1,143

Recently Sold Winter Park, FL Homes

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  • 2712 Cady Way Unit 4, Winter Park, FL 32792
    2712 Cady Way Unit 4, Winter Park, FL 32792
    /2

    $615,000 Sold Jun 02, 2025

    2712 Cady Way Unit 4, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,197 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Below List Price
    • $280/SF
    • 5 Days On Market

    Current Estimated Value $627,727

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    2712 Cady Way Unit 4, Winter Park, FL 32792
  • 3021 Little Cypress Cove, Winter Park, FL 32792
    3021 Little Cypress Cove, Winter Park, FL 32792
    /2

    $400,000 Sold May 14, 2025

    3021 Little Cypress Cove, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,673 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $239/SF
    • 18 Days On Market

    Current Estimated Value $409,571

    Last Listing Agent Christy Lombard LPT REALTY LLC

    3021 Little Cypress Cove, Winter Park, FL 32792
  • 2825 Mulford Ave, Winter Park, FL 32789
    2825 Mulford Ave, Winter Park, FL 32789
    /2

    $655,000 Sold Dec 03, 2025

    2825 Mulford Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,249 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Below List Price
    • $524/SF
    • 50 Days On Market

    Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    2825 Mulford Ave, Winter Park, FL 32789
  • 2358 Sun Valley Cir, Winter Park, FL 32792
    2358 Sun Valley Cir, Winter Park, FL 32792
    /2

    $272,500 Sold Aug 26, 2025

    2358 Sun Valley Cir, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $210/SF
    • 24 Days On Market

    Current Estimated Value $272,825

    Last Listing Agent Natalie Kauffman KELLER WILLIAMS CLASSIC

    2358 Sun Valley Cir, Winter Park, FL 32792
  • 835 Antonette Ave, Winter Park, FL 32789
    835 Antonette Ave, Winter Park, FL 32789
    /2

    $1,175,000 Sold Jul 08, 2025

    835 Antonette Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • Built 1925

    Last Sold Summary

    • 2% Below List Price
    • $629/SF
    • 7 Days On Market

    Current Estimated Value $1,154,845

    Last Listing Agent Alexis Davis FANNIE HILLMAN & ASSOCIATES

    835 Antonette Ave, Winter Park, FL 32789
  • 8041 Lake Waunatta Dr, Winter Park, FL 32792
    8041 Lake Waunatta Dr, Winter Park, FL 32792
    /2

    $1,422,750 Sold Oct 21, 2025

    8041 Lake Waunatta Dr, Winter Park, FL 32792

    • 5 Beds
    • 4.5 Baths
    • 5,329 Sq Ft
    • Built 1984

    Last Sold Summary

    • 16% Below List Price
    • $267/SF
    • 170 Days On Market

    Current Estimated Value $1,437,162

    Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

    8041 Lake Waunatta Dr, Winter Park, FL 32792
  • 1880 Viburnum Ln, Winter Park, FL 32792
    1880 Viburnum Ln, Winter Park, FL 32792
    /2

    $355,000 Sold Mar 14, 2025

    1880 Viburnum Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1961

    Last Sold Summary

    • 5% Below List Price
    • $308/SF
    • 132 Days On Market

    Current Estimated Value $348,803

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    1880 Viburnum Ln, Winter Park, FL 32792
  • 2865 Clever Ln, Winter Park, FL 32792
    2865 Clever Ln, Winter Park, FL 32792
    /2

    $430,000 Sold May 19, 2025

    2865 Clever Ln, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft
    • Built 2023

    Last Sold Summary

    • 5% Below List Price
    • $225/SF
    • 140 Days On Market

    Current Estimated Value $428,114

    Last Listing Agent Denise Del Castillo LPT REALTY, LLC

    2865 Clever Ln, Winter Park, FL 32792
  • 2923 Cove Trail, Winter Park, FL 32789
    2923 Cove Trail, Winter Park, FL 32789
    /2

    $1,050,000 Sold Jul 07, 2025

    2923 Cove Trail, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,377 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Above List Price
    • $311/SF
    • 9 Days On Market

