49

Recently Sold Windsor, VT Homes

Section Image
  • 59 Weston Heights, Windsor, VT 05089
    59 Weston Heights, Windsor, VT 05089
    59 Weston Heights, Windsor, VT 05089
    /23

    $255,000 Sold Jul 01, 2025

    59 Weston Heights, Windsor, VT 05089

    • 4 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1942

    Last Sold Summary

    • $253/SF
    • 90 Days On Market

    Current Estimated Value $249,554

    Last Listing Agent Don Chabot Town and Country Realty

    59 Weston Heights, Windsor, VT 05089
  • 1 Dorrance St, Windsor, VT 05089
    1 Dorrance St, Windsor, VT 05089
    1 Dorrance St, Windsor, VT 05089
    /41

    $315,000 Sold Nov 21, 2025

    1 Dorrance St, Windsor, VT 05089

    • 2 Beds
    • 1.5 Baths
    • 1,649 Sq Ft
    • Built 1945

    Last Sold Summary

    • 4% Below List Price
    • $191/SF
    • 7 Days On Market

    Last Listing Agent Evan Russell Real Broker LLC

    1 Dorrance St, Windsor, VT 05089
  • 5 Clough Ave, West Windsor, VT 05089
    5 Clough Ave, West Windsor, VT 05089
    5 Clough Ave, West Windsor, VT 05089
    /24

    $60,000 Sold Dec 18, 2025

    5 Clough Ave, West Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft
    • Built 1920

    Last Sold Summary

    • 25% Below List Price
    • $43/SF
    • 13 Days On Market

    Last Listing Agent Derek Greene Derek Greene

    5 Clough Ave, West Windsor, VT 05089
  • 77 Taylor Dr, Windsor, VT 05089
    77 Taylor Dr, Windsor, VT 05089
    77 Taylor Dr, Windsor, VT 05089
    /30

    $335,000 Sold Jun 02, 2025

    77 Taylor Dr, Windsor, VT 05089

    • 8 Beds
    • 4 Baths
    • 5,088 Sq Ft
    • Built 1860

    Last Sold Summary

    • 7% Below List Price
    • $66/SF
    • 126 Days On Market

    Current Estimated Value $334,503

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    77 Taylor Dr, Windsor, VT 05089
  • 138 Ascutney St, Windsor, VT 05089
    138 Ascutney St, Windsor, VT 05089
    138 Ascutney St, Windsor, VT 05089
    /17

    $40,000 Sold Oct 06, 2025

    138 Ascutney St, Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 434 Sq Ft
    • Built 1952

    Last Sold Summary

    • 4% Above List Price
    • $92/SF
    • 6 Days On Market

    Last Listing Agent DJ Chabot Town and Country Realty

    138 Ascutney St, Windsor, VT 05089
  • 338 Us Route 5 S, Windsor, VT 05089
    338 Us Route 5 S, Windsor, VT 05089
    338 Us Route 5 S, Windsor, VT 05089
    /11

    $240,000 Sold Jul 21, 2025

    338 Us Route 5 S, Windsor, VT 05089

    • 6 Beds
    • 2 Baths
    • 2,504 Sq Ft
    • Built 1840

    Last Sold Summary

    • $96/SF
    • 7 Days On Market

    Current Estimated Value $244,507

    Last Listing Agent Kevin Holmes Blue Slate Realty

    338 Us Route 5 S, Windsor, VT 05089
  • 16 Day St, Windsor, VT 05089
    16 Day St, Windsor, VT 05089
    16 Day St, Windsor, VT 05089
    /26

    $94,900 Sold Dec 04, 2025

    16 Day St, Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft
    • Built 1930

    Last Sold Summary

    • $144/SF
    • 4 Days On Market

    Last Listing Agent Robert Balewicz Evergreen Realty of Vermont

    16 Day St, Windsor, VT 05089
  • 30 Union St, Windsor, VT 05089
    30 Union St, Windsor, VT 05089
    30 Union St, Windsor, VT 05089
    /32

    $350,000 Sold May 30, 2025

    30 Union St, Windsor, VT 05089

    • 4 Beds
    • 4.5 Baths
    • 3,990 Sq Ft
    • Built 1900

    Last Sold Summary

    • 19% Below List Price
    • $88/SF
    • 232 Days On Market

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    30 Union St, Windsor, VT 05089
  • 96 Dairy Ln, Windsor, VT 05089
    96 Dairy Ln, Windsor, VT 05089
    96 Dairy Ln, Windsor, VT 05089
    /38

