Winter Park, Florida

293 Active listings

Winter Park, Florida Description

Winter Park, FL is a vibrant city located in Orange County, just north of Orlando. It is known for its beautiful parks, lakes, and historic downtown area. The city has a population of about 30,000 people and is home to Rollins College and Full Sail University.

The city is filled with lush green spaces, including Central Park which features a large lake and walking trails. There are also several smaller parks throughout the city that offer playgrounds, picnic areas, and sports fields. The Winter Park Chain of Lakes includes Lake Virginia, Lake Maitland, Lake Osceola, and Lake Mizell. These lakes are popular for fishing, boating, kayaking, and other water activities.

The downtown area of Winter Park is full of unique shops and restaurants. Park Avenue is the main street in the downtown area and it features upscale boutiques as well as local favorites like Peterbrooke Chocolatier and 4 Rivers Smokehouse. The Hannibal Square Heritage Center offers a glimpse into the history of Winter Park’s African American community with exhibits on local civil rights leaders and businesses.

Winter Park also hosts several annual events such as the Winter Park Sidewalk Art Festival which showcases works from over 200 artists from around the world each March. The Winter Park Jazz Festival takes place each April with performances from local jazz musicians as well as national acts. In December there is an annual Christmas parade that features floats from local businesses and organizations as well as marching bands from nearby schools.

Overall Winter Park offers something for everyone with its beautiful parks, lakeside activities, unique shops and restaurants in the downtown area, plus plenty of cultural events throughout the year!


Winter Park, Florida Real Estate Stats

Active Listings
:
293
Median List Price
:
$799,000
Median Days On Market
:
59
Median Price Sqft
:
407
Median Lot Size
:
9,067
Median Sqft
:
2,097
Median Year Built
:
1983

