3,383

Homes in ZIP Code 05143

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  • /6

    $475,000

    • Land
    • 188.9 Acres
    • $2,515 per Acre

    1301 Brockway Mills Rd, Bellows Falls, VT 05101

    Prime forested investment opportunity encompasses 190 acres, situated in the Northeast corner of Windham County. The property offers significant timber value and solar potential, making it attractive for both resource management and sustainable energy endeavors. The land borders Springfield and is conveniently located within easy reach of I-91, exit 6. It is also close to the villages of Chester

    Heidi Bernier Berkley & Veller Greenwood Country

    1301 Brockway Mills Rd, Bellows Falls, VT 05101
  • /18

    $180,000 Sold Nov 07, 2025

    100 Stagecoach Rd, Town of Rockingham, VT 05156

    • Land
    • 32 Acres
    • $5,625 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 198 Days On Market

    Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

    100 Stagecoach Rd, Town of Rockingham, VT 05156
    • /29

      Est $273,239 Not Listed For Sale

      3483 Popple Dungeon Rd, Chester, VT 05143

      • 2 Beds
      • 2 Baths
      • 910 Sq Ft
      • Built 1950
      3483 Popple Dungeon Rd, Chester, VT 05143

      Last Sold Summary

      • 2% Below List Price
      • $305/SF
      • 57 Days On Market
      • Last Sold Price $277,500
      • Oct 01, 2024

      Last Listing Agent Jessica Citera Cummings & Co

  • /12

    $120,000

    • Land
    • 3.24 Acres
    • $37,037 per Acre

    508 Mattson Rd, Chester, VT 05143

    This property offers so many possibilities! Nestled on a quiet dirt road in scenic Chester just 10 mile from Okemo, this 3.24-acre parcel offers the perfect blend of open space and wooded privacy. The front of the lot features a sunny, open field with a pole barn—ideal for storage, hobbies, or future expansion. As you move toward the back of the property, the land gently slopes up to a wooded

    Jessica Citera Cummings & Co

    508 Mattson Rd, 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
    • /23

      Est $380,354 Not Listed For Sale

      138 Farrar Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,464 Sq Ft
      • Built 1965
      138 Farrar Rd, Chester, VT 05143

      Last Sold Summary

      • 4% Below List Price
      • $270/SF
      • 23 Days On Market
      • Last Sold Price $395,000
      • Jul 19, 2024

      Last Listing Agent Linda Benoit Highland Realty

  • /27

    $85,000

    • Land
    • 3.99 Acres
    • $21,303 per Acre

    00 Simonsville Rd, Andover, VT 05143

    3.99 +/- acres in Andover close to skiing and year round recreation. This lot is approved for a 4 bedroom home and has been updated with a new survey. A revised site plan is in process. 1080' of river bank to enjoy along the Williams River. A driveway (now grassed over) opens to a field and mowing path that leads to two separate meadows and the building site. Take your pick of 4 nearby ski

    Geralyn Donohue Engel & Völkers Okemo

    00 Simonsville Rd, Andover, 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 $775,610

    Last Listing Agent Sarah Sheehan William Raveis Real Estate Vermont Properties

    1295 Middletown Rd, Chester, VT 05143
    • /31

      Est $1,612,859 Not Listed For Sale

      231 Christmas Tree Farm Rd, Chester, VT 05143

      • 4 Beds
      • 5 Baths
      • 4,171 Sq Ft
      • Built 1980
      231 Christmas Tree Farm Rd, Chester, VT 05143

      Last Sold Summary

      • 15% Below List Price
      • $456/SF
      • 38 Days On Market
      • Last Sold Price $1,900,000
      • Dec 10, 2024

      Last Listing Agent Dia Jenks LandVest, Inc/Woodstock

  • /47

    $569,000

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    3341 Trebo Rd, Chester, VT 05143

    Set along a quiet country road, this inviting 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and Vermont charm. The open-concept layout features high ceilings and abundant natural light, creating a warm, airy feel throughout. A spacious primary suite includes a jetted tub and walk-in closet, providing a true retreat at day’s end. Step outside to a sunny, open lot with a

    Daire Gibney Barrett and Valley Associates Inc.

