Winter Park

Community Info

  • Price Range:
    $400,000-$10,900,000

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
 $2,900,000 8 / 6
 7,000sf N / Y

7 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
1120 PRESERVE POINT DRIVE
 $10,900,000 7 / 9
 11,255sf Y / Y

6 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
141 S PHELPS AVENUE
 $3,980,000 6 / 5
 5,878sf N / Y
861 BONITA DRIVE
 $3,850,000 6 / 6
 6,939sf N / Y
2234 VIA LUNA
 $2,160,000 6 / 3
 3,554sf N / Y
1451 LYNDALE BOULEVARD
 $1,999,993 6 / 4
 3,853sf N / Y
1299 HARDING STREET
 $1,899,999 6 / 5
 3,784sf N / N
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
1112 PRESERVE POINT DRIVE
 $8,500,000 5 / 6
 6,502sf Y / Y
1400 ALABAMA DRIVE
 $6,500,000 5 / 5
 7,916sf Y / Y
1660 PALMER AVENUE
 $5,200,000 5 / 6
 6,406sf N / Y
2228 AZALEA PLACE
 $5,000,000 5 / 5
 5,072sf N / Y
2161 SHARON ROAD
 $4,750,000 5 / 6
 6,338sf N / Y
421 LAKEWOOD DRIVE
 $4,500,000 5 / 7
 5,847sf Y / 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
 $3,750,000 5 / 6
 4,565sf N / Y
532 WORTHINGTON DRIVE
 $3,295,000 5 / 5
 3,974sf N / Y
731 WILLIAMS DRIVE
 $3,288,000 5 / 4
 4,260sf N / Y
1891 LAKE SPIER DRIVE
 $3,200,000 5 / 4
 3,932sf Y / Y
1730 WINCHESTER DRIVE
 $3,150,000 5 / 5
 4,080sf N / Y
1400 PLACE PICARDY
 $2,825,000 5 / 5
 4,338sf N / Y
1630 LASBURY AVENUE
 $2,795,000 5 / 3
 4,912sf N / Y
1690 PALM AVENUE
 $2,749,000 5 / 5
 3,967sf N / Y
450 LAKEWOOD DRIVE
 $2,500,000 5 / 4
 4,676sf N / Y
2412 CHANTILLY AVENUE
 $2,389,000 5 / 6
 4,506sf N / Y
1361 PALMER AVE.
 $2,349,000 5 / 3
 3,558sf 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
4469 OLD BEAR RUN
 $1,996,000 5 / 4
 4,288sf Y / Y
2407 LAFAYETTE AVENUE
 $1,888,000 5 / 4
 3,133sf N / Y
1742 BARCELONA WAY
 $1,699,000 5 / 6
 3,626sf N / Y
1417 MILLER AVENUE
 $1,599,900 5 / 4
 3,312sf N / Y
1327 BRIDGEPORT DRIVE
 $1,599,000 5 / 4
 4,181sf N / Y
8041 LAKE WAUNATTA DRIVE
 $1,590,000 5 / 4
 5,329sf Y / Y
2105 FOSGATE DRIVE
 $1,385,000 5 / 4
 3,068sf N / Y
7440 ALOMA AVE
 $1,299,000 5 / 4
 4,435sf N / Y
7706 WAUNATTA COURT
 $1,245,000 5 / 3
 3,858sf Y / N
2011 SOARING OAK WAY
 $1,150,000 5 / 4
 4,307sf N / N
2880 OLD CASTLE DRIVE
 $1,125,000 5 / 4
 3,839sf N / Y
2330 WESTMINSTER COURT
 $999,000 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
3011 TEMPLE TRAIL
 $950,000 5 / 2
 2,406sf N / Y
730 W SWOOPE AVENUE
 $850,000 5 / 3
 2,132sf N / N
5618 WINTERBROOK WAY
 $784,000 5 / 4
 2,866sf N / N
103 LONGHORN ROAD
 $779,000 5 / 3
 3,493sf N / Y
5275 PINE LILY CIRCLE
 $770,000 5 / 3
