543 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 11012 ROBERT FROST DRIVE Winter Garden, FL MLS# O6379584
$669,997
4

Beds

2.1

Baths

2,683

Sq.Ft.

11012 ROBERT FROST DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9723 LOST CREEK DRIVE Winter Garden, FL MLS# O6359309
$669,000
4

Beds

3.0

Baths

2,117

Sq.Ft.

9723 LOST CREEK DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13184 DENDY WAY Winter Garden, FL MLS# O6384386
  • Recently Listed with Virtual Tour
1 of 46
$669,000
4

Beds

2.1

Baths

2,211

Sq.Ft.

13184 DENDY WAY

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 6315 WILD PERSIMMON WAY Winter Garden, FL MLS# G5105013
$668,990
4

Beds

3.0

Baths

2,102

Sq.Ft.

6315 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5942 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5107158
$668,990
4

Beds

3.0

Baths

2,102

Sq.Ft.

5942 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15105 TEA TREE DRIVE Winter Garden, FL MLS# G5106227
$665,585
4

Beds

2.1

Baths

2,235

Sq.Ft.

15105 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14925 LEBEAU LOOP Winter Garden, FL MLS# O6309092
$665,000
4

Beds

3.0

Baths

2,116

Sq.Ft.

14925 LEBEAU LOOP

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 14744 FIELD DAISY DRIVE Winter Garden, FL MLS# O6383550
  • Recently Listed with Virtual Tour
1 of 42
$664,075
4

Beds

3.1

Baths

2,441

Sq.Ft.

14744 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 5290 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6358664
$664,000
4

Beds

3.0

Baths

2,080

Sq.Ft.

5290 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14517 BLACK LAKE PRESERVE STREET Winter Garden, FL MLS# A4674838
$660,000
4

Beds

2.1

Baths

2,569

Sq.Ft.

14517 BLACK LAKE PRESERVE STREET

Winter Garden, FL

Courtesy of DALTON WADE INC
View 12731 GROVEHURST AVENUE Winter Garden, FL MLS# O6379203
$660,000
5

Beds

3.0

Baths

3,474

Sq.Ft.

12731 GROVEHURST AVENUE

Winter Garden, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 15143 KIRSTY ALLEY Winter Garden, FL MLS# O6344886
$659,000
5

Beds

3.1

Baths

2,934

Sq.Ft.

15143 KIRSTY ALLEY

Winter Garden, FL

Courtesy of ARION REALTY
View 16186 HONEY HARVEST STREET Winter Garden, FL MLS# O6383728
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Sunday 3/8 9:00 AM - 11:00 AM
$659,000
4

Beds

3.1

Baths

2,445

Sq.Ft.

16186 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 6321 WILD PERSIMMON WAY Winter Garden, FL MLS# G5105005
$654,990
3

Beds

2.0

Baths

1,772

Sq.Ft.

6321 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14902 ARRENA ROAD Winter Garden, FL MLS# O6248982
$650,000
4

Beds

2.1

Baths

3,392

Sq.Ft.

14902 ARRENA ROAD

Winter Garden, FL

Courtesy of STAR SOLUTION PROPERTIES LLC
View 15456 GILLIGAN COURT Winter Garden, FL MLS# A4660262
$650,000
3

Beds

3.0

Baths

2,571

Sq.Ft.

15456 GILLIGAN COURT

Winter Garden, FL

Courtesy of NEXTHOME CASA BELLA ELITE
View 12626 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6365821
$650,000
4

Beds

3.0

Baths

2,500

Sq.Ft.

12626 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 15050 SUMMER HARVEST STREET Winter Garden, FL MLS# O6371639
$650,000
2

Beds

3.1

Baths

2,471

Sq.Ft.

15050 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 14008 JOMATT LOOP Winter Garden, FL MLS# O6376903
$650,000
4

Beds

3.0

Baths

2,952

Sq.Ft.

14008 JOMATT LOOP

Winter Garden, FL

Courtesy of THE AGENCY FL
View 1226 PORTMOOR WAY Winter Garden, FL MLS# O6381941
  • Recently Listed with Virtual Tour
1 of 57
$650,000
5

Beds

3.0

Baths

2,856

Sq.Ft.

1226 PORTMOOR WAY

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES

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

896

Estimated median home price

$595,000
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 - 100K5
$100K - 200K13
$200K - 300K87
$300K - 400K78
$400K - 500K143
$500K - 600K138
$600K - 700K108
$700K - 800K89
$800K - 900K68
$900K - 1M58
$1M - Max109

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family607
Townhouse127
Condo124
Commercial10
Rental221
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/5/2026)

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

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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.

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Data is updated as of 3/5/2026.

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 3/5/2026.

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 3/5/2026.