252 total properties
Did you mean the neighborhood Winter Park?
View 1386 CLAY STREET Winter Park, FL MLS# O6354139
  • Virtual Tour
1 of 20
$479,000
2

Beds

1.0

Baths

1,182

Sq.Ft.

1386 CLAY STREET

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View Address not provided Winter Park, FL MLS# O6352582
  • Virtual Tour
1 of 27
$599,000
4

Beds

3.0

Baths

2,878

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of MID-STATE PROPERTIES PSL LLC
View 259 BLOSSOM LANE Winter Park, FL MLS# O6353902
  • Virtual Tour
1 of 24
$499,000
3

Beds

2.0

Baths

1,354

Sq.Ft.

259 BLOSSOM LANE

Winter Park, FL

Courtesy of TALENT REALTY SOLUTIONS
The time to sell is now! THE TIME TO SELL IS NOW!
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 1083 EASTBROOK BOULEVARD Winter Park, FL MLS# S5136728
$379,990
4

Beds

2.0

Baths

1,530

Sq.Ft.

1083 EASTBROOK BOULEVARD

Winter Park, FL

Courtesy of ORANGE SLICE PROPERTIES
View 1007 EARLY AVENUE Winter Park, FL MLS# TB8437929
  • Virtual Tour
1 of 26
$425,000
3

Beds

2.0

Baths

1,721

Sq.Ft.

1007 EARLY AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 107 SCOTTSDALE SQUARE 107 Winter Park, FL MLS# O6352884
$100,000
1

Beds

1.0

Baths

756

Sq.Ft.

107 SCOTTSDALE SQUARE 107

Winter Park, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 3028 GEORGE MASON AVENUE 7 Winter Park, FL MLS# O6352795
$40,000
2

Beds

2.0

Baths

1,088

Sq.Ft.

3028 GEORGE MASON AVENUE 7

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1695 LEE ROAD C214 Winter Park, FL MLS# S5136332
  • Virtual Tour
1 of 41
$123,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C214

Winter Park, FL

Courtesy of PROFESSIONAL REAL ESTATE TEAM
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 7471 CANFORD COURT 19 Winter Park, FL MLS# G5103114
$210,000
2

Beds

1.1

Baths

1,393

Sq.Ft.

7471 CANFORD COURT 19

Winter Park, FL

Courtesy of IAD FLORIDA LLC
View 668 OVERSPIN DRIVE Winter Park, FL MLS# O6351255
  • Virtual Tour
1 of 54
$950,000
4

Beds

3.0

Baths

2,509

Sq.Ft.

668 OVERSPIN DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
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 700 MELROSE AVENUE D21 Winter Park, FL MLS# O6344026
  • Adult Community with Virtual Tour
1 of 33
$198,800
1

Beds

1.0

Baths

871

Sq.Ft.

700 MELROSE AVENUE D21

Winter Park, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 7326 SWALLOW RUN 7326 Winter Park, FL MLS# O6337449
$136,000
2

Beds

2.0

Baths

800

Sq.Ft.

7326 SWALLOW RUN 7326

Winter Park, FL

Courtesy of CREATIVE HOMES OF ORLANDO
View 1510 MILLER AVENUE Winter Park, FL MLS# O6350503
  • New Construction with Virtual Tour
1 of 5
$1,634,900
5

Beds

4.1

Baths

3,252

Sq.Ft.

1510 MILLER AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 1540 MILLER AVENUE Winter Park, FL MLS# O6350580
  • New Construction
1 of 4
$1,399,900
4

Beds

3.1

Baths

2,984

Sq.Ft.

1540 MILLER AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 2758 SANDWELL DRIVE Winter Park, FL MLS# O6350252
  • Virtual Tour
1 of 14
$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 2002 KAROLINA AVENUE Winter Park, FL MLS# O6327155
$750,000
Studio

Beds

0.0

Baths

2002 KAROLINA AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2260 HAWICK LANE Winter Park, FL MLS# O6343603
  • Virtual Tour
1 of 5
$995,000
Studio

Beds

0.0

Baths

2260 HAWICK LANE

Winter Park, FL

Courtesy of DAVEN REAL ESTATE 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 7
$100K - 200K 40
$200K - 300K 21
$300K - 400K 18
$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 175
Townhouse 19
Condo 78
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 12/27/2025)

Information deemed reliable but not guaranteed.

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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 12/28/2025.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes the name of the listing brokers.

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 12/28/2025.

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 12/28/2025.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 12/28/2025.