Winter Park, Florida

230 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
:
230
Median List Price
:
$925,000
Median Days On Market
:
55
Median Price Sqft
:
442
Median Lot Size
:
9,146
Median Sqft
:
2,317
Median Year Built
:
1989

Latest Homes for sale in Winter Park, Florida

Address Bed / Bath Listing Price
Picture of 1660 WALNUT AVENUE
1660 WALNUT AVENUE WINTER PARK, FL
Living Area: 2249 Sqft.
4 Beds, 4 Baths
$1,650,000
Picture of 1725 CAROLLEE LANE
1725 CAROLLEE LANE WINTER PARK, FL
Living Area: 2335 Sqft.
3 Beds, 2 Baths
$1,015,000
Picture of 3440 ALLSTON LANE
3440 ALLSTON LANE WINTER PARK, FL
Living Area: 1533 Sqft.
3 Beds, 3 Baths
$420,000
Picture of 1287 VERDANT GLADE PLACE
1287 VERDANT GLADE PLACE WINTER PARK, FL
Living Area: 3020 Sqft.
5 Beds, 4 Baths
$850,000
Picture of 1822 YORKSHIRE DRIVE
1822 YORKSHIRE DRIVE WINTER PARK, FL
Living Area: 1620 Sqft.
3 Beds, 3 Baths
$624,000
Picture of 1832 E CHERYL DRIVE
1832 E CHERYL DRIVE WINTER PARK, FL
Living Area: 1808 Sqft.
4 Beds, 2 Baths
$439,995
Picture of 2009 SHADYHILL TERRACE
2009 SHADYHILL TERRACE WINTER PARK, FL
Living Area: 1670 Sqft.
3 Beds, 2 Baths
$535,000
Picture of 2111 MALLARD CIRCLE
2111 MALLARD CIRCLE WINTER PARK, FL
Living Area: 2667 Sqft.
4 Beds, 3 Baths
$1,350,000
Picture of 7120 BROOKSIDE TRAIL
7120 BROOKSIDE TRAIL WINTER PARK, FL
Living Area: 1753 Sqft.
4 Beds, 2 Baths
$510,000
Picture of 7761 FOX KNOLL PLACE
7761 FOX KNOLL PLACE WINTER PARK, FL
Living Area: 1485 Sqft.
3 Beds, 2 Baths
$425,000
Picture of 363 N PHELPS AVENUE
363 N PHELPS AVENUE WINTER PARK, FL
Living Area: 2871 Sqft.
4 Beds, 3 Baths
$1,249,000
Picture of 2838 WRIGHT AVENUE
2838 WRIGHT AVENUE WINTER PARK, FL
Living Area: 3479 Sqft.
5 Beds, 5 Baths
$2,399,000
Picture of 2889 ROUEN AVENUE
2889 ROUEN AVENUE WINTER PARK, FL
Living Area: 1144 Sqft.
3 Beds, 2 Baths
$399,500
Picture of 1307 FORMOSA AVENUE
1307 FORMOSA AVENUE WINTER PARK, FL
Living Area: 1150 Sqft.
2 Beds, 1 Bath
$375,000
Picture of 7641 Village Green Drive
7641 Village Green Drive Winter Park, FL
Living Area: 1602 Sqft.
3 Beds, 3 Baths
$560,000
Picture of 7348 Grand Avenue
7348 Grand Avenue Winter Park, FL
Living Area: 1509 Sqft.
3 Beds, 2 Baths
$5,000
Picture of 802 HAMILTON PLACE COURT
802 HAMILTON PLACE COURT WINTER PARK, FL
Living Area: 2843 Sqft.
4 Beds, 4 Baths
$1,349,000
Picture of 1741 WESTCHESTER AVENUE
1741 WESTCHESTER AVENUE WINTER PARK, FL
Living Area: 1434 Sqft.
3 Beds, 2 Baths
$609,900
Picture of 927 FAIRWAY DRIVE
927 FAIRWAY DRIVE WINTER PARK, FL
Living Area: 1918 Sqft.
