96

Recently Sold Homes in 05143

Section Image
  • 206 Cummings Rd, Chester, VT 05143
    206 Cummings Rd, Chester, VT 05143
    /2

    $30,000 Sold Jun 04, 2025

    206 Cummings Rd, Chester, VT 05143

    • Land
    • 0.5 Acre
    • $60,000 per Acre

    Last Sold Summary

    • 43% Below List Price
    • 208 Days On Market

    Current Estimated Value $35,275

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    206 Cummings Rd, Chester, VT 05143
  • 472 Main St, Chester, VT 05143
    472 Main St, Chester, VT 05143
    472 Main St, Chester, VT 05143
    /60

    $475,000 Sold Aug 27, 2025

    472 Main St, Chester, VT 05143

    • 5 Beds
    • 7 Baths
    • 5,546 Sq Ft
    • Built 1850

    Last Sold Summary

    • 5% Below List Price
    • $86/SF
    • 36 Days On Market

    Current Estimated Value $476,187

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    472 Main St, Chester, VT 05143
  • 198 Coach Rd, Chester, VT 05143
    198 Coach Rd, Chester, VT 05143
    /2

    $350,000 Sold Jun 25, 2025

    198 Coach Rd, Chester, VT 05143

    • 4 Beds
    • 2.5 Baths
    • 2,904 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Above List Price
    • $121/SF
    • 82 Days On Market

    Current Estimated Value $354,346

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    198 Coach Rd, Chester, VT 05143
  • 656 Main St, Chester, VT 05143
    656 Main St, Chester, VT 05143
    656 Main St, Chester, VT 05143
    /56

    $575,000 Sold Jan 10, 2025

    656 Main St, Chester, VT 05143

    • 3 Beds
    • 2.5 Baths
    • 3,040 Sq Ft
    • Built 1904

    Last Sold Summary

    • 11% Below List Price
    • $189/SF
    • 145 Days On Market

    Current Estimated Value $574,556

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    656 Main St, Chester, VT 05143
  • 3057 Vt Route 11 E, Chester, VT 05143
    3057 Vt Route 11 E, Chester, VT 05143
    3057 Vt Route 11 E, Chester, VT 05143
    /43

    $400,000 Sold Apr 25, 2025

    3057 Vt Route 11 E, Chester, VT 05143

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Built 1984

    Last Sold Summary

    • 10% Below List Price
    • $222/SF
    • 106 Days On Market

    Current Estimated Value $397,856

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    3057 Vt Route 11 E, Chester, VT 05143
  • 203 Marcs Dr, Chester, VT 05143
    203 Marcs Dr, Chester, VT 05143
    203 Marcs Dr, Chester, VT 05143
    /26

    $270,000 Sold Feb 05, 2025

    203 Marcs Dr, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 871 Sq Ft
    • Built 1988

    Last Sold Summary

    • 5% Below List Price
    • $310/SF
    • 0 Days On Market

    Current Estimated Value $299,569

    Last Listing Agent Sarah Sheehan William Raveis Real Estate Vermont Properties

    203 Marcs Dr, Chester, VT 05143
  • 2510 E Hill Rd, Chester, VT 05143
    2510 E Hill Rd, Chester, VT 05143
    2510 E Hill Rd, Chester, VT 05143
    /52

    $598,000 Sold Oct 10, 2025

    2510 E Hill Rd, Chester, VT 05143

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $264/SF
    • 94 Days On Market

    Last Listing Agent Betty McEnaney Diamond Realty

    2510 E Hill Rd, Chester, VT 05143
  • 196 North St, Chester, VT 05143
    196 North St, Chester, VT 05143
    196 North St, Chester, VT 05143
    /60

    $400,000 Sold May 19, 2025

    196 North St, Chester, VT 05143

    • 3 Beds
    • 3 Baths
    • 2,960 Sq Ft
    • Built 1844

    Last Sold Summary

    • 6% Below List Price
    • $135/SF
    • 166 Days On Market

    Current Estimated Value $403,060

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    196 North St, Chester, VT 05143
  • 240 Piper Hill Rd, Weston, VT 05161
    240 Piper Hill Rd, Weston, VT 05161
    240 Piper Hill Rd, Weston, VT 05161
    /60

