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Recently Sold Windermere, FL Homes

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  • 5317 Keenes Pheasant Dr, Windermere, FL 34786
    5317 Keenes Pheasant Dr, Windermere, FL 34786
    /2

    $352,500 Sold Apr 30, 2026

    5317 Keenes Pheasant Dr, Windermere, FL 34786

    • 2 Beds
    • 2 Baths
    • 1,155 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $305/SF
    • 6 Days On Market

    Current Estimated Value $341,373

    Last Listing Agent Matthew Gordon COLDWELL BANKER REALTY

    5317 Keenes Pheasant Dr, Windermere, FL 34786
  • 13710 Lake Cawood Dr, Windermere, FL 34786
    13710 Lake Cawood Dr, Windermere, FL 34786
    /2

    $1,400,000 Sold Aug 26, 2025

    13710 Lake Cawood Dr, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 4,075 Sq Ft
    • Built 2004

    Last Sold Summary

    • $344/SF
    • 72 Days On Market

    Current Estimated Value $1,348,700

    Last Listing Agent Jules Carneir PREMIER SOTHEBYS INT'L REALTY

    13710 Lake Cawood Dr, Windermere, FL 34786
  • 8256 Maritime Flag St Unit 109, Windermere, FL 34786
    8256 Maritime Flag St Unit 109, Windermere, FL 34786
    /2

    $293,000 Sold Oct 09, 2025

    8256 Maritime Flag St Unit 109, Windermere, FL 34786

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • Built 2009

    Last Sold Summary

    • 1% Below List Price
    • $252/SF
    • 6 Days On Market

    Current Estimated Value $290,160

    Last Listing Agent Helana Renfroe RED DOOR INVESTMENT GRP LLC

    8256 Maritime Flag St Unit 109, Windermere, FL 34786
  • 12989 Westside Village Loop, Windermere, FL 34786
    12989 Westside Village Loop, Windermere, FL 34786
    /2

    $630,000 Sold Apr 24, 2026

    12989 Westside Village Loop, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,665 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Below List Price
    • $236/SF
    • 4 Days On Market

    Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

    12989 Westside Village Loop, Windermere, FL 34786
  • 13242 Orange Isle Dr, Windermere, FL 34786
    13242 Orange Isle Dr, Windermere, FL 34786
    /2

    $815,000 Sold Oct 08, 2025

    13242 Orange Isle Dr, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 3,062 Sq Ft
    • Built 2022

    Last Sold Summary

    • 8% Below List Price
    • $266/SF
    • 140 Days On Market

    Current Estimated Value $815,764

    Last Listing Agent Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

    13242 Orange Isle Dr, Windermere, FL 34786
  • 3412 Lilas Ct, Windermere, FL 34786
    3412 Lilas Ct, Windermere, FL 34786
    /2

    $2,400,000 Sold Aug 20, 2025

    3412 Lilas Ct, Windermere, FL 34786

    • 4 Beds
    • 6 Baths
    • 4,712 Sq Ft
    • Built 2007

    Last Sold Summary

    • 6% Below List Price
    • $509/SF
    • 96 Days On Market

    Current Estimated Value $2,342,468

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    3412 Lilas Ct, Windermere, FL 34786
  • 14201 Crest Palm Ave, Windermere, FL 34786
    14201 Crest Palm Ave, Windermere, FL 34786
    /2

    $1,290,376 Sold Feb 27, 2026

    14201 Crest Palm Ave, Windermere, FL 34786

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft
    • Built 2025

    Last Sold Summary

    • 15% Above List Price
    • $416/SF
    • 0 Days On Market

    Current Estimated Value $1,062,000

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14201 Crest Palm Ave, Windermere, FL 34786
  • 9733 Carillon Park Dr, Windermere, FL 34786
    9733 Carillon Park Dr, Windermere, FL 34786
    /2

    $5,000,000 Sold Mar 12, 2026

    9733 Carillon Park Dr, Windermere, FL 34786

    • 5 Beds
    • 6.5 Baths
    • 7,600 Sq Ft
    • Built 2014

    Last Sold Summary

    • 5% Below List Price
    • $658/SF
    • 84 Days On Market

    Current Estimated Value $4,960,292

    Last Listing Agent Emily Lewis LAKESIDE REALTY WINDERMERE INC

    9733 Carillon Park Dr, Windermere, FL 34786
  • 11457 Arborside Bend Way, Windermere, FL 34786
    11457 Arborside Bend Way, Windermere, FL 34786
    /2

