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Winter Park

https://cityofwinterpark.org/government/about/

One of the finest cities in the United States, Winter Park, Florida, is considered by many to be the premier urban village in the sunshine state. With its rich heritage, strong sense of community, vast parks system, diverse economic base, and beautiful chain of lakes, the city provides a high quality of life to both its residents and visitors alike.

Located just three miles north of Orlando in Orange County, the city is 10-square miles with over 30,000 residents. Winter Park is known for its Old World charm, elegant homes, quaint bricked streets, extensive tree canopy, first-class shopping and dining experiences, world-class museums and Rollins College.

Described by some as a small New England village with a European flavor with quaint shops and scrumptious restaurants, Winter Park is as beautiful as it is unique. In addition to its town-and-gown relationship with Rollins College, the oldest private college in Florida, the city has developed significant partnerships among area businesses, schools, cultural organizations, civic groups and neighborhood associations.

Winter Park is not only known for its abundance of upscale shopping and unique restaurants, but also its historic Hannibal Square district, Winter Park Village and nationally-ranked schools which include Winter Park High School, Rollins College and Valencia Community College. With four museums, The Charles Hosmer Morse Museum of American Art, Cornell Fine Arts Museum at Rollins College, Albin Polasek Museum & Sculpture Gardens and Winter Park Historical Museum, Winter Park is a Mecca for those interested in world-class art and rich cultural experiences.

One of the best ways to get acquainted with the city is to take a leisurely boat ride on the Winter Park Scenic Boat Tour, located at the east end of Morse Boulevard. This one-hour, open-air cruise will provide you with breathtaking views of our city’s beautiful homes and expansive chain of lakes as you listen to a narrated history of Winter Park. You can also take a walking tour of the city by picking up a brochure at the Winter Park Historical Museum located at the corner of New York and New England avenues on the north end of the award-winning Winter Park Farmers’ Market.

The Downtown Winter Park Historic District is listed on the National Register of Historic Places, the official list of the nation’s most historic areas worthy of preservation. The district, which runs along Park Avenue, was deemed significant in the areas of early settlement, architecture, community planning, commerce and transportation. Eight buildings in Winter Park are also listed on the National Register of Historical Places, including the Albin Polasek Museum & Sculpture Gardens, All Saints Episcopal Church, Annie Russell Theatre, Comstock-Harris House, Edward Hill Brewer House – ‘The Palms,’ Knowles Memorial Chapel at Rollins College, Winter Park Country Club Clubhouse and Woman’s Club of Winter Park.

Among the city’s 75 beautiful large and small parks, the main parks include Central Park, Mead Botanical Garden, Kraft Azalea Garden, Ward Memorial Park, Lake Baldwin Park, Shady Park and Martin Luther King, Jr. Park. Be sure to make plans to attend the nationally-recognized Winter Park Sidewalk Art Festival during the third weekend in March, the Winter Park Autumn Art Festival during the second weekend in October, the Old Fashioned 4th of July Celebration, and many other community and city-sponsored events that are held throughout the year.

We are sure you’ll agree after visiting our parks, shops, restaurants, museums, historic sites and other points of interest throughout the city, that the City of Winter Park is truly a unique community with an international appeal.

Min. Price
Max. Price
Beds
Baths
1220 N PARK AVENUE WINTER PARK, FL 32789
$17,486,000
7 Beds 5 | 2 Baths 12,475 SqFt Listing No. O6012672 Property Type: House camera (87)
Details
4 ISLE OF SICILY WINTER PARK, FL 32789
$10,950,000
5 Beds 5 | 3 Baths 9,522 SqFt Listing No. O6095179 Property Type: House camera (46)
Details
1190 N PARK AVENUE WINTER PARK, FL 32789
$8,500,000
8 Beds 5 | 5 Baths 19,619 SqFt Listing No. O6039038 Property Type: House camera Virtual Tour camera (77)
Details
1311 VIA TUSCANY WINTER PARK, FL 32789
$7,900,000
7 Beds 6 | 2 Baths 10,997 SqFt Listing No. O6011692 Property Type: House camera (33)
Details
785 VIA LOMBARDY WINTER PARK, FL 32789
$5,650,000
5 Beds 5 | 2 Baths 6,736 SqFt Listing No. O6071285 Property Type: House camera Virtual Tour camera (13)
Details
466 HENKEL CIRCLE WINTER PARK, FL 32789
$4,997,000
4 Beds 5 Baths 4,416 SqFt Listing No. O6094004 Property Type: House camera Virtual Tour camera (63) Open House: Apr 1, 2023 11:00 AM - 1:00 PM
Details
550 PALMER AVENUE WINTER PARK, FL 32789
$4,900,000
5 Beds 5 | 3 Baths 5,952 SqFt Listing No. O6029085 Property Type: House camera Virtual Tour camera (12)
Details
1106 PALMER AVENUE WINTER PARK, FL 32789
$4,325,000
4 Beds 5 | 1 Baths 6,256 SqFt Listing No. O6043192 Property Type: House camera Virtual Tour camera (40)
Details
664 W MORSE BOULEVARD WINTER PARK, FL 32789
$4,299,000
4 Beds 4 | 2 Baths 5,819 SqFt Listing No. O6080006 Property Type: House camera Virtual Tour camera (19)
Details
1740 VIA PALERMO WINTER PARK, FL 32789
$4,200,000
5 Beds 5 | 1 Baths 5,259 SqFt Listing No. O6094377 Property Type: House camera (43)
Details
526 GENIUS DRIVE WINTER PARK, FL 32789
$4,150,000
4 Beds 4 | 1 Baths 6,390 SqFt Listing No. O6098024 Property Type: House camera Virtual Tour camera (69)
Details
1290 PARK AVE WINTER PARK, FL 32789
$3,995,000
4 Beds 3 | 2 Baths 3,823 SqFt Listing No. O6082393 Property Type: House camera Virtual Tour camera (44)
Details
 1220 N PARK AVENUE, WINTER PARK, FL 32789
camera (87)
price

