View 15615 HONEYBELL DRIVE Winter Garden, FL MLS# O6406267
  • Recently Listed with Virtual Tour
1 of 37
$389,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

15615 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 13307 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112135
  • Recently Listed with Virtual Tour
1 of 53
$437,990
3

Beds

2.1

Baths

1,644

Sq.Ft.

13307 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 833 BENDING OAK TRAIL Winter Garden, FL MLS# O6403683
  • Recently Listed with Virtual Tour
1 of 31
OPEN HOUSE: Thursday 5/14 5:00 PM - 7:00 PM
$435,000
3

Beds

2.1

Baths

1,789

Sq.Ft.

833 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of GLOBAL FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 15140 WINDFLOWER ALLEY Winter Garden, FL MLS# S5149180
  • Recently Listed with Virtual Tour
1 of 34
$410,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15140 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 14090 AVENUE OF THE GROVES Winter Garden, FL MLS# O6404288
  • Recently Listed with Virtual Tour
1 of 48
$339,000
2

Beds

2.1

Baths

1,116

Sq.Ft.

14090 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of RE/MAX TOWN CENTRE
View 14844 DRIFTWATER DRIVE Winter Garden, FL MLS# O6404258
  • Recently Listed with Virtual Tour
1 of 36
$429,990
4

Beds

2.1

Baths

1,990

Sq.Ft.

14844 DRIFTWATER DRIVE

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View Address not provided Winter Garden, FL MLS# O6403450
  • Recently Listed with Virtual Tour
1 of 30
$320,000
2

Beds

2.0

Baths

1,434

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of WELCOME HOME REALTY GROUP LLC
View 14501 GROVE RESORT AVENUE 1614 Winter Garden, FL MLS# O6398376
  • Recently Listed with Virtual Tour
1 of 26
$325,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 1614

Winter Garden, FL

Courtesy of LIVE MVRK LLC
View 1670 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# O6403033
$425,000
3

Beds

2.0

Baths

1,699

Sq.Ft.

1670 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 15939 MARINA BAY DRIVE Winter Garden, FL MLS# S5148701
$425,000
3

Beds

2.1

Baths

1,767

Sq.Ft.

15939 MARINA BAY DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 18173 CIDER MILL LANE Winter Garden, FL MLS# O6401425
  • New Construction with Virtual Tour
1 of 15
$419,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

18173 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 15357 OAK APPLE COURT 4C Winter Garden, FL MLS# O6401625
  • Recently Listed with Virtual Tour
1 of 36
$360,000
3

Beds

2.1

Baths

1,699

Sq.Ft.

15357 OAK APPLE COURT 4C

Winter Garden, FL

Courtesy of THE SIMON SIMAAN GROUP
View 14501 GROVE RESORT AVENUE 3737 Winter Garden, FL MLS# O6400544
  • Recently Listed with Virtual Tour
1 of 21
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3737

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 5618 WATER ROSE ROAD Winter Garden, FL MLS# O6400788
$395,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

5618 WATER ROSE ROAD

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 14501 GROVE RESORT AVENUE Winter Garden, FL MLS# S5148274
$349,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 16920 RESEDA ALLEY Winter Garden, FL MLS# O6400124
$385,000
3

Beds

2.1

Baths

1,568

Sq.Ft.

16920 RESEDA ALLEY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 18179 CIDER MILL LANE Winter Garden, FL MLS# O6399141
  • New Construction with Virtual Tour
1 of 15
$419,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

18179 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 15755 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6400420
$425,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

15755 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of REVEL REALTY LLC
View 10031 MEMOIR AVENUE Winter Garden, FL MLS# O6399210
$400,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

10031 MEMOIR AVENUE

Winter Garden, FL

Courtesy of BROKERS REAL ESTATE GROUP INC
View 604 FOSTER AVENUE Winter Garden, FL MLS# O6389095
$400,000
3

Beds

2.0

Baths

1,275

Sq.Ft.

604 FOSTER AVENUE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC

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

1,020

Estimated median home price

$612,250
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 - 200K20
$200K - 300K101
$300K - 400K78
$400K - 500K142
$500K - 600K155
$600K - 700K132
$700K - 800K117
$800K - 900K85
$900K - 1M79
$1M - Max110

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family696
Townhouse140
Condo140
Commercial11
Rental216
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/12/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/13/2026.

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 5/13/2026.