    $655,000 Sold Sep 30, 2025

    11457 Arborside Bend Way, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,184 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $300/SF
    • 3 Days On Market

    Current Estimated Value $659,446

    Last Listing Agent Jeffrey Funk EXP REALTY LLC

    11457 Arborside Bend Way, Windermere, FL 34786
  • 12335 Cruxbury Dr, Windermere, FL 34786
    12335 Cruxbury Dr, Windermere, FL 34786
    /2

    $350,000 Sold Mar 23, 2026

    12335 Cruxbury Dr, Windermere, FL 34786

    • 2 Beds
    • 2.5 Baths
    • 1,510 Sq Ft
    • Built 2006

    Last Sold Summary

    • 12% Below List Price
    • $232/SF
    • 259 Days On Market

    Current Estimated Value $364,743

    Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    12335 Cruxbury Dr, Windermere, FL 34786
  • 12142 Canyon Sun Trail, Windermere, FL 34786
    12142 Canyon Sun Trail, Windermere, FL 34786
    /2

    $495,000 Sold Jan 15, 2026

    12142 Canyon Sun Trail, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 2,032 Sq Ft
    • Built 2015

    Last Sold Summary

    • 5% Below List Price
    • $244/SF
    • 29 Days On Market

    Current Estimated Value $496,539

    Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

    12142 Canyon Sun Trail, Windermere, FL 34786
  • 11738 Camden Park Dr, Windermere, FL 34786
    11738 Camden Park Dr, Windermere, FL 34786
    /2

    $1,035,000 Sold Feb 03, 2026

    11738 Camden Park Dr, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,635 Sq Ft
    • Built 2005

    Last Sold Summary

    • 8% Below List Price
    • $393/SF
    • 15 Days On Market

    Current Estimated Value $1,044,465

    Last Listing Agent Sherri Palmer EXP REALTY LLC

    11738 Camden Park Dr, Windermere, FL 34786
  • 11209 Grander Dr, Windermere, FL 34786
    11209 Grander Dr, Windermere, FL 34786
    /2

    $420,000 Sold Mar 16, 2026

    11209 Grander Dr, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,893 Sq Ft
    • Built 2013

    Last Sold Summary

    • 4% Below List Price
    • $222/SF
    • 41 Days On Market

    Current Estimated Value $432,387

    Last Listing Agent Marti Purdy MARTI PURDY PROPERTIES INC

    11209 Grander Dr, Windermere, FL 34786
  • 11322 Rapallo Ln, Windermere, FL 34786
    11322 Rapallo Ln, Windermere, FL 34786
    /2

    $515,000 Sold Mar 03, 2026

    11322 Rapallo Ln, Windermere, FL 34786

    • 4 Beds
    • 2 Baths
    • 2,159 Sq Ft
    • Built 2002

    Last Sold Summary

    • 12% Below List Price
    • $239/SF
    • 207 Days On Market

    Current Estimated Value $548,778

    Last Listing Agent John Callahan REDFIN CORPORATION

    11322 Rapallo Ln, Windermere, FL 34786
  • 11313 Via Andiamo, Windermere, FL 34786
    11313 Via Andiamo, Windermere, FL 34786
    /2

    $595,000 Sold Oct 28, 2025

    11313 Via Andiamo, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,727 Sq Ft
    • Built 2002

    Last Sold Summary

    • 10% Below List Price
    • $218/SF
    • 242 Days On Market

    Current Estimated Value $606,792

    Last Listing Agent Sean Popat BUYER REBATES REALTY

    11313 Via Andiamo, Windermere, FL 34786
  • 11359 Willow Gardens Dr, Windermere, FL 34786
    11359 Willow Gardens Dr, Windermere, FL 34786
    /2

    $1,075,000 Sold May 16, 2025

    11359 Willow Gardens Dr, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,968 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Below List Price
    • $362/SF
    • 45 Days On Market

    Current Estimated Value $1,059,328

    Last Listing Agent Steven Horner RE/MAX PRIME PROPERTIES

    11359 Willow Gardens Dr, Windermere, FL 34786
  • 13240 Roskin Ln, Windermere, FL 34786
    13240 Roskin Ln, Windermere, FL 34786
    /2

