Winter Park, Florida

457 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
:
457
Median List Price
:
$789,000
Median Days On Market
:
68
Median Price Sqft
:
411
Median Lot Size
:
8,870
Median Sqft
:
2,141
Median Year Built
:
1983

Latest Homes for sale in Winter Park, Florida

Address Bed / Bath Listing Price
Picture of 1225 Sharon Pl
1225 Sharon Pl Winter Park, FL
Living Area: 3097 Sqft.
5 Beds, 4 Baths
$1,749,000
Picture of 1003 Golfside Dr
1003 Golfside Dr Winter Park, FL
Living Area: 2145 Sqft.
3 Beds, 3 Baths
$769,900
Picture of 739 ROUGHBEARD ROAD
739 ROUGHBEARD ROAD WINTER PARK, FL
Living Area: 2194 Sqft.
5 Beds, 3 Baths
$780,000
Picture of 2818 Ambergate Rd
2818 Ambergate Rd Winter Park, FL
Living Area: 1398 Sqft.
3 Beds, 2 Baths
$429,900
Picture of 1660 Orange Ave
1660 Orange Ave Winter Park, FL
Living Area: 1614 Sqft.
3 Beds, 2 Baths
$479,900
Picture of 1660 ORANGE AVENUE
1660 ORANGE AVENUE WINTER PARK, FL
Living Area: 1614 Sqft.
3 Beds, 2 Baths
$479,900
Picture of 2818 AMBERGATE ROAD
2818 AMBERGATE ROAD WINTER PARK, FL
Living Area: 1398 Sqft.
3 Beds, 2 Baths
$429,900
Picture of 739 Roughbeard Rd
739 Roughbeard Rd Winter Park, FL
Living Area: 2194 Sqft.
5 Beds, 3 Baths
$780,000
Picture of 1951 WINTER PARK ROAD
1951 WINTER PARK ROAD WINTER PARK, FL
Living Area: 3479 Sqft.
4 Beds, 4 Baths
$2,089,000
Picture of 2614 PARKLAND DRIVE
2614 PARKLAND DRIVE WINTER PARK, FL
Living Area: 3307 Sqft.
4 Beds, 4 Baths
$1,890,000
Picture of 1951 Winter Park Rd
1951 Winter Park Rd Winter Park, FL
Living Area: 3479 Sqft.
4 Beds, 4 Baths
$2,089,000
Picture of 8113 Lazy Bear Ln
8113 Lazy Bear Ln Winter Park, FL
Living Area: 2267 Sqft.
4 Beds, 3 Baths
$585,000
Picture of 532 LANGHOLM DRIVE
532 LANGHOLM DRIVE WINTER PARK, FL
Living Area: 4050 Sqft.
5 Beds, 5 Baths
$2,990,000
Picture of 2711 ALOMA AVENUE
2711 ALOMA AVENUE WINTER PARK, FL
Living Area: 1175 Sqft.
3 Beds, 2 Baths
$424,900
Picture of 8113 LAZY BEAR LANE
8113 LAZY BEAR LANE WINTER PARK, FL
Living Area: 2267 Sqft.
4 Beds, 3 Baths
$585,000
Picture of 533 COUNTRY CLUB DRIVE
533 COUNTRY CLUB DRIVE WINTER PARK, FL
Living Area: 2942 Sqft.
4 Beds, 4 Baths
$1,599,000
Picture of 533 Country Club Dr
533 Country Club Dr Winter Park, FL
Living Area: 2942 Sqft.
4 Beds, 4 Baths
$1,599,000
Picture of 120 BROADVIEW AVENUE
120 BROADVIEW AVENUE WINTER PARK, FL
Living Area: 1747 Sqft.
3 Beds, 2 Baths
$1,250,000
Picture of 7348 GRAND AVENUE
7348 GRAND AVENUE WINTER PARK, FL
Living Area: 1509 Sqft.
3 Beds, 2 Baths
$285,000
Picture of 624 FITZWALTER DRIVE
624 FITZWALTER DRIVE WINTER PARK, FL
Living Area: 1335 Sqft.