4 Beds, 3 Baths
$699,000
Picture of 1398 GROVE TERRACE
1398 GROVE TERRACE WINTER PARK, FL
Living Area: 3450 Sqft.
4 Beds, 4 Baths
$2,195,000
Picture of 2361 MULBRY DRIVE
2361 MULBRY DRIVE WINTER PARK, FL
Living Area: 3111 Sqft.
4 Beds, 4 Baths
$2,395,000
Picture of 811 OVERSPIN DRIVE
811 OVERSPIN DRIVE WINTER PARK, FL
Living Area: 749 Sqft.
2 Beds, 1 Bath
$349,000
Picture of 814 DENSMORE DR
814 DENSMORE DR WINTER PARK, FL
Living Area: 1610 Sqft.
4 Beds, 2 Baths
$425,000
Picture of 2220 FAIRGLENN WAY
2220 FAIRGLENN WAY WINTER PARK, FL
Living Area: 2636 Sqft.
4 Beds, 3 Baths
$674,900
Picture of 1830 EDWIN BOULEVARD
1830 EDWIN BOULEVARD WINTER PARK, FL
Living Area: 1287 Sqft.
3 Beds, 2 Baths
$679,800
Picture of 1441 CARDINAL COURT
1441 CARDINAL COURT WINTER PARK, FL
Living Area: 4066 Sqft.
4 Beds, 6 Baths
$4,285,000
Picture of 102 BELL PLACE
102 BELL PLACE WINTER PARK, FL
Living Area: 2459 Sqft.
4 Beds, 4 Baths
$1,399,000
Picture of 1589 VIBURNUM LANE
1589 VIBURNUM LANE WINTER PARK, FL
Living Area: 1356 Sqft.
3 Beds, 2 Baths
$365,000
Picture of 1565 FOREST AVENUE
1565 FOREST AVENUE WINTER PARK, FL
Living Area: 2163 Sqft.
4 Beds, 2 Baths
$1,750,000
Picture of 1540 MILLER AVENUE
1540 MILLER AVENUE WINTER PARK, FL
Living Area: 2984 Sqft.
4 Beds, 4 Baths
$1,399,900
Picture of 3054 BLUEBROOK DRIVE
3054 BLUEBROOK DRIVE WINTER PARK, FL
Living Area: 1939 Sqft.
3 Beds, 2 Baths
$427,500
Picture of 2702 PARKLAND DRIVE
2702 PARKLAND DRIVE WINTER PARK, FL
Living Area: 2656 Sqft.
5 Beds, 3 Baths
$1,175,000
Picture of 950 HANOVER AVENUE
950 HANOVER AVENUE WINTER PARK, FL
Living Area: 1606 Sqft.
3 Beds, 2 Baths
$470,000
Picture of 2408 LAFAYETTE AVENUE
2408 LAFAYETTE AVENUE WINTER PARK, FL
Living Area: 2838 Sqft.
4 Beds, 4 Baths
$1,495,000
Picture of 2600 EUSTON ROAD
2600 EUSTON ROAD WINTER PARK, FL
Living Area: 3145 Sqft.
6 Beds, 3 Baths
$630,000
Picture of 800 JUANITA RAEL
800 JUANITA RAEL WINTER PARK, FL
Living Area: 4021 Sqft.
5 Beds, 4 Baths
$2,300,000
Picture of 1369 BLUE STEM LANE
1369 BLUE STEM LANE WINTER PARK, FL
Living Area: 2589 Sqft.
4 Beds, 4 Baths
$825,000
Picture of 1468 AUBURN GREEN LOOP
1468 AUBURN GREEN LOOP WINTER PARK, FL
Living Area: 1676 Sqft.
3 Beds, 2 Baths
$480,000
Picture of 1881 LAKE SPIER DRIVE
1881 LAKE SPIER DRIVE WINTER PARK, FL
Living Area: 1750 Sqft.
3 Beds, 2 Baths
$1,350,000
Picture of 1636 ELIZABETHS WALK
1636 ELIZABETHS WALK WINTER PARK, FL
Living Area: 3412 Sqft.
