Winter Park, Florida

209 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
:
209
Median List Price
:
$716,000
Median Days On Market
:
80
Median Price Sqft
:
376
Median Lot Size
:
9,086
Median Sqft
:
2,183
Median Year Built
:
1984

Latest Homes for sale in Winter Park, Florida

Address Bed / Bath Listing Price
Picture of 1861 TAYLOR AVENUE
1861 TAYLOR AVENUE WINTER PARK, FL
Living Area: 3116 Sqft.
5 Beds, 7 Baths
$1,849,000
Picture of 1792 CHILEAN LANE
1792 CHILEAN LANE WINTER PARK, FL
Living Area: 984 Sqft.
3 Beds, 1 Bath
$345,000
Picture of 352 CAMBRIDGE BOULEVARD
352 CAMBRIDGE BOULEVARD WINTER PARK, FL
Living Area: 1917 Sqft.
5 Beds, 3 Baths
$650,000
Picture of 1448 E BROOKSHIRE COURT
1448 E BROOKSHIRE COURT WINTER PARK, FL
Living Area: 1518 Sqft.
3 Beds, 3 Baths
$380,000
Picture of 7618 WAUNATTA COURT
7618 WAUNATTA COURT WINTER PARK, FL
Living Area: 1970 Sqft.
3 Beds, 3 Baths
$465,000
Picture of 1541 WESTCHESTER AVENUE
1541 WESTCHESTER AVENUE WINTER PARK, FL
Living Area: 2578 Sqft.
3 Beds, 3 Baths
$1,199,000
Picture of 640 ARJAY WAY
640 ARJAY WAY WINTER PARK, FL
Living Area: 3860 Sqft.
5 Beds, 6 Baths
$2,000,000
Picture of 1543 Lawndale Circle
1543 Lawndale Circle Winter Park, FL
Living Area: 1840 Sqft.
4 Beds, 3 Baths
$425,000
Picture of 1367 TIERRA CIRCLE
1367 TIERRA CIRCLE WINTER PARK, FL
Living Area: 2083 Sqft.
3 Beds, 2 Baths
$449,900
Picture of 1543 LAWNDALE CIRCLE
1543 LAWNDALE CIRCLE WINTER PARK, FL
Living Area: 1840 Sqft.
4 Beds, 3 Baths
$425,000
Picture of 1500 BERKSHIRE AVENUE
1500 BERKSHIRE AVENUE WINTER PARK, FL
Living Area: 1485 Sqft.
3 Beds, 2 Baths
$625,000
Picture of 1028 PRINCESS GATE BOULEVARD
1028 PRINCESS GATE BOULEVARD WINTER PARK, FL
Living Area: 2044 Sqft.
5 Beds, 2 Baths
$459,900
Picture of 1681 BLUE RIDGE ROAD
1681 BLUE RIDGE ROAD WINTER PARK, FL
Living Area: 4247 Sqft.
5 Beds, 6 Baths
$3,795,000
Picture of 1840 ANZLE AVENUE
1840 ANZLE AVENUE WINTER PARK, FL
Living Area: 2350 Sqft.
4 Beds, 3 Baths
$1,750,000
Picture of 2833 PRINCE JOHN ROAD
2833 PRINCE JOHN ROAD WINTER PARK, FL
Living Area: 1605 Sqft.
4 Beds, 2 Baths
$429,000
Picture of 3220 NETHERWOOD DRIVE
3220 NETHERWOOD DRIVE WINTER PARK, FL
Living Area: 1036 Sqft.
2 Beds, 2 Baths
$285,000
Picture of 1543 Lawndale Circle
1543 Lawndale Circle Winter Park, FL
Living Area: 1840 Sqft.
4 Beds, 3 Baths
$425,000
Picture of 1617 CHILEAN LANE
1617 CHILEAN LANE WINTER PARK, FL
Living Area: 1359 Sqft.
3 Beds, 2 Baths
$369,900
Picture of 1221 RICHMOND ROAD
1221 RICHMOND ROAD WINTER PARK, FL
Living Area: 5164 Sqft.