    $400,000 Sold Dec 19, 2025

    96 Dairy Ln, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 2,272 Sq Ft
    • Built 1992

    Last Sold Summary

    • 13% Below List Price
    • $176/SF
    • 85 Days On Market

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    96 Dairy Ln, Windsor, VT 05089
  • 66 Union St, Windsor, VT 05089
    66 Union St, Windsor, VT 05089
    66 Union St, Windsor, VT 05089
    /18

    $219,000 Sold Sep 02, 2025

    66 Union St, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,743 Sq Ft
    • Built 1856

    Last Sold Summary

    • 14% Below List Price
    • $126/SF
    • 56 Days On Market

    Current Estimated Value $213,988

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    66 Union St, Windsor, VT 05089
  • 58 Morningside Dr, Windsor, VT 05089
    58 Morningside Dr, Windsor, VT 05089
    58 Morningside Dr, Windsor, VT 05089
    /28

    $395,900 Sold Nov 13, 2025

    58 Morningside Dr, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft
    • Built 1957

    Last Sold Summary

    • 1% Below List Price
    • $236/SF
    • 17 Days On Market

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    58 Morningside Dr, Windsor, VT 05089
  • 8 Old Mill Pond Rd, Windsor, VT 05089
    8 Old Mill Pond Rd, Windsor, VT 05089
    /2

    $305,000 Sold Aug 26, 2025

    8 Old Mill Pond Rd, Windsor, VT 05089

    • 3 Beds
    • 5 Baths
    • 1,754 Sq Ft
    • Built 1989

    Last Sold Summary

    • $174/SF
    • 0 Days On Market

    Current Estimated Value $297,274

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    8 Old Mill Pond Rd, Windsor, VT 05089
  • 32 Ascutney St, Windsor, VT 05089
    32 Ascutney St, Windsor, VT 05089
    /2

    $365,000 Sold May 15, 2025

    32 Ascutney St, Windsor, VT 05089

    • 4 Beds
    • 3 Baths
    • 1,998 Sq Ft
    • Built 1919

    Last Sold Summary

    • 3% Above List Price
    • $183/SF
    • 0 Days On Market

    Current Estimated Value $361,223

    Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    32 Ascutney St, Windsor, VT 05089
  • 672 County Rd, Windsor, VT 05089
    672 County Rd, Windsor, VT 05089
    /2

    $340,000 Sold Sep 05, 2025

    672 County Rd, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1988

    Last Sold Summary

    • $227/SF
    • 0 Days On Market

    Current Estimated Value $341,210

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    672 County Rd, Windsor, VT 05089
  • 00 Snow Ln, Windsor, VT 05089
    00 Snow Ln, Windsor, VT 05089
    00 Snow Ln, Windsor, VT 05089
    /41

    $90,000 Sold Oct 30, 2025

    00 Snow Ln, Windsor, VT 05089

    • Land
    • 1.23 Acres
    • $73,171 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 149 Days On Market

    Last Listing Agent John Bassette Bassette Real Estate Group

    00 Snow Ln, Windsor, VT 05089
  • 473 Taylor Dr, Windsor, VT 05089
    473 Taylor Dr, Windsor, VT 05089
    473 Taylor Dr, Windsor, VT 05089
    /36

    $426,000 Sold Jan 23, 2026

    473 Taylor Dr, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 1,832 Sq Ft
    • Built 2003

    Last Sold Summary

    • $233/SF
    • 2 Days On Market

    Last Listing Agent Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    473 Taylor Dr, Windsor, VT 05089
  • 32 Clough Ave, Windsor, VT 05089
    32 Clough Ave, Windsor, VT 05089
    32 Clough Ave, Windsor, VT 05089
    /22

    $292,500 Sold Aug 28, 2025

    32 Clough Ave, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,606 Sq Ft
    • Built 1920

    Last Sold Summary

    • $182/SF
    • 2 Days On Market

    Current Estimated Value $281,672

    Last Listing Agent Susan Bellville Bellville Realty

    32 Clough Ave, Windsor, VT 05089
  • 9 Main St, Windsor, VT 05089
    9 Main St, Windsor, VT 05089
    9 Main St, Windsor, VT 05089
    /29

