167 total properties
Did you mean the neighborhood Winter Park?
View 7839 UNIVERSITY GARDEN DRIVE Winter Park, FL MLS# O6301948
$702,000
Studio

Beds

0.0

Baths

7839 UNIVERSITY GARDEN DRIVE

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 763 Overspin Drive Winter Park, FL MLS# 256173
$699,000
Studio

Beds

0.0

Baths

763 Overspin Drive

Winter Park, FL

View 1977 DUNDEE DRIVE Winter Park, FL MLS# O6341378
$695,500
1,656

Sq.Ft.

1977 DUNDEE DRIVE

Winter Park, FL

Courtesy of HOMEVEST REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 726 N PENNSYLVANIA AVENUE Winter Park, FL MLS# O6281654
$695,000
3

Beds

2.0

Baths

1,167

Sq.Ft.

726 N PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
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 1275 MICHIGAN AVENUE Winter Park, FL MLS# O6342391
$679,000
3

Beds

2.1

Baths

1,866

Sq.Ft.

1275 MICHIGAN AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 607 DUNBLANE DRIVE Winter Park, FL MLS# O6289998
$675,000
4

Beds

2.1

Baths

2,046

Sq.Ft.

607 DUNBLANE DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1134 WASHINGTON AVENUE 13 Winter Park, FL MLS# O6362206
$675,000
3

Beds

3.1

Baths

2,083

Sq.Ft.

1134 WASHINGTON AVENUE 13

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1399 ALOMA AVENUE Winter Park, FL MLS# O6304495
$665,000
3

Beds

2.0

Baths

1,804

Sq.Ft.

1399 ALOMA AVENUE

Winter Park, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 2811 EASTERN PARKWAY Winter Park, FL MLS# O6365983
  • Recently Listed with Virtual Tour
1 of 21
$665,000
3

Beds

2.0

Baths

1,433

Sq.Ft.

2811 EASTERN PARKWAY

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 428 SELKIRK DRIVE Winter Park, FL MLS# O6350371
$650,000
4

Beds

3.0

Baths

1,782

Sq.Ft.

428 SELKIRK DRIVE

Winter Park, FL

Courtesy of REDFIN CORPORATION
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 1926 NATALEN ROAD Winter Park, FL MLS# O6317801
$649,900
3

Beds

2.0

Baths

1,469

Sq.Ft.

1926 NATALEN ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 2330 COLDSTREAM DRIVE Winter Park, FL MLS# O6342500
$649,900
4

Beds

2.0

Baths

1,750

Sq.Ft.

2330 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 595 HUNTINGTON AVENUE 4 Winter Park, FL MLS# O6329412
$649,000
3

Beds

2.1

Baths

1,951

Sq.Ft.

595 HUNTINGTON AVENUE 4

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 2817 FITZOOTH DRIVE Winter Park, FL MLS# O6364062
$639,000
3

Beds

2.0

Baths

1,619

Sq.Ft.

2817 FITZOOTH DRIVE

Winter Park, FL

Courtesy of DJ & LINDSEY REAL ESTATE
View 101 S INTERLACHEN AVENUE 104 Winter Park, FL MLS# O6290188
$635,000
2

Beds

2.0

Baths

949

Sq.Ft.

101 S INTERLACHEN AVENUE 104

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY 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 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 1360 FORMOSA AVENUE Winter Park, FL MLS# O6292751
$625,000
3

Beds

3.0

Baths

1,890

Sq.Ft.

1360 FORMOSA AVENUE

Winter Park, FL

Courtesy of TOP FLORIDA HOMES

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.