View 122 WINDTREE LANE O Winter Garden, FL MLS# G5117173
$229,900
2

Beds

2.0

Baths

918

Sq.Ft.

122 WINDTREE LANE O

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14501 GROVE RESORT AVENUE 1420 Winter Garden, FL MLS# S5156458
  • Recently Listed with Virtual Tour
1 of 37
$249,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1420

Winter Garden, FL

View 14200 AVALON ROAD 406 Winter Garden, FL MLS# O6433742
  • Recently Listed with Virtual Tour
1 of 31
$220,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

14200 AVALON ROAD 406

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 225 1ST STREET Winter Garden, FL MLS# TB8541424
  • Recently Listed with Virtual Tour
1 of 15
$288,000
3

Beds

1.0

Baths

1,020

Sq.Ft.

225 1ST STREET

Winter Garden, FL

View 1345 WINTER GREEN WAY Winter Garden, FL MLS# O6436146
  • Recently Listed with Virtual Tour
1 of 43
$225,000
2

Beds

1.1

Baths

1,259

Sq.Ft.

1345 WINTER GREEN WAY

Winter Garden, FL

View 1422 BASIN STREET Winter Garden, FL MLS# V4950812
  • Recently Listed with Virtual Tour
1 of 31
$275,000
4

Beds

1.0

Baths

880

Sq.Ft.

1422 BASIN STREET

Winter Garden, FL

View 300 ERON WAY 1 Winter Garden, FL MLS# O6434883
  • Recently Listed with Virtual Tour
1 of 30
$229,000
2

Beds

2.0

Baths

840

Sq.Ft.

300 ERON WAY 1

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 27 WINDTREE LANE 102 Winter Garden, FL MLS# G5116462
  • Recently Listed with Virtual Tour
1 of 19
$230,000
2

Beds

2.0

Baths

918

Sq.Ft.

27 WINDTREE LANE 102

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 233 SOUTHERN PECAN CIRCLE 101 Winter Garden, FL MLS# G5116347
  • Recently Listed with Virtual Tour
1 of 42
OPEN HOUSE: Saturday 9/5 11:00 AM - 1:00 PM
$229,900
2

Beds

1.0

Baths

966

Sq.Ft.

233 SOUTHERN PECAN CIRCLE 101

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 14501 GROVE RESORT AVE 1707 Winter Garden, FL MLS# O6432157
  • Recently Listed with Virtual Tour
1 of 33
$239,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVE 1707

Winter Garden, FL

View 142 SOUTHERN PECAN CIRCLE 204 Winter Garden, FL MLS# O6430454
$280,500
3

Beds

2.0

Baths

1,453

Sq.Ft.

142 SOUTHERN PECAN CIRCLE 204

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 3401 Winter Garden, FL MLS# S5154833
$219,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3401

Winter Garden, FL

View 130 SOUTHERN PECAN CIRCLE 103 Winter Garden, FL MLS# O6427060
$259,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

130 SOUTHERN PECAN CIRCLE 103

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 405 SOUTHERN PECAN CIRCLE 108 Winter Garden, FL MLS# G5115674
$244,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

405 SOUTHERN PECAN CIRCLE 108

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 2119 Winter Garden, FL MLS# S5154456
$219,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2119

Winter Garden, FL

View 320 ERON WAY 6 Winter Garden, FL MLS# O6426182
  • Virtual Tour
1 of 16
$210,000
2

Beds

2.0

Baths

930

Sq.Ft.

320 ERON WAY 6

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 1728 Winter Garden, FL MLS# S5153949
$260,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1728

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 2135 Winter Garden, FL MLS# S5152482
$244,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 2135

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 417 SOUTHERN PECAN CIRCLE 201 Winter Garden, FL MLS# O6421941
$275,000
2

Beds

2.0

Baths

1,264

Sq.Ft.

417 SOUTHERN PECAN CIRCLE 201

Winter Garden, FL

Courtesy of REALTY HUB
View 14501 GROVE RESORT AVENUE 3303 Winter Garden, FL MLS# O6421329
$215,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3303

Winter Garden, FL

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

1,010

Estimated median home price

$605,948
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 - 200K21
$200K - 300K91
$300K - 400K76
$400K - 500K149
$500K - 600K165
$600K - 700K109
$700K - 800K110
$800K - 900K110
$900K - 1M62
$1M - Max116

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family699
Townhouse141
Condo133
Commercial9
Rental181
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/1/2026)

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 9/1/2026.