    $200,001 Sold Aug 28, 2025

    9 Main St, Windsor, VT 05089

    • 4 Beds
    • 1.5 Baths
    • 2,310 Sq Ft
    • Built 1890

    Last Sold Summary

    • $87/SF
    • 17 Days On Market

    Current Estimated Value $240,948

    Last Listing Agent Linda Benoit Highland Realty

    9 Main St, Windsor, VT 05089
  • 31 Maple St, Windsor, VT 05089
    31 Maple St, Windsor, VT 05089
    31 Maple St, Windsor, VT 05089
    /36

    $215,000 Sold Oct 06, 2025

    31 Maple St, Windsor, VT 05089

    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft
    • Built 1900

    Last Sold Summary

    • 22% Below List Price
    • $113/SF
    • 56 Days On Market

    Current Estimated Value $217,333

    Last Listing Agent Tara Reeves Vermont Real Estate Company

    31 Maple St, Windsor, VT 05089
  • 3 Fitch Ct, Windsor, VT 05089
    3 Fitch Ct, Windsor, VT 05089
    3 Fitch Ct, Windsor, VT 05089
    /18

    $229,000 Sold Jun 25, 2025

    3 Fitch Ct, Windsor, VT 05089

    • 2 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 1940

    Last Sold Summary

    • $138/SF
    • 20 Days On Market

    Current Estimated Value $232,641

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    3 Fitch Ct, Windsor, VT 05089
  • 57 Victory Cir, Windsor, VT 05089
    57 Victory Cir, Windsor, VT 05089
    57 Victory Cir, Windsor, VT 05089
    /28

    $281,500 Sold Jan 30, 2025

    57 Victory Cir, Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 1,271 Sq Ft
    • Built 1976

    Last Sold Summary

    • 1% Above List Price
    • $221/SF
    • 3 Days On Market

    Current Estimated Value $282,403

    Last Listing Agent Chelsea Bevis KW Vermont Woodstock

    57 Victory Cir, Windsor, VT 05089
  • 2125 U S 5, Windsor, VT 05089
    2125 U S 5, Windsor, VT 05089
    2125 U S 5, Windsor, VT 05089
    /28

    $245,000 Sold Jun 02, 2025

    2125 U S 5, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,654 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Above List Price
    • $148/SF
    • 39 Days On Market

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    2125 U S 5, Windsor, VT 05089
  • 17 Dewey Ave, Windsor, VT 05089
    17 Dewey Ave, Windsor, VT 05089
    17 Dewey Ave, Windsor, VT 05089
    /56

    $119,000 Sold Mar 17, 2025

    17 Dewey Ave, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,523 Sq Ft
    • Built 1935

    Last Sold Summary

    • 34% Below List Price
    • $78/SF
    • 139 Days On Market

    Current Estimated Value $184,817

    Last Listing Agent Dorothy Griswold The Clerkin Agency, P.C.

    17 Dewey Ave, Windsor, VT 05089
  • 42 Elm St, Windsor, VT 05089
    42 Elm St, Windsor, VT 05089
    42 Elm St, Windsor, VT 05089
    /17

    $275,000 Sold Jun 09, 2025

    42 Elm St, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Built 1934

    Last Sold Summary

    • $218/SF
    • 6 Days On Market

    Current Estimated Value $270,433

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    42 Elm St, Windsor, VT 05089
  • 205 Channing Dr, Windsor, VT 05089
    205 Channing Dr, Windsor, VT 05089
    205 Channing Dr, Windsor, VT 05089
    /21

    $310,000 Sold Sep 05, 2025

    205 Channing Dr, Windsor, VT 05089

    • 2 Beds
    • 1.5 Baths
    • 1,391 Sq Ft
    • Built 1964

    Last Sold Summary

    • 11% Below List Price
    • $223/SF
    • 43 Days On Market

    Current Estimated Value $303,885

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    205 Channing Dr, Windsor, VT 05089
  • 2085 Us Route 5 S, Windsor, VT 05089
    2085 Us Route 5 S, Windsor, VT 05089
    2085 Us Route 5 S, Windsor, VT 05089
    /27