5 Beds, 6 Baths
$5,250,000
Picture of 513 CORNWALL ROAD
513 CORNWALL ROAD WINTER PARK, FL
Living Area: 1735 Sqft.
3 Beds, 2 Baths
$650,000
Picture of 1417 WILLIAMS DRIVE
1417 WILLIAMS DRIVE WINTER PARK, FL
Living Area: 4891 Sqft.
5 Beds, 6 Baths
$4,199,000
Picture of 948 POINCIANA LANE
948 POINCIANA LANE WINTER PARK, FL
Living Area: 3676 Sqft.
4 Beds, 4 Baths
$3,599,000
Picture of 2512 EASTBROOK BOULEVARD
2512 EASTBROOK BOULEVARD WINTER PARK, FL
Living Area: 1607 Sqft.
4 Beds, 3 Baths
$399,900
Picture of 1802 ARBOR PARK DRIVE
1802 ARBOR PARK DRIVE WINTER PARK, FL
Living Area: 1808 Sqft.
4 Beds, 3 Baths
$1,150,000
Picture of 244 OSCEOLA COURT
244 OSCEOLA COURT WINTER PARK, FL
Living Area: 1837 Sqft.
4 Beds, 3 Baths
$1,299,000
Picture of 423 OLOLU DRIVE
423 OLOLU DRIVE WINTER PARK, FL
Living Area: 1920 Sqft.
3 Beds, 3 Baths
$599,000
Picture of 1711 BARCELONA WAY
1711 BARCELONA WAY WINTER PARK, FL
Living Area: 3669 Sqft.
5 Beds, 3 Baths
$2,100,000
Picture of 1523 MILLER AVENUE
1523 MILLER AVENUE WINTER PARK, FL
Living Area: 3164 Sqft.
5 Beds, 4 Baths
$1,550,000
Picture of 1996 INDIANA AVENUE
1996 INDIANA AVENUE WINTER PARK, FL
Living Area: 818 Sqft.
2 Beds, 1 Bath
$249,900
Picture of 2231 NAIRN DRIVE
2231 NAIRN DRIVE WINTER PARK, FL
Living Area: 1088 Sqft.
3 Beds, 2 Baths
$499,000
Picture of 230 STRATHY LANE
230 STRATHY LANE WINTER PARK, FL
Living Area: 920 Sqft.
2 Beds, 1 Bath
$499,000
Picture of 958 DUPONT AVENUE
958 DUPONT AVENUE WINTER PARK, FL
Living Area: 1572 Sqft.
3 Beds, 2 Baths
$381,000
Picture of 1816 MEADOWGOLD LANE
1816 MEADOWGOLD LANE WINTER PARK, FL
Living Area: 1546 Sqft.
3 Beds, 3 Baths
$459,000
Picture of 4190 BEAR GULLY ROAD
4190 BEAR GULLY ROAD WINTER PARK, FL
Living Area: 2058 Sqft.
4 Beds, 3 Baths
$540,000
Picture of 860 N DENNING DRIVE
860 N DENNING DRIVE WINTER PARK, FL
Living Area: 1300 Sqft.
3 Beds, 3 Baths
$749,900
Picture of 731 BONGART ROAD
731 BONGART ROAD WINTER PARK, FL
Living Area: 1526 Sqft.
4 Beds, 3 Baths
$570,000
Picture of 1280 GLADIOLAS DR
1280 GLADIOLAS DR WINTER PARK, FL
Living Area: 1624 Sqft.
3 Beds, 2 Baths
$499,500
Picture of 1841 HARLAND PARK DRIVE
1841 HARLAND PARK DRIVE WINTER PARK, FL
Living Area: 3470 Sqft.
4 Beds, 4 Baths
$1,999,000
Picture of 1518 PINEWOOD DRIVE
1518 PINEWOOD DRIVE WINTER PARK, FL
Living Area: 1197 Sqft.
3 Beds, 2 Baths
$449,900
Picture of 1673 MAYFIELD AVENUE
1673 MAYFIELD AVENUE WINTER PARK, FL
Living Area: 2540 Sqft.
