View 5969 GLORY BOWER DRIVE Winter Garden, FL MLS# O6382700
$515,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

5969 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 16242 OUTLOOK SHORE ALLEY Winter Garden, FL MLS# O6388026
$515,000
3

Beds

2.1

Baths

2,014

Sq.Ft.

16242 OUTLOOK SHORE ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 16304 BRIGHT LEAF ROAD Winter Garden, FL MLS# O6371581
  • New Construction with Virtual Tour
1 of 28
$513,190
4

Beds

2.1

Baths

1,770

Sq.Ft.

16304 BRIGHT LEAF ROAD

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14326 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6386513
  • Virtual Tour
1 of 56
OPEN HOUSE: Saturday 4/4 12:00 PM - 4:00 PM
$511,500
3

Beds

2.1

Baths

1,936

Sq.Ft.

14326 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 16912 TRADEWIND POINT Winter Garden, FL MLS# O6367439
$510,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

16912 TRADEWIND POINT

Winter Garden, FL

Courtesy of DALTON WADE INC
View 15220 BLUE PEACOCK LANE Winter Garden, FL MLS# O6381797
$510,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15220 BLUE PEACOCK LANE

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 14740 FIELD DAISY DRIVE Winter Garden, FL MLS# O6383531
  • New Construction with Virtual Tour
1 of 49
$510,000
3

Beds

2.1

Baths

1,992

Sq.Ft.

14740 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 13953 EASDALE ALLEY Winter Garden, FL MLS# O6381882
$509,900
3

Beds

2.1

Baths

1,770

Sq.Ft.

13953 EASDALE ALLEY

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
View 15056 GROVESIDE ROAD Winter Garden, FL MLS# O6380756
  • New Construction with Virtual Tour
1 of 8
$505,975
3

Beds

2.1

Baths

1,846

Sq.Ft.

15056 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
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 16149 WIND VIEW LANE Winter Garden, FL MLS# O6389892
  • Recently Listed
1 of 46
$505,000
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 9107 GRAND ISLAND WAY Winter Garden, FL MLS# O6391117
  • Recently Listed with Virtual Tour
1 of 6
$505,000
3

Beds

2.1

Baths

2,082

Sq.Ft.

9107 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of FHG REALTY, LLC
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
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 2621 SHIREHALL LANE Winter Garden, FL MLS# O6386585
$500,000
3

Beds

2.0

Baths

1,960

Sq.Ft.

2621 SHIREHALL LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
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 14212 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6346253
$499,990
3

Beds

2.1

Baths

1,954

Sq.Ft.

14212 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
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 14667 BAHAMA SWALLOW BOULEVARD Winter Garden, FL MLS# O6342795
$499,000
3

Beds

2.1

Baths

1,794

Sq.Ft.

14667 BAHAMA SWALLOW BOULEVARD

Winter Garden, FL

Courtesy of ARION REALTY

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

950

Estimated median home price

$590,595
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 4
$100K - 200K 15
$200K - 300K 95
$300K - 400K 79
$400K - 500K 150
$500K - 600K 153
$600K - 700K 112
$700K - 800K 93
$800K - 900K 83
$900K - 1M 64
$1M - Max 102

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 647
Townhouse 140
Condo 128
Commercial 11
Rental 224
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 3/31/2026)

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 4/1/2026.

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 4/1/2026.