View 12248 Encore at Ovation Way Winter Garden, FL MLS# A12046224
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Saturday 7/11 11:00 AM - 3:00 PM
$715,000
4

Beds

3.0

Baths

2,346

Sq.Ft.

12248 Encore at Ovation Way

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 2025 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6422627
$715,000
5

Beds

4.0

Baths

2,655

Sq.Ft.

2025 WINTERMERE POINTE DRIVE

Winter Garden, FL

View 15026 SUMMER HARVEST STREET Winter Garden, FL MLS# S5153036
  • Recently Listed with Virtual Tour
1 of 41
$669,990
5

Beds

4.1

Baths

2,930

Sq.Ft.

15026 SUMMER HARVEST STREET

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 9296 BOLERO ROAD Winter Garden, FL MLS# O6422122
  • Recently Listed with Virtual Tour
1 of 42
$799,000
4

Beds

3.0

Baths

2,117

Sq.Ft.

9296 BOLERO ROAD

Winter Garden, FL

View 1642 CHANDELLE LANE Winter Garden, FL MLS# G5114093
  • Recently Listed with Virtual Tour
1 of 5
OPEN HOUSE: Saturday 7/11 11:00 AM - 2:00 PM
$709,900
5

Beds

3.0

Baths

2,918

Sq.Ft.

1642 CHANDELLE LANE

Winter Garden, FL

View 547 SEASIDE COVE STREET Winter Garden, FL MLS# G5114554
  • Recently Listed with Virtual Tour
1 of 76
$715,000
5

Beds

2.1

Baths

3,290

Sq.Ft.

547 SEASIDE COVE STREET

Winter Garden, FL

View 2006 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6420951
  • Recently Listed with Virtual Tour
1 of 50
$750,000
5

Beds

4.0

Baths

3,011

Sq.Ft.

2006 WINTERMERE POINTE DRIVE

Winter Garden, FL

View 16082 HAMPTON CROSSING DRIVE Winter Garden, FL MLS# O6420606
  • Virtual Tour
1 of 45
OPEN HOUSE: Saturday 7/11 11:00 AM - 2:00 PM
$739,900
4

Beds

3.0

Baths

2,200

Sq.Ft.

16082 HAMPTON CROSSING DRIVE

Winter Garden, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 15162 SPINNAKER COVE LANE Winter Garden, FL MLS# S5152807
  • Recently Listed with Virtual Tour
1 of 61
$765,000
5

Beds

3.0

Baths

3,902

Sq.Ft.

15162 SPINNAKER COVE LANE

Winter Garden, FL

Courtesy of SERHANT
View 502 PALM DRIVE Winter Garden, FL MLS# O6415316
  • Recently Listed with Virtual Tour
1 of 59
OPEN HOUSE: Saturday 7/11 10:00 AM - 3:00 PM
$730,000
4

Beds

2.1

Baths

3,009

Sq.Ft.

502 PALM DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 17059 HARBOR OAK PARKWAY Winter Garden, FL MLS# G5114379
  • Recently Listed with Virtual Tour
1 of 67
$620,000
4

Beds

3.0

Baths

2,692

Sq.Ft.

17059 HARBOR OAK PARKWAY

Winter Garden, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 13175 SUNNY RETREAT LANE Winter Garden, FL MLS# O6420975
  • Recently Listed with Virtual Tour
1 of 53
$795,000
3

Beds

2.0

Baths

2,054

Sq.Ft.

13175 SUNNY RETREAT LANE

Winter Garden, FL

View 15725 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6420557
  • Recently Listed with Virtual Tour
1 of 55
OPEN HOUSE: Saturday 7/11 11:00 AM - 1:00 PM
$704,900
3

Beds

2.1

Baths

2,571

Sq.Ft.

15725 SWEET LIMETTA DRIVE

Winter Garden, FL

View 6587 OLD CARRIAGE ROAD Winter Garden, FL MLS# O6421933
  • Recently Listed with Virtual Tour
1 of 87
$645,000
3

Beds

2.0

Baths

2,224

Sq.Ft.

6587 OLD CARRIAGE ROAD

Winter Garden, FL

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 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 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

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

1,058

Estimated median home price

$615,000
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 - 200K22
$200K - 300K96
$300K - 400K71
$400K - 500K142
$500K - 600K186
$600K - 700K119
$700K - 800K115
$800K - 900K99
$900K - 1M70
$1M - Max137

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family746
Townhouse133
Condo143
Commercial11
Rental198
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/7/2026)

Information deemed reliable but not guaranteed.

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 7/8/2026.