127 listings

Luxury Homes for Sale in Winter Park, FL

Explore 127 luxury homes in Winter Park, Florida. Updated every 15 minutes from Stellar MLS.

512 W SWOOPE AVE
$1.40M
512 W SWOOPE AVE, Winter Park
3 bd 3 ba 2,585 sqft
10 days on market
1077 MINNESOTA AVE
$1.40M
1077 MINNESOTA AVE, Winter Park
4 bd 4 ba 3,046 sqft
10 days on market
501 LAKEVIEW AVE
$1.39M
501 LAKEVIEW AVE, Winter Park
4 bd 5 ba 3,253 sqft
285 days on market
420 OHIO ST
$1.36M
420 OHIO ST, Winter Park
5 bd 6 ba 3,735 sqft
1 days on market
1881 LAKE SPIER DR
$1.35M
1881 LAKE SPIER DR, Winter Park
3 bd 2 ba 1,750 sqft
1 days on market
1881 LAKE SPIER DR
$1.35M
1881 LAKE SPIER DR, Winter Park
0 ba
1 days on market
802 HAMILTON PLACE CT
$1.32M
802 HAMILTON PLACE CT, Winter Park
4 bd 4 ba 2,843 sqft
48 days on market
3006 NORTHWOOD BLVD
$1.30M
3006 NORTHWOOD BLVD, Winter Park
4 bd 3 ba 2,075 sqft
1 days on market
1649 HARMON AVE
$1.30M
1649 HARMON AVE, Winter Park
4 bd 4 ba 3,223 sqft
100 days on market
100 S INTERLACHEN AVE #101
$1.30M
100 S INTERLACHEN AVE #101, Winter Park
3 bd 2 ba 1,734 sqft
128 days on market
1870 WALKER AVE
$1.30M
1870 WALKER AVE, Winter Park
3 bd 3 ba 2,046 sqft
91 days on market
106 S INTERLACHEN AVE #118
$1.30M
106 S INTERLACHEN AVE #118, Winter Park
3 bd 2 ba 1,834 sqft
141 days on market
2015 SUMMERFIELD RD
$1.28M
2015 SUMMERFIELD RD, Winter Park
4 bd 4 ba 3,024 sqft
10 days on market
1870 STAUNTON AVE
$1.25M
1870 STAUNTON AVE, Winter Park
4 bd 4 ba 2,525 sqft
1 days on market
1600 ALABAMA DR #402
$1.25M
1600 ALABAMA DR #402, Winter Park
2 bd 2 ba 1,574 sqft
New listing
1606 MILLER AVE
$1.25M
1606 MILLER AVE, Winter Park
4 bd 4 ba 2,936 sqft
2 days on market
363 N PHELPS AVE
$1.25M
363 N PHELPS AVE, Winter Park
4 bd 3 ba 2,871 sqft
27 days on market
2111 MALLARD CIR
$1.25M
2111 MALLARD CIR, Winter Park
4 bd 3 ba 2,667 sqft
61 days on market
1600 S PENNSYLVANIA AVE
$1.20M
1600 S PENNSYLVANIA AVE, Winter Park
3 bd 2 ba 2,158 sqft
4 days on market
1500 HARRIS CIR
$1.20M
1500 HARRIS CIR, Winter Park
2 bd 3 ba 2,096 sqft
118 days on market
726/720 N PENNSYLVANIA AVE
$1.19M
726/720 N PENNSYLVANIA AVE, Winter Park
6 bd 4 ba 2,282 sqft
1 days on market
1404 BORDER DR
$1.18M
1404 BORDER DR, Winter Park
4 bd 4 ba 2,469 sqft
18 days on market
1981 BLUE RIDGE RD
$1.15M
1981 BLUE RIDGE RD, Winter Park
4 bd 2 ba 2,750 sqft
46 days on market
1448 LAKE FLORENCE WAY
$1.15M
1448 LAKE FLORENCE WAY, Winter Park
5 bd 5 ba 3,652 sqft
21 days on market