1,045 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 7222 SPIKERUSH LANE Winter Garden, FL MLS# O6414660
$558,000
3

Beds

2.0

Baths

2,224

Sq.Ft.

7222 SPIKERUSH LANE

Winter Garden, FL

Courtesy of U KEY REALTY
View 8768 SONOMA COAST DRIVE Winter Garden, FL MLS# O6414519
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Sunday 6/7 3:00 PM - 5:00 PM
$890,000
5

Beds

5.0

Baths

3,416

Sq.Ft.

8768 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of MIHOUSE REALTY LLC
View 7827 SKIING WAY Winter Garden, FL MLS# O6414451
  • Recently Listed with Virtual Tour
1 of 82
$4,900,000
5

Beds

5.2

Baths

5,564

Sq.Ft.

7827 SKIING WAY

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 630 GRASSY STONE DRIVE Winter Garden, FL MLS# O6414101
$545,000
3

Beds

2.0

Baths

2,210

Sq.Ft.

630 GRASSY STONE DRIVE

Winter Garden, FL

Courtesy of TARA MOORE REAL ESTATE
View 8016 ATLANTIC PUFFIN STREET Winter Garden, FL MLS# O6414110
  • Recently Listed with Virtual Tour
1 of 44
$575,000
4

Beds

3.1

Baths

2,488

Sq.Ft.

8016 ATLANTIC PUFFIN STREET

Winter Garden, FL

Courtesy of TARA MOORE REAL ESTATE
View 1219 SADDLEBACK DRIVE Winter Garden, FL MLS# O6412381
$1,050,000
4

Beds

3.1

Baths

2,667

Sq.Ft.

1219 SADDLEBACK DRIVE

Winter Garden, FL

Courtesy of CENTRAL FLORIDA PRIME REAL ESTATE LLC
View 13011 TRANQUIL WATER ALLEY Winter Garden, FL MLS# O6414240
  • Recently Listed with Virtual Tour
1 of 33
$579,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13011 TRANQUIL WATER ALLEY

Winter Garden, FL

Courtesy of LPT REALTY LLC
View 12570 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6414289
$962,892
5

Beds

4.1

Baths

3,636

Sq.Ft.

12570 GOLD HONEYSUCKLE STREET

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 17434 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6414274
  • Recently Listed with Virtual Tour
1 of 57
$844,000
4

Beds

3.1

Baths

3,037

Sq.Ft.

17434 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11170 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6414335
  • Recently Listed with Virtual Tour
1 of 29
$578,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

11170 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 1651 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# O6414027
  • Recently Listed with Virtual Tour
1 of 31
$1,080,000
4

Beds

3.2

Baths

3,881

Sq.Ft.

1651 AMSEL FALLS PARK TERRACE

Winter Garden, FL

Courtesy of FOLIO REALTY LLC
View 14378 BLACK LAKE PRESERVE STREET Winter Garden, FL MLS# O6414181
  • Recently Listed with Virtual Tour
1 of 48
$764,900
4

Beds

4.0

Baths

3,167

Sq.Ft.

14378 BLACK LAKE PRESERVE STREET

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 14411 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6413972
  • Recently Listed with Virtual Tour
1 of 72
$895,000
4

Beds

3.2

Baths

4,010

Sq.Ft.

14411 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 8530 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6413249
  • Recently Listed with Virtual Tour
1 of 49
$1,499,000
4

Beds

4.0

Baths

4,130

Sq.Ft.

8530 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 1701 E BAY STREET Winter Garden, FL MLS# O6413973
$295,000
2

Beds

2.0

Baths

825

Sq.Ft.

1701 E BAY STREET

Winter Garden, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View Address not provided Winter Garden, FL MLS# G5113315
$909,990
6

Beds

4.0

Baths

4,236

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View Address not provided Winter Garden, FL MLS# G5113317
$855,520
6

Beds

4.0

Baths

4,236

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8220 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6412974
$550,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

8220 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 13877 EASDALE ALLEY Winter Garden, FL MLS# O6413941
$656,545
4

Beds

4.0

Baths

2,593

Sq.Ft.

13877 EASDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 12792 SUNSET WALK DRIVE Winter Garden, FL MLS# O6414001
$527,000
4

Beds

3.0

Baths

1,930

Sq.Ft.

12792 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC

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

1,047

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 - 300K88
$300K - 400K80
$400K - 500K145
$500K - 600K170
$600K - 700K129
$700K - 800K117
$800K - 900K92
$900K - 1M72
$1M - Max129

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family731
Townhouse139
Condo137
Commercial11
Rental197
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/7/2026)

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 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 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 6/7/2026.

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.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 6/7/2026.

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 6/7/2026.