Latest Homes for sale in Winter Park, Florida

Address Bed / Bath Listing Price
Picture of 2525 TEMPLE DRIVE
2525 TEMPLE DRIVE WINTER PARK, FL
Living Area: 4542 Sqft.
5 Beds, 5 Baths
$4,750,000
Picture of 651 DARCEY DRIVE
651 DARCEY DRIVE WINTER PARK, FL
Living Area: 1866 Sqft.
4 Beds, 2 Baths
$500,000
Picture of 433 GILBERT ROAD
433 GILBERT ROAD WINTER PARK, FL
Living Area: 1770 Sqft.
3 Beds, 2 Baths
$675,000
Picture of 1546 MILLER AVENUE
1546 MILLER AVENUE WINTER PARK, FL
Living Area: 2984 Sqft.
4 Beds, 4 Baths
$1,419,900
Picture of 5409 ALBERT DRIVE
5409 ALBERT DRIVE WINTER PARK, FL
Living Area: 1483 Sqft.
3 Beds, 2 Baths
$430,000
Picture of 1886 CLEMATIS LANE
1886 CLEMATIS LANE WINTER PARK, FL
Living Area: 1238 Sqft.
3 Beds, 2 Baths
$425,000
Picture of 3562 BOUGAINVILLEA DRIVE
3562 BOUGAINVILLEA DRIVE WINTER PARK, FL
Living Area: 1149 Sqft.
3 Beds, 2 Baths
$339,000
Picture of 2826 AMBERGATE ROAD
2826 AMBERGATE ROAD WINTER PARK, FL
Living Area: 1521 Sqft.
3 Beds, 2 Baths
$460,000
Picture of 2703 TIERRA CIRCLE
2703 TIERRA CIRCLE WINTER PARK, FL
Living Area: 1737 Sqft.
3 Beds, 2 Baths
$469,000
Picture of 1850 BRYAN AVENUE
1850 BRYAN AVENUE WINTER PARK, FL
Living Area: 1563 Sqft.
3 Beds, 2 Baths
$795,000
Picture of 2511 EASTBROOK BOULEVARD
2511 EASTBROOK BOULEVARD WINTER PARK, FL
Living Area: 1520 Sqft.
3 Beds, 2 Baths
$365,000
Picture of 7026 HAMMOCK WAY
7026 HAMMOCK WAY WINTER PARK, FL
Living Area: 1257 Sqft.
3 Beds, 2 Baths
$362,000
Picture of 2833 PRINCE JOHN ROAD
2833 PRINCE JOHN ROAD WINTER PARK, FL
Living Area: 1605 Sqft.
4 Beds, 2 Baths
$684,000
Picture of 3740 HAWTHORNE LANE
3740 HAWTHORNE LANE WINTER PARK, FL
Living Area: 1645 Sqft.
3 Beds, 2 Baths
$435,000
Picture of 216 BLOSSOM LANE
216 BLOSSOM LANE WINTER PARK, FL
Living Area: 1933 Sqft.
4 Beds, 2 Baths
$624,900
Picture of 1271 PALMER AVENUE
1271 PALMER AVENUE WINTER PARK, FL
Living Area: 2835 Sqft.
4 Beds, 5 Baths
$2,275,000
Picture of 3321 ROYAL STREET
3321 ROYAL STREET WINTER PARK, FL
Living Area: 1197 Sqft.
3 Beds, 2 Baths
$280,000
Picture of 2568 LOTAFUN AVENUE
2568 LOTAFUN AVENUE WINTER PARK, FL
Living Area: 1201 Sqft.
3 Beds, 2 Baths
$409,900
Picture of 240 KILLARNEY DRIVE
240 KILLARNEY DRIVE WINTER PARK, FL
Living Area: 1329 Sqft.
3 Beds, 3 Baths
$1,275,000
Picture of 846 DRIVER AVENUE
846 DRIVER AVENUE WINTER PARK, FL
Living Area: 824 Sqft.
2 Beds, 1 Bath
$310,000
Picture of 230 KILLARNEY DRIVE
230 KILLARNEY DRIVE WINTER PARK, FL
Living Area: 1260 Sqft.
4 Beds, 1 Bath
$1,250,000
Picture of 1456 E BROOKSHIRE COURT
1456 E BROOKSHIRE COURT WINTER PARK, FL
Living Area: 1673 Sqft.
3 Beds, 2 Baths
$449,000
Picture of 1492 VIA SANGRO PL
1492 VIA SANGRO PL WINTER PARK, FL
Living Area: 3063 Sqft.
4 Beds, 3 Baths
$920,000
Picture of 1351 ONECO AVENUE
1351 ONECO AVENUE WINTER PARK, FL
Living Area: 2474 Sqft.
4 Beds, 3 Baths
$1,150,000
Picture of 938 GOLFSIDE DRIVE
938 GOLFSIDE DRIVE WINTER PARK, FL
Living Area: 2366 Sqft.
4 Beds, 3 Baths
$820,000
Picture of 7426 BLUE JACKET PLACE E
