Winter Park

Community Info

  • Price Range:
    $409,000-$8,950,000

ABOUT WINTER PARK LUXURY HOMES & REAL ESTATE

Winter Park, a town rich in culture and history. Home to 70 different parks as well as the Cornell Fine Art Museum which houses one of Florida's oldest colleges. With its gorgeous homes plus scenic views from around this old-world charm area you'll never want for more than just living here. The perfect place to take it easy and unwind, Winter Park is known for its serene beauty.

Reasons to Live in Winter Park Florida

  • Living in Winter Park offers residents an urban suburban mix feel and most residents own their homes. In Winter Park there are a lot of bars, restaurants, coffee shops, and parks. Many young professionals and retirees live in Winter Park and residents tend to have moderate political views.
  • Winter Park, FL is nestled between Orlando & Sanford offering magnificent mansions combined with vibrant street scenes full fabulous restaurants and boutique stores. Visitors here can enjoy swan boats cruising across Lake Virginia or find tranquility at Leu Gardens which offers breathtaking views no matter which season you visit during! Diverse resort city - East-central Florida, about 25 miles from the Atlantic Coast.
  • The unemployment rate in Winter Park is 4.3% (U.S. avg. is 6.0%). Recent job growth is Positive. Winter Park jobs have increased by 3.9%
  • November, April and March are the most pleasant months in Winter Park, while August and July are the least comfortable months.
  • Winter Park public schools spend $9,506 per student. The average school expenditure in the U.S. is $12,383. There are about 15.9 students per teacher in Winter Park
  • The median home cost in Winter Park is Real Estate: $494,000 Home appreciation the last 10 years has been 20.3%.

What is Winter Park Florida known for?

  • Though it is composed mainly of homes Winter Park offers many options for leisure activities as it is home to an abundance of restaurants and even a bowling alley. Park Avenue is a street with many shops and restaurants while also being a park and place of community gathering.

Is Winter Park Florida safe?

  • The crime rate in the city is well below the national average, and residents report feeling very safe in their homes and neighborhoods. In addition, the city has its own police force, which provides quick response times and 24-hour patrols. For these reasons, Winter Park is often cited as one of the safest cities in Florida.

Why live in Winter Park Florida?

The City of Winter Park has a lot to offer, from waterfront real estate to higher education and a large art scene. With its abundance of outdoor spaces, museums, and boutiques, you can live in the heart of Florida without sacrificing your creature comforts.

Winter Park Luxury Homes for Sale by Orlando Best Real Estate Call Orlando Best Real Estate @ 407.961.8412 for Winter Park Luxury Homes for Sale. We Have all the MLS Listings for Winter Park Luxury Homes & the Orlando Area

Winter Park Luxury Homes for Sale by Orlando Best Real Estate

Call Orlando Best Real Estate @ 407.961.8412 for Winter Park Luxury Homes for Sale. We Have all the MLS Listings for Winter Park Luxury Homes & the entire Orlando Area.

Orlando Luxury Homes and Communities

8 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1860 VIA CONTESSA
 $2,875,000 8 / 6
 7,000sf N / Y

7 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1120 PRESERVE POINT DRIVE
 $8,950,000 7 / 9
 11,255sf Y / Y
1460 VIA SANGRO PLACE
 $1,595,000 7 / 4
 5,111sf Y / N

6 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
887 GEORGIA AVENUE
 $6,500,000 6 / 5
 5,759sf N / Y
2905 PARKLAND DRIVE
 $3,499,900 6 / 6
 4,858sf N / Y
1451 LYNDALE BOULEVARD
 $1,999,993 6 / 4
 3,853sf N / Y
726/720 N PENNSYLVANIA AVENUE
 $1,215,000 6 / 4
 2,284sf N / N

