View 14932 PORTER ROAD Winter Garden, FL MLS# O6371058
$510,000
3

Beds

2.0

Baths

1,708

Sq.Ft.

14932 PORTER ROAD

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14342 BREDA CENTER LOOP Winter Garden, FL MLS# O6359877
$505,000
3

Beds

2.0

Baths

1,796

Sq.Ft.

14342 BREDA CENTER LOOP

Winter Garden, FL

Courtesy of VESTI LLC
View 2119 OAKINGTON STREET Winter Garden, FL MLS# O6374962
  • Recently Listed with Virtual Tour
1 of 37
$504,997
3

Beds

2.0

Baths

1,632

Sq.Ft.

2119 OAKINGTON STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 17340 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365482
$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 900 WALKERS GROVE LANE Winter Garden, FL MLS# O6376036
  • Recently Listed with Virtual Tour
1 of 32
$500,000
3

Beds

2.1

Baths

1,905

Sq.Ft.

900 WALKERS GROVE LANE

Winter Garden, FL

Courtesy of SPECTRUM PROPERTY GROUP LLC
View 7112 ENCHANTED LAKE DRIVE Winter Garden, FL MLS# O6288426
$499,999
3

Beds

2.1

Baths

1,958

Sq.Ft.

7112 ENCHANTED LAKE DRIVE

Winter Garden, FL

Courtesy of SAAB REALTY GROUP INC
View 16149 WIND VIEW LANE Winter Garden, FL MLS# O6334670
$499,999
3

Beds

2.1

Baths

2,036

Sq.Ft.

16149 WIND VIEW LANE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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 17490 NORTHLAKE GROVE DRIVE Winter Garden, FL MLS# TB8460402
  • New Construction with Virtual Tour
1 of 38
$499,990
3

Beds

2.1

Baths

1,675

Sq.Ft.

17490 NORTHLAKE GROVE DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 15216 CHAPTER WAY Winter Garden, FL MLS# S5139219
  • Virtual Tour
1 of 53
OPEN HOUSE: Sunday 2/1 10:00 AM - 2:00 PM
$499,900
4

Beds

3.0

Baths

2,042

Sq.Ft.

15216 CHAPTER WAY

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 8216 GRAY KINGBIRD DR Winter Garden, FL MLS# O6370636
  • Recently Listed with Virtual Tour
1 of 43
$499,500
3

Beds

2.0

Baths

1,765

Sq.Ft.

8216 GRAY KINGBIRD DR

Winter Garden, FL

Courtesy of NEXTHOME SUNSHINE REALTY
View 12272 BRACCO STREET Winter Garden, FL MLS# O6304944
$499,000
3

Beds

2.1

Baths

1,788

Sq.Ft.

12272 BRACCO STREET

Winter Garden, FL

Courtesy of RE/MAX ASSURED
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
View 623 E PLANT STREET Winter Garden, FL MLS# L4958578
  • Recently Listed with Virtual Tour
1 of 63
$499,000
3

Beds

2.1

Baths

1,688

Sq.Ft.

623 E PLANT STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 6524 PASTURELANDS PLACE Winter Garden, FL MLS# S5141842
  • Recently Listed with Virtual Tour
1 of 57
$499,000
4

Beds

3.0

Baths

2,328

Sq.Ft.

6524 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 16577 POINT ROCK DRIVE Winter Garden, FL MLS# O6356664
$498,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

16577 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of PFS REALTY LLC
View 6108 LEWIS AND CLARK AVENUE Winter Garden, FL MLS# O6358731
$498,000
3

Beds

2.0

Baths

1,690

Sq.Ft.

6108 LEWIS AND CLARK AVENUE

Winter Garden, FL

Courtesy of AMG INTERNATIONAL REALTY
View 16250 FIREDRAGON DRIVE Winter Garden, FL MLS# G5103798
$496,500
3

Beds

2.1

Baths

2,128

Sq.Ft.

16250 FIREDRAGON DRIVE

Winter Garden, FL

Courtesy of WHEATLEY REALTY GROUP
View 15038 WINDFLOWER Winter Garden, FL MLS# O6295011
  • New Construction
1 of 9
$495,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15038 WINDFLOWER

Winter Garden, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM

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

819

Estimated median home price

$590,000
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 - 100K7
$100K - 200K11
$200K - 300K78
$300K - 400K82
$400K - 500K137
$500K - 600K118
$600K - 700K103
$700K - 800K73
$800K - 900K66
$900K - 1M55
$1M - Max89

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family540
Townhouse120
Condo118
Commercial7
Rental238
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/31/2026)

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 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

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 2/1/2026.

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 2/1/2026.