View 14741 SNOWY EGRET STREET Winter Garden, FL MLS# O6419534
$775,000
5

Beds

3.1

Baths

3,448

Sq.Ft.

14741 SNOWY EGRET STREET

Winter Garden, FL

View 9506 BOLERO ROAD Winter Garden, FL MLS# O6419794
$749,000
4

Beds

3.0

Baths

2,117

Sq.Ft.

9506 BOLERO ROAD

Winter Garden, FL

View 16950 ARROWHEAD BOULEVARD Winter Garden, FL MLS# S5152294
$620,000
2

Beds

2.0

Baths

1,514

Sq.Ft.

16950 ARROWHEAD BOULEVARD

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View Address not provided Winter Garden, FL MLS# G5114108
$723,200
4

Beds

2.1

Baths

2,688

Sq.Ft.

Address not provided

Winter Garden, FL

View 552 EGRET PLACE DRIVE Winter Garden, FL MLS# O6416734
$719,000
5

Beds

3.0

Baths

3,395

Sq.Ft.

552 EGRET PLACE DRIVE

Winter Garden, FL

View 8878 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6418128
$656,500
4

Beds

3.1

Baths

2,581

Sq.Ft.

8878 BISMARCK PALM DRIVE

Winter Garden, FL

View 5091 PALMETTO PARK DRIVE Winter Garden, FL MLS# G5114001
$650,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

5091 PALMETTO PARK DRIVE

Winter Garden, FL

View 17056 RED BIRD ROAD Winter Garden, FL MLS# G5113999
$795,000
3

Beds

2.0

Baths

1,709

Sq.Ft.

17056 RED BIRD ROAD

Winter Garden, FL

Courtesy of Mount Dora - WEICHERT, REALTORS® - Hallmark Properties
View 15587 HAMLIN BLOSSOM AVENUE Winter Garden, FL MLS# O6418163
$619,900
3

Beds

2.0

Baths

1,860

Sq.Ft.

15587 HAMLIN BLOSSOM AVENUE

Winter Garden, FL

View 14540 SUNBRIDGE CIRCLE Winter Garden, FL MLS# O6416033
$675,000
4

Beds

4.0

Baths

2,800

Sq.Ft.

14540 SUNBRIDGE CIRCLE

Winter Garden, FL

View 16131 HAMPTON CROSSING DRIVE Winter Garden, FL MLS# O6417701
$649,900
4

Beds

3.0

Baths

2,117

Sq.Ft.

16131 HAMPTON CROSSING DRIVE

Winter Garden, FL

View 17127 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5113973
$721,820
4

Beds

2.1

Baths

2,235

Sq.Ft.

17127 INGRAM BLUFF DRIVE

Winter Garden, FL

View 15587 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6415333
$640,000
4

Beds

2.1

Baths

2,751

Sq.Ft.

15587 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

View 2022 BOSS HEWETT STREET Winter Garden, FL MLS# O6417697
$679,000
4

Beds

3.0

Baths

2,281

Sq.Ft.

2022 BOSS HEWETT STREET

Winter Garden, FL

View 9503 BEAUTIFUL WAY Winter Garden, FL MLS# O6416825
$745,990
4

Beds

3.0

Baths

2,650

Sq.Ft.

9503 BEAUTIFUL WAY

Winter Garden, FL

Courtesy of WYNNMORE REALTY LLC
View 13404 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5113736
  • New Construction with Virtual Tour
1 of 19
$769,990
4

Beds

3.1

Baths

2,689

Sq.Ft.

13404 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 13380 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5113738
  • New Construction with Virtual Tour
1 of 26
$699,990
4

Beds

3.0

Baths

2,235

Sq.Ft.

13380 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 13392 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5113739
  • New Construction with Virtual Tour
1 of 26
$764,990
5

Beds

4.0

Baths

3,076

Sq.Ft.

13392 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 6051 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5113741
$737,110
4

Beds

2.1

Baths

2,235

Sq.Ft.

6051 FLOWERING CHERRY BEND

Winter Garden, FL

View 15139 CANOPY COVER DRIVE Winter Garden, FL MLS# O6415871
  • Adult Community with Virtual Tour
1 of 65
$699,000
2

Beds

2.0

Baths

2,000

Sq.Ft.

15139 CANOPY COVER DRIVE

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

1,063

Estimated median home price

$615,000
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 - 300K92
$300K - 400K68
$400K - 500K155
$500K - 600K181
$600K - 700K113
$700K - 800K129
$800K - 900K102
$900K - 1M67
$1M - Max131

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family750
Townhouse140
Condo139
Commercial10
Rental223
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/29/2026)

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.