View 6524 PASTURELANDS PLACE Winter Garden, FL MLS# S5141842
$505,000
4

Beds

3.0

Baths

2,328

Sq.Ft.

6524 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 17340 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365482
  • New Construction
1 of 14
$504,990
3

Beds

2.1

Baths

1,816

Sq.Ft.

17340 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 12995 Reaves Road Winter Garden, FL MLS# RX10962350
$500,000
Studio

Beds

0.0

Baths

12995 Reaves Road

Winter Garden, FL

BeachesMLS
The time to sell is now! THE TIME TO SELL IS NOW!
View 12373 BRACCO STREET 12373 Winter Garden, FL MLS# O6360606
$500,000
4

Beds

2.1

Baths

2,003

Sq.Ft.

12373 BRACCO STREET 12373

Winter Garden, FL

Courtesy of POINTON REALTY INC
View 14542 GOLDEN HARBOR LANE Winter Garden, FL MLS# O6395116
$500,000
3

Beds

2.1

Baths

1,904

Sq.Ft.

14542 GOLDEN HARBOR LANE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 12995 Reaves Road Winter Garden, FL MLS# R10962350
  • Recently Listed with Virtual Tour
1 of 3
$500,000
Studio

Beds

0.0

Baths

12995 Reaves Road

Winter Garden, FL

View 16749 HARPER COVE DRIVE Winter Garden, FL MLS# O6400511
$499,999
3

Beds

2.1

Baths

2,014

Sq.Ft.

16749 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 648 ORANGE BELT LOOP Winter Garden, FL MLS# S5144591
  • Virtual Tour
1 of 34
OPEN HOUSE: Monday 5/25 10:00 AM - 1:00 PM
$499,990
3

Beds

2.1

Baths

1,688

Sq.Ft.

648 ORANGE BELT LOOP

Winter Garden, FL

Courtesy of CORCORAN CONNECT LLC
View 15216 CHAPTER WAY Winter Garden, FL MLS# S5139219
  • Virtual Tour
1 of 53
$499,900
4

Beds

3.0

Baths

2,042

Sq.Ft.

15216 CHAPTER WAY

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 9107 GRAND ISLAND WAY Winter Garden, FL MLS# O6391117
$499,900
3

Beds

2.1

Baths

2,082

Sq.Ft.

9107 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of FHG REALTY, LLC
View 2478 PRAIRIE VIEW DRIVE Winter Garden, FL MLS# O6400594
$499,900
4

Beds

3.0

Baths

2,766

Sq.Ft.

2478 PRAIRIE VIEW DRIVE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 16105 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6348822
$499,000
4

Beds

3.0

Baths

2,042

Sq.Ft.

16105 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
View 16613 POINT ROCK DRIVE Winter Garden, FL MLS# R4910718
$499,000
3

Beds

2.0

Baths

1,689

Sq.Ft.

16613 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of CREDIT HOME CORP
View 16149 WIND VIEW LANE Winter Garden, FL MLS# O6389892
$498,000
3

Beds

2.1

Baths

2,036

Sq.Ft.

16149 WIND VIEW LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 15062 GROVESIDE ROAD Winter Garden, FL MLS# O6376638
  • New Construction with Virtual Tour
1 of 8
$497,940
3

Beds

2.1

Baths

1,846

Sq.Ft.

15062 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 115 ZACHARY WADE STREET Winter Garden, FL MLS# O6356997
$496,000
3

Beds

2.0

Baths

1,780

Sq.Ft.

115 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 9231 GRAND ISLAND WAY Winter Garden, FL MLS# O6405710
  • Recently Listed with Virtual Tour
1 of 37
$495,000
4

Beds

2.1

Baths

2,060

Sq.Ft.

9231 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 15027 GROVESIDE ROAD Winter Garden, FL MLS# O6398345
  • New Construction with Virtual Tour
1 of 56
$494,630
3

Beds

2.1

Baths

1,846

Sq.Ft.

15027 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 7280 WINDY WILLOW STREET Winter Garden, FL MLS# G5112439
  • Recently Listed with Virtual Tour
1 of 5
$493,583
3

Beds

2.1

Baths

1,772

Sq.Ft.

7280 WINDY WILLOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15327 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8480916
  • New Construction with Virtual Tour
1 of 32
$492,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15327 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY 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

1,041

Estimated median home price

$609,900
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 2
$100K - 200K 21
$200K - 300K 98
$300K - 400K 83
$400K - 500K 141
$500K - 600K 168
$600K - 700K 124
$700K - 800K 118
$800K - 900K 87
$900K - 1M 74
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 713
Townhouse 141
Condo 145
Commercial 10
Rental 211
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/24/2026)

Information deemed reliable but not guaranteed.

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

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 5/25/2026.

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.

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 5/25/2026.