199 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 2119 OAKINGTON STREET Winter Garden, FL MLS# O6374962
  • Recently Listed with Virtual Tour
1 of 37
$504,997
3

Beds

2.0

Baths

1,632

Sq.Ft.

2119 OAKINGTON STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16584 POINT ROCK DRIVE Winter Garden, FL MLS# O6374889
  • Recently Listed with Virtual Tour
1 of 70
$570,000
3

Beds

2.1

Baths

2,044

Sq.Ft.

16584 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of REAL LIVING R E SOLUTIONS
View 5672 WESTVIEW PARK DRIVE Winter Garden, FL MLS# O6374593
  • Recently Listed with Virtual Tour
1 of 7
$474,440
3

Beds

2.1

Baths

1,846

Sq.Ft.

5672 WESTVIEW PARK DRIVE

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1923 JEAN MARIE DRIVE Winter Garden, FL MLS# G5106903
$610,000
4

Beds

3.0

Baths

2,916

Sq.Ft.

1923 JEAN MARIE DRIVE

Winter Garden, FL

Courtesy of EXIT REALTY TRI-COUNTY
View 15230 HONEYBELL DRIVE Winter Garden, FL MLS# O6375726
  • Recently Listed with Virtual Tour
1 of 39
$599,000
4

Beds

3.0

Baths

2,445

Sq.Ft.

15230 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 7189 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6373509
  • Recently Listed with Virtual Tour
1 of 36
$619,999
3

Beds

2.1

Baths

2,138

Sq.Ft.

7189 SUMMERLAKE GROVES STREET

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 16098 MANGROVE ROAD Winter Garden, FL MLS# O6373125
  • Recently Listed with Virtual Tour
1 of 40
$595,000
4

Beds

3.1

Baths

2,472

Sq.Ft.

16098 MANGROVE ROAD

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 16626 POINT ROCK DRIVE Winter Garden, FL MLS# O6374279
$479,000
3

Beds

2.0

Baths

1,689

Sq.Ft.

16626 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of CELEBRITY GLOBAL REALTY LLC
View 623 E PLANT STREET Winter Garden, FL MLS# L4958578
  • Recently Listed with Virtual Tour
1 of 63
$499,000
3

Beds

2.1

Baths

1,688

Sq.Ft.

623 E PLANT STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 814 WALKERS GROVE LANE Winter Garden, FL MLS# O6373494
$525,000
3

Beds

2.1

Baths

1,866

Sq.Ft.

814 WALKERS GROVE LANE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 16031 SCARPETTA STREET Winter Garden, FL MLS# O6373345
  • Recently Listed with Virtual Tour
1 of 16
$610,000
4

Beds

3.1

Baths

2,474

Sq.Ft.

16031 SCARPETTA STREET

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 17621 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# TB8463652
  • Recently Listed with Virtual Tour
1 of 55
$539,990
3

Beds

2.0

Baths

1,791

Sq.Ft.

17621 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 5654 WESTVIEW PARK DRIVE Winter Garden, FL MLS# O6372593
  • New Construction with Virtual Tour
1 of 7
$467,990
3

Beds

2.1

Baths

1,846

Sq.Ft.

5654 WESTVIEW PARK DRIVE

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 15351 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8462966
  • New Construction with Virtual Tour
1 of 42
$489,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15351 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 604 BENDING OAK TRAIL Winter Garden, FL MLS# O6372703
$459,000
4

Beds

2.0

Baths

1,698

Sq.Ft.

604 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 8216 GRAY KINGBIRD DR Winter Garden, FL MLS# O6370636
  • Recently Listed with Virtual Tour
1 of 43
$499,500
3

Beds

2.0

Baths

1,765

Sq.Ft.

8216 GRAY KINGBIRD DR

Winter Garden, FL

Courtesy of NEXTHOME SUNSHINE REALTY
View 14932 PORTER ROAD Winter Garden, FL MLS# O6371058
$510,000
3

Beds

2.0

Baths

1,708

Sq.Ft.

14932 PORTER ROAD

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16809 HOBE SOUND COURT Winter Garden, FL MLS# O6372242
  • New Construction with Virtual Tour
1 of 7
$586,190
3

Beds

2.1

Baths

2,216

Sq.Ft.

16809 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13861 LANYARD WAY Winter Garden, FL MLS# O6372140
$579,990
3

Beds

2.1

Baths

2,341

Sq.Ft.

13861 LANYARD WAY

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 17082 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6371175
$618,999
4

Beds

3.1

Baths

2,298

Sq.Ft.

17082 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS

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

818

Estimated median home price

$590,000
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 - 100K7
$100K - 200K11
$200K - 300K78
$300K - 400K82
$400K - 500K138
$500K - 600K116
$600K - 700K103
$700K - 800K73
$800K - 900K66
$900K - 1M55
$1M - Max89

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family540
Townhouse120
Condo118
Commercial7
Rental241
Lots and Land31
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 2/1/2026)

Information deemed reliable but not guaranteed.

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 2/2/2026.

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

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/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.

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 2/2/2026.