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 December 13, 2018
60
Listed
92
Avg. DOM
$228.51
Avg. $ / Sq.Ft.
$337,450
Med. List Price
60 Properties Found. Showing 1-12
Sort By:
627 S Ranger Boulevard
Winter Park, FL 32792
627 S Ranger Boulevard Winter Park, FL 32792
1 of 26
$395,000
Subdivision: Winter Park Pines
BEDS
4
BATHS
3
SQ.FT.
1,897
BUILT
1966
ON SITE
3Days
MLS
O5746259
One or more photo(s) has been virtually staged. Ideal location for a CONVENIENT LIFESTYLE on a CORNER LOT! This LOVELY 2 Car Garage POOL home in Winter Park, WELCOMES you with Large BAY WINDOWS and...
140 Scottsdale Square
Winter Park, FL 32792
140 Scottsdale Square Winter Park, FL 32792
1 of 8
$93,900
Subdivision: Winter Park Woods Condo
BEDS
2
BATHS
2
SQ.FT.
1,085
BUILT
1974
ON SITE
2Days
MLS
O5751446
Walking distance to Fullsail,about 6 miles to U.C.F, 3 miles to Rollings College.and Winter Park down town,complex been remodeled with new roofs,siding,and paint and new windows on townhouses.
272 Scottsdale Square #272
Winter Park, FL 32792
272 Scottsdale Square #272 Winter Park, FL 32792
1 of 15
$99,900
Subdivision: Winter Park Woods Condo
BEDS
2
BATHS
2
SQ.FT.
1,085
BUILT
1974
ON SITE
4Days
MLS
O5750964
CENTRALLY LOCATED! Beautiful and spacious 2 bedroom 2 bath condo in desirable Winter Park. Great for primary residence or rental property investment. Features an open floor plan and updated...
1740 Palm Avenue
Winter Park, FL 32789
1740 Palm Avenue Winter Park, FL 32789
1 of 20
$679,000
Subdivision: Winter Park Heights
BEDS
5
BATHS
3
SQ.FT.
2,907
BUILT
1968
ON SITE
11Days
MLS
O5749524
Here is your chance to own a five-bedroom pool home on an oversized corner lot in the heart of the "tree streets" in Olde Winter Park. Completely renovated and updated two years ago, this one-story...
318 Scottsdale Square #318
Winter Park, FL 32792
318 Scottsdale Square #318 Winter Park, FL 32792
1 of 10
$98,500
Subdivision: Winter Park Woods Condo
BEDS
2
BATHS
2
SQ.FT.
1,020
BUILT
1974
ON SITE
11Days
MLS
S5010448
Spacious 2 bedroom condo in Winter Park. Great location, good schools and colleges, close to shopping and dining.
Kitchen has new stove, dishwasher and hood, very nice double door fridge. Storage...
2939 Rouen Avenue
Winter Park, FL 32789
Open House
2939 Rouen Avenue Winter Park, FL 32789
1 of 14
$220,000 ( $10,000 )
Subdivision: Winter Park Manor
BEDS
3
BATHS
2
SQ.FT.
1,040
BUILT
1959
ON SITE
11Days
MLS
O5750071
Great starter home needs some TLC, Charming, Old Florida, cottage style home located on a quiet street in the heart of Winter Park. This is a 3 bedroom and 2 bathroom home with large kitchen,...
2845 Aloma Avenue
Winter Park, FL 32792
2845 Aloma Avenue Winter Park, FL 32792
1 of 27
$330,000
Subdivision: Winter Park Estates
BEDS
3
BATHS
2
SQ.FT.
1,348
BUILT
1963
ON SITE
10Days
MLS
O5750161
Welcome home to your completely renovated little gem in Winter Park Estates! This 3 bedroom 2 bath with a den is sure to impress with all of its updates. The home has hardwood floors throughout...
2761 Will O Th Green Street
Winter Park, FL 32792
2761 Will O Th Green Street Winter Park, FL 32792
1 of 29
$399,900
Subdivision: Winter Park Pines Unit 1
BEDS
3
BATHS
2
SQ.FT.
1,640
BUILT
1964
ON SITE
15Days
MLS
O5749130
Gorgeous Remodel Now Available in the Desirable Winter Park Pines. Used to seeing quick flips with no attention to detail? Not here, this home has been Meticulously Renovated with the an Incredible...
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
15Days
MLS
O5749451
"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 entertaining with it's large...
2805 Eastham Road
Winter Park, FL 32792
2805 Eastham Road Winter Park, FL 32792
1 of 17
$300,000 ( $9,000 )
Subdivision: Winter Park Estates
BEDS
4
BATHS
2
SQ.FT.
1,406
BUILT
1963
ON SITE
28Days
MLS
T3142416
Great location in Winter Park, in a dead-end Street. This 4 bed / 2 Bath house is newly renovated. Situated in a big lot, with huge backyard and a Carport for 2, offers an amazing layout. Roof is...
141 Lewfield Circle #141
Winter Park, FL 32792
141 Lewfield Circle #141 Winter Park, FL 32792
1 of 10
$85,000
Subdivision: Stratford A Winter Park Condo
BEDS
1
BATHS
1
SQ.FT.
678
BUILT
1973
ON SITE
27Days
MLS
O5747390
Still Tenant occupied until July 2019, This beautiful condo on first floor in excellent Location of Winter Park , 2 well maintained pools , close to major employers, and major highways ,...
418 Gilbert Road
Winter Park, FL 32792
418 Gilbert Road Winter Park, FL 32792
1 of 25
$314,000 ( $15,000 )
Subdivision: Winter Park Pines
BEDS
4
BATHS
2
SQ.FT.
1,880
BUILT
1964
ON SITE
32Days
MLS
O5746165
Here is a wonderful opportunity to own a beautiful Winter Park home in the highly desired neighborhood of Winter Park Pines. This home is a great family home with very spacious rooms, large closets,...