4 Beds, 4 Baths
$1,195,000
Picture of 2361 MULBRY DRIVE
2361 MULBRY DRIVE WINTER PARK, FL
Living Area: 3111 Sqft.
4 Beds, 4 Baths
$2,395,000
Picture of 2350 CADY WAY
2350 CADY WAY WINTER PARK, FL
Living Area: 1854 Sqft.
4 Beds, 2 Baths
$575,000
Picture of 2430 CHANTILLY AVENUE
2430 CHANTILLY AVENUE WINTER PARK, FL
Living Area: 2916 Sqft.
4 Beds, 4 Baths
$1,665,000
Picture of 2811 EASTERN PARKWAY
2811 EASTERN PARKWAY WINTER PARK, FL
Living Area: 1433 Sqft.
3 Beds, 2 Baths
$625,000
Picture of 2634 EXUMA WAY
2634 EXUMA WAY WINTER PARK, FL
Living Area: 1284 Sqft.
3 Beds, 2 Baths
$284,990
Picture of 2665 TIERRA CIRCLE
2665 TIERRA CIRCLE WINTER PARK, FL
Living Area: 1885 Sqft.
4 Beds, 2 Baths
$539,000
Picture of 7641 Village Green Drive
7641 Village Green Drive Winter Park, FL
Living Area: 1602 Sqft.
3 Beds, 3 Baths
$550,000
Picture of 1489 ASTER COURT
1489 ASTER COURT WINTER PARK, FL
Living Area: 2227 Sqft.
3 Beds, 2 Baths
$650,000
Picture of 1336 COLLEGE POINT
1336 COLLEGE POINT WINTER PARK, FL
Living Area: 3181 Sqft.
4 Beds, 5 Baths
$4,595,000
Picture of 1780 BRYAN AVENUE
1780 BRYAN AVENUE WINTER PARK, FL
Living Area: 1617 Sqft.
4 Beds, 2 Baths
$800,000
Picture of 2503 VERSAILLES AVENUE
2503 VERSAILLES AVENUE WINTER PARK, FL
Living Area: 4026 Sqft.
5 Beds, 5 Baths
$2,575,000
Picture of 2203 VIA TUSCANY
2203 VIA TUSCANY WINTER PARK, FL
Living Area: 12190 Sqft.
6 Beds, 9 Baths
$12,900,000
Picture of 1600 PALMER AVENUE
1600 PALMER AVENUE WINTER PARK, FL
Living Area: 2550 Sqft.
3 Beds, 3 Baths
$1,200,000
Picture of 2612 ROXBURY ROAD
2612 ROXBURY ROAD WINTER PARK, FL
Living Area: 2472 Sqft.
- -, 0 Baths
$698,000
Picture of 676 DUNBLANE DRIVE
676 DUNBLANE DRIVE WINTER PARK, FL
Living Area: 1827 Sqft.
3 Beds, 2 Baths
$750,000
Picture of 1914 BONANZA COURT
1914 BONANZA COURT WINTER PARK, FL
Living Area: 1727 Sqft.
3 Beds, 2 Baths
$435,000
Picture of 1340 BLUE STEM LANE
1340 BLUE STEM LANE WINTER PARK, FL
Living Area: 2587 Sqft.
4 Beds, 4 Baths
$740,000
Picture of 875 W LYMAN AVENUE
875 W LYMAN AVENUE WINTER PARK, FL
Living Area: 760 Sqft.
2 Beds, 2 Baths
$425,000
Picture of 1127 WILDMEADOW RUN
1127 WILDMEADOW RUN WINTER PARK, FL
Living Area: 2196 Sqft.
4 Beds, 3 Baths
$695,000
Picture of 1985 JAPONICA ROAD
1985 JAPONICA ROAD WINTER PARK, FL
Living Area: 2096 Sqft.
4 Beds, 2 Baths
$649,000
Picture of 426 WORTHINGTON DRIVE
426 WORTHINGTON DRIVE WINTER PARK, FL
Living Area: 3520 Sqft.