    Current Estimated Value $1,093,008

    Last Listing Agent Robin Delaney KELLER WILLIAMS ADVANTAGE III

    2923 Cove Trail, Winter Park, FL 32789
  • 7895 Pleasant Pine Cir, Winter Park, FL 32792
    7895 Pleasant Pine Cir, Winter Park, FL 32792
    /2

    $719,000 Sold Nov 19, 2025

    7895 Pleasant Pine Cir, Winter Park, FL 32792

    • 5 Beds
    • 3.5 Baths
    • 3,568 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Below List Price
    • $202/SF
    • 115 Days On Market

    Last Listing Agent Yvette Hoover ALL REAL ESTATE & INVESTMENTS

    7895 Pleasant Pine Cir, Winter Park, FL 32792
  • 1730 Oneco Ave, Winter Park, FL 32789
    1730 Oneco Ave, Winter Park, FL 32789
    /2

    $705,000 Sold Jul 21, 2025

    1730 Oneco Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 1967

    Last Sold Summary

    • 8% Above List Price
    • $501/SF
    • 2 Days On Market

    Current Estimated Value $693,758

    Last Listing Agent John Tremblay THE TEAM REAL ESTATE GROUP INC

    1730 Oneco Ave, Winter Park, FL 32789
  • 1509 Sugarwood Cir, Winter Park, FL 32792
    1509 Sugarwood Cir, Winter Park, FL 32792
    /2

    $278,250 Sold Dec 15, 2025

    1509 Sugarwood Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft
    • Built 1983

    Last Sold Summary

    • 47% Above List Price
    • $163/SF
    • 38 Days On Market

    Last Listing Agent Heather Unger, PA ACME REAL ESTATE FLORIDA LLC

    1509 Sugarwood Cir, Winter Park, FL 32792
  • 441 N Capen Ave, Winter Park, FL 32789
    441 N Capen Ave, Winter Park, FL 32789
    /2

    $765,000 Sold Nov 21, 2025

    441 N Capen Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,745 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $438/SF
    • 183 Days On Market

    Last Listing Agent Susan Taliaferro COLDWELL BANKER RESIDENTIAL RE

    441 N Capen Ave, Winter Park, FL 32789
  • 851 Georgia Ave, Winter Park, FL 32789
    851 Georgia Ave, Winter Park, FL 32789
    /2

    $3,600,000 Sold May 21, 2025

    851 Georgia Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 4,314 Sq Ft
    • Built 1935

    Last Sold Summary

    • 9% Below List Price
    • $834/SF
    • 24 Days On Market

    Current Estimated Value $3,651,639

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    851 Georgia Ave, Winter Park, FL 32789
  • 3220 Netherwood Dr, Winter Park, FL 32792
    3220 Netherwood Dr, Winter Park, FL 32792
    /2

    $195,000 Sold Oct 17, 2025

    3220 Netherwood Dr, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • Built 1982

    Last Sold Summary

    • 13% Below List Price
    • $188/SF
    • 87 Days On Market

    Last Listing Agent Nimrah Ashraf THE FIRM RE

    3220 Netherwood Dr, Winter Park, FL 32792
  • 1155 Woodmere Dr, Winter Park, FL 32789
    1155 Woodmere Dr, Winter Park, FL 32789
    /2

    $5,250,000 Sold Oct 06, 2025

    1155 Woodmere Dr, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 5,051 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $1,039/SF
    • 0 Days On Market

    Current Estimated Value $5,106,691

    Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    1155 Woodmere Dr, Winter Park, FL 32789
  • 200 St Andrews Blvd Unit 802, Winter Park, FL 32792
    200 St Andrews Blvd Unit 802, Winter Park, FL 32792
    /2

    $185,000 Sold Aug 05, 2025

    200 St Andrews Blvd Unit 802, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft
    • Built 1970

    Last Sold Summary

    • 5% Below List Price
    • $187/SF
    • 7 Days On Market

    Current Estimated Value $187,915

    Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

    200 St Andrews Blvd Unit 802, Winter Park, FL 32792
  • 2739 Riddle Dr, Winter Park, FL 32789
    2739 Riddle Dr, Winter Park, FL 32789
    /2

