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

8 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1860 VIA CONTESSA
 $2,950,000 8 / 6
 7,000sf N / Y

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
1299 HARDING STREET
 $2,249,000 6 / 5
 3,784sf N / N
2234 VIA LUNA
 $2,160,000 6 / 3
 3,554sf N / Y
1451 LYNDALE BOULEVARD
 $1,999,993 6 / 4
 3,853sf N / Y
1269 WADING WATERS CIRCLE
 $1,360,000 6 / 4
 4,468sf N / Y
726/720 N PENNSYLVANIA AVENUE
 $1,275,000 6 / 4
 2,284sf N / N

5 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1400 ALABAMA DRIVE
 $6,500,000 5 / 5
 7,916sf Y / Y
2228 AZALEA PLACE
 $5,400,000 5 / 5
 5,072sf N / Y
1660 PALMER AVENUE
 $5,200,000 5 / 6
 6,406sf N / Y
2161 SHARON ROAD
 $4,985,000 5 / 6
 6,338sf N / Y
702 VIA BELLA
 $4,500,000 5 / 5
 3,720sf N / Y
1840 W FAWSETT ROAD
 $4,395,000 5 / 5
 4,129sf Y / Y
1782 PINE AVENUE
 $4,100,000 5 / 6
 4,782sf N / Y
2171 FORREST ROAD
 $3,850,000 5 / 6
 4,565sf N / Y
532 WORTHINGTON DRIVE
 $3,295,000 5 / 5
 3,974sf N / Y
1730 WINCHESTER DRIVE
 $3,295,000 5 / 5
 4,080sf N / Y
266 CHASE AVENUE
 $3,250,000 5 / 5
 4,088sf N / N
2652 LAKE HOWELL LANE
 $2,949,999 5 / 3
 3,898sf Y / N
1630 LASBURY AVENUE
 $2,895,000 5 / 3
 4,912sf N / Y
1400 PLACE PICARDY
 $2,850,000 5 / 5
 4,411sf N / Y
450 LAKEWOOD DRIVE
 $2,500,000 5 / 4
 4,676sf N / Y
2412 CHANTILLY AVENUE
 $2,395,000 5 / 6
 4,506sf N / Y
141 OAKWOOD WAY
 $2,254,000 5 / 4
 3,909sf N / N
4469 OLD BEAR RUN
 $2,200,000 5 / 4
 4,288sf Y / Y
1394 STEWART STREET
 $2,199,000 5 / 3
 3,907sf N / Y
1560 WOODLAND AVENUE
 $2,150,000 5 / 4
 3,851sf N / Y
785 N PHELPS AVENUE
 $2,119,000 5 / 4
 2,964sf N / Y
2260 MULBRY DRIVE
 $2,000,000 5 / 4
 3,246sf N / N
1470 PLACE PICARDY
 $1,770,000 5 / 4
 4,227sf N / Y
8041 LAKE WAUNATTA DRIVE
 $1,690,000 5 / 4
 5,329sf Y / Y
1417 MILLER AVENUE
 $1,599,900 5 / 4
 3,312sf N / Y
1370 ALBERTA DRIVE
 $1,400,000 5 / 5
 3,483sf N / Y
777 HALIFAX AVENUE
 $1,395,000 5 / 4
 3,161sf N / N
7440 ALOMA AVE
 $1,299,000 5 / 4
 4,435sf N / Y
433 CAROLINA AVENUE
 $1,295,000 5 / 3
 2,700sf N / N
7706 WAUNATTA COURT
 $1,295,000 5 / 3
 3,858sf Y / N
2011 SOARING OAK WAY
 $1,150,000 5 / 4
 4,307sf N / N
2330 WESTMINSTER COURT
 $1,070,000 5 / 3
 3,296sf N / N
1840 BISCAYNE DRIVE
 $997,000 5 / 3
 2,641sf N / N
5325 CYPRESS RESERVE PLACE
 $950,000 5 / 3
 3,598sf N / Y
5618 WINTERBROOK WAY
 $799,000 5 / 4
 2,866sf N / N
2907 SUMMERFIELD ROAD
 $749,000 5 / 2
 2,532sf N / Y
4029 COOL WATER COURT
 $569,000 5 / 3
 2,733sf N / N
5073 LAKE HOWELL ROAD
 $559,500 5 / 2
 2,272sf N / Y

