View 9279 GRAND ISLAND WAY Winter Garden, FL MLS# O6450136
  • Recently Listed with Virtual Tour
1 of 71
OPEN HOUSE: Saturday 10/24 11:00 AM - 2:00 PM
$505,000
3

Beds

2.1

Baths

1,908

Sq.Ft.

9279 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 9662 WATERWAY PASSAGE DRIVE Winter Garden, FL MLS# O6450688
  • Recently Listed with Virtual Tour
1 of 55
$515,000
3

Beds

2.1

Baths

1,918

Sq.Ft.

9662 WATERWAY PASSAGE DRIVE

Winter Garden, FL

Courtesy of JBM REALTY LLC
View 15066 MARBLED GODWIT DRIVE Winter Garden, FL MLS# O6442442
  • Recently Listed with Virtual Tour
1 of 77
OPEN HOUSE: Sunday 10/25 11:00 AM - 2:00 PM
$535,000
3

Beds

2.1

Baths

2,156

Sq.Ft.

15066 MARBLED GODWIT DRIVE

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
The time to sell is now! THE TIME TO SELL IS NOW!
View 15725 SIGNATURE DRIVE Winter Garden, FL MLS# O6449736
  • Recently Listed with Virtual Tour
1 of 63
$569,000
6

Beds

3.0

Baths

2,714

Sq.Ft.

15725 SIGNATURE DRIVE

Winter Garden, FL

Courtesy of FORTUNE INTERNATIONAL REALTY
View 17138 ARROWHEAD BOULEVARD Winter Garden, FL MLS# O6450444
  • Recently Listed with Virtual Tour
1 of 22
$499,900
2

Beds

2.0

Baths

1,185

Sq.Ft.

17138 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 14501 Grove Resort Ave 2333 Winter Garden, FL MLS# A12108036
$486,234
2

Beds

2.0

Baths

1,396

Sq.Ft.

14501 Grove Resort Ave 2333

Winter Garden, FL

Courtesy of CERVERA REAL ESTATE INC.
View 324 E FULLERS CROSS ROAD Winter Garden, FL MLS# G5118974
$520,000
3

Beds

2.0

Baths

1,924

Sq.Ft.

324 E FULLERS CROSS ROAD

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 13051 SPRING GROVE WAY Winter Garden, FL MLS# O6446222
  • Recently Listed with Virtual Tour
1 of 54
$588,000
4

Beds

3.1

Baths

2,817

Sq.Ft.

13051 SPRING GROVE WAY

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 16742 OAKBORO STREET Winter Garden, FL MLS# OM734114
$519,000
4

Beds

2.1

Baths

2,014

Sq.Ft.

16742 OAKBORO STREET

Winter Garden, FL

Courtesy of HOOK & LADDER REALTY OF CENTRAL FLORIDA, LLC
View 8 LAKEVIEW RESERVE BOULEVARD Winter Garden, FL MLS# O6449759
  • Recently Listed with Virtual Tour
1 of 38
$535,000
3

Beds

2.0

Baths

1,748

Sq.Ft.

8 LAKEVIEW RESERVE BOULEVARD

Winter Garden, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 1210 BRANDY LAKE VIEW CIRCLE Winter Garden, FL MLS# O6449523
$450,000
3

Beds

2.0

Baths

1,502

Sq.Ft.

1210 BRANDY LAKE VIEW CIRCLE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 1069 GLENHARBOR CIRCLE Winter Garden, FL MLS# O6449485
$565,000
3

Beds

2.0

Baths

1,768

Sq.Ft.

1069 GLENHARBOR CIRCLE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 13013 SERENE GLADE ROAD Winter Garden, FL MLS# O6449185
  • Recently Listed with Virtual Tour
1 of 42
$514,990
3

Beds

2.1

Baths

1,836

Sq.Ft.

13013 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of LPT REALTY LLC
View 13037 SERENE GLADE ROAD Winter Garden, FL MLS# O6449226
  • Recently Listed with Virtual Tour
1 of 43
$524,990
3

Beds

2.1

Baths

1,836

Sq.Ft.

13037 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of LPT REALTY LLC
View 14747 FIELD DAISY DRIVE Winter Garden, FL MLS# O6449322
  • Recently Listed with Virtual Tour
1 of 40
$573,147
3

Beds

3.1

Baths

2,148

Sq.Ft.

14747 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 9469 MEADOW HUNT WAY Winter Garden, FL MLS# O6449072
  • Recently Listed with Virtual Tour
1 of 34
$485,000
4

Beds

2.1

Baths

1,868

Sq.Ft.

9469 MEADOW HUNT WAY

Winter Garden, FL

Courtesy of HANG SENG REALTY , INC
View 6270 SUNNY TIME AVENUE Winter Garden, FL MLS# O6449093
  • Recently Listed with Virtual Tour
1 of 26
OPEN HOUSE: Saturday 10/24 10:00 AM - 4:00 PM
$435,890
3

Beds

2.1

Baths

1,683

Sq.Ft.

6270 SUNNY TIME AVENUE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 16821 EVERMORE ALLEY Winter Garden, FL MLS# O6449095
  • Recently Listed with Virtual Tour
1 of 20
$519,090
3

Beds

2.1

Baths

1,628

Sq.Ft.

16821 EVERMORE ALLEY

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 16651 EVERMORE ALLEY Winter Garden, FL MLS# O6449101
  • Recently Listed with Virtual Tour
1 of 20
$524,090
3

Beds

2.1

Baths

1,628

Sq.Ft.

16651 EVERMORE ALLEY

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 16735 SILVER BROOK WAY Winter Garden, FL MLS# O6449121
  • Recently Listed with Virtual Tour
1 of 20
$531,190
3

Beds

2.1

Baths

1,628

Sq.Ft.

16735 SILVER BROOK WAY

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC

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

997

Estimated median home price

$599,000
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 - 200K33
$200K - 300K75
$300K - 400K78
$400K - 500K147
$500K - 600K172
$600K - 700K115
$700K - 800K115
$800K - 900K105
$900K - 1M54
$1M - Max102

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family691
Townhouse149
Condo119
Commercial6
Rental236
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 10/20/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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 real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 10/21/2026.

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 10/21/2026.