813 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 308 Florida Avenue Winter Garden, FL MLS# RX11156685
  • Recently Listed with Virtual Tour
1 of 20
$320,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

308 Florida Avenue

Winter Garden, FL

BeachesMLS
View 900 WALKERS GROVE LANE Winter Garden, FL MLS# O6376036
$500,000
3

Beds

2.1

Baths

1,905

Sq.Ft.

900 WALKERS GROVE LANE

Winter Garden, FL

Courtesy of SPECTRUM PROPERTY GROUP LLC
View 15312 GILLIGAN COURT Winter Garden, FL MLS# O6372954
  • Recently Listed with Virtual Tour
1 of 55
$1,200,000
5

Beds

4.1

Baths

3,652

Sq.Ft.

15312 GILLIGAN COURT

Winter Garden, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 1503 Winter Garden, FL MLS# S5142327
$285,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1503

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 5668 WESTVIEW PARK DRIVE Winter Garden, FL MLS# O6375630
  • Recently Listed with Virtual Tour
1 of 8
$493,030
3

Beds

2.1

Baths

1,881

Sq.Ft.

5668 WESTVIEW PARK DRIVE

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 14501 Grove Resort Ave 3714 Winter Garden, FL MLS# A11949993
  • Recently Listed with Virtual Tour
1 of 27
$289,000
2

Beds

2.0

Baths

14501 Grove Resort Ave 3714

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 14501 Grove Resort Ave 2129 Winter Garden, FL MLS# A11950039
  • Recently Listed with Virtual Tour
1 of 20
$359,000
3

Beds

2.0

Baths

14501 Grove Resort Ave 2129

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 8234 GRAY KINGBIRD DR Winter Garden, FL MLS# O6375730
  • Recently Listed with Virtual Tour
1 of 57
$519,900
3

Beds

2.0

Baths

1,765

Sq.Ft.

8234 GRAY KINGBIRD DR

Winter Garden, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 12378 CLEAR SAPPHIRE DRIVE 262 Winter Garden, FL MLS# O6374226
$812,519
5

Beds

4.0

Baths

3,045

Sq.Ft.

12378 CLEAR SAPPHIRE DRIVE 262

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 15784 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6375259
  • Recently Listed with Virtual Tour
1 of 58
$875,000
5

Beds

4.1

Baths

3,635

Sq.Ft.

15784 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of REALTY HUB
View 14257 LAGOON COVE LANE Winter Garden, FL MLS# O6375296
  • Recently Listed with Virtual Tour
1 of 33
$560,000
3

Beds

2.0

Baths

2,365

Sq.Ft.

14257 LAGOON COVE LANE

Winter Garden, FL

Courtesy of INTERNATIONAL REAL ESTATE LLC
View 15087 TEA TREE DRIVE Winter Garden, FL MLS# G5107020
$698,466
4

Beds

2.1

Baths

2,235

Sq.Ft.

15087 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11120 ROBERT FROST DRIVE Winter Garden, FL MLS# O6374443
  • Recently Listed with Virtual Tour
1 of 68
OPEN HOUSE: Saturday 1/24 12:00 PM - 2:00 PM
$779,900
4

Beds

3.1

Baths

3,436

Sq.Ft.

11120 ROBERT FROST DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 316 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# O6375513
  • Recently Listed with Virtual Tour
1 of 48
$325,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

316 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

Courtesy of MBA REALTY GROUP, INC
View 16768 SANCTUARY DRIVE Winter Garden, FL MLS# O6374904
  • Recently Listed with Virtual Tour
1 of 82
OPEN HOUSE: Sunday 1/25 12:00 PM - 3:00 PM
$1,640,000
5

Beds

4.1

Baths

4,258

Sq.Ft.

16768 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of GALLOWAY REAL ESTATE
View 16840 HOBE SOUND COURT Winter Garden, FL MLS# O6374947
  • Recently Listed with Virtual Tour
1 of 7
$590,700
3

Beds

2.1

Baths

2,027

Sq.Ft.

16840 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
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 330 E STORY ROAD Winter Garden, FL MLS# O6374976
  • Recently Listed with Virtual Tour
1 of 21
OPEN HOUSE: Saturday 1/24 12:00 PM - 2:00 PM
$325,000
2

Beds

1.0

Baths

760

Sq.Ft.

330 E STORY ROAD

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 16740 TURTLE HATCH DRIVE Winter Garden, FL MLS# O6375012
  • Recently Listed with Virtual Tour
1 of 76
$1,250,000
5

Beds

4.1

Baths

3,615

Sq.Ft.

16740 TURTLE HATCH DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 11229 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6375011
  • Recently Listed with Virtual Tour
1 of 48
$807,201
5

Beds

4.1

Baths

3,225

Sq.Ft.

11229 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA 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

814

Estimated median home price

$589,945
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 - 100K7
$100K - 200K12
$200K - 300K72
$300K - 400K83
$400K - 500K142
$500K - 600K118
$600K - 700K97
$700K - 800K76
$800K - 900K67
$900K - 1M49
$1M - Max91

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family526
Townhouse129
Condo117
Commercial7
Rental239
Lots and Land33
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/22/2026)

Information deemed reliable but not guaranteed.

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 1/23/2026.

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 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.

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 1/23/2026.

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 1/23/2026.