 3,152sf N / Y
4030 COOL WATER COURT
 $675,000 5 / 3
 2,910sf N / Y
4029 COOL WATER COURT
 $557,900 5 / 3
 2,733sf N / N
5073 LAKE HOWELL ROAD
 $539,500 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
1581 FOREST AVENUE
 $4,175,000 4 / 4
 4,683sf N / Y
182 N PHELPS AVENUE
 $3,600,000 4 / 5
 4,812sf 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
1911 STONEHURST ROAD
 $3,195,000 4 / 4
 5,097sf N / Y
541 W CANTON AVENUE
 $3,150,000 4 / 3
 3,553sf N / Y
940 LINCOLN CIRCLE
 $3,095,000 4 / 4
 3,551sf N / Y
1020 MAYFIELD AVENUE
 $2,950,000 4 / 3
 2,663sf N / Y
1401 GREEN COVE ROAD
 $2,900,000 4 / 4
 5,416sf N / Y
2550 VENETIAN WAY
 $2,799,000 4 / 3
 4,875sf Y / N
185 SYLVAN BOULEVARD
 $2,590,000 4 / 4
 3,138sf N / Y
521 S PHELPS AVENUE
 $2,455,000 4 / 4
 3,883sf N / Y
104 CORTLAND AVENUE
 $2,375,000 4 / 3
 3,182sf N / Y
1760 BRYAN AVENUE
 $2,295,000 4 / 4
 3,005sf N / N
2522 LAFAYETTE AVENUE
 $2,270,000 4 / 3
 3,399sf N / Y
2614 PARKLAND DRIVE
 $2,199,999 4 / 3
 3,307sf N / Y
633 BALMORAL ROAD
 $2,100,000 4 / 2
 2,674sf N / N
1521 CHESTNUT AVENUE
 $1,999,900 4 / 3
 3,117sf N / Y
1840 BRYAN AVENUE
 $1,999,500 4 / 3
 3,727sf N / Y
2402.5 TEMPLE DRIVE
 $1,899,000 4 / 4
 3,248sf N / Y
1665 TEMPLE DRIVE
 $1,899,000 4 / 4
 3,830sf N / Y
817 ANTONETTE AVENUE
 $1,795,000 4 / 3
 3,971sf N / N
1702 ARBOR PARK DRIVE
 $1,775,000 4 / 3
 2,950sf N / Y
279 RIPPLING LANE
 $1,695,000 4 / 3
 3,472sf Y / N
1831 MIZELL AVENUE
 $1,695,000 4 / 3
 3,204sf N / Y
607 ELLEN DRIVE
 $1,675,000 4 / 3
 2,812sf N / Y
7841 GEORGEANN STREET
 $1,645,000 4 / 4
 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
952 MOSS LANE
 $1,594,950 4 / 2
 3,474sf N / Y
2015 SUMMERFIELD ROAD
 $1,500,000 4 / 4
 2,958sf N / N
1420 PALMER AVENUE
 $1,495,000 4 / 3
 2,953sf N / Y
2408 LAFAYETTE AVENUE
 $1,490,000 4 / 3
 2,838sf N / Y
1600 BARCELONA WAY
 $1,475,000 4 / 3
 3,014sf N / Y
1701 PALMER AVENUE
 $1,395,000 4 / 3
 2,841sf N / Y
1077 MINNESOTA AVENUE
 $1,349,000 4 / 4
 3,046sf N / N
1400 S PENNSYLVANIA AVENUE
 $1,300,000 4 / 3
 2,310sf N / N
1341 LYNDALE BOULEVARD
 $1,299,000 4 / 3
 2,388sf N / N
1611 CHESTNUT AVENUE
 $1,295,000 4 / 4
 2,916sf N / N
2536 BROOKSHIRE AVENUE
 $1,275,000 4 / 3
 3,140sf N / N
1611 WALNUT AVENUE
 $1,265,000 4 / 3
 2,635sf N / N
4052 GILDER ROSE PLACE
 $1,250,000 4 / 3
 4,015sf N / Y
1213 RICHMOND ROAD
 $1,249,000 4 / 3
 3,204sf N / N
4107 GABRIELLA LANE
 $1,200,000 4 / 3
 3,074sf Y / Y
2607 LAFAYETTE AVENUE
 $1,180,000 4 / 3
 2,770sf N / N
1690 ONECO AVENUE
 $1,125,000 4 / 3
 2,703sf N / N
