473 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 15519 HONEYBELL DRIVE Winter Garden, FL MLS# O6374051
$394,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

15519 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14501 GROVE RESORT AVENUE 3619 Winter Garden, FL MLS# O6374077
$365,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3619

Winter Garden, FL

Courtesy of REALTY ONE GROUP ESTATES
View 623 E PLANT STREET Winter Garden, FL MLS# L4958578
  • 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 5637 WATER ROSE ROAD Winter Garden, FL MLS# O6373923
  • Adult Community with Virtual Tour
1 of 41
$425,000
3

Beds

2.1

Baths

1,617

Sq.Ft.

5637 WATER ROSE ROAD

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 14287 AVENUE OF THE GROVES Winter Garden, FL MLS# O6373569
$315,000
2

Beds

2.1

Baths

1,152

Sq.Ft.

14287 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 13067 TOLLCROSS WAY Winter Garden, FL MLS# O6367311
$599,000
3

Beds

2.1

Baths

1,906

Sq.Ft.

13067 TOLLCROSS WAY

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 17621 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# TB8463652
  • New Construction with Virtual Tour
1 of 55
$499,990
3

Beds

2.0

Baths

1,791

Sq.Ft.

17621 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 14501 GROVE RESORT AVENUE 3424 Winter Garden, FL MLS# S5141575
$286,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3424

Winter Garden, FL

Courtesy of EXP 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
$489,000
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
  • Virtual Tour
1 of 51
$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
  • Virtual Tour
1 of 44
$579,990
3

Beds

2.1

Baths

2,341

Sq.Ft.

13861 LANYARD WAY

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 16587 BARBOURS CREEK WAY Winter Garden, FL MLS# O6371746
  • New Construction with Virtual Tour
1 of 14
$416,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16587 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 373 ERON WAY 47 Winter Garden, FL MLS# O6371713
$163,999
2

Beds

2.0

Baths

840

Sq.Ft.

373 ERON WAY 47

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 15497 W STONEYBROOK W PARKWAY Winter Garden, FL MLS# S5141114
$275,000

15497 W STONEYBROOK W PARKWAY

Winter Garden, FL

Courtesy of HOLDING GOLDEN REAL ESTATE INC
View 92 WINDTREE LANE 201 Winter Garden, FL MLS# O6371247
$218,000
2

Beds

2.0

Baths

918

Sq.Ft.

92 WINDTREE LANE 201

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 15345 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8461483
  • New Construction with Virtual Tour
1 of 49
$529,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15345 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY 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

906

Estimated median home price

$595,000
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 13
$200K - 300K 87
$300K - 400K 77
$400K - 500K 144
$500K - 600K 145
$600K - 700K 110
$700K - 800K 90
$800K - 900K 69
$900K - 1M 58
$1M - Max 109

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 618
Townhouse 127
Condo 124
Commercial 10
Rental 221
Lots and Land 25
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 3/6/2026)

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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© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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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 3/6/2026.

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 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 3/6/2026.