3 Beds, 2 Baths
$549,000
Picture of 4260 Bear Gully Rd
4260 Bear Gully Rd Winter Park, FL
Living Area: 2322 Sqft.
4 Beds, 4 Baths
$599,000
Picture of 5303 Pine Lily Cir
5303 Pine Lily Cir Winter Park, FL
Living Area: 2265 Sqft.
3 Beds, 2 Baths
$659,000
Picture of 1530 ALABAMA DRIVE
1530 ALABAMA DRIVE WINTER PARK, FL
Living Area: 3680 Sqft.
5 Beds, 4 Baths
$5,900,000
Picture of 1742 TEMPLE DRIVE
1742 TEMPLE DRIVE WINTER PARK, FL
Living Area: 3658 Sqft.
4 Beds, 5 Baths
$3,695,999
Picture of 4260 BEAR GULLY ROAD
4260 BEAR GULLY ROAD WINTER PARK, FL
Living Area: 2322 Sqft.
4 Beds, 5 Baths
$599,000
Picture of 5303 PINE LILY CIRCLE
5303 PINE LILY CIRCLE WINTER PARK, FL
Living Area: 2265 Sqft.
3 Beds, 2 Baths
$659,000
Picture of 1517 HARMON AVENUE
1517 HARMON AVENUE WINTER PARK, FL
Living Area: 2135 Sqft.
4 Beds, 4 Baths
$1,095,000
Picture of 1818 DOVER ROAD
1818 DOVER ROAD WINTER PARK, FL
Living Area: 1873 Sqft.
3 Beds, 2 Baths
$439,900
Picture of 662 GRANVILLE DRIVE
662 GRANVILLE DRIVE WINTER PARK, FL
Living Area: 4478 Sqft.
5 Beds, 6 Baths
$3,495,000
Picture of 1517 Harmon Ave
1517 Harmon Ave Winter Park, FL
Living Area: 2135 Sqft.
4 Beds, 4 Baths
$1,095,000
Picture of 1421 CHESTNUT AVENUE
1421 CHESTNUT AVENUE WINTER PARK, FL
Living Area: 1325 Sqft.
3 Beds, 1 Bath
$750,000
Picture of 3334 Young St
3334 Young St Winter Park, FL
Living Area: 1706 Sqft.
3 Beds, 2 Baths
$474,900
Picture of 2572 FIFESHIRE DRIVE
2572 FIFESHIRE DRIVE WINTER PARK, FL
Living Area: 2578 Sqft.
4 Beds, 3 Baths
$925,000
Picture of 2215 Woodcrest Dr
2215 Woodcrest Dr Winter Park, FL
Living Area: 1688 Sqft.
4 Beds, 2 Baths
$675,000
Picture of 555 E Lake Sue Ave
555 E Lake Sue Ave Winter Park, FL
Living Area: 3776 Sqft.
4 Beds, 4 Baths
$2,095,000
Picture of 1386 CLEMATIS LANE
1386 CLEMATIS LANE WINTER PARK, FL
Living Area: 1714 Sqft.
4 Beds, 3 Baths
$427,000
Picture of 1166 PALMER AVENUE
1166 PALMER AVENUE WINTER PARK, FL
Living Area: 5181 Sqft.
5 Beds, 7 Baths
$5,500,000
Picture of 2215 WOODCREST DRIVE
2215 WOODCREST DRIVE WINTER PARK, FL
Living Area: 1688 Sqft.
4 Beds, 2 Baths
$675,000
Picture of 555 E LAKE SUE AVENUE
555 E LAKE SUE AVENUE WINTER PARK, FL
Living Area: 3776 Sqft.
4 Beds, 4 Baths
$2,095,000
Picture of 3334 YOUNG STREET
3334 YOUNG STREET WINTER PARK, FL
Living Area: 1706 Sqft.
3 Beds, 2 Baths
$474,900
Picture of 4599 WHIMBREL PLACE
4599 WHIMBREL PLACE WINTER PARK, FL
Living Area: 2366 Sqft.