5 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1112 PRESERVE POINT DRIVE
 $8,500,000 5 / 6
 6,502sf Y / Y
550 PALMER AVENUE
 $7,200,000 5 / 6
 5,939sf N / Y
1400 ALABAMA DRIVE
 $5,895,000 5 / 5
 7,916sf Y / Y
698 N NEW YORK AVENUE
 $5,549,000 5 / 5
 5,096sf N / Y
2211 Azalea Pl
$5,495,000 5 / 6 / 1
 7,278sf Y / Y
2211 AZALEA PLACE
 $5,495,000 5 / 6
 7,278sf Y / Y
1221 RICHMOND ROAD
 $5,450,000 5 / 5
 5,164sf N / Y
1302 RAINTREE PLACE
 $5,300,000 5 / 5
 4,738sf N / Y
1660 PALMER AVENUE
 $4,950,000 5 / 6
 6,406sf N / Y
1525 GRANVILLE DRIVE
 $4,750,000 5 / 5
 5,211sf N / Y
1840 W FAWSETT ROAD
 $4,295,000 5 / 5
 4,129sf Y / Y
1820 GLENCOE ROAD
 $3,895,000 5 / 5
 4,055sf N / Y
516 HENKEL CIRCLE
 $3,795,000 5 / 6
 4,143sf Y / N
207 E KINGS WAY
 $3,650,000 5 / 4
 3,719sf N / Y
1821 ENGLEWOOD ROAD
 $3,495,000 5 / 5
 3,863sf N / Y
1761 LEGION DRIVE
 $3,399,999 5 / 5
 4,955sf N / Y
450 LAKEWOOD DRIVE
 $2,500,000 5 / 4
 4,676sf N / Y
2015 N PARK AVENUE
 $2,495,000 5 / 4
 3,963sf N / Y
1781 PINE AVENUE
 $2,279,000 5 / 4
 3,882sf N / Y
715 VIA BELLA
 $2,249,000 5 / 4
 4,328sf N / Y
2001 LAKE DRIVE
 $2,190,000 5 / 4
 4,798sf Y / Y
640 ARJAY WAY
 $2,150,000 5 / 3
 3,930sf N / Y
785 N PHELPS AVENUE
 $2,119,000 5 / 3
 2,964sf N / Y
1540 PALM AVENUE
 $2,100,000 5 / 3
 3,423sf N / Y
1560 WOODLAND AVENUE
 $1,999,000 5 / 4
 3,851sf N / Y
1861 TAYLOR AVENUE
 $1,975,000 5 / 5
 3,116sf N / Y
1710 ONECO AVENUE
 $1,945,000 5 / 4
 3,174sf N / Y
617 WORTHINGTON DRIVE
 $1,899,000 5 / 4
 3,533sf N / Y
2407 LAFAYETTE AVENUE
 $1,888,000 5 / 4
 3,133sf N / Y
2260 MULBRY DRIVE
 $1,800,000 5 / 4
 3,246sf N / N
1510 MILLER AVENUE
 $1,634,900 5 / 4
 3,252sf N / Y
1473 BERKSHIRE AVENUE
 $1,589,904 5 / 4
 2,895sf N / Y
1453 LYNDALE BOULEVARD
 $1,545,000 5 / 3
 3,292sf N / Y
130 W KINGS WAY
 $1,499,900 5 / 3
 3,145sf N / N
1807 MAGNOLIA AVENUE
 $1,201,000 5 / 3
 2,618sf N / N
5325 CYPRESS RESERVE PLACE
 $918,000 5 / 3
 3,598sf N / Y
1927 ELAND AVENUE
 $893,000 5 / 3
 2,242sf N / N
2215 MARSH SEDGE LANE
 $830,000 5 / 2
 2,646sf N / Y
5275 PINE LILY CIRCLE
 $729,900 5 / 3
 3,152sf N / Y
2920 ABBEY COURT
 $679,900 5 / 3
 2,312sf N / Y
7502 WAUNAQUA DRIVE
 $567,000 5 / 3
 2,615sf N / N
3319 ELLWOOD COURT
 $460,000 5 / 3
 1,546sf N / Y
1028 PRINCESS GATE BOULEVARD
 $459,900 5 / 2
 2,044sf N / N
3642 PERIWINKLE DRIVE
 $455,000 5 / 3
 1,945sf N / N
2181 LINDEN ROAD
 $440,000 5 / 3
 1,442sf N / N

