View 11949 BRACCO STREET Winter Garden, FL MLS# O6387696
  • Recently Listed with Virtual Tour
1 of 14
$2,800
4

Beds

2.1

Baths

2,082

Sq.Ft.

11949 BRACCO STREET

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 16626 POINT ROCK DRIVE Winter Garden, FL MLS# O6387458
$2,900
3

Beds

2.0

Baths

1,689

Sq.Ft.

16626 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of ANA TEIXEIRA REALTY
View 9314 BOLSHOI ALLEY Winter Garden, FL MLS# O6387848
  • Recently Listed
1 of 16
$2,850
3

Beds

2.1

Baths

1,691

Sq.Ft.

9314 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11840 SHINE VIEW LANE Winter Garden, FL MLS# O6387851
$3,490
4

Beds

3.1

Baths

2,474

Sq.Ft.

11840 SHINE VIEW LANE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1021 TEMPLE GROVE PLACE Winter Garden, FL MLS# O6386985
$8,500
4

Beds

4.1

Baths

3,185

Sq.Ft.

1021 TEMPLE GROVE PLACE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 15797 WATER SPRING BOULEVARD Winter Garden, FL MLS# S5144987
  • Recently Listed with Virtual Tour
1 of 25
$2,800
4

Beds

2.1

Baths

1,863

Sq.Ft.

15797 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC
View 15192 CHAPTER WAY Winter Garden, FL MLS# O6387353
  • Recently Listed with Virtual Tour
1 of 20
$2,949
4

Beds

3.1

Baths

2,486

Sq.Ft.

15192 CHAPTER WAY

Winter Garden, FL

Courtesy of INTOP PROPERTY MANAGEMENT
View 57 WINDTREE LANE G Winter Garden, FL MLS# O6387462
  • Recently Listed with Virtual Tour
1 of 21
$1,750
2

Beds

2.0

Baths

918

Sq.Ft.

57 WINDTREE LANE G

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 1366 PRIORY CIRCLE 8 Winter Garden, FL MLS# O6387059
  • Recently Listed with Virtual Tour
1 of 25
$2,400
3

Beds

2.1

Baths

1,633

Sq.Ft.

1366 PRIORY CIRCLE 8

Winter Garden, FL

Courtesy of 1 ELEVEN REALTY
View 220 VALENCIA COURT Winter Garden, FL MLS# O6384008
  • Recently Listed with Virtual Tour
1 of 28
$2,700
4

Beds

2.0

Baths

2,299

Sq.Ft.

220 VALENCIA COURT

Winter Garden, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 15621 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6386720
  • Recently Listed with Virtual Tour
1 of 21
$2,700
3

Beds

2.1

Baths

1,636

Sq.Ft.

15621 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of JC FLORIDA REALTY LLC
View 1009 WESTSIDE DRIVE Winter Garden, FL MLS# O6386529
  • Recently Listed with Virtual Tour
1 of 17
$2,100
3

Beds

2.0

Baths

1,180

Sq.Ft.

1009 WESTSIDE DRIVE

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 6149 WATERSIDE ISLAND LANE Winter Garden, FL MLS# O6383500
  • Recently Listed with Virtual Tour
1 of 28
$3,300
4

Beds

3.1

Baths

2,725

Sq.Ft.

6149 WATERSIDE ISLAND LANE

Winter Garden, FL

Courtesy of TOPSKY REALTY INC
View 15116 WINDFLOWER ALY Winter Garden, FL MLS# O6386936
  • Recently Listed with Virtual Tour
1 of 20
$2,450
3

Beds

2.1

Baths

1,536

Sq.Ft.

15116 WINDFLOWER ALY

Winter Garden, FL

Courtesy of CELEBRITY GLOBAL REALTY LLC
View 17789 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6385892
  • Recently Listed with Virtual Tour
1 of 27
$2,750
3

Beds

2.1

Baths

1,668

Sq.Ft.

17789 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 911 COLIE ALLEY Winter Garden, FL MLS# O6379713
  • Recently Listed with Virtual Tour
1 of 23
$3,045
3

Beds

2.1

Baths

1,632

Sq.Ft.

911 COLIE ALLEY

Winter Garden, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 216 JEAN STREET Winter Garden, FL MLS# O6386307
  • Recently Listed with Virtual Tour
1 of 19
$2,500
3

Beds

2.1

Baths

1,026

Sq.Ft.

216 JEAN STREET

Winter Garden, FL

Courtesy of NEXTHOME NEIGHBORHOOD REALTY
View 304 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# O6383493
  • Recently Listed with Virtual Tour
1 of 46
$1,990
2

Beds

2.0

Baths

1,264

Sq.Ft.

304 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

Courtesy of AFT PROPERTY LLC
View 14996 WINDFLOWER ALLEY Winter Garden, FL MLS# O6386796
  • Recently Listed with Virtual Tour
1 of 26
$2,450
3

Beds

2.1

Baths

1,536

Sq.Ft.

14996 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15146 WINDFLOWER ALLEY Winter Garden, FL MLS# O6386816
  • Recently Listed with Virtual Tour
1 of 32
$2,450
3

Beds

2.1

Baths

1,536

Sq.Ft.

15146 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE

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

902

Estimated median home price

$592,915
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 - 100K7
$100K - 200K13
$200K - 300K88
$300K - 400K78
$400K - 500K149
$500K - 600K139
$600K - 700K109
$700K - 800K87
$800K - 900K68
$900K - 1M61
$1M - Max103

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family607
Townhouse130
Condo126
Commercial9
Rental223
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/4/2026)

Information deemed reliable but not guaranteed.

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 3/5/2026.