1444 PELICAN BAY TRAIL
 $1,070,000 4 / 2
 3,121sf Y / N
210 LAUREL PARK COURT
 $995,000 4 / 3
 2,838sf N / Y
1821 WINDSOR DRIVE
 $995,000 4 / 2
 2,188sf N / N
1263 VERDANT GLADE PLACE
 $885,000 4 / 3
 2,589sf N / N
1090 WILDMEADOW RUN
 $875,000 4 / 3
 2,589sf N / N
675 OVERSPIN DRIVE
 $849,900 4 / 3
 2,962sf N / N
2955 LOLISSA LANE
 $849,000 4 / 3
 3,902sf N / Y
2168 MARSH SEDGE LANE
 $839,000 4 / 3
 2,192sf N / Y
AVENUE
 $819,000 4 / 3
 2,878sf N / N
627 DARCEY DRIVE
 $795,000 4 / 2
 2,509sf N / N
2159 MARSH SEDGE LANE
 $777,000 4 / 3
 2,192sf N / N
1151 WILDMEADOW RUN
 $775,000 4 / 2
 2,196sf N / N
1340 BLUE STEM LANE
 $775,000 4 / 3
 2,587sf N / N
607 DUNBLANE DRIVE
 $729,000 4 / 2
 2,046sf N / N
1139 FAIRWAY DRIVE
 $719,000 4 / 2
 2,385sf N / N
3136 HEARTLEAF PLACE
 $675,000 4 / 3
 2,717sf N / Y
690 S LAKEMONT AVENUE
 $665,000 4 / 3
 1,897sf N / Y
1792 KILLARNEY DRIVE
 $665,000 4 / 3
 2,082sf N / N
1875 STAUNTON AVENUE
 $625,000 4 / 2
 2,036sf N / N
8162 LAZY BEAR LANE
 $599,900 4 / 2
 1,843sf N / N
715 ROUGHBEARD ROAD
 $575,000 4 / 2
 2,250sf N / Y
3231 LOWNDES DRIVE
 $570,000 4 / 2
 1,749sf N / N
7679 BENT BOW TRAIL
 $559,900 4 / 2
 2,616sf N / N
3131 LOWNDES DRIVE
 $559,000 4 / 2
 2,126sf N / Y
2007 STRATHAVEN ROAD
 $550,000 4 / 2
 1,699sf N / N
2627 AMBERGATE ROAD
 $550,000 4 / 3
 1,805sf N / Y
3901 WOODGLADE COVE
 $549,000 4 / 2
 2,213sf N / N
2227 COVENTRY DRIVE
 $535,000 4 / 2
 2,076sf N / N
7619 GEORGEANN STREET
 $525,000 4 / 2
 2,053sf N / N
1157 VALLEY CREEK RUN
 $525,000 4 / 2
 2,171sf N / N
1809 PINEVIEW CIRCLE
 $520,000 4 / 2
 1,631sf N / N
1360 GLADIOLAS DRIVE
 $518,000 4 / 2
 2,006sf N / Y
4026 TENITA DRIVE
 $515,000 4 / 2
 2,122sf N / Y
1742 WILLA CIRCLE
 $510,000 4 / 2
 2,313sf N / N
5338 TANGERINE AVENUE
 $509,900 4 / 2
 2,195sf N / Y
1422 TIERRA CIRCLE
 $509,900 4 / 2
 1,827sf N / Y
2823 CADY WAY
 $498,000 4 / 2
 1,688sf N / N
2886 CAREW AVENUE
 $485,000 4 / 2
 1,766sf N / N
1776 E CHERYL DRIVE
 $478,700 4 / 2
 2,014sf N / Y
1354 TIERRA CIRCLE
 $457,900 4 / 2
 1,827sf N / N
5240 N LAKE BURKETT LANE
 $455,000 4 / 2
 2,290sf N / N
1985 JAPONICA ROAD
 $450,000 4 / 2
 2,096sf N / Y
1842 PURITAN AVENUE
 $449,000 4 / 2
 1,836sf N / N
5436 TANGERINE AVENUE
 $440,000 4 / 2
 1,996sf N / N
7249 ABBEY LANE
 $440,000 4 / 2
 1,508sf N / Y
2829 ALOMA AVENUE
 $440,000 4 / 2
 1,821sf N / Y
2209 FAIRGLENN WAY
 $439,999 4 / 2
 2,027sf N / N
3520 BALSAM DR
 $425,000 4 / 2
 1,468sf N / N
5600 REVELWOOD LOOP
 $415,000 4 / 2
 1,598sf N / N
1041 MANCHESTER CIRCLE
 $400,000 4 / 2
 1,678sf N / Y

