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 October 18, 2018
56
Listed
85
Avg. DOM
$238.07
Avg. $ / Sq.Ft.
$352,450
Med. List Price
56 Properties Found. Showing 1-12
Sort By:
2907 Ambergate Road
Winter Park, FL 32792
2907 Ambergate Road Winter Park, FL 32792
1 of 15
$319,900
Subdivision: Winter Park Estates
BEDS
3
BATHS
2
SQ.FT.
1,604
BUILT
1961
ON SITE
2Days
MLS
O5741181
This Great 3 Bedroom 2 Bathroom home is completely remodeled, It has new Kitchen Cabinet Stanley steal appliances, New Tile floor, New Window. It is a must see. Call today for your showing.
2759 Bower Road
Winter Park, FL 32792
2759 Bower Road Winter Park, FL 32792
1 of 11
$299,900
Subdivision: Winter Park Pines
BEDS
3
BATHS
2
SQ.FT.
1,198
BUILT
1965
ON SITE
3Days
MLS
O5740533
Beautiful home in a quiet Winter Park neighborhood. This home has a new roof and new AC and new kitchen brand new cabinetry and granite countertops beautiful floor. It has a new Shower bath tub and...
453 Warrenton Road #453
Winter Park, FL 32792
Open House
453 Warrenton Road #453 Winter Park, FL 32792
1 of 18
$150,000
Subdivision: Winter Park Pines Condo
BEDS
2
BATHS
2
SQ.FT.
1,043
BUILT
1986
ON SITE
3Days
MLS
O5738024
LOCATION!!! LOCATION!!! LOCATION!!! Amazing and Desirable WINTER PARK PINES Condo, Spacious 2/2 Condo, Detached Garage. 29 foot wide Private concrete patio area 10 feet 6 inches deep. Located at the...
668 Saint Johns Court #668
Winter Park, FL 32792
668 Saint Johns Court #668 Winter Park, FL 32792
1 of 13
$149,900
Subdivision: Winter Park Villas Condo
BEDS
2
BATHS
2
SQ.FT.
1,037
BUILT
1981
ON SITE
7Days
MLS
O5740068
Beautiful condo-Villa 2 Bed 2 Bath, move to ready. Located in point that allows easy to go to Supermarkets,Molls,Attractions, UCF,Valencia Collage, Full Sail, Downtown and more.
135 Scottsdale Square #135
Winter Park, FL 32792
135 Scottsdale Square #135 Winter Park, FL 32792
1 of 3
$75,000
Subdivision: Winter Park Woods Condo
BEDS
1
BATHS
1
SQ.FT.
756
BUILT
1974
ON SITE
9Days
MLS
O5739563
Established rental income property with a long time tenant in Winter Park Woods Condo. The community is established with working families and boasting amenities such as community playgrounds and...
1610 Oneco Avenue
Winter Park, FL 32789
1610 Oneco Avenue Winter Park, FL 32789
1 of 31
$499,999
Subdivision: Winter Park Heights
BEDS
4
BATHS
3
SQ.FT.
2,575
BUILT
1969
ON SITE
9Days
MLS
O5735383
METICULOUSLY MAINTAINED! A beautiful Pergola covered front porch welcomes you to this SPACIOUS Winter Park POOL HOME! Upon entrance you'll be greeted by a fantastic light and bright living...
2889 Rouen Avenue
Winter Park, FL 32789
2889 Rouen Avenue Winter Park, FL 32789
1 of 28
$270,000
Subdivision: Winter Park Manor
BEDS
3
BATHS
2
SQ.FT.
1,144
BUILT
1959
ON SITE
10Days
MLS
O5738633
Location! Location! Location! Beautifully updated and well maintained 3 bedroom 2 bath single family home in desirable Winter Park neighborhood. Split floor plan. Living area has sliding glass doors...
2818 Fitzooth Drive
Winter Park, FL 32792
2818 Fitzooth Drive Winter Park, FL 32792
1 of 29
$489,900
Subdivision: Winter Park Pines
BEDS
3
BATHS
2
SQ.FT.
2,542
BUILT
1965
ON SITE
11Days
MLS
O5739104
Beautifully REMODELED in 2016, move in condition, light and airy home in sought after Winter Park. This fabulous home boasts a delightful gourmet kitchen with a double oven, pot filler over the...
343 Elkhorn Court
Winter Park, FL 32792
343 Elkhorn Court Winter Park, FL 32792
1 of 24
$354,900 ( $5,100 )
Subdivision: Winter Park Pines
BEDS
4
BATHS
2
SQ.FT.
1,745
BUILT
1965
ON SITE
11Days
MLS
O5739035
Winter Park Pines Pool home..This 4 bedroom 2 bath pool home has been well maintained by the original owner. The inside of the home has beautiful Cherry Wood Engineered floors in most of the home....
1510 Drum Street
Winter Park, FL 32789
Open House
1510 Drum Street Winter Park, FL 32789
1 of 43
$359,900 ( $20,000 )
Subdivision: Winter Park Manor
BEDS
3
BATHS
3
SQ.FT.
1,955
BUILT
2005
ON SITE
14Days
MLS
O5738424
Custom Home with Fresh New Appointments. This Mediterranean Old World Style Home sits on a spacious Corner Lot. The home features high ceilings with 8 foot interior doors. There is a Grand Eat-In...
317 Cornwall Road
Winter Park, FL 32792
Open House
317 Cornwall Road Winter Park, FL 32792
1 of 20
$365,000
Subdivision: Winter Park Pines
BEDS
4
BATHS
2
SQ.FT.
1,604
BUILT
1963
ON SITE
18Days
MLS
O5737479
Wonderful pool home in Winter Park! Light and bright with an open floor plan. Lovely dining room with plantation shutters. Living room is spacious with French doors leading to the pool and patio....
625 Montego Bay Court #625
Winter Park, FL 32792
625 Montego Bay Court #625 Winter Park, FL 32792
1 of 30
$138,000
Subdivision: Winter Park Villas Condo
BEDS
2
BATHS
2
SQ.FT.
1,037
BUILT
1981
ON SITE
20Days
MLS
O5737245
Great opportunity to buy a beautiful two bedrooms, two bathrooms one story tile roof condo in Winter Park. Large master bedroom with walk-in closet, all tile flooring. New interior paint, move in...