76

Recently Sold Chester, VT Homes

Section Image
  • 769 Davidson Hill Rd, Chester, VT 05143
    769 Davidson Hill Rd, Chester, VT 05143
    769 Davidson Hill Rd, Chester, VT 05143
    /41

    $327,500 Sold Aug 21, 2025

    769 Davidson Hill Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Below List Price
    • $234/SF
    • 7 Days On Market

    Current Estimated Value $335,335

    Last Listing Agent Frank Provance Diamond Realty

    769 Davidson Hill Rd, Chester, VT 05143
  • 62 Circle Dr, Chester, VT 05143
    62 Circle Dr, Chester, VT 05143
    62 Circle Dr, Chester, VT 05143
    /37

    $389,000 Sold Sep 22, 2025

    62 Circle Dr, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1945

    Last Sold Summary

    • $325/SF
    • 6 Days On Market

    Current Estimated Value $373,678

    Last Listing Agent Chelsea Bevis KW Vermont Woodstock

    62 Circle Dr, Chester, VT 05143
  • 110 Shady Grove Ln, Chester, VT 05143
    110 Shady Grove Ln, Chester, VT 05143
    110 Shady Grove Ln, Chester, VT 05143
    /33

    $210,000 Sold Jan 21, 2025

    110 Shady Grove Ln, Chester, VT 05143

    • 2 Beds
    • 2 Baths
    • Built 2022

    Last Sold Summary

    • 29% Below List Price
    • 47 Days On Market

    Current Estimated Value $224,670

    Last Listing Agent Rob Weltz Barrett and Valley Associates Inc.

    110 Shady Grove Ln, Chester, VT 05143
  • 3590 Vt 103, Chester, VT 05143
    3590 Vt 103, Chester, VT 05143
    3590 Vt 103, Chester, VT 05143
    /26

    $311,688 Sold May 30, 2025

    3590 Vt 103, Chester, VT 05143

    • 4 Beds
    • 2 Baths
    • 2,702 Sq Ft
    • Built 1850

    Last Sold Summary

    • 35% Below List Price
    • $115/SF
    • 387 Days On Market

    Last Listing Agent Jessica Samples BHG Masiello Keene

    3590 Vt 103, Chester, VT 05143
  • 566 Simonsville Rd, Chester, VT 05143
    566 Simonsville Rd, Chester, VT 05143
    566 Simonsville Rd, Chester, VT 05143
    /53

    $499,000 Sold Feb 03, 2025

    566 Simonsville Rd, Chester, VT 05143

    • 3 Beds
    • 2.5 Baths
    • 2,650 Sq Ft
    • Built 1820

    Last Sold Summary

    • 17% Below List Price
    • $188/SF
    • 229 Days On Market

    Current Estimated Value $528,000

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    566 Simonsville Rd, Chester, VT 05143
  • 1295 Middletown Rd, Chester, VT 05143
    1295 Middletown Rd, Chester, VT 05143
    /2

    $792,000 Sold Jul 15, 2025

    1295 Middletown Rd, Chester, VT 05143

    • 3 Beds
    • 3.5 Baths
    • 3,614 Sq Ft
    • Built 2012

    Last Sold Summary

    • 7% Below List Price
    • $219/SF
    • 0 Days On Market

    Current Estimated Value $760,065

    Last Listing Agent Sarah Sheehan William Raveis Real Estate Vermont Properties

    1295 Middletown Rd, Chester, VT 05143
  • 725 Flamstead Rd, Chester, VT 05143
    725 Flamstead Rd, Chester, VT 05143
    /2

    $800,000 Sold Dec 12, 2025

    725 Flamstead Rd, Chester, VT 05143

    • 4 Beds
    • 3.5 Baths
    • 2,775 Sq Ft
    • Built 2005

    Last Sold Summary

    • 11% Below List Price
    • $288/SF
    • 17 Days On Market

    Last Listing Agent Gary Coger Four Seasons Sotheby's Int'l Realty

    725 Flamstead Rd, Chester, VT 05143
  • 106 Hall Rd, Chester, VT 05143
    106 Hall Rd, Chester, VT 05143
    106 Hall Rd, Chester, VT 05143
    /27