3 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
622 PENN PLACE
 $1,950,000 3 / 3
 2,767sf N / N
1741 PALMER AVENUE
 $1,595,000 3 / 3
 2,351sf N / N
1644 HIBISCUS AVENUE
 $1,495,000 3 / 3
 2,145sf N / Y
1661 WOODLAND AVENUE
 $1,495,000 3 / 3
 3,215sf N / N
2525 VENETIAN WAY
 $1,400,000 3 / 2
 1,993sf N / Y
632 COUNTRY CLUB DRIVE
 $1,295,000 3 / 2
 2,342sf Y / Y
309 PARK NORTH COURT
 $1,250,000 3 / 3
 3,096sf N / N
913 MOSS LANE
 $1,049,000 3 / 2
 1,887sf N / N
250 CORTLAND AVENUE
 $1,030,000 3 / 2
 2,114sf N / Y
674 W COMSTOCK AVENUE
 $975,000 3 / 1
 1,045sf N / N
251 GLENRIDGE WAY
 $949,000 3 / 2
 1,314sf N / N
2418 WHITEHALL CIRCLE
 $825,000 3 / 2
 2,134sf N / N
441 N CAPEN AVENUE
 $800,000 3 / 2
 1,745sf N / N
2128 Sycamore Dr
$799,999 3 / 2
 1,760sf N / N
2128 SYCAMORE DRIVE
 $799,999 3 / 2
 1,760sf N / N
676 DUNBLANE DRIVE
 $799,000 3 / 2
 1,827sf N / Y
625 BRECHIN DRIVE
 $795,000 3 / 2
 1,827sf N / N
726 N PENNSYLVANIA AVENUE
 $750,000 3 / 2
 1,167sf N / N
5150 OLD HOWELL BRANCH ROAD
 $749,000 3 / 1
 2,108sf N / N
1147 WILDMEADOW RUN
 $710,000 3 / 3
 2,002sf N / N
2612 LAFAYETTE AVENUE
 $699,900 3 / 2
 2,447sf N / N
624 DUNRAVEN DRIVE
 $679,000 3 / 2
 1,762sf N / N
1399 ALOMA AVENUE
 $675,000 3 / 2
 1,804sf N / N
3006 NORTHWOOD BOULEVARD
 $670,000 3 / 2
 1,729sf N / N
2711 PARKLAND DRIVE
 $669,000 3 / 2
 1,618sf N / N
2812 MULFORD AVENUE
 $659,000 3 / 2
 1,627sf N / N
2855 LION HEART ROAD
 $640,000 3 / 2
 1,727sf N / Y
843 W SWOOPE AVENUE
 $635,000 3 / 2
 1,232sf N / N
236 N RANGER BOULEVARD
 $633,990 3 / 2
 1,844sf N / N
2524 SWEETWATER TRAIL
 $625,000 3 / 2
 1,728sf N / Y
3019 NORTHWOOD BOULEVARD
 $600,000 3 / 1
 1,662sf N / N
701 DENTON ROAD
 $599,000 3 / 2
 2,268sf N / Y
490 SHOREVIEW AVENUE
 $599,000 3 / 2
 2,266sf N / N
2310 CADY WAY
 $585,000 3 / 2
 1,856sf N / N
240 CAMBRIDGE BOULEVARD
 $569,000 3 / 2
 1,630sf N / N
274 N RANGER BOULEVARD
 $565,000 3 / 2
 1,420sf N / Y
720 N PENNSYLVANIA AVENUE
 $550,000 3 / 2
 1,115sf N / N
7730 BROKEN ARROW TRAIL
 $549,999 3 / 2
 2,706sf N / Y
1116 FAIRWAY DRIVE
 $549,900 3 / 2
 1,738sf N / N
