View 15511 CAMPDEN STREET Winter Garden, FL MLS# O6413461
$395,000
3

Beds

2.1

Baths

1,916

Sq.Ft.

15511 CAMPDEN STREET

Winter Garden, FL

View 420 E CYPRESS STREET Winter Garden, FL MLS# O6412414
$410,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

420 E CYPRESS STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 11025 SUSPENSE DRIVE Winter Garden, FL MLS# G5113196
$419,900
3

Beds

2.1

Baths

1,636

Sq.Ft.

11025 SUSPENSE DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 6238 SUNNY TIME AVENUE Winter Garden, FL MLS# O6412326
  • New Construction with Virtual Tour
1 of 26
$438,890
3

Beds

2.1

Baths

1,683

Sq.Ft.

6238 SUNNY TIME AVENUE

Winter Garden, FL

View 14501 GROVE 3425 Winter Garden, FL MLS# A12025972
$420,000
2

Beds

2.0

Baths

14501 GROVE 3425

Winter Garden, FL

Courtesy of MIAMI LIFE REALTY LLC
View 7279 DUXBURY LANE Winter Garden, FL MLS# O6405682
$424,900
3

Beds

2.1

Baths

1,895

Sq.Ft.

7279 DUXBURY LANE

Winter Garden, FL

View 1503 COLUSO DRIVE Winter Garden, FL MLS# O6410109
$443,000
3

Beds

2.0

Baths

2,187

Sq.Ft.

1503 COLUSO DRIVE

Winter Garden, FL

View 15625 BOGGY OAK CIRCLE 108B Winter Garden, FL MLS# G5112579
$340,000
3

Beds

2.1

Baths

1,419

Sq.Ft.

15625 BOGGY OAK CIRCLE 108B

Winter Garden, FL

View 12103 EASTMOOR DRIVE Winter Garden, FL MLS# O6409071
$435,000
3

Beds

2.0

Baths

1,604

Sq.Ft.

12103 EASTMOOR DRIVE

Winter Garden, FL

View 14501 GROVE RESORT AVE 1535 Winter Garden, FL MLS# S5150001
$410,990
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVE 1535

Winter Garden, FL

View 14501 Grove Resort 1304 Winter Garden, FL MLS# A12022081
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 Grove Resort 1304

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 11072 SILVER SURFER ALLEY Winter Garden, FL MLS# O6406656
$440,000
3

Beds

2.1

Baths

1,770

Sq.Ft.

11072 SILVER SURFER ALLEY

Winter Garden, FL

View 7405 DUXBURY LANE Winter Garden, FL MLS# O6408343
$440,000
3

Beds

3.0

Baths

1,810

Sq.Ft.

7405 DUXBURY LANE

Winter Garden, FL

View 13299 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112134
  • New Construction with Virtual Tour
1 of 26
$449,990
3

Beds

2.1

Baths

1,729

Sq.Ft.

13299 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 13307 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112135
  • New Construction with Virtual Tour
1 of 53
$437,990
3

Beds

2.1

Baths

1,644

Sq.Ft.

13307 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 13295 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112136
  • New Construction with Virtual Tour
1 of 25
OPEN HOUSE: Sunday 8/2 1:00 PM - 5:00 PM
$439,990
3

Beds

2.1

Baths

1,715

Sq.Ft.

13295 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 10294 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6407798
$449,900
3

Beds

2.0

Baths

1,689

Sq.Ft.

10294 MERRYMEETING BAY DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 17736 PORTER ROAD Winter Garden, FL MLS# G5112009
  • New Construction with Virtual Tour
1 of 25
$451,542
3

Beds

3.0

Baths

1,715

Sq.Ft.

17736 PORTER ROAD

Winter Garden, FL

View 15038 WINDFLOWER ALLEY Winter Garden, FL MLS# O6405201
$441,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15038 WINDFLOWER ALLEY

Winter Garden, FL

View 15140 WINDFLOWER ALLEY Winter Garden, FL MLS# S5149180
$410,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15140 WINDFLOWER 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

1,060

Estimated median home price

$615,528
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 - 100K2
$100K - 200K24
$200K - 300K90
$300K - 400K68
$400K - 500K157
$500K - 600K178
$600K - 700K112
$700K - 800K128
$800K - 900K103
$900K - 1M63
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family747
Townhouse141
Condo137
Commercial9
Rental215
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/1/2026)

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 8/2/2026.