392 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 17025 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5112007
$456,554
3

Beds

2.1

Baths

1,697

Sq.Ft.

17025 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15157 AQUA SOL LANE Winter Garden, FL MLS# S5149095
  • Recently Listed with Virtual Tour
1 of 40
$455,900
2

Beds

2.0

Baths

1,574

Sq.Ft.

15157 AQUA SOL LANE

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 17013 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5112484
  • New Construction with Virtual Tour
1 of 5
$455,752
3

Beds

2.1

Baths

1,772

Sq.Ft.

17013 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15178 Blue Peacock Lane Winter Garden, FL MLS# RX11121208
$455,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15178 Blue Peacock Lane

Winter Garden, FL

BeachesMLS
View 12036 HOLYSTONE STREET Winter Garden, FL MLS# S5139531
$455,000
3

Beds

2.1

Baths

1,817

Sq.Ft.

12036 HOLYSTONE STREET

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 5755 CYPRESS HILL ROAD Winter Garden, FL MLS# O6404161
  • Recently Listed with Virtual Tour
1 of 29
$455,000
3

Beds

2.1

Baths

1,797

Sq.Ft.

5755 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 17736 PORTER ROAD Winter Garden, FL MLS# G5112009
  • New Construction with Virtual Tour
1 of 25
$451,542
3

Beds

3.0

Baths

1,715

Sq.Ft.

17736 PORTER ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14501 Grove Resort Avenue Winter Garden, FL MLS# RX11079278
$450,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 Grove Resort Avenue

Winter Garden, FL

BeachesMLS
View 14536 GOLDEN HARBOR LANE Winter Garden, FL MLS# O6320739
$450,000
3

Beds

2.1

Baths

1,904

Sq.Ft.

14536 GOLDEN HARBOR LANE

Winter Garden, FL

Courtesy of PIXEL REALTY
View 14501 Grove Resort Avenue # 1617 Winter Garden, FL MLS# RX11127748
$450,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 Grove Resort Avenue # 1617

Winter Garden, FL

BeachesMLS
View 837 GRANDE REGAL POINT Winter Garden, FL MLS# O6400571
$450,000
3

Beds

2.0

Baths

1,874

Sq.Ft.

837 GRANDE REGAL POINT

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 Grove Resort Avenue Winter Garden, FL MLS# R11079278
  • Recently Listed with Virtual Tour
1 of 23
$450,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 Grove Resort Avenue

Winter Garden, FL

View 14501 Grove Resort Avenue 1617 Winter Garden, FL MLS# R11127748
  • Recently Listed with Virtual Tour
1 of 30
$450,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 Grove Resort Avenue 1617

Winter Garden, FL

View 12103 EASTMOOR DRIVE Winter Garden, FL MLS# O6409071
  • Recently Listed with Virtual Tour
1 of 27
OPEN HOUSE: Saturday 5/23 12:00 PM - 3:00 PM
$450,000
3

Beds

2.0

Baths

1,604

Sq.Ft.

12103 EASTMOOR DRIVE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 13299 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112134
  • Recently Listed with Virtual Tour
1 of 26
$449,990
3

Beds

2.1

Baths

1,729

Sq.Ft.

13299 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14501 GROVE RESORT AVE 1622 Winter Garden, FL MLS# O6367905
$449,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVE 1622

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 8156 WOOD SAGE DRIVE Winter Garden, FL MLS# V4947783
  • Adult Community with Virtual Tour
1 of 42
$449,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

8156 WOOD SAGE DRIVE

Winter Garden, FL

Courtesy of APARO-GRIFFIN PROPERTIES INC
View 15568 BLACKBEAD STREET Winter Garden, FL MLS# O6408861
$448,000
4

Beds

3.0

Baths

1,861

Sq.Ft.

15568 BLACKBEAD STREET

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 11162 HANLON TERRACE ALLEY Winter Garden, FL MLS# S5124930
$445,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11162 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 9338 TYRELLA PINE TRAIL Winter Garden, FL MLS# O6349881
$445,000
4

Beds

2.1

Baths

1,696

Sq.Ft.

9338 TYRELLA PINE TRAIL

Winter Garden, FL

Courtesy of JOY ESTATE ENTERPRISE INC

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

1,042

Estimated median home price

$609,945
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 - 100K2
$100K - 200K21
$200K - 300K98
$300K - 400K83
$400K - 500K138
$500K - 600K170
$600K - 700K126
$700K - 800K118
$800K - 900K87
$900K - 1M74
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family716
Townhouse139
Condo145
Commercial10
Rental212
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/23/2026)

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 5/23/2026.

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 5/23/2026.

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 5/23/2026.