View 225 1ST STREET Winter Garden, FL MLS# TB8541424
$288,000
3

Beds

1.0

Baths

1,020

Sq.Ft.

225 1ST STREET

Winter Garden, FL

Courtesy of HOMERIVER GROUP
View 1422 BASIN STREET Winter Garden, FL MLS# V4950812
$260,000
4

Beds

1.0

Baths

880

Sq.Ft.

1422 BASIN STREET

Winter Garden, FL

Courtesy of CARDINAL ROW REAL ESTATE
View 27 WINDTREE LANE 102 Winter Garden, FL MLS# G5116462
$219,990
2

Beds

2.0

Baths

918

Sq.Ft.

27 WINDTREE LANE 102

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View ARROWHEAD BOULEVARD Winter Garden, FL MLS# S5155609
$299,900
0.0

Baths

ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of FLORIDA REALTY RESULTS LLC
View 14501 GROVE RESORT AVENUE 3215 Winter Garden, FL MLS# S5155653
$199,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3215

Winter Garden, FL

Courtesy of TEAM DONOVAN
View 14501 GROVE RESORT AVENUE 2342 Winter Garden, FL MLS# O6432384
$319,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 2342

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 844 KLONDIKE STREET Winter Garden, FL MLS# O6431531
$199,999
1

Beds

1.0

Baths

1,300

Sq.Ft.

844 KLONDIKE STREET

Winter Garden, FL

Courtesy of ALVARENGA REALTY LLC
View 233 SOUTHERN PECAN CIRCLE 101 Winter Garden, FL MLS# G5116347
$219,900
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
$239,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVE 1707

Winter Garden, FL

Courtesy of HOPKEY REALTY
View 17101 ARROWHEAD BOULEVARD Winter Garden, FL MLS# O6430801
$299,000
0.0

Baths

17101 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 142 SOUTHERN PECAN CIRCLE 204 Winter Garden, FL MLS# O6430454
$280,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

142 SOUTHERN PECAN CIRCLE 204

Winter Garden, FL

Courtesy of I HOMES REAL ESTATE
View 14501 GROVE RESORT AVENUE 3401 Winter Garden, FL MLS# S5154833
$189,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3401

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 241 DEEPCOVE ROAD Winter Garden, FL MLS# O6429690
$309,000
2

Beds

2.1

Baths

1,234

Sq.Ft.

241 DEEPCOVE ROAD

Winter Garden, FL

Courtesy of SOTERA LIVING
View 1668 SCARLET OAK LOOP C Winter Garden, FL MLS# O6428398
$319,900
3

Beds

2.1

Baths

1,699

Sq.Ft.

1668 SCARLET OAK LOOP C

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14501 GROVE RESORT AVENUE 3406 Winter Garden, FL MLS# S5154450
$169,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3406

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 2119 Winter Garden, FL MLS# S5154456
$199,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2119

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 3231 Winter Garden, FL MLS# O6423511
$190,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3231

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14501 GROVE RESORT AVENUE 2703 Winter Garden, FL MLS# O6427717
$295,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2703

Winter Garden, FL

Courtesy of MBI REALTY LLC
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

Courtesy of MARTIN PROPERTY INVESTMENTS REALTY LLC
View 93 WINDTREE LANE 102 Winter Garden, FL MLS# O6426740
$199,999
2

Beds

2.0

Baths

918

Sq.Ft.

93 WINDTREE LANE 102

Winter Garden, FL

Courtesy of REVEL REALTY 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

985

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 - 100K1
$100K - 200K33
$200K - 300K69
$300K - 400K78
$400K - 500K158
$500K - 600K166
$600K - 700K104
$700K - 800K112
$800K - 900K104
$900K - 1M57
$1M - Max103

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family677
Townhouse152
Condo118
Commercial6
Rental228
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 10/12/2026)

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

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 10/12/2026.