Winter Park Homes for Sale

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.

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Winter Park April 21, 2021
143
Listed
61
Avg. DOM
$346.86
Avg. $ / Sq.Ft.
$679,000
Med. List Price
143 Properties
Page 1 of 12
$350,000
Subdivision: Carver Town 1St Add
2
Beds
1
Baths
1,360
Sq.Ft.
1950
Year Built
1
Day on Site
O5938477
MLS
Enjoy so much that Winter Park has to offer by building your dream home on this lot. OR, if you are looking for a fixer upper in one of the most desired locations around Orlando, this is the home for...
$239,900
Subdivision: Village/Whisperwood
3
Beds
2F11/2
Baths
1,470
Sq.Ft.
2012
Year Built
1
Day on Site
O5932583
MLS
Minutes from Full Sail University, UCF, Rollins College, Lake Baldwin Park and multiple medical centers such as Advent Health and the Orlando VA, this 2 story townhome offers an incredibly ideal...
$2,050,000
Subdivision: Windsong - Lakeside Sec 2
5
Beds
5
Baths
4,622
Sq.Ft.
2002
Year Built
2
Days on Site
O5936822
MLS
This beautiful 5 bedroom, 5 full bath Mediterranean Cahill pool home in the prestigious community of Windsong has been meticulously maintained with an open floor plan perfect for family living &...
$195,000
Subdivision: Mead Garden
2
Beds
2
Baths
908
Sq.Ft.
1967
Year Built
2
Days on Site
O5938194
MLS
Well maintained Winter Park Condo. The porch has been permanently enclosed which has enhanced the living area. This property is close to Park Avenue. Location is also convenient to Rollins College,...
$3,850,000
Subdivision: The Greens At Park
4
Beds
4F11/2
Baths
4,901
Sq.Ft.
2021
Year Built
2
Days on Site
O5935400
MLS
Pre-Construction. To be built. Greens at Park. This address says it all 690 N. New York Avenue, where unparalleled luxury meets quintessential Winter Park lifestyle. Iconic English cottage...
$599,000
Subdivision: Fairbanks Park
3
Beds
2F11/2
Baths
1,803
Sq.Ft.
2002
Year Built
2
Days on Site
O5938669
MLS
Granite counter tops/Stainless steel appliances with natural gas burners.
Living area features gas fireplace,bamboo hardwood floors and surround sound speakers.
Private court yard/Great for...
$3,495,000
Subdivision: Osceola Summit
4
Beds
5F11/2
Baths
5,449
Sq.Ft.
1991
Year Built
3
Days on Site
O5936507
MLS
An exquisite European retreat on nearly an acre with lake frontage featuring a private dock across the street, on Lake Osceola on the Winter Park Chain of Lakes. This location is unmatched in...
$795,000
Subdivision: Temple Heights
5
Beds
2F11/2
Baths
2,347
Sq.Ft.
1976
Year Built
3
Days on Site
O5938229
MLS
Sought after and desirable Winter Park. Minutes from Park Ave. This gorgeous 5 bedroom with den/home office, pool home floor plan offers the master suite down stairs. Updated flooring on the first...
$799,000
Subdivision: Charmont
4
Beds
3
Baths
2,605
Sq.Ft.
1945
Year Built
3
Days on Site
O5938372
MLS
Charming updated pool home situated on brick street on a beautiful corner lot in highly desirable Winter Park location. Great curb appeal with rocking chair front porch & swing. Separate formal...
$419,000
Subdivision: Townhomes/Harper Place
3
Beds
2F11/2
Baths
1,661
Sq.Ft.
2005
Year Built
3
Days on Site
O5937162
MLS
Winter Park 3 bed/2.5 bath 1661sf townhome with private rear terrace and 2 stall garage. Well lit living spaces complimented by plantation shutters, wood or tile flooring on first level, updated...
$262,000
Subdivision: Vistas At Lake Howell
2
Beds
2
Baths
1,550
Sq.Ft.
2003
Year Built
3
Days on Site
O5938412
MLS
One or more photo(s) has been virtually staged. This Winter Park two-story home offers a patio, granite countertops, and a one-car garage.
$109,995
Subdivision: Winter Park Woods Condo
2
Beds
2
Baths
1,020
Sq.Ft.
1974
Year Built
5
Days on Site
O5906505
MLS
This is a beautiful and well maintained 2 bedroom 2 bath condo just waiting for the right family to enjoy all of the amenities that it has to offer. Located close to Full Sail University. Freshly...