View 16154 TREADWELL STREET Winter Garden, FL MLS# G5104842
$439,900
3

Beds

2.1

Baths

1,829

Sq.Ft.

16154 TREADWELL STREET

Winter Garden, FL

Courtesy of TOUCHSTONE REAL ESTATE
View 10231 MEADOW BROOK DRIVE Winter Garden, FL MLS# O6363279
$482,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

10231 MEADOW BROOK DRIVE

Winter Garden, FL

Courtesy of A BETTER CHOICE REALTY, INC.
View 16845 HOBE SOUND COURT Winter Garden, FL MLS# O6362478
  • New Construction with Virtual Tour
1 of 35
$568,950
3

Beds

2.1

Baths

2,027

Sq.Ft.

16845 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 18117 CIDER MILL LANE Winter Garden, FL MLS# O6362486
  • New Construction with Virtual Tour
1 of 15
$485,500
3

Beds

2.1

Baths

1,817

Sq.Ft.

18117 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16354 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6362599
$480,000
3

Beds

2.1

Baths

1,818

Sq.Ft.

16354 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of FOLIO REALTY LLC
View 15375 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8450047
  • New Construction with Virtual Tour
1 of 37
$472,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15375 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 14501 GROVE RESORT AVENUE 3304 Winter Garden, FL MLS# S5138971
$205,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3304

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 15262 GROVESIDE ROAD Winter Garden, FL MLS# O6361868
  • New Construction with Virtual Tour
1 of 18
$449,990
3

Beds

2.1

Baths

1,846

Sq.Ft.

15262 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 403 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6361839
  • Adult Community with Virtual Tour
1 of 18
$455,000
3

Beds

2.0

Baths

1,713

Sq.Ft.

403 LAKE AMBERLEIGH DRIVE

Winter Garden, FL

Courtesy of PINNACLE SIGNATURE REALTY LLC
View 15523 BAY BRIDGE STREET Winter Garden, FL MLS# O6361419
$439,990
3

Beds

2.1

Baths

1,691

Sq.Ft.

15523 BAY BRIDGE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 9410 BOLSHOI ALLEY Winter Garden, FL MLS# O6361431
  • New Construction
1 of 61
$429,990
3

Beds

2.1

Baths

1,691

Sq.Ft.

9410 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1182 ORANGE SEASON LANE Winter Garden, FL MLS# O6361416
$525,000
3

Beds

2.1

Baths

2,224

Sq.Ft.

1182 ORANGE SEASON LANE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 14501 GROVE RESORT AVENUE 3535 Winter Garden, FL MLS# S5138632
$389,990
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3535

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 15537 HONEYBELL DRIVE Winter Garden, FL MLS# G5104542
  • Adult Community with Virtual Tour
1 of 25
$379,800
3

Beds

2.1

Baths

1,584

Sq.Ft.

15537 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of LUXE PROPERTIES
View 11144 SUSPENSE DRIVE Winter Garden, FL MLS# O6360667
$409,900
3

Beds

2.1

Baths

1,717

Sq.Ft.

11144 SUSPENSE DRIVE

Winter Garden, FL

Courtesy of IAD FLORIDA LLC
View 446 REGAL DOWNS CIRCLE Winter Garden, FL MLS# O6360436
$328,800
2

Beds

2.0

Baths

1,508

Sq.Ft.

446 REGAL DOWNS CIRCLE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 10097 MEMOIR AVENUE Winter Garden, FL MLS# O6360629
$399,500
3

Beds

2.1

Baths

1,636

Sq.Ft.

10097 MEMOIR AVENUE

Winter Garden, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 12373 BRACCO STREET 12373 Winter Garden, FL MLS# O6360606
$550,000
4

Beds

2.1

Baths

2,003

Sq.Ft.

12373 BRACCO STREET 12373

Winter Garden, FL

Courtesy of POINTON REALTY INC
View 14801 EVERGREEN OAK LOOP Winter Garden, FL MLS# O6360967
$415,000
3

Beds

2.1

Baths

1,741

Sq.Ft.

14801 EVERGREEN OAK LOOP

Winter Garden, FL

Courtesy of VYLLA HOME
View 7179 SPRING PARK DRIVE Winter Garden, FL MLS# G5104631
$545,000
4

Beds

2.1

Baths

2,272

Sq.Ft.

7179 SPRING PARK DRIVE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI

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

794

Estimated median home price

$589,990
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 - 100K7
$100K - 200K7
$200K - 300K66
$300K - 400K81
$400K - 500K138
$500K - 600K125
$600K - 700K90
$700K - 800K69
$800K - 900K66
$900K - 1M49
$1M - Max96

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family515
Townhouse123
Condo110
Commercial10
Rental229
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/29/2025)

Information deemed reliable but 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.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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

Copyright 2025 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 12/29/2025.

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 12/29/2025.