View 17658 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6450658
  • Recently Listed with Virtual Tour
1 of 25
$4,700
4

Beds

2.1

Baths

3,545

Sq.Ft.

17658 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of VESTI LLC
View 6393 WILD PERSIMMON WAY UNIT #A Winter Garden, FL MLS# O6450570
$3,650
4

Beds

2.1

Baths

2,515

Sq.Ft.

6393 WILD PERSIMMON WAY UNIT #A

Winter Garden, FL

Courtesy of MANAGER PROP
View 6393 WILD PERSIMMON WAY UNIT #B Winter Garden, FL MLS# O6450579
$1,500
1

Beds

1.1

Baths

600

Sq.Ft.

6393 WILD PERSIMMON WAY UNIT #B

Winter Garden, FL

Courtesy of MANAGER PROP
The time to sell is now! THE TIME TO SELL IS NOW!
View 12248 Encore at Ovation Way Winter Garden, FL MLS# A12107649
  • Recently Listed with Virtual Tour
1 of 53
$3,500
4

Beds

3.0

Baths

12248 Encore at Ovation Way

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 16366 BRISK BREEZE ALLEY Winter Garden, FL MLS# O6448746
  • Recently Listed with Virtual Tour
1 of 15
$2,750
3

Beds

2.1

Baths

2,014

Sq.Ft.

16366 BRISK BREEZE ALLEY

Winter Garden, FL

Courtesy of ELITE MANAGEMENT & LEASING LLC
View 12355 SILK MIMOSA ALY Winter Garden, FL MLS# O6450442
  • Recently Listed with Virtual Tour
1 of 26
$3,495
4

Beds

3.1

Baths

2,693

Sq.Ft.

12355 SILK MIMOSA ALY

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 6339 WILD PERSIMMON WAY Winter Garden, FL MLS# O6450631
  • Recently Listed with Virtual Tour
1 of 20
$3,350
4

Beds

3.0

Baths

2,102

Sq.Ft.

6339 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 214 2ND STREET Winter Garden, FL MLS# O6449629
  • Recently Listed
1 of 4
$1,100
1

Beds

1.0

Baths

300

Sq.Ft.

214 2ND STREET

Winter Garden, FL

Courtesy of ACTION PLUS REALTY SERVICES
View 6258 SUNNY TIME AVENUE Winter Garden, FL MLS# O6449816
  • Recently Listed with Virtual Tour
1 of 32
$2,850
3

Beds

2.1

Baths

1,553

Sq.Ft.

6258 SUNNY TIME AVENUE

Winter Garden, FL

Courtesy of FOLIO REALTY LLC
View Address not provided Winter Garden, FL MLS# O6450326
$2,449
4

Beds

2.0

Baths

2,505

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of TAH FLORIDA LLC
View 1418 DANIELS COVE DRIVE Winter Garden, FL MLS# O6450341
  • Recently Listed with Virtual Tour
1 of 6
$1,100
2

Beds

1.0

Baths

300

Sq.Ft.

1418 DANIELS COVE DRIVE

Winter Garden, FL

Courtesy of ACTION PLUS REALTY SERVICES
View 15093 GROVESIDE ROAD Winter Garden, FL MLS# S5159462
  • Recently Listed with Virtual Tour
1 of 23
$3,350
4

Beds

3.1

Baths

1,881

Sq.Ft.

15093 GROVESIDE ROAD

Winter Garden, FL

Courtesy of NEWKEY REAL ESTATE LLC
View 1268 PORTMOOR WAY Winter Garden, FL MLS# S5159473
  • Recently Listed with Virtual Tour
1 of 16
$3,300
4

Beds

2.0

Baths

2,197

Sq.Ft.

1268 PORTMOOR WAY

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 5600 WATER ROSE ROAD Winter Garden, FL MLS# O6449630
  • Recently Listed with Virtual Tour
1 of 28
$2,700
3

Beds

2.1

Baths

1,748

Sq.Ft.

5600 WATER ROSE ROAD

Winter Garden, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 12202 PLUMPTON DRIVE Winter Garden, FL MLS# O6450045
  • Recently Listed with Virtual Tour
1 of 27
$2,600
3

Beds

2.1

Baths

1,691

Sq.Ft.

12202 PLUMPTON DRIVE

Winter Garden, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 6305 HAMLIN RESERVE BOULEVARD Winter Garden, FL MLS# S5159463
$2,990
4

Beds

3.0

Baths

2,205

Sq.Ft.

6305 HAMLIN RESERVE BOULEVARD

Winter Garden, FL

Courtesy of MD3 HOMES LLC
View 9469 MEADOW HUNT WAY Winter Garden, FL MLS# O6449082
$2,800
4

Beds

2.1

Baths

1,880

Sq.Ft.

9469 MEADOW HUNT WAY

Winter Garden, FL

Courtesy of HANG SENG REALTY , INC
View 13965 EASDALE ALY Winter Garden, FL MLS# O6449023
  • Virtual Tour
1 of 18
$2,950
3

Beds

2.1

Baths

2,031

Sq.Ft.

13965 EASDALE ALY

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 10160 STOREY GROVE WAY Winter Garden, FL MLS# S5158769
$2,750
4

Beds

3.0

Baths

2,013

Sq.Ft.

10160 STOREY GROVE WAY

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 14732 ARCTIC TERN LANE Winter Garden, FL MLS# O6448312
$3,200
4

Beds

2.1

Baths

2,838

Sq.Ft.

14732 ARCTIC TERN LANE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY

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

941

Estimated median home price

$599,900
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

Price Count
$0 - 100K 1
$100K - 200K 36
$200K - 300K 69
$300K - 400K 71
$400K - 500K 143
$500K - 600K 155
$600K - 700K 111
$700K - 800K 108
$800K - 900K 106
$900K - 1M 49
$1M - Max 92

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 646
Townhouse 142
Condo 116
Commercial 5
Rental 227
Lots and Land 25
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 11/2/2026)

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 11/3/2026.