4 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
2661 VIA TUSCANY
 $8,799,000 4 / 4
 4,564sf N / Y
541 VIRGINIA DRIVE
 $5,800,000 4 / 3
 4,725sf Y / Y
229 ALEXANDER PLACE
 $4,395,000 4 / 4
 4,431sf N / Y
1391 RICHMOND ROAD
 $3,499,500 4 / 5
 4,635sf Y / N
1910 GLENCOE ROAD
 $3,490,000 4 / 4
 4,205sf N / Y
1020 MAYFIELD AVENUE
 $3,195,000 4 / 3
 2,663sf N / Y
2550 VENETIAN WAY
 $2,850,000 4 / 3
 4,875sf Y / N
1700 PALM AVENUE
 $2,650,000 4 / 4
 3,770sf N / Y
301 RIPPLING LANE
 $2,379,900 4 / 4
 3,694sf Y / Y
2522 LAFAYETTE AVENUE
 $2,350,000 4 / 3
 3,399sf N / Y
2614 PARKLAND DRIVE
 $2,295,000 4 / 3
 3,307sf N / Y
817 ANTONETTE AVENUE
 $1,825,000 4 / 3
 3,971sf N / N
2813 NORTHWOOD BOULEVARD
 $1,795,000 4 / 3
 3,444sf N / Y
1702 ARBOR PARK DRIVE
 $1,775,000 4 / 3
 2,950sf N / Y
1660 WALNUT AVENUE
 $1,759,000 4 / 3
 2,172sf N / Y
279 RIPPLING LANE
 $1,750,000 4 / 3
 3,472sf Y / N
607 ELLEN DRIVE
 $1,675,000 4 / 3
 2,812sf N / Y
1701 PALMER AVENUE
 $1,650,000 4 / 3
 2,841sf N / Y
7841 GEORGEANN STREET
 $1,645,000 4 / 3
 4,000sf Y / N
1650 LAKEHURST AVENUE
 $1,625,000 4 / 4
 3,777sf N / N
1429 CHAPMAN CIRCLE
 $1,599,999 4 / 4
 3,116sf N / N
2408 LAFAYETTE AVENUE
 $1,550,000 4 / 3
 2,838sf N / Y
2015 SUMMERFIELD ROAD
 $1,500,000 4 / 4
 2,958sf N / N
1600 BARCELONA WAY
 $1,475,000 4 / 3
 3,014sf N / Y
1750 WINCHESTER DRIVE
 $1,475,000 4 / 3
 2,637sf N / N
1371 LYNDALE BOULEVARD
 $1,397,000 4 / 2
 2,739sf N / N
2536 BROOKSHIRE AVENUE
 $1,395,000 4 / 3
 3,140sf N / N
1077 MINNESOTA AVENUE
 $1,349,000 4 / 4
 3,046sf N / N
1400 S PENNSYLVANIA AVENUE
 $1,300,000 4 / 3
 2,060sf N / N
1341 LYNDALE BOULEVARD
 $1,299,000 4 / 3
 2,388sf N / N
1213 RICHMOND ROAD
 $1,299,000 4 / 3
 3,204sf N / N
1611 CHESTNUT AVENUE
 $1,295,000 4 / 4
 2,916sf N / N
1611 WALNUT AVENUE
 $1,275,000 4 / 3
 2,635sf N / N
1690 ONECO AVENUE
 $1,125,000 4 / 3
 2,703sf N / N
1585 CHESTNUT AVENUE
 $1,100,000 4 / 2
 2,220sf N / Y
1444 PELICAN BAY TRAIL
 $1,095,000 4 / 2
 3,121sf Y / N
2680 OGLESBY AVENUE
 $1,050,000 4 / 2
 2,546sf N / N
210 LAUREL PARK COURT
 $995,000 4 / 3
 2,838sf N / Y
675 OVERSPIN DRIVE
 $888,000 4 / 3
 2,962sf N / N
1263 VERDANT GLADE PLACE
 $885,000 4 / 3
 2,589sf N / N
