Winter Park

Community Info

  • Price Range:
    $400,000-$11,900,000

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

7 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1120 PRESERVE POINT DRIVE
 $11,900,000 7 / 9
 11,255sf Y / Y
571 LAKE FRONT BOULEVARD
 $4,200,000 7 / 5
 5,500sf Y / N

6 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
2234 VIA LUNA
 $2,190,000 6 / 3
 3,554sf N / Y
1451 LYNDALE BOULEVARD
 $1,999,993 6 / 4
 3,853sf N / Y
1340 CHESTNUT AVENUE
 $1,977,000 6 / 5
 4,182sf N / Y

5 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1400 ALABAMA DRIVE
 $6,950,000 5 / 5
 7,916sf Y / Y
210 CHELTON CIRCLE
 $5,695,000 5 / 5
 5,264sf N / Y
2228 AZALEA PLACE
 $5,400,000 5 / 5
 5,072sf N / Y
2161 SHARON ROAD
 $4,985,000 5 / 6
 6,338sf N / Y
1751 GLENCOE ROAD
 $4,100,000 5 / 5
 4,520sf N / Y
1730 WINCHESTER DRIVE
 $3,295,000 5 / 5
 4,080sf N / Y
2652 LAKE HOWELL LANE
 $2,999,999 5 / 3
 3,898sf Y / N
1506 CHESTNUT AVE.
 $2,495,000 5 / 4
 3,545sf N / Y
2412 CHANTILLY AVENUE
 $2,495,000 5 / 6
 4,500sf N / Y
2260 MULBRY DRIVE
 $2,000,000 5 / 4
 3,246sf N / N
777 HALIFAX AVENUE
 $1,450,000 5 / 4
 3,161sf N / N
433 CAROLINA AVENUE
 $1,395,000 5 / 3
 2,700sf N / N
7440 ALOMA AVE
 $1,299,000 5 / 4
 4,435sf N / Y
1975 BISCAYNE DRIVE
 $1,180,000 5 / 4
 3,270sf N / N
1840 BISCAYNE DRIVE
 $1,149,000 5 / 3
 2,641sf N / N
2330 WESTMINSTER COURT
 $1,100,000 5 / 3
 3,296sf N / N
1795 WALKER AVENUE
 $929,000 5 / 3
 1,813sf N / N
744 LONDON ROAD
 $849,000 5 / 3
 2,804sf N / Y
4041 YACHT COURT
 $549,000 5 / 3
 2,153sf N / N

