View 15837 GEM VIEW STREET Winter Garden, FL MLS# O6360254
  • Adult Community with Virtual Tour
1 of 30
$404,010
2

Beds

2.0

Baths

1,579

Sq.Ft.

15837 GEM VIEW STREET

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 13615 SPLASHING ISLA DRIVE Winter Garden, FL MLS# O6375062
  • Adult Community with Virtual Tour
1 of 60
$403,900
2

Beds

2.0

Baths

1,574

Sq.Ft.

13615 SPLASHING ISLA DRIVE

Winter Garden, FL

Courtesy of JAMIESON PROPERTIES, INC.
View 15873 GEM VIEW STREET Winter Garden, FL MLS# O6360259
  • Adult Community with Virtual Tour
1 of 25
$401,470
2

Beds

2.0

Baths

1,579

Sq.Ft.

15873 GEM VIEW STREET

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View W ORANGE COUNTRY CLUB DRIVE Winter Garden, FL MLS# O6244629
$400,000
Studio

Beds

0.0

Baths

W ORANGE COUNTRY CLUB DRIVE

Winter Garden, FL

Courtesy of KELLY RIGHT REAL ESTATE
View 711 BURCH AVENUE Winter Garden, FL MLS# O6328082
$400,000
3

Beds

2.0

Baths

1,154

Sq.Ft.

711 BURCH AVENUE

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 12325 & 12303 STAGG ROAD Winter Garden, FL MLS# O6358096
$400,000
Studio

Beds

0.0

Baths

12325 & 12303 STAGG ROAD

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 14501 GROVE RESORT AVENUE 1318 Winter Garden, FL MLS# S5094992
$399,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1318

Winter Garden, FL

Courtesy of PORTAL ORLANDO REALTY, LLC
View 14501 GROVE RESORT AVENUE 3716 Winter Garden, FL MLS# O6360135
$399,900
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3716

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 15831 GEM VIEW STREET Winter Garden, FL MLS# O6360251
  • Adult Community with Virtual Tour
1 of 30
OPEN HOUSE: Saturday 3/7 10:00 AM - 4:00 PM
$399,590
3

Beds

2.0

Baths

1,579

Sq.Ft.

15831 GEM VIEW STREET

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 14801 EVERGREEN OAK LOOP Winter Garden, FL MLS# O6360967
$399,000
3

Beds

2.1

Baths

1,741

Sq.Ft.

14801 EVERGREEN OAK LOOP

Winter Garden, FL

Courtesy of VYLLA HOME
View 13820 ORCHARD LEAF WAY Winter Garden, FL MLS# O6378000
$399,000
4

Beds

2.1

Baths

1,657

Sq.Ft.

13820 ORCHARD LEAF WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13350 W COLONIAL DRIVE C1 Winter Garden, FL MLS# V4947708
  • Recently Listed with Virtual Tour
1 of 7
$399,000
1,152

Sq.Ft.

13350 W COLONIAL DRIVE C1

Winter Garden, FL

Courtesy of LPT REALTY LLC
View 15825 GEM VIEW STREET Winter Garden, FL MLS# O6360246
  • Adult Community with Virtual Tour
1 of 30
$397,580
2

Beds

2.0

Baths

1,579

Sq.Ft.

15825 GEM VIEW STREET

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 13158 BOUNTY AVENUE Winter Garden, FL MLS# O6334532
$395,000
3

Beds

2.1

Baths

1,567

Sq.Ft.

13158 BOUNTY AVENUE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 12043 HOLYSTONE STREET Winter Garden, FL MLS# O6339950
$395,000
3

Beds

2.1

Baths

1,568

Sq.Ft.

12043 HOLYSTONE STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13562 PEARL BEACH STREET Winter Garden, FL MLS# O6362827
  • Adult Community with Virtual Tour
1 of 36
$395,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

13562 PEARL BEACH STREET

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 1401 N FULLERS CROSS ROAD Winter Garden, FL MLS# O6385497
  • Recently Listed with Virtual Tour
1 of 11
$395,000
Studio

Beds

0.0

Baths

1401 N FULLERS CROSS ROAD

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 11079 HANLON TERRACE ALLEY Winter Garden, FL MLS# O6358387
$394,990
3

Beds

2.1

Baths

1,868

Sq.Ft.

11079 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 15519 HONEYBELL DRIVE Winter Garden, FL MLS# O6374051
$394,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

15519 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14501 GROVE RESORT AVENUE 3733 Winter Garden, FL MLS# O6281904
$390,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3733

Winter Garden, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L

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

896

Estimated median home price

$595,000
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 - 100K5
$100K - 200K13
$200K - 300K87
$300K - 400K78
$400K - 500K143
$500K - 600K138
$600K - 700K108
$700K - 800K89
$800K - 900K68
$900K - 1M58
$1M - Max109

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family607
Townhouse127
Condo124
Commercial10
Rental221
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/5/2026)

Information deemed reliable but not guaranteed.

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

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 3/6/2026.