625 WORTHINGTON DRIVE
 $849,000 4 / 2
 2,133sf N / N
2955 LOLISSA LANE
 $849,000 4 / 3
 3,902sf N / Y
705 BAFFIE AVENUE
 $834,900 4 / 2
 2,563sf N / N
1344 BLUE STEM LANE
 $795,000 4 / 3
 2,589sf N / N
1312 BLUE STEM LANE
 $750,000 4 / 2
 2,197sf Y / N
1139 FAIRWAY DRIVE
 $750,000 4 / 2
 2,385sf N / N
607 DUNBLANE DRIVE
 $749,000 4 / 2
 2,046sf N / N
1321 MEDINAH COURT
 $729,000 4 / 2
 2,446sf N / N
2817 PRINCE JOHN ROAD
 $699,900 4 / 3
 2,183sf N / N
3136 HEARTLEAF PLACE
 $699,000 4 / 3
 2,717sf N / Y
690 S LAKEMONT AVENUE
 $699,000 4 / 3
 1,897sf N / Y
958 DUNRAVEN DRIVE
 $697,000 4 / 3
 1,835sf N / N
1792 KILLARNEY DRIVE
 $680,000 4 / 3
 2,082sf N / N
8162 LAZY BEAR LANE
 $599,900 4 / 2
 1,843sf N / N
5255 SEMINOLE AVENUE
 $593,000 4 / 3
 2,170sf N / N
2007 STRATHAVEN ROAD
 $575,000 4 / 2
 1,699sf N / N
2627 AMBERGATE ROAD
 $550,000 4 / 3
 1,805sf N / Y
2227 COVENTRY DRIVE
 $550,000 4 / 2
 2,076sf N / N
3901 WOODGLADE COVE
 $549,000 4 / 2
 2,213sf N / N
2464 LOTAFUN AVENUE
 $549,000 4 / 3
 1,804sf N / N
2607 VERDE LANE
 $539,900 4 / 2
 1,953sf N / N
1157 VALLEY CREEK RUN
 $539,000 4 / 2
 2,171sf N / N
7619 GEORGEANN STREET
 $535,000 4 / 2
 2,053sf N / N
2518 SWEETWATER TRAIL
 $534,900 4 / 2
 2,205sf N / Y
4026 TENITA DRIVE
 $527,000 4 / 2
 2,122sf N / Y
2823 CADY WAY
 $525,000 4 / 2
 1,688sf N / N
1422 TIERRA CIRCLE
 $515,000 4 / 2
 1,827sf N / Y
2011 HARMON AVENUE
 $500,000 4 / 2
 1,699sf N / N
4887 SEMINOLE AVENUE
 $489,900 4 / 3
 2,256sf N / N
2829 ALOMA AVENUE
 $489,000 4 / 2
 1,821sf N / Y
1776 E CHERYL DRIVE
 $487,700 4 / 2
 2,014sf N / Y
1532 LAWNDALE CIRCLE
 $479,900 4 / 2
 2,035sf N / Y
5240 N LAKE BURKETT LANE
 $474,900 4 / 2
 2,290sf N / N
1354 TIERRA CIRCLE
 $464,900 4 / 2
 1,827sf N / N
1621 PURITAN AVENUE
 $460,000 4 / 2
 1,765sf Y / Y
2207 WINTER WOODS BOULEVARD
 $455,000 4 / 2
 1,710sf N / N
4991 TANGERINE AVENUE
 $450,000 4 / 2
 2,124sf N / Y
3420 ARNEL DRIVE
 $439,000 4 / 2
 1,998sf N / N
5405 JUSTINE WAY
 $429,900 4 / 2
 1,247sf N / Y
5600 REVELWOOD LOOP
 $425,000 4 / 2
 1,598sf N / N
1041 MANCHESTER CIRCLE
 $420,000 4 / 2
 1,678sf N / Y
2024 LINDEN ROAD
 $415,000 4 / 2
 1,872sf N / N
2827 EUSTON ROAD
 $400,000 4 / 2
 1,568sf N / N