4 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
2661 VIA TUSCANY
 $6,600,000 4 / 4
 4,636sf N / Y
1760 VIA VENETIA
 $4,995,000 4 / 6
 6,242sf N / Y
1150 VIA SALERNO
 $4,750,000 4 / 5
 3,850sf N / Y
1161 VALENCIA AVENUE
 $4,545,000 4 / 4
 4,181sf N / Y
702 VIA BELLA
 $4,500,000 4 / 5
 3,720sf N / Y
1581 FOREST AVENUE
 $3,775,000 4 / 4
 4,683sf N / Y
1742 TEMPLE DRIVE
 $3,600,000 4 / 5
 3,658sf N / Y
1910 GLENCOE ROAD
 $3,490,000 4 / 4
 4,205sf N / Y
541 W CANTON AVENUE
 $2,935,000 4 / 3
 3,553sf N / Y
2550 VENETIAN WAY
 $2,599,000 4 / 3
 4,875sf Y / N
1840 BRYAN AVENUE
 $1,999,500 4 / 3
 3,727sf N / Y
1752 CHESTNUT AVENUE
 $1,995,000 4 / 4
 3,314sf N / Y
319 SANTIAGO DRIVE
 $1,990,000 4 / 4
 3,515sf N / Y
2614 PARKLAND DRIVE
 $1,975,000 4 / 3
 3,307sf N / Y
633 BALMORAL ROAD
 $1,950,000 4 / 2
 2,674sf Y / N
1521 CHESTNUT AVENUE
 $1,899,900 4 / 3
 2,843sf N / Y
1016 HOWELL BRANCH ROAD
 $1,836,000 4 / 3
 3,142sf Y / N
1660 WALNUT AVENUE
 $1,759,000 4 / 3
 2,172sf N / Y
446 ALBERTA DRIVE
 $1,750,000 4 / 2
 3,263sf N / N
1166 OAKS BOULEVARD
 $1,699,999 4 / 3
 2,860sf N / N
132 BURKS CIRCLE
 $1,675,000 4 / 4
 3,022sf N / Y
607 ELLEN DRIVE
 $1,630,000 4 / 3
 2,812sf N / Y
340 ALBERTA DRIVE
 $1,598,000 4 / 4
 3,226sf N / Y
1350 LYNDALE BOULEVARD
 $1,590,000 4 / 3
 3,478sf N / Y
1306 LINDENWOOD LANE
 $1,499,000 4 / 4
 3,726sf N / Y
1540 MILLER AVENUE
 $1,399,900 4 / 3
 2,984sf N / Y
525 LAKEVIEW AVENUE
 $1,390,000 4 / 4
 3,253sf N / N
501 LAKEVIEW AVENUE
 $1,390,000 4 / 4
 3,253sf N / N
1429 CHAPMAN CIRCLE
 $1,374,950 4 / 4
 3,116sf N / N
2922 REEF KNOT PLACE
 $1,349,000 4 / 3
 3,153sf Y / Y
5236 LAKE HOWELL ROAD
 $1,275,000 4 / 3
 3,710sf N / Y
1400 S PENNSYLVANIA AVENUE
 $1,250,000 4 / 3
 2,310sf N / N
1981 BLUE RIDGE ROAD
 $1,230,000 4 / 2
 2,750sf N / N
1341 LYNDALE BOULEVARD
 $1,130,000 4 / 3
 2,388sf N / N
2607 Lafayette Ave
$1,095,000 4 / 3 / 1
 2,770sf N / N
2607 LAFAYETTE AVENUE
 $1,095,000 4 / 3