4 Beds, 5 Baths
$2,195,000
Picture of 1110 ALABAMA DRIVE
1110 ALABAMA DRIVE WINTER PARK, FL
Living Area: 2488 Sqft.
3 Beds, 3 Baths
$1,750,000
Picture of 1507 GOLFSIDE DRIVE
1507 GOLFSIDE DRIVE WINTER PARK, FL
Living Area: 2003 Sqft.
3 Beds, 2 Baths
$925,000
Picture of 1110 ALABAMA
1110 ALABAMA Winter Park, FL
Living Area: Sqft.
3 Beds, 3 Baths
$1,750,000
Picture of 1651 WESTCHESTER AVENUE
1651 WESTCHESTER AVENUE WINTER PARK, FL
Living Area: 2426 Sqft.
3 Beds, 3 Baths
$1,349,000
Picture of 1529 HOLTS GROVE CIRCLE
1529 HOLTS GROVE CIRCLE WINTER PARK, FL
Living Area: 4356 Sqft.
4 Beds, 6 Baths
$2,795,000
Picture of 1870 STAUNTON AVENUE
1870 STAUNTON AVENUE WINTER PARK, FL
Living Area: 2525 Sqft.
4 Beds, 4 Baths
$1,250,000
Picture of 432 WORTHINGTON DRIVE
432 WORTHINGTON DRIVE WINTER PARK, FL
Living Area: 3845 Sqft.
5 Beds, 5 Baths
$2,719,000
Picture of 758 WARRENTON ROAD
758 WARRENTON ROAD WINTER PARK, FL
Living Area: 1196 Sqft.
3 Beds, 2 Baths
$318,985
Picture of 621 HUNTINGTON AVENUE
621 HUNTINGTON AVENUE WINTER PARK, FL
Living Area: 2399 Sqft.
3 Beds, 4 Baths
$1,795,000
Picture of 3245 COLEUS COURT
3245 COLEUS COURT WINTER PARK, FL
Living Area: 1529 Sqft.
3 Beds, 2 Baths
$389,900
Picture of 250 CORTLAND AVENUE
250 CORTLAND AVENUE WINTER PARK, FL
Living Area: 2114 Sqft.
3 Beds, 2 Baths
$950,000
Picture of 350 CORNWALL RD
350 CORNWALL RD WINTER PARK, FL
Living Area: 2038 Sqft.
4 Beds, 3 Baths
$775,000
Picture of 141 GLENRIDGE WAY
141 GLENRIDGE WAY WINTER PARK, FL
Living Area: 5243 Sqft.
5 Beds, 5 Baths
$3,250,000
Picture of 1300 MAYFIELD AVENUE
1300 MAYFIELD AVENUE WINTER PARK, FL
Living Area: 4389 Sqft.
5 Beds, 6 Baths
$2,850,000
Picture of 150 DANA WAY
150 DANA WAY WINTER PARK, FL
Living Area: 4451 Sqft.
5 Beds, 5 Baths
$3,799,000
Picture of 1090 WILDMEADOW RUN
1090 WILDMEADOW RUN WINTER PARK, FL
Living Area: 2589 Sqft.
4 Beds, 4 Baths
$845,000
Picture of 418 GILBERT ROAD
418 GILBERT ROAD WINTER PARK, FL
Living Area: 1680 Sqft.
3 Beds, 3 Baths
$740,000
Picture of 1130 PARK NORTH PLACE
1130 PARK NORTH PLACE WINTER PARK, FL
Living Area: 4011 Sqft.
5 Beds, 4 Baths
$2,495,000
Picture of 1923 LINDEN ROAD
1923 LINDEN ROAD WINTER PARK, FL
Living Area: 2117 Sqft.
4 Beds, 3 Baths
$475,000
Picture of 1131 WILDMEADOW RUN
1131 WILDMEADOW RUN WINTER PARK, FL
Living Area: 2589 Sqft.
