View 15464 BLACKBEAD STREET 15464 Winter Garden, FL MLS# O6343588
$455,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

15464 BLACKBEAD STREET 15464

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 403 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6361839
  • Adult Community with Virtual Tour
1 of 18
$455,000
3

Beds

2.0

Baths

1,713

Sq.Ft.

403 LAKE AMBERLEIGH DRIVE

Winter Garden, FL

Courtesy of PINNACLE SIGNATURE REALTY LLC
View 12036 HOLYSTONE STREET Winter Garden, FL MLS# S5139531
$455,000
3

Beds

2.1

Baths

1,817

Sq.Ft.

12036 HOLYSTONE STREET

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 12055 BRACCO STREET Winter Garden, FL MLS# O6366675
  • Recently Listed with Virtual Tour
1 of 21
$455,000
3

Beds

2.1

Baths

1,668

Sq.Ft.

12055 BRACCO STREET

Winter Garden, FL

Courtesy of POWERHOUSE REAL ESTATE NETWORK
View 15843 GEM VIEW STREET Winter Garden, FL MLS# O6360258
  • Adult Community with Virtual Tour
1 of 25
$451,090
2

Beds

2.0

Baths

1,579

Sq.Ft.

15843 GEM VIEW STREET

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 14501 Grove Resort Avenue Winter Garden, FL MLS# RX11079278
$450,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 Grove Resort Avenue

Winter Garden, FL

BeachesMLS
View 9814 AMBER CHESTNUT WAY Winter Garden, FL MLS# O6321210
$450,000
4

Beds

3.1

Baths

2,303

Sq.Ft.

9814 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 711 BURCH AVENUE Winter Garden, FL MLS# O6328082
$450,000
3

Beds

2.0

Baths

1,154

Sq.Ft.

711 BURCH AVENUE

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 14501 Grove Resort Avenue # 1617 Winter Garden, FL MLS# RX11127748
$450,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 Grove Resort Avenue # 1617

Winter Garden, FL

BeachesMLS
View 10061 BEDTIME STORY DRIVE Winter Garden, FL MLS# O6358280
$450,000
3

Beds

2.1

Baths

1,770

Sq.Ft.

10061 BEDTIME STORY DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 12004 HOLYSTONE STREET Winter Garden, FL MLS# O6357943
$450,000
3

Beds

2.1

Baths

1,814

Sq.Ft.

12004 HOLYSTONE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 15206 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# S5139151
$450,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15206 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

Courtesy of SUNBRIGHT REALTY, LLC.
View 15479 SUGAR CITRUS DRIVE Winter Garden, FL MLS# O6369431
  • Recently Listed with Virtual Tour
1 of 77
$450,000
4

Beds

3.0

Baths

1,853

Sq.Ft.

15479 SUGAR CITRUS DRIVE

Winter Garden, FL

Courtesy of ALLIANCE REALTY ENTERPRISES INC
View 14089 TITLE WAY Winter Garden, FL MLS# O6330404
  • Virtual Tour
1 of 36
$449,999
4

Beds

2.1

Baths

1,992

Sq.Ft.

14089 TITLE WAY

Winter Garden, FL

Courtesy of APPLE REALTY
View 12023 HOLYSTONE STREET Winter Garden, FL MLS# O6349630
$449,999
3

Beds

2.1

Baths

1,816

Sq.Ft.

12023 HOLYSTONE STREET

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 18141 CIDER MILL LANE Winter Garden, FL MLS# O6325854
  • New Construction with Virtual Tour
1 of 33
$449,990
3

Beds

2.1

Baths

1,816

Sq.Ft.

18141 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 5783 CITRUS PARK DRIVE Winter Garden, FL MLS# O6352484
  • New Construction with Virtual Tour
1 of 5
$449,990
3

Beds

2.1

Baths

1,846

Sq.Ft.

5783 CITRUS PARK DRIVE

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 15262 GROVESIDE ROAD Winter Garden, FL MLS# O6361868
  • New Construction with Virtual Tour
1 of 18
$449,990
3

Beds

2.1

Baths

1,846

Sq.Ft.

15262 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 8030 BASILICA LANE Winter Garden, FL MLS# O6354032
  • Virtual Tour
1 of 24
$449,900
3

Beds

2.1

Baths

1,860

Sq.Ft.

8030 BASILICA LANE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 9338 TYRELLA PINE TRAIL Winter Garden, FL MLS# O6349881
$449,000
4

Beds

2.1

Baths

1,696

Sq.Ft.

9338 TYRELLA PINE TRAIL

Winter Garden, FL

Courtesy of JOY ESTATE ENTERPRISE INC

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

794

Estimated median home price

$589,990
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 7
$100K - 200K 7
$200K - 300K 66
$300K - 400K 81
$400K - 500K 138
$500K - 600K 125
$600K - 700K 90
$700K - 800K 69
$800K - 900K 66
$900K - 1M 49
$1M - Max 96

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 515
Townhouse 123
Condo 110
Commercial 10
Rental 229
Lots and Land 32
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 12/29/2025)

Information deemed reliable but not guaranteed.

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.

Copyright 2025 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 12/29/2025.

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

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 12/29/2025.