10 total properties
Did you mean the neighborhood Winter Park?
View 1336 COLLEGE POINT Winter Park, FL MLS# O6367878
  • Recently Listed
1 of 53
$4,595,000
4

Beds

3.2

Baths

3,181

Sq.Ft.

1336 COLLEGE POINT

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1302 RAINTREE PLACE Winter Park, FL MLS# O6353083
  • New Construction with Virtual Tour
1 of 62
$5,300,000
5

Beds

5.1

Baths

4,738

Sq.Ft.

1302 RAINTREE PLACE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 702 VIA BELLA Winter Park, FL MLS# O6335854
  • New Construction with Virtual Tour
1 of 46
$4,250,000
4

Beds

5.1

Baths

3,720

Sq.Ft.

702 VIA BELLA

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1161 VALENCIA AVENUE Winter Park, FL MLS# O6330736
  • Virtual Tour
1 of 66
$4,445,000
4

Beds

4.1

Baths

4,181

Sq.Ft.

1161 VALENCIA AVENUE

Winter Park, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 503 N INTERLACHEN AVENUE Winter Park, FL MLS# O6331207
$4,999,000
Studio

Beds

0.0

Baths

503 N INTERLACHEN AVENUE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1221 RICHMOND ROAD Winter Park, FL MLS# O6321906
$5,450,000
5

Beds

5.1

Baths

5,164

Sq.Ft.

1221 RICHMOND ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1150 VIA SALERNO Winter Park, FL MLS# O6321143
  • New Construction with Virtual Tour
1 of 61
$4,750,000
4

Beds

5.1

Baths

3,850

Sq.Ft.

1150 VIA SALERNO

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 2211 Azalea Pl Winter Park, FL MLS# A11824988
  • Virtual Tour
1 of 98
$5,495,000
5

Beds

6.1

Baths

7,278

Sq.Ft.

2211 Azalea Pl

Winter Park, FL

Courtesy of FORTUNE CHRISTIE'S INTERNATIONAL REAL ESTATE
View 2211 AZALEA PLACE Winter Park, FL MLS# O6319674
  • Virtual Tour
1 of 99
$5,495,000
5

Beds

6.1

Baths

7,278

Sq.Ft.

2211 AZALEA PLACE

Winter Park, FL

Courtesy of FORTUNE INTERNATIONAL REALTY
View 1660 PALMER AVENUE Winter Park, FL MLS# O6282425
  • New Construction with Virtual Tour
1 of 48
$4,950,000
5

Beds

6.1

Baths

6,406

Sq.Ft.

1660 PALMER AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. 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

267

Estimated median home price

$679,000
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 5
$100K - 200K 34
$200K - 300K 20
$300K - 400K 15
$400K - 500K 23
$500K - 600K 20
$600K - 700K 21
$700K - 800K 22
$800K - 900K 4
$900K - 1M 10
$1M - Max 93

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 155
Townhouse 18
Condo 66
Commercial 5
Rental 102
Lots and Land 18
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 1/6/2026)

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 1/7/2026.