85

Recently Sold Homes in 05143

Section Image
  • /42

    $415,000

    Sold Mar 30, 2026

    1979 N Hill Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • Built 2005

    Last Sold Summary

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

    Current Estimated Value $393,500

    Last Listing Agent Geralyn Donohue Four Seasons Sotheby's Int'l Realty

    1979 N Hill Rd, Chester, VT 05143
  • /34

    $269,000

    Sold Jun 15, 2026

    45 Dalrymple St, Chester, VT 05143

    • 3 Beds
    • 1 Bath
    • 1,168 Sq Ft
    • Built 1986

    Last Sold Summary

    • $230/SF
    • 6 Days On Market

    Current Estimated Value $270,457

    Last Listing Agent Julie Buffum Buffum Realty

    45 Dalrymple St, Chester, VT 05143
  • /2

    $685,000

    Sold Aug 03, 2026

    209 Route 35, Athens, VT 05143

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • Built 1790

    Last Sold Summary

    • $228/SF
    • 0 Days On Market

    Current Estimated Value $355,211

    Last Listing Agent No MLS Listing Agent No MLS Listing Office

    209 Route 35, Athens, 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

    Current Estimated Value $592,640

    Last Listing Agent Betty McEnaney Diamond Realty

    2510 E Hill Rd, Chester, VT 05143
  • /14

    $289,000

    Sold Aug 14, 2026

    106 Contro Rd, Chester, VT 05143

    • 2 Beds
    • 2.5 Baths
    • 1,475 Sq Ft
    • Built 1985

    Last Sold Summary

    • $196/SF
    • 240 Days On Market

    Current Estimated Value $278,207

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    106 Contro Rd, Chester, VT 05143
  • /15

    $80,000

    Sold Aug 17, 2026

    734 Gould Rd, Chester, VT 05143

    • Land
    • 3.85 Acres
    • $20,779 per Acre

    Last Sold Summary

    • 3 Days On Market

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    734 Gould Rd, Chester, VT 05143
  • /11

    $137,000

    Sold Aug 06, 2026

    360 Dorman Rd, Andover, VT 05143

    • Land
    • 12.7 Acres
    • $10,787 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 79 Days On Market

    Current Estimated Value $147,634

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

    360 Dorman Rd, Andover, VT 05143
  • /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
  • /37

    $2,139,312

    Sold Aug 26, 2026

    198 Piper Hill Rd, Weston, VT 05161

    • 4 Beds
    • 2.5 Baths
    • 3,839 Sq Ft
    • Built 1880

    Last Sold Summary

    • 7% Above List Price
    • $557/SF
    • 0 Days On Market

    Last Listing Agent Story Jenks LandVest, Inc/Woodstock

    198 Piper Hill Rd, Weston, VT 05161
  • /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 $598,571

    Last Listing Agent Geralyn Donohue Four Seasons Sotheby's Int'l Realty

    656 Main St, 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

    Current Estimated Value $235,321

    Last Listing Agent Rachael Lange Lange & Lange

    442 Vermont 103, Chester, VT 05143
  • /21

    $227,000

    Sold Jan 30, 2026

    1374 Vt Route 103 N, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 1,222 Sq Ft
    • Built 1949

    Last Sold Summary

    • 5% Below List Price
    • $186/SF
    • 20 Days On Market

    Current Estimated Value $231,313

    Last Listing Agent Lisa Kelley Cummings & Co

    1374 Vt Route 103 N, Chester, VT 05143
  • /15

    $70,000

    Sold May 14, 2026

    00 Hillcrest Dr, Andover, VT 05143

    • Land
    • 4.05 Acres
    • $17,284 per Acre

    Last Sold Summary

    • 26% Below List Price
    • 274 Days On Market

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    00 Hillcrest Dr, Andover, 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
  • /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

    Current Estimated Value $296,455

    Last Listing Agent Jessica Landers Barrett and Valley Associates Inc.

    154 Reed Rd, 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
  • /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
  • /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
  • /59

    $730,000

    Sold Aug 28, 2026

    955 Smokeshire Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,695 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $431/SF
    • 13 Days On Market

    Current Estimated Value $752,184

    Last Listing Agent Katherine Burns William Raveis Real Estate Vermont Properties

    955 Smokeshire Rd, Chester, VT 05143
  • /53

    $359,000

    Sold May 15, 2026

    531 Main St, Chester, VT 05143

    • 3 Beds
    • 1 Bath
    • 1,608 Sq Ft
    • Built 1880

    Last Sold Summary

    • 16% Below List Price
    • $223/SF
    • 115 Days On Market

    Current Estimated Value $353,357

    Last Listing Agent Katherine Burns William Raveis Real Estate Vermont Properties

    531 Main St, 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

    Current Estimated Value $196,769

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

    1833 Mattson 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

    Current Estimated Value $363,687

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    1470 Flamstead Rd, Chester, VT 05143
  • /56

    $805,000

    Sold Jan 13, 2026

    1342 Old Stage Rd, Chester, VT 05143

    • 2 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Built 1971

    Last Sold Summary

    • 10% Below List Price
    • $511/SF
    • 97 Days On Market

    Current Estimated Value $801,853

    Last Listing Agent Jessica Landers Barrett and Valley Associates Inc.

