View 14501 GROVE RESORT AVENUE 1629 Winter Garden, FL MLS# S5144771
$290,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 1629

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
View 884 KLONDIKE STREET Winter Garden, FL MLS# O6389922
$375,000
4

Beds

2.0

Baths

1,485

Sq.Ft.

884 KLONDIKE STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1009 STUCKI TERRACE Winter Garden, FL MLS# O6390192
$249,900
3

Beds

2.0

Baths

984

Sq.Ft.

1009 STUCKI TERRACE

Winter Garden, FL

Courtesy of FATHOM REALTY FL LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 122 WINDTREE LANE O-204 Winter Garden, FL MLS# S5145241
$229,995
2

Beds

2.0

Baths

918

Sq.Ft.

122 WINDTREE LANE O-204

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 13335 DANIELS LANDING CIRCLE Winter Garden, FL MLS# S5145558
$324,000
2

Beds

2.1

Baths

1,347

Sq.Ft.

13335 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of WATSON REALTY CORP.
View Address not provided Winter Garden, FL MLS# O6390273
$350,000
1,700

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of Clermont - WEICHERT, REALTORS® - Hallmark Properties
View 13750 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6390396
$319,500
2

Beds

2.1

Baths

1,293

Sq.Ft.

13750 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 15182 SUNRISE GROVE COURT Winter Garden, FL MLS# O6382211
$394,900
3

Beds

2.1

Baths

1,844

Sq.Ft.

15182 SUNRISE GROVE COURT

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 838 BETHUNE AVENUE Winter Garden, FL MLS# O6388596
$275,000
3

Beds

2.0

Baths

985

Sq.Ft.

838 BETHUNE AVENUE

Winter Garden, FL

Courtesy of LIVE MVRK LLC
View 13350 W COLONIAL DRIVE C1 Winter Garden, FL MLS# V4947708
$399,000
1,152

Sq.Ft.

13350 W COLONIAL DRIVE C1

Winter Garden, FL

Courtesy of LPT REALTY LLC
View 1710 E BAY STREET Winter Garden, FL MLS# O6376343
$249,990
3

Beds

2.0

Baths

972

Sq.Ft.

1710 E BAY STREET

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 225 SOUTHERN PECAN CIRCLE 208 Winter Garden, FL MLS# O6383422
$289,900
2

Beds

2.0

Baths

1,264

Sq.Ft.

225 SOUTHERN PECAN CIRCLE 208

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 15140 SUNRISE GROVE COURT Winter Garden, FL MLS# O6388259
$390,987
3

Beds

2.1

Baths

2,012

Sq.Ft.

15140 SUNRISE GROVE COURT

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14501 GROVE RESORT AVENUE 3109 Winter Garden, FL MLS# O6386655
$314,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3109

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14447 PRUNNINGWOOD PLACE Winter Garden, FL MLS# O6385194
$340,000
2

Beds

2.1

Baths

1,250

Sq.Ft.

14447 PRUNNINGWOOD PLACE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 87 WINDTREE LANE K Winter Garden, FL MLS# G5108773
$205,000
2

Beds

2.0

Baths

918

Sq.Ft.

87 WINDTREE LANE K

Winter Garden, FL

Courtesy of BONJORN REAL ESTATE
View 15098 WINDFLOWER ALLEY Winter Garden, FL MLS# O6386823
$365,000
2

Beds

2.1

Baths

1,276

Sq.Ft.

15098 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1401 N FULLERS CROSS ROAD Winter Garden, FL MLS# O6385497
$395,000
Studio

Beds

0.0

Baths

1401 N FULLERS CROSS ROAD

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 375 REGAL DOWNS CIRCLE Winter Garden, FL MLS# O6377205
$334,900
3

Beds

2.0

Baths

1,464

Sq.Ft.

375 REGAL DOWNS CIRCLE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 14501 GROVE RESORT AVENUE 2714 Winter Garden, FL MLS# O6385819
$215,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 2714

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

986

Estimated median home price

$599,945
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 - 100K1
$100K - 200K18
$200K - 300K97
$300K - 400K80
$400K - 500K145
$500K - 600K158
$600K - 700K123
$700K - 800K105
$800K - 900K86
$900K - 1M66
$1M - Max107

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family680
Townhouse136
Condo132
Commercial12
Rental217
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 4/23/2026)

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 4/24/2026.