    $210,000 Sold Nov 20, 2025

    106 Hall Rd, Chester, VT 05143

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft
    • Built 1950

    Last Sold Summary

    • 16% Below List Price
    • $398/SF
    • 33 Days On Market

    Last Listing Agent Sandy Reavill Real Broker LLC

    106 Hall Rd, Chester, VT 05143
  • 302 Davidson Hill Rd, Chester, VT 05143
    302 Davidson Hill Rd, Chester, VT 05143
    /2

    $330,000 Sold Nov 20, 2025

    302 Davidson Hill Rd, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1989

    Last Sold Summary

    • 15% Below List Price
    • $367/SF
    • 114 Days On Market

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    302 Davidson Hill Rd, Chester, VT 05143
  • 316 Little Pond Rd, Chester, VT 05143
    316 Little Pond Rd, Chester, VT 05143
    316 Little Pond Rd, Chester, VT 05143
    /54

    $540,000 Sold May 23, 2025

    316 Little Pond Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1975

    Last Sold Summary

    • $371/SF
    • 32 Days On Market

    Current Estimated Value $544,297

    Last Listing Agent Nick Sicard EXP Realty

    316 Little Pond Rd, Chester, VT 05143
  • 0 Remington Rd Unit 5049898, Chester, VT 05143
    0 Remington Rd Unit 5049898, Chester, VT 05143
    0 Remington Rd Unit 5049898, Chester, VT 05143
    /20

    $80,000 Sold Dec 05, 2025

    0 Remington Rd Unit 5049898, Chester, VT 05143

    • Land
    • 1.82 Acres
    • $43,956 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 122 Days On Market

    Last Listing Agent Frank Provance Diamond Realty

    0 Remington Rd Unit 5049898, Chester, VT 05143
  • 1950 Anderson Rd, Chester, VT 05143
    1950 Anderson Rd, Chester, VT 05143
    1950 Anderson Rd, Chester, VT 05143
    /24

    $269,000 Sold Dec 15, 2025

    1950 Anderson Rd, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 876 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Above List Price
    • $307/SF
    • 5 Days On Market

    Last Listing Agent Wilma Skovinski Berkley & Veller Greenwood Country

    1950 Anderson Rd, Chester, VT 05143
  • 611 Simmons Rd, Chester, VT 05143
    611 Simmons Rd, Chester, VT 05143
    611 Simmons Rd, Chester, VT 05143
    /32

    $1,510,000 Sold Dec 22, 2025

    611 Simmons Rd, Chester, VT 05143

    • 2 Beds
    • 4 Baths
    • 3,514 Sq Ft
    • Built 1965

    Last Sold Summary

    • 33% Below List Price
    • $430/SF
    • 151 Days On Market

    Last Listing Agent Dia Jenks LandVest, Inc/Woodstock

    611 Simmons Rd, Chester, VT 05143
  • 1873 Brockway Mills Rd, Chester, VT 05143
    1873 Brockway Mills Rd, Chester, VT 05143
    1873 Brockway Mills Rd, Chester, VT 05143
    /40

    $640,000 Sold May 16, 2025

    1873 Brockway Mills Rd, Chester, VT 05143

    • 5 Beds
    • 3 Baths
    • 2,752 Sq Ft
    • Built 2024

    Last Sold Summary

    • 15% Below List Price
    • $233/SF
    • 113 Days On Market

    Last Listing Agent Heather Gleim CENTURY 21 North East

    1873 Brockway Mills Rd, Chester, VT 05143
  • 31 Palmer Rd, Chester, VT 05143
    31 Palmer Rd, Chester, VT 05143
    /2

    $669,000 Sold Sep 04, 2025

    31 Palmer Rd, Chester, VT 05143

    • 3 Beds
    • 2.5 Baths
    • 2,605 Sq Ft
    • Built 1980

    Last Sold Summary

    • $257/SF
    • 7 Days On Market

    Current Estimated Value $671,459

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    31 Palmer Rd, Chester, VT 05143
  • 117 S Main St, Chester, VT 05143
    117 S Main St, Chester, VT 05143
    /2

