2,743

Chester, VT Homes

Section Image
    • 2401 N Hill Rd, Chester, VT 05143
      2401 N Hill Rd, Chester, VT 05143
      2401 N Hill Rd, Chester, VT 05143
      /38

      Est $723,000

      Not Listed For Sale

      2401 N Hill Rd, Chester, VT 05143

      • 4 Beds
      • 2.5 Baths
      • 2,242 Sq Ft
      • Built 1990
      2401 N Hill Rd, Chester, VT 05143

      Last Sold Summary

      • 67 Days On Market

  • 3619 Baltimore Rd, Chester, VT 05143
    3619 Baltimore Rd, Chester, VT 05143
    3619 Baltimore Rd, Chester, VT 05143
    /55

    $300,000

    Sold Jan 16, 2026

    3619 Baltimore Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1994

    Last Sold Summary

    • 10% Below List Price
    • $189/SF
    • 81 Days On Market

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

    3619 Baltimore Rd, Chester, VT 05143
    • 126 Gould Rd, Chester, VT 05143
      126 Gould Rd, Chester, VT 05143
      126 Gould Rd, Chester, VT 05143
      /25

      Est $386,498

      Not Listed For Sale

      126 Gould Rd, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 2,714 Sq Ft
      • Built 1827
      126 Gould Rd, Chester, VT 05143

      Last Sold Summary

      • 12 Days On Market

  • 525 Route 103 N, Chester, VT 05143
    525 Route 103 N, Chester, VT 05143
    /2

    $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
    • 316 Little Pond Rd, Chester, VT 05143
      316 Little Pond Rd, Chester, VT 05143
      316 Little Pond Rd, Chester, VT 05143
      /54

      Est $497,891

      Not Listed For Sale

      316 Little Pond Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1975
      316 Little Pond Rd, Chester, VT 05143

      Last Sold Summary

      • 32 Days On Market

  • 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 $682,093

    Last Listing Agent Mendi Michael Engel & Völkers Okemo

    3236 Weston-Andover 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

      Not Listed For Sale

      1873 Brockway Mills Rd, Chester, VT 05143

      • 5 Beds
      • 3 Baths
      • 2,752 Sq Ft
      • Built 2024
      1873 Brockway Mills Rd, Chester, VT 05143

      Last Sold Summary

      • 113 Days On Market

  • 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 $256,932

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    186 Mountain View, 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

      Not Listed For Sale

      0 Gould Rd Unit 5023598, Chester, VT 05143

      0 Gould Rd Unit 5023598, Chester, VT 05143

      Last Sold Summary

      • 17 Days On Market

  • 95 Church St, Chester, VT 05143
    95 Church St, Chester, VT 05143
    95 Church St, Chester, VT 05143
    /52

    $563,000

    Sold Apr 13, 2026

    95 Church St, Chester, VT 05143

    • 4 Beds
    • 3 Baths
    • 2,794 Sq Ft
    • Built 1800

    Last Sold Summary

    • 16% Below List Price
    • $202/SF
    • 148 Days On Market

    Current Estimated Value $593,908

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

    95 Church St, Chester, VT 05143
    • 209 Ingraham Hill Rd, Chester, VT 05143
      209 Ingraham Hill Rd, Chester, VT 05143
      209 Ingraham Hill Rd, Chester, VT 05143
      /34

      Not Listed For Sale

      209 Ingraham Hill Rd, Chester, VT 05143

      • 2 Beds
      • 2 Baths
      • 1,918 Sq Ft
      • Built 2004
      209 Ingraham Hill Rd, Chester, VT 05143

      Last Sold Summary

      • 27 Days On Market

  • 3466 Vt Route 103 N, Chester, VT 05143
    3466 Vt Route 103 N, Chester, VT 05143
    /2

    $379,000

    Sold Apr 20, 2026

    3466 Vt Route 103 N, Chester, VT 05143

    • 2 Beds
    • 2 Baths
    • 2,751 Sq Ft
    • Built 1874

    Last Sold Summary

    • 5% Below List Price
    • $138/SF
    • 24 Days On Market

    Current Estimated Value $383,649

    Last Listing Agent Betsy Adamovich Real Broker LLC

    3466 Vt Route 103 N, Chester, VT 05143
    • 22 White Rd, Chester, VT 05143
      22 White Rd, Chester, VT 05143
      22 White Rd, Chester, VT 05143
      /12

