1,057 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1164 PRADO LANE Winter Garden, FL MLS# O6403024
  • New Construction with Virtual Tour
1 of 6
$2,210,000
5

Beds

5.1

Baths

4,204

Sq.Ft.

1164 PRADO LANE

Winter Garden, FL

Courtesy of REGENCY REAL ESTATE LLC
View 9110 MORGANA COURT Winter Garden, FL MLS# O6409413
$2,099,000
5

Beds

5.0

Baths

4,661

Sq.Ft.

9110 MORGANA COURT

Winter Garden, FL

View 9014 MORGANA COURT Winter Garden, FL MLS# O6371050
$2,075,000
5

Beds

4.1

Baths

4,436

Sq.Ft.

9014 MORGANA COURT

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 15555 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6400010
$2,075,000
5

Beds

4.2

Baths

4,342

Sq.Ft.

15555 PANTHER LAKE DRIVE

Winter Garden, FL

View 16077 BARKLY RIDGE COURT Winter Garden, FL MLS# O6391901
$2,000,000
6

Beds

5.2

Baths

5,524

Sq.Ft.

16077 BARKLY RIDGE COURT

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 15532 AVENUE OF THE ARBORS Winter Garden, FL MLS# O6405850
$1,999,947
5

Beds

4.1

Baths

3,837

Sq.Ft.

15532 AVENUE OF THE ARBORS

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15058 SUNSTAR WAY Winter Garden, FL MLS# O6411520
$1,900,000
5

Beds

3.1

Baths

3,607

Sq.Ft.

15058 SUNSTAR WAY

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 8750 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6416046
  • Recently Listed with Virtual Tour
1 of 88
$1,895,000
5

Beds

5.1

Baths

4,641

Sq.Ft.

8750 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1211 E MAPLE STREET Winter Garden, FL MLS# O6153590
$1,800,000
Studio

Beds

0.0

Baths

1211 E MAPLE STREET

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 68 N PARK AVENUE Winter Garden, FL MLS# O6400066
$1,799,000
4

Beds

3.2

Baths

3,555

Sq.Ft.

68 N PARK AVENUE

Winter Garden, FL

Courtesy of VISTA CAY REALTY COMPANY
View 902 JOHNS POINT DRIVE Winter Garden, FL MLS# O6412933
$1,799,000
4

Beds

4.0

Baths

4,085

Sq.Ft.

902 JOHNS POINT DRIVE

Winter Garden, FL

View 1144 HULL ISLAND DRIVE Winter Garden, FL MLS# O6418306
$1,799,000
5

Beds

4.1

Baths

4,102

Sq.Ft.

1144 HULL ISLAND DRIVE

Winter Garden, FL

View 17372 GLOSSY POMELO WAY Winter Garden, FL MLS# O6406639
  • New Construction with Virtual Tour
1 of 78
$1,790,000
5

Beds

5.1

Baths

4,977

Sq.Ft.

17372 GLOSSY POMELO WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 906 ALLENDALE LANE Winter Garden, FL MLS# G5107489
$1,765,000
5

Beds

4.0

Baths

3,784

Sq.Ft.

906 ALLENDALE LANE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 121 W MAPLE STREET Winter Garden, FL MLS# O6417649
$1,725,000
4

Beds

3.1

Baths

3,243

Sq.Ft.

121 W MAPLE STREET

Winter Garden, FL

View 2450 DAHLGREN WAY Winter Garden, FL MLS# TB8481106
$1,700,000
5

Beds

5.0

Baths

4,365

Sq.Ft.

2450 DAHLGREN WAY

Winter Garden, FL

View 720 LAKE BRIM DRIVE Winter Garden, FL MLS# O6387519
$1,699,000
4

Beds

4.0

Baths

3,781

Sq.Ft.

720 LAKE BRIM DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 16161 BARKLY RIDGE COURT Winter Garden, FL MLS# O6402785
$1,690,000
6

Beds

5.2

Baths

5,284

Sq.Ft.

16161 BARKLY RIDGE COURT

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 279 ZACHARY WADE STREET Winter Garden, FL MLS# O6408014
$1,675,000
5

Beds

3.1

Baths

4,473

Sq.Ft.

279 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 1101 EAGLES PASS WAY Winter Garden, FL MLS# O6408835
$1,674,999
6

Beds

5.0

Baths

4,104

Sq.Ft.

1101 EAGLES PASS WAY

Winter Garden, FL

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

1,073

Estimated median home price

$614,000
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 - 100K1
$100K - 200K24
$200K - 300K95
$300K - 400K77
$400K - 500K141
$500K - 600K188
$600K - 700K123
$700K - 800K114
$800K - 900K100
$900K - 1M75
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family758
Townhouse133
Condo145
Commercial11
Rental204
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/1/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 7/1/2026.

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.

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 7/1/2026.