702 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 637 GRASSY STONE DRIVE Winter Garden, FL MLS# O6427944
$800,000
5

Beds

3.0

Baths

3,241

Sq.Ft.

637 GRASSY STONE DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 12940 HARVEST RAIN AVENUE Winter Garden, FL MLS# O6430978
  • New Construction with Virtual Tour
1 of 24
$800,000
4

Beds

4.1

Baths

2,837

Sq.Ft.

12940 HARVEST RAIN AVENUE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 14105 LARKSPUR LAKE DRIVE Winter Garden, FL MLS# O6441452
$800,000
4

Beds

3.1

Baths

3,040

Sq.Ft.

14105 LARKSPUR LAKE DRIVE

Winter Garden, FL

Courtesy of LUXE PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 14031 ZEPHERMOOR LANE Winter Garden, FL MLS# O6447706
$800,000
5

Beds

3.0

Baths

3,007

Sq.Ft.

14031 ZEPHERMOOR LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 17106 BEACHGRASS ALLEY Winter Garden, FL MLS# O6407735
  • New Construction with Virtual Tour
1 of 33
$799,990
3

Beds

2.1

Baths

1,983

Sq.Ft.

17106 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 17631 LAKE STAR ROAD Winter Garden, FL MLS# TB8532670
  • New Construction with Virtual Tour
1 of 41
$799,990
3

Beds

3.0

Baths

2,999

Sq.Ft.

17631 LAKE STAR ROAD

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 12523 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6434843
$799,990
4

Beds

3.0

Baths

2,552

Sq.Ft.

12523 GOLD HONEYSUCKLE STREET

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 14037 PECAN ORCHARD DRIVE Winter Garden, FL MLS# O6447993
$799,990
5

Beds

4.1

Baths

3,793

Sq.Ft.

14037 PECAN ORCHARD DRIVE

Winter Garden, FL

Courtesy of NEARBY REALTY
View 13412 FOX GLOVE STREET Winter Garden, FL MLS# G5110319
$799,900
5

Beds

2.1

Baths

3,954

Sq.Ft.

13412 FOX GLOVE STREET

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15562 WATERLEIGH COVE DRIVE Winter Garden, FL MLS# O6445203
$799,900
4

Beds

3.1

Baths

2,962

Sq.Ft.

15562 WATERLEIGH COVE DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15852 SHOREBIRD LANE Winter Garden, FL MLS# O6361580
  • Adult Community with Virtual Tour
1 of 71
$799,000
4

Beds

4.1

Baths

2,766

Sq.Ft.

15852 SHOREBIRD LANE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 131 OAK LAUREL DRIVE Winter Garden, FL MLS# O6374501
$799,000
3

Beds

3.1

Baths

1,906

Sq.Ft.

131 OAK LAUREL DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 13086 SUNRISE HARVEST DRIVE Winter Garden, FL MLS# O6415942
  • Virtual Tour
1 of 57
OPEN HOUSE: Sunday 11/1 11:00 AM - 2:00 PM
$799,000
5

Beds

3.1

Baths

2,835

Sq.Ft.

13086 SUNRISE HARVEST DRIVE

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 14931 LEBEAU LOOP Winter Garden, FL MLS# O6422754
$799,000
4

Beds

3.1

Baths

2,832

Sq.Ft.

14931 LEBEAU LOOP

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17338 WILD DAISY DRIVE Winter Garden, FL MLS# G5115851
  • New Construction with Virtual Tour
1 of 14
$798,990
5

Beds

3.1

Baths

3,076

Sq.Ft.

17338 WILD DAISY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15652 GENTLE RAIN DRIVE Winter Garden, FL MLS# O6412120
  • Virtual Tour
1 of 45
OPEN HOUSE: Sunday 11/1 12:00 PM - 4:00 PM
$798,777
5

Beds

4.1

Baths

3,657

Sq.Ft.

15652 GENTLE RAIN DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 8866 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6440535
$795,000
5

Beds

4.0

Baths

3,174

Sq.Ft.

8866 BISMARCK PALM DRIVE

Winter Garden, FL

Courtesy of MARIANI REALTY GROUP
View 6171 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5113609
$792,805
4

Beds

3.1

Baths

2,688

Sq.Ft.

6171 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 925 BAINBRIDGE LOOP Winter Garden, FL MLS# O6402075
$790,000
4

Beds

4.0

Baths

3,580

Sq.Ft.

925 BAINBRIDGE LOOP

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 426 DUFF DRIVE Winter Garden, FL MLS# G5116118
  • Virtual Tour
1 of 48
$790,000
4

Beds

4.0

Baths

3,680

Sq.Ft.

426 DUFF DRIVE

Winter Garden, FL

Courtesy of FLORIDA PLUS REALTY, 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

950

Estimated median home price

$599,900
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 - 200K36
$200K - 300K71
$300K - 400K71
$400K - 500K144
$500K - 600K157
$600K - 700K111
$700K - 800K109
$800K - 900K105
$900K - 1M49
$1M - Max96

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family651
Townhouse143
Condo118
Commercial6
Rental233
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 11/1/2026)

Information deemed reliable but not guaranteed.

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 11/1/2026.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. 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.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 11/1/2026.

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.

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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 BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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 11/1/2026.