View 15009 LEBEAU LOOP Winter Garden, FL MLS# O6427810
  • Recently Listed with Virtual Tour
1 of 40
$775,000
3

Beds

2.1

Baths

2,116

Sq.Ft.

15009 LEBEAU LOOP

Winter Garden, FL

View 2766 BOBCAT CHASE BOULEVARD Winter Garden, FL MLS# O6427751
  • Recently Listed with Virtual Tour
1 of 57
$520,000
3

Beds

2.1

Baths

1,811

Sq.Ft.

2766 BOBCAT CHASE BOULEVARD

Winter Garden, FL

View 1734 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# O6427494
  • Recently Listed with Virtual Tour
1 of 37
$1,249,990
5

Beds

3.1

Baths

4,305

Sq.Ft.

1734 AMSEL FALLS PARK TERRACE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1324 VIC KAY COURT Winter Garden, FL MLS# O6427278
  • Recently Listed with Virtual Tour
1 of 78
OPEN HOUSE: Saturday 8/1 1:00 PM - 3:00 PM
$1,390,000
5

Beds

3.1

Baths

3,749

Sq.Ft.

1324 VIC KAY COURT

Winter Garden, FL

View 6373 ARGENT WOOD DRIVE Winter Garden, FL MLS# O6427405
  • New Construction with Virtual Tour
1 of 35
$488,190
4

Beds

3.0

Baths

1,847

Sq.Ft.

6373 ARGENT WOOD DRIVE

Winter Garden, FL

View 16803 EVERMORE ALLEY Winter Garden, FL MLS# O6427359
  • Recently Listed with Virtual Tour
1 of 26
$537,290
3

Beds

2.1

Baths

1,896

Sq.Ft.

16803 EVERMORE ALLEY

Winter Garden, FL

View 6355 ARGENT WOOD DRIVE Winter Garden, FL MLS# O6427512
  • Recently Listed with Virtual Tour
1 of 27
$499,690
3

Beds

2.1

Baths

1,652

Sq.Ft.

6355 ARGENT WOOD DRIVE

Winter Garden, FL

View 16827 EVERMORE ALLEY Winter Garden, FL MLS# O6427521
  • Recently Listed with Virtual Tour
1 of 20
$525,090
3

Beds

2.1

Baths

1,628

Sq.Ft.

16827 EVERMORE ALLEY

Winter Garden, FL

View 6208 ARALIA IVY LANE Winter Garden, FL MLS# O6427212
$400,000
3

Beds

2.1

Baths

1,560

Sq.Ft.

6208 ARALIA IVY LANE

Winter Garden, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 15190 SUNRISE GROVE CT Winter Garden, FL MLS# O6427822
  • Recently Listed with Virtual Tour
1 of 61
$435,000
3

Beds

2.1

Baths

1,902

Sq.Ft.

15190 SUNRISE GROVE CT

Winter Garden, FL

View 8932 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6428241
  • Recently Listed with Virtual Tour
1 of 51
$565,000
3

Beds

2.1

Baths

2,052

Sq.Ft.

8932 BISMARCK PALM DRIVE

Winter Garden, FL

View 9572 WATERWAY PASSAGE DRIVE Winter Garden, FL MLS# O6426624
  • Recently Listed with Virtual Tour
1 of 45
$859,900
4

Beds

3.1

Baths

2,840

Sq.Ft.

9572 WATERWAY PASSAGE DRIVE

Winter Garden, FL

View 17073 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5115376
$566,880
4

Beds

3.0

Baths

2,102

Sq.Ft.

17073 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

View 16802 OAKBORO STREET Winter Garden, FL MLS# O6425489
  • Recently Listed with Virtual Tour
1 of 31
$500,000
3

Beds

2.0

Baths

1,705

Sq.Ft.

16802 OAKBORO STREET

Winter Garden, FL

View 320 ERON WAY 6 Winter Garden, FL MLS# O6426182
  • Recently Listed with Virtual Tour
1 of 16
$222,000
2

Beds

2.0

Baths

930

Sq.Ft.

320 ERON WAY 6

Winter Garden, FL

View 6258 SUNNY TIME AVENUE Winter Garden, FL MLS# O6426984
  • Recently Listed with Virtual Tour
1 of 24
$434,490
3

Beds

2.1

Baths

1,553

Sq.Ft.

6258 SUNNY TIME AVENUE

Winter Garden, FL

View 6262 SUNNY TIME AVENUE Winter Garden, FL MLS# O6427189
  • Recently Listed with Virtual Tour
1 of 26
$443,190
3

Beds

2.1

Baths

1,683

Sq.Ft.

6262 SUNNY TIME AVENUE

Winter Garden, FL

View 6423 WILD PERSIMMON WAY Winter Garden, FL MLS# G5115369
$708,745
4

Beds

3.0

Baths

2,102

Sq.Ft.

6423 WILD PERSIMMON WAY

Winter Garden, FL

View 16968 HAMLIN OASIS LOOP Winter Garden, FL MLS# O6427350
  • Recently Listed with Virtual Tour
1 of 35
$570,000
4

Beds

3.0

Baths

2,088

Sq.Ft.

16968 HAMLIN OASIS LOOP

Winter Garden, FL

View 15367 SHONAN GOLD DRIVE Winter Garden, FL MLS# O6426934
  • Recently Listed with Virtual Tour
1 of 56
$925,000
5

Beds

4.1

Baths

3,002

Sq.Ft.

15367 SHONAN GOLD DRIVE

Winter Garden, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT

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

1,063

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 - 200K24
$200K - 300K92
$300K - 400K68
$400K - 500K155
$500K - 600K181
$600K - 700K113
$700K - 800K129
$800K - 900K102
$900K - 1M67
$1M - Max131

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family750
Townhouse140
Condo139
Commercial10
Rental223
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/29/2026)

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 7/29/2026.