426 S LAKEMONT AVENUE
 $549,000 3 / 2
 1,656sf N / Y
2381 ROXBURY ROAD
 $548,000 3 / 2
 1,645sf N / N
7584 LODGE POLE TRAIL
 $529,900 3 / 2
 1,906sf N / Y
2138 WHITEHALL DRIVE
 $525,000 3 / 2
 1,752sf N / N
3306 FISHERMANS COVE
 $525,000 3 / 2
 2,408sf N / Y
2327 MULBRY DRIVE
 $525,000 3 / 1
 1,191sf N / N
2835 BONGART ROAD
 $499,000 3 / 3
 1,880sf N / Y
1608 BOMI CIRCLE
 $485,000 3 / 2
 1,807sf N / N
1710 ASTER DRIVE
 $484,900 3 / 2
 1,664sf N / Y
2832 BUCCANEER DRIVE
 $480,000 3 / 2
 1,736sf N / Y
3054 BLUEBROOK DRIVE
 $479,900 3 / 2
 1,939sf N / Y
1564 CAVENDISH ROAD
 $479,000 3 / 1
 1,140sf N / N
3304 BENNINGTON CT
 $465,000 3 / 2
 1,804sf N / N
619 BYRON ROAD
 $450,000 3 / 2
 1,349sf N / N
2312 POINCIANA ROAD
 $449,000 3 / 2
 1,806sf N / N
2028 SUSSEX ROAD
 $449,000 3 / 2
 1,674sf Y / N
5001 TANGERINE AVENUE
 $440,000 3 / 2
 1,732sf N / Y
5547 GARDEN GROVE CIRCLE
 $435,000 3 / 2
 1,517sf N / Y
3458 BALSAM DRIVE
 $435,000 3 / 2
 1,910sf N / Y
5210 POINSETTA AVENUE
 $430,000 3 / 2
 1,476sf N / N
3443 ARNEL DRIVE
 $425,000 3 / 2
 1,503sf N / N
1820 BLAINE TERRACE
 $425,000 3 / 2
 1,725sf N / N
5575 GARDEN GROVE CIRCLE
 $420,000 3 / 2
 1,414sf N / Y
920 GLORIOSA AVENUE
 $420,000 3 / 2
 1,540sf N / N
1909 EDWIN BOULEVARD
 $410,000 3 / 2
 1,355sf N / N
1921 TAYLOR AVENUE
 $410,000 3 / 2
 1,322sf N / N
3214 LOWNDES DRIVE
 $405,000 3 / 2
 1,200sf N / Y
7602 GLENMOOR LANE
 $400,000 3 / 2
 1,687sf N / N
5234 OHIO STREET
 $400,000 3 / 2
 1,226sf N / Y
5418 S BRACKEN COURT
 $400,000 3 / 2
 1,301sf N / Y

2 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
171 CORTLAND AVENUE
 $1,300,000 2 / 2
 1,683sf N / N
2260 HAWICK LANE
 $995,000 2 / 1
 1,374sf N / N
786 ANTONETTE AVENUE
 $695,000 2 / 1
 1,146sf N / N
1821 GOODRICH AVENUE
 $575,000 2 / 1
 1,000sf N / N
1430 HYDE PARK DRIVE
 $515,000 2 / 2
 1,947sf Y / N
674 DOUGLAS AVENUE
 $499,000 2 / 1
 1,260sf N / N
3601 MIDIRON DRIVE
 $499,000 2 / 1
 954sf N / N

Property Location

Community Info

  • Winter Park
  • Price Range:
    $400,000-$10,900,000

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