    $2,950,000 Sold Dec 22, 2025

    240 Piper Hill Rd, Weston, VT 05161

    • 5 Beds
    • 6.5 Baths
    • 8,056 Sq Ft
    • Built 1990

    Last Sold Summary

    • $366/SF
    • 28 Days On Market

    Last Listing Agent Steve Stettler Four Seasons Sotheby's Int'l Realty

    240 Piper Hill Rd, Weston, VT 05161
  • 938 Stigers Rd, Chester, VT 05143
    938 Stigers Rd, Chester, VT 05143
    938 Stigers Rd, Chester, VT 05143
    /36

    $1,400,000 Sold Aug 27, 2025

    938 Stigers Rd, Chester, VT 05143

    • 3 Beds
    • 3.5 Baths
    • 2,614 Sq Ft
    • Built 2011

    Last Sold Summary

    • 15% Below List Price
    • $536/SF
    • 42 Days On Market

    Current Estimated Value $1,482,211

    Last Listing Agent Liz Moore Four Seasons Sotheby's Int'l Realty

    938 Stigers Rd, Chester, VT 05143
  • 43 Lee Way, Andover, VT 05143
    43 Lee Way, Andover, VT 05143
    43 Lee Way, Andover, VT 05143
    /37

    $600,000 Sold May 09, 2025

    43 Lee Way, Andover, VT 05143

    • 3 Beds
    • 3 Baths
    • 2,076 Sq Ft
    • Built 2008

    Last Sold Summary

    • 14% Below List Price
    • $289/SF
    • 575 Days On Market

    Last Listing Agent Britt Wohler

    43 Lee Way, Andover, VT 05143
  • 656 Main St, Chester, VT 05143
    656 Main St, Chester, VT 05143
    656 Main St, Chester, VT 05143
    /55

    $605,000 Sold Oct 02, 2025

    656 Main St, Chester, VT 05143

    • 3 Beds
    • 2.5 Baths
    • 3,040 Sq Ft
    • Built 1904

    Last Sold Summary

    • 7% Below List Price
    • $199/SF
    • 47 Days On Market

    Current Estimated Value $574,556

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    656 Main St, Chester, VT 05143
  • 442 Vermont 103, Chester, VT 05143
    442 Vermont 103, Chester, VT 05143
    442 Vermont 103, Chester, VT 05143
    /60

    $220,000 Sold Nov 07, 2025

    442 Vermont 103, Chester, VT 05143

    • 3 Beds
    • 1 Bath
    • 1,024 Sq Ft
    • Built 1941

    Last Sold Summary

    • 8% Below List Price
    • $215/SF
    • 70 Days On Market

    Last Listing Agent Rachael Rogala Lange & Lange

    442 Vermont 103, Chester, VT 05143
  • 0 Gould Rd Unit 5023598, Chester, VT 05143
    0 Gould Rd Unit 5023598, Chester, VT 05143
    0 Gould Rd Unit 5023598, Chester, VT 05143
    /10

    $35,500 Sold Jan 17, 2025

    0 Gould Rd Unit 5023598, Chester, VT 05143

    • Land
    • 8.75 Acres
    • $4,057 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 17 Days On Market

    Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    0 Gould Rd Unit 5023598, Chester, VT 05143
  • 373 Brookline Rd, Athens, VT 05143
    373 Brookline Rd, Athens, VT 05143
    /2

    $250,000 Sold Jul 25, 2025

    373 Brookline Rd, Athens, VT 05143

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Above List Price
    • $278/SF
    • 9 Days On Market

    Current Estimated Value $245,129

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    373 Brookline Rd, Athens, VT 05143
  • 1923 N Hill Rd, Chester, VT 05143
    1923 N Hill Rd, Chester, VT 05143
    1923 N Hill Rd, Chester, VT 05143
    /58

    $475,000 Sold Oct 10, 2025

    1923 N Hill Rd, Chester, VT 05143

    • 5 Beds
    • 3 Baths
    • 2,316 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $205/SF
    • 6 Days On Market

    Last Listing Agent Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    1923 N Hill Rd, Chester, VT 05143
  • 154 Reed Rd, Chester, VT 05143
    154 Reed Rd, Chester, VT 05143
    /2

    $345,000 Sold Oct 07, 2025

    154 Reed Rd, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $308/SF
    • 10 Days On Market

    Last Listing Agent Jessica Landers Barrett and Valley Associates Inc.