    $330,000 Sold Apr 22, 2025

    117 S Main St, Chester, VT 05143

    • 4 Beds
    • 3 Baths
    • 2,008 Sq Ft
    • Built 1850

    Last Sold Summary

    • 12% Below List Price
    • $164/SF
    • 318 Days On Market

    Current Estimated Value $332,606

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    117 S Main St, Chester, VT 05143
  • 0 Remington Rd Unit 6 4996522, Chester, VT 05143
    0 Remington Rd Unit 6 4996522, Chester, VT 05143
    0 Remington Rd Unit 6 4996522, Chester, VT 05143
    /5

    $20,000 Sold Jan 30, 2025

    0 Remington Rd Unit 6 4996522, Chester, VT 05143

    • Land
    • 1.34 Acres
    • $14,925 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 207 Days On Market

    Last Listing Agent Frank Provance Diamond Realty

    0 Remington Rd Unit 6 4996522, Chester, VT 05143
  • 841 Farrar Rd, Chester, VT 05143
    841 Farrar Rd, Chester, VT 05143
    841 Farrar Rd, Chester, VT 05143
    /35

    $190,000 Sold Sep 26, 2025

    841 Farrar Rd, Chester, VT 05143

    • 3 Beds
    • 1 Bath
    • 1,322 Sq Ft
    • Built 1965

    Last Sold Summary

    • 5% Below List Price
    • $144/SF
    • 78 Days On Market

    Current Estimated Value $198,080

    Last Listing Agent Taylor Medeiros-Batey KW Coastal and Lakes & Mountains Realty/Hanover

    841 Farrar Rd, Chester, VT 05143
  • 358 Maple Ridge Rd, Chester, VT 05143
    358 Maple Ridge Rd, Chester, VT 05143
    358 Maple Ridge Rd, Chester, VT 05143
    /16

    $285,000 Sold Jul 31, 2025

    358 Maple Ridge Rd, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 1,488 Sq Ft
    • Built 1989

    Last Sold Summary

    • $192/SF
    • 2 Days On Market

    Current Estimated Value $280,950

    Last Listing Agent Gale Alger Alger Real Estate Agency

    358 Maple Ridge Rd, Chester, VT 05143
  • 525 Route 103 N, Chester, VT 05143
    525 Route 103 N, Chester, VT 05143
    525 Route 103 N, Chester, VT 05143
    /60

    $315,000 Sold Dec 10, 2025

    525 Route 103 N, Chester, VT 05143

    • 6 Beds
    • 1 Bath
    • 2,308 Sq Ft
    • Built 1830

    Last Sold Summary

    • 47% Below List Price
    • $136/SF
    • 69 Days On Market

    Last Listing Agent Glenn Olney Barrett and Valley Associates Inc.

    525 Route 103 N, Chester, VT 05143
  • 3236 Weston-Andover Rd, Chester, VT 05143
    3236 Weston-Andover Rd, Chester, VT 05143
    3236 Weston-Andover Rd, Chester, VT 05143
    /60

    $677,000 Sold Aug 15, 2025

    3236 Weston-Andover Rd, Chester, VT 05143

    • 4 Beds
    • 3 Baths
    • 2,456 Sq Ft
    • Built 1878

    Last Sold Summary

    • 6% Above List Price
    • $276/SF
    • 6 Days On Market

    Current Estimated Value $628,909

    Last Listing Agent Mendi Michael Engel & Völkers Okemo

    3236 Weston-Andover Rd, Chester, VT 05143
  • 186 Mountain View, Chester, VT 05143
    186 Mountain View, Chester, VT 05143
    /2

