Winter Park

Community Info

  • Price Range:
    $317,500-$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

7 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1120 PRESERVE POINT DRIVE
 $8,950,000 7 / 9
 11,255sf Y / Y

6 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1260 ALABAMA DRIVE
 $6,900,000 6 / 5
 6,396sf Y / Y
2600 EUSTON ROAD
 $630,000 6 / 3
 3,145sf N / N

5 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
40 PALMER AVENUE
 $6,950,000 5 / 5
 5,905sf N / Y
550 PALMER AVENUE
 $6,495,000 5 / 6
 5,939sf N / Y
1200 VIA SALERNO
 $6,200,000 5 / 5
 5,476sf N / Y
2211 Azalea Pl
$5,250,000 5 / 6 / 1
 7,278sf Y / Y
2211 AZALEA PLACE
 $5,250,000 5 / 6
 7,278sf Y / Y
1660 PALMER AVENUE
 $4,950,000 5 / 6
 6,406sf N / Y
1782 PINE AVENUE
 $4,197,000 5 / 6
 4,782sf N / Y
150 DANA WAY
 $3,799,000 5 / 5
 4,451sf N / Y
207 E KINGS WAY
 $3,650,000 5 / 4
 3,719sf N / Y
1751 GLENCOE ROAD
 $3,490,000 5 / 5
 4,520sf N / Y
2040 RANDALL CIRCLE
 $3,350,000 5 / 4
 4,636sf N / Y
1761 LEGION DRIVE
 $3,270,000 5 / 5
 4,955sf N / Y
141 GLENRIDGE WAY
 $3,250,000 5 / 4
 5,243sf N / Y
1821 ENGLEWOOD ROAD
 $3,135,000 5 / 5
 3,863sf N / Y
1300 MAYFIELD AVENUE
 $2,850,000 5 / 5
 4,389sf N / Y
609 S PHELPS AVENUE
 $2,829,000 5 / 4
 4,018sf N / Y
432 WORTHINGTON DRIVE
 $2,719,000 5 / 4
 3,845sf N / Y
1130 PARK NORTH PLACE
 $2,495,000 5 / 3
 4,011sf N / N
2838 WRIGHT AVENUE
 $2,399,000 5 / 4
 3,479sf N / Y
2412 CHANTILLY AVENUE
 $2,394,500 5 / 6
 4,506sf N / Y
800 JUANITA RAEL
 $2,300,000 5 / 4
 4,021sf N / Y
240 N PHELPS AVENUE
 $2,279,000 5 / 4
 2,889sf N / Y
1885 TEMPLE DRIVE
 $2,265,000 5 / 3
 3,691sf N / Y
2503 VERSAILLES AVENUE
 $2,184,000 5 / 4
 4,026sf N / Y
785 N PHELPS AVENUE
 $1,989,000 5 / 3
 2,964sf N / Y
906 ENCLAVE PLACE
 $1,925,000 5 / 4
 3,618sf N / Y
914 ENCLAVE PLACE
 $1,895,000 5 / 4
 3,617sf N / Y
640 ARJAY WAY
 $1,890,000 5 / 3
 3,953sf N / Y
1177 KENWOOD AVENUE
 $1,870,000 5 / 4
 4,363sf N / Y
4469 OLD BEAR RUN
 $1,850,000 5 / 4
 4,288sf Y / Y
2501 WINTER PARK ROAD
 $1,690,000 5 / 3
 3,304sf N / N
1510 MILLER AVENUE
 $1,634,900 5 / 4
 3,252sf N / Y
1523 MILLER AVENUE
 $1,550,000 5 / 4
 3,164sf N / Y
1473 BERKSHIRE AVENUE
 $1,499,000 5 / 4
 2,895sf N / Y
2702 PARKLAND DRIVE
 $1,175,000 5 / 3
 2,656sf N / N
1287 VERDANT GLADE PLACE
 $850,000 5 / 3
 3,020sf N / N
1927 ELAND AVENUE
 $825,000 5 / 3
 2,242sf N / N
5275 PINE LILY CIRCLE
 $665,000 5 / 3
 3,152sf N / Y
2612 ROXBURY ROAD
 $630,000 5 / 3
 2,472sf N / N

