763 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 17035 HARBOR OAK PARKWAY Winter Garden, FL MLS# O6411409
  • Recently Listed with Virtual Tour
1 of 40
$499,999
3

Beds

2.0

Baths

1,692

Sq.Ft.

17035 HARBOR OAK PARKWAY

Winter Garden, FL

Courtesy of DALTON WADE INC
View 1544 MISTFLOWER LANE Winter Garden, FL MLS# O6407815
$469,900
4

Beds

2.0

Baths

2,348

Sq.Ft.

1544 MISTFLOWER LANE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 420 E CYPRESS STREET Winter Garden, FL MLS# O6412414
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Friday 6/5 5:00 PM - 7:00 PM
$425,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

420 E CYPRESS STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 11025 SUSPENSE DRIVE Winter Garden, FL MLS# G5113196
$435,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

11025 SUSPENSE DRIVE

Winter Garden, FL

Courtesy of SCATES REALTY & INVESTMENT PRO
View 15806 GEM VIEW ST Winter Garden, FL MLS# C7526682
  • Recently Listed with Virtual Tour
1 of 37
$495,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

15806 GEM VIEW ST

Winter Garden, FL

Courtesy of FAST ACTION REALTY INC
View 16596 POINT ROCK DRIVE Winter Garden, FL MLS# O6412721
$560,000
3

Beds

2.1

Baths

2,216

Sq.Ft.

16596 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9717 WATERWAY PASSAGE DRIVE Winter Garden, FL MLS# O6413773
  • Recently Listed with Virtual Tour
1 of 54
$669,500
4

Beds

3.0

Baths

2,117

Sq.Ft.

9717 WATERWAY PASSAGE DRIVE

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 73822 SUNNY TIME AVENUE Winter Garden, FL MLS# O6412326
  • Recently Listed with Virtual Tour
1 of 26
$438,890
3

Beds

2.1

Baths

1,683

Sq.Ft.

73822 SUNNY TIME AVENUE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 13843 LANYARD WAY Winter Garden, FL MLS# O6412130
  • Recently Listed with Virtual Tour
1 of 34
$648,000
4

Beds

3.1

Baths

2,568

Sq.Ft.

13843 LANYARD WAY

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 213 S DILLARD STREET 230 Winter Garden, FL MLS# O6412912
  • Recently Listed with Virtual Tour
1 of 16
$799,000
1,448

Sq.Ft.

213 S DILLARD STREET 230

Winter Garden, FL

Courtesy of 21 NEW HOMES INC
View 181 ZACHARY WADE STREET Winter Garden, FL MLS# O6412174
$600,000
5

Beds

3.0

Baths

2,940

Sq.Ft.

181 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 6246 SUNNY TIME AVENUE Winter Garden, FL MLS# O6412223
  • Recently Listed with Virtual Tour
1 of 24
$424,490
3

Beds

2.1

Baths

1,553

Sq.Ft.

6246 SUNNY TIME AVENUE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 2120 GOPHER TORTOISE TERRACE Winter Garden, FL MLS# O6412229
  • Recently Listed with Virtual Tour
1 of 33
$379,900
3

Beds

2.1

Baths

1,620

Sq.Ft.

2120 GOPHER TORTOISE TERRACE

Winter Garden, FL

Courtesy of THE AGENCY FL
View 5973 CYPRESS HILL ROAD Winter Garden, FL MLS# O6412179
  • Recently Listed with Virtual Tour
1 of 44
$700,000
5

Beds

3.1

Baths

3,532

Sq.Ft.

5973 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of NEARBY REALTY
View 279 DOE RUN DRIVE Winter Garden, FL MLS# TB8513595
  • Recently Listed with Virtual Tour
1 of 35
$599,000
3

Beds

2.1

Baths

2,435

Sq.Ft.

279 DOE RUN DRIVE

Winter Garden, FL

Courtesy of FLORIDA EXECUTIVE REALTY 2
View 6279 SUNNY TIME AVENUE Winter Garden, FL MLS# O6412141
  • Recently Listed with Virtual Tour
1 of 28
$561,990
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 2241 WHITE FEATHER LOOP Winter Garden, FL MLS# O6411576
  • Recently Listed with Virtual Tour
1 of 55
$525,000
3

Beds

2.1

Baths

2,152

Sq.Ft.

2241 WHITE FEATHER LOOP

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 12253 S BRACCO STREET Winter Garden, FL MLS# S5150840
$499,000
3

Beds

2.1

Baths

1,788

Sq.Ft.

12253 S BRACCO STREET

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 17040 VOLUME ALY Winter Garden, FL MLS# O6412668
$510,000
4

Beds

3.1

Baths

2,506

Sq.Ft.

17040 VOLUME ALY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
View 7725 PURPLE FINCH STREET Winter Garden, FL MLS# O6410286
  • Recently Listed with Virtual Tour
1 of 42
$530,000
3

Beds

2.1

Baths

2,195

Sq.Ft.

7725 PURPLE FINCH STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

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

1,050

Estimated median home price

$614,900
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 - 300K92
$300K - 400K80
$400K - 500K146
$500K - 600K169
$600K - 700K130
$700K - 800K118
$800K - 900K88
$900K - 1M73
$1M - Max129

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family732
Townhouse134
Condo143
Commercial11
Rental205
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/4/2026)

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.

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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.

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Data is updated as of 6/4/2026.

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 6/4/2026.

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 6/4/2026.