5 Beds, 5 Baths
$2,679,000
Picture of 1494 WESTCHESTER AVENUE
1494 WESTCHESTER AVENUE WINTER PARK, FL
Living Area: 3711 Sqft.
5 Beds, 5 Baths
$2,990,000
Picture of 5139 OAK HILL DRIVE
5139 OAK HILL DRIVE WINTER PARK, FL
Living Area: 1104 Sqft.
3 Beds, 2 Baths
$335,000
Picture of 2632 MANDAN TRAIL
2632 MANDAN TRAIL WINTER PARK, FL
Living Area: 2441 Sqft.
4 Beds, 3 Baths
$799,900
Picture of 1807 YORKSHIRE DRIVE
1807 YORKSHIRE DRIVE WINTER PARK, FL
Living Area: 3565 Sqft.
4 Beds, 5 Baths
$1,450,000
Picture of 5047 FERNCREST DRIVE
5047 FERNCREST DRIVE WINTER PARK, FL
Living Area: 1242 Sqft.
4 Beds, 2 Baths
$349,000
Picture of 714 DENTON ROAD
714 DENTON ROAD WINTER PARK, FL
Living Area: 1786 Sqft.
3 Beds, 3 Baths
$449,500
Picture of 2217 SUSSEX ROAD
2217 SUSSEX ROAD WINTER PARK, FL
Living Area: 2092 Sqft.
4 Beds, 2 Baths
$530,000
Picture of 240 E Lake Sue Avenue
240 E Lake Sue Avenue Winter Park, FL
Living Area: 1329 Sqft.
2 Beds, 2 Baths
$1,107,750
Picture of 1427 LAKE FLORENCE WAY
1427 LAKE FLORENCE WAY WINTER PARK, FL
Living Area: 2193 Sqft.
3 Beds, 2 Baths
$695,000
Picture of 2206 BONANZA AVENUE
2206 BONANZA AVENUE WINTER PARK, FL
Living Area: 1776 Sqft.
4 Beds, 2 Baths
$445,000
Picture of 2722 EASTERN PARKWAY
2722 EASTERN PARKWAY WINTER PARK, FL
Living Area: 3334 Sqft.
5 Beds, 5 Baths
$2,289,000
Picture of 2189 SUSSEX ROAD
2189 SUSSEX ROAD WINTER PARK, FL
Living Area: 1776 Sqft.
4 Beds, 3 Baths
$535,000
Picture of 1630 CHESTNUT AVENUE
1630 CHESTNUT AVENUE WINTER PARK, FL
Living Area: 3164 Sqft.
3 Beds, 5 Baths
$1,725,000
Picture of 1213 LINDENWOOD LANE
1213 LINDENWOOD LANE WINTER PARK, FL
Living Area: 2505 Sqft.
4 Beds, 2 Baths
$750,000
Picture of 1445 VIA SANGRO PLACE
1445 VIA SANGRO PLACE WINTER PARK, FL
Living Area: 5021 Sqft.
7 Beds, 6 Baths
$1,350,990
Picture of 870 CARVER STREET
870 CARVER STREET WINTER PARK, FL
Living Area: 1875 Sqft.
3 Beds, 3 Baths
$975,000
Picture of 2042 YORKSHIRE DRIVE
2042 YORKSHIRE DRIVE WINTER PARK, FL
Living Area: 1573 Sqft.
3 Beds, 2 Baths
$499,000
Picture of 422 S RANGER BOULEVARD
422 S RANGER BOULEVARD WINTER PARK, FL
Living Area: 1680 Sqft.
4 Beds, 2 Baths
$509,900
Picture of 102 BELL PLACE
102 BELL PLACE WINTER PARK, FL
Living Area: 2459 Sqft.
4 Beds, 4 Baths
$1,489,000
Picture of 525 S LAKEMONT AVENUE
525 S LAKEMONT AVENUE WINTER PARK, FL
Living Area: 3330 Sqft.