    $705,000 Sold Apr 22, 2026

    13240 Roskin Ln, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,108 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $227/SF
    • 19 Days On Market

    Last Listing Agent Juan Martinez Cortes HOMESMART

    13240 Roskin Ln, Windermere, FL 34786
  • 13822 Darchance Rd, Windermere, FL 34786
    13822 Darchance Rd, Windermere, FL 34786
    /2

    $675,000 Sold Jul 01, 2025

    13822 Darchance Rd, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,769 Sq Ft
    • Built 2007

    Last Sold Summary

    • $244/SF
    • 12 Days On Market

    Current Estimated Value $656,208

    Last Listing Agent Phillip Mariani EXP REALTY LLC

    13822 Darchance Rd, Windermere, FL 34786
  • 1638 Whitney Isles Dr, Windermere, FL 34786
    1638 Whitney Isles Dr, Windermere, FL 34786
    /2

    $830,000 Sold Oct 30, 2025

    1638 Whitney Isles Dr, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,151 Sq Ft
    • Built 2004

    Last Sold Summary

    • 7% Below List Price
    • $263/SF
    • 136 Days On Market

    Current Estimated Value $811,814

    Last Listing Agent Morgan Horsley THE REAL ESTATE COLLECTION LLC

    1638 Whitney Isles Dr, Windermere, FL 34786
  • 7706 Ficquette Rd, Windermere, FL 34786
    7706 Ficquette Rd, Windermere, FL 34786
    /2

    $3,600,000 Sold Jan 28, 2026

    7706 Ficquette Rd, Windermere, FL 34786

    • 6 Beds
    • 6.5 Baths
    • 6,202 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $580/SF
    • 205 Days On Market

    Current Estimated Value $2,729,905

    Last Listing Agent Ruthanne Martin REVEL REALTY LLC

    7706 Ficquette Rd, Windermere, FL 34786
  • 2937 Butler Bay Dr N, Windermere, FL 34786
    2937 Butler Bay Dr N, Windermere, FL 34786
    /2

    $3,040,000 Sold Sep 05, 2025

    2937 Butler Bay Dr N, Windermere, FL 34786

    • 6 Beds
    • 5.5 Baths
    • 5,874 Sq Ft
    • Built 1990

    Last Sold Summary

    • 5% Below List Price
    • $518/SF
    • 65 Days On Market

    Current Estimated Value $2,889,433

    Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

    2937 Butler Bay Dr N, Windermere, FL 34786
  • 7208 Tattant Blvd, Windermere, FL 34786
    7208 Tattant Blvd, Windermere, FL 34786
    /2

    $605,000 Sold May 04, 2026

    7208 Tattant Blvd, Windermere, FL 34786

    • 4 Beds
    • 2 Baths
    • 2,215 Sq Ft
    • Built 2012

    Last Sold Summary

    • 1% Above List Price
    • $273/SF
    • 2 Days On Market

    Current Estimated Value $594,752

    Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

    7208 Tattant Blvd, Windermere, FL 34786
  • 14211 Bridgewater Crossings Blvd, Windermere, FL 34786
    14211 Bridgewater Crossings Blvd, Windermere, FL 34786
    /2

    $485,000 Sold Dec 22, 2025

    14211 Bridgewater Crossings Blvd, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,749 Sq Ft
    • Built 2006

    Last Sold Summary

    • $277/SF
    • 3 Days On Market

    Current Estimated Value $481,708

    Last Listing Agent John Berry FATHOM REALTY FL LLC

    14211 Bridgewater Crossings Blvd, Windermere, FL 34786
  • 10433 Trout Rd, Orlando, FL 32836
    10433 Trout Rd, Orlando, FL 32836
    /2

    $2,000,000 Sold Jul 30, 2025

    10433 Trout Rd, Orlando, FL 32836

    • 1 Bed
    • 1 Bath
    • 1,124 Sq Ft
    • Built 1966

    Last Sold Summary

    • 11% Below List Price
    • $1,779/SF
    • 137 Days On Market

    Current Estimated Value $1,984,672

    Last Listing Agent Ursula Garcia Moraes PRISTINE INTERNATIONAL REALTY LLC

    10433 Trout Rd, Orlando, FL 32836
  • 6761 Valhalla Way, Windermere, FL 34786
    6761 Valhalla Way, Windermere, FL 34786
    /2

