530 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
View 8955 LAKESHORE POINTE DRIVE Winter Garden, FL MLS# O6337042
$649,990
4

Beds

3.1

Baths

2,539

Sq.Ft.

8955 LAKESHORE POINTE DRIVE

Winter Garden, FL

Courtesy of ANA TEIXEIRA REALTY
View 730 RIVER GRASS LANE Winter Garden, FL MLS# G5107248
$649,900
5

Beds

3.0

Baths

2,647

Sq.Ft.

730 RIVER GRASS LANE

Winter Garden, FL

Courtesy of ASSIST2SELL BUYERS & SELLERS
View 15543 PEBBLE RIDGE STREET Winter Garden, FL MLS# O6250356
$649,800
4

Beds

3.0

Baths

3,359

Sq.Ft.

15543 PEBBLE RIDGE STREET

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 11045 BOSTWICK ALLEY Winter Garden, FL MLS# O6337436
$649,000
4

Beds

3.1

Baths

2,292

Sq.Ft.

11045 BOSTWICK ALLEY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1005 CHASE DRIVE Winter Garden, FL MLS# A4674195
$649,000
4

Beds

3.0

Baths

2,319

Sq.Ft.

1005 CHASE DRIVE

Winter Garden, FL

Courtesy of SAVVY AVENUE, LLC
View 14494 BREAKWATER WAY Winter Garden, FL MLS# S5139023
$649,000
5

Beds

3.0

Baths

3,638

Sq.Ft.

14494 BREAKWATER WAY

Winter Garden, FL

Courtesy of NUMBER 1 BROKER, LLC
View 16622 PARABLE WAY Winter Garden, FL MLS# O6376696
$649,000
4

Beds

3.0

Baths

2,136

Sq.Ft.

16622 PARABLE WAY

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 16827 HOBE SOUND COURT Winter Garden, FL MLS# O6376919
  • New Construction with Virtual Tour
1 of 18
$648,075
4

Beds

3.1

Baths

2,489

Sq.Ft.

16827 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13150 MORO COURT Winter Garden, FL MLS# S5137634
$644,900
5

Beds

3.0

Baths

3,516

Sq.Ft.

13150 MORO COURT

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 6226 MANUSCRIPT STREET Winter Garden, FL MLS# O6359078
$642,500
4

Beds

3.1

Baths

2,849

Sq.Ft.

6226 MANUSCRIPT STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14464 WHITTRIDGE DRIVE Winter Garden, FL MLS# G5104492
$640,000
5

Beds

3.1

Baths

2,835

Sq.Ft.

14464 WHITTRIDGE DRIVE

Winter Garden, FL

Courtesy of OPTIMA ONE REALTY, INC.
View 4076 GREEN ORCHARD AVENUE Winter Garden, FL MLS# O6380591
$640,000
5

Beds

3.0

Baths

2,867

Sq.Ft.

4076 GREEN ORCHARD AVENUE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 17059 HARBOR OAK PARKWAY Winter Garden, FL MLS# O6379959
$640,000
4

Beds

3.0

Baths

2,692

Sq.Ft.

17059 HARBOR OAK PARKWAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

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.

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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.