      Est $144,039

      Not Listed For Sale

      22 White Rd, Chester, VT 05143

      • 1 Bed
      • 1 Bath
      • 630 Sq Ft
      • Built 1940
      22 White Rd, Chester, VT 05143

      Last Sold Summary

      • 6 Days On Market

  • 15 Breezy Ln, Chester, VT 05143
    15 Breezy Ln, Chester, VT 05143
    15 Breezy Ln, Chester, VT 05143
    /37

    $239,000

    Sold Jun 01, 2026

    15 Breezy Ln, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 1,026 Sq Ft
    • Built 1953

    Last Sold Summary

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

    Current Estimated Value $262,070

    Last Listing Agent Julie Buffum Buffum Realty

    15 Breezy Ln, Chester, VT 05143
    • 994 Dodge Rd, Chester, VT 05143
      994 Dodge Rd, Chester, VT 05143
      994 Dodge Rd, Chester, VT 05143
      /40

      Est $669,460

      Not Listed For Sale

      994 Dodge Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,876 Sq Ft
      • Built 2012
      994 Dodge Rd, Chester, VT 05143

      Last Sold Summary

      • 89 Days On Market

  • 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 Four Seasons Sotheby's Int'l Realty

    246 Putnam Hill Rd, 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

      Est $244,123

      Not Listed For Sale

      110 Shady Grove Ln, Chester, VT 05143

      • 2 Beds
      • 2 Baths
      • 1,672 Sq Ft
      • Built 2022
      110 Shady Grove Ln, Chester, VT 05143

      Last Sold Summary

      • 47 Days On Market

  • 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
    • 2253 White Rd, Chester, VT 05143
      2253 White Rd, Chester, VT 05143
      2253 White Rd, Chester, VT 05143
      /38

      Not Listed For Sale

      2253 White Rd, Chester, VT 05143

      • 2 Beds
      • 2 Baths
      • 1,171 Sq Ft
      • Built 1990
      2253 White Rd, Chester, VT 05143

      Last Sold Summary

      • 53 Days On Market

  • 918 Lovers Lane Rd, Chester, VT 05143
    918 Lovers Lane Rd, Chester, VT 05143
    918 Lovers Lane Rd, Chester, VT 05143
    /21

    $135,000

    Sold Jun 11, 2026

    918 Lovers Lane Rd, Chester, VT 05143

    • Land
    • 22.23 Acres
    • $6,073 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 160 Days On Market

    Last Listing Agent Alan Gombosi Northland Real Estate

    918 Lovers Lane Rd, Chester, VT 05143
    • 0 Remington Rd Unit 12 5001944, Chester, VT 05143
      0 Remington Rd Unit 12 5001944, Chester, VT 05143
      0 Remington Rd Unit 12 5001944, Chester, VT 05143
      /12

      Not Listed For Sale

      0 Remington Rd Unit 12 5001944, Chester, VT 05143

      0 Remington Rd Unit 12 5001944, Chester, VT 05143

      Last Sold Summary

      • 183 Days On Market

  • 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
    • 1716 Brockway Mills Rd, Chester, VT 05143
      1716 Brockway Mills Rd, Chester, VT 05143
      1716 Brockway Mills Rd, Chester, VT 05143
      /40

      Est $576,857

      Not Listed For Sale

      1716 Brockway Mills Rd, Chester, VT 05143

      • 3 Beds
      • 2.5 Baths
      • 1,908 Sq Ft
      • Built 1992
      1716 Brockway Mills Rd, Chester, VT 05143

      Last Sold Summary

      • 6 Days On Market

  • 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 $390,000

    Last Listing Agent Jessica Citera Cummings & Co

    387 Weston-Andover Rd, Chester, VT 05143
    • 505 Hidden Heights Rd, Chester, VT 05143
      505 Hidden Heights Rd, Chester, VT 05143
      505 Hidden Heights Rd, Chester, VT 05143
      /26

      Est $102,391

      Not Listed For Sale

      505 Hidden Heights Rd, Chester, VT 05143

      505 Hidden Heights Rd, Chester, VT 05143

      Last Sold Summary

      • 8 Days On Market

  • 3200 Baltimore Rd, Chester, VT 05143
    3200 Baltimore Rd, Chester, VT 05143
    3200 Baltimore Rd, Chester, VT 05143
    /13

