231 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16082 HAMPTON CROSSING DRIVE Winter Garden, FL MLS# O6420606
$729,900
4

Beds

3.0

Baths

2,240

Sq.Ft.

16082 HAMPTON CROSSING DRIVE

Winter Garden, FL

Courtesy of Longwood - WEICHERT, REALTORS® - Hallmark Properties
View 17059 HARBOR OAK PARKWAY Winter Garden, FL MLS# G5114379
$620,000
4

Beds

3.0

Baths

2,692

Sq.Ft.

17059 HARBOR OAK PARKWAY

Winter Garden, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 13175 SUNNY RETREAT LANE Winter Garden, FL MLS# O6420975
  • Virtual Tour
1 of 43
OPEN HOUSE: Sunday 8/30 11:00 AM - 1:00 PM
$765,000
3

Beds

2.0

Baths

2,054

Sq.Ft.

13175 SUNNY RETREAT LANE

Winter Garden, FL

Courtesy of BUYER REBATES REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 15725 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6420557
  • Virtual Tour
1 of 54
OPEN HOUSE: Sunday 8/30 12:00 PM - 3:00 PM
$674,999
3

Beds

2.1

Baths

2,571

Sq.Ft.

15725 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1830 BURDOCK DRIVE Winter Garden, FL MLS# O6419559
$715,000
5

Beds

4.0

Baths

3,435

Sq.Ft.

1830 BURDOCK DRIVE

Winter Garden, FL

View 16707 SANCTUARY DRIVE Winter Garden, FL MLS# O6419784
$700,000
4

Beds

3.0

Baths

2,516

Sq.Ft.

16707 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of YOUR HOME SOLD GUARANTEED REALTY
View 12033 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6418908
$749,990
4

Beds

3.0

Baths

2,740

Sq.Ft.

12033 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 11857 SHINE VIEW LANE Winter Garden, FL MLS# O6419967
  • New Construction with Virtual Tour
1 of 76
$770,141
4

Beds

3.0

Baths

2,113

Sq.Ft.

11857 SHINE VIEW LANE

Winter Garden, FL

View 8807 SONOMA COAST DRIVE Winter Garden, FL MLS# O6419920
$765,000
5

Beds

4.0

Baths

2,840

Sq.Ft.

8807 SONOMA COAST DRIVE

Winter Garden, FL

View 11043 JACKSON COVE Winter Garden, FL MLS# O6420371
$639,999
4

Beds

3.0

Baths

2,095

Sq.Ft.

11043 JACKSON COVE

Winter Garden, FL

View 14741 SNOWY EGRET STREET Winter Garden, FL MLS# O6419534
$748,000
5

Beds

3.1

Baths

3,448

Sq.Ft.

14741 SNOWY EGRET STREET

Winter Garden, FL

View 14711 WINTER STAY DRIVE Winter Garden, FL MLS# O6419471
$835,000
4

Beds

3.0

Baths

2,662

Sq.Ft.

14711 WINTER STAY DRIVE

Winter Garden, FL

View 16950 ARROWHEAD BOULEVARD Winter Garden, FL MLS# S5152294
$620,000
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

View 552 EGRET PLACE DRIVE Winter Garden, FL MLS# O6416734
$719,000
5

Beds

3.0

Baths

3,395

Sq.Ft.

552 EGRET PLACE DRIVE

Winter Garden, FL

View 8878 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6418128
$639,000
4

Beds

3.1

Baths

2,581

Sq.Ft.

8878 BISMARCK PALM DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 17056 RED BIRD ROAD Winter Garden, FL MLS# G5113999
$795,000
3

Beds

2.0

Baths

1,709

Sq.Ft.

17056 RED BIRD ROAD

Winter Garden, FL

Courtesy of Mount Dora - WEICHERT, REALTORS® - Hallmark Properties
View 16131 HAMPTON CROSSING DRIVE Winter Garden, FL MLS# O6417701
$649,900
4

Beds

3.0

Baths

2,117

Sq.Ft.

16131 HAMPTON CROSSING DRIVE

Winter Garden, FL

View 17127 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5113973
$721,820
4

Beds

3.0

Baths

2,235

Sq.Ft.

17127 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17139 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5113974
$823,309
6

Beds

4.1

Baths

3,412

Sq.Ft.

17139 INGRAM BLUFF DRIVE

Winter Garden, FL

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

1,029

Estimated median home price

$608,000
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 - 100K1
$100K - 200K22
$200K - 300K89
$300K - 400K78
$400K - 500K153
$500K - 600K168
$600K - 700K112
$700K - 800K113
$800K - 900K112
$900K - 1M62
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family715
Townhouse145
Condo133
Commercial9
Rental188
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 8/29/2026)

Information deemed reliable but not guaranteed.

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 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.

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 8/30/2026.