View 227 W CYPRESS STREET Winter Garden, FL MLS# O6397063
$165,000
Studio

Beds

0.0

Baths

227 W CYPRESS STREET

Winter Garden, FL

Courtesy of HOGAN REALTY GROUP INC
View 15350 OAK APPLE COURT 17B Winter Garden, FL MLS# O6396724
$329,900
3

Beds

2.1

Baths

1,544

Sq.Ft.

15350 OAK APPLE COURT 17B

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 14501 GROVE RESORT AVENUE 1310 Winter Garden, FL MLS# O6397317
  • Recently Listed with Virtual Tour
1 of 50
$230,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1310

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 1721 Winter Garden, FL MLS# O6397131
  • Recently Listed with Virtual Tour
1 of 50
$249,500
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1721

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14501 GROVE RESORT AVENUE 1703 Winter Garden, FL MLS# O6394100
  • Recently Listed with Virtual Tour
1 of 22
$299,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1703

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 14718 MICAH STREET Winter Garden, FL MLS# O6396793
$165,000
Studio

Beds

0.0

Baths

14718 MICAH STREET

Winter Garden, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 0 9TH STREET Winter Garden, FL MLS# O6398357
  • Recently Listed with Virtual Tour
1 of 5
$299,000
Studio

Beds

0.0

Baths

0 9TH STREET

Winter Garden, FL

Courtesy of ENGEL & VOELKERS LAKELAND
View 632 DHARMA CIRCLE Winter Garden, FL MLS# O6396151
  • Recently Listed with Virtual Tour
1 of 24
$380,000
3

Beds

2.0

Baths

1,315

Sq.Ft.

632 DHARMA CIRCLE

Winter Garden, FL

Courtesy of LA ROSA RTY WINTER GARDEN LLC
View 431 SOUTHERN PECAN CIRCLE 201 Winter Garden, FL MLS# O6397663
  • Recently Listed with Virtual Tour
1 of 46
$319,900
3

Beds

2.0

Baths

1,499

Sq.Ft.

431 SOUTHERN PECAN CIRCLE 201

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 15126 AQUA SOL LANE Winter Garden, FL MLS# O6395617
  • Adult Community with Virtual Tour
1 of 64
$399,500
2

Beds

2.0

Baths

1,579

Sq.Ft.

15126 AQUA SOL LANE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 7230 DUXBURY LANE Winter Garden, FL MLS# O6395091
$400,000
2

Beds

2.1

Baths

1,456

Sq.Ft.

7230 DUXBURY LANE

Winter Garden, FL

Courtesy of ORANGE SLICE PROPERTIES
View 13335 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5110385
  • New Construction with Virtual Tour
1 of 25
$428,000
3

Beds

3.0

Baths

1,715

Sq.Ft.

13335 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 514 DUNBAR AVENUE Winter Garden, FL MLS# O6394414
$295,000
3

Beds

2.0

Baths

1,162

Sq.Ft.

514 DUNBAR AVENUE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 14501 GROVE RESORT AVENUE 1110 Winter Garden, FL MLS# A4688528
$185,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1110

Winter Garden, FL

Courtesy of DALTON WADE INC
View 10768 RHETT BUTLER ALLEY Winter Garden, FL MLS# O6396023
  • Recently Listed with Virtual Tour
1 of 48
$424,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

10768 RHETT BUTLER ALLEY

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 1421 FETTLER WAY Winter Garden, FL MLS# O6395007
$170,000
2

Beds

2.0

Baths

1,076

Sq.Ft.

1421 FETTLER WAY

Winter Garden, FL

Courtesy of PREMIUM REALTY ADVISORS LLC
View 16209 ADMIRALS COVE LANE Winter Garden, FL MLS# S5145675
$414,995
3

Beds

2.1

Baths

1,568

Sq.Ft.

16209 ADMIRALS COVE LANE

Winter Garden, FL

Courtesy of AROD PARTNERS REALTY
View 233 SOUTHERN PECAN CIRCLE 101 Winter Garden, FL MLS# S5144851
$259,900
2

Beds

1.0

Baths

966

Sq.Ft.

233 SOUTHERN PECAN CIRCLE 101

Winter Garden, FL

Courtesy of HOMESMART
View 304 ERON WAY Winter Garden, FL MLS# A11989247
  • Virtual Tour
1 of 19
$199,000
2

Beds

2.0

Baths

304 ERON WAY

Winter Garden, FL

Courtesy of WINDERMERE REALTY GROUP
View 15353 OAK APPLE COURT Winter Garden, FL MLS# O6393663
$350,000
3

Beds

2.1

Baths

1,699

Sq.Ft.

15353 OAK APPLE COURT

Winter Garden, FL

Courtesy of EPIC REAL ESTATE ADVISORS LLC

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

986

Estimated median home price

$599,945
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 - 200K18
$200K - 300K97
$300K - 400K80
$400K - 500K145
$500K - 600K158
$600K - 700K123
$700K - 800K105
$800K - 900K86
$900K - 1M66
$1M - Max107

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family680
Townhouse136
Condo132
Commercial12
Rental217
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 4/23/2026)

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

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 4/23/2026.

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 4/23/2026.