4 Beds, 4 Baths
$825,000
Picture of 785 N PHELPS AVENUE
785 N PHELPS AVENUE WINTER PARK, FL
Living Area: 2964 Sqft.
5 Beds, 4 Baths
$1,989,000
Picture of 1570 PALMER AVENUE
1570 PALMER AVENUE WINTER PARK, FL
Living Area: 3048 Sqft.
4 Beds, 4 Baths
$1,640,000
Picture of 405 LAKE FAIR LANE
405 LAKE FAIR LANE WINTER PARK, FL
Living Area: 1491 Sqft.
3 Beds, 2 Baths
$459,000
Picture of 1117 KENWOOD AVENUE
1117 KENWOOD AVENUE WINTER PARK, FL
Living Area: 4353 Sqft.
4 Beds, 5 Baths
$3,978,900
Picture of 3114 HEARTLEAF PLACE
3114 HEARTLEAF PLACE WINTER PARK, FL
Living Area: 2702 Sqft.
4 Beds, 3 Baths
$699,900
Picture of 1750 CAROLLEE LANE
1750 CAROLLEE LANE WINTER PARK, FL
Living Area: 3249 Sqft.
4 Beds, 4 Baths
$1,890,000
Picture of 1649 HARMON AVENUE
1649 HARMON AVENUE WINTER PARK, FL
Living Area: 3223 Sqft.
4 Beds, 4 Baths
$1,399,000
Picture of 668 OVERSPIN DRIVE
668 OVERSPIN DRIVE WINTER PARK, FL
Living Area: 2509 Sqft.
4 Beds, 3 Baths
$875,000
Picture of 512 N LAKEMONT AVENUE
512 N LAKEMONT AVENUE WINTER PARK, FL
Living Area: 1413 Sqft.
3 Beds, 2 Baths
$500,000
Picture of 1840 BRYAN AVENUE
1840 BRYAN AVENUE WINTER PARK, FL
Living Area: 3727 Sqft.
4 Beds, 4 Baths
$1,849,000
Picture of 906 ENCLAVE PLACE
906 ENCLAVE PLACE WINTER PARK, FL
Living Area: 3618 Sqft.
5 Beds, 5 Baths
$1,925,000
Picture of 1760 GREENWICH AVENUE
1760 GREENWICH AVENUE WINTER PARK, FL
Living Area: 1610 Sqft.
3 Beds, 2 Baths
$650,000
Picture of 914 ENCLAVE PLACE
914 ENCLAVE PLACE WINTER PARK, FL
Living Area: 3617 Sqft.
5 Beds, 5 Baths
$1,895,000
Picture of 3463 ARNEL DRIVE
3463 ARNEL DRIVE WINTER PARK, FL
Living Area: 1770 Sqft.
3 Beds, 2 Baths
$459,900
Picture of 1800 MAGNOLIA AVENUE
1800 MAGNOLIA AVENUE WINTER PARK, FL
Living Area: 2431 Sqft.
4 Beds, 3 Baths
$1,147,000
Picture of 541 W CANTON AVENUE
541 W CANTON AVENUE WINTER PARK, FL
Living Area: 3553 Sqft.
4 Beds, 4 Baths
$2,800,000
Picture of 2779 SANBINA STREET
2779 SANBINA STREET WINTER PARK, FL
Living Area: 1405 Sqft.
3 Beds, 2 Baths
$460,000
Picture of 609 S PHELPS AVENUE
609 S PHELPS AVENUE WINTER PARK, FL
Living Area: 4018 Sqft.
5 Beds, 5 Baths
$2,829,000
Picture of 2823 WRIGHT AVENUE
2823 WRIGHT AVENUE WINTER PARK, FL
Living Area: 1536 Sqft.
3 Beds, 2 Baths
$929,900
Picture of 1870 WALKER AVENUE
1870 WALKER AVENUE WINTER PARK, FL
Living Area: 2046 Sqft.
3 Beds, 3 Baths
$1,399,000
Picture of 501 HERITAGE BOULEVARD
501 HERITAGE BOULEVARD WINTER PARK, FL
Living Area: 1376 Sqft.