4 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1441 CARDINAL COURT
 $4,285,000 4 / 5
 4,066sf N / Y
1161 VALENCIA AVENUE
 $4,270,000 4 / 4
 4,181sf N / Y
1150 VIA SALERNO
 $4,195,000 4 / 5
 3,850sf N / Y
1117 KENWOOD AVENUE
 $3,978,900 4 / 4
 4,353sf N / Y
1581 FOREST AVENUE
 $3,495,000 4 / 4
 4,683sf N / Y
1742 TEMPLE DRIVE
 $3,449,999 4 / 5
 3,658sf N / Y
948 POINCIANA LANE
 $3,174,000 4 / 3
 3,676sf N / Y
151 OAKWOOD WAY
 $2,950,000 4 / 4
 4,129sf N / Y
541 W CANTON AVENUE
 $2,800,000 4 / 3
 3,553sf N / Y
1529 HOLTS GROVE CIRCLE
 $2,795,000 4 / 4
 4,356sf N / Y
2550 VENETIAN WAY
 $2,399,000 4 / 3
 5,051sf Y / N
2361 MULBRY DRIVE
 $2,395,000 4 / 4
 3,111sf N / Y
1760 LEGION DRIVE
 $2,295,000 4 / 5
 4,392sf N / Y
2299 VIA TUSCANY
 $2,200,000 4 / 3
 3,986sf N / Y
1760 ALABAMA DRIVE
 $2,198,000 4 / 2
 2,841sf N / N
1636 ELIZABETHS WALK
 $2,195,000 4 / 4
 3,412sf N / Y
1398 GROVE TERRACE
 $2,195,000 4 / 3
 3,450sf N / Y
2614 PARKLAND DRIVE
 $1,950,000 4 / 3
 3,307sf N / Y
2501 LAFAYETTE AVENUE
 $1,949,999 4 / 4
 2,810sf N / Y
721 PANSY AVENUE
 $1,925,000 4 / 4
 2,653sf N / Y
1750 CAROLLEE LANE
 $1,890,000 4 / 3
 3,249sf N / Y
1840 BRYAN AVENUE
 $1,849,000 4 / 3
 3,727sf N / Y
1521 CHESTNUT AVENUE
 $1,799,900 4 / 3
 2,842sf N / Y
647 RANDY LANE
 $1,795,000 4 / 3
 2,851sf N / Y
1903 N PARK AVENUE
 $1,795,000 4 / 4
 2,807sf N / Y
1840 ANZLE AVENUE
 $1,750,000 4 / 2
 2,350sf N / Y
1565 FOREST AVENUE
 $1,750,000 4 / 2
 2,163sf N / N
629 COUNTRY CLUB DRIVE
 $1,695,000 4 / 3
 3,031sf N / Y
1810 HOLLYWOOD AVENUE
 $1,689,000 4 / 3
 2,604sf N / Y
234 DETMAR DRIVE
 $1,645,000 4 / 5
 3,609sf N / Y
1570 PALMER AVENUE
 $1,640,000 4 / 3
 3,048sf N / Y
607 ELLEN DRIVE
 $1,499,900 4 / 3
 2,812sf N / Y
2408 LAFAYETTE AVENUE
 $1,495,000 4 / 3
 2,838sf N / Y
1751 GOODRICH AVENUE
 $1,425,000 4 / 3
 2,170sf N / N
1540 MILLER AVENUE
 $1,399,900 4 / 3
 2,984sf N / Y
1649 HARMON AVENUE
 $1,399,000 4 / 3
 3,223sf N / Y
2454 BROOKSHIRE AVENUE
 $1,399,000 4 / 3
 2,509sf N / N