    $250,000 Sold Jul 16, 2025

    186 Mountain View, Chester, VT 05143

    • 3 Beds
    • 1 Bath
    • 966 Sq Ft
    • Built 1942

    Last Sold Summary

    • $259/SF
    • 40 Days On Market

    Current Estimated Value $244,606

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    186 Mountain View, Chester, VT 05143
  • 102 Church St, Chester, VT 05143
    102 Church St, Chester, VT 05143
    102 Church St, Chester, VT 05143
    /48

    $412,000 Sold Apr 30, 2025

    102 Church St, Chester, VT 05143

    • 4 Beds
    • 2 Baths
    • 1,990 Sq Ft
    • Built 1895

    Last Sold Summary

    • 8% Below List Price
    • $207/SF
    • 142 Days On Market

    Current Estimated Value $382,636

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    102 Church St, Chester, VT 05143
  • 489 Main St, Chester, VT 05143
    489 Main St, Chester, VT 05143
    489 Main St, Chester, VT 05143
    /34

    $340,000 Sold Mar 27, 2025

    489 Main St, Chester, VT 05143

    • 4 Beds
    • 2 Baths
    • 2,220 Sq Ft
    • Built 1860

    Last Sold Summary

    • 3% Below List Price
    • $153/SF
    • 10 Days On Market

    Current Estimated Value $339,009

    Last Listing Agent Gary Coger Four Seasons Sotheby's Int'l Realty

    489 Main St, Chester, VT 05143
  • 246 Putnam Hill Rd, Chester, VT 05143
    246 Putnam Hill Rd, Chester, VT 05143
    246 Putnam Hill Rd, Chester, VT 05143
    /51

    $550,000 Sold Nov 17, 2025

    246 Putnam Hill Rd, Chester, VT 05143

    • 3 Beds
    • 3.5 Baths
    • 2,256 Sq Ft
    • Built 2004

    Last Sold Summary

    • $244/SF
    • 10 Days On Market

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    246 Putnam Hill Rd, Chester, VT 05143
  • 0 Whitmore Brook Rd, Chester, VT 05143
    0 Whitmore Brook Rd, Chester, VT 05143
    0 Whitmore Brook Rd, Chester, VT 05143
    /6

    $60,000 Sold Jan 21, 2025

    0 Whitmore Brook Rd, Chester, VT 05143

    • Land
    • 13.69 Acres
    • $4,383 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 98 Days On Market

    Last Listing Agent Frank Provance Diamond Realty

    0 Whitmore Brook Rd, Chester, VT 05143
  • 0 Hall Rd, Chester, VT 05143
    0 Hall Rd, Chester, VT 05143
    0 Hall Rd, Chester, VT 05143
    /19

    $85,000 Sold Jul 16, 2025

    0 Hall Rd, Chester, VT 05143

    • Land
    • 46.77 Acres
    • $1,817 per Acre

    Last Sold Summary

    • 29% Below List Price
    • 195 Days On Market

    Last Listing Agent Jessica Samples BHG Masiello Keene

    0 Hall Rd, Chester, VT 05143
  • 218 Gunderson Rd, Chester, VT 05143
    218 Gunderson Rd, Chester, VT 05143
    218 Gunderson Rd, Chester, VT 05143
    /50

    $950,000 Sold May 30, 2025

    218 Gunderson Rd, Chester, VT 05143

    • 5 Beds
    • 2.5 Baths
    • 3,175 Sq Ft
    • Built 1907

    Last Sold Summary

    • 24% Below List Price
    • $299/SF
    • 263 Days On Market

    Current Estimated Value $824,306

    Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

    218 Gunderson Rd, Chester, VT 05143
  • Lot 3 Mattson Rd, Chester, VT 05143
    Lot 3 Mattson Rd, Chester, VT 05143
    Lot 3 Mattson Rd, Chester, VT 05143
    /15

    $95,000 Sold Nov 17, 2025

    Lot 3 Mattson Rd, Chester, VT 05143

    • Land
    • 3.24 Acres
    • $29,321 per Acre

    Last Sold Summary

    • 26% Below List Price
    • 129 Days On Market

    Last Listing Agent Jessica Citera Cummings & Co

    Lot 3 Mattson Rd, Chester, VT 05143
  • 387 Weston-Andover Rd, Chester, VT 05143
    387 Weston-Andover Rd, Chester, VT 05143
    387 Weston-Andover Rd, Chester, VT 05143
    /57

