View 13356 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5105237
  • New Construction with Virtual Tour
1 of 28
$599,990
4

Beds

2.1

Baths

2,235

Sq.Ft.

13356 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17317 BEACHGRASS Winter Garden, FL MLS# O6365266
  • New Construction with Virtual Tour
1 of 23
$659,990
4

Beds

3.1

Baths

2,791

Sq.Ft.

17317 BEACHGRASS

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 18219 OLIVER TWIST WAY Winter Garden, FL MLS# O6365155
$635,000
4

Beds

2.1

Baths

2,683

Sq.Ft.

18219 OLIVER TWIST WAY

Winter Garden, FL

Courtesy of U S GLORY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 16140 HARBOR MIST ALLEY Winter Garden, FL MLS# O6365057
$585,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16140 HARBOR MIST ALLEY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View Address not provided Winter Garden, FL MLS# TB8453450
  • New Construction with Virtual Tour
1 of 30
$524,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 15216 CHAPTER WAY Winter Garden, FL MLS# S5139219
$515,000
4

Beds

3.0

Baths

2,042

Sq.Ft.

15216 CHAPTER WAY

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 1527 VISCAYA COVE BOULEVARD Winter Garden, FL MLS# O6364279
$569,000
4

Beds

3.1

Baths

2,502

Sq.Ft.

1527 VISCAYA COVE BOULEVARD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 13011 TRANQUIL WATER ALLEY Winter Garden, FL MLS# G5105040
  • New Construction with Virtual Tour
1 of 61
$594,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13011 TRANQUIL WATER ALLEY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13041 TRANQUIL WATER ALLEY Winter Garden, FL MLS# G5105041
  • New Construction with Virtual Tour
1 of 30
$614,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13041 TRANQUIL WATER ALLEY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14649 OLD THICKET TRACE Winter Garden, FL MLS# O6362582
$524,900
5

Beds

4.1

Baths

3,436

Sq.Ft.

14649 OLD THICKET TRACE

Winter Garden, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 13037 SERENE GLADE ROAD Winter Garden, FL MLS# G5104988
  • New Construction with Virtual Tour
1 of 62
$569,990
3

Beds

2.1

Baths

1,836

Sq.Ft.

13037 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6321 WILD PERSIMMON WAY Winter Garden, FL MLS# G5105005
$654,990
3

Beds

2.0

Baths

1,772

Sq.Ft.

6321 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View Address not provided Winter Garden, FL MLS# G5105009
  • New Construction
1 of 68
$609,990
4

Beds

3.0

Baths

2,083

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6315 WILD PERSIMMON WAY Winter Garden, FL MLS# G5105013
$668,990
4

Beds

3.0

Baths

2,102

Sq.Ft.

6315 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5338 LAKE VIRGINIA STREET Winter Garden, FL MLS# O6363497
  • Virtual Tour
1 of 75
OPEN HOUSE: Saturday 1/10 11:00 AM - 1:00 PM
$615,000
4

Beds

2.1

Baths

2,790

Sq.Ft.

5338 LAKE VIRGINIA STREET

Winter Garden, FL

Courtesy of ALICIA SPEARS REALTY
View 500 TEACUP SPRINGS COURT Winter Garden, FL MLS# S5139281
$530,000
4

Beds

3.0

Baths

2,397

Sq.Ft.

500 TEACUP SPRINGS COURT

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 16125 AZURE KEY STREET Winter Garden, FL MLS# O6364171
$500,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

16125 AZURE KEY STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 13151 CALMING BREEZE WAY Winter Garden, FL MLS# O6363957
$552,500
3

Beds

2.1

Baths

2,096

Sq.Ft.

13151 CALMING BREEZE WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14464 WHITTRIDGE DRIVE Winter Garden, FL MLS# G5104492
  • Virtual Tour
1 of 36
OPEN HOUSE: Saturday 1/10 11:00 AM - 2:30 PM
$650,000
5

Beds

3.1

Baths

2,835

Sq.Ft.

14464 WHITTRIDGE DRIVE

Winter Garden, FL

Courtesy of OPTIMA ONE REALTY, INC.
View 15388 ARCADIA BLUFF LOOP Winter Garden, FL MLS# O6361770
$659,990
3

Beds

4.1

Baths

2,640

Sq.Ft.

15388 ARCADIA BLUFF LOOP

Winter Garden, FL

Courtesy of DOUBLE M GROUP COMPANY

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

763

Estimated median home price

$585,000
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 - 100K6
$100K - 200K10
$200K - 300K64
$300K - 400K80
$400K - 500K135
$500K - 600K115
$600K - 700K82
$700K - 800K70
$800K - 900K62
$900K - 1M48
$1M - Max91

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family491
Townhouse119
Condo107
Commercial9
Rental223
Lots and Land33
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/6/2026)

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 1/7/2026.

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.

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 1/7/2026.