View 303 SOUTHERN PECAN CIRCLE 107 Winter Garden, FL MLS# S5143459
$255,000
1

Beds

1.0

Baths

838

Sq.Ft.

303 SOUTHERN PECAN CIRCLE 107

Winter Garden, FL

Courtesy of HOMESMART
View 844 KLONDIKE STREET Winter Garden, FL MLS# O6350424
$250,000
1,300

Sq.Ft.

844 KLONDIKE STREET

Winter Garden, FL

Courtesy of ALVARENGA REALTY LLC
View 14501 GROVE RESORT AVENUE 2607 Winter Garden, FL MLS# O6354109
$250,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2607

Winter Garden, FL

Courtesy of AVANTI WAY REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 3128 Winter Garden, FL MLS# G5107535
$250,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3128

Winter Garden, FL

Courtesy of EXP REALTY LLC
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 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
View 1009 STUCKI TERRACE Winter Garden, FL MLS# O6390192
  • Recently Listed with Virtual Tour
1 of 17
$249,900
3

Beds

2.0

Baths

984

Sq.Ft.

1009 STUCKI TERRACE

Winter Garden, FL

Courtesy of FATHOM REALTY FL LLC
View 14501 GROVE RESORT AVENUE 1332 Winter Garden, FL MLS# S5132222
$249,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1332

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14200 AVALON ROAD 426 Winter Garden, FL MLS# O6353582
$249,000
2

Beds

2.0

Baths

1,203

Sq.Ft.

14200 AVALON ROAD 426

Winter Garden, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 14501 GROVE RESORT AVENUE 1637 Winter Garden, FL MLS# S5095151
$248,100
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1637

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 1440 Winter Garden, FL MLS# O6348465
$245,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1440

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 1125 LINCOLN TERRACE Winter Garden, FL MLS# O6345921
$244,900
3

Beds

1.0

Baths

814

Sq.Ft.

1125 LINCOLN TERRACE

Winter Garden, FL

Courtesy of IHOME REALTY FL LLC
View 14501 GROVE RESORT AVENUE 2534 Winter Garden, FL MLS# O6369252
  • New Construction with Virtual Tour
1 of 22
$240,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2534

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14501 GROVE RESORT AVENUE 3228 Winter Garden, FL MLS# O6370847
$240,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3228

Winter Garden, FL

Courtesy of REAL TERRA GROUP, LLC
View 1261 WINTER GREEN WAY Winter Garden, FL MLS# O6372438
$240,000
3

Beds

2.0

Baths

1,400

Sq.Ft.

1261 WINTER GREEN WAY

Winter Garden, FL

Courtesy of RE/MAX ASSURED
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 1286 WINTER GREEN WAY Winter Garden, FL MLS# G5104510
$239,900
2

Beds

1.1

Baths

1,144

Sq.Ft.

1286 WINTER GREEN WAY

Winter Garden, FL

Courtesy of EXIT REALTY TRI-COUNTY
View 14501 GROVE RESORT AVENUE 3215 Winter Garden, FL MLS# S5138120
$239,000
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 3230 Winter Garden, FL MLS# S5140628
$235,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3230

Winter Garden, FL

Courtesy of FLARE PROPERTIES 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

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

941

Estimated median home price

$588,900
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 - 200K12
$200K - 300K92
$300K - 400K79
$400K - 500K153
$500K - 600K160
$600K - 700K111
$700K - 800K91
$800K - 900K74
$900K - 1M60
$1M - Max105

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family644
Townhouse135
Condo126
Commercial11
Rental229
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/18/2026)

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 3/21/2026.