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 April 19, 2019
52
Listed
114
Avg. DOM
$252.91
Avg. $ / Sq.Ft.
$389,900
Med. List Price
52 Properties Found. Showing 1-12
Sort By:
700 Melrose Avenue #M-22
Winter Park, FL 32789
700 Melrose Avenue #M-22 Winter Park, FL 32789
1 of 12
$158,000
Subdivision: Winter Park Gardens Condo
BEDS
1
BATHS
1
SQ.FT.
787
BUILT
1964
ON SITE
2Days
MLS
O5776533
Winter Park Gardens is one of the best kept secrets in Winter Park....this unit has great view to the pool and the grounds...this is a one bedroom, one bath unit...it is on the second floor of an...
245 Lewfield Circle #245
Winter Park, FL 32792
245 Lewfield Circle #245 Winter Park, FL 32792
1 of 7
$110,000
Subdivision: Stratford A Winter Park Condo
BEDS
2
BATHS
2
SQ.FT.
927
BUILT
1973
ON SITE
5Days
MLS
O5777284
2/2 condo in Winter Park. Conveniently located with short drive to Park ave, Farmer's Market, Full Sail, Rollins College. Walk across the street to banks, grocery stores, restaurants, coffee shops,...
1021 Bonita Drive
Winter Park, FL 32789
1021 Bonita Drive Winter Park, FL 32789
1 of 6
$1,895,000
Subdivision: Winter Park
BEDS
4
BATHS
5
SQ.FT.
4,088
BUILT
2020
ON SITE
5Days
MLS
O5775055
Pre-Construction. To be built. The latest masterpiece from Winter Park's premier builder FG Schaub Custom Homes. This transitional home was designed by David Larson and is sure to exceed expectations...
2937 Abbey Court
Winter Park, FL 32792
2937 Abbey Court Winter Park, FL 32792
1 of 37
$449,000
Subdivision: Winter Park Pines
BEDS
4
BATHS
3
SQ.FT.
2,168
BUILT
1964
ON SITE
8Days
MLS
O5775435
Nearly $90K in recent updates! Stunning 4BR pool home that's been beautifully improved w/a contemporary yet elegant look. Great impression starts outside-end of cul-de-sac location, new exterior...
623 Saint Johns Court #623
Winter Park, FL 32792
623 Saint Johns Court #623 Winter Park, FL 32792
1 of 6
$165,000
Subdivision: Winter Park Villas Condo
BEDS
2
BATHS
2
SQ.FT.
1,120
BUILT
1981
ON SITE
9Days
MLS
O5776385
Location! Location! Location! This beautiful 2BR/2BA condo is located in the heart of Winter Park. Beautifully upgraded! New flooring, bathrooms, a/c and windows! A MUST see condo! Walking distance...
655 Friar Road #8
Winter Park, FL 32792
655 Friar Road #8 Winter Park, FL 32792
1 of 38
$425,000
Subdivision: Winter Park Pines
BEDS
4
BATHS
2
SQ.FT.
1,960
BUILT
1967
ON SITE
12Days
MLS
O5775410
Amazing opportunity to live in the Winter Park Pines community. This lovely 4 bedrooms, 2 bath, 2 car garage single family home has a lot to offer. Completely remodeled with upgraded kitchen with...
759 London Road
Winter Park, FL 32792
Open House
759 London Road Winter Park, FL 32792
1 of 31
$410,000 ( $15,000 )
Subdivision: Winter Park Pines
BEDS
4
BATHS
3
SQ.FT.
2,315
BUILT
1968
ON SITE
15Days
MLS
O5774977
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...
619 Ellendale Drive
Winter Park, FL 32792
619 Ellendale Drive Winter Park, FL 32792
1 of 24
$246,990
Subdivision: Winter Park Estates
BEDS
3
BATHS
2
SQ.FT.
1,356
BUILT
1958
ON SITE
15Days
MLS
S5015825
Huge corner lot house in a A VERY desirable location, close to art, culture and close to the delights of downtown winter park shopping and restaurants! 3 Bedrooms with ample closet space and large...
2821 Aloma Avenue
Winter Park, FL 32792
2821 Aloma Avenue Winter Park, FL 32792
1 of 43
$290,000
Subdivision: Winter Park Estates
BEDS
3
BATHS
2
SQ.FT.
2,048
BUILT
1963
ON SITE
15Days
MLS
O5775253
This beautiful home is centrally located to everything Winter Park has to offer - A-rated schools, dining, shopping, parks and recreation, Rollins College and Park Avenue and much more! Make your...
2835 Rouen Avenue
Winter Park, FL 32789
Open House
2835 Rouen Avenue Winter Park, FL 32789
1 of 25
$299,900
Subdivision: Winter Park Manor
BEDS
3
BATHS
2
SQ.FT.
1,710
BUILT
1959
ON SITE
16Days
MLS
O5774847
Dommerich Elementary, Maitland Middle, and Winter Park High Schools!!! This is an amazing opportunity to get into one of the best school districts for under 300K. This charming fixer-upper is in a...
2828 Sheriff Way
Winter Park, FL 32792
2828 Sheriff Way Winter Park, FL 32792
1 of 35
$389,900 ( $10,000 )
Subdivision: Winter Park Pines
BEDS
4
BATHS
2
SQ.FT.
1,814
BUILT
1965
ON SITE
17Days
MLS
O5773852
Gorgeously Remodel single family home now available in the desirable Winter Park Pines neighborhood. You will love this beautifully updated 4 bed 2 bath, 2 car garage home. This property boasts a...
230 S Ranger Boulevard
Winter Park, FL 32792
230 S Ranger Boulevard Winter Park, FL 32792
1 of 20
$430,000
Subdivision: Winter Park Pines
BEDS
3
BATHS
2
SQ.FT.
2,309
BUILT
1963
ON SITE
18Days
MLS
O5769056
Completely renovated home in the highly desirable Winter Park Pines. Top rated WP schools. This open concept home is perfect for entertaining or relaxing with the family. You will be impressed from...