4 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
2661 VIA TUSCANY
 $10,999,999 4 / 4
 4,564sf N / Y
541 VIRGINIA DRIVE
 $6,250,000 4 / 3
 4,725sf Y / Y
1391 RICHMOND ROAD
 $3,892,000 4 / 5
 4,635sf Y / N
1900 W FAWSETT ROAD
 $3,250,000 4 / 4
 4,600sf Y / N
2550 VENETIAN WAY
 $3,149,000 4 / 3
 4,875sf Y / N
884 AUDUBON LANE
 $2,995,000 4 / 4
 2,995sf Y / N
1010 N PENNSYLVANIA AVENUE
 $2,650,000 4 / 4
 4,074sf N / Y
2522 LAFAYETTE AVENUE
 $2,399,000 4 / 3
 3,399sf N / Y
1522 LAKE KNOWLES CIRCLE
 $2,375,000 4 / 3
 4,144sf N / Y
1032 EARLY AVENUE
 $2,300,000 4 / 3
 2,894sf Y / Y
1970 LAUREL ROAD
 $1,999,999 4 / 3
 3,440sf N / Y
1764 ELIZABETHS WALK
 $1,899,900 4 / 4
 3,989sf N / Y
1781 GOODRICH AVENUE
 $1,800,000 4 / 3
 2,701sf N / Y
279 RIPPLING LANE
 $1,795,000 4 / 3
 3,472sf Y / N
508 W SWOOPE AVENUE
 $1,775,000 4 / 3
 4,133sf N / N
1350 LYNDALE BOULEVARD
 $1,750,000 4 / 3
 3,478sf N / Y
1650 LAKEHURST AVENUE
 $1,695,000 4 / 4
 3,777sf N / N
1429 CHAPMAN CIRCLE
 $1,674,999 4 / 4
 3,116sf N / N
1716 PALMER AVENUE
 $1,599,999 4 / 3
 3,270sf N / N
660 ARJAY WAY
 $1,549,000 4 / 4
 3,237sf N / N
2015 SUMMERFIELD ROAD
 $1,500,000 4 / 4
 2,958sf N / Y
1371 LYNDALE BOULEVARD
 $1,495,000 4 / 2
 2,739sf N / N
840 W COMSTOCK AVENUE
 $1,470,000 4 / 3
 2,350sf N / Y
858 DOUGLAS AVENUE
 $1,350,000 4 / 3
 2,334sf N / N
1611 WALNUT AVENUE
 $1,295,000 4 / 3
 2,635sf N / N
1681 BLUE RIDGE ROAD
 $1,275,000 4 / 3
 2,762sf N / N
567 OSCEOLA AVENUE
 $1,250,000 4 / 3
 2,651sf N / N
5049 LAKE HOWELL ROAD
 $1,200,000 4 / 4
 4,462sf Y / N
708 BALMORAL ROAD
 $1,150,000 4 / 3
 2,786sf N / Y
1484 VIA SANGRO PLACE
 $990,000 4 / 3
 3,063sf N / Y
675 OVERSPIN DRIVE
 $939,900 4 / 3
 2,962sf N / N
1263 VERDANT GLADE PLACE
 $895,000 4 / 3
 2,589sf N / N
2955 LOLISSA LANE
 $889,000 4 / 3
 3,902sf N / Y
1223 FORMOSA AVENUE
 $875,000 4 / 3
 3,834sf N / N
1316 FOUNTAIN HILLS COURT
 $835,000 4 / 3
 2,823sf N / Y
607 DUNBLANE DRIVE
 $805,000 4 / 2
 2,046sf N / N
2804 DIKE ROAD
 $799,900 4 / 3
 2,503sf Y / Y
3136 HEARTLEAF PLACE
 $749,999 4 / 3
 2,717sf N / Y
958 DUNRAVEN DRIVE
 $715,000 4 / 3
 1,835sf N / N
1860 LINDEN ROAD
 $699,495 4 / 2
 1,820sf N / Y
1792 KILLARNEY DRIVE
 $699,000 4 / 3
 2,082sf N / N
8077 PLEASANT PINE CIRCLE
 $694,900 4 / 3
 3,215sf N / N
1333 ORCHID AVENUE
 $675,000 4 / 3
 1,631sf N / Y
8073 PLEASANT PINE CIRCLE
 $640,000 4 / 3
 2,319sf N / N
2518 SWEETWATER TRAIL
 $639,900 4 / 2
 2,205sf N / Y
5255 SEMINOLE AVENUE
 $630,000 4 / 3
 2,170sf N / N
7884 BROKEN ARROW TRAIL
 $625,000 4 / 2
 1,906sf N / N
LANE
 $599,900 4 / 2
 1,843sf N / N
1712 BOMI CIRCLE
 $569,000 4 / 2
 2,012sf N / Y
3084 HEARTLEAF PLACE
 $559,900 4 / 2
 2,439sf N / N
2627 AMBERGATE ROAD
 $550,000 4 / 3
 1,805sf N / Y
4026 TENITA DRIVE
 $544,000 4 / 2
 2,122sf N / Y
1422 TIERRA CIRCLE
 $535,000 4 / 2
 1,827sf N / Y
4013 QUENITA DRIVE
 $535,000 4 / 3
 2,327sf N / Y
1008 DUPONT AVENUE
 $499,000 4 / 3
 1,970sf N / N
1354 TIERRA CIRCLE
 $485,000 4 / 2
 1,827sf N / N
1621 PURITAN AVENUE
 $485,000 4 / 2
 1,765sf N / Y
2309 DUNBURY COURT
 $466,000 4 / 2
 2,470sf N / N
1860 GLADIOLAS DRIVE
 $465,000 4 / 2
 1,653sf N / Y
1409 HYDE PARK DRIVE
 $465,000 4 / 2
 2,018sf N / N
3455 ATHENA DRIVE
 $459,900 4 / 2
 2,161sf N / Y
1663 MEADOWGOLD COURT
 $450,000 4 / 2
 1,851sf N / N
5405 JUSTINE WAY
 $439,900 4 / 2
 1,247sf N / Y
2827 EUSTON ROAD
 $420,000 4 / 2
 1,568sf N / N
2140 RIDGE DRIVE
 $409,000 4 / 2
 1,554sf N / N

