View 233 SOUTHERN PECAN CIRCLE 101 Winter Garden, FL MLS# S5144851
  • Recently Listed with Virtual Tour
1 of 7
$259,900
2

Beds

1.0

Baths

966

Sq.Ft.

233 SOUTHERN PECAN CIRCLE 101

Winter Garden, FL

Courtesy of HOMESMART
View 131 SOUTHERN PECAN CIRCLE 201 Winter Garden, FL MLS# O6393946
  • Recently Listed with Virtual Tour
1 of 29
$250,000
1

Beds

1.0

Baths

738

Sq.Ft.

131 SOUTHERN PECAN CIRCLE 201

Winter Garden, FL

Courtesy of EC REAL ESTATE INVEST.& RENTAL
View 1040 MAXEY DRIVE Winter Garden, FL MLS# O6391395
  • Recently Listed with Virtual Tour
1 of 22
$250,000
3

Beds

2.0

Baths

1,184

Sq.Ft.

1040 MAXEY DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVE 3621 Winter Garden, FL MLS# O6388749
  • Recently Listed with Virtual Tour
1 of 30
$224,900
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVE 3621

Winter Garden, FL

Courtesy of GENSTONE REALTY
View 14501 GROVE RESORT AVENUE 2530 Winter Garden, FL MLS# S5145845
  • Recently Listed with Virtual Tour
1 of 36
$275,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2530

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 2532 Winter Garden, FL MLS# S5145848
  • Recently Listed with Virtual Tour
1 of 40
$275,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2532

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
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
View 122 WINDTREE LANE O-204 Winter Garden, FL MLS# S5145241
  • Recently Listed with Virtual Tour
1 of 42
$229,995
2

Beds

2.0

Baths

918

Sq.Ft.

122 WINDTREE LANE O-204

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 838 BETHUNE AVENUE Winter Garden, FL MLS# O6388596
$277,000
3

Beds

2.0

Baths

985

Sq.Ft.

838 BETHUNE AVENUE

Winter Garden, FL

Courtesy of LIVE MVRK LLC
View 1710 E BAY STREET Winter Garden, FL MLS# O6376343
$274,495
3

Beds

2.0

Baths

972

Sq.Ft.

1710 E BAY STREET

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 87 WINDTREE LANE K Winter Garden, FL MLS# G5108773
$220,000
2

Beds

2.0

Baths

918

Sq.Ft.

87 WINDTREE LANE K

Winter Garden, FL

Courtesy of BONJORN REAL ESTATE
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
View 14501 GROVE RESORT AVENUE 2713 Winter Garden, FL MLS# O6385857
$215,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2713

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14501 GROVE RESORT AVENUE 3611 Winter Garden, FL MLS# TB8481342
$235,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3611

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14501 GROVE RESORT AVENUE 2223 Winter Garden, FL MLS# S5144425
$287,990
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2223

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 317 SOUTHERN PECAN CIRCLE 102 Winter Garden, FL MLS# O6384866
$240,000
1

Beds

1.0

Baths

738

Sq.Ft.

317 SOUTHERN PECAN CIRCLE 102

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 303 SOUTHERN P CIRCLE 102 Winter Garden, FL MLS# O6383580
$228,000
1

Beds

1.0

Baths

838

Sq.Ft.

303 SOUTHERN P CIRCLE 102

Winter Garden, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
View 515 9TH STREET Winter Garden, FL MLS# O6383185
  • Virtual Tour
1 of 32
$279,900
3

Beds

2.0

Baths

770

Sq.Ft.

515 9TH STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 1362 WINTER GREEN WAY Winter Garden, FL MLS# O6382555
$250,000
2

Beds

1.1

Baths

1,144

Sq.Ft.

1362 WINTER GREEN WAY

Winter Garden, FL

Courtesy of LOKATION
View 14501 GROVE RESORT AVENUE 1343 Winter Garden, FL MLS# O6382214
$225,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1343

Winter Garden, FL

Courtesy of KARDOSH 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

953

Estimated median home price

$589,000
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 - 100K4
$100K - 200K15
$200K - 300K96
$300K - 400K81
$400K - 500K155
$500K - 600K155
$600K - 700K112
$700K - 800K92
$800K - 900K79
$900K - 1M62
$1M - Max102

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family646
Townhouse144
Condo128
Commercial11
Rental221
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/27/2026)

Information deemed reliable but not guaranteed.

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 3/28/2026.