92 total properties
Did you mean the neighborhood Winter Park?
View 1695 LEE ROAD E103 Winter Park, FL MLS# S5159126
  • Virtual Tour
1 of 15
$1,600
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E103

Winter Park, FL

Courtesy of RE/MAX SELECT GROUP
View 300 N Knowles Ave 214 Winter Park, FL MLS# A12100777
$1,750
2

Beds

1.0

Baths

1,100

Sq.Ft.

300 N Knowles Ave 214

Winter Park, FL

Courtesy of PROPERTY PROFESSIONALS, INC.
View 7444 WOODBURN COURT 29 Winter Park, FL MLS# S5158825
$1,585
2

Beds

2.1

Baths

1,031

Sq.Ft.

7444 WOODBURN COURT 29

Winter Park, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1981 BLUE RIDGE ROAD Winter Park, FL MLS# O6446473
  • Virtual Tour
1 of 57
$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 7262 SWALLOW RUN 7262 Winter Park, FL MLS# O6446527
$1,500
2

Beds

2.0

Baths

756

Sq.Ft.

7262 SWALLOW RUN 7262

Winter Park, FL

Courtesy of LUMINA PROPERTY MANAGEMENT LLC
View 735 MINNESOTA AVENUE Winter Park, FL MLS# O6446889
  • Virtual Tour
1 of 10
$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
  • Virtual Tour
1 of 10
$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 690 OSCEOLA AVENUE 407 Winter Park, FL MLS# O6446888
$2,200
1

Beds

1.1

Baths

915

Sq.Ft.

690 OSCEOLA AVENUE 407

Winter Park, FL

Courtesy of CREEGAN GROUP
View 307 SANDLEWOOD TRAIL Winter Park, FL MLS# O6444878
  • Virtual Tour
1 of 15
$1,800
2

Beds

2.1

Baths

960

Sq.Ft.

307 SANDLEWOOD TRAIL

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 300 N Knowles Ave 205 Winter Park, FL MLS# A12099244
$1,330
Studio

Beds

1.0

Baths

475

Sq.Ft.

300 N Knowles Ave 205

Winter Park, FL

Courtesy of PROPERTY PROFESSIONALS, INC.
View 2941 ANTIQUE OAKS CIRCLE 80 Winter Park, FL MLS# O6446276
$1,525
2

Beds

2.0

Baths

1,018

Sq.Ft.

2941 ANTIQUE OAKS CIRCLE 80

Winter Park, FL

Courtesy of BELMONT REALTY
View 440 CLARENDON AVENUE Winter Park, FL MLS# O6444115
  • Virtual Tour
1 of 47
$7,995
4

Beds

3.1

Baths

3,184

Sq.Ft.

440 CLARENDON AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 800 W CANTON AVENUE Winter Park, FL MLS# O6443815
$2,500
2

Beds

1.0

Baths

924

Sq.Ft.

800 W CANTON AVENUE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 7487 CANFORD COURT 5 Winter Park, FL MLS# O6444245
  • Virtual Tour
1 of 20
$2,150
4

Beds

3.0

Baths

1,611

Sq.Ft.

7487 CANFORD COURT 5

Winter Park, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 7453 DANIEL WEBSTER DRIVE A5 Winter Park, FL MLS# O6442640
$1,500
2

Beds

2.0

Baths

1,063

Sq.Ft.

7453 DANIEL WEBSTER DRIVE A5

Winter Park, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 541 W CANTON AVENUE Winter Park, FL MLS# O6442825
  • New Construction with Virtual Tour
1 of 50
$12,000
4

Beds

3.1

Baths

3,553

Sq.Ft.

541 W CANTON AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 163 SCOTTSDALE SQUARE 163 Winter Park, FL MLS# O6442834
$1,600
2

Beds

2.0

Baths

1,020

Sq.Ft.

163 SCOTTSDALE SQUARE 163

Winter Park, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 7101 SWALLOW RUN Winter Park, FL MLS# O6441540
  • Virtual Tour
1 of 33
$1,825
3

Beds

2.1

Baths

1,565

Sq.Ft.

7101 SWALLOW RUN

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2918 ANTIQUE OAKS CIRCLE 30 Winter Park, FL MLS# O6442306
$1,550
2

Beds

2.0

Baths

1,018

Sq.Ft.

2918 ANTIQUE OAKS CIRCLE 30

Winter Park, FL

Courtesy of EXIT REAL ESTATE RESULTS
View 3651 N GOLDENROD ROAD C201 Winter Park, FL MLS# O6440571
$1,325
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C201

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY

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

$849,000
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 4
$100K - 200K 32
$200K - 300K 27
$300K - 400K 18
$400K - 500K 31
$500K - 600K 22
$600K - 700K 25
$700K - 800K 17
$800K - 900K 16
$900K - 1M 10
$1M - Max 158

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 212
Townhouse 22
Condo 82
Commercial 15
Rental 100
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 11/15/2026)

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 11/15/2026.