    $399,000 Sold Jul 31, 2025

    387 Weston-Andover Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft
    • Built 1974

    Last Sold Summary

    • $285/SF
    • 22 Days On Market

    Current Estimated Value $393,139

    Last Listing Agent Jessica Citera Cummings & Co

    387 Weston-Andover Rd, Chester, VT 05143
  • 1573 Flamstead Rd, Chester, VT 05143
    1573 Flamstead Rd, Chester, VT 05143
    1573 Flamstead Rd, Chester, VT 05143
    /39

    $560,000 Sold Nov 25, 2025

    1573 Flamstead Rd, Chester, VT 05143

    • 4 Beds
    • 3 Baths
    • 2,689 Sq Ft
    • Built 1840

    Last Sold Summary

    • 7% Below List Price
    • $208/SF
    • 43 Days On Market

    Last Listing Agent Jamie Watson BHG Masiello Keene

    1573 Flamstead Rd, Chester, VT 05143
  • 423 Main St, Chester, VT 05143
    423 Main St, Chester, VT 05143
    423 Main St, Chester, VT 05143
    /36

    $425,000 Sold Dec 18, 2025

    423 Main St, Chester, VT 05143

    • 6 Beds
    • 5 Baths
    • 3,217 Sq Ft
    • Built 1850

    Last Sold Summary

    • 30% Below List Price
    • $132/SF
    • 211 Days On Market

    Last Listing Agent Betty McEnaney Diamond Realty

    423 Main St, Chester, VT 05143
  • 2240 Baltimore Rd, Chester, VT 05143
    2240 Baltimore Rd, Chester, VT 05143
    2240 Baltimore Rd, Chester, VT 05143
    /39

    $385,000 Sold Mar 20, 2025

    2240 Baltimore Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft
    • Built 1986

    Last Sold Summary

    • $254/SF
    • 14 Days On Market

    Current Estimated Value $390,445

    Last Listing Agent Morriah Adams BHG Masiello Brattleboro

    2240 Baltimore Rd, Chester, VT 05143
  • 350 Farrar Rd, Chester, VT 05143
    350 Farrar Rd, Chester, VT 05143
    350 Farrar Rd, Chester, VT 05143
    /31

    $600,000 Sold Aug 18, 2025

    350 Farrar Rd, Chester, VT 05143

    • 4 Beds
    • 2.5 Baths
    • 2,747 Sq Ft
    • Built 1998

    Last Sold Summary

    • 14% Below List Price
    • $218/SF
    • 71 Days On Market

    Last Listing Agent Linda Benoit Highland Realty

    350 Farrar Rd, Chester, VT 05143
  • 231 Richardson Rd, Chester, VT 05143
    231 Richardson Rd, Chester, VT 05143
    /2

    $360,000 Sold Oct 28, 2025

    231 Richardson Rd, Chester, VT 05143

    • 3 Beds
    • 1.5 Baths
    • 1,304 Sq Ft
    • Built 1979

    Last Sold Summary

    • 7% Below List Price
    • $276/SF
    • 41 Days On Market

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    231 Richardson Rd, Chester, VT 05143
  • 2026 Stagecoach Rd, Grafton, VT 05146
    2026 Stagecoach Rd, Grafton, VT 05146
    /2

    $475,000 Sold Oct 18, 2025

    2026 Stagecoach Rd, Grafton, VT 05146

    • 3 Beds
    • 2.5 Baths
    • 2,342 Sq Ft
    • Built 1963

    Last Sold Summary

    • 10% Below List Price
    • $203/SF
    • 34 Days On Market

    Last Listing Agent Jessica Landers Barrett and Valley Associates Inc.

    2026 Stagecoach Rd, Grafton, VT 05146

Showing Results 41 - 76, Page 2 of 2

Vermont Windsor County Chester

Recently Sold Real Estate & Homes in Chester, VT

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