7426 BLUE JACKET PLACE E WINTER PARK, FL
Living Area: 1150 Sqft.
3 Beds, 2 Baths
$324,900
Picture of 1562 ARBOR PARK DRIVE
1562 ARBOR PARK DRIVE WINTER PARK, FL
Living Area: 1899 Sqft.
4 Beds, 3 Baths
$775,000
Picture of 1871 BARKER DRIVE
1871 BARKER DRIVE WINTER PARK, FL
Living Area: 2231 Sqft.
3 Beds, 3 Baths
$779,000
Picture of 1401 ASTER COURT
1401 ASTER COURT WINTER PARK, FL
Living Area: 1653 Sqft.
4 Beds, 2 Baths
$429,900
Picture of 922 N PENNSYLVANIA AVENUE
922 N PENNSYLVANIA AVENUE WINTER PARK, FL
Living Area: 3440 Sqft.
4 Beds, 4 Baths
$1,995,000
Picture of 462 W LYMAN AVENUE
462 W LYMAN AVENUE WINTER PARK, FL
Living Area: 1944 Sqft.
3 Beds, 3 Baths
$1,595,000
Picture of 281 BREWER AVENUE
281 BREWER AVENUE WINTER PARK, FL
Living Area: 4029 Sqft.
5 Beds, 5 Baths
$1,800,000
Picture of 724 MONMOUTH WAY
724 MONMOUTH WAY WINTER PARK, FL
Living Area: 2832 Sqft.
5 Beds, 4 Baths
$849,949
Picture of 4437 GLENMOOR COURT
4437 GLENMOOR COURT WINTER PARK, FL
Living Area: 2633 Sqft.
3 Beds, 2 Baths
$525,000
Picture of 2010 SUMMERFIELD ROAD
2010 SUMMERFIELD ROAD WINTER PARK, FL
Living Area: 1889 Sqft.
3 Beds, 2 Baths
$575,000
Picture of 1750 WALNUT AVENUE
1750 WALNUT AVENUE WINTER PARK, FL
Living Area: 3691 Sqft.
4 Beds, 5 Baths
$2,195,000
Picture of 1298 BEACHVIEW AVENUE
1298 BEACHVIEW AVENUE WINTER PARK, FL
Living Area: 1665 Sqft.
1 Bed, 1 Bath
$1,375,000
Picture of 1908 CYRIL COURT
1908 CYRIL COURT WINTER PARK, FL
Living Area: 2471 Sqft.
4 Beds, 3 Baths
$639,000
Picture of 2803 RIDDLE DRIVE
2803 RIDDLE DRIVE WINTER PARK, FL
Living Area: 1709 Sqft.
3 Beds, 3 Baths
$569,000
Picture of 4965 ORANGE AVENUE
4965 ORANGE AVENUE WINTER PARK, FL
Living Area: 1444 Sqft.
4 Beds, 2 Baths
$379,900
Picture of 2189 SUSSEX ROAD
2189 SUSSEX ROAD WINTER PARK, FL
Living Area: 1776 Sqft.
4 Beds, 3 Baths
$375,000
Picture of 708 BALMORAL ROAD
708 BALMORAL ROAD WINTER PARK, FL
Living Area: 2786 Sqft.
4 Beds, 3 Baths
$1,690,000
Picture of 885 CARNATION DRIVE
885 CARNATION DRIVE WINTER PARK, FL
Living Area: 1240 Sqft.
4 Beds, 2 Baths
$385,000
Picture of 1133 BELLA LAGO COVE
1133 BELLA LAGO COVE WINTER PARK, FL
Living Area: 1765 Sqft.
3 Beds, 2 Baths
$2,100,000
Picture of 3360 ROYAL STREET
3360 ROYAL STREET WINTER PARK, FL
Living Area: 981 Sqft.
2 Beds, 2 Baths
$179,900
Picture of 1754 TAYLOR AVENUE
1754 TAYLOR AVENUE WINTER PARK, FL
Living Area: 3670 Sqft.
5 Beds, 5 Baths
$2,569,999
Picture of 1310 FAIRVIEW AVENUE
1310 FAIRVIEW AVENUE WINTER PARK, FL
Living Area: 2552 Sqft.
4 Beds, 3 Baths
$925,000
Picture of 439 N CAPEN AVENUE
439 N CAPEN AVENUE WINTER PARK, FL
Living Area: 1861 Sqft.
3 Beds, 3 Baths
$849,000
Picture of 1823 SUNSET DRIVE
1823 SUNSET DRIVE WINTER PARK, FL
Living Area: 3479 Sqft.
5 Beds, 5 Baths
$2,549,000
Picture of 250 KILLARNEY
250 KILLARNEY WINTER PARK, FL
Living Area: 2568 Sqft.
4 Beds, 4 Baths
$1,600,000
Picture of 2824 WOODSIDE AVENUE
2824 WOODSIDE AVENUE WINTER PARK, FL
Living Area: 912 Sqft.
2 Beds, 2 Baths
$600,000
Picture of 3621 HAWTHORNE LANE