4 Beds, 4 Baths
$2,350,000
Picture of 2015 SUMMERFIELD ROAD
2015 SUMMERFIELD ROAD WINTER PARK, FL
Living Area: 3024 Sqft.
4 Beds, 4 Baths
$1,375,000
Picture of 1401 GREEN COVE ROAD
1401 GREEN COVE ROAD WINTER PARK, FL
Living Area: 5483 Sqft.
3 Beds, 7 Baths
$2,900,000
Picture of 2412 CHANTILLY AVENUE
2412 CHANTILLY AVENUE WINTER PARK, FL
Living Area: 4506 Sqft.
5 Beds, 7 Baths
$2,295,000
Picture of 1751 GLENCOE ROAD
1751 GLENCOE ROAD WINTER PARK, FL
Living Area: 4520 Sqft.
5 Beds, 7 Baths
$3,745,000
Picture of 2299 VIA TUSCANY
2299 VIA TUSCANY WINTER PARK, FL
Living Area: 3986 Sqft.
4 Beds, 4 Baths
$2,345,000
Picture of 1324 INDIANA AVENUE
1324 INDIANA AVENUE WINTER PARK, FL
Living Area: 1692 Sqft.
4 Beds, 3 Baths
$745,000
Picture of 2612 ROXBURY ROAD
2612 ROXBURY ROAD WINTER PARK, FL
Living Area: 2472 Sqft.
5 Beds, 3 Baths
$698,000
Picture of 473 FLETCHER PLACE
473 FLETCHER PLACE WINTER PARK, FL
Living Area: 4296 Sqft.
5 Beds, 6 Baths
$3,250,000
Picture of 1408 CHAPMAN CIRCLE
1408 CHAPMAN CIRCLE WINTER PARK, FL
Living Area: 3237 Sqft.
4 Beds, 4 Baths
$1,495,000
Picture of 2812 MULFORD AVENUE
2812 MULFORD AVENUE WINTER PARK, FL
Living Area: 3656 Sqft.
5 Beds, 6 Baths
$2,495,000
Picture of 1451 Cavendish Road
1451 Cavendish Road Winter Park, FL
Living Area: 1437 Sqft.
3 Beds, 2 Baths
$619,500
Picture of 1150 KENWOOD AVENUE
1150 KENWOOD AVENUE WINTER PARK, FL
Living Area: 2557 Sqft.
3 Beds, 3 Baths
$1,140,000
Picture of 2009 CORNELL AVENUE
2009 CORNELL AVENUE WINTER PARK, FL
Living Area: 762 Sqft.
2 Beds, 1 Bath
$259,000
Picture of 1822 GREENWICH AVENUE
1822 GREENWICH AVENUE WINTER PARK, FL
Living Area: 1627 Sqft.
3 Beds, 2 Baths
$1,199,900
Picture of 3018 NORTHWOOD BOULEVARD
3018 NORTHWOOD BOULEVARD WINTER PARK, FL
Living Area: 1761 Sqft.
3 Beds, 2 Baths
$718,000
Picture of 132 BURKS CIRCLE
132 BURKS CIRCLE WINTER PARK, FL
Living Area: 3022 Sqft.
4 Beds, 5 Baths
$1,675,000
Picture of 516 HENKEL CIRCLE
516 HENKEL CIRCLE WINTER PARK, FL
Living Area: 4143 Sqft.
5 Beds, 6 Baths
$3,449,000
Picture of 2920 ABBEY COURT
2920 ABBEY COURT WINTER PARK, FL
Living Area: 2312 Sqft.
5 Beds, 3 Baths
$640,000
Picture of 121 STEFANIK ROAD
121 STEFANIK ROAD WINTER PARK, FL
Living Area: 1392 Sqft.
3 Beds, 2 Baths
$327,500


Winter Park, Florida Real Estate Stats

Active Listings
:
209
Median List Price
:
$716,000
Median Days On Market
:
80
Median Price Sqft
:
376
Median Lot Size
:
9,086
Median Sqft
:
2,183
Median Year Built
:
1984

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