3 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1101 KENWOOD AVENUE
 $1,495,000 3 / 2
 2,955sf N / N
632 COUNTRY CLUB DRIVE
 $1,450,000 3 / 2
 2,342sf Y / Y
370 E LAKE SUE AVENUE
 $1,239,900 3 / 3
 2,462sf N / N
193 OVERLOOK ROAD
 $1,200,000 3 / 1
 2,201sf N / N
1001 TUSCANY PLACE
 $1,168,000 3 / 2
 2,458sf N / N
870 CARVER STREET
 $995,000 3 / 3
 1,844sf N / N
830 W CANTON AVENUE
 $960,000 3 / 2
 1,965sf N / N
2128 Sycamore Dr
$890,000 3 / 2
 1,760sf N / N
411 SYLVAN DRIVE
 $889,000 3 / 2
 2,270sf N / N
2128 SYCAMORE DRIVE
 $888,999 3 / 2
 1,760sf N / N
640 WORTHINGTON DRIVE
 $770,000 3 / 2
 2,012sf N / N
2009 OGLESBY AVENUE
 $750,000 3 / 1
 1,318sf N / N
2612 LAFAYETTE AVENUE
 $749,900 3 / 2
 2,447sf N / N
648 WORTHINGTON DRIVE
 $729,900 3 / 2
 2,139sf N / N
1037 FAIRWAY DRIVE
 $699,000 3 / 3
 2,145sf N / N
336 SAINT DUNSTAN WAY
 $659,000 3 / 2
 1,715sf N / N
230 S RANGER BOULEVARD
 $649,999 3 / 2
 2,309sf N / N
344 STARLING ROAD
 $640,000 3 / 2
 1,345sf N / N
2310 CADY WAY
 $629,000 3 / 2
 1,856sf N / N
2127 LAKE DRIVE
 $618,000 3 / 3
 1,732sf N / N
274 N RANGER BOULEVARD
 $615,000 3 / 2
 1,420sf N / Y
513 CORNWALL ROAD
 $600,000 3 / 2
 1,735sf N / N
1116 FAIRWAY DRIVE
 $599,900 3 / 2
 1,738sf N / N
2809 BOWER ROAD
 $599,000 3 / 2
 1,488sf N / Y
220 BLOSSOM LANE
 $599,000 3 / 2
 2,193sf N / Y
525 S LAKEMONT AVENUE
 $549,000 3 / 2
 1,520sf N / N
1955 DUNDEE DRIVE
 $549,000 3 / 1
 1,144sf N / N
5400 FERROL DRIVE
 $529,900 3 / 2
 1,713sf N / Y
2073 SHADYHILL TERRACE
 $525,000 3 / 2
 1,647sf N / N
1608 BOMI CIRCLE
 $525,000 3 / 2
 1,807sf N / N
2821 CHANTILLY AVENUE
 $525,000 3 / 2
 1,440sf Y / N
1710 ASTER DRIVE
 $504,900 3 / 2
 1,664sf N / Y
1904 HOUNDSLAKE DRIVE
 $499,900 3 / 3
 1,840sf N / Y
7320 FIELDCREST AVENUE
 $488,000 3 / 2
 1,919sf N / Y
1061 LUNDY COURT
 $480,000 3 / 2
 1,346sf N / Y
2341 DEVON COURT
 $474,900 3 / 2
 1,773sf N / N
1005 CARVELL DRIVE
 $469,995 3 / 2
 1,932sf N / N
1566 LAWNDALE CIRCLE
 $465,000 3 / 2
 1,592sf N / Y
3425 BALSAM DRIVE
 $459,900 3 / 2
 1,516sf N / N
2158 SUSSEX ROAD
 $450,000 3 / 2
 1,669sf N / N
2007 NATALEN ROAD
 $449,000 3 / 2
 1,760sf N / N
2189 SUSSEX ROAD
 $439,000 3 / 2
 1,776sf N / Y
1820 BLAINE TERRACE
 $439,000 3 / 2
 1,725sf N / N
920 GLORIOSA AVENUE
 $435,000 3 / 2
 1,540sf N / N
1397 HYDE PARK DRIVE
 $425,000 3 / 2
 1,518sf N / N
5210 POINSETTA AVENUE
 $424,999 3 / 2
 1,476sf N / N
3076 CRANE STRAND DRIVE
 $420,000 3 / 2
 1,200sf N / Y
5144 ORANGE AVENUE
 $415,000 3 / 2
 1,274sf N / N
3607 DATURA COURT
 $409,900 3 / 2
 1,380sf N / Y
924 BEARD AVENUE
 $407,700 3 / 1
 1,518sf N / N
5102 LAKE HOWELL ROAD
 $400,000 3 / 2
 1,452sf N / N

2 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
2260 HAWICK LANE
 $995,000 2 / 1
 1,374sf N / N
1655 N PARK AVENUE
 $950,000 2 / 1
 1,134sf N / N
731 MIDGET DRIVE
 $850,000 2 / 1
 960sf N / N
786 ANTONETTE AVENUE
 $799,000 2 / 1
 1,146sf N / N
1848 MIZELL AVENUE
 $649,000 2 / 2
 1,162sf N / N
1550 INDIANA AVENUE
 $459,990 2 / 2
 1,032sf N / N

Property Location

Community Info

  • Winter Park
  • Price Range:
    $400,000-$11,900,000

© 2025 John Hernandez, Realtor ® - All Rights Reserved - Trademarks and Brands are the Property of their Respective Owners