18 total properties
Did you mean the neighborhood Winter Park?
View 2889 ROUEN AVENUE Winter Park, FL MLS# L4961275
  • Recently Listed
1 of 10
$399,500
3

Beds

2.0

Baths

1,144

Sq.Ft.

2889 ROUEN AVENUE

Winter Park, FL

Courtesy of HELLOSOLD LLC
View 1307 FORMOSA AVENUE Winter Park, FL MLS# O6400711
  • Recently Listed with Virtual Tour
1 of 33
$375,000
2

Beds

1.0

Baths

1,150

Sq.Ft.

1307 FORMOSA AVENUE

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 811 OVERSPIN DRIVE Winter Park, FL MLS# O6400009
  • Recently Listed with Virtual Tour
1 of 9
$349,000
2

Beds

1.0

Baths

749

Sq.Ft.

811 OVERSPIN DRIVE

Winter Park, FL

Courtesy of RICK SINGH REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 3172 CROWN JEWEL COURT Winter Park, FL MLS# O6397498
$339,900
3

Beds

2.1

Baths

1,406

Sq.Ft.

3172 CROWN JEWEL COURT

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2007 EDWIN BOULEVARD Winter Park, FL MLS# O6396498
$369,900
3

Beds

1.1

Baths

1,296

Sq.Ft.

2007 EDWIN BOULEVARD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2007 EDWIN BOULEVARD Winter Park, FL MLS# O6396307
$369,900
Studio

Beds

0.0

Baths

2007 EDWIN BOULEVARD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 4923 N MAGNOLIA AVENUE Winter Park, FL MLS# O6396378
$390,000
3

Beds

2.0

Baths

1,559

Sq.Ft.

4923 N MAGNOLIA AVENUE

Winter Park, FL

Courtesy of A+ REALTY PROFESSIONALS, INC
View 758 WARRENTON ROAD Winter Park, FL MLS# O6395298
$318,985
3

Beds

2.0

Baths

1,196

Sq.Ft.

758 WARRENTON ROAD

Winter Park, FL

Courtesy of SUN PROPERTIES, INC.
View 765 BAFFIE AVENUE Winter Park, FL MLS# O6384768
$380,000
2

Beds

1.0

Baths

936

Sq.Ft.

765 BAFFIE AVENUE

Winter Park, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 184 SANDLEWOOD TRAIL #2 Winter Park, FL MLS# O6380753
$314,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

184 SANDLEWOOD TRAIL #2

Winter Park, FL

Courtesy of NOELKE REALTY
View 4872 ORANGE AVENUE Winter Park, FL MLS# O6380333
$375,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

4872 ORANGE AVENUE

Winter Park, FL

Courtesy of ALFA REAL ESTATE LLC
View 989 EASTBROOK BLVD Winter Park, FL MLS# O6376456
$349,000
3

Beds

1.1

Baths

1,140

Sq.Ft.

989 EASTBROOK BLVD

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 958 DUPONT AVENUE Winter Park, FL MLS# O6371341
$375,000
3

Beds

2.0

Baths

1,572

Sq.Ft.

958 DUPONT AVENUE

Winter Park, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 2002 INDIANA AVENUE Winter Park, FL MLS# GC536284
$358,000
Studio

Beds

0.0

Baths

2002 INDIANA AVENUE

Winter Park, FL

Courtesy of DAWN REALTY
View 311 E MORSE BOULEVARD 7-11 Winter Park, FL MLS# O6337061
$309,900
1

Beds

1.0

Baths

570

Sq.Ft.

311 E MORSE BOULEVARD 7-11

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 150 KILLARNEY BAY COURT 5 Winter Park, FL MLS# O6328063
$335,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

150 KILLARNEY BAY COURT 5

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 311 E MORSE BOULEVARD 7-5 Winter Park, FL MLS# O6308664
$359,000
1

Beds

1.0

Baths

482

Sq.Ft.

311 E MORSE BOULEVARD 7-5

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 311 E MORSE BOULEVARD 7-2 Winter Park, FL MLS# O6222481
$399,000
1

Beds

1.0

Baths

900

Sq.Ft.

311 E MORSE BOULEVARD 7-2

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY 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

374

Estimated median home price

$795,000
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 - 100K4
$100K - 200K50
$200K - 300K22
$300K - 400K18
$400K - 500K28
$500K - 600K19
$600K - 700K27
$700K - 800K20
$800K - 900K10
$900K - 1M10
$1M - Max166

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family232
Townhouse14
Condo88
Commercial5
Rental93
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 5/4/2026)

Information deemed reliable but not guaranteed.

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 5/4/2026.