View 502 PALM DRIVE Winter Garden, FL MLS# O6415316
  • Recently Listed with Virtual Tour
1 of 51
$730,000
4

Beds

2.1

Baths

3,009

Sq.Ft.

502 PALM DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13361 SUNNY RETREAT LANE Winter Garden, FL MLS# O6419110
  • Recently Listed with Virtual Tour
1 of 74
$869,900
4

Beds

3.0

Baths

2,749

Sq.Ft.

13361 SUNNY RETREAT LANE

Winter Garden, FL

View 129 S PARK AVENUE 8E Winter Garden, FL MLS# O6420596
$919,000
3

Beds

3.1

Baths

2,030

Sq.Ft.

129 S PARK AVENUE 8E

Winter Garden, FL

Courtesy of BOARDWALK REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1830 BURDOCK DRIVE Winter Garden, FL MLS# O6419559
  • Recently Listed with Virtual Tour
1 of 32
$725,000
5

Beds

4.0

Baths

3,435

Sq.Ft.

1830 BURDOCK DRIVE

Winter Garden, FL

View 15709 SHOREBIRD LANE Winter Garden, FL MLS# O6420325
  • Recently Listed with Virtual Tour
1 of 51
$849,900
4

Beds

4.0

Baths

2,768

Sq.Ft.

15709 SHOREBIRD LANE

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 1743 FULLERS OAK LOOP Winter Garden, FL MLS# O6419299
$689,000
4

Beds

2.1

Baths

2,536

Sq.Ft.

1743 FULLERS OAK LOOP

Winter Garden, FL

View 16707 SANCTUARY DRIVE Winter Garden, FL MLS# O6419784
  • Recently Listed with Virtual Tour
1 of 22
$717,000
4

Beds

3.0

Baths

2,516

Sq.Ft.

16707 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of YOUR HOME SOLD GUARANTEED REALTY
View 12033 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6418908
$779,990
4

Beds

3.0

Baths

2,740

Sq.Ft.

12033 ENCORE AT OVATION WAY

Winter Garden, FL

View 11277 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6419923
  • Recently Listed with Virtual Tour
1 of 31
OPEN HOUSE: Monday 6/29 10:00 AM - 6:00 PM
$914,990
4

Beds

3.1

Baths

3,327

Sq.Ft.

11277 HOLLOW BAY DRIVE

Winter Garden, FL

View 11259 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6419946
  • Recently Listed with Virtual Tour
1 of 68
$896,291
4

Beds

3.1

Baths

3,327

Sq.Ft.

11259 HOLLOW BAY DRIVE

Winter Garden, FL

View 11857 SHINE VIEW LANE Winter Garden, FL MLS# O6419967
  • Recently Listed with Virtual Tour
1 of 76
$780,141
4

Beds

3.0

Baths

2,113

Sq.Ft.

11857 SHINE VIEW LANE

Winter Garden, FL

View 8807 SONOMA COAST DRIVE Winter Garden, FL MLS# O6419920
  • Recently Listed with Virtual Tour
1 of 25
$780,000
5

Beds

4.0

Baths

2,840

Sq.Ft.

8807 SONOMA COAST DRIVE

Winter Garden, FL

View 11827 SHINE VIEW LANE Winter Garden, FL MLS# O6419995
  • Recently Listed with Virtual Tour
1 of 63
$879,831
5

Beds

4.1

Baths

3,225

Sq.Ft.

11827 SHINE VIEW LANE

Winter Garden, FL

View 11821 SHINE VIEW LANE Winter Garden, FL MLS# O6420002
  • Recently Listed with Virtual Tour
1 of 77
$852,636
5

Beds

4.0

Baths

2,866

Sq.Ft.

11821 SHINE VIEW LANE

Winter Garden, FL

View 2496 BARONSMEDE COURT Winter Garden, FL MLS# G5114233
  • Recently Listed with Virtual Tour
1 of 65
$875,000
4

Beds

4.1

Baths

4,184

Sq.Ft.

2496 BARONSMEDE COURT

Winter Garden, FL

View 11043 JACKSON COVE Winter Garden, FL MLS# O6420371
  • Recently Listed with Virtual Tour
1 of 49
$699,999
4

Beds

3.0

Baths

2,095

Sq.Ft.

11043 JACKSON COVE

Winter Garden, FL

View 14741 SNOWY EGRET STREET Winter Garden, FL MLS# O6419534
  • Recently Listed with Virtual Tour
1 of 30
$788,000
5

Beds

3.1

Baths

3,448

Sq.Ft.

14741 SNOWY EGRET STREET

Winter Garden, FL

View 14711 WINTER STAY DRIVE Winter Garden, FL MLS# O6419471
  • Recently Listed with Virtual Tour
1 of 89
$850,000
4

Beds

3.0

Baths

2,662

Sq.Ft.

14711 WINTER STAY DRIVE

Winter Garden, FL

View 9506 BOLERO ROAD Winter Garden, FL MLS# O6419794
  • Recently Listed with Virtual Tour
1 of 43
$749,000
4

Beds

3.0

Baths

2,117

Sq.Ft.

9506 BOLERO ROAD

Winter Garden, FL

View 17667 LAKE STAR ROAD Winter Garden, FL MLS# TB8521869
  • New Construction with Virtual Tour
1 of 9
$899,741
5

Beds

4.1

Baths

3,545

Sq.Ft.

17667 LAKE STAR ROAD

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

1,097

Estimated median home price

$610,000
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 - 200K24
$200K - 300K94
$300K - 400K79
$400K - 500K154
$500K - 600K188
$600K - 700K125
$700K - 800K117
$800K - 900K104
$900K - 1M76
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family769
Townhouse145
Condo144
Commercial11
Rental208
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/29/2026)

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 6/29/2026.