3 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
622 PENN PLACE
 $1,950,000 3 / 3
 2,767sf N / N
1661 WOODLAND AVENUE
 $1,550,000 3 / 3
 3,215sf N / N
632 COUNTRY CLUB DRIVE
 $1,295,000 3 / 2
 2,342sf Y / Y
250 CORTLAND AVENUE
 $1,070,000 3 / 2
 2,114sf N / Y
674 W COMSTOCK AVENUE
 $975,000 3 / 1
 1,045sf N / N
2128 Sycamore Dr
$855,555 3 / 2
 1,760sf N / N
2128 SYCAMORE DRIVE
 $855,555 3 / 2
 1,760sf N / N
2418 WHITEHALL CIRCLE
 $849,999 3 / 2
 2,134sf N / N
648 BRECHIN DRIVE
 $809,900 3 / 2
 1,820sf N / N
625 BRECHIN DRIVE
 $795,000 3 / 2
 1,827sf N / N
1312 GOLFSIDE DR
 $760,000 3 / 2
 1,867sf N / Y
2009 OGLESBY AVENUE
 $750,000 3 / 1
 1,318sf N / N
726 N PENNSYLVANIA AVENUE
 $750,000 3 / 2
 1,167sf N / N
2612 LAFAYETTE AVENUE
 $749,900 3 / 2
 2,447sf N / N
5150 OLD HOWELL BRANCH ROAD
 $749,000 3 / 1
 2,108sf N / N
624 DUNRAVEN DRIVE
 $709,000 3 / 2
 1,762sf N / N
2812 MULFORD AVENUE
 $699,000 3 / 2
 1,627sf N / N
1219 VERDANT GLADE PLACE
 $690,000 3 / 3
 2,002sf N / N
796 MCINTYRE AVENUE
 $675,000 3 / 2
 1,910sf N / N
843 W SWOOPE AVENUE
 $675,000 3 / 2
 1,232sf N / N
3019 NORTHWOOD BOULEVARD
 $675,000 3 / 1
 1,662sf N / N
532 DARCEY DRIVE
 $655,000 3 / 1
 1,409sf N / N
2310 CADY WAY
 $600,000 3 / 2
 1,856sf N / N
701 DENTON ROAD
 $599,000 3 / 2
 2,268sf N / Y
274 N RANGER BOULEVARD
 $589,000 3 / 2
 1,420sf N / Y
1116 FAIRWAY DRIVE
 $574,900 3 / 2
 1,738sf N / N
7730 BROKEN ARROW TRAIL
 $569,999 3 / 2
 2,706sf N / Y
7584 LODGE POLE TRAIL
 $569,900 3 / 2
 1,906sf N / Y
426 S LAKEMONT AVENUE
 $569,000 3 / 2
 1,656sf N / Y
230 S RANGER BOULEVARD
 $565,000 3 / 2
 2,309sf N / N
2381 ROXBURY ROAD
 $565,000 3 / 2
 1,645sf N / N
720 N PENNSYLVANIA AVENUE
 $550,000 3 / 2
 1,115sf N / N
2565 BROOKSHIRE AVENUE
 $550,000 3 / 1
 1,000sf N / N
2821 CHANTILLY AVENUE
 $525,000 3 / 2
 1,440sf Y / N
3306 FISHERMANS COVE
 $525,000 3 / 2
 2,408sf N / Y
1564 CAVENDISH ROAD
 $499,000 3 / 1
 1,140sf N / N
1710 ASTER DRIVE
 $489,900 3 / 2
 1,664sf N / Y
1608 BOMI CIRCLE
 $485,000 3 / 2
 1,807sf N / N
7320 FIELDCREST AVENUE
 $478,000 3 / 2
 1,919sf N / Y
3458 BALSAM DRIVE
 $475,000 3 / 2
 1,910sf N / Y
5359 LANYARD COURT
 $454,999 3 / 2
 1,572sf N / Y
2259 KING JOHNS COURT
 $439,999 3 / 2
 1,551sf N / N
2158 SUSSEX ROAD
 $439,500 3 / 2
 1,669sf N / N
5441 JUSTINE WAY
 $434,900 3 / 2
 1,366sf N / Y
1820 BLAINE TERRACE
 $425,000 3 / 2
 1,725sf N / N
7602 GLENMOOR LANE
 $425,000 3 / 2
 1,687sf N / N
3063 ASH PARK LOOP
 $420,000 3 / 2
 1,673sf N / N
3214 LOWNDES DRIVE
 $415,000 3 / 2
 1,200sf N / Y
5144 GOLDENROD PLACE ROAD
 $415,000 3 / 2
 1,467sf N / N
1975 STAUNTON AVENUE
 $409,900 3 / 2
 1,200sf N / N
927 MARE BELLO DRIVE
 $409,000 3 / 2
 1,327sf N / Y
1309 PARADISE LANE
 $400,000 3 / 2
 1,606sf N / N
7331 BLUE JACKET PLACE W
 $400,000 3 / 2
 1,581sf N / N

2 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
2260 HAWICK LANE
 $995,000 2 / 1
 1,374sf N / N
731 MIDGET DRIVE
 $799,900 2 / 1
 960sf N / N
786 ANTONETTE AVENUE
 $749,000 2 / 1
 1,146sf N / N
1230 N DENNING DRIVE
 $595,000 2 / 1
 972sf N / N
1821 GOODRICH AVENUE
 $595,000 2 / 1
 1,000sf N / N
1430 HYDE PARK DRIVE
 $575,000 2 / 2
 1,947sf Y / N
2507 LAFAYETTE AVENUE
 $525,000 2 / 1
 943sf N / N

Property Location

Community Info

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

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