431 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 13019 SERENE GLADE ROAD Winter Garden, FL MLS# G5113698
  • New Construction with Virtual Tour
1 of 61
$549,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13019 SERENE GLADE ROAD

Winter Garden, FL

View 16816 HOBE SOUND COURT Winter Garden, FL MLS# O6423763
  • Recently Listed with Virtual Tour
1 of 7
$549,990
3

Beds

2.1

Baths

2,027

Sq.Ft.

16816 HOBE SOUND COURT

Winter Garden, FL

View 921 BENDING OAK TRAIL Winter Garden, FL MLS# O6405328
$549,900
4

Beds

2.1

Baths

2,517

Sq.Ft.

921 BENDING OAK TRAIL

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 46 W VINING STREET Winter Garden, FL MLS# O6408720
  • Virtual Tour
1 of 40
$549,900
3

Beds

2.0

Baths

1,273

Sq.Ft.

46 W VINING STREET

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 12911 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6379918
$548,000
3

Beds

2.1

Baths

2,062

Sq.Ft.

12911 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 6207 SUNNY TIME AVENUE Winter Garden, FL MLS# O6421162
  • New Construction with Virtual Tour
1 of 23
$547,190
3

Beds

2.1

Baths

1,628

Sq.Ft.

6207 SUNNY TIME AVENUE

Winter Garden, FL

View 13026 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400188
  • New Construction with Virtual Tour
1 of 6
$547,160
3

Beds

2.1

Baths

1,908

Sq.Ft.

13026 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 6279 SUNNY TIME AVENUE Winter Garden, FL MLS# O6412141
  • New Construction with Virtual Tour
1 of 28
$546,490
3

Beds

2.1

Baths

1,913

Sq.Ft.

6279 SUNNY TIME AVENUE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 9463 KOMIKA LANE Winter Garden, FL MLS# O6415771
  • Virtual Tour
1 of 46
$545,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

9463 KOMIKA LANE

Winter Garden, FL

View 4863 LACEWING DRIVE Winter Garden, FL MLS# O6397857
$540,000
3

Beds

2.1

Baths

1,788

Sq.Ft.

4863 LACEWING DRIVE

Winter Garden, FL

View 4958 CITRUS LEAF BLVD Winter Garden, FL MLS# S5151791
  • New Construction with Virtual Tour
1 of 41
$540,000
3

Beds

2.1

Baths

1,788

Sq.Ft.

4958 CITRUS LEAF BLVD

Winter Garden, FL

View 16845 HOBE SOUND COURT Winter Garden, FL MLS# O6362478
  • New Construction with Virtual Tour
1 of 35
$539,990
3

Beds

2.1

Baths

2,027

Sq.Ft.

16845 HOBE SOUND COURT

Winter Garden, FL

View 16821 HOBE SOUND COURT Winter Garden, FL MLS# O6367156
  • New Construction with Virtual Tour
1 of 7
$539,990
3

Beds

2.1

Baths

2,027

Sq.Ft.

16821 HOBE SOUND COURT

Winter Garden, FL

View 13023 TRANQUIL WATER ALLEY Winter Garden, FL MLS# O6419366
  • Recently Listed with Virtual Tour
1 of 51
$539,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13023 TRANQUIL WATER ALLEY

Winter Garden, FL

Courtesy of LPT REALTY LLC
View 16596 POINT ROCK DRIVE Winter Garden, FL MLS# O6412721
$539,900
3

Beds

2.1

Baths

2,216

Sq.Ft.

16596 POINT ROCK DRIVE

Winter Garden, FL

View 8220 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6412974
$539,900
4

Beds

3.1

Baths

2,477

Sq.Ft.

8220 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 13861 EASDALE ALLEY Winter Garden, FL MLS# O6413534
  • New Construction with Virtual Tour
1 of 15
$539,000
4

Beds

3.0

Baths

2,031

Sq.Ft.

13861 EASDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 8016 SWEET ORANGE AVENUE Winter Garden, FL MLS# TB8511160
$537,900
4

Beds

2.1

Baths

2,084

Sq.Ft.

8016 SWEET ORANGE AVENUE

Winter Garden, FL

View 9803 AMBER CHESTNUT WAY Winter Garden, FL MLS# S5142809
$535,000
4

Beds

3.1

Baths

2,303

Sq.Ft.

9803 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 7190 ENCHANTED LAKE DRIVE Winter Garden, FL MLS# O6402423
  • Virtual Tour
1 of 17
OPEN HOUSE: Saturday 7/11 12:00 PM - 3:00 PM
$535,000
4

Beds

3.0

Baths

2,113

Sq.Ft.

7190 ENCHANTED LAKE 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

957

Estimated median home price

$605,455
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

Price Count
$0 - 100K 1
$100K - 200K 22
$200K - 300K 91
$300K - 400K 64
$400K - 500K 133
$500K - 600K 167
$600K - 700K 103
$700K - 800K 101
$800K - 900K 92
$900K - 1M 63
$1M - Max 120

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 657
Townhouse 129
Condo 136
Commercial 11
Rental 199
Lots and Land 21
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 7/10/2026)

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.

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 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 7/10/2026.

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 7/10/2026.