    $327,000 Sold Sep 26, 2025

    2085 Us Route 5 S, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,560 Sq Ft
    • Built 1933

    Last Sold Summary

    • 12% Above List Price
    • $210/SF
    • 4 Days On Market

    Current Estimated Value $298,504

    Last Listing Agent Josh Gray Real Broker LLC

    2085 Us Route 5 S, Windsor, VT 05089
  • 68 Jarvis St Unit 70, Windsor, VT 05089
    68 Jarvis St Unit 70, Windsor, VT 05089
    68 Jarvis St Unit 70, Windsor, VT 05089
    /41

    $165,000 Sold Jan 23, 2026

    68 Jarvis St Unit 70, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,602 Sq Ft
    • Built 1917

    Last Sold Summary

    • $103/SF
    • 48 Days On Market

    Last Listing Agent Karolina Burtt EXP Realty

    68 Jarvis St Unit 70, Windsor, VT 05089
  • 14 Central St, Windsor, VT 05089
    14 Central St, Windsor, VT 05089
    14 Central St, Windsor, VT 05089
    /15

    $210,000 Sold Aug 06, 2025

    14 Central St, Windsor, VT 05089

    • 1 Bed
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1920

    Last Sold Summary

    • $199/SF
    • 7 Days On Market

    Current Estimated Value $202,971

    Last Listing Agent David White OwnerEntry.com

    14 Central St, Windsor, VT 05089
  • 3361 County Rd, Windsor, VT 05089
    3361 County Rd, Windsor, VT 05089
    3361 County Rd, Windsor, VT 05089
    /39

    $500,000 Sold Dec 19, 2025

    3361 County Rd, Windsor, VT 05089

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft
    • Built 1971

    Last Sold Summary

    • 21% Below List Price
    • $344/SF
    • 137 Days On Market

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    3361 County Rd, Windsor, VT 05089
  • 2545 County Rd, Windsor, VT 05089
    2545 County Rd, Windsor, VT 05089
    2545 County Rd, Windsor, VT 05089
    /20

    $230,000 Sold Nov 24, 2025

    2545 County Rd, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 2,289 Sq Ft
    • Built 2001

    Last Sold Summary

    • 20% Below List Price
    • $100/SF
    • 0 Days On Market

    Last Listing Agent Chelsea Bevis KW Vermont Woodstock

    2545 County Rd, Windsor, VT 05089
  • 2 Walker Cemetery Trail, Windsor, VT 05089
    2 Walker Cemetery Trail, Windsor, VT 05089
    2 Walker Cemetery Trail, Windsor, VT 05089
    /60

    $579,000 Sold Jun 19, 2025

    2 Walker Cemetery Trail, Windsor, VT 05089

    • 3 Beds
    • 4 Baths
    • 3,006 Sq Ft
    • Built 1800

    Last Sold Summary

    • 2% Below List Price
    • $193/SF
    • 39 Days On Market

    Current Estimated Value $584,157

    Last Listing Agent John Bassette Bassette Real Estate Group

    2 Walker Cemetery Trail, Windsor, VT 05089
  • 255 Channing Dr, Windsor, VT 05089
    255 Channing Dr, Windsor, VT 05089
    255 Channing Dr, Windsor, VT 05089
    /20

    $350,000 Sold Aug 29, 2025

    255 Channing Dr, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1996

    Last Sold Summary

    • $293/SF
    • 1 Day On Market

    Current Estimated Value $339,287

    Last Listing Agent Lisa Baldwin Coldwell Banker LIFESTYLES - Hanover

    255 Channing Dr, Windsor, VT 05089
  • 2505 County Rd, Windsor, VT 05089
    2505 County Rd, Windsor, VT 05089
    2505 County Rd, Windsor, VT 05089
    /30

    $299,000 Sold Sep 30, 2025

    2505 County Rd, Windsor, VT 05089

    • 2 Beds
    • 1 Bath
    • 1,332 Sq Ft
    • Built 1974

    Last Sold Summary

    • $224/SF
    • 11 Days On Market

    Last Listing Agent Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    2505 County Rd, Windsor, VT 05089
  • 1471 County Rd, Windsor, VT 05089
    1471 County Rd, Windsor, VT 05089
    1471 County Rd, Windsor, VT 05089
    /25

