View 10649 ATWATER BAY DRIVE Winter Garden, FL MLS# O6422504
$3,500
4

Beds

3.1

Baths

2,476

Sq.Ft.

10649 ATWATER BAY DRIVE

Winter Garden, FL

View 15038 GROVESIDE ROAD Winter Garden, FL MLS# O6422161
  • Recently Listed with Virtual Tour
1 of 12
$3,150
4

Beds

3.1

Baths

2,072

Sq.Ft.

15038 GROVESIDE ROAD

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 17119 QUICKSILVER AVENUE Winter Garden, FL MLS# O6422443
$3,000
4

Beds

3.0

Baths

2,030

Sq.Ft.

17119 QUICKSILVER AVENUE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 15704 MARINA BAY DRIVE Winter Garden, FL MLS# O6422002
$10,500
5

Beds

5.1

Baths

5,005

Sq.Ft.

15704 MARINA BAY DRIVE

Winter Garden, FL

View 129 S PARK AVENUE Winter Garden, FL MLS# O6423031
  • Recently Listed with Virtual Tour
1 of 25
$4,995
3

Beds

3.1

Baths

2,030

Sq.Ft.

129 S PARK AVENUE

Winter Garden, FL

Courtesy of BOARDWALK REALTY, LLC
View Address not provided Winter Garden, FL MLS# O6421784
  • Recently Listed with Virtual Tour
1 of 16
$2,589
3

Beds

2.1

Baths

1,651

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of TAH FLORIDA LLC
View Address not provided Winter Garden, FL MLS# O6421793
  • Recently Listed with Virtual Tour
1 of 15
$2,669
4

Beds

2.1

Baths

1,606

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of TAH FLORIDA LLC
View 14180 TITLE WAY Winter Garden, FL MLS# O6421850
$3,200
4

Beds

3.1

Baths

2,481

Sq.Ft.

14180 TITLE WAY

Winter Garden, FL

Courtesy of SUNSTAR REALTY FL INC
View 430 SOUTHERN PECAN CIRCLE 203 Winter Garden, FL MLS# TB8525187
$1,600
1

Beds

1.0

Baths

942

Sq.Ft.

430 SOUTHERN PECAN CIRCLE 203

Winter Garden, FL

View 14340 BRAEMAR STREET Winter Garden, FL MLS# O6421671
  • Recently Listed with Virtual Tour
1 of 22
$3,300
3

Beds

2.1

Baths

2,062

Sq.Ft.

14340 BRAEMAR STREET

Winter Garden, FL

View 16453 HAMLIN VIEW STREET Winter Garden, FL MLS# O6422141
  • New Construction with Virtual Tour
1 of 26
$3,100
4

Beds

3.0

Baths

2,088

Sq.Ft.

16453 HAMLIN VIEW STREET

Winter Garden, FL

View 11169 SOUND SHORE DRIVE Winter Garden, FL MLS# O6421837
$3,790
4

Beds

3.1

Baths

2,474

Sq.Ft.

11169 SOUND SHORE DRIVE

Winter Garden, FL

View 15767 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6422299
  • Recently Listed with Virtual Tour
1 of 23
$2,900
3

Beds

2.1

Baths

1,717

Sq.Ft.

15767 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of EG ORLANDO LLC
View 5440 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6421451
  • Recently Listed with Virtual Tour
1 of 32
$2,995
4

Beds

2.1

Baths

1,898

Sq.Ft.

5440 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

View 17131 BEACHGRASS ALLEY Winter Garden, FL MLS# O6421324
  • Recently Listed with Virtual Tour
1 of 52
$3,200
3

Beds

2.1

Baths

2,195

Sq.Ft.

17131 BEACHGRASS ALLEY

Winter Garden, FL

View 12007 HOLYSTONE STREET Winter Garden, FL MLS# O6421376
  • Recently Listed with Virtual Tour
1 of 32
$2,650
3

Beds

2.1

Baths

1,568

Sq.Ft.

12007 HOLYSTONE STREET

Winter Garden, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
View 16525 OUTTER GROVE ALLEY Winter Garden, FL MLS# O6421516
  • Recently Listed with Virtual Tour
1 of 17
$2,750
3

Beds

2.1

Baths

1,814

Sq.Ft.

16525 OUTTER GROVE ALLEY

Winter Garden, FL

View 13453 SAGESTONE DRIVE Winter Garden, FL MLS# O6421534
  • Recently Listed with Virtual Tour
1 of 24
$2,650
3

Beds

2.1

Baths

1,567

Sq.Ft.

13453 SAGESTONE DRIVE

Winter Garden, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
View 9350 WOODCRANE DRIVE Winter Garden, FL MLS# O6420106
  • Recently Listed with Virtual Tour
1 of 28
$3,000
3

Beds

2.1

Baths

1,829

Sq.Ft.

9350 WOODCRANE DRIVE

Winter Garden, FL

View 15142 MASTHEAD LANDING CIRCLE Winter Garden, FL MLS# O6421619
  • Recently Listed with Virtual Tour
1 of 11
$3,350
4

Beds

3.0

Baths

1,886

Sq.Ft.

15142 MASTHEAD LANDING CIRCLE

Winter Garden, FL

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

937

Estimated median home price

$599,990
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

PriceCount
$0 - 100K1
$100K - 200K22
$200K - 300K89
$300K - 400K65
$400K - 500K132
$500K - 600K163
$600K - 700K102
$700K - 800K95
$800K - 900K87
$900K - 1M62
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family637
Townhouse130
Condo135
Commercial11
Rental199
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/11/2026)

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 7/11/2026.