192 total properties
Did you mean the neighborhood Winter Park?
View 4019 QUENITA DRIVE Winter Park, FL MLS# O6356841
$689,000
4

Beds

2.1

Baths

2,824

Sq.Ft.

4019 QUENITA DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
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 615 WARRENTON ROAD Winter Park, FL MLS# O6356439
$320,000
2

Beds

2.0

Baths

1,221

Sq.Ft.

615 WARRENTON ROAD

Winter Park, FL

Courtesy of RE/MAX DOWNTOWN
The time to sell is now! THE TIME TO SELL IS NOW!
View 2009 CORNELL AVENUE Winter Park, FL MLS# O6353956
$269,000
2

Beds

1.0

Baths

762

Sq.Ft.

2009 CORNELL AVENUE

Winter Park, FL

Courtesy of ORLANDO HOME DEALER LLC
View 443 S LAKEMONT AVENUE Winter Park, FL MLS# O6356128
$450,000
3

Beds

2.0

Baths

1,364

Sq.Ft.

443 S LAKEMONT AVENUE

Winter Park, FL

Courtesy of MILLER GRANT AND COMPANY
View 2412 MIDDLETON AVENUE Winter Park, FL MLS# O6356193
$549,000
3

Beds

2.0

Baths

1,340

Sq.Ft.

2412 MIDDLETON AVENUE

Winter Park, FL

Courtesy of REAL ESTATE INVESTMENTS BY BOR
View 1770 BRYAN AVENUE Winter Park, FL MLS# O6348521
$800,000
Studio

Beds

0.0

Baths

1770 BRYAN AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 311 SCOTTSDALE SQUARE 311 Winter Park, FL MLS# O6355536
$110,000
1

Beds

1.0

Baths

785

Sq.Ft.

311 SCOTTSDALE SQUARE 311

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 7502 WAUNAQUA DRIVE Winter Park, FL MLS# O6355169
$567,000
5

Beds

3.0

Baths

2,615

Sq.Ft.

7502 WAUNAQUA DRIVE

Winter Park, FL

Courtesy of REALTY TECH INC
View 2580 EUSTON ROAD Winter Park, FL MLS# O6355208
$425,000
3

Beds

2.0

Baths

1,158

Sq.Ft.

2580 EUSTON ROAD

Winter Park, FL

Courtesy of LOKATION
View 3018 NORTHWOOD BOULEVARD Winter Park, FL MLS# G5103499
$733,000
3

Beds

2.0

Baths

1,761

Sq.Ft.

3018 NORTHWOOD BOULEVARD

Winter Park, FL

Courtesy of ROCK SPRINGS REALTY, LLC
View 7309 Daniel Webster Dr 0-2B Winter Park, FL MLS# A11902093
$109,999
1

Beds

1.0

Baths

7309 Daniel Webster Dr 0-2B

Winter Park, FL

Courtesy of RE/MAX - CITY CENTRE REALTY
View 2306 LEE ROAD Winter Park, FL MLS# O6353126
  • Virtual Tour
1 of 68
$715,000
2,256

Sq.Ft.

2306 LEE ROAD

Winter Park, FL

Courtesy of BUCKEYE REALTY 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 2920 ABBEY COURT Winter Park, FL MLS# O6350118
  • Virtual Tour
1 of 28
$650,000
5

Beds

3.0

Baths

2,312

Sq.Ft.

2920 ABBEY COURT

Winter Park, FL

Courtesy of ORLANDO INTERNATIONAL RELOCATION REALTY
View 1651 N PARK AVENUE Winter Park, FL MLS# O6354776
$505,000
3

Beds

2.0

Baths

1,263

Sq.Ft.

1651 N PARK AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 1250 S DENNING #122 STREET 00122 Winter Park, FL MLS# G5103457
$179,900
1

Beds

1.0

Baths

653

Sq.Ft.

1250 S DENNING #122 STREET 00122

Winter Park, FL

Courtesy of EDEN CREST REALTY, LLC
View 2905 ANTIQUE OAKS CIRCLE 6 Winter Park, FL MLS# O6354114
$157,000
1

Beds

1.0

Baths

749

Sq.Ft.

2905 ANTIQUE OAKS CIRCLE 6

Winter Park, FL

Courtesy of CLARA HERRERA REALTY
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
$540,000
4

Beds

3.0

Baths

2,878

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of MID-STATE PROPERTIES PSL 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

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

PriceCount
$0 - 100K6
$100K - 200K40
$200K - 300K21
$300K - 400K19
$400K - 500K32
$500K - 600K26
$600K - 700K21
$700K - 800K22
$800K - 900K5
$900K - 1M11
$1M - Max98

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family176
Townhouse19
Condo77
Commercial5
Rental108
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 12/29/2025)

Information deemed reliable but not guaranteed.

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 12/29/2025.

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 12/29/2025.

Copyright 2025 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 12/29/2025.

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 12/29/2025.