 2,770sf N / N
1444 PELICAN BAY TRAIL
 $999,950 4 / 2
 3,121sf Y / N
208 BREWER AVENUE
 $950,000 4 / 3
 2,173sf N / N
668 OVERSPIN DRIVE
 $950,000 4 / 3
 2,509sf N / N
Lot #21 KAROLINA AVE
 $916,050 4 / 3
 2,662sf N / N
1648 CYPRESS POINT LANE
 $899,900 4 / 2
 2,455sf Y / Y
4480 GABRIELLA LANE
 $869,900 4 / 3
 2,295sf Y / N
675 OVERSPIN DRIVE
 $815,000 4 / 3
 3,062sf N / N
2222 MARSH SEDGE LANE
 $799,000 4 / 3
 2,192sf N / N
2074 LAURELWOOD WAY
 $798,000 4 / 3
 2,185sf N / N
1340 BLUE STEM LANE
 $750,008 4 / 3
 2,587sf N / N
2087 LAURELWOOD WAY
 $689,000 4 / 2
 1,920sf N / N
607 DUNBLANE DRIVE
 $675,000 4 / 2
 2,046sf N / N
428 SELKIRK DRIVE
 $660,000 4 / 3
 1,782sf N / Y
2330 COLDSTREAM DRIVE
 $649,900 4 / 2
 1,750sf N / N
AVENUE
 $649,000 4 / 3
 2,878sf N / N
3110 HEARTLEAF PLACE
 $645,000 4 / 3
 2,860sf Y / Y
3115 HEARTLEAF PLACE
 $629,999 4 / 3
 2,846sf N / N
3102 HEARTLEAF PLACE
 $625,827 4 / 3
 2,672sf N / N
1740 ANZLE AVENUE
 $580,000 4 / 2
 1,808sf N / Y
2758 SANDWELL DRIVE
 $580,000 4 / 2
 2,303sf N / N
8065 PLEASANT PINE CIRCLE
 $560,000 4 / 2
 1,843sf N / N
1875 STAUNTON AVENUE
 $560,000 4 / 2
 2,036sf N / N
346 ELKHORN COURT
 $549,000 4 / 2
 1,891sf N / Y
1713 W CHERYL DRIVE
 $525,000 4 / 2
 2,030sf N / Y
240 ORANGE TERRACE DRIVE
 $525,000 4 / 2
 1,718sf N / N
1923 LINDEN ROAD
 $525,000 4 / 3
 2,117sf N / N
8162 LAZY BEAR LANE
 $525,000 4 / 2
 1,843sf N / N
2627 AMBERGATE ROAD
 $510,000 4 / 3
 1,805sf N / Y
1422 TIERRA CIRCLE
 $510,000 4 / 2
 1,827sf N / Y
TERRACE
 $500,000 4 / 2
 2,075sf N / Y
1742 WILLA CIRCLE
 $480,000 4 / 2
 2,313sf N / N
5338 TANGERINE AVENUE
 $459,900 4 / 2
 2,195sf N / Y
1816 IVY LANE
 $450,000 4 / 2
 1,725sf N / N
1849 VIBURNUM LANE
 $444,900 4 / 2
 1,627sf N / N
1621 PURITAN
 $440,000 4 / 2
 1,765sf Y / Y
1362 TIERRA CIRCLE
 $440,000 4 / 3
 2,179sf N / N
1842 PURITAN AVENUE
 $439,000 4 / 2
 1,836sf N / N
3415 N GOLDENROD RD
 $410,000 4 / 3
 1,906sf N / Y

