Winter Park

Winter Park, Florida, is a blast! Located just north of Orlando, this city has everything you could want in a good time. You've got the hip and happening downtown area along Park Avenue, where you can find some wicked cool shops, galleries, and restaurants. And at night, the street comes alive with live music and entertainment - it's the perfect place to let your hair down and dance the night away!

But that's not all - Winter Park's parks and lakes are also a total hoot. Lake Virginia and Lake Osceola are the bomb for boating and paddleboarding. And you can't forget about Central Park - this lush green space in the heart of the city is totally chill. And if you're into artsy stuff, Winter Park has got you covered, too. Check out the Charles Hosmer Morse Museum of American Art, which has the biggest collection of Tiffany glass in the world!

There's always something going down in Winter Park, too. Don't miss the Winter Park Sidewalk Art Festival in March - it's one of the biggest and coolest outdoor art festivals in the whole country. Or hit up the Winter Park Farmer's Market for some farm-fresh goodies and live music. And that's just the tip of the iceberg - Winter Park has got loads of other events happening all year round!

In short, Winter Park is a total blast, and it's one of the best places to check out in Central Florida. Whether you're into shopping, eating, playing outside, or immersing yourself in culture, this city has got everything you need for a wicked good time. So what are you waiting for? Get your butt to Winter Park and let the good times roll!

And, for your convenience, feel free to register for a free account to receive email alerts whenever new Winter Park listings come on the market that match your specific criteria.

Winter Park April 14, 2024
237
Listed
69
Avg. DOM
$398.15
Avg. $ / Sq.Ft.
$569,900
Med. List Price
237 Properties
Page 1 of 20
$1,400,000
Neighborhood: Charmont
3
Beds
3
Baths
1,440
Sq.Ft.
1947
Year Built
1
Day on Site
V4935671
MLS
$1,495,000
Neighborhood: Winter Park Residential
3
Beds
3F11/2
Baths
2,734
Sq.Ft.
2009
Year Built
3
Days on Site
O6191752
MLS
$6,995,000
Neighborhood: Sicilian Shores
5
Beds
5F11/2
Baths
4,792
Sq.Ft.
1998
Year Built
3
Days on Site
O6195529
MLS
Open 4/27
1707 Harmon Ave Winter Park,  FL 32789
$750,000
Neighborhood: Lawndale
3
Beds
2
Baths
1,669
Sq.Ft.
1927
Year Built
3
Days on Site
O6195037
MLS
$535,000
Neighborhood: Autumn Glen Ph 2
4
Beds
2
Baths
1,983
Sq.Ft.
1987
Year Built
3
Days on Site
O6195782
MLS
$280,000
Neighborhood: Windward Square Sec 3
2
Beds
2
Baths
1,016
Sq.Ft.
1979
Year Built
4
Days on Site
O6195269
MLS
Open 4/14
1113 Wading Waters CIRCLE Winter Park,  FL 32792
$995,000
Neighborhood: Waters Edge At Hawks Crest
5
Beds
4F11/2
Baths
4,295
Sq.Ft.
2019
Year Built
4
Days on Site
O6194932
MLS
$215,000
Neighborhood: Stratford A Winter Park Condo
2
Beds
2
Baths
953
Sq.Ft.
1973
Year Built
4
Days on Site
O6195195
MLS
$4,995,000
Neighborhood: Osceola Shores Sec 03
5
Beds
7F21/2
Baths
5,847
Sq.Ft.
1957
Year Built
4
Days on Site
O6153641
MLS
Open 4/14
4041 Yacht Ct Winter Park,  FL 32792
$739,000
Neighborhood: Lake Waunatta Woods
5
Beds
3
Baths
2,153
Sq.Ft.
1977
Year Built
4
Days on Site
O6194323
MLS
$299,000
Neighborhood: Winter Park Oaks
3
Beds
2
Baths
1,156
Sq.Ft.
1995
Year Built
4
Days on Site
O6195212
MLS
Open 4/14
4046 Quenita Dr Winter Park,  FL 32792
$750,000
Neighborhood: Lake Waunatta Woods
4
Beds
3F11/2
Baths
3,394
Sq.Ft.
1974
Year Built
4
Days on Site
O6195581
MLS