3621 HAWTHORNE LANE WINTER PARK, FL
Living Area: 1525 Sqft.
3 Beds, 2 Baths
$415,000
Picture of 2611 LOTAFUN AVENUE
2611 LOTAFUN AVENUE WINTER PARK, FL
Living Area: 1838 Sqft.
3 Beds, 2 Baths
$449,000
Picture of 1189 LAZY HOLLOW PLACE
1189 LAZY HOLLOW PLACE WINTER PARK, FL
Living Area: 1525 Sqft.
4 Beds, 2 Baths
$445,000
Picture of 777 HALIFAX AVENUE
777 HALIFAX AVENUE WINTER PARK, FL
Living Area: 3109 Sqft.
5 Beds, 5 Baths
$1,500,000
Picture of 729 MONMOUTH WAY
729 MONMOUTH WAY WINTER PARK, FL
Living Area: 2332 Sqft.
4 Beds, 3 Baths
$799,000
Picture of 1960 BISCAYNE DRIVE
1960 BISCAYNE DRIVE WINTER PARK, FL
Living Area: 1272 Sqft.
2 Beds, 1 Bath
$300,000
Picture of 341 E READING WAY
341 E READING WAY WINTER PARK, FL
Living Area: 3723 Sqft.
4 Beds, 4 Baths
$1,695,000
Picture of 722 S RANGER BOULEVARD
722 S RANGER BOULEVARD WINTER PARK, FL
Living Area: 2164 Sqft.
4 Beds, 3 Baths
$799,900
Picture of 4887 N MAGNOLIA AVENUE
4887 N MAGNOLIA AVENUE WINTER PARK, FL
Living Area: 1955 Sqft.
4 Beds, 3 Baths
$495,000
Picture of 1180 VIA LUGANO
1180 VIA LUGANO WINTER PARK, FL
Living Area: 4961 Sqft.
5 Beds, 6 Baths
$4,900,000
Picture of 5781 SHALE COURT
5781 SHALE COURT WINTER PARK, FL
Living Area: 1086 Sqft.
2 Beds, 2 Baths
$320,000
Picture of 2041 JEWELL AVENUE
2041 JEWELL AVENUE WINTER PARK, FL
Living Area: 1508 Sqft.
3 Beds, 1 Bath
$439,900
Picture of 1610 GLADIOLAS DRIVE
1610 GLADIOLAS DRIVE WINTER PARK, FL
Living Area: 1808 Sqft.
4 Beds, 2 Baths
$410,000
Picture of 259 ORANGE TERRACE DRIVE
259 ORANGE TERRACE DRIVE WINTER PARK, FL
Living Area: 1248 Sqft.
3 Beds, 2 Baths
$459,900
Picture of 1037 N VIRGINIA AVENUE
1037 N VIRGINIA AVENUE WINTER PARK, FL
Living Area: 1101 Sqft.
3 Beds, 1 Bath
$649,000
Picture of 981 ARAGON AVENUE
981 ARAGON AVENUE WINTER PARK, FL
Living Area: 857 Sqft.
2 Beds, 1 Bath
$535,000
Picture of 4353 STEED TERRACE
4353 STEED TERRACE WINTER PARK, FL
Living Area: 2275 Sqft.
4 Beds, 2 Baths
$614,990
Picture of 426 WORTHINGTON DRIVE
426 WORTHINGTON DRIVE WINTER PARK, FL
Living Area: 3520 Sqft.
5 Beds, 5 Baths
$2,499,000
Picture of 3641 HAWTHORNE LANE
3641 HAWTHORNE LANE WINTER PARK, FL
Living Area: 1622 Sqft.
3 Beds, 2 Baths
$475,000
Picture of 1003 LAKE BELL DRIVE
1003 LAKE BELL DRIVE WINTER PARK, FL
Living Area: 1837 Sqft.
3 Beds, 2 Baths
$579,900
Picture of 2712 TORTOISE CV
2712 TORTOISE CV WINTER PARK, FL
Living Area: 924 Sqft.
2 Beds, 1 Bath
$235,000
Picture of 3006 NORTHWOOD BOULEVARD
3006 NORTHWOOD BOULEVARD WINTER PARK, FL
Living Area: 2075 Sqft.
4 Beds, 3 Baths
$1,189,000
Picture of 1564 LAWNDALE CIRCLE
1564 LAWNDALE CIRCLE WINTER PARK, FL
Living Area: 1980 Sqft.
4 Beds, 3 Baths
$450,000
Picture of 2914 REEF KNOT PLACE
2914 REEF KNOT PLACE WINTER PARK, FL
Living Area: 4173 Sqft.
6 Beds, 6 Baths
$1,725,000
Picture of 2361 ROXBURY ROAD
2361 ROXBURY ROAD WINTER PARK, FL
Living Area: 1723 Sqft.
3 Beds, 2 Baths
$599,000
Picture of 1605 PURITAN AVENUE
1605 PURITAN AVENUE WINTER PARK, FL
Living Area: 1285 Sqft.
3 Beds, 2 Baths