3 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1120 PALMER AVENUE
 $4,250,000 3 / 3
 3,413sf N / Y
922 N PENNSYLVANIA AVENUE
 $2,195,000 3 / 4
 3,440sf N / N
825 PALMER AVENUE
 $1,799,000 3 / 3
 3,297sf Y / Y
1270 ARLINGTON PLACE
 $1,649,000 3 / 4
 2,964sf N / Y
800 HAMILTON PLACE COURT
 $1,295,000 3 / 3
 3,363sf N / N
1150 KENWOOD AVENUE
 $1,290,000 3 / 2
 2,557sf N / N
1822 GREENWICH AVENUE
 $1,200,000 3 / 2
 1,627sf N / N
913 MOSS LANE
 $975,000 3 / 2
 1,887sf N / N
250 CORTLAND AVENUE
 $950,000 3 / 2
 2,114sf N / Y
915 GARDEN DRIVE
 $940,000 3 / 3
 2,456sf N / Y
2823 WRIGHT AVENUE
 $929,900 3 / 2
 1,536sf Y / N
1018 TURNER ROAD
 $835,000 3 / 2
 2,237sf Y / Y
2128 SYCAMORE DRIVE
 $825,000 3 / 2
 1,760sf N / N
625 BRECHIN DRIVE
 $765,000 3 / 2
 1,827sf N / N
3018 NORTHWOOD BOULEVARD
 $749,900 3 / 2
 1,761sf N / N
1909 CYRIL COURT
 $749,900 3 / 3
 3,102sf N / Y
2418 WHITEHALL CIRCLE
 $745,000 3 / 2
 2,134sf N / N
726 N PENNSYLVANIA AVENUE
 $695,000 3 / 2
 1,167sf N / N
1174 WILDMEADOW RUN
 $689,000 3 / 2
 1,770sf N / N
1399 ALOMA AVENUE
 $665,000 3 / 2
 1,804sf N / N
2478 WHITEHALL CIRCLE
 $650,000 3 / 2
 2,256sf N / N
2758 BANCHORY ROAD
 $649,000 3 / 2
 1,539sf N / Y
5150 OLD HOWELL BRANCH ROAD
 $634,900 3 / 1
 2,108sf N / N
720 W WEBSTER AVENUE
 $575,000 3 / 2
 1,356sf N / N
212 BLOSSOM LANE
 $565,000 3 / 2
 1,771sf N / N
701 DENTON ROAD
 $565,000 3 / 2
 2,268sf N / Y
720 N PENNSYLVANIA AVENUE
 $550,000 3 / 2
 1,115sf N / N
346 S RANGER BOULEVARD
 $540,000 3 / 2
 1,592sf N / N
259 BLOSSOM LANE
 $533,000 3 / 2
 1,354sf N / N
240 CAMBRIDGE BOULEVARD
 $525,000 3 / 2
 1,630sf N / N
2708 LION HEART ROAD
 $525,000 3 / 2
 1,785sf N / Y
2381 ROXBURY ROAD
 $510,000 3 / 2
 1,785sf N / N
1116 FAIRWAY DRIVE
 $499,900 3 / 2
 1,738sf N / N
1465 AUBURN GREEN LOOP
 $499,000 3 / 2
 1,716sf N / N
2774 BANCHORY ROAD
 $490,000 3 / 2
 1,560sf N / N
3054 BLUEBROOK DRIVE
 $479,900 3 / 2
 1,939sf N / Y
1931 ASTER DRIVE
 $479,900 3 / 2
 2,031sf N / Y
1608 BOMI CIRCLE
 $475,000 3 / 2
 1,807sf N / N
7730 BROKEN ARROW TRAIL
 $475,000 3 / 2
 2,706sf N / Y
2152 CONIFER AVENUE
 $475,000 3 / 2
 1,694sf N / Y
740 BAFFIE AVENUE
 $470,000 3 / 2
 1,456sf N / N
1052 MANCHESTER CIRCLE
 $468,500 3 / 2
 1,703sf N / N
2835 BONGART ROAD
 $464,900 3 / 3
 1,880sf N / Y
1564 CAVENDISH ROAD
 $450,000 3 / 1
 1,140sf N / N
1710 ASTER DRIVE
 $449,000 3 / 2
 1,664sf N / Y
1914 BONANZA COURT
 $442,500 3 / 2
 1,727sf N / N
5201 ARDMORE DRIVE
 $428,900 3 / 2
 1,640sf N / N
2580 EUSTON ROAD
 $425,000 3 / 2
 1,158sf N / N
1007 EARLY AVENUE
 $425,000 3 / 2
 1,721sf N / N
616 ELLENDALE DRIVE
 $419,900 3 / 2
 1,405sf N / Y
1670 CLEMATIS LANE
 $419,900 3 / 2
 1,401sf N / Y
3107 ASH PARK LOOP
 $415,000 3 / 2
 1,518sf N / N
1360 WESTDALE AVENUE
 $410,000 3 / 2
 1,318sf N / Y
920 GLORIOSA AVENUE
 $409,988 3 / 2
 1,540sf N / N
5422 ALBERT DRIVE
 $409,900 3 / 2
 1,689sf N / N
3425 FERNDELL DRIVE
 $409,000 3 / 2
 1,516sf N / N

2 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
2825 MULFORD AVENUE
 $675,000 2 / 2
 1,249sf N / N
1386 CLAY STREET
 $479,000 2 / 1
 1,182sf N / N
3601 MIDIRON DRIVE
 $459,000 2 / 1
 954sf N / N
1872 BISCAYNE DRIVE
 $424,900 2 / 1
 969sf N / N

Property Location

Community Info

  • Winter Park
  • Price Range:
    $409,000-$8,950,000

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