154 total properties
Did you mean the neighborhood Winter Park?
View 428 SELKIRK DRIVE Winter Park, FL MLS# O6350371
  • Virtual Tour
1 of 33
$650,000
4

Beds

3.0

Baths

1,782

Sq.Ft.

428 SELKIRK DRIVE

Winter Park, FL

Courtesy of REDFIN CORPORATION
View 2920 ABBEY COURT Winter Park, FL MLS# O6350118
  • Virtual Tour
1 of 28
$650,000
5

Beds

3.0

Baths

2,312

Sq.Ft.

2920 ABBEY COURT

Winter Park, FL

Courtesy of ORLANDO INTERNATIONAL RELOCATION REALTY
View 1926 NATALEN ROAD Winter Park, FL MLS# O6317801
  • Virtual Tour
1 of 49
$649,900
3

Beds

2.0

Baths

1,469

Sq.Ft.

1926 NATALEN ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2330 COLDSTREAM DRIVE Winter Park, FL MLS# O6342500
$649,900
4

Beds

2.0

Baths

1,750

Sq.Ft.

2330 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 595 HUNTINGTON AVENUE 4 Winter Park, FL MLS# O6329412
$649,000
3

Beds

2.1

Baths

1,951

Sq.Ft.

595 HUNTINGTON AVENUE 4

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 2817 FITZOOTH DRIVE Winter Park, FL MLS# O6364062
  • Virtual Tour
1 of 47
$639,000
3

Beds

2.0

Baths

1,619

Sq.Ft.

2817 FITZOOTH DRIVE

Winter Park, FL

Courtesy of DJ & LINDSEY REAL ESTATE
View 101 S INTERLACHEN AVENUE 104 Winter Park, FL MLS# O6290188
$635,000
2

Beds

2.0

Baths

949

Sq.Ft.

101 S INTERLACHEN AVENUE 104

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1267 MICHIGAN AVENUE Winter Park, FL MLS# O6355014
  • Virtual Tour
1 of 31
$635,000
3

Beds

2.1

Baths

1,798

Sq.Ft.

1267 MICHIGAN AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 265 E CANTON AVENUE GE Winter Park, FL MLS# O6352115
$631,400
2

Beds

2.0

Baths

1,057

Sq.Ft.

265 E CANTON AVENUE GE

Winter Park, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 1360 FORMOSA AVENUE Winter Park, FL MLS# O6292751
  • Virtual Tour
1 of 26
$625,000
3

Beds

3.0

Baths

1,890

Sq.Ft.

1360 FORMOSA AVENUE

Winter Park, FL

Courtesy of TOP FLORIDA HOMES
View 785 MCINTYRE AVENUE 785 Winter Park, FL MLS# O6352513
$625,000
3

Beds

2.1

Baths

2,015

Sq.Ft.

785 MCINTYRE AVENUE 785

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1451 Cavendish Road Winter Park, FL MLS# RX11136600
$619,500
3

Beds

2.0

Baths

1,437

Sq.Ft.

1451 Cavendish Road

Winter Park, FL

BeachesMLS
View 640 KILLARNEY BAY COURT 4 Winter Park, FL MLS# O6300075
$599,000
2

Beds

2.1

Baths

1,718

Sq.Ft.

640 KILLARNEY BAY COURT 4

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1835 JESSICA COURT Winter Park, FL MLS# O6364599
  • Virtual Tour
1 of 26
$599,000
2

Beds

2.0

Baths

1,637

Sq.Ft.

1835 JESSICA COURT

Winter Park, FL

Courtesy of EXP REALTY LLC
View 2758 BANCHORY ROAD Winter Park, FL MLS# O6329628
  • Virtual Tour
1 of 37
$598,000
3

Beds

2.0

Baths

1,539

Sq.Ft.

2758 BANCHORY ROAD

Winter Park, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
View 1250 FORMOSA AVENUE Winter Park, FL MLS# O6328855
  • Virtual Tour
1 of 34
$590,000
3

Beds

3.1

Baths

1,937

Sq.Ft.

1250 FORMOSA AVENUE

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1740 ANZLE AVENUE Winter Park, FL MLS# O6339726
$580,000
4

Beds

2.0

Baths

1,808

Sq.Ft.

1740 ANZLE AVENUE

Winter Park, FL

Courtesy of GOYAL & DECOSTER REALTY
View 720 W WEBSTER AVENUE Winter Park, FL MLS# O6338765
  • Virtual Tour
1 of 22
$575,000
3

Beds

2.0

Baths

1,356

Sq.Ft.

720 W WEBSTER AVENUE

Winter Park, FL

Courtesy of THE AGENCY ORLANDO
View 2350 CADY WAY Winter Park, FL MLS# O6367536
  • Recently Listed with Virtual Tour
1 of 31
$575,000
4

Beds

2.0

Baths

1,854

Sq.Ft.

2350 CADY WAY

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 640 PARK AVENUE N 26 Winter Park, FL MLS# O6343212
  • Virtual Tour
1 of 26
$572,500
2

Beds

2.0

Baths

858

Sq.Ft.

640 PARK AVENUE N 26

Winter Park, FL

Courtesy of MICHAEL O'SHAUGHNESSY, INC.

About Winter Park

Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

Listings in Winter Park, FL

301

Estimated median home price

$639,000
Winter Park FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

Homes for Sale by Price in Winter Park, FL

Price Count
$0 - 100K 6
$100K - 200K 40
$200K - 300K 21
$300K - 400K 19
$400K - 500K 32
$500K - 600K 26
$600K - 700K 21
$700K - 800K 22
$800K - 900K 5
$900K - 1M 11
$1M - Max 98

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 176
Townhouse 19
Condo 77
Commercial 5
Rental 108
Lots and Land 19
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 12/29/2025)

Information deemed reliable but not guaranteed.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

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 12/29/2025.

Copyright 2025 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 12/29/2025.

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 12/29/2025.