36 total properties
Did you mean the neighborhood Winter Park?
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
$635,000
3

Beds

2.1

Baths

1,798

Sq.Ft.

1267 MICHIGAN AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1360 FORMOSA AVENUE Winter Park, FL MLS# O6292751
$625,000
3

Beds

3.0

Baths

1,890

Sq.Ft.

1360 FORMOSA AVENUE

Winter Park, FL

Courtesy of TOP FLORIDA HOMES
The time to sell is now! THE TIME TO SELL IS NOW!
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 265 E CANTON AVENUE GE Winter Park, FL MLS# O6352115
$605,000
2

Beds

2.0

Baths

1,057

Sq.Ft.

265 E CANTON AVENUE GE

Winter Park, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 1835 JESSICA COURT Winter Park, FL MLS# O6364599
$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
$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
$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
$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
OPEN HOUSE: Sunday 1/4 2:00 PM - 4:00 PM
$575,000
4

Beds

2.0

Baths

1,854

Sq.Ft.

2350 CADY WAY

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 151 N ORLANDO AVENUE 212 Winter Park, FL MLS# O6314915
$570,000
3

Beds

2.0

Baths

1,875

Sq.Ft.

151 N ORLANDO AVENUE 212

Winter Park, FL

Courtesy of THE AGENCY ORLANDO
View 731 BONGART ROAD Winter Park, FL MLS# S5140952
  • Recently Listed with Virtual Tour
1 of 28
$570,000
4

Beds

3.0

Baths

1,526

Sq.Ft.

731 BONGART ROAD

Winter Park, FL

Courtesy of MY REALTY GROUP, LLC.
View 701 DENTON ROAD Winter Park, FL MLS# O6295021
  • Virtual Tour
1 of 32
$565,000
3

Beds

2.0

Baths

2,268

Sq.Ft.

701 DENTON ROAD

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 212 BLOSSOM LANE Winter Park, FL MLS# G5098632
$565,000
3

Beds

2.0

Baths

1,771

Sq.Ft.

212 BLOSSOM LANE

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 1875 STAUNTON AVENUE Winter Park, FL MLS# O6342876
$560,000
4

Beds

2.0

Baths

2,036

Sq.Ft.

1875 STAUNTON AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2758 SANDWELL DRIVE Winter Park, FL MLS# O6350252
$560,000
4

Beds

2.0

Baths

2,303

Sq.Ft.

2758 SANDWELL DRIVE

Winter Park, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 720 N PENNSYLVANIA AVENUE Winter Park, FL MLS# O6281659
$550,000
3

Beds

2.0

Baths

1,115

Sq.Ft.

720 N PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1261 INDIANA AVENUE Winter Park, FL MLS# O6344260
$549,900
3

Beds

2.1

Baths

1,660

Sq.Ft.

1261 INDIANA AVENUE

Winter Park, FL

Courtesy of PRESTIGE PROPERTY SHOP LLC

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

279

Estimated median home price

$679,000
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

PriceCount
$0 - 100K6
$100K - 200K35
$200K - 300K20
$300K - 400K16
$400K - 500K24
$500K - 600K22
$600K - 700K21
$700K - 800K22
$800K - 900K4
$900K - 1M11
$1M - Max98

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family162
Townhouse19
Condo68
Commercial5
Rental108
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 1/3/2026)

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 1/4/2026.

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 1/4/2026.