View 109 WINDTREE LANE N Winter Garden, FL MLS# O6438852
$224,900
2

Beds

2.0

Baths

918

Sq.Ft.

109 WINDTREE LANE N

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1315 EASTERN PECAN PLACE 202 Winter Garden, FL MLS# O6437857
  • Recently Listed with Virtual Tour
1 of 22
$212,000
1

Beds

1.0

Baths

942

Sq.Ft.

1315 EASTERN PECAN PLACE 202

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 431 SOUTHERN PECAN CIRCLE 101 Winter Garden, FL MLS# O6439215
$284,995
3

Beds

2.0

Baths

1,340

Sq.Ft.

431 SOUTHERN PECAN CIRCLE 101

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 11156 HANLON TERRACE ALLEY Winter Garden, FL MLS# O6438910
  • Recently Listed with Virtual Tour
1 of 47
$410,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

11156 HANLON TERRACE ALLEY

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 3534 Winter Garden, FL MLS# S5156702
  • Recently Listed with Virtual Tour
1 of 42
$199,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3534

Winter Garden, FL

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 1424 SCARLET OAK LOOP Winter Garden, FL MLS# O6436325
  • Recently Listed with Virtual Tour
1 of 42
$379,000
3

Beds

2.1

Baths

1,737

Sq.Ft.

1424 SCARLET OAK LOOP

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 2542 Winter Garden, FL MLS# O6436045
$205,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 2542

Winter Garden, FL

Courtesy of REAL BROKER, LLC
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 2017 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6437283
$410,000
3

Beds

2.1

Baths

1,857

Sq.Ft.

2017 PORTCASTLE CIRCLE

Winter Garden, FL

View 15873 GEM VIEW STREET Winter Garden, FL MLS# O6435893
  • Recently Listed with Virtual Tour
1 of 58
$419,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

15873 GEM VIEW STREET

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
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

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 445 SPRING LEAP CIRCLE Winter Garden, FL MLS# O6432875
$419,900
4

Beds

2.0

Baths

1,695

Sq.Ft.

445 SPRING LEAP CIRCLE

Winter Garden, FL

View 242 WINTER NELLIS CIRCLE Winter Garden, FL MLS# O6434246
$359,999
3

Beds

2.1

Baths

1,991

Sq.Ft.

242 WINTER NELLIS CIRCLE

Winter Garden, FL

View 16516 BARBOURS CREEK WAY Winter Garden, FL MLS# O6435583
  • New Construction with Virtual Tour
1 of 27
$424,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16516 BARBOURS CREEK WAY

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 13855 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# G5116589
  • Recently Listed with Virtual Tour
1 of 44
$355,000
2

Beds

2.1

Baths

1,652

Sq.Ft.

13855 GOLDEN RUSSET DRIVE

Winter Garden, FL

Courtesy of ERA GRIZZARD REAL ESTATE

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

998

Estimated median home price

$608,500
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 - 300K89
$300K - 400K70
$400K - 500K147
$500K - 600K167
$600K - 700K105
$700K - 800K110
$800K - 900K112
$900K - 1M62
$1M - Max114

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family699
Townhouse136
Condo128
Commercial7
Rental184
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/6/2026)

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 9/7/2026.