Winter Park Community

Winter Park is a suburban city located in Orange County, Florida, north of Orlando. It covers an area of 10 square miles and it has an estimated population of 30,000 habitants.

Winter Park was founded as a resort community by northern business magnates in the late 19th and early 20th centuries. Today, the arts- and culture-filled city of Winter Park includes Rollins College and the Charles Hosmer Morse Museum of Natural Art.

Winter Park also is destination for nature lovers. In Winter Park, you will find more than 70 parks, all home to various events, festivals and celebrations throughout the year, and available to anyone looking for a place to just sit and relax in the shades of the trees and enjoy a beautiful afternoon. Not only are there enough activities to keep you and your family happy, but all the Orlando attractions are just minutes away.

Most places are within walking distance, which is great if you want to take a stroll down the street and see all of the local shops and restaurants. So much shopping and so many different types of historical architecture. You get a small town feeling from the downtown area, and there's an great farmers market every Saturday.

Education

Homes

Included below are homes for sale in Winter Park. If you would like more information on any of these Winter Park real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

And, if you haven't already, be sure to register for a free account so that you can receive email alerts whenever new Winter Park listings come on the market.

Winter Park January 25, 2020
32
Listed
90
Avg. DOM
$230.40
Avg. $ / Sq.Ft.
$253,950
Med. List Price
32 Properties
Page 1 of 3
$84,800
Subdivision: Winter Park Woods Condo
2
Beds
1F11/2
Baths
1,085
Sq.Ft.
1974
Year Built
2
Days on Site
O5815569
MLS
Investment opportunity available this 2nd floor condo offers 2 bedrooms, 1.5 baths, tile floors, sizeable kitchen and outside
utility. The community offers 2 pools, clubhouse, tennis and...
$399,900
Subdivision: Winter Park Pines
4
Beds
2
Baths
2,201
Sq.Ft.
1964
Year Built
4
Days on Site
O5838193
MLS
Does your New Home checklist include a Prime Location, Top Rated School Districts, Outdoor Fitness along the Cady Way Trail, Local Golf Course, Boutique Shopping, Local Dining, Beautiful Parks and a...
$215,000
Subdivision: Winter Park Gardens Condo
2
Beds
2
Baths
1,074
Sq.Ft.
1964
Year Built
5
Days on Site
O5798834
MLS
REDUCED!!! RARE FIND! First floor unit, breathtaking view of pool, pond and gardens . Kitchen has upgraded cabinets and granite counter tops.
Master bath has been upgraded. Winter Park Gardens...
Open 1/25
531 S Ranger Boulevard #6 Winter Park, FL 32792
$380,000
Subdivision: Winter Park Pines
4
Beds
2
Baths
1,740
Sq.Ft.
1965
Year Built
8
Days on Site
O5837644
MLS
Start Packing! This Lovely four bedroom two bathroom home located in sought after Winter Park Pines ready for a new owner. This home is exquisitely upgraded with beautiful designer features like,...
Open 1/26
1124 Washington Avenue Winter Park, FL 32789
$407,000
Subdivision: Quarters At Winter Park
2
Beds
2F11/2
Baths
2,170
Sq.Ft.
1981
Year Built
17
Days on Site
O5835673
MLS
Walk to Park Avenue, enjoy a nice stroll to the farmer's market or theater. When you're done, cruise through Mead Botanical for a peaceful nature walk or play tennis at Azalea Courts. W/over 2,000 SF...
$367,000
Subdivision: Winter Park Pines
3
Beds
2
Baths
1,624
Sq.Ft.
1962
Year Built
17
Days on Site
O5835588
MLS
Will not last! This house has been given a contemporary face lift. Gorgeous renovated Kitchen including granite countertops, tiled back splash, Skylight, and built in eating area. Bathrooms feature...
$375,000
Subdivision: Winter Park Pines Rep
4
Beds
2
Baths
1,978
Sq.Ft.
1963
Year Built
17
Days on Site
O5835614
MLS
In the celebrated City of Winter Park. No HOA fee, "A" School district home. Immaculate Converted 4 bedroom 2 bath split plan home with fresh interior paint! Converted room is under cooled air, can...
$549,900
Subdivision: Winter Park
3
Beds
2F11/2
Baths
1,485
Sq.Ft.
2019
Year Built
19
Days on Site
O5772967
MLS
Pre-Construction. To be built. "Pre-Construction, To be built" Welcome Home to Winter Park! Another beautiful home built by Urban Perch-A Boutique Home Builder. This modern farmhouse is perfect for...
$79,900
Subdivision: Winter Park Woods Condo
1
Beds
1
Baths
785
Sq.Ft.
1974
Year Built
20
Days on Site
O5801006
MLS
Centrally located and walking distance to Full Sail. Just a short drive to UCF, Barry University, Stratford University, Keiser University, and Valencia College. Large one bedroom near downtown Winter...
$70,000
Subdivision: Winter Park Woods Condo
1
Baths
600
Sq.Ft.
1974
Year Built
20
Days on Site
S5028259
MLS
Don't miss the opportunity of this cozy studio is in an excellent condition in the Winter Park area, perfect for investors or 1st time home buyers. Roof and stairwell for building replaced in 2018....
$1,535,000
Subdivision: Winter Park Heights
5
Beds
5F11/2
Baths
3,967
Sq.Ft.
2020
Year Built
20
Days on Site
O5834577
MLS
Under Construction. This Stunning transitional 5 bedroom pool home is perfect for family living & entertaining. Floor plan is ideal w/ 2 bedroom suites downstairs plus office/flex space. Meticulously...
$4,300,000
Subdivision: Winter Park
10
Beds
12F21/2
Baths
8,325
Sq.Ft.
1905
Year Built
23
Days on Site
O5809404
MLS
A unique offering to say the least. Originally built in 1920, the woodwork highlights the best of lost skills retained in the massive renovation done in 2009. Sitting on over 1/2 acre this home is a...