL MLS# O6389653
  • Recently Listed with Virtual Tour
1 of 70
$529,900
3

Beds

2.1

Baths

1,850

Sq.Ft.

628 ORANGE BELT LOOP

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 14954 GUAVA BAY DRIVE Winter Garden, FL MLS# O6324753
$525,000
4

Beds

2.1

Baths

2,204

Sq.Ft.

14954 GUAVA BAY DRIVE

Winter Garden, FL

Courtesy of EMANORS
View 648 ORANGE BELT LOOP Winter Garden, FL MLS# S5144591
  • Recently Listed with Virtual Tour
1 of 61
$525,000
3

Beds

2.1

Baths

1,688

Sq.Ft.

648 ORANGE BELT LOOP

Winter Garden, FL

Courtesy of CORCORAN CONNECT LLC
View 7036 TWILIGHT BAY DRIVE Winter Garden, FL MLS# S5137842
  • New Construction with Virtual Tour
1 of 29
$524,900
4

Beds

3.1

Baths

1,914

Sq.Ft.

7036 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 9330 MIRA VALLE LANE Winter Garden, FL MLS# O6341294
$523,000
3

Beds

2.1

Baths

1,859

Sq.Ft.

9330 MIRA VALLE LANE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14007 EYLEWOOD DRIVE Winter Garden, FL MLS# O6355933
$520,000
4

Beds

3.0

Baths

3,337

Sq.Ft.

14007 EYLEWOOD DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 1044 WOODSON HAMMOCK CIRCLE Winter Garden, FL MLS# O6377296
$520,000
4

Beds

2.0

Baths

2,487

Sq.Ft.

1044 WOODSON HAMMOCK CIRCLE

Winter Garden, FL

Courtesy of MARKET CONNECT REALTY LLC
View 16105 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6348822
  • Virtual Tour
1 of 30
OPEN HOUSE: Saturday 3/14 11:30 AM - 2:30 PM
$519,000
4

Beds

3.0

Baths

2,042

Sq.Ft.

16105 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
View 5771 MANGROVE COVE AVENUE Winter Garden, FL MLS# O6288226
$518,000
3

Beds

2.1

Baths

2,124

Sq.Ft.

5771 MANGROVE COVE AVENUE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 8915 FOUNTAIN PALM ALLEY Winter Garden, FL MLS# O6340597
$517,500
3

Beds

2.1

Baths

2,052

Sq.Ft.

8915 FOUNTAIN PALM ALLEY

Winter Garden, FL

Courtesy of M2M REALTY
View 16737 HARPER COVE DRIVE Winter Garden, FL MLS# O6379946
$515,000
3

Beds

2.1

Baths

2,200

Sq.Ft.

16737 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of U S GLORY REALTY
View 5969 GLORY BOWER DRIVE Winter Garden, FL MLS# O6382700
$515,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

5969 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of SERHANT

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

914

Estimated median home price

$590,245
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 4
$100K - 200K 12
$200K - 300K 87
$300K - 400K 77
$400K - 500K 149
$500K - 600K 153
$600K - 700K 108
$700K - 800K 92
$800K - 900K 69
$900K - 1M 58
$1M - Max 105

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 621
Townhouse 132
Condo 124
Commercial 10
Rental 221
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 3/11/2026)

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 3/11/2026.

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 3/11/2026.