    $2,250,000 Sold Oct 06, 2025

    6761 Valhalla Way, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 4,929 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $456/SF
    • 81 Days On Market

    Current Estimated Value $2,263,072

    Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

    6761 Valhalla Way, Windermere, FL 34786
  • 12840 Calderdale Ave, Windermere, FL 34786
    12840 Calderdale Ave, Windermere, FL 34786
    /2

    $423,000 Sold Mar 24, 2026

    12840 Calderdale Ave, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 1,905 Sq Ft
    • Built 2010

    Last Sold Summary

    • 3% Below List Price
    • $222/SF
    • 6 Days On Market

    Current Estimated Value $432,406

    Last Listing Agent Edouard Sarkissian COLDWELL BANKER REALTY

    12840 Calderdale Ave, Windermere, FL 34786
  • 14257 Desert Haven St Unit GE, Windermere, FL 34786
    14257 Desert Haven St Unit GE, Windermere, FL 34786
    /2

    $292,500 Sold Jul 29, 2025

    14257 Desert Haven St Unit GE, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • Built 2012

    Last Sold Summary

    • 13% Below List Price
    • $193/SF
    • 131 Days On Market

    Last Listing Agent Victor Barroeta MBT REALTY LLC

    14257 Desert Haven St Unit GE, Windermere, FL 34786
  • 11661 Black Rail St, Windermere, FL 34786
    11661 Black Rail St, Windermere, FL 34786
    /2

    $460,000 Sold Dec 23, 2025

    11661 Black Rail St, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 1,977 Sq Ft
    • Built 2012

    Last Sold Summary

    • 6% Below List Price
    • $233/SF
    • 11 Days On Market

    Current Estimated Value $473,658

    Last Listing Agent Mengshi Lu JOY ESTATE ENTERPRISE INC

    11661 Black Rail St, Windermere, FL 34786
  • 6248 Louise Cove Dr, Windermere, FL 34786
    6248 Louise Cove Dr, Windermere, FL 34786
    /2

    $2,745,000 Sold Mar 31, 2026

    6248 Louise Cove Dr, Windermere, FL 34786

    • 5 Beds
    • 5.5 Baths
    • 6,253 Sq Ft
    • Built 2002

    Last Sold Summary

    • 4% Below List Price
    • $439/SF
    • 26 Days On Market

    Current Estimated Value $2,890,408

    Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

    6248 Louise Cove Dr, Windermere, FL 34786
  • 14038 Bluebird Park Rd, Windermere, FL 34786
    14038 Bluebird Park Rd, Windermere, FL 34786
    /2

    $875,000 Sold Jul 08, 2025

    14038 Bluebird Park Rd, Windermere, FL 34786

    • 4 Beds
    • 4 Baths
    • 3,348 Sq Ft
    • Built 2006

    Last Sold Summary

    • $261/SF
    • 2 Days On Market

    Current Estimated Value $871,599

    Last Listing Agent Angela Magac THE PROPERTY STOP LLC

    14038 Bluebird Park Rd, Windermere, FL 34786
  • 11854 Water Run Aly, Windermere, FL 34786
    11854 Water Run Aly, Windermere, FL 34786
    /2

    $400,000 Sold Apr 30, 2026

    11854 Water Run Aly, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,588 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Below List Price
    • $252/SF
    • 16 Days On Market

    Current Estimated Value $405,691

    Last Listing Agent Leslie Heimer PREMIER SOTHEBYS INT'L REALTY

    11854 Water Run Aly, Windermere, FL 34786
  • 4077 Isabella Cir, Windermere, FL 34786
    4077 Isabella Cir, Windermere, FL 34786
    /2

    $3,150,000 Sold Jan 08, 2026

    4077 Isabella Cir, Windermere, FL 34786

    • 6 Beds
    • 8 Baths
    • 7,559 Sq Ft
    • Built 2016

    Last Sold Summary

    • 9% Below List Price
    • $417/SF
    • 112 Days On Market

    Current Estimated Value $3,174,175

    Last Listing Agent Brynn Munro CORCORAN PREMIER REALTY

    4077 Isabella Cir, Windermere, FL 34786
  • 11261 Macaw Ct, Windermere, FL 34786
    11261 Macaw Ct, Windermere, FL 34786
    /2

