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 February 16, 2019
57
Listed
112
Avg. DOM
$245.01
Avg. $ / Sq.Ft.
$345,000
Med. List Price
57 Properties Found. Showing 1-12
Sort By:
451 W Comstock Avenue
Winter Park, FL 32789
451 W Comstock Avenue Winter Park, FL 32789
1 of 45
$1,299,000
Subdivision: Winter Park
BEDS
4
BATHS
5
SQ.FT.
3,549
BUILT
2019
ON SITE
2Days
MLS
O5760805
One or more photo(s) has been virtually staged. Amazing 4 bedroom / 4.5 bathroom modern masterpiece with soaring 12-foot custom coffered & lighted ceilings, walking distance to all that Winter Park...
145 Lewfield Circle #145
Winter Park, FL 32792
145 Lewfield Circle #145 Winter Park, FL 32792
1 of 39
$79,995
Subdivision: Stratford A Winter Park Condo
BEDS
1
BATHS
1
SQ.FT.
678
BUILT
1973
ON SITE
4Days
MLS
O5763575
You've heard it before and now you'll hear it again. Location, Location, Location!! Come home to this lovely 1 bedroom 1 bathroom Condo located in Winter Park. The condo has been freshly painted...
294 Scottsdale Square #294
Winter Park, FL 32792
294 Scottsdale Square #294 Winter Park, FL 32792
1 of 32
$108,000
Subdivision: Winter Park Woods
BEDS
2
BATHS
2
SQ.FT.
1,085
BUILT
1974
ON SITE
4Days
MLS
O5763609
This spacious 2 story condo with 2 bedrooms and 1,5 baths is vacant, entirely renovated and move-in ready. Kitchen has brand new stainless steel appliances, new white cabinets and a beautiful...
727 Bongart Road
Winter Park, FL 32792
727 Bongart Road Winter Park, FL 32792
1 of 23
$345,000
Subdivision: Winter Park Estates
BEDS
4
BATHS
3
SQ.FT.
2,141
BUILT
1961
ON SITE
5Days
MLS
O5731410
Motivated seller! Bring your offers! This beautifully updated 4 bedroom 3 bathroom home has been completely remodeled. Featuring an open floor plan where the new kitchen overlooks the dining room...
1641 Oneco Avenue
Winter Park, FL 32789
1641 Oneco Avenue Winter Park, FL 32789
1 of 47
$1,549,000
Subdivision: Winter Park Heights
BEDS
5
BATHS
6
SQ.FT.
3,967
BUILT
2019
ON SITE
9Days
MLS
O5752236
Just Completed & Fabulous !! This timeless 5 bedroom pool home is perfect for family living & entertaining. Meticulously constructed by Austin Homes w/ Interior Design by Steele Street Studios...
679 Montego Bay Court #679
Winter Park, FL 32792
679 Montego Bay Court #679 Winter Park, FL 32792
1 of 14
$150,000
Subdivision: Winter Park Villas Condo
BEDS
2
BATHS
2
SQ.FT.
1,037
BUILT
1981
ON SITE
9Days
MLS
O5761777
2 bedroom 2 bathroom condo in Winter Park. You will find a spacious kitchen with updated stainless steel appliances and granite countertops. Tile flooring throughout and plenty of natural light!...
791 Douglas Avenue
Winter Park, FL 32789
791 Douglas Avenue Winter Park, FL 32789
1 of 4
$549,800
Subdivision: Winter Park
BEDS
3
BATHS
3
SQ.FT.
1,672
BUILT
2019
ON SITE
11Days
MLS
O5749451
One or more photo(s) has been virtually staged. "Pre-Construction, To be built" Welcome Home to Winter Park! Another beautiful home built by Urban Perch-A Boutique Home Builder. This modern farmhouse...
819 W Comstock Avenue
Winter Park, FL 32789
Open House
819 W Comstock Avenue Winter Park, FL 32789
1 of 19
$295,000 ( $5,000 )
Subdivision: Winter Park
BEDS
3
BATHS
1
SQ.FT.
977
BUILT
1985
ON SITE
11Days
MLS
O5742624
This Winter Park one-story home offers Granite countertops, upgraded features include overall interior paint and newly installed carpet.

Home comes with a 30-day buyback guarantee. Terms and...
1112 Washington Avenue #2
Winter Park, FL 32789
1112 Washington Avenue #2 Winter Park, FL 32789
1 of 31
$344,900
Subdivision: Quarters At Winter Park Condo
BEDS
3
BATHS
3
SQ.FT.
1,470
BUILT
1978
ON SITE
11Days
MLS
O5762143
Winter Park townhome.... 2 story w/ large first floor master, sliders to completely private walled patio and gas fireplace. This property has been completely updated.. First floor has private garden...
141 N Virginia Avenue
Winter Park, FL 32789
141 N Virginia Avenue Winter Park, FL 32789
1 of 31
$2,350,000
Subdivision: Town Of Winter Park
BEDS
5
BATHS
6
SQ.FT.
4,018
BUILT
2018
ON SITE
19Days
MLS
O5760005
A fantastic opportunity for a discerning buyer to own Oak Tree House, the "Jewel in the Crown" of the Phil Kean designed Brownstones located in downtown Winter Park. Just a short stroll to Park Ave's...
741 Friar Road
Winter Park, FL 32792
Open House
741 Friar Road Winter Park, FL 32792
1 of 22
$385,000
Subdivision: Winter Park Pines
BEDS
4
BATHS
3
SQ.FT.
2,060
BUILT
1968
ON SITE
19Days
MLS
O5760190
This Winter Park Pines home offers unique 3-way split living plan with an abundance of space for every family member. Mostly updated, this home offers a spacious kitchen with combined family and...
1146 Washington Avenue #19
Winter Park, FL 32789
1146 Washington Avenue #19 Winter Park, FL 32789
1 of 26
$350,000
Subdivision: Quarters At Winter Park Condo
BEDS
3
BATHS
3
SQ.FT.
2,083
BUILT
1981
ON SITE
20Days
MLS
O5759058
Location, Location, Location!
Spacious Townhouse with two bedrooms, 2.5 bathrooms with Office/Den, 2 car garage.
The townhouse is located a short walk to Rollins College, Park Ave. and the...