4 Beds, 3 Baths
$675,000
Picture of 2417 CHANTILLY AVENUE
2417 CHANTILLY AVENUE WINTER PARK, FL
Living Area: 2718 Sqft.
4 Beds, 4 Baths
$1,579,000
Picture of 2119 HOWARD DRIVE
2119 HOWARD DRIVE WINTER PARK, FL
Living Area: 4139 Sqft.
5 Beds, 6 Baths
$3,195,000
Picture of 2217 SUSSEX ROAD
2217 SUSSEX ROAD WINTER PARK, FL
Living Area: 2092 Sqft.
4 Beds, 2 Baths
$485,000
Picture of 1271 PALMER AVENUE
1271 PALMER AVENUE WINTER PARK, FL
Living Area: 2850 Sqft.
4 Beds, 5 Baths
$2,195,000
Picture of 3209 HEARTWOOD AVENUE
3209 HEARTWOOD AVENUE WINTER PARK, FL
Living Area: 1627 Sqft.
4 Beds, 2 Baths
$449,900
Picture of 1803 BARKER DRIVE
1803 BARKER DRIVE WINTER PARK, FL
Living Area: 3463 Sqft.
4 Beds, 3 Baths
$2,190,000
Picture of 5080 SEMINOLE AVENUE
5080 SEMINOLE AVENUE WINTER PARK, FL
Living Area: 1078 Sqft.
3 Beds, 2 Baths
$299,900
Picture of 913 MOSS LANE
913 MOSS LANE WINTER PARK, FL
Living Area: 1887 Sqft.
3 Beds, 2 Baths
$950,000
Picture of 2301 CONIFER AVENUE
2301 CONIFER AVENUE WINTER PARK, FL
Living Area: 2189 Sqft.
4 Beds, 2 Baths
$450,000
Picture of 1803 Barker Drive
1803 Barker Drive Winter Park, FL
Living Area: 3463 Sqft.
4 Beds, 3 Baths
$2,190,000
Picture of 4870 SEMINOLE AVENUE
4870 SEMINOLE AVENUE WINTER PARK, FL
Living Area: 1277 Sqft.
3 Beds, 2 Baths
$380,000
Picture of 540 N PENNSYLVANIA AVENUE
540 N PENNSYLVANIA AVENUE WINTER PARK, FL
Living Area: 1652 Sqft.
4 Beds, 2 Baths
$3,950,000
Picture of 4870 Seminole Ave
4870 Seminole Ave Winter Park, FL
Living Area: 1277 Sqft.
3 Beds, 2 Baths
$380,000
Picture of 447 N PHELPS AVENUE
447 N PHELPS AVENUE WINTER PARK, FL
Living Area: 1290 Sqft.
2 Beds, 1 Bath
$960,000
Picture of 250 W READING WAY
250 W READING WAY WINTER PARK, FL
Living Area: 4853 Sqft.
5 Beds, 5 Baths
$4,325,000
Picture of 1211 SCHULTZ AVENUE
1211 SCHULTZ AVENUE WINTER PARK, FL
Living Area: 1085 Sqft.
3 Beds, 2 Baths
$475,000
Picture of 1773 WALNUT AVENUE
1773 WALNUT AVENUE WINTER PARK, FL
Living Area: 3784 Sqft.
5 Beds, 5 Baths
$2,725,000
Picture of 825 PALMER AVENUE
825 PALMER AVENUE WINTER PARK, FL
Living Area: 5122 Sqft.
5 Beds, 7 Baths
$5,195,900
Picture of 1773 Walnut Ave
1773 Walnut Ave Winter Park, FL
Living Area: 3784 Sqft.
5 Beds, 5 Baths
$2,725,000
Picture of 2260 MULBRY DRIVE
2260 MULBRY DRIVE WINTER PARK, FL
Living Area: 3246 Sqft.