    $640,000 Sold May 02, 2025

    2739 Riddle Dr, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 1,881 Sq Ft
    • Built 2023

    Last Sold Summary

    • 4% Below List Price
    • $340/SF
    • 19 Days On Market

    Current Estimated Value $642,281

    Last Listing Agent JASON OLD COLDWELL BANKER RESIDENTIAL RE

    2739 Riddle Dr, Winter Park, FL 32789
  • 2536 Brookshire Ave, Winter Park, FL 32792
    2536 Brookshire Ave, Winter Park, FL 32792
    /2

    $1,275,000 Sold Jul 08, 2025

    2536 Brookshire Ave, Winter Park, FL 32792

    • 4 Beds
    • 3.5 Baths
    • 3,140 Sq Ft
    • Built 2018

    Last Sold Summary

    • 9% Below List Price
    • $406/SF
    • 83 Days On Market

    Current Estimated Value $1,260,178

    Last Listing Agent Richard Palmano PALMANO GROUP RE BROKERAGE LLC

    2536 Brookshire Ave, Winter Park, FL 32792
  • 101 S Ranger Blvd, Winter Park, FL 32792
    101 S Ranger Blvd, Winter Park, FL 32792
    /2

    $515,000 Sold Oct 06, 2025

    101 S Ranger Blvd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1963

    Last Sold Summary

    • $322/SF
    • 2 Days On Market

    Current Estimated Value $504,848

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    101 S Ranger Blvd, Winter Park, FL 32792
  • 2042 Yorkshire Dr, Winter Park, FL 32792
    2042 Yorkshire Dr, Winter Park, FL 32792
    /2

    $475,000 Sold Feb 06, 2026

    2042 Yorkshire Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,573 Sq Ft
    • Built 1961

    Last Sold Summary

    • 5% Below List Price
    • $302/SF
    • 32 Days On Market

    Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

    2042 Yorkshire Dr, Winter Park, FL 32792
  • 7888 Pleasant Pine Cir, Winter Park, FL 32792
    7888 Pleasant Pine Cir, Winter Park, FL 32792
    /2

    $625,000 Sold Nov 03, 2025

    7888 Pleasant Pine Cir, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,267 Sq Ft
    • Built 2016

    Last Sold Summary

    • $276/SF
    • 7 Days On Market

    Current Estimated Value $623,908

    Last Listing Agent Todd Schroth EXP REALTY LLC

    7888 Pleasant Pine Cir, Winter Park, FL 32792
  • 2489 Tahoe Cir Unit 2489, Winter Park, FL 32792
    2489 Tahoe Cir Unit 2489, Winter Park, FL 32792
    /2

    $260,000 Sold Jan 20, 2026

    2489 Tahoe Cir Unit 2489, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,311 Sq Ft
    • Built 1981

    Last Sold Summary

    • 5% Below List Price
    • $198/SF
    • 87 Days On Market

    Last Listing Agent Kim James CHARLES RUTENBERG REALTY ORLANDO

    2489 Tahoe Cir Unit 2489, Winter Park, FL 32792
  • 100 E Rockwood Way, Winter Park, FL 32789
    100 E Rockwood Way, Winter Park, FL 32789
    100 E Rockwood Way, Winter Park, FL 32789
    /42

    $3,295,000 Sold Mar 10, 2025

    100 E Rockwood Way, Winter Park, FL 32789

    • 4 Beds
    • 5.5 Baths
    • 4,304 Sq Ft
    • Built 2020

    Last Sold Summary

    • $766/SF
    • 3 Days On Market

    Current Estimated Value $3,210,233

    Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

    100 E Rockwood Way, Winter Park, FL 32789
  • 2244 Brookshire Ave, Winter Park, FL 32792
    2244 Brookshire Ave, Winter Park, FL 32792
    /2