    1342 Old Stage Rd, Chester, VT 05143
  • /60

    $865,000

    Sold Sep 04, 2026

    330 Spruce Dr, Andover, VT 05143

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $288/SF
    • 23 Days On Market

    Current Estimated Value $911,432

    Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    330 Spruce Dr, Andover, 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

    Current Estimated Value $59,546

    Last Listing Agent John Napier TPW Real Estate

    58 Remington 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

    Current Estimated Value $200,839

    Last Listing Agent Linda Benoit Highland Realty

    284 Flamstead 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

    Current Estimated Value $702,097

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

    1847 Trebo Rd, 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

    Current Estimated Value $548,269

    Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty

    1937 Green Mountain Turnpike, Chester, VT 05143
  • /10

    $129,000

    Sold Feb 24, 2026

    469 Williams Rd, Chester, VT 05143

    • Land
    • 10.88 Acres
    • $11,857 per Acre

    Last Sold Summary

    • 7 Days On Market

    Current Estimated Value $128,843

    Last Listing Agent Chelsea Richardson Barrett and Valley Associates Inc.

    469 Williams Rd, Chester, VT 05143
  • /20

    $250,000

    Sold Jun 30, 2026

    202 Mountain View, Chester, VT 05143

    • 3 Beds
    • 1.5 Baths
    • 1,140 Sq Ft
    • Built 1945

    Last Sold Summary

    • $219/SF
    • 5 Days On Market

    Current Estimated Value $252,131

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    202 Mountain View, Chester, VT 05143
  • /16

    $205,000

    Sold Apr 10, 2026

    1876 Popple Dungeon Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1984

    Last Sold Summary

    • $166/SF
    • 6 Days On Market

    Current Estimated Value $216,353

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    1876 Popple Dungeon Rd, Chester, VT 05143
  • /60

    $460,000

    Sold Jul 09, 2026

    547 Williams Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1989

    Last Sold Summary

    • 8% Below List Price
    • $348/SF
    • 45 Days On Market

    Current Estimated Value $471,416

    Last Listing Agent Terri Edgerley Edge Realty Vermont

    547 Williams Rd, Chester, VT 05143
  • /56

    $402,239

    Sold Nov 12, 2025

    4877 Vt Route 103 N, Chester, VT 05143

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1980

    Last Sold Summary

    • 10% Below List Price
    • $233/SF
    • 10 Days On Market

    Current Estimated Value $401,597

    Last Listing Agent Erin Kendall EXP Realty

    4877 Vt Route 103 N, Chester, VT 05143
  • /48

    $825,000

    Sold Apr 09, 2026

    1269 Howard Hill Rd, Chester, VT 05143

    • 3 Beds
    • 3 Baths
    • 2,172 Sq Ft
    • Built 2024

    Last Sold Summary

    • 8% Below List Price
    • $380/SF
    • 55 Days On Market

    Current Estimated Value $825,660

    Last Listing Agent Cheyanne Pugliese

    1269 Howard Hill Rd, Chester, VT 05143
  • /47

    $1,375,000

    Sold Sep 30, 2025

    465 Pennell Rd, Chester, VT 05143

    • 4 Beds
    • 4.5 Baths
    • 5,700 Sq Ft
    • Built 1967

    Last Sold Summary

    • 8% Below List Price
    • $241/SF
    • 20 Days On Market

    Current Estimated Value $1,240,404

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

    465 Pennell Rd, Chester, VT 05143
  • /11

    $80,000

    Sold May 14, 2026

    00 E Hill Rd, Andover, VT 05143

    • Land
    • 15.68 Acres
    • $5,102 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 315 Days On Market

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    00 E Hill Rd, Andover, VT 05143
  • /2

    $70,000

    Sold Oct 21, 2025

    Lot 2 Old Stage Rd, Chester, VT 05143

    • Land
    • 6.3 Acres
    • $11,111 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 35 Days On Market

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    Lot 2 Old Stage Rd, Chester, VT 05143
  • /53

    $569,000

    Sold Jun 17, 2026

    147 Pleasantview Ln, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 2,966 Sq Ft
    • Built 1993

    Last Sold Summary

    • 4% Below List Price
    • $192/SF
    • 27 Days On Market

    Current Estimated Value $571,730

    Last Listing Agent Jay Farrar Four Seasons Sotheby's Int'l Realty

    147 Pleasantview Ln, Chester, VT 05143
  • /2

    $165,000

    Sold Oct 23, 2025

    1436 Route 103, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • Built 1825

    Last Sold Summary

    • 4% Above List Price
    • $107/SF
    • 2 Days On Market

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    1436 Route 103, Chester, VT 05143
  • /60

    $815,000

    Sold Feb 13, 2026

    810 Quarry Rd, Chester, VT 05143

    • 3 Beds
    • 2.5 Baths
    • 2,466 Sq Ft
    • Built 2006

    Last Sold Summary

    • $330/SF
    • 4 Days On Market

    Current Estimated Value $831,365

    Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

    810 Quarry Rd, Chester, VT 05143

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