985 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 5040 BREEZY ACRES STREET Winter Garden, FL MLS# O6409467
$690,000
4

Beds

3.1

Baths

2,724

Sq.Ft.

5040 BREEZY ACRES STREET

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 17126 ARROWHEAD BOULEVARD Winter Garden, FL MLS# O6409499
  • Recently Listed with Virtual Tour
1 of 6
$565,000
3

Beds

2.0

Baths

2,114

Sq.Ft.

17126 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 17422 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6409619
  • Recently Listed with Virtual Tour
1 of 39
$775,000
5

Beds

4.0

Baths

2,670

Sq.Ft.

17422 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8016 ATLANTIC PUFFIN STREET Winter Garden, FL MLS# O6409666
$600,000
4

Beds

3.1

Baths

2,488

Sq.Ft.

8016 ATLANTIC PUFFIN STREET

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 11803 SHINE VIEW LANE Winter Garden, FL MLS# O6407993
  • New Construction with Virtual Tour
1 of 18
$781,186
4

Beds

3.0

Baths

2,113

Sq.Ft.

11803 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 10264 LOVE STORY STREET Winter Garden, FL MLS# O6409005
  • Recently Listed
1 of 35
$900,000
5

Beds

3.0

Baths

3,295

Sq.Ft.

10264 LOVE STORY STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 4918 WILDWOOD POINTE ROAD Winter Garden, FL MLS# S5150274
  • Recently Listed with Virtual Tour
1 of 30
$680,000
5

Beds

3.1

Baths

2,868

Sq.Ft.

4918 WILDWOOD POINTE ROAD

Winter Garden, FL

Courtesy of AROD PARTNERS REALTY
View 14246 CREEKBED CIRCLE Winter Garden, FL MLS# O6409378
  • Recently Listed with Virtual Tour
1 of 28
$675,000
4

Beds

3.0

Baths

2,418

Sq.Ft.

14246 CREEKBED CIRCLE

Winter Garden, FL

Courtesy of LEGACY PLUS REALTY
View 13613 LARSEN LANE Winter Garden, FL MLS# O6410121
  • Recently Listed with Virtual Tour
1 of 25
$825,000
5

Beds

4.0

Baths

3,812

Sq.Ft.

13613 LARSEN LANE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 46 W VINING STREET Winter Garden, FL MLS# O6408720
  • Recently Listed with Virtual Tour
1 of 40
$569,900
3

Beds

2.0

Baths

1,273

Sq.Ft.

46 W VINING STREET

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 330 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# S5150108
  • Recently Listed with Virtual Tour
1 of 62
$312,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

330 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

Courtesy of US REALTY HUB LLC
View 17106 BEACHGRASS ALLEY Winter Garden, FL MLS# O6407735
  • Recently Listed with Virtual Tour
1 of 33
$799,990
3

Beds

2.1

Baths

1,983

Sq.Ft.

17106 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 17124 BEACHGRASS ALLEY Winter Garden, FL MLS# O6408024
  • Recently Listed with Virtual Tour
1 of 4
$559,990
3

Beds

2.1

Baths

1,983

Sq.Ft.

17124 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1692 HIGHBANKS CIRCLE Winter Garden, FL MLS# O6408620
  • Recently Listed with Virtual Tour
1 of 41
$760,000
4

Beds

3.1

Baths

2,848

Sq.Ft.

1692 HIGHBANKS CIRCLE

Winter Garden, FL

Courtesy of VESTI LLC
View 14451 WINDSOR HALL WAY Winter Garden, FL MLS# O6408731
  • Recently Listed with Virtual Tour
1 of 39
$510,000
3

Beds

2.0

Baths

1,814

Sq.Ft.

14451 WINDSOR HALL WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 5443 BOWMAN DRIVE Winter Garden, FL MLS# O6408812
  • Recently Listed with Virtual Tour
1 of 73
$649,000
4

Beds

4.1

Baths

2,656

Sq.Ft.

5443 BOWMAN DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 14501 GROVE RESORT AVENUE 3211 Winter Garden, FL MLS# O6408877
  • Recently Listed with Virtual Tour
1 of 19
$271,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3211

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 15031 PURPLE MARTIN STREET Winter Garden, FL MLS# O6404626
  • Recently Listed with Virtual Tour
1 of 45
$799,000
5

Beds

3.0

Baths

3,318

Sq.Ft.

15031 PURPLE MARTIN STREET

Winter Garden, FL

Courtesy of REALTY HUB
View 15625 BOGGY OAK CIRCLE 108B Winter Garden, FL MLS# G5112579
$344,900
3

Beds

2.1

Baths

1,419

Sq.Ft.

15625 BOGGY OAK CIRCLE 108B

Winter Garden, FL

Courtesy of SCATES REALTY & INVESTMENT PRO
View 13023 INKWELL ALLEY Winter Garden, FL MLS# O6409443
  • Recently Listed with Virtual Tour
1 of 35
$515,000
4

Beds

3.0

Baths

2,042

Sq.Ft.

13023 INKWELL ALLEY

Winter Garden, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

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

1,041

Estimated median home price

$609,900
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 2
$100K - 200K 21
$200K - 300K 98
$300K - 400K 83
$400K - 500K 141
$500K - 600K 168
$600K - 700K 124
$700K - 800K 118
$800K - 900K 87
$900K - 1M 74
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 713
Townhouse 141
Condo 145
Commercial 10
Rental 211
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/24/2026)

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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© 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.

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Data is updated as of 5/24/2026.

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.

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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 5/24/2026.

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

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 5/24/2026.