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 August 18, 2018
51
Listed
85
Avg. DOM
$247.94
Avg. $ / Sq.Ft.
$350,000
Med. List Price
51 Properties Found. Showing 1-12
Sort By:
2913 De Brocy Way
Winter Park, FL 32792
Open House
2913 De Brocy Way Winter Park, FL 32792
1 of 28
$434,000
Subdivision: Winter Park Pines
BEDS
3
BATHS
3
SQ.FT.
2,239
BUILT
1971
ON SITE
3Days
MLS
O5725851
So many reasons to fall in love with this single story split plan, pool home on an oversized lot in desirable Winter Park Pines. You cannot help but notice the consistency and thoughtful remodel...
2812 Scarlet Road
Winter Park, FL 32792
2812 Scarlet Road Winter Park, FL 32792
1 of 22
$335,000
Subdivision: Winter Park Pines
BEDS
4
BATHS
2
SQ.FT.
1,685
BUILT
1962
ON SITE
6Days
MLS
O5724577
An original 1962 Florida Bungalow in sought after community of Winter Park Pines! A charming 4 Bedroom, 2 Full Bath home with spacious living and dining room areas. The large kitchen sits opposite...
870 Georgia Avenue
Winter Park, FL 32789
870 Georgia Avenue Winter Park, FL 32789
 
$1,350,000
Subdivision: Town Of Winter Park
BEDS
3
BATHS
3
SQ.FT.
2,709
BUILT
1953
ON SITE
10Days
MLS
P4901947
Gorgeous Classic Florida Home located in the Heart of Winter Park, WALKING DISTANCE to Park Avenue, Shops, Fine Dining, the Winter Park Golf Course, and numerous Parks. This primely positioned lot is...
1695 Lee Road #203
Winter Park, FL 32789
1695 Lee Road #203 Winter Park, FL 32789
1 of 15
$97,900
Subdivision: Waterfall Cove At Winter Park Condo
BEDS
2
BATHS
1
SQ.FT.
881
BUILT
1966
ON SITE
11Days
MLS
O5723842
WINTER PARK LOCATION ? under 100k wood flooring, Cute, bright, open floor plan, wood floors, stainless steel appliances,patio overlooking lush landscaping, A MUST SEE. Call for your showing...
282 Scottsdale Square #282
Winter Park, FL 32792
282 Scottsdale Square #282 Winter Park, FL 32792
1 of 18
$72,500
Subdivision: Winter Park Woods Condo
BEDS
1
BATHS
1
SQ.FT.
756
BUILT
1974
ON SITE
11Days
MLS
O5726181
Bring your buyers! Great opportunity to own this 1 bedroom 1 bath condo for under 100k in Winter Park Woods! This well cared for unit<br/>features wood cabinets, breakfast bar, upgraded...
230 S Ranger Boulevard
Winter Park, FL 32792
230 S Ranger Boulevard Winter Park, FL 32792
1 of 26
$459,900
Subdivision: Winter Park Pines
BEDS
3
BATHS
2
SQ.FT.
2,309
BUILT
1963
ON SITE
10Days
MLS
O5726233
Completely renovated home in the highly desirable Winter Park Pines. This open concept home is great for entertaining or relaxing with the Family. You will be impressed from the moment you walk in...
700 Melrose Avenue #E-26
Winter Park, FL 32789
700 Melrose Avenue #E-26 Winter Park, FL 32789
1 of 26
$169,900
Subdivision: Winter Park Gardens Condo
BEDS
1
BATHS
1
SQ.FT.
864
BUILT
1964
ON SITE
12Days
MLS
O5717261
Great opportunity to own a unit that has been totally renovated in Winter Park Gardens, new floors, new paint, new bathroom and also all new appliances in the kitchen....it has new plumbing in the...
812 Ellendale Drive
Winter Park, FL 32792
812 Ellendale Drive Winter Park, FL 32792
1 of 25
$267,200
Subdivision: Winter Park Estates
BEDS
4
BATHS
3
SQ.FT.
1,642
BUILT
1960
ON SITE
16Days
MLS
O5725182
Fantastic pool home just minutes away from art, culture and cozy downtown Winter Park! Four comfortable bedrooms, 2.5 baths. Large living room, dining and bonus room. Terrazzo flooring. Zoned for...
2994 Rouen Avenue
Winter Park, FL 32789
2994 Rouen Avenue Winter Park, FL 32789
1 of 26
$297,000
Subdivision: Winter Park Manor
BEDS
3
BATHS
2
SQ.FT.
1,600
BUILT
1959
ON SITE
16Days
MLS
O5724894
Come and view this beautiful 3 bedroom 2 bath home, with a Winter Park address. This home is on a corner lot and has a park-like view with mature trees, beautiful landscaping and a fenced in back...
2627 Ambergate Road
Winter Park, FL 32792
Open House
2627 Ambergate Road Winter Park, FL 32792
1 of 26
$349,000
Subdivision: Winter Park Estates
BEDS
4
BATHS
3
SQ.FT.
1,806
BUILT
1959
ON SITE
16Days
MLS
O5724955
This beautiful and stunning 4 bed 3 bath home has a brand new constructed additional approximately 500 square foot mother in law suite added on and is ready for its new owner! This beauty has lots of...
335 W Welbourne Avenue #103
Winter Park, FL 32789
Open House
335 W Welbourne Avenue #103 Winter Park, FL 32789
1 of 25
$799,000
Subdivision: Douglas Grand At Winter Park
BEDS
3
BATHS
4
SQ.FT.
2,734
BUILT
2008
ON SITE
18Days
MLS
O5524004
This luxury two-story 3 bedroom, 3 ½ bath condo offers a unique and luxurious in-town living experience. The Madison offers an open floor plan and 10' ceilings with a private two car garage and first...
2705 Aloma Avenue
Winter Park, FL 32792
2705 Aloma Avenue Winter Park, FL 32792
1 of 31
$279,900 ( $10,000 )
Subdivision: Winter Park Estates
BEDS
3
BATHS
2
SQ.FT.
1,276
BUILT
1957
ON SITE
18Days
MLS
O5723920
Move right in! There is nothing to do here, new energy efficient windows, updated bathrooms and updated kitchen with wood cabinets and granite countertops. Tile throughout most of house. 1 car...