292 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 7840 WINTER WREN STREET Winter Garden, FL MLS# O6421167
$549,000
3

Beds

2.1

Baths

2,004

Sq.Ft.

7840 WINTER WREN STREET

Winter Garden, FL

View 6207 SUNNY TIME AVENUE Winter Garden, FL MLS# O6421162
  • Recently Listed 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 14543 GOLDEN HARBOR LANE Winter Garden, FL MLS# O6420711
$525,000
3

Beds

2.1

Baths

2,039

Sq.Ft.

14543 GOLDEN HARBOR LANE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 17059 HARBOR OAK PARKWAY Winter Garden, FL MLS# G5114379
  • Recently Listed with Virtual Tour
1 of 67
$630,000
4

Beds

3.0

Baths

2,692

Sq.Ft.

17059 HARBOR OAK PARKWAY

Winter Garden, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 9166 CUT SHOT DRIVE Winter Garden, FL MLS# O6417611
  • Recently Listed with Virtual Tour
1 of 49
$568,000
5

Beds

3.0

Baths

2,638

Sq.Ft.

9166 CUT SHOT DRIVE

Winter Garden, FL

View 132 ZACHARY WADE STREET Winter Garden, FL MLS# O6411394
$525,000
3

Beds

2.0

Baths

1,708

Sq.Ft.

132 ZACHARY WADE STREET

Winter Garden, FL

View 1801 BURDOCK DRIVE Winter Garden, FL MLS# O6419427
  • Recently Listed with Virtual Tour
1 of 45
$599,900
3

Beds

2.0

Baths

2,534

Sq.Ft.

1801 BURDOCK DRIVE

Winter Garden, FL

View 15411 GILLIGAN COURT Winter Garden, FL MLS# O6418437
  • Recently Listed with Virtual Tour
1 of 49
$569,900
4

Beds

2.1

Baths

2,152

Sq.Ft.

15411 GILLIGAN COURT

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 16681 SILVER BROOK WAY Winter Garden, FL MLS# O6419693
  • Recently Listed with Virtual Tour
1 of 31
$555,790
4

Beds

2.1

Baths

1,896

Sq.Ft.

16681 SILVER BROOK WAY

Winter Garden, FL

View 14123 FRASIER STREET Winter Garden, FL MLS# S5151909
  • Recently Listed with Virtual Tour
1 of 31
$550,000
4

Beds

2.1

Baths

2,082

Sq.Ft.

14123 FRASIER STREET

Winter Garden, FL

Courtesy of LEVO REAL ESTATE LLC
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 1950 PANTHEON DRIVE Winter Garden, FL MLS# O6418888
  • Recently Listed with Virtual Tour
1 of 49
$510,000
3

Beds

2.0

Baths

1,754

Sq.Ft.

1950 PANTHEON 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

View 8878 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6418128
  • Recently Listed with Virtual Tour
1 of 41
$656,500
4

Beds

3.1

Baths

2,581

Sq.Ft.

8878 BISMARCK PALM DRIVE

Winter Garden, FL

View 1085 CHASE DRIVE Winter Garden, FL MLS# O6417827
  • Recently Listed with Virtual Tour
1 of 40
$600,000
4

Beds

3.0

Baths

2,967

Sq.Ft.

1085 CHASE DRIVE

Winter Garden, FL

View 5091 PALMETTO PARK DRIVE Winter Garden, FL MLS# G5114001
$650,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

5091 PALMETTO PARK DRIVE

Winter Garden, FL

View 15813 SWEET LEMON WAY Winter Garden, FL MLS# O6418559
$569,000
3

Beds

2.1

Baths

2,119

Sq.Ft.

15813 SWEET LEMON WAY

Winter Garden, FL

View 15587 HAMLIN BLOSSOM AVENUE Winter Garden, FL MLS# O6418163
  • Recently Listed with Virtual Tour
1 of 45
$619,900
3

Beds

2.0

Baths

1,860

Sq.Ft.

15587 HAMLIN BLOSSOM AVENUE

Winter Garden, FL

View 1142 DUNBROOKE STREET Winter Garden, FL MLS# O6417527
$515,000
4

Beds

3.0

Baths

2,068

Sq.Ft.

1142 DUNBROOKE STREET

Winter Garden, FL

View 9173 CUT SHOT DRIVE Winter Garden, FL MLS# O6417835
$550,000
5

Beds

3.0

Baths

2,638

Sq.Ft.

9173 CUT SHOT 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

1,083

Estimated median home price

$615,000
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 - 200K24
$200K - 300K94
$300K - 400K77
$400K - 500K144
$500K - 600K188
$600K - 700K124
$700K - 800K117
$800K - 900K103
$900K - 1M75
$1M - Max136

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family766
Townhouse136
Condo144
Commercial11
Rental206
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/30/2026)

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 6/30/2026.

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

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 6/30/2026.