    154 Reed Rd, Chester, VT 05143
  • 3091 Route 121, Windham, VT 05359
    3091 Route 121, Windham, VT 05359
    3091 Route 121, Windham, VT 05359
    /41

    $364,000 Sold Aug 15, 2025

    3091 Route 121, Windham, VT 05359

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • Built 1860

    Last Sold Summary

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

    Current Estimated Value $372,731

    Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    3091 Route 121, Windham, VT 05359
  • 00 Boone Rd, Andover, VT 05143
    00 Boone Rd, Andover, VT 05143
    00 Boone Rd, Andover, VT 05143
    /60

    $40,000 Sold Jul 11, 2025

    00 Boone Rd, Andover, VT 05143

    • Land
    • 5 Acres
    • $8,000 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 77 Days On Market

    Last Listing Agent Rachael Rogala Lange & Lange

    00 Boone Rd, Andover, VT 05143
  • 230 Kevadus Cir, Chester, VT 05143
    230 Kevadus Cir, Chester, VT 05143
    230 Kevadus Cir, Chester, VT 05143
    /13

    $275,000 Sold Sep 10, 2025

    230 Kevadus Cir, Chester, VT 05143

    • 3 Beds
    • 1 Bath
    • 894 Sq Ft
    • Built 1970

    Last Sold Summary

    • $308/SF
    • 7 Days On Market

    Current Estimated Value $275,406

    Last Listing Agent Jim Bialowski BHG Masiello Keene

    230 Kevadus Cir, Chester, VT 05143
  • 2739 Route 11, Chester, VT 05143
    2739 Route 11, Chester, VT 05143
    /2

    $230,000 Sold Nov 07, 2025

    2739 Route 11, Chester, VT 05143

    • 1 Bed
    • 1 Bath
    • 1,424 Sq Ft
    • Built 1987

    Last Sold Summary

    • 23% Below List Price
    • $162/SF
    • 13 Days On Market

    Last Listing Agent Glenn Olney Barrett and Valley Associates Inc.

    2739 Route 11, Chester, VT 05143
  • Lot 1 Old Stage Rd, Chester, VT 05143
    Lot 1 Old Stage Rd, Chester, VT 05143
    /2

    $50,000 Sold Oct 10, 2025

    Lot 1 Old Stage Rd, Chester, VT 05143

    • Land
    • 3.5 Acres
    • $14,286 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 9 Days On Market

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    Lot 1 Old Stage Rd, Chester, VT 05143
  • 442 Elm St, Chester, VT 05143
    442 Elm St, Chester, VT 05143
    /2

    $259,000 Sold Jul 31, 2025

    442 Elm St, Chester, VT 05143

    • 1,488 Sq Ft
    • Built 1950

    Last Sold Summary

    • $174/SF
    • 43 Days On Market

    Current Estimated Value $259,647

    Last Listing Agent Lisa Kelley Cummings & Co

    442 Elm St, Chester, VT 05143
  • 1502 Popple Dungeon Rd, Chester, VT 05143
    1502 Popple Dungeon Rd, Chester, VT 05143
    1502 Popple Dungeon Rd, Chester, VT 05143
    /59

    $910,000 Sold Aug 28, 2025

    1502 Popple Dungeon Rd, Chester, VT 05143

    • 3 Beds
    • 4 Baths
    • 3,739 Sq Ft
    • Built 1989

    Last Sold Summary

    • 24% Below List Price
    • $243/SF
    • 105 Days On Market

    Current Estimated Value $893,132

    Last Listing Agent Betty McEnaney Diamond Realty

    1502 Popple Dungeon Rd, Chester, VT 05143
  • 515 Main St, Chester, VT 05143
    515 Main St, Chester, VT 05143
    515 Main St, Chester, VT 05143
    /14

    $140,000 Sold Oct 23, 2025

    515 Main St, Chester, VT 05143

    • 3,024 Sq Ft
    • Built 1850

    Last Sold Summary

    • 17% Below List Price
    • $46/SF
    • 422 Days On Market

    Last Listing Agent John Tolosky Barrett and Valley Associates Inc.

