868 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 8124 RED CROSSBILL STREET Winter Garden, FL MLS# O6345400
$840,000
6

Beds

4.0

Baths

3,708

Sq.Ft.

8124 RED CROSSBILL STREET

Winter Garden, FL

Courtesy of REDFIN CORPORATION
View 15007 NIGHT HERON DRIVE Winter Garden, FL MLS# S5122837
$835,000
5

Beds

3.1

Baths

3,974

Sq.Ft.

15007 NIGHT HERON DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER SOLOMON
View 17100 BEACHGRASS Winter Garden, FL MLS# O6407707
  • Recently Listed with Virtual Tour
1 of 33
$834,990
4

Beds

3.1

Baths

2,781

Sq.Ft.

17100 BEACHGRASS

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 131 OAK LAUREL DRIVE Winter Garden, FL MLS# O6374501
$834,000
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 18041 CIDER MILL LANE Winter Garden, FL MLS# O6382386
  • New Construction with Virtual Tour
1 of 7
$833,191
5

Beds

4.1

Baths

3,225

Sq.Ft.

18041 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 6063 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5109530
$832,470
5

Beds

4.1

Baths

3,076

Sq.Ft.

6063 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5931 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5102265
$829,965
4

Beds

3.1

Baths

2,688

Sq.Ft.

5931 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17362 WILD DAISY DRIVE Winter Garden, FL MLS# G5110442
$829,953
6

Beds

4.0

Baths

4,236

Sq.Ft.

17362 WILD DAISY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15075 TEA TREE DRIVE Winter Garden, FL MLS# G5102184
  • New Construction with Virtual Tour
1 of 44
$829,347
4

Beds

3.0

Baths

3,038

Sq.Ft.

15075 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15232 FIRELIGHT DRIVE Winter Garden, FL MLS# O6408025
  • Recently Listed with Virtual Tour
1 of 64
$829,000
7

Beds

4.0

Baths

4,612

Sq.Ft.

15232 FIRELIGHT DRIVE

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 15359 MARITIME PINE DRIVE Winter Garden, FL MLS# G5110994
$828,105
4

Beds

3.0

Baths

2,740

Sq.Ft.

15359 MARITIME PINE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13993 TITLE WAY Winter Garden, FL MLS# O6322118
$825,000
4

Beds

3.0

Baths

3,072

Sq.Ft.

13993 TITLE WAY

Winter Garden, FL

Courtesy of GARCIA REALTY GROUP
View 3430 TURNINGWIND LANE Winter Garden, FL MLS# G5111151
$825,000
4

Beds

4.0

Baths

3,358

Sq.Ft.

3430 TURNINGWIND LANE

Winter Garden, FL

Courtesy of CENTURY 21 HANCOCK
View 13613 LARSEN LANE Winter Garden, FL MLS# O6410121
  • Recently Listed with Virtual Tour
1 of 25
$825,000
5

Beds

4.0

Baths

3,812

Sq.Ft.

13613 LARSEN LANE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 15373 LAKE KILLARNEY COURT Winter Garden, FL MLS# O6394209
$820,000
5

Beds

4.0

Baths

3,623

Sq.Ft.

15373 LAKE KILLARNEY COURT

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 15162 SPINNAKER COVE LANE Winter Garden, FL MLS# O6393190
$820,000
5

Beds

3.0

Baths

3,902

Sq.Ft.

15162 SPINNAKER COVE LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 11193 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6389839
  • New Construction with Virtual Tour
1 of 31
$819,990
4

Beds

3.1

Baths

3,327

Sq.Ft.

11193 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 14039 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6274785
$819,900
4

Beds

3.2

Baths

3,801

Sq.Ft.

14039 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

Courtesy of SUMMERHILL REALTY GROUP LLC
View 17060 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5109737
  • New Construction with Virtual Tour
1 of 7
$819,391
6

Beds

4.1

Baths

3,117

Sq.Ft.

17060 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11253 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405126
  • Recently Listed with Virtual Tour
1 of 18
$819,106
4

Beds

3.0

Baths

2,113

Sq.Ft.

11253 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA 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

1,050

Estimated median home price

$609,945
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 - 100K2
$100K - 200K22
$200K - 300K100
$300K - 400K81
$400K - 500K142
$500K - 600K169
$600K - 700K128
$700K - 800K120
$800K - 900K86
$900K - 1M75
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family722
Townhouse141
Condo146
Commercial10
Rental214
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/22/2026)

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.

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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 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 5/23/2026.

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.

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 5/23/2026.

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

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 5/23/2026.