    $290,000 Sold Aug 25, 2025

    1471 County Rd, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • Built 1975

    Last Sold Summary

    • $132/SF
    • 14 Days On Market

    Current Estimated Value $291,765

    Last Listing Agent Jenn Boyer Coldwell Banker Homes Unlimited

    1471 County Rd, Windsor, VT 05089
  • 21 Bavier Ave, Windsor, VT 05089
    21 Bavier Ave, Windsor, VT 05089
    21 Bavier Ave, Windsor, VT 05089
    /26

    $256,500 Sold Nov 14, 2025

    21 Bavier Ave, Windsor, VT 05089

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1920

    Last Sold Summary

    • $208/SF
    • 16 Days On Market

    Last Listing Agent Susan Bellville Bellville Realty

    21 Bavier Ave, Windsor, VT 05089
  • 7 Stardust Cir, Windsor, VT 05089
    7 Stardust Cir, Windsor, VT 05089
    7 Stardust Cir, Windsor, VT 05089
    /25

    $145,000 Sold Jul 18, 2025

    7 Stardust Cir, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,742 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $83/SF
    • 5 Days On Market

    Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

    7 Stardust Cir, Windsor, VT 05089
  • 18 County Rd, Windsor, VT 05089
    18 County Rd, Windsor, VT 05089
    18 County Rd, Windsor, VT 05089
    /39

    $325,000 Sold Feb 12, 2025

    18 County Rd, Windsor, VT 05089

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1890

    Last Sold Summary

    • 11% Below List Price
    • $232/SF
    • 36 Days On Market

    Current Estimated Value $320,219

    Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

    18 County Rd, Windsor, VT 05089
  • 4 Old Mill Pond Rd, Windsor, VT 05089
    4 Old Mill Pond Rd, Windsor, VT 05089
    4 Old Mill Pond Rd, Windsor, VT 05089
    /36

    $270,000 Sold May 12, 2025

    4 Old Mill Pond Rd, Windsor, VT 05089

    • 3 Beds
    • 4 Baths
    • 2,052 Sq Ft
    • Built 1989

    Last Sold Summary

    • 40% Below List Price
    • $132/SF
    • 294 Days On Market

    Current Estimated Value $287,558

    Last Listing Agent Julie Davis KW Vermont Woodstock

    4 Old Mill Pond Rd, Windsor, VT 05089
  • 102-104 State St, Windsor, VT 05089
    102-104 State St, Windsor, VT 05089
    /2

    $250,000 Sold Oct 02, 2025

    102-104 State St, Windsor, VT 05089

    • 7 Beds
    • 4 Baths
    • 3,894 Sq Ft
    • Built 1890

    Last Sold Summary

    • 36% Below List Price
    • $64/SF
    • 188 Days On Market

    Last Listing Agent Don Chabot Town and Country Realty

    102-104 State St, Windsor, VT 05089
  • 71 Brian Jones Rd, Windsor, VT 05089
    71 Brian Jones Rd, Windsor, VT 05089
    /2

    $490,000 Sold Mar 14, 2025

    71 Brian Jones Rd, Windsor, VT 05089

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • Built 1936

    Last Sold Summary

    • 24% Below List Price
    • $209/SF
    • 203 Days On Market

    Current Estimated Value $419,838

    Last Listing Agent Chelsea Richardson Barrett and Valley Associates Inc.

    71 Brian Jones Rd, Windsor, VT 05089

Showing Results 1 - 40, Page 1 of 2

Vermont Windsor County Windsor

Recently Sold Real Estate & Homes in Windsor, VT

Frequently Asked Questions

What is the average home price in Windsor, VT?
Homes for sale in Windsor, VT have an average home price of $323,000.
What is the average time to sell a house in Windsor, VT?
The houses for sale in Windsor, VT spend an average of 82 days on the market.
What is the number of active homes for sale in Windsor, VT?
There are 4 active homes for sale in Windsor, VT.
How many homes have sold over the last 12 months in Windsor, VT?
38 homes have sold in Windsor, VT over the last 12 months.

Home Trends in Windsor, VT

On average, homes in Windsor, VT sell after 82 days on the market compared to the national average of 53 days. The median sale price for homes in Windsor, VT over the last 12 months is $274,500, down 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$274,500
Median Single Family Sale Price
$270,500
Median Townhouse Sale Price
$500,000
Average Price Per Sq Ft
$198
Number of Homes for Sale
4
Last 12 months Home Sales
38
Months of Supply
1.30
Median List Price
$289,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-10%
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