    $600,000 Sold Aug 05, 2025

    2244 Brookshire Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • Built 1958

    Last Sold Summary

    • 9% Above List Price
    • $410/SF
    • 26 Days On Market

    Current Estimated Value $577,645

    Last Listing Agent Melissa Johnson EXP REALTY LLC

    2244 Brookshire Ave, Winter Park, FL 32792
  • 3106 Patel Dr, Winter Park, FL 32792
    3106 Patel Dr, Winter Park, FL 32792
    /2

    $230,000 Sold May 20, 2025

    3106 Patel Dr, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 916 Sq Ft
    • Built 1989

    Last Sold Summary

    • 4% Below List Price
    • $251/SF
    • 20 Days On Market

    Current Estimated Value $228,741

    Last Listing Agent Karen Jacobs CHARLES RUTENBERG REALTY ORLANDO

    3106 Patel Dr, Winter Park, FL 32792
  • 3890 Waterview Loop, Winter Park, FL 32792
    3890 Waterview Loop, Winter Park, FL 32792
    /2

    $358,000 Sold Feb 26, 2025

    3890 Waterview Loop, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,527 Sq Ft
    • Built 1991

    Last Sold Summary

    • 3% Below List Price
    • $234/SF
    • 4 Days On Market

    Current Estimated Value $366,067

    Last Listing Agent Angie Kollcaku REAL BROKER, LLC

    3890 Waterview Loop, Winter Park, FL 32792
  • 1015 Bungalow Ave, Winter Park, FL 32789
    1015 Bungalow Ave, Winter Park, FL 32789
    /2

    $630,000 Sold Oct 03, 2025

    1015 Bungalow Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft
    • Built 2012

    Last Sold Summary

    • $377/SF
    • 2 Days On Market

    Current Estimated Value $630,762

    Last Listing Agent David Francetic COLDWELL BANKER RESIDENTIAL RE

    1015 Bungalow Ave, Winter Park, FL 32789
  • 1219 Verdant Glade Place, Winter Park, FL 32792
    1219 Verdant Glade Place, Winter Park, FL 32792
    /2

    $650,000 Sold May 30, 2025

    1219 Verdant Glade Place, Winter Park, FL 32792

    • 3 Beds
    • 3.5 Baths
    • 2,002 Sq Ft
    • Built 2019

    Last Sold Summary

    • 6% Below List Price
    • $325/SF
    • 79 Days On Market

    Current Estimated Value $659,481

    Last Listing Agent Maggie Walas FORTUNE INTERNATIONAL REALTY

    1219 Verdant Glade Place, Winter Park, FL 32792
  • 3383 Hamlet Loop, Winter Park, FL 32792
    3383 Hamlet Loop, Winter Park, FL 32792
    /2

    $389,000 Sold Dec 30, 2025

    3383 Hamlet Loop, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,201 Sq Ft
    • Built 1994

    Last Sold Summary

    • $324/SF
    • 10 Days On Market

    Last Listing Agent Jason Asa LPT REALTY, LLC

    3383 Hamlet Loop, Winter Park, FL 32792
  • 1317 Medinah Ct, Winter Park, FL 32792
    1317 Medinah Ct, Winter Park, FL 32792
    /2

    $455,500 Sold Oct 16, 2025

    1317 Medinah Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Below List Price
    • $226/SF

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    1317 Medinah Ct, Winter Park, FL 32792
  • 1780 Mizell Ave, Winter Park, FL 32789
    1780 Mizell Ave, Winter Park, FL 32789
    /2

    $1,575,000 Sold Jan 20, 2026

    1780 Mizell Ave, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 2,743 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $574/SF
    • 0 Days On Market

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1780 Mizell Ave, Winter Park, FL 32789
  • 1361 Palmer Ave, Winter Park, FL 32789
    1361 Palmer Ave, Winter Park, FL 32789
    /2

