5 total properties
Did you mean the neighborhood Winter Park?
View 1260 ALABAMA DRIVE Winter Park, FL MLS# O6387200
$6,900,000
6

Beds

5.2

Baths

6,396

Sq.Ft.

1260 ALABAMA DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 40 PALMER AVENUE Winter Park, FL MLS# O6380444
  • New Construction
1 of 17
$6,950,000
5

Beds

5.1

Baths

5,905

Sq.Ft.

40 PALMER AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 550 PALMER AVENUE Winter Park, FL MLS# O6349188
  • New Construction with Virtual Tour
1 of 76
$6,895,000
5

Beds

6.1

Baths

5,939

Sq.Ft.

550 PALMER AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
View 1120 PRESERVE POINT DRIVE Winter Park, FL MLS# O6350054
$8,950,000
7

Beds

9.2

Baths

11,255

Sq.Ft.

1120 PRESERVE POINT DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1112 PRESERVE POINT DRIVE Winter Park, FL MLS# O6312768
$8,500,000
5

Beds

6.0

Baths

6,502

Sq.Ft.

1112 PRESERVE POINT DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY 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

337

Estimated median home price

$775,000
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 46
$200K - 300K 23
$300K - 400K 15
$400K - 500K 30
$500K - 600K 15
$600K - 700K 22
$700K - 800K 19
$800K - 900K 10
$900K - 1M 8
$1M - Max 145

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 202
Townhouse 14
Condo 88
Commercial 3
Rental 88
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 4/3/2026)

Information deemed reliable but not guaranteed.

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 4/3/2026.