    $2,870,000 Sold Jul 08, 2025

    11261 Macaw Ct, Windermere, FL 34786

    • 4 Beds
    • 6 Baths
    • 5,649 Sq Ft
    • Built 2003

    Last Sold Summary

    • 18% Below List Price
    • $508/SF
    • 314 Days On Market

    Current Estimated Value $2,742,980

    Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

    11261 Macaw Ct, Windermere, FL 34786
  • 6008 Golden Dewdrop Trail, Windermere, FL 34786
    6008 Golden Dewdrop Trail, Windermere, FL 34786
    /2

    $1,015,000 Sold Jun 26, 2025

    6008 Golden Dewdrop Trail, Windermere, FL 34786

    • 8 Beds
    • 5 Baths
    • 4,751 Sq Ft
    • Built 2012

    Last Sold Summary

    • 12% Below List Price
    • $214/SF
    • 20 Days On Market

    Current Estimated Value $1,049,928

    Last Listing Agent Paulo Silva GRINDSTONE REALTY & PROPERTY MANAGEMENT LLC

    6008 Golden Dewdrop Trail, Windermere, FL 34786
  • 11709 Camden Park Dr, Windermere, FL 34786
    11709 Camden Park Dr, Windermere, FL 34786
    /2

    $1,260,000 Sold Sep 17, 2025

    11709 Camden Park Dr, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,518 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Above List Price
    • $358/SF
    • 1 Day On Market

    Current Estimated Value $1,246,707

    Last Listing Agent Lisa Schlender CORCORAN PREMIER REALTY

    11709 Camden Park Dr, Windermere, FL 34786
  • 7401 Ella Ln, Windermere, FL 34786
    7401 Ella Ln, Windermere, FL 34786
    /2

    $580,000 Sold Apr 07, 2026

    7401 Ella Ln, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 2,991 Sq Ft
    • Built 2015

    Last Sold Summary

    • 14% Below List Price
    • $194/SF
    • 200 Days On Market

    Current Estimated Value $589,793

    Last Listing Agent Kriselys Tapia THE REAL ESTATE INTERNATIONAL GROUP LLC

    7401 Ella Ln, Windermere, FL 34786
  • 11026 Coniston Way, Windermere, FL 34786
    11026 Coniston Way, Windermere, FL 34786
    /2

    $2,100,000 Sold Apr 15, 2026

    11026 Coniston Way, Windermere, FL 34786

    • 6 Beds
    • 7.5 Baths
    • 5,783 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $363/SF
    • 2 Days On Market

    Current Estimated Value $2,626,555

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    11026 Coniston Way, Windermere, FL 34786
  • 11014 Hawkshead Ct Unit 2, Windermere, FL 34786
    11014 Hawkshead Ct Unit 2, Windermere, FL 34786
    /2

    $1,675,000 Sold Nov 12, 2025

    11014 Hawkshead Ct Unit 2, Windermere, FL 34786

    • 4 Beds
    • 4 Baths
    • 4,240 Sq Ft
    • Built 2003

    Last Sold Summary

    • 12% Below List Price
    • $395/SF
    • 175 Days On Market

    Current Estimated Value $1,639,382

    Last Listing Agent Julie Davis, LLC COLDWELL BANKER REALTY

    11014 Hawkshead Ct Unit 2, Windermere, FL 34786
  • 1027 Algare Loop, Windermere, FL 34786
    1027 Algare Loop, Windermere, FL 34786
    /2

    $710,000 Sold Jun 02, 2025

    1027 Algare Loop, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,575 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Below List Price
    • $276/SF
    • 13 Days On Market

    Current Estimated Value $716,565

    Last Listing Agent Jackie Isham KELLER WILLIAMS CLASSIC

    1027 Algare Loop, Windermere, FL 34786
  • 6138 Greatwater Dr, Windermere, FL 34786
    6138 Greatwater Dr, Windermere, FL 34786
    /2

    $1,975,000 Sold Aug 08, 2025

    6138 Greatwater Dr, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 4,190 Sq Ft
    • Built 1999

    Last Sold Summary

    • 10% Below List Price
    • $471/SF
    • 3 Days On Market

    Current Estimated Value $1,969,631

    Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

    6138 Greatwater Dr, Windermere, FL 34786

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