View 15403 MURCOTT HARVEST LOOP Winter Garden, FL MLS# O6386748
  • Adult Community with Virtual Tour
1 of 35
$669,000
5

Beds

3.0

Baths

2,834

Sq.Ft.

15403 MURCOTT HARVEST LOOP

Winter Garden, FL

Courtesy of KRESSLER REAL ESTATE
View 15196 NEWTONIA STREET Winter Garden, FL MLS# O6387201
$615,000
3

Beds

3.1

Baths

2,326

Sq.Ft.

15196 NEWTONIA STREET

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 1349 CASTLEPORT ROAD Winter Garden, FL MLS# O6377923
$720,000
5

Beds

3.1

Baths

3,673

Sq.Ft.

1349 CASTLEPORT ROAD

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
The time to sell is now! THE TIME TO SELL IS NOW!
View 7673 SILVER MEADOW STREET Winter Garden, FL MLS# G5108953
$584,880
4

Beds

3.0

Baths

2,102

Sq.Ft.

7673 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 4642 PRAIRIE CREEK STREET Winter Garden, FL MLS# S5144794
$575,000
4

Beds

2.1

Baths

2,149

Sq.Ft.

4642 PRAIRIE CREEK STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 1075 CHASE DRIVE Winter Garden, FL MLS# O6386607
  • Virtual Tour
1 of 63
$625,000
4

Beds

2.0

Baths

2,125

Sq.Ft.

1075 CHASE DRIVE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 5596 THOMAS SQUARE DR Winter Garden, FL MLS# O6386791
$618,000
4

Beds

3.1

Baths

2,458

Sq.Ft.

5596 THOMAS SQUARE DR

Winter Garden, FL

Courtesy of XCELLENCE
View 16271 HONEY HARVEST STREET Winter Garden, FL MLS# O6386199
$699,990
5

Beds

4.1

Baths

2,812

Sq.Ft.

16271 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of SALVAMERICA, LLC
View 9459 JAYWOOD ROAD Winter Garden, FL MLS# O6386488
  • Virtual Tour
1 of 55
$749,500
5

Beds

4.0

Baths

2,840

Sq.Ft.

9459 JAYWOOD ROAD

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 11021 BOSTWICK ALLEY Winter Garden, FL MLS# O6379924
$632,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

11021 BOSTWICK ALLEY

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 13184 DENDY WAY Winter Garden, FL MLS# O6384386
  • New Construction with Virtual Tour
1 of 46
$664,000
4

Beds

2.1

Baths

2,211

Sq.Ft.

13184 DENDY WAY

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 5374 LAKE VIRGINIA STREET Winter Garden, FL MLS# O6385721
$571,900
4

Beds

3.0

Baths

2,038

Sq.Ft.

5374 LAKE VIRGINIA STREET

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 18309 OLIVER TWIST WAY Winter Garden, FL MLS# O6386008
$725,000
5

Beds

4.0

Baths

2,832

Sq.Ft.

18309 OLIVER TWIST WAY

Winter Garden, FL

Courtesy of LOKATION
View 17452 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5108833
$732,345
4

Beds

2.1

Baths

2,688

Sq.Ft.

17452 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7643 SILVER MEADOW STREET Winter Garden, FL MLS# G5108692
$732,990
5

Beds

4.1

Baths

3,122

Sq.Ft.

7643 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17470 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5108701
$761,395
5

Beds

3.1

Baths

3,076

Sq.Ft.

17470 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7661 SILVER MEADOW STREET Winter Garden, FL MLS# G5108705
$711,055
5

Beds

4.1

Baths

3,122

Sq.Ft.

7661 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17404 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5108715
$685,645
4

Beds

2.1

Baths

2,235

Sq.Ft.

17404 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17422 CHANNEL WAY Winter Garden, FL MLS# G5108709
  • Virtual Tour
1 of 44
$767,000
5

Beds

3.0

Baths

3,261

Sq.Ft.

17422 CHANNEL WAY

Winter Garden, FL

Courtesy of LIST NOW REALTY, LLC
View 15444 LEBEAU LOOP Winter Garden, FL MLS# O6385396
  • Virtual Tour
1 of 24
$580,000
4

Beds

3.1

Baths

2,415

Sq.Ft.

15444 LEBEAU LOOP

Winter Garden, FL

Courtesy of REAL BROKER, 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

1,047

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

Price Count
$0 - 100K 1
$100K - 200K 24
$200K - 300K 88
$300K - 400K 80
$400K - 500K 145
$500K - 600K 170
$600K - 700K 129
$700K - 800K 117
$800K - 900K 92
$900K - 1M 72
$1M - Max 129

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 731
Townhouse 139
Condo 137
Commercial 11
Rental 197
Lots and Land 26
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 6/7/2026)

Information deemed reliable but not guaranteed.

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 6/7/2026.

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 6/7/2026.