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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
 181 VIRGINIA DRIVE, WINTER PARK, FL 32789
181 VIRGINIA DRIVE WINTER PARK, FL 32789
$11,795,000
5 Beds 6 | 2 Baths 8,188 SqFtListing No. O6199109Property Type: Housecamera Virtual Tourcamera (48)
Details
 1210 VIA CAPRI, WINTER PARK, FL 32789
1210 VIA CAPRI WINTER PARK, FL 32789
$7,370,000
6 Beds 6 | 1 Baths 6,774 SqFtListing No. O6183317Property Type: Housecamera (27)
Details
 1001 ANCHORAGE COURT, WINTER PARK, FL 32789
1001 ANCHORAGE COURT WINTER PARK, FL 32789
$7,250,000
5 Beds 6 | 1 Baths 9,075 SqFtListing No. O6156666Property Type: Housecamera Virtual Tourcamera (72)
Details
 1761 PINETREE ROAD, WINTER PARK, FL 32789
1761 PINETREE ROAD WINTER PARK, FL 32789
$6,995,000
5 Beds 5 | 1 Baths 4,792 SqFtListing No. O6195529Property Type: Housecamera Virtual Tourcamera (52)
Details
 2161 SHARON ROAD, WINTER PARK, FL 32789
2161 SHARON ROAD WINTER PARK, FL 32789
$5,566,500
5 Beds 6 | 1 Baths 6,475 SqFtListing No. O6173028Property Type: Housecamera (90)
Details
 2228 AZALEA PLACE, WINTER PARK, FL 32789
2228 AZALEA PLACE WINTER PARK, FL 32789
$5,400,000
5 Beds 5 | 1 Baths 5,072 SqFtListing No. O6120809Property Type: Housecamera Virtual Tourcamera (34)
Details
 421 LAKEWOOD DRIVE, WINTER PARK, FL 32789
421 LAKEWOOD DRIVE WINTER PARK, FL 32789
$4,995,000
5 Beds 7 | 2 Baths 5,847 SqFtListing No. O6153641Property Type: Housecamera Virtual Tourcamera (41)
Details
 1228 N PARK AVENUE, WINTER PARK, FL 32789
1228 N PARK AVENUE WINTER PARK, FL 32789
$4,500,000
5 Beds 4 | 2 Baths 5,320 SqFtListing No. O6199601Property Type: Housecamera (67)
Details
 985 LINCOLN CIRCLE, WINTER PARK, FL 32789
985 LINCOLN CIRCLE WINTER PARK, FL 32789
$4,250,000
5 Beds 5 | 2 Baths 3,660 SqFtListing No. O6193386Property Type: Housecamera Virtual Tourcamera (19)
Details
 861 BONITA DRIVE, WINTER PARK, FL 32789
861 BONITA DRIVE WINTER PARK, FL 32789
$4,150,000
6 Beds 6 | 2 Baths 6,939 SqFtListing No. O6199396Property Type: Housecamera Virtual Tourcamera (59)
Details
 1820 GLENCOE ROAD, WINTER PARK, FL 32789
1820 GLENCOE ROAD WINTER PARK, FL 32789
$3,890,000
5 Beds 5 | 2 Baths 4,055 SqFtListing No. O6191966Property Type: Housecamera (3)
Details
 2379 FORREST ROAD, WINTER PARK, FL 32789
2379 FORREST ROAD WINTER PARK, FL 32789
$3,795,000
5 Beds 5 | 2 Baths 4,483 SqFtListing No. O6154240Property Type: Housecamera Virtual Tourcamera (6)
Details
 181 VIRGINIA DRIVE, WINTER PARK, FL 32789
camera VIRTUAL TOURcamera (48)
price

$11,795,000

beds

5 5 Beds

baths

6 | 2 6 | 2 Baths

lot size

8,188 SqFt 8,188 SqFt

listing no.

O6199109Listing No. O6199109

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (48)

 1210 VIA CAPRI, WINTER PARK, FL 32789
camera (27)
price

$7,370,000

beds

6 6 Beds

baths

6 | 1 6 | 1 Baths

lot size

6,774 SqFt 6,774 SqFt

listing no.

O6183317Listing No. O6183317

property type

HouseProperty Type: House

gallery photos

camera (27)

 1001 ANCHORAGE COURT, WINTER PARK, FL 32789
camera VIRTUAL TOURcamera (72)
price

$7,250,000

beds

5 5 Beds

baths

6 | 1 6 | 1 Baths

lot size

9,075 SqFt 9,075 SqFt

listing no.

O6156666Listing No. O6156666

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (72)

 1761 PINETREE ROAD, WINTER PARK, FL 32789
camera VIRTUAL TOURcamera (52)
price

$6,995,000

beds

5 5 Beds

baths

5 | 1 5 | 1 Baths

lot size

4,792 SqFt 4,792 SqFt

listing no.

O6195529Listing No. O6195529

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (52)

 2161 SHARON ROAD, WINTER PARK, FL 32789
camera (90)
price

$5,566,500

beds

5 5 Beds

baths

6 | 1 6 | 1 Baths

lot size

6,475 SqFt 6,475 SqFt

listing no.

O6173028Listing No. O6173028

property type

HouseProperty Type: House

gallery photos

camera (90)

 2228 AZALEA PLACE, WINTER PARK, FL 32789
camera VIRTUAL TOURcamera (34)
price

$5,400,000

beds

5 5 Beds

baths

5 | 1 5 | 1 Baths

lot size

5,072 SqFt 5,072 SqFt

listing no.

O6120809Listing No. O6120809

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (34)

 421 LAKEWOOD DRIVE, WINTER PARK, FL 32789
camera VIRTUAL TOURcamera (41)
price

$4,995,000

beds

5 5 Beds

baths

7 | 2 7 | 2 Baths

lot size

5,847 SqFt 5,847 SqFt

listing no.

O6153641Listing No. O6153641

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (41)

 1228 N PARK AVENUE, WINTER PARK, FL 32789
camera (67)
price

$4,500,000

beds

5 5 Beds

baths

4 | 2 4 | 2 Baths

lot size

5,320 SqFt 5,320 SqFt

listing no.

O6199601Listing No. O6199601

property type

HouseProperty Type: House

gallery photos

camera (67)

 985 LINCOLN CIRCLE, WINTER PARK, FL 32789
camera VIRTUAL TOURcamera (19)
price

$4,250,000

beds

5 5 Beds

baths

5 | 2 5 | 2 Baths

lot size

3,660 SqFt 3,660 SqFt

listing no.

O6193386Listing No. O6193386

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (19)

 861 BONITA DRIVE, WINTER PARK, FL 32789
camera VIRTUAL TOURcamera (59)
price

$4,150,000

beds

6 6 Beds

baths

6 | 2 6 | 2 Baths

lot size

6,939 SqFt 6,939 SqFt

listing no.

O6199396Listing No. O6199396

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (59)

 1820 GLENCOE ROAD, WINTER PARK, FL 32789
camera (3)
price

$3,890,000

beds

5 5 Beds

baths

5 | 2 5 | 2 Baths

lot size

4,055 SqFt 4,055 SqFt

listing no.

O6191966Listing No. O6191966

property type

HouseProperty Type: House

gallery photos

camera (3)

 2379 FORREST ROAD, WINTER PARK, FL 32789
camera VIRTUAL TOURcamera (6)
price

$3,795,000

beds

5 5 Beds

baths

5 | 2 5 | 2 Baths

lot size

4,483 SqFt 4,483 SqFt

listing no.

O6154240Listing No. O6154240

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (6)

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Stellar (MFR) data last updated at May 2, 2024 1:48 PM ET
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