    $1,825,000 Sold Oct 16, 2025

    1361 Palmer Ave, Winter Park, FL 32789

    • 5 Beds
    • 3.5 Baths
    • 3,558 Sq Ft
    • Built 2005

    Last Sold Summary

    • 22% Below List Price
    • $513/SF
    • 121 Days On Market

    Current Estimated Value $1,819,252

    Last Listing Agent Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

    1361 Palmer Ave, Winter Park, FL 32789
  • 1025 Early Ave, Winter Park, FL 32789
    1025 Early Ave, Winter Park, FL 32789
    /2

    $420,000 Sold Feb 21, 2025

    1025 Early Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft
    • Built 1956

    Last Sold Summary

    • $315/SF
    • 5 Days On Market

    Current Estimated Value $413,869

    Last Listing Agent Zach Mitchell SAND DOLLAR REALTY GROUP INC

    1025 Early Ave, Winter Park, FL 32789
  • 1017 Manchester Cir, Winter Park, FL 32792
    1017 Manchester Cir, Winter Park, FL 32792
    /2

    $400,000 Sold Jul 15, 2025

    1017 Manchester Cir, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • Built 1974

    Last Sold Summary

    • $235/SF
    • 23 Days On Market

    Current Estimated Value $399,875

    Last Listing Agent Jenaia Fowlkes FOWLKES REALTY CO

    1017 Manchester Cir, Winter Park, FL 32792
  • 1484 Via Sangro Place, Winter Park, FL 32792
    1484 Via Sangro Place, Winter Park, FL 32792
    1484 Via Sangro Place, Winter Park, FL 32792
    /55

    $970,000 Sold Mar 11, 2025

    1484 Via Sangro Place, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 3,063 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Below List Price
    • $317/SF
    • 5 Days On Market

    Current Estimated Value $984,528

    Last Listing Agent Nohora Gomez COLDWELL BANKER RESIDENTIAL RE

    1484 Via Sangro Place, Winter Park, FL 32792
  • 425 Alberta Dr, Winter Park, FL 32789
    425 Alberta Dr, Winter Park, FL 32789
    /2

    $2,750,000 Sold Feb 28, 2025

    425 Alberta Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,310 Sq Ft
    • Built 1938

    Last Sold Summary

    • 8% Below List Price
    • $1,190/SF
    • 34 Days On Market

    Current Estimated Value $2,692,568

    Last Listing Agent Andy Holland PREMIER SOTHEBY'S INTL. REALTY

    425 Alberta Dr, Winter Park, FL 32789
  • 1400 Place Picardy, Winter Park, FL 32789
    1400 Place Picardy, Winter Park, FL 32789
    /2

    $2,550,000 Sold Aug 15, 2025

    1400 Place Picardy, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,338 Sq Ft
    • Built 2008

    Last Sold Summary

    • 10% Below List Price
    • $588/SF
    • 82 Days On Market

    Current Estimated Value $2,544,075

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    1400 Place Picardy, Winter Park, FL 32789
  • 930 S Kentucky Ave, Winter Park, FL 32789
    930 S Kentucky Ave, Winter Park, FL 32789
    930 S Kentucky Ave, Winter Park, FL 32789
    /36

    $1,100,000 Sold Oct 08, 2025

    930 S Kentucky Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,495 Sq Ft
    • Built 2014

    Last Sold Summary

    • $441/SF
    • 4 Days On Market

    Current Estimated Value $1,093,228

    Last Listing Agent Debi Callahan Adams, Cameron & Co., Realtors

    930 S Kentucky Ave, Winter Park, FL 32789
  • 262 Scottsdale Square Unit 262, Winter Park, FL 32792
    262 Scottsdale Square Unit 262, Winter Park, FL 32792
    /2

    $81,000 Sold Jul 01, 2025

    262 Scottsdale Square Unit 262, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft
    • Built 1974

    Last Sold Summary

    • 19% Below List Price
    • $107/SF
    • 10 Days On Market

    Current Estimated Value $80,503

    Last Listing Agent Edward Lee LA ROSA REALTY ORLANDO LLC

    262 Scottsdale Square Unit 262, Winter Park, FL 32792

Showing Results 561 - 600, Page 15 of 18

Florida Orange County Winter Park

Recently Sold Real Estate & Homes in Winter Park, FL

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