Houses in Florida, Winter Park For Sale

​Find your dream Houses in Florida, Winter Park today!​

Your dream Houses in Florida, Winter Park is just a few clicks away when you browse thousands of Houses For Sale in Florida, Winter Park listed by price, location, layout, features and size with quick access to realtor contact, details and scheduling. View Houses For Sale and take a virtual tour or browse professional real estate photos that reveal the home’s unique features, spaces and character. From suburban Houses For Sale for raising a family to luxury Houses For Sale in Florida, Winter Park where retirement is as easy as it comes, our extensive network of local directories takes all the work out of finding your dream home and you right to the selection process. Whether you are a prospecting homeowner or a real estate investor seeking local opportunities, our platform gives you access to virtually all available Houses For Sale with real-time updates on status, pricing, and essential real estate details.

850 JUANITA RAEL placeholder 850 JUANITA RAEL
New
For Sale
House
$1,425,000
4 bds 3 ba 2,306 sqft
850 JUANITA RAEL
1523 MILLER AVENUE placeholder 1523 MILLER AVENUE
New
For Sale
House
$1,550,000
5 bds 4 ba 3,164 sqft
1523 MILLER AVENUE
230 STRATHY LANE placeholder 230 STRATHY LANE
New
For Sale
House
$499,000
2 bds 1 ba 920 sqft
230 STRATHY LANE
958 DUPONT AVENUE placeholder 958 DUPONT AVENUE
1 days
For Sale
House
$381,000
3 bds 2 ba 1,572 sqft
958 DUPONT AVENUE
860 N DENNING DRIVE placeholder 860 N DENNING DRIVE
+$100K (2026/01/04)
For Sale
House
$749,900
3 bds 2 ba 1,290 sqft
860 N DENNING DRIVE
731 BONGART ROAD placeholder 731 BONGART ROAD
5 days
For Sale
House
$570,000
4 bds 3 ba 1,526 sqft
731 BONGART ROAD
245 W SPRUCE STREET placeholder 245 W SPRUCE STREET
5 days
For Sale
House
$635,000
4 bds 2 ba 1,760 sqft
245 W SPRUCE STREET
636 DUNBLANE DRIVE placeholder 636 DUNBLANE DRIVE
6 days
For Sale
House
$725,000
3 bds 2 ba 1,803 sqft
636 DUNBLANE DRIVE
1841 HARLAND PARK DRIVE placeholder 1841 HARLAND PARK DRIVE
9 days
For Sale
House
$1,999,000
4 bds 3 ba 3,470 sqft
1841 HARLAND PARK DRIVE
1816 AZALEA AVENUE placeholder 1816 AZALEA AVENUE
11 days
For Sale
House
$369,900
3 bds 2 ba 1,584 sqft
1816 AZALEA AVENUE
1673 MAYFIELD AVENUE placeholder 1673 MAYFIELD AVENUE
-$100K (2025/12/31)
For Sale
House
$1,300,000
4 bds 4 ba 2,540 sqft
1673 MAYFIELD AVENUE
1518 PINEWOOD DRIVE placeholder 1518 PINEWOOD DRIVE
-$10K (2026/01/06)
For Sale
House
$489,900
3 bds 2 ba 1,197 sqft
1518 PINEWOOD DRIVE
1800 PALM LANE placeholder 1800 PALM LANE
17 days
For Sale
House
$389,000
3 bds 1 ba 1,153 sqft
1800 PALM LANE
2634 EXUMA WAY placeholder 2634 EXUMA WAY
20 days
For Sale
House
$289,900
3 bds 2 ba 1,284 sqft
2634 EXUMA WAY
2430 CHANTILLY AVENUE placeholder 2430 CHANTILLY AVENUE
21 days
For Sale
House
$1,665,000
4 bds 4 ba 2,916 sqft
2430 CHANTILLY AVENUE
2361 MULBRY DRIVE placeholder 2361 MULBRY DRIVE
22 days
For Sale
House
$2,395,000
4 bds 4 ba 3,111 sqft
2361 MULBRY DRIVE
2350 CADY WAY placeholder 2350 CADY WAY
22 days
For Sale
House
$575,000
4 bds 2 ba 1,854 sqft
2350 CADY WAY
1336 COLLEGE POINT placeholder 1336 COLLEGE POINT
22 days
For Sale
House
$4,595,000
4 bds 3 ba 3,181 sqft
1336 COLLEGE POINT
2811 EASTERN PARKWAY placeholder 2811 EASTERN PARKWAY
23 days
For Sale
House
$665,000
3 bds 2 ba 1,433 sqft
2811 EASTERN PARKWAY
2665 TIERRA CIRCLE placeholder 2665 TIERRA CIRCLE
25 days
For Sale
House
$539,000
4 bds 2 ba 1,885 sqft
2665 TIERRA CIRCLE