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 June 19, 2019
58
Listed
89
Avg. DOM
$234.92
Avg. $ / Sq.Ft.
$322,400
Med. List Price
58 Properties
Page 1 of 5
$385,000
Subdivision: Winter Park Pines
4
Beds
3
Baths
2,315
Sq.Ft.
1968
Year Built
6
Days on Site
O5774977
MLS
Welcome home to the Winter Park Pines where the mailman delivers to your door and sidewalks line both sides of the street. This sprawling 4 bed, 3 bath SPLIT FLOOR PLAN home has been updated to meet...
$169,000
Subdivision: Winter Park Gardens Condo
1
Beds
1
Baths
871
Sq.Ft.
1964
Year Built
6
Days on Site
O5791743
MLS
Serene....cozy....inviting. Everything you want in a relaxing place to call home. This stunning condo has been completely renovated and overlooks paradise. Enjoy a beautiful open floor plan with...
$374,900
Subdivision: Winter Park Pines
4
Beds
2
Baths
2,079
Sq.Ft.
1964
Year Built
8
Days on Site
O5789608
MLS
Well-maintained 4 bed, 2 bath home in desirable Winter Park Pines. Open floor plan with low maintenance wood-look laminate flooring, fresh paint throughout, stainless steel appliances, private...
$314,900
Subdivision: Winter Park Pines Unit 05
3
Beds
2
Baths
1,404
Sq.Ft.
1965
Year Built
8
Days on Site
O5791171
MLS
Welcome Home to Winter Park Pines, public golf course just down the street. This 3/2 has been updated and kitchen remodeled recently, with granite counter tops and 42" wood cabinets. Wood flooring...
$219,900
Subdivision: Winter Park Gardens Condo
2
Beds
2
Baths
1,074
Sq.Ft.
1964
Year Built
9
Days on Site
A4438428
MLS
Winter Park Gardens Condominium ... A Hidden Gem in Old Winter Park! Beautifully renovated open concept 2 bedroom, 2 bath corner turn-key Condominium new flooring throughout. New kitchen with...
$275,000
Subdivision: Winter Park Gardens Condo
3
Beds
2
Baths
1,379
Sq.Ft.
1964
Year Built
9
Days on Site
O5790873
MLS
Enjoy Beautiful Pond and Pool Views from this 3 bedroom Corner Unit in Winter Park Gardens. There are only seven 3 bedroom units and they are rarely available. A little updating will make this unit a...
$295,000
Subdivision: Winter Park Estates
3
Beds
1
Baths
1,344
Sq.Ft.
1970
Year Built
9
Days on Site
O5790809
MLS
Walk to new YMCA, WARD PARK, CADY WAY,W.P HOSPITAL & 5 MIN from PARK AVE. Investors check with W.P for new zoning options.(multi-family) (possible 3 units on this large lot. New roof 2013, new...
$239,000
Subdivision: Winter Park Gardens Condo
2
Beds
2
Baths
1,074
Sq.Ft.
1964
Year Built
9
Days on Site
O5789386
MLS
LOCATION IS EVERYTHING, and here it is!!! Step into this beautifully remodeled and impeccably maintained Winter Park Gardens, 2 bedroom, 2 bath condominium. The spectacular view from this second...
$83,000
Subdivision: Winter Park Woods Condo
2
Beds
1F11/2
Baths
1,085
Sq.Ft.
1974
Year Built
8
Days on Site
O5791056
MLS
Come take a look at this spacious 2nd Floor Condo featuring vaulted ceilings, 2 bedrooms & full bathroom located upstairs with a half bathroom downstairs. This condo has a very large kitchen with...
$150,000
Subdivision: Winter Park Villas Condo
2
Beds
2
Baths
1,037
Sq.Ft.
1981
Year Built
10
Days on Site
O5787066
MLS
Lovely 2/2 one story Light and Bright End unit toward back of fenced community. Quiet. unit is 1037 liv sq ft, but Unit is unusual in that it has a fully approved and permitted Enclosed large 9x15...
$135,000
Subdivision: Winter Park Villas Condo
2
Beds
2
Baths
1,037
Sq.Ft.
1981
Year Built
14
Days on Site
O5788631
MLS
Tenant occupied condo with 2 bedrooms 2 bathrooms, fireplace, 2nd floor unit is ready for investors to take over this cash flow positive property in the heart of Winter Park close to shopping,...
$415,000
Subdivision: Quarters At Winter Park Condo
3
Beds
2F11/2
Baths
2,191
Sq.Ft.
1981
Year Built
15
Days on Site
O5789342
MLS
A RARE FIND! Just steps from Park Avenue, Mead Gardens and Rollins College sits this unique condo nestled on a quiet tree-lined street. Enjoy convenience, location and private outdoor space in this...