5 Beds, 4 Baths
$1,925,000
Picture of 1211 Schultz Ave
1211 Schultz Ave Winter Park, FL
Living Area: 1085 Sqft.
3 Beds, 2 Baths
$475,000
Picture of 2825 MULFORD AVENUE
2825 MULFORD AVENUE WINTER PARK, FL
Living Area: 1249 Sqft.
2 Beds, 2 Baths
$629,000
Picture of 952 MOSS LANE
952 MOSS LANE WINTER PARK, FL
Living Area: 3474 Sqft.
4 Beds, 5 Baths
$1,319,950
Picture of 1257 WADING WATERS CIRCLE
1257 WADING WATERS CIRCLE WINTER PARK, FL
Living Area: 5239 Sqft.
6 Beds, 5 Baths
$1,600,000
Picture of 698 N NEW YORK AVENUE
698 N NEW YORK AVENUE WINTER PARK, FL
Living Area: 5096 Sqft.
5 Beds, 6 Baths
$6,195,000
Picture of 2661 VIA TUSCANY
2661 VIA TUSCANY WINTER PARK, FL
Living Area: 3880 Sqft.
4 Beds, 5 Baths
$5,999,990
Picture of 7 CARVER COURT
7 CARVER COURT WINTER PARK, FL
Living Area: 1384 Sqft.
3 Beds, 2 Baths
$589,000
Picture of 274 N Ranger Blvd
274 N Ranger Blvd Winter Park, FL
Living Area: 1420 Sqft.
3 Beds, 2 Baths
$669,900
Picture of 5218 LAKE HOWELL ROAD
5218 LAKE HOWELL ROAD WINTER PARK, FL
Living Area: 1582 Sqft.
4 Beds, 2 Baths
$355,000
Picture of 2873 OLD CASTLE DRIVE
2873 OLD CASTLE DRIVE WINTER PARK, FL
Living Area: 4247 Sqft.
4 Beds, 4 Baths
$1,395,000
Picture of 2136 LINDEN ROAD
2136 LINDEN ROAD WINTER PARK, FL
Living Area: 1185 Sqft.
3 Beds, 2 Baths
$365,000
Picture of 274 N RANGER BOULEVARD
274 N RANGER BOULEVARD WINTER PARK, FL
Living Area: 1420 Sqft.
3 Beds, 2 Baths
$669,900
Picture of 2626 AMBERGATE ROAD
2626 AMBERGATE ROAD WINTER PARK, FL
Living Area: 1143 Sqft.
3 Beds, 1 Bath
$380,000
Picture of 2410 SHERBROOKE ROAD
2410 SHERBROOKE ROAD WINTER PARK, FL
Living Area: 2141 Sqft.
4 Beds, 3 Baths
$789,000
Picture of 508 BRECHIN DRIVE
508 BRECHIN DRIVE WINTER PARK, FL
Living Area: 1783 Sqft.
3 Beds, 2 Baths
$629,000
Picture of 1922 HAMMERLIN AVENUE
1922 HAMMERLIN AVENUE WINTER PARK, FL
Living Area: 1873 Sqft.
3 Beds, 3 Baths
$1,095,000
Picture of 2122 RIDGE DRIVE
2122 RIDGE DRIVE WINTER PARK, FL
Living Area: 1664 Sqft.
4 Beds, 3 Baths
$360,000
Picture of 2122 Ridge Dr
2122 Ridge Dr Winter Park, FL
Living Area: 1664 Sqft.
4 Beds, 3 Baths
$360,000
Picture of 618 BLAIRSHIRE CIRCLE
618 BLAIRSHIRE CIRCLE WINTER PARK, FL
Living Area: 1876 Sqft.
4 Beds, 3 Baths
$895,000
Picture of 1320 ORCHID AVENUE
1320 ORCHID AVENUE WINTER PARK, FL
Living Area: 2998 Sqft.
4 Beds, 4 Baths
$1,350,000
Picture of 1200 WOODMERE DRIVE
1200 WOODMERE DRIVE WINTER PARK, FL
Living Area: 2857 Sqft.