    515 Main St, Chester, VT 05143
  • 4150 Trebo Rd, Chester, VT 05143
    4150 Trebo Rd, Chester, VT 05143
    4150 Trebo Rd, Chester, VT 05143
    /42

    $315,000 Sold Aug 06, 2025

    4150 Trebo Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,566 Sq Ft
    • Built 1995

    Last Sold Summary

    • $201/SF
    • 5 Days On Market

    Last Listing Agent Alexandra Eatmon Kelley Real Estate, Inc.

    4150 Trebo Rd, Chester, VT 05143
  • 270 North St, Chester, VT 05143
    270 North St, Chester, VT 05143
    270 North St, Chester, VT 05143
    /58

    $373,000 Sold Jul 10, 2025

    270 North St, Chester, VT 05143

    • 4 Beds
    • 1.5 Baths
    • 2,919 Sq Ft
    • Built 1810

    Last Sold Summary

    • 7% Below List Price
    • $128/SF
    • 61 Days On Market

    Current Estimated Value $369,455

    Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

    270 North St, Chester, VT 05143
  • 1833 Mattson Rd, Chester, VT 05143
    1833 Mattson Rd, Chester, VT 05143
    1833 Mattson Rd, Chester, VT 05143
    /23

    $195,000 Sold Dec 10, 2025

    1833 Mattson Rd, Chester, VT 05143

    • 2 Beds
    • 2.5 Baths
    • 1,640 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Below List Price
    • $119/SF
    • 3 Days On Market

    Last Listing Agent Mike Masters Four Seasons Sotheby's Int'l Realty

    1833 Mattson Rd, Chester, VT 05143
  • 1470 Flamstead Rd, Chester, VT 05143
    1470 Flamstead Rd, Chester, VT 05143
    1470 Flamstead Rd, Chester, VT 05143
    /42

    $359,000 Sold Nov 05, 2025

    1470 Flamstead Rd, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 803 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Above List Price
    • $447/SF
    • 12 Days On Market

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    1470 Flamstead Rd, Chester, VT 05143
  • 1062 Andover Ridge Rd, Andover, VT 05143
    1062 Andover Ridge Rd, Andover, VT 05143
    1062 Andover Ridge Rd, Andover, VT 05143
    /60

    $975,000 Sold Jan 24, 2025

    1062 Andover Ridge Rd, Andover, VT 05143

    • 3 Beds
    • 3 Baths
    • 2,272 Sq Ft
    • Built 2004

    Last Sold Summary

    • $429/SF
    • 8 Days On Market

    Current Estimated Value $1,016,844

    Last Listing Agent Kevin Barnes William Raveis Real Estate Vermont Properties

    1062 Andover Ridge Rd, Andover, VT 05143
  • 58 Remington Rd, Chester, VT 05143
    58 Remington Rd, Chester, VT 05143
    58 Remington Rd, Chester, VT 05143
    /23

    $59,000 Sold Oct 08, 2025

    58 Remington Rd, Chester, VT 05143

    • Land
    • 2.86 Acres
    • $20,629 per Acre

    Last Sold Summary

    • 25% Below List Price
    • 169 Days On Market

    Last Listing Agent John Napier TPW Real Estate

    58 Remington Rd, Chester, VT 05143
  • 17 Grafton St, Chester, VT 05143
    17 Grafton St, Chester, VT 05143
    /2

    $285,000 Sold Mar 26, 2025

    17 Grafton St, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 1852

    Last Sold Summary

    • 2% Below List Price
    • $156/SF
    • 87 Days On Market

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

    17 Grafton St, Chester, VT 05143
  • 41 Miller Rd, Putney, VT 05346
    41 Miller Rd, Putney, VT 05346
    41 Miller Rd, Putney, VT 05346
    /30

    $210,000 Sold Feb 12, 2025

    41 Miller Rd, Putney, VT 05346

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Built 1950

    Last Sold Summary

    • 10% Below List Price
    • $158/SF
    • 26 Days On Market

    Last Listing Agent Steve Schoppmeyer BHG Masiello Brattleboro

    41 Miller Rd, Putney, VT 05346
  • 284 Flamstead Rd, Chester, VT 05143
    284 Flamstead Rd, Chester, VT 05143
    284 Flamstead Rd, Chester, VT 05143
    /27

