View 15140 WINDFLOWER ALLEY Winter Garden, FL MLS# S5149180
$405,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15140 WINDFLOWER ALLEY

Winter Garden, FL

View 14942 WINDFLOWER ALLEY Winter Garden, FL MLS# O6420210
$405,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

14942 WINDFLOWER ALLEY

Winter Garden, FL

View 8150 RED STOPPER LANE Winter Garden, FL MLS# O6416867
$405,000
3

Beds

2.1

Baths

1,738

Sq.Ft.

8150 RED STOPPER LANE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View W ORANGE COUNTRY CLUB DRIVE Winter Garden, FL MLS# O6244629
$400,000
Studio

Beds

0.0

Baths

W ORANGE COUNTRY CLUB DRIVE

Winter Garden, FL

View 12325 & 12303 STAGG ROAD Winter Garden, FL MLS# O6358096
$400,000
Studio

Beds

0.0

Baths

12325 & 12303 STAGG ROAD

Winter Garden, FL

View 6212 ARALIA IVY LANE Winter Garden, FL MLS# O6394386
$400,000
3

Beds

2.1

Baths

1,560

Sq.Ft.

6212 ARALIA IVY LANE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 8019 JEREMY JOSEPH ALLEY Winter Garden, FL MLS# O6415530
$400,000
3

Beds

2.1

Baths

1,696

Sq.Ft.

8019 JEREMY JOSEPH ALLEY

Winter Garden, FL

Courtesy of SAUNDERS PLAKON
View 15190 SUNRISE GROVE CT Winter Garden, FL MLS# O6427822
$400,000
3

Beds

2.1

Baths

1,902

Sq.Ft.

15190 SUNRISE GROVE CT

Winter Garden, FL

View 15819 GEM VIEW STREET Winter Garden, FL MLS# O6434476
  • Adult Community with Virtual Tour
1 of 33
$400,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

15819 GEM VIEW STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 17723 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6432610
  • Recently Listed with Virtual Tour
1 of 38
$399,999
3

Beds

2.1

Baths

1,584

Sq.Ft.

17723 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 14501 GROVE RESORT AVENUE 1318 Winter Garden, FL MLS# S5094992
$399,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1318

Winter Garden, FL

Courtesy of PORTAL ORLANDO REALTY, LLC
View 14989 APOLLO BOND DRIVE Winter Garden, FL MLS# O6378685
$399,000
3

Beds

2.1

Baths

1,789

Sq.Ft.

14989 APOLLO BOND DRIVE

Winter Garden, FL

View 14095 TITLE WAY Winter Garden, FL MLS# O6382795
$399,000
3

Beds

2.1

Baths

1,628

Sq.Ft.

14095 TITLE WAY

Winter Garden, FL

View 15056 WINDFLOWER ALLEY Winter Garden, FL MLS# O6434353
  • Recently Listed with Virtual Tour
1 of 32
$398,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15056 WINDFLOWER ALLEY

Winter Garden, FL

View 1401 N FULLERS CROSS ROAD Winter Garden, FL MLS# O6385497
$395,000
Studio

Beds

0.0

Baths

1401 N FULLERS CROSS ROAD

Winter Garden, FL

View 15334 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6392207
$395,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15334 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

View 13158 BOUNTY AVENUE Winter Garden, FL MLS# O6421321
$395,000
3

Beds

2.1

Baths

1,567

Sq.Ft.

13158 BOUNTY AVENUE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15108 HARROWGATE WAY Winter Garden, FL MLS# A4702225
  • Recently Listed with Virtual Tour
1 of 18
$393,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

15108 HARROWGATE WAY

Winter Garden, FL

View 6208 ARALIA IVY LANE Winter Garden, FL MLS# O6427212
  • Virtual Tour
1 of 26
OPEN HOUSE: Saturday 8/29 12:00 PM - 2:00 PM
$390,000
3

Beds

2.1

Baths

1,560

Sq.Ft.

6208 ARALIA IVY LANE

Winter Garden, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 16931 RESEDA ALLEY Winter Garden, FL MLS# O6430332
  • Recently Listed with Virtual Tour
1 of 34
$390,000
3

Beds

2.1

Baths

1,568

Sq.Ft.

16931 RESEDA ALLEY

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

$611,805
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 - 200K22
$200K - 300K86
$300K - 400K77
$400K - 500K151
$500K - 600K160
$600K - 700K113
$700K - 800K111
$800K - 900K106
$900K - 1M65
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family696
Townhouse147
Condo131
Commercial9
Rental178
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 8/25/2026)

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 8/25/2026.