102 BELL PLACE
 $1,399,000 4 / 3
 2,459sf N / N
501 LAKEVIEW AVENUE
 $1,390,000 4 / 4
 3,253sf N / N
2015 SUMMERFIELD ROAD
 $1,375,000 4 / 4
 3,024sf N / Y
2111 MALLARD CIRCLE
 $1,350,000 4 / 3
 2,667sf N / Y
802 HAMILTON PLACE COURT
 $1,349,000 4 / 3
 2,843sf N / Y
1870 STAUNTON AVENUE
 $1,250,000 4 / 3
 2,525sf N / N
363 N PHELPS AVENUE
 $1,249,000 4 / 3
 2,871sf N / Y
2922 REEF KNOT PLACE
 $1,149,000 4 / 3
 3,153sf Y / Y
1800 MAGNOLIA AVENUE
 $1,147,000 4 / 2
 2,431sf N / Y
Lot #21 KAROLINA AVE
 $944,890 4 / 3
 2,662sf N / N
1521 HERON WOOD PLACE
 $925,000 4 / 2
 2,250sf N / Y
668 OVERSPIN DRIVE
 $875,000 4 / 3
 2,509sf N / N
1780 BRYAN AVENUE
 $849,000 4 / 2
 1,617sf N / N
1090 WILDMEADOW RUN
 $845,000 4 / 3
 2,589sf N / N
1369 BLUE STEM LANE
 $825,000 4 / 3
 2,589sf N / N
1131 WILDMEADOW RUN
 $825,000 4 / 3
 2,589sf Y / N
350 CORNWALL RD
 $775,000 4 / 3
 2,038sf N / N
2222 MARSH SEDGE LANE
 $764,900 4 / 3
 2,192sf N / N
1418 LONE FEATHER TRAIL
 $759,999 4 / 2
 2,197sf N / N
3114 HEARTLEAF PLACE
 $699,900 4 / 3
 2,702sf N / N
927 FAIRWAY DRIVE
 $699,000 4 / 3
 1,918sf N / Y
744 CORNWALL ROAD
 $695,000 4 / 2
 1,968sf N / N
2220 FAIRGLENN WAY
 $674,900 4 / 2
 2,636sf N / Y
2087 LAURELWOOD WAY
 $659,000 4 / 2
 1,920sf N / N
4190 BEAR GULLY ROAD
 $524,900 4 / 2
 2,058sf N / N
2217 SUSSEX ROAD
 $520,000 4 / 2
 2,092sf N / Y
2627 AMBERGATE ROAD
 $510,000 4 / 3
 1,805sf N / Y
7120 BROOKSIDE TRAIL
 $510,000 4 / 2
 1,753sf N / Y
731 BONGART ROAD
 $499,999 4 / 3
 1,826sf N / Y
2560 Franklin Ave.
$499,000 4 / 2
 1,514sf N / N
501 HERITAGE BOULEVARD
 $489,990 4 / 2
 1,376sf N / Y
240 ORANGE TERRACE DRIVE
 $484,000 4 / 2
 1,718sf N / N
1923 LINDEN ROAD
 $475,000 4 / 3
 2,117sf N / N
2052 LEANNE COURT
 $450,000 4 / 2
 2,264sf N / N
DRIVE
 $430,000 4 / 2
 1,296sf N / N
1832 E CHERYL DRIVE
 $429,995 4 / 2
 1,808sf N / N
814 DENSMORE DR
 $425,000 4 / 2
 1,610sf N / N
1354 TIERRA CIRCLE
 $425,000 4 / 2
 1,827sf N / N
1849 VIBURNUM LANE
 $425,000 4 / 2
 1,627sf N / N

