View 10224 ATWATER BAY DRIVE Winter Garden, FL MLS# S5152340
$4,000
5

Beds

3.1

Baths

3,227

Sq.Ft.

10224 ATWATER BAY DRIVE

Winter Garden, FL

View 17876 ADRIFT ROAD Winter Garden, FL MLS# O6415044
$3,999
5

Beds

4.0

Baths

2,866

Sq.Ft.

17876 ADRIFT ROAD

Winter Garden, FL

View 7055 SCARLET IBIS LANE Winter Garden, FL MLS# O6424029
  • Recently Listed with Virtual Tour
1 of 56
$3,998
4

Beds

4.0

Baths

2,695

Sq.Ft.

7055 SCARLET IBIS LANE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 720 PARKMONT PLACE Winter Garden, FL MLS# O6419049
  • Recently Listed
1 of 38
$3,965
3

Beds

2.0

Baths

2,210

Sq.Ft.

720 PARKMONT PLACE

Winter Garden, FL

View 2205 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6420747
$3,850
5

Beds

3.0

Baths

3,747

Sq.Ft.

2205 WINTERMERE POINTE DRIVE

Winter Garden, FL

View 14768 FIELD DAISY DRIVE Winter Garden, FL MLS# O6416610
  • Recently Listed with Virtual Tour
1 of 45
$3,800
5

Beds

4.1

Baths

3,619

Sq.Ft.

14768 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 5612 WATER PIER LANE Winter Garden, FL MLS# O6423474
  • Recently Listed with Virtual Tour
1 of 44
$3,800
4

Beds

3.1

Baths

2,860

Sq.Ft.

5612 WATER PIER LANE

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 17865 ADRIFT ROAD Winter Garden, FL MLS# O6359041
$3,700
4

Beds

3.1

Baths

2,484

Sq.Ft.

17865 ADRIFT ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 806 LOST GROVE CIRCLE Winter Garden, FL MLS# S5152166
$3,695
5

Beds

3.0

Baths

3,462

Sq.Ft.

806 LOST GROVE CIRCLE

Winter Garden, FL

View 11965 BRACCO STREET Winter Garden, FL MLS# O6407048
$3,600
4

Beds

3.0

Baths

2,424

Sq.Ft.

11965 BRACCO STREET

Winter Garden, FL

View 2158 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6417265
$3,600
4

Beds

3.0

Baths

2,966

Sq.Ft.

2158 WINTERMERE POINTE DRIVE

Winter Garden, FL

View 15367 GILLIGAN COURT Winter Garden, FL MLS# O6397119
$3,500
4

Beds

2.1

Baths

2,156

Sq.Ft.

15367 GILLIGAN COURT

Winter Garden, FL

Courtesy of PAK HOME REALTY
View 6148 WATERSIDE ISLAND LANE Winter Garden, FL MLS# O6398414
$3,500
5

Beds

3.1

Baths

3,468

Sq.Ft.

6148 WATERSIDE ISLAND LANE

Winter Garden, FL

Courtesy of JHY REALTY INVESTMENTS, LLC
View 15501 HAMLIN PARK DRIVE Winter Garden, FL MLS# S5152008
$3,500
3

Beds

3.1

Baths

2,072

Sq.Ft.

15501 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of CELEBRATION RENTAL GROUP
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 15205 SHONAN GOLD DRIVE Winter Garden, FL MLS# O6404928
$3,400
3

Beds

3.1

Baths

2,228

Sq.Ft.

15205 SHONAN GOLD DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16337 HONEY HARVEST STREET Winter Garden, FL MLS# O6401987
$3,400
4

Beds

3.1

Baths

2,332

Sq.Ft.

16337 HONEY HARVEST STREET

Winter Garden, FL

View 2031 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6413931
  • Adult Community with Virtual Tour
1 of 28
$3,400
4

Beds

2.0

Baths

2,048

Sq.Ft.

2031 WINTERMERE POINTE DRIVE

Winter Garden, FL

View 5139 LAKE HAMLIN TRAIL Winter Garden, FL MLS# O6419089
$3,400
4

Beds

2.1

Baths

2,802

Sq.Ft.

5139 LAKE HAMLIN TRAIL

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

939

Estimated median home price

$599,999
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 - 200K21
$200K - 300K89
$300K - 400K64
$400K - 500K134
$500K - 600K163
$600K - 700K105
$700K - 800K95
$800K - 900K86
$900K - 1M63
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family640
Townhouse130
Condo135
Commercial11
Rental199
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/13/2026)

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 7/13/2026.