236 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16950 ARROWHEAD BOULEVARD Winter Garden, FL MLS# S5152294
$599,000
2

Beds

2.0

Baths

1,514

Sq.Ft.

16950 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of FLORIDA REALTY RESULTS LLC
View Address not provided Winter Garden, FL MLS# G5114108
$723,200
4

Beds

2.1

Baths

2,688

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 552 EGRET PLACE DRIVE Winter Garden, FL MLS# O6416734
$699,900
5

Beds

3.0

Baths

3,395

Sq.Ft.

552 EGRET PLACE DRIVE

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15174 FIELD DAISY DRIVE Winter Garden, FL MLS# O6415990
$669,000
4

Beds

3.1

Baths

2,686

Sq.Ft.

15174 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 13086 SUNRISE HARVEST DRIVE Winter Garden, FL MLS# O6415942
  • Virtual Tour
1 of 57
OPEN HOUSE: Saturday 11/14 11:00 AM - 1:00 PM
$780,000
5

Beds

3.1

Baths

2,835

Sq.Ft.

13086 SUNRISE HARVEST DRIVE

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 13129 FARO COURT Winter Garden, FL MLS# O6415958
$763,000
5

Beds

4.1

Baths

3,664

Sq.Ft.

13129 FARO COURT

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 6316 MANUSCRIPT STREET Winter Garden, FL MLS# O6409661
$585,000
4

Beds

2.1

Baths

2,608

Sq.Ft.

6316 MANUSCRIPT STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 13877 EASDALE ALLEY Winter Garden, FL MLS# O6415763
  • New Construction with Virtual Tour
1 of 15
$615,000
4

Beds

4.0

Baths

2,593

Sq.Ft.

13877 EASDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View Address not provided Winter Garden, FL MLS# G5113600
$663,645
4

Beds

2.1

Baths

2,235

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7573 SPRING VALLEY STREET Winter Garden, FL MLS# G5113551
$590,715
4

Beds

3.0

Baths

2,102

Sq.Ft.

7573 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6122 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5113307
$774,549
4

Beds

3.1

Baths

2,515

Sq.Ft.

6122 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15149 CANOE PLACE Winter Garden, FL MLS# O6412776
$748,999
4

Beds

3.1

Baths

3,081

Sq.Ft.

15149 CANOE PLACE

Winter Garden, FL

Courtesy of RE/MAX ASSURED
View 213 S DILLARD STREET 230 Winter Garden, FL MLS# O6412912
$749,000
1,448

Sq.Ft.

213 S DILLARD STREET 230

Winter Garden, FL

Courtesy of 21 NEW HOMES INC
View 9717 WATERWAY PASSAGE DRIVE Winter Garden, FL MLS# O6413773
$669,500
4

Beds

3.0

Baths

2,117

Sq.Ft.

9717 WATERWAY PASSAGE DRIVE

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 5973 CYPRESS HILL ROAD Winter Garden, FL MLS# O6412179
$689,900
5

Beds

3.1

Baths

3,532

Sq.Ft.

5973 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of NEARBY REALTY
View 15591 GENTLE RAIN DRIVE Winter Garden, FL MLS# O6411803
$649,900
5

Beds

4.0

Baths

2,896

Sq.Ft.

15591 GENTLE RAIN DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 11036 ROBERT FROST DRIVE Winter Garden, FL MLS# O6410350
$599,990
4

Beds

3.0

Baths

2,136

Sq.Ft.

11036 ROBERT FROST DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17422 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6409619
  • New Construction with Virtual Tour
1 of 53
$775,000
5

Beds

4.0

Baths

2,670

Sq.Ft.

17422 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 4918 WILDWOOD POINTE ROAD Winter Garden, FL MLS# S5150274
$650,000
5

Beds

3.1

Baths

2,868

Sq.Ft.

4918 WILDWOOD POINTE ROAD

Winter Garden, FL

Courtesy of AROD PARTNERS REALTY
View 14246 CREEKBED CIRCLE Winter Garden, FL MLS# O6409378
$640,000
4

Beds

3.0

Baths

2,418

Sq.Ft.

14246 CREEKBED CIRCLE

Winter Garden, FL

Courtesy of LEGACY PLUS REALTY

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

948

Estimated median home price

$615,033
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 - 300K76
$300K - 400K68
$400K - 500K140
$500K - 600K144
$600K - 700K118
$700K - 800K104
$800K - 900K103
$900K - 1M52
$1M - Max106

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family649
Townhouse140
Condo117
Commercial5
Rental244
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home1
Farms0

(Data as of 11/14/2026)

Information deemed reliable but not guaranteed.

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 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 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 11/14/2026.