395 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16413 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6397513
$434,900
3

Beds

2.1

Baths

1,626

Sq.Ft.

16413 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14501 GROVE RESORT AVENUE 1721 Winter Garden, FL MLS# O6397131
$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 15267 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8494938
  • New Construction with Virtual Tour
1 of 33
$474,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15267 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 1703 Winter Garden, FL MLS# O6394100
$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 16197 WIND VIEW LANE Winter Garden, FL MLS# O6397229
$517,000
3

Beds

2.1

Baths

2,027

Sq.Ft.

16197 WIND VIEW LANE

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 0 9TH STREET Winter Garden, FL MLS# O6398357
  • 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
  • Virtual Tour
1 of 24
$400,000
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
$310,000
3

Beds

2.0

Baths

1,499

Sq.Ft.

431 SOUTHERN PECAN CIRCLE 201

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16434 HAMLIN HILLS ROAD Winter Garden, FL MLS# O6396052
$480,000
3

Beds

2.1

Baths

1,729

Sq.Ft.

16434 HAMLIN HILLS ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14834 BAHAMA SWALLOW BOULEVARD Winter Garden, FL MLS# O6395079
$525,000
4

Beds

2.0

Baths

2,049

Sq.Ft.

14834 BAHAMA SWALLOW BOULEVARD

Winter Garden, FL

Courtesy of SERHANT
View 7655 SILVER MEADOW STREET Winter Garden, FL MLS# G5110445
$511,705
3

Beds

2.0

Baths

1,772

Sq.Ft.

7655 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View Address not provided Winter Garden, FL MLS# G5110456
  • New Construction
1 of 2
$510,880
3

Beds

2.0

Baths

1,772

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14542 GOLDEN HARBOR LANE Winter Garden, FL MLS# O6395116
$500,000
3

Beds

2.1

Baths

1,904

Sq.Ft.

14542 GOLDEN HARBOR LANE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
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 5413 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# S5146601
$488,000
4

Beds

2.1

Baths

2,131

Sq.Ft.

5413 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of MD3 HOMES 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
$252,900
2

Beds

1.0

Baths

966

Sq.Ft.

233 SOUTHERN PECAN CIRCLE 101

Winter Garden, FL

Courtesy of HOMESMART
View 10089 SALT POINT DRIVE Winter Garden, FL MLS# O6392385
$475,000
3

Beds

2.1

Baths

1,654

Sq.Ft.

10089 SALT POINT DRIVE

Winter Garden, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
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

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

1,039

Estimated median home price

$609,000
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

Price Count
$0 - 100K 2
$100K - 200K 23
$200K - 300K 97
$300K - 400K 81
$400K - 500K 143
$500K - 600K 170
$600K - 700K 124
$700K - 800K 116
$800K - 900K 84
$900K - 1M 73
$1M - Max 126

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 716
Townhouse 136
Condo 144
Commercial 10
Rental 214
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/28/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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 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 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 5/28/2026.

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 5/28/2026.

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

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 5/28/2026.