3 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1120 PALMER AVENUE
 $3,800,000 3 / 3
 3,413sf N / Y
318 VITORIA AVENUE
 $2,200,000 3 / 2
 2,433sf N / Y
2036 VIA TUSCANY
 $2,000,000 3 / 2
 2,148sf N / N
621 HUNTINGTON AVENUE
 $1,795,000 3 / 3
 2,399sf N / Y
1110 ALABAMA DRIVE
 $1,750,000 3 / 3
 2,488sf N / Y
1110 ALABAMA
$1,750,000 3 / 3
 N/A N / Y
1113 VIA DEL MAR
 $1,595,000 3 / 2
 2,012sf Y / N
1651 WESTCHESTER AVENUE
 $1,449,000 3 / 2
 2,426sf N / N
1870 WALKER AVENUE
 $1,399,000 3 / 2
 2,046sf N / N
1881 LAKE SPIER DRIVE
 $1,350,000 3 / 2
 1,750sf Y / N
1541 WESTCHESTER AVENUE
 $1,090,000 3 / 2
 2,578sf N / N
1836 GRINNELL TERRACE
 $1,050,000 3 / 2
 1,907sf N / N
250 CORTLAND AVENUE
 $950,000 3 / 2
 2,114sf N / Y
2823 WRIGHT AVENUE
 $929,900 3 / 2
 1,536sf Y / N
1507 GOLFSIDE DRIVE
 $925,000 3 / 2
 2,003sf N / Y
676 DUNBLANE DRIVE
 $750,000 3 / 2
 1,827sf N / Y
418 GILBERT ROAD
 $740,000 3 / 3
 1,680sf N / N
1108 FAIRWAY DRIVE
 $725,000 3 / 2
 1,677sf N / Y
1830 EDWIN BOULEVARD
 $679,800 3 / 2
 1,287sf N / N
3018 NORTHWOOD BOULEVARD
 $678,000 3 / 2
 1,761sf N / N
1427 LAKE FLORENCE WAY
 $675,000 3 / 2
 2,193sf N / Y
1489 ASTER COURT
 $650,000 3 / 2
 2,227sf Y / N
661 SELKIRK DRIVE
 $650,000 3 / 2
 2,150sf N / N
1760 GREENWICH AVENUE
 $650,000 3 / 2
 1,610sf N / N
1174 WILDMEADOW RUN
 $649,900 3 / 2
 1,770sf N / N
1926 NATALEN ROAD
 $639,900 3 / 2
 1,469sf N / Y
2708 LION HEART ROAD
 $627,500 3 / 2
 1,785sf N / Y
1822 YORKSHIRE DRIVE
 $624,000 3 / 3
 1,620sf N / N
1741 WESTCHESTER AVENUE
 $609,900 3 / 2
 1,434sf N / N
1399 ALOMA AVENUE
 $600,000 3 / 2
 1,804sf N / N
1354 INDIANA AVENUE
 $599,900 3 / 2
 1,269sf N / N
423 OLOLU DRIVE
 $589,000 3 / 3
 1,920sf N / N
330 ELKHORN COURT
 $559,900 3 / 2
 1,570sf N / N
7641 Village Green Drive
 $550,000 3 / 3
 2,130sf N / N
1210 FAIRWAY DR
 $549,000 3 / 2
 1,737sf N / Y
2009 SHADYHILL TERRACE
 $535,000 3 / 2
 1,670sf N / Y
720 W WEBSTER AVENUE
 $525,000 3 / 2
 1,356sf N / N
512 N LAKEMONT AVENUE
 $500,000 3 / 2
 1,413sf N / Y
2231 NAIRN DRIVE
 $499,000 3 / 2
 1,088sf N / N
3207 LOWNDES DRIVE
 $485,000 3 / 2
 2,028sf N / Y
346 S RANGER BOULEVARD
 $485,000 3 / 2
 1,592sf N / N
1468 AUBURN GREEN LOOP
 $480,000 3 / 2
 1,676sf Y / N
1052 MANCHESTER CIRCLE
 $470,000 3 / 2
 1,703sf N / N
950 HANOVER AVENUE
 $470,000 3 / 2
 1,606sf N / N
2779 SANBINA STREET
 $460,000 3 / 2
 1,405sf N / N
5331 OAK COURT
 $460,000 3 / 2
 1,263sf N / Y
3463 ARNEL DRIVE
 $459,900 3 / 2
 1,770sf N / Y
405 LAKE FAIR LANE
 $459,000 3 / 2
 1,491sf N / N
1914 BONANZA COURT
 $430,000 3 / 2
 1,727sf N / N
3054 BLUEBROOK DRIVE
 $427,500 3 / 2
 1,939sf N / Y
7761 FOX KNOLL PLACE
 $425,000 3 / 2
 1,485sf N / N
1367 TIERRA CIRCLE
 $424,900 3 / 2
 2,083sf N / Y
3440 ALLSTON LANE
 $420,000 3 / 2
 1,533sf N / N
2889 ROUEN AVENUE
 $399,500 3 / 2
 1,144sf N / N
3245 COLEUS COURT
 $389,900 3 / 2
 1,529sf N / N
3374 HAMLET LOOP
 $375,000 3 / 2
 1,397sf N / N
1617 CHILEAN LANE
 $369,900 3 / 2
 1,359sf N / N
1589 VIBURNUM LANE
 $365,000 3 / 2
 1,356sf N / N
1760 PERUVIAN LANE
 $339,000 3 / 2
 1,160sf N / N
121 STEFANIK ROAD
 $317,500 3 / 2
 1,392sf N / N

2 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1500 HARRIS CIRCLE
 $1,295,000 2 / 3
 2,096sf N / N
560 OLOLU DRIVE
 $925,000 2 / 2
 1,086sf Y / N
1036 ARAGON AVENUE
 $510,000 2 / 1
 1,073sf N / N
841 W SWOOPE AVENUE
 $499,000 2 / 1
 1,396sf N / N
230 STRATHY LANE
 $499,000 2 / 1
 920sf N / N
1307 FORMOSA AVENUE
 $375,000 2 / 1
 1,150sf N / N
2648 GALLIANO CIRCLE
 $355,000 2 / 2
 1,550sf N / N
811 OVERSPIN DRIVE
 $349,000 2 / 1
 749sf N / N

Property Location

Community Info

  • Winter Park
  • Price Range:
    $317,500-$8,950,000

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