Winter Park - Pool Homes

There is nowhere quite like Winter Park - a district located in the heart of Orlando; it is truly a one-of-a-kind neighborhood. With a current population of over 30,000, Winter Park is full of character and rich with history. Winter Park was established in 1882, incorporated in 1925 and has become the premiere neighborhood of Orlando. Those looking to move to Winter Park will be neighbors with varying residents such as Doctors, Lawyers and Business Executives. There is one main distinction to be made about Winter Park - the Historic Winter Park and the East Aloma area. Most Orlando residents when referring to “Winter Park,” are referring to the Historic Winter Park. 

Historic Winter Park is home to Rollins College - a very prestigious liberal arts college whose unique architecture alone is worth the visit. Along with Rollins, you will find the gorgeous Park Avenue - a remarkable street with many restaurants, cafes, and retail shops. Additionally, you will encounter many parks, lakes and cobblestone streets that truly make this area a picturesque juxtaposition between a beautifully preserved past and a state of the art modern present.

Countless activities can be found in addition to its vast number of restaurants and shops. Winter Park is known for its rich culture which can be discovered in many art shows throughout the year, world class music festivals and countless museums that are open year-round.  If you are more interested in sports, some of the more popular sports in Winter Park include golf, dance, and boating. 

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Popular Searches for Winter Park

Winter Park Pool Homes For Sale:

$2,415,000
Single Family Home For Sale
Active
4
BEDS
6
TOTAL BATHS
5,400
SQFT
1660 Palmer Avenue
Winter Park, FL 32789
Comstock Park Subdivision
$2,250,000
Single Family Home For Sale
Active
6
BEDS
8
TOTAL BATHS
5,430
SQFT
138 Detmar Drive
Winter Park, FL 32789
Eldridge & Grant Sub Subdivision
$1,825,000
Single Family Home For Sale
Active
5
BEDS
8
TOTAL BATHS
7,762
SQFT
2156 Talman Court
Winter Park, FL 32792
Talman Mews Ph 2 Subdivision
$3,850,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
4,901
SQFT
690 N New York Avenue
Winter Park, FL 32789
The Greens At Park Subdivision
Price Change - 3 weeks ago
$700,000
Single Family Home For Sale
Active
3
BEDS
3
TOTAL BATHS
2,017
SQFT
338 Blue Heron Drive
Winter Park, FL 32789
Flamingo Shores Subdivision
$3,500,000
Single Family Home For Sale
Active
5
BEDS
7
TOTAL BATHS
8,910
SQFT
511 W Canton Avenue
Winter Park, FL 32789
Winter Park Subdivision
$2,750,000
Single Family Home For Sale
Active
6
BEDS
7
TOTAL BATHS
4,627
SQFT
1570 Bryan Avenue
Winter Park, FL 32789
Sylvan Park Subdivision
$1,460,000
Single Family Home For Sale
Active
5
BEDS
5
TOTAL BATHS
3,150
SQFT
1861 Taylor Avenue
Winter Park, FL 32789
Orange Grove Sub Subdivision
$1,460,000
Single Family Home For Sale
Active
5
BEDS
5
TOTAL BATHS
3,412
SQFT
460 Clarendon Avenue
Winter Park, FL 32789
Virginia Heights Rep Subdivision
$2,500,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
4,288
SQFT
Address Withheld
Winter Park, FL 32789
 
$1,950,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
5,114
SQFT
1299 S Pennsylvania Avenue
Winter Park, FL 32789
Cherokee Park Subdivision
$15,900,000
Single Family Home For Sale
Active
5
BEDS
10
TOTAL BATHS
9,092
SQFT
1411 Via Tuscany
Winter Park, FL 32789
Cloister Grove Sub Subdivision
$1,099,000
Single Family Home For Sale
Active
7
BEDS
5
TOTAL BATHS
5,120
SQFT
1320 Heavenly Cove
Winter Park, FL 32792
Eden Point Subdivision
$1,299,900
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
2,950
SQFT
551 Country Club Drive
Winter Park, FL 32789
Lake Killarney Shores Subdivision
$1,225,000
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
3,876
SQFT
1024 Tuscany Place
Winter Park, FL 32789
Tuscany Place Subdivision
$1,750,000
Single Family Home For Sale
Active
4
BEDS
5
TOTAL BATHS
3,002
SQFT
1217 Harding Street
Winter Park, FL 32789
J Kronenberger Sub Subdivision
$1,380,000
Single Family Home For Sale
Active
4
BEDS
6
TOTAL BATHS
5,220
SQFT
1550 Dodd Road
Winter Park, FL 32792
Acreage & Unrec Subdivision
Price Change - 3 weeks ago
$480,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
1,931
SQFT
728 Roughbeard Road
Winter Park, FL 32792
Winter Park Pines Subdivision
Price Change - 4 weeks ago
$519,880
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,120
SQFT
532 S Ranger Boulevard
Winter Park, FL 32792
Winter Park Pines Subdivision
Price Change - 4 weeks ago
$2,095,000
Single Family Home For Sale
Active
5
BEDS
6
TOTAL BATHS
4,027
SQFT
1281 Woodmere Drive
Winter Park, FL 32789
Woodmere Terrace Rep Subdivision