$389,000
Picture of 2015 SUMMERFIELD ROAD
2015 SUMMERFIELD ROAD WINTER PARK, FL
Living Area: 3024 Sqft.
4 Beds, 4 Baths
$1,262,500
Picture of 2008 Houndslake Drive
2008 Houndslake Drive Winter Park, FL
Living Area: 2250 Sqft.
4 Beds, 2 Baths
$490,000
Picture of 2008 Houndslake Drive
2008 Houndslake Drive Winter Park, FL
Living Area: 2250 Sqft.
4 Beds, 2 Baths
$515,000
Picture of 313 SYLVAN DRIVE
313 SYLVAN DRIVE WINTER PARK, FL
Living Area: 4775 Sqft.
4 Beds, 5 Baths
$5,500,000
Picture of 2008 HOUNDSLAKE DRIVE
2008 HOUNDSLAKE DRIVE WINTER PARK, FL
Living Area: 2250 Sqft.
4 Beds, 2 Baths
$490,000
Picture of 1836 WHITEHALL DRIVE
1836 WHITEHALL DRIVE WINTER PARK, FL
Living Area: 4168 Sqft.
5 Beds, 7 Baths
$3,500,000
Picture of 1600 LEGION DRIVE
1600 LEGION DRIVE WINTER PARK, FL
Living Area: 4483 Sqft.
5 Beds, 6 Baths
$3,795,000
Picture of 8433 COMMANDER COVE
8433 COMMANDER COVE WINTER PARK, FL
Living Area: 1903 Sqft.
4 Beds, 3 Baths
$440,000
Picture of 2228 AZALEA PLACE
2228 AZALEA PLACE WINTER PARK, FL
Living Area: 5152 Sqft.
5 Beds, 6 Baths
$5,600,000
Picture of 1421 CHAPMAN CIRCLE
1421 CHAPMAN CIRCLE WINTER PARK, FL
Living Area: 3578 Sqft.
4 Beds, 4 Baths
$1,450,000
Picture of 2323 DEVON COURT
2323 DEVON COURT WINTER PARK, FL
Living Area: 2403 Sqft.
4 Beds, 2 Baths
$429,000
Picture of 240 N PHELPS AVENUE
240 N PHELPS AVENUE WINTER PARK, FL
Living Area: 2889 Sqft.
5 Beds, 5 Baths
$2,250,000
Picture of 1535 LAWNDALE CIRCLE
1535 LAWNDALE CIRCLE WINTER PARK, FL
Living Area: 1676 Sqft.
3 Beds, 2 Baths
$445,000
Picture of 437 N CAPEN AVENUE
437 N CAPEN AVENUE WINTER PARK, FL
Living Area: 1904 Sqft.
3 Beds, 3 Baths
$849,000
Picture of 1418 LONE FEATHER TRAIL
1418 LONE FEATHER TRAIL WINTER PARK, FL
Living Area: 2197 Sqft.
4 Beds, 3 Baths
$750,000
Picture of 1316 BLUE STEM LANE
1316 BLUE STEM LANE WINTER PARK, FL
Living Area: 2196 Sqft.
4 Beds, 3 Baths
$725,000
Picture of 275 N RANGER BOULEVARD
275 N RANGER BOULEVARD WINTER PARK, FL
Living Area: 1950 Sqft.
4 Beds, 3 Baths
$759,000
Picture of 3949 COOL WATER COURT
3949 COOL WATER COURT WINTER PARK, FL
Living Area: 1979 Sqft.
4 Beds, 2 Baths
$399,900
Picture of 231 CHELTON CIRCLE
231 CHELTON CIRCLE WINTER PARK, FL
Living Area: 5550 Sqft.
4 Beds, 7 Baths
$4,950,000
Picture of 1473 BERKSHIRE AVENUE
1473 BERKSHIRE AVENUE WINTER PARK, FL
Living Area: 2351 Sqft.
5 Beds, 4 Baths
$1,429,000
Picture of 2032 KIMBRACE PLACE
2032 KIMBRACE PLACE WINTER PARK, FL
Living Area: 3382 Sqft.
5 Beds, 4 Baths
$1,888,888
Picture of 2715 PRINCE JOHN ROAD
2715 PRINCE JOHN ROAD WINTER PARK, FL
Living Area: 1565 Sqft.
3 Beds, 2 Baths
$494,900
Picture of 2974 CHANTILLY AVENUE
2974 CHANTILLY AVENUE WINTER PARK, FL
Living Area: 1433 Sqft.
3 Beds, 2 Baths
$500,000


Winter Park, Florida Real Estate Stats

Active Listings
:
293
Median List Price
:
$799,000
Median Days On Market
:
59
Median Price Sqft
:
407
Median Lot Size
:
9,067
Median Sqft
:
2,097
Median Year Built
:
1983

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