    $113,000

    Sold Jun 04, 2026

    3200 Baltimore Rd, Chester, VT 05143

    • Land
    • 5 Acres
    • $22,600 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 23 Days On Market

    Current Estimated Value $112,700

    Last Listing Agent Kate Jarvis Williamson Group Sothebys Intl. Realty

    3200 Baltimore Rd, Chester, VT 05143
    • 0 Route 103 Unit 4999744, Chester, VT 05143
      0 Route 103 Unit 4999744, Chester, VT 05143
      0 Route 103 Unit 4999744, Chester, VT 05143
      /14

      Not Listed For Sale

      0 Route 103 Unit 4999744, Chester, VT 05143

      0 Route 103 Unit 4999744, Chester, VT 05143

      Last Sold Summary

      • 8 Days On Market

  • 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

    Current Estimated Value $555,622

    Last Listing Agent Jamie Watson BHG Masiello Keene

    1573 Flamstead Rd, Chester, VT 05143
    • 1291 Potash Brook Rd, Chester, VT 05143
      1291 Potash Brook Rd, Chester, VT 05143
      1291 Potash Brook Rd, Chester, VT 05143
      /35

      Est $132,467

      Not Listed For Sale

      1291 Potash Brook Rd, Chester, VT 05143

      • 1 Bed
      • 1 Bath
      • 704 Sq Ft
      • Built 1960
      1291 Potash Brook Rd, Chester, VT 05143

      Last Sold Summary

      • 10 Days On Market

  • 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
    • 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

      Not Listed For Sale

      0 Remington Rd Unit 9 4997325, Chester, VT 05143

      0 Remington Rd Unit 9 4997325, Chester, VT 05143

      Last Sold Summary

      • 211 Days On Market

  • 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
    • 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

      Not Listed For Sale

      0 Remington Rd Unit 6 4996522, Chester, VT 05143

      0 Remington Rd Unit 6 4996522, Chester, VT 05143

      Last Sold Summary

      • 207 Days On Market

  • 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

    Current Estimated Value $360,441

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    231 Richardson 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

      Not Listed For Sale

      0 Remington Rd Unit 8 4996410, Chester, VT 05143

      0 Remington Rd Unit 8 4996410, Chester, VT 05143

      Last Sold Summary

      • 215 Days On Market

    • 3610 Vt Route 103 N Unit 50003, Chester, VT 03602
      3610 Vt Route 103 N Unit 50003, Chester, VT 03602
      3610 Vt Route 103 N Unit 50003, Chester, VT 03602
      /8

      Not Listed For Sale

      3610 Vt Route 103 N Unit 50003, Chester, VT 03602

      3610 Vt Route 103 N Unit 50003, Chester, VT 03602

      Last Sold Summary

      • 26 Days On Market

    • 222 Peck Rd, Chester, VT 05143
      222 Peck Rd, Chester, VT 05143
      222 Peck Rd, Chester, VT 05143
      /20

      Est $226,004

      Not Listed For Sale

      222 Peck Rd, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1973
      222 Peck Rd, Chester, VT 05143

      Last Sold Summary

      • 5 Days On Market

    • 0 Brookside Dr Unit 4994316, Chester, VT 05143
      0 Brookside Dr Unit 4994316, Chester, VT 05143
      0 Brookside Dr Unit 4994316, Chester, VT 05143
      /25

      Not Listed For Sale

      0 Brookside Dr Unit 4994316, Chester, VT 05143

      0 Brookside Dr Unit 4994316, Chester, VT 05143

      Last Sold Summary

      • 206 Days On Market

    • 4351 Route 11, Chester, VT 05143
      4351 Route 11, Chester, VT 05143
      4351 Route 11, Chester, VT 05143
      /18

      Not Listed For Sale

      4351 Route 11, Chester, VT 05143

      • 2 Beds
      • 1 Bath
      • 980 Sq Ft
      • Built 1968
      4351 Route 11, Chester, VT 05143

      Last Sold Summary

      • 8 Days On Market

    • 2105 White Rd, Chester, VT 05143
      2105 White Rd, Chester, VT 05143
      2105 White Rd, Chester, VT 05143
      /37

      Not Listed For Sale

      2105 White Rd, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 2,466 Sq Ft
      • Built 1802
      2105 White Rd, Chester, VT 05143

      Last Sold Summary

      • 159 Days On Market

Showing Results 161 - 200, Page 5 of 18

Vermont Windsor County Chester

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