View 15591 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6416459
$1,299,000
5

Beds

3.1

Baths

3,932

Sq.Ft.

15591 PANTHER LAKE DRIVE

Winter Garden, FL

View 9969 LOST CREEK DRIVE Winter Garden, FL MLS# O6419414
$1,299,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9969 LOST CREEK DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8506 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6421255
  • Recently Listed with Virtual Tour
1 of 51
OPEN HOUSE: Saturday 7/25 11:00 AM - 2:00 PM
$1,299,000
5

Beds

5.0

Baths

3,966

Sq.Ft.

8506 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15047 SUNSTAR WAY Winter Garden, FL MLS# O6364934
  • Virtual Tour
1 of 47
$1,290,000
5

Beds

6.0

Baths

4,018

Sq.Ft.

15047 SUNSTAR WAY

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 16689 TOCCOA ROW Winter Garden, FL MLS# O6379132
  • Virtual Tour
1 of 97
$1,290,000
5

Beds

5.0

Baths

3,458

Sq.Ft.

16689 TOCCOA ROW

Winter Garden, FL

Courtesy of CHARISMA REALTY CORP
View 9976 BEACH PORT DRIVE Winter Garden, FL MLS# O6420960
$1,274,000
5

Beds

3.1

Baths

3,910

Sq.Ft.

9976 BEACH PORT DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 16894 WINGSPREAD LOOP Winter Garden, FL MLS# O6362090
$1,270,000
5

Beds

3.1

Baths

3,906

Sq.Ft.

16894 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of THE BRAHMIN GROUP
View 14240 COLONIAL POINTE DRIVE Winter Garden, FL MLS# O6412255
$1,250,000
6

Beds

5.1

Baths

4,816

Sq.Ft.

14240 COLONIAL POINTE DRIVE

Winter Garden, FL

View 7389 JOHN HANCOCK DRIVE Winter Garden, FL MLS# O6426321
$1,250,000
5

Beds

3.1

Baths

4,006

Sq.Ft.

7389 JOHN HANCOCK DRIVE

Winter Garden, FL

View 13217 TOLLCROSS WAY Winter Garden, FL MLS# O6285385
  • New Construction
1 of 78
$1,249,000
6

Beds

5.0

Baths

4,152

Sq.Ft.

13217 TOLLCROSS WAY

Winter Garden, FL

View 1156 CIVITAS WAY Winter Garden, FL MLS# O6385496
  • Virtual Tour
1 of 76
$1,225,000
4

Beds

2.1

Baths

2,710

Sq.Ft.

1156 CIVITAS WAY

Winter Garden, FL

View 706 CANOPY ESTATES DRIVE Winter Garden, FL MLS# O6394059
  • Virtual Tour
1 of 65
OPEN HOUSE: Saturday 7/25 1:00 PM - 3:00 PM
$1,225,000
5

Beds

5.2

Baths

4,019

Sq.Ft.

706 CANOPY ESTATES DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 844 OAKLAND PARK BOULEVARD Winter Garden, FL MLS# O6419976
$1,225,000
5

Beds

4.0

Baths

3,525

Sq.Ft.

844 OAKLAND PARK BOULEVARD

Winter Garden, FL

View 15686 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6390015
$1,220,000
4

Beds

3.2

Baths

3,094

Sq.Ft.

15686 PANTHER LAKE DRIVE

Winter Garden, FL

View 15594 SHOREBIRD LANE Winter Garden, FL MLS# S5147208
$1,219,000
4

Beds

3.1

Baths

3,022

Sq.Ft.

15594 SHOREBIRD LANE

Winter Garden, FL

View 15838 CITRUS GROVE LOOP Winter Garden, FL MLS# S5153907
$1,219,000
5

Beds

4.0

Baths

3,505

Sq.Ft.

15838 CITRUS GROVE LOOP

Winter Garden, FL

View 205 SURPRISE DRIVE Winter Garden, FL MLS# O6365188
  • Virtual Tour
1 of 32
$1,200,000
4

Beds

2.1

Baths

2,171

Sq.Ft.

205 SURPRISE DRIVE

Winter Garden, FL

View 14255 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6395612
$1,200,000
4

Beds

4.1

Baths

4,625

Sq.Ft.

14255 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

View 1812 LAKE ROBERTS LANDING DRIVE Winter Garden, FL MLS# O6415935
$1,200,000
6

Beds

4.0

Baths

4,247

Sq.Ft.

1812 LAKE ROBERTS LANDING DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 10198 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6421817
$1,200,000
5

Beds

3.1

Baths

3,911

Sq.Ft.

10198 MERRYMEETING BAY 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

1,078

Estimated median home price

$615,033
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

Price Count
$0 - 100K 1
$100K - 200K 23
$200K - 300K 95
$300K - 400K 67
$400K - 500K 157
$500K - 600K 185
$600K - 700K 114
$700K - 800K 130
$800K - 900K 104
$900K - 1M 67
$1M - Max 135

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 764
Townhouse 142
Condo 139
Commercial 10
Rental 221
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 7/25/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 7/25/2026.