618 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 14501 GROVE RESORT AVENUE 2530 Winter Garden, FL MLS# S5145845
  • Recently Listed with Virtual Tour
1 of 36
$275,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2530

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 2532 Winter Garden, FL MLS# S5145848
  • Recently Listed with Virtual Tour
1 of 40
$275,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2532

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 1629 Winter Garden, FL MLS# S5144771
  • Recently Listed with Virtual Tour
1 of 50
$290,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 1629

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6072 GLORY BOWER DRIVE Winter Garden, FL MLS# O6389207
  • Recently Listed with Virtual Tour
1 of 37
$479,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

6072 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of INTOP REALTY LLC
View 884 KLONDIKE STREET Winter Garden, FL MLS# O6389922
  • Recently Listed with Virtual Tour
1 of 28
$375,000
4

Beds

2.0

Baths

1,485

Sq.Ft.

884 KLONDIKE STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1408 SPRING RIDGE DRIVE Winter Garden, FL MLS# O6390610
  • Recently Listed with Virtual Tour
1 of 25
$469,000
3

Beds

2.0

Baths

1,614

Sq.Ft.

1408 SPRING RIDGE DRIVE

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 6530 PASTURELANDS PLACE Winter Garden, FL MLS# O6390459
  • Recently Listed with Virtual Tour
1 of 53
$499,900
3

Beds

2.1

Baths

2,067

Sq.Ft.

6530 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 8156 WOOD SAGE DRIVE Winter Garden, FL MLS# V4947783
  • Recently Listed with Virtual Tour
1 of 42
$459,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

8156 WOOD SAGE DRIVE

Winter Garden, FL

Courtesy of APARO-GRIFFIN PROPERTIES INC
View 17054 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5109477
  • Recently Listed
1 of 1
OPEN HOUSE: Saturday 3/28 1:00 PM - 4:00 PM
$688,324
4

Beds

2.1

Baths

2,235

Sq.Ft.

17054 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17055 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5109480
  • Recently Listed
1 of 1
OPEN HOUSE: Saturday 3/28 1:00 PM - 4:00 PM
$580,682
4

Beds

3.0

Baths

2,102

Sq.Ft.

17055 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1009 STUCKI TERRACE Winter Garden, FL MLS# O6390192
  • Recently Listed with Virtual Tour
1 of 17
$249,900
3

Beds

2.0

Baths

984

Sq.Ft.

1009 STUCKI TERRACE

Winter Garden, FL

Courtesy of FATHOM REALTY FL LLC
View 1419 HUNTERMAN LANE Winter Garden, FL MLS# O6390064
$479,900
5

Beds

4.1

Baths

2,840

Sq.Ft.

1419 HUNTERMAN LANE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 122 WINDTREE LANE O-204 Winter Garden, FL MLS# S5145241
  • Recently Listed with Virtual Tour
1 of 42
$229,995
2

Beds

2.0

Baths

918

Sq.Ft.

122 WINDTREE LANE O-204

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 17144 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5109520
$605,455
4

Beds

3.1

Baths

2,520

Sq.Ft.

17144 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16149 WIND VIEW LANE Winter Garden, FL MLS# O6389892
  • Recently Listed
1 of 46
OPEN HOUSE: Saturday 3/28 11:00 AM - 1:00 PM
$505,000
3

Beds

2.1

Baths

2,036

Sq.Ft.

16149 WIND VIEW LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 1209 CASTLEPORT ROAD Winter Garden, FL MLS# O6390760
  • Recently Listed with Virtual Tour
1 of 36
$674,990
5

Beds

3.0

Baths

2,812

Sq.Ft.

1209 CASTLEPORT ROAD

Winter Garden, FL

Courtesy of THE PROPERTY STOP LLC
View 1531 HAWKESBURY COURT Winter Garden, FL MLS# O6388237
  • Recently Listed
1 of 52
$575,000
4

Beds

2.0

Baths

2,141

Sq.Ft.

1531 HAWKESBURY COURT

Winter Garden, FL

Courtesy of SERHANT
View 18185 CIDER MILL LANE Winter Garden, FL MLS# O6389891
  • Recently Listed with Virtual Tour
1 of 15
$464,990
3

Beds

2.1

Baths

1,817

Sq.Ft.

18185 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16283 HONEY HARVEST STREET Winter Garden, FL MLS# O6389176
  • Recently Listed with Virtual Tour
1 of 7
$687,000
5

Beds

4.1

Baths

2,927

Sq.Ft.

16283 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 13335 DANIELS LANDING CIRCLE Winter Garden, FL MLS# S5145558
$324,000
2

Beds

2.1

Baths

1,347

Sq.Ft.

13335 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of WATSON REALTY CORP.

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

947

Estimated median home price

$589,000
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

Price Count
$0 - 100K 4
$100K - 200K 14
$200K - 300K 92
$300K - 400K 79
$400K - 500K 157
$500K - 600K 156
$600K - 700K 111
$700K - 800K 90
$800K - 900K 78
$900K - 1M 58
$1M - Max 108

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 641
Townhouse 143
Condo 126
Commercial 12
Rental 228
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 3/24/2026)

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.

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 3/25/2026.

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

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 3/25/2026.

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.

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 3/25/2026.