86 total properties
Did you mean the neighborhood Winter Park?
View 1368 HIBISCUS AVENUE Winter Park, FL MLS# O6429182
$7,250
4

Beds

2.1

Baths

2,394

Sq.Ft.

1368 HIBISCUS AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1049 N KENTUCKY AVENUE Winter Park, FL MLS# O6373029
$6,000
3

Beds

2.1

Baths

2,112

Sq.Ft.

1049 N KENTUCKY AVENUE

Winter Park, FL

Courtesy of THE AGENCY FL
View 301 W COMSTOCK AVENUE Winter Park, FL MLS# O6385827
  • New Construction with Virtual Tour
1 of 17
$6,000
2

Beds

2.1

Baths

1,500

Sq.Ft.

301 W COMSTOCK AVENUE

Winter Park, FL

Courtesy of THE SYDGAN CORP
The time to sell is now! THE TIME TO SELL IS NOW!
View 1981 BLUE RIDGE ROAD Winter Park, FL MLS# O6446473
$5,995
5

Beds

2.0

Baths

2,750

Sq.Ft.

1981 BLUE RIDGE ROAD

Winter Park, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 1136 S PENNSYLVANIA AVENUE Winter Park, FL MLS# O6430077
$5,600
3

Beds

3.0

Baths

2,434

Sq.Ft.

1136 S PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of CENTRAL FLORIDA PRIME REAL ESTATE LLC
View 98 S VIRGINIA AVENUE 111 Winter Park, FL MLS# O6451012
$5,495
3

Beds

3.1

Baths

2,860

Sq.Ft.

98 S VIRGINIA AVENUE 111

Winter Park, FL

Courtesy of FLORIDA ONE REAL ESTATE LLC
View 913 MOSS LANE Winter Park, FL MLS# O6456083
  • Recently Listed
1 of 28
$5,000
3

Beds

2.0

Baths

1,887

Sq.Ft.

913 MOSS LANE

Winter Park, FL

Courtesy of VECTOR REALTY
View 350 N PHELPS AVENUE Winter Park, FL MLS# O6440072
$4,677
4

Beds

3.0

Baths

2,267

Sq.Ft.

350 N PHELPS AVENUE

Winter Park, FL

Courtesy of GOYAL & DECOSTER REALTY
View 2227 HOWARD DRIVE Winter Park, FL MLS# O6452813
$4,100
3

Beds

2.1

Baths

2,196

Sq.Ft.

2227 HOWARD DRIVE

Winter Park, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 616 ELLENDALE DRIVE Winter Park, FL MLS# O6428076
$4,000
4

Beds

2.0

Baths

1,405

Sq.Ft.

616 ELLENDALE DRIVE

Winter Park, FL

Courtesy of BALDWIN PARK REALTY LLC
View 432 W SWOOPE AVENUE Winter Park, FL MLS# O6452364
  • Recently Listed with Virtual Tour
1 of 14
$4,000
4

Beds

3.1

Baths

2,664

Sq.Ft.

432 W SWOOPE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 735 MINNESOTA AVENUE Winter Park, FL MLS# O6446889
$3,995
3

Beds

3.1

Baths

1,810

Sq.Ft.

735 MINNESOTA AVENUE

Winter Park, FL

Courtesy of FLORIDA HOMES SALES & MANAGEMENT LLC
View 737 MINNESOTA AVENUE Winter Park, FL MLS# O6446900
$3,995
3

Beds

3.1

Baths

1,810

Sq.Ft.

737 MINNESOTA AVENUE

Winter Park, FL

Courtesy of FLORIDA HOMES SALES & MANAGEMENT LLC
View 7797 BROKEN ARROW TRAIL Winter Park, FL MLS# O6450524
$3,900
4

Beds

2.0

Baths

2,548

Sq.Ft.

7797 BROKEN ARROW TRAIL

Winter Park, FL

Courtesy of CENTURY 21 CARIOTI
View 1020 MINNESOTA AVENUE 1 Winter Park, FL MLS# O6456317
  • Recently Listed with Virtual Tour
1 of 39
$3,800
3

Beds

2.1

Baths

2,000

Sq.Ft.

1020 MINNESOTA AVENUE 1

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1415 HARMON AVENUE Winter Park, FL MLS# O6448198
$3,400
3

Beds

2.1

Baths

1,753

Sq.Ft.

1415 HARMON AVENUE

Winter Park, FL

Courtesy of HOST MANAGEMENT GROUP LLC
View 624 LONDON ROAD Winter Park, FL MLS# O6453663
  • Recently Listed with Virtual Tour
1 of 29
$3,250
4

Beds

2.0

Baths

1,908

Sq.Ft.

624 LONDON ROAD

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 1409 MICHIGAN AVENUE Winter Park, FL MLS# O6430070
$3,100
3

Beds

2.1

Baths

1,803

Sq.Ft.

1409 MICHIGAN AVENUE

Winter Park, FL

Courtesy of UNIONE REALTY INC
View 424 DUNRAVEN DRIVE Winter Park, FL MLS# O6455413
  • Recently Listed
1 of 14
$3,100
3

Beds

2.0

Baths

1,329

Sq.Ft.

424 DUNRAVEN DRIVE

Winter Park, FL

Courtesy of LOKATION
View 450 W CANTON AVENUE Winter Park, FL MLS# O6434931
$3,000
3

Beds

2.0

Baths

1,782

Sq.Ft.

450 W CANTON AVENUE

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

360

Estimated median home price

$842,500
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 - 200K32
$200K - 300K25
$300K - 400K18
$400K - 500K32
$500K - 600K23
$600K - 700K26
$700K - 800K17
$800K - 900K17
$900K - 1M11
$1M - Max155

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family213
Townhouse23
Condo80
Commercial15
Rental99
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 11/13/2026)

Information deemed reliable but not guaranteed.

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 11/14/2026.