    $178,000 Sold Nov 05, 2025

    284 Flamstead Rd, Chester, VT 05143

    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Below List Price
    • $185/SF
    • 9 Days On Market

    Last Listing Agent Linda Benoit Highland Realty

    284 Flamstead Rd, Chester, VT 05143
  • 0 Remington Rd Unit 8 4996410, Chester, VT 05143
    0 Remington Rd Unit 8 4996410, Chester, VT 05143
    0 Remington Rd Unit 8 4996410, Chester, VT 05143
    /6

    $23,000 Sold Jan 31, 2025

    0 Remington Rd Unit 8 4996410, Chester, VT 05143

    • Land
    • 1.64 Acres
    • $14,024 per Acre

    Last Sold Summary

    • 34% Below List Price
    • 215 Days On Market

    Last Listing Agent Frank Provance Diamond Realty

    0 Remington Rd Unit 8 4996410, Chester, VT 05143
  • 1847 Trebo Rd, Chester, VT 05143
    1847 Trebo Rd, Chester, VT 05143
    1847 Trebo Rd, Chester, VT 05143
    /49

    $950,000 Sold Dec 05, 2025

    1847 Trebo Rd, Chester, VT 05143

    • 4 Beds
    • 4 Baths
    • 3,920 Sq Ft
    • Built 1849

    Last Sold Summary

    • 19% Below List Price
    • $242/SF
    • 127 Days On Market

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

    1847 Trebo Rd, Chester, VT 05143
  • 1937 Green Mountain Turnpike, Chester, VT 05143
    1937 Green Mountain Turnpike, Chester, VT 05143
    1937 Green Mountain Turnpike, Chester, VT 05143
    /53

    $550,000 Sold Oct 06, 2025

    1937 Green Mountain Turnpike, Chester, VT 05143

    • 2 Beds
    • 2 Baths
    • 1,812 Sq Ft
    • Built 1864

    Last Sold Summary

    • 3% Below List Price
    • $304/SF
    • 6 Days On Market

    Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty

    1937 Green Mountain Turnpike, Chester, VT 05143
  • 0 Remington Rd Unit 9 4997325, Chester, VT 05143
    0 Remington Rd Unit 9 4997325, Chester, VT 05143
    0 Remington Rd Unit 9 4997325, Chester, VT 05143
    /5

    $22,000 Sold Jan 31, 2025

    0 Remington Rd Unit 9 4997325, Chester, VT 05143

    • Land
    • 3.28 Acres
    • $6,707 per Acre

    Last Sold Summary

    • 32% Below List Price
    • 211 Days On Market

    Last Listing Agent Frank Provance Diamond Realty

    0 Remington Rd Unit 9 4997325, Chester, VT 05143
  • 332 Hidden Heights Rd, Chester, VT 05143
    332 Hidden Heights Rd, Chester, VT 05143
    /2

    $421,833 Sold Jul 10, 2025

    332 Hidden Heights Rd, Chester, VT 05143

    • 4 Beds
    • 2.5 Baths
    • 2,868 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $147/SF
    • 50 Days On Market

    Current Estimated Value $437,928

    Last Listing Agent John Tolosky Barrett and Valley Associates Inc.

    332 Hidden Heights Rd, Chester, VT 05143
  • 75 Baltimore Rd, North Springfield, VT 05150
    75 Baltimore Rd, North Springfield, VT 05150
    75 Baltimore Rd, North Springfield, VT 05150
    /53

    $862,000 Sold Jul 18, 2025

    75 Baltimore Rd, North Springfield, VT 05150

    • 5 Beds
    • 3 Baths
    • 4,020 Sq Ft
    • Built 1850

    Last Sold Summary

    • 2% Below List Price
    • $214/SF
    • 63 Days On Market

    Current Estimated Value $824,636

    Last Listing Agent McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

    75 Baltimore Rd, North Springfield, VT 05150

Showing Results 1 - 40, Page 1 of 3

Vermont Windsor County Chester 05143

Recently Sold Real Estate & Homes in 05143

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group