$17,486,000

beds

7 7 Beds

baths

5 | 2 5 | 2 Baths

lot size

12,475 SqFt 12,475 SqFt

listing no.

O6012672 Listing No. O6012672

property type

House Property Type: House

gallery photos

camera (87)

 4 ISLE OF SICILY, WINTER PARK, FL 32789
camera (46)
price

$10,950,000

beds

5 5 Beds

baths

5 | 3 5 | 3 Baths

lot size

9,522 SqFt 9,522 SqFt

listing no.

O6095179 Listing No. O6095179

property type

House Property Type: House

gallery photos

camera (46)

 1190 N PARK AVENUE, WINTER PARK, FL 32789
camera VIRTUAL TOUR camera (77)
price

$8,500,000

beds

8 8 Beds

baths

5 | 5 5 | 5 Baths

lot size

19,619 SqFt 19,619 SqFt

listing no.

O6039038 Listing No. O6039038

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (77)

 1311 VIA TUSCANY, WINTER PARK, FL 32789
camera (33)
price

$7,900,000

beds

7 7 Beds

baths

6 | 2 6 | 2 Baths

lot size

10,997 SqFt 10,997 SqFt

listing no.

O6011692 Listing No. O6011692

property type

House Property Type: House

gallery photos

camera (33)

 785 VIA LOMBARDY, WINTER PARK, FL 32789
camera VIRTUAL TOUR camera (13)
price

$5,650,000

beds

5 5 Beds

baths

5 | 2 5 | 2 Baths

lot size

6,736 SqFt 6,736 SqFt

listing no.

O6071285 Listing No. O6071285

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (13)

 466 HENKEL CIRCLE, WINTER PARK, FL 32789
camera VIRTUAL TOUR camera (63)
price

$4,997,000

beds

4 4 Beds

baths

5 5 Baths

lot size

4,416 SqFt 4,416 SqFt

listing no.

O6094004 Listing No. O6094004

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (63)

Open House: Apr 1, 2023 11:00 AM - 1:00 PM

 550 PALMER AVENUE, WINTER PARK, FL 32789
camera VIRTUAL TOUR camera (12)
price

$4,900,000

beds

5 5 Beds

baths

5 | 3 5 | 3 Baths

lot size

5,952 SqFt 5,952 SqFt

listing no.

O6029085 Listing No. O6029085

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (12)

 1106 PALMER AVENUE, WINTER PARK, FL 32789
camera VIRTUAL TOUR camera (40)
price

$4,325,000

beds

4 4 Beds

baths

5 | 1 5 | 1 Baths

lot size

6,256 SqFt 6,256 SqFt

listing no.

O6043192 Listing No. O6043192

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (40)

 664 W MORSE BOULEVARD, WINTER PARK, FL 32789
camera VIRTUAL TOUR camera (19)
price

$4,299,000

beds

4 4 Beds

baths

4 | 2 4 | 2 Baths

lot size

5,819 SqFt 5,819 SqFt

listing no.

O6080006 Listing No. O6080006

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (19)

 1740 VIA PALERMO, WINTER PARK, FL 32789
camera (43)
price

$4,200,000

beds

5 5 Beds

baths

5 | 1 5 | 1 Baths

lot size

5,259 SqFt 5,259 SqFt

listing no.

O6094377 Listing No. O6094377

property type

House Property Type: House

gallery photos

camera (43)

 526 GENIUS DRIVE, WINTER PARK, FL 32789
camera VIRTUAL TOUR camera (69)
price

$4,150,000

beds

4 4 Beds

baths

4 | 1 4 | 1 Baths

lot size

6,390 SqFt 6,390 SqFt

listing no.

O6098024 Listing No. O6098024

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (69)

 1290 PARK AVE, WINTER PARK, FL 32789
camera VIRTUAL TOUR camera (44)
price

$3,995,000

beds

4 4 Beds

baths

3 | 2 3 | 2 Baths

lot size

3,823 SqFt 3,823 SqFt

listing no.

O6082393 Listing No. O6082393

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (44)

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The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of 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; the availability of any listing should always be independently verified. Listing information is provided for consumers' 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. The offer of compensation is made only to participants of the MLS where the listing is filed.
Stellar (MFR) data last updated at March 29, 2023 10:21 PM ET
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