View 6171 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5113609
$792,805
4

Beds

3.1

Baths

2,688

Sq.Ft.

6171 FLOWERING CHERRY BEND

Winter Garden, FL

View 13129 FARO COURT Winter Garden, FL MLS# O6415958
$812,000
5

Beds

4.1

Baths

3,664

Sq.Ft.

13129 FARO COURT

Winter Garden, FL

View 15174 FIELD DAISY DRIVE Winter Garden, FL MLS# O6415990
$679,000
4

Beds

3.1

Baths

2,686

Sq.Ft.

15174 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
The time to sell is now! THE TIME TO SELL IS NOW!
View 13877 EASDALE ALLEY Winter Garden, FL MLS# O6415763
  • New Construction with Virtual Tour
1 of 15
$615,000
4

Beds

4.0

Baths

2,593

Sq.Ft.

13877 EASDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 12732 SUNSET WALK DRIVE Winter Garden, FL MLS# O6415777
  • New Construction with Virtual Tour
1 of 13
$649,000
4

Beds

4.0

Baths

2,593

Sq.Ft.

12732 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 15162 EVERGREEN OAK LOOP Winter Garden, FL MLS# O6413232
$619,000
4

Beds

3.1

Baths

2,418

Sq.Ft.

15162 EVERGREEN OAK LOOP

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# G5113600
$663,645
4

Beds

2.1

Baths

2,235

Sq.Ft.

Address not provided

Winter Garden, FL

View 14252 CREEKBED CIRCLE Winter Garden, FL MLS# O6408908
  • New Construction with Virtual Tour
1 of 69
$779,900
4

Beds

3.1

Baths

3,572

Sq.Ft.

14252 CREEKBED CIRCLE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 5024 PALMETTO PARK DRIVE Winter Garden, FL MLS# O6414749
$805,000
4

Beds

3.1

Baths

3,061

Sq.Ft.

5024 PALMETTO PARK DRIVE

Winter Garden, FL

View 7687 BOWERY DRIVE Winter Garden, FL MLS# O6415123
$799,900
5

Beds

4.0

Baths

3,179

Sq.Ft.

7687 BOWERY DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 9481 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6414779
$789,990
4

Beds

3.0

Baths

2,569

Sq.Ft.

9481 EMERALD BERRY DRIVE

Winter Garden, FL

View 15648 SHOREBIRD LANE Winter Garden, FL MLS# G5113473
$699,000
3

Beds

2.0

Baths

2,170

Sq.Ft.

15648 SHOREBIRD LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 16466 OLIVE HILL DRIVE Winter Garden, FL MLS# O6409922
$640,000
3

Beds

2.1

Baths

2,020

Sq.Ft.

16466 OLIVE HILL DRIVE

Winter Garden, FL

View 214 S WOODLAND STREET Winter Garden, FL MLS# O6413395
$800,000
4

Beds

2.0

Baths

2,868

Sq.Ft.

214 S WOODLAND STREET

Winter Garden, FL

View 12547 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6413409
  • New Construction with Virtual Tour
1 of 34
$819,990
4

Beds

3.1

Baths

3,291

Sq.Ft.

12547 GOLD HONEYSUCKLE STREET

Winter Garden, FL

View 15130 OVATION DRIVE Winter Garden, FL MLS# O6413647
$821,000
7

Beds

4.0

Baths

4,688

Sq.Ft.

15130 OVATION DRIVE

Winter Garden, FL

View 6122 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5113307
$774,549
4

Beds

3.1

Baths

2,515

Sq.Ft.

6122 FLOWERING CHERRY BEND

Winter Garden, FL

View 636 SIGLER DRIVE Winter Garden, FL MLS# O6413662
  • New Construction with Virtual Tour
1 of 13
$611,610
3

Beds

2.1

Baths

1,634

Sq.Ft.

636 SIGLER DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 15149 CANOE PLACE Winter Garden, FL MLS# O6412776
$794,989
4

Beds

3.1

Baths

3,081

Sq.Ft.

15149 CANOE PLACE

Winter Garden, FL

Courtesy of RE/MAX ASSURED
View 11165 GREEN CITRON ALLEY Winter Garden, FL MLS# O6413226
$647,000
4

Beds

3.0

Baths

2,043

Sq.Ft.

11165 GREEN CITRON 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

1,057

Estimated median home price

$615,065
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 - 200K24
$200K - 300K89
$300K - 400K68
$400K - 500K156
$500K - 600K179
$600K - 700K115
$700K - 800K128
$800K - 900K102
$900K - 1M65
$1M - Max130

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family747
Townhouse140
Condo136
Commercial9
Rental219
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/30/2026)

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 7/30/2026.