4 Beds, 2 Baths
$489,990
Picture of 1177 KENWOOD AVENUE
1177 KENWOOD AVENUE WINTER PARK, FL
Living Area: 4363 Sqft.
5 Beds, 5 Baths
$1,870,000
Picture of 1581 FOREST AVENUE
1581 FOREST AVENUE WINTER PARK, FL
Living Area: 4683 Sqft.
4 Beds, 6 Baths
$3,495,000
Picture of 1782 PINE AVENUE
1782 PINE AVENUE WINTER PARK, FL
Living Area: 4782 Sqft.
5 Beds, 7 Baths
$4,197,000
Picture of 604 BALFOUR DRIVE
604 BALFOUR DRIVE WINTER PARK, FL
Living Area: 1296 Sqft.
4 Beds, 2 Baths
$430,000
Picture of Lot #21 KAROLINA AVE
Lot #21 KAROLINA AVE WINTER PARK, FL
Living Area: 2662 Sqft.
4 Beds, 4 Baths
$944,890
Picture of 240 N Phelps Avenue
240 N Phelps Avenue Winter Park, FL
Living Area: 2889 Sqft.
5 Beds, 5 Baths
$2,279,000
Picture of 240 N PHELPS AVENUE
240 N PHELPS AVENUE WINTER PARK, FL
Living Area: 2889 Sqft.
5 Beds, 5 Baths
$2,279,000
Picture of 1760 PERUVIAN LANE
1760 PERUVIAN LANE WINTER PARK, FL
Living Area: 1160 Sqft.
3 Beds, 2 Baths
$339,000
Picture of 2550 VENETIAN WAY
2550 VENETIAN WAY WINTER PARK, FL
Living Area: 5051 Sqft.
4 Beds, 5 Baths
$2,399,000
Picture of 1521 CHESTNUT AVENUE
1521 CHESTNUT AVENUE WINTER PARK, FL
Living Area: 2842 Sqft.
4 Beds, 3 Baths
$1,799,900
Picture of 1926 NATALEN ROAD
1926 NATALEN ROAD WINTER PARK, FL
Living Area: 1469 Sqft.
3 Beds, 2 Baths
$639,900
Picture of 1354 INDIANA AVENUE
1354 INDIANA AVENUE WINTER PARK, FL
Living Area: 1269 Sqft.
3 Beds, 2 Baths
$599,900
Picture of 1174 WILDMEADOW RUN
1174 WILDMEADOW RUN WINTER PARK, FL
Living Area: 1770 Sqft.
3 Beds, 3 Baths
$649,900
Picture of 2040 RANDALL CIRCLE
2040 RANDALL CIRCLE WINTER PARK, FL
Living Area: 4636 Sqft.
5 Beds, 6 Baths
$3,350,000
Picture of 318 VITORIA AVENUE
318 VITORIA AVENUE WINTER PARK, FL
Living Area: 2433 Sqft.
3 Beds, 3 Baths
$2,200,000
Picture of 2501 WINTER PARK ROAD
2501 WINTER PARK ROAD WINTER PARK, FL
Living Area: 3304 Sqft.
5 Beds, 4 Baths
$1,690,000
Picture of 2708 LION HEART ROAD
2708 LION HEART ROAD WINTER PARK, FL
Living Area: 1785 Sqft.
3 Beds, 2 Baths
$627,500
Picture of 3374 HAMLET LOOP
3374 HAMLET LOOP WINTER PARK, FL
Living Area: 1397 Sqft.
3 Beds, 3 Baths
$375,000
Picture of 1760 ALABAMA DRIVE
1760 ALABAMA DRIVE WINTER PARK, FL
Living Area: 2841 Sqft.
4 Beds, 3 Baths
$2,198,000


Winter Park, Florida Real Estate Stats

Active Listings
:
230
Median List Price
:
$925,000
Median Days On Market
:
55
Median Price Sqft
:
442
Median Lot Size
:
9,146
Median Sqft
:
2,317
Median Year Built
:
1989

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