3 Beds, 3 Baths
$1,649,000
Picture of 901 GOLFVIEW TERRACE
901 GOLFVIEW TERRACE WINTER PARK, FL
Living Area: 5479 Sqft.
5 Beds, 6 Baths
$6,995,000
Picture of 618 Blairshire Cir
618 Blairshire Cir Winter Park, FL
Living Area: 1876 Sqft.
4 Beds, 3 Baths
$895,000
Picture of 4039 COOL WATER COURT
4039 COOL WATER COURT WINTER PARK, FL
Living Area: 2267 Sqft.
4 Beds, 2 Baths
$739,777
Picture of 2227 HOWARD DRIVE
2227 HOWARD DRIVE WINTER PARK, FL
Living Area: 2196 Sqft.
3 Beds, 3 Baths
$1,100,000
Picture of 1702 ARBOR PARK DRIVE
1702 ARBOR PARK DRIVE WINTER PARK, FL
Living Area: 2950 Sqft.
4 Beds, 4 Baths
$1,900,000
Picture of 1702 Arbor Park Dr
1702 Arbor Park Dr Winter Park, FL
Living Area: 2950 Sqft.
4 Beds, 4 Baths
$1,900,000
Picture of 1850 BRYAN AVENUE
1850 BRYAN AVENUE WINTER PARK, FL
Living Area: 1563 Sqft.
3 Beds, 2 Baths
$725,000
Picture of 5334 LANYARD COURT
5334 LANYARD COURT WINTER PARK, FL
Living Area: 1561 Sqft.
3 Beds, 2 Baths
$479,900
Picture of 1850 Bryan Ave
1850 Bryan Ave Winter Park, FL
Living Area: 1563 Sqft.
3 Beds, 2 Baths
$725,000
Picture of 702 VIA BELLA
702 VIA BELLA WINTER PARK, FL
Living Area: 3720 Sqft.
4 Beds, 6 Baths
$4,400,000
Picture of 2211 King Richards Ct
2211 King Richards Ct Winter Park, FL
Living Area: 1845 Sqft.
4 Beds, 2 Baths
$529,000
Picture of 2211 KING RICHARDS COURT
2211 KING RICHARDS COURT WINTER PARK, FL
Living Area: 1845 Sqft.
4 Beds, 2 Baths
$529,000
Picture of 160 W ROCKWOOD WAY
160 W ROCKWOOD WAY WINTER PARK, FL
Living Area: 4015 Sqft.
5 Beds, 6 Baths
$3,395,000
Picture of 393 HOLT AVENUE
393 HOLT AVENUE WINTER PARK, FL
Living Area: 1469 Sqft.
3 Beds, 2 Baths
$1,050,000
Picture of 443 BROADVIEW AVENUE
443 BROADVIEW AVENUE WINTER PARK, FL
Living Area: 2803 Sqft.
4 Beds, 3 Baths
$1,095,000
Picture of 3020 NICHOLSON DRIVE
3020 NICHOLSON DRIVE WINTER PARK, FL
Living Area: 1756 Sqft.
4 Beds, 2 Baths
$495,000
Picture of 2345 BROOKSHIRE AVENUE
2345 BROOKSHIRE AVENUE WINTER PARK, FL
Living Area: 2488 Sqft.
3 Beds, 3 Baths
$850,000
Picture of 2345 Brookshire Ave
2345 Brookshire Ave Winter Park, FL
Living Area: 2488 Sqft.
3 Beds, 3 Baths
$850,000


Winter Park, Florida Real Estate Stats

Active Listings
:
457
Median List Price
:
$789,000
Median Days On Market
:
68
Median Price Sqft
:
411
Median Lot Size
:
8,870
Median Sqft
:
2,141
Median Year Built
:
1983

Looking for a Real Estate Office in Winter Park, Florida? Visit our Real Estate Office Directory HERE!

Looking for a School in Winter Park, Florida? Visit our School Directory HERE!

Looking to buy a Home in Winter Park, Florida? Visit our Homes for Sale!