    3341 Trebo 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

    Current Estimated Value $790,254

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

    725 Flamstead Rd, Chester, VT 05143
    • /39

      Est $398,140 Not Listed For Sale

      2240 Baltimore Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,518 Sq Ft
      • Built 1986
      2240 Baltimore Rd, Chester, VT 05143

      Last Sold Summary

      • 3% Above List Price
      • $254/SF
      • 14 Days On Market
      • Last Sold Price $385,000
      • Mar 20, 2025

      Last Listing Agent Morriah Adams BHG Masiello Brattleboro

  • /22

    $290,000

    • Land
    • 75 Acres
    • $3,867 per Acre

    1175 Quarry Rd, Chester, VT 05143

    An extraordinary potential homesite set in the hills of southern Vermont. This expansive 75-acre parcel offers the perfect blend of privacy, natural beauty, and endless potential. Whether you dream of building a secluded hilltop retreat or preserving land for recreation and conservation, this property invites endless possibilties. Improvements include a septic system, dug well, electricity and a

    Jessica Samples BHG Masiello Keene

    1175 Quarry 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

    Current Estimated Value $202,758

    Last Listing Agent Sandy Reavill

    106 Hall Rd, Chester, VT 05143
    • /40

      Est $452,075 Not Listed For Sale

      870 Baltimore Rd, Chester, VT 05143

      • 3 Beds
      • 3.5 Baths
      • 3,100 Sq Ft
      • Built 2004
      870 Baltimore Rd, Chester, VT 05143

      Last Sold Summary

      • 21% Above List Price
      • $121/SF
      • 226 Days On Market
      • Last Sold Price $375,000
      • May 30, 2024

      Last Listing Agent Kim Mastrianni Greenwald Realty Group

  • /21

    $145,000 Under Contract

    • Land
    • 22.23 Acres
    • $6,523 per Acre

    918 Lovers Lane Rd, Chester, VT 05143

    Located only 2 miles from the picturesque Chester Green you will encounter this newly created 22 acre building parcel on scenic Lover's Lane. This property consists of a 2 acre meadow ideal for building and a 20 acre woodlot consisting of pine, hemlock, oak and maple for sugaring. Beautiful fieldstone walls border most of the boundary lines. The surveyed parcel has an approved 4 bedroom State

    Alan Gombosi Northland Real Estate

    918 Lovers Lane 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

    Current Estimated Value $319,936

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    302 Davidson Hill Rd, Chester, VT 05143
    • /40

      Est $614,963 Not Listed For Sale

      2656 Weston-Andover Rd, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 2,080 Sq Ft
      • Built 2004
      2656 Weston-Andover Rd, Chester, VT 05143

      Last Sold Summary

      • 3% Above List Price
      • $286/SF
      • 55 Days On Market
      • Last Sold Price $595,000
      • Nov 08, 2024

      Last Listing Agent Betty McEnaney Diamond Realty

  • /13

    $115,000 Under Contract

    • Land
    • 5 Acres
    • $23,000 per Acre

    3200 Baltimore Rd, Chester, VT 05143

    This lovely open lot offers many possibilities for future use. Facing South, the land is 80% open and bordered by beautiful stonewalls and mature Maple trees. The long range Mountain views are visible from many different locations on the land. A wonderful opportunity to own a piece of Vermont, nestled in the Green Mountains.

    Kate Jarvis Williamson Group Sothebys Intl. Realty

    3200 Baltimore 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 $531,066

    Last Listing Agent Nick Sicard EXP Realty

    316 Little Pond Rd, Chester, VT 05143
    • /40

      Est $358,353 Not Listed For Sale

      42 Cobb Rd, Chester, VT 05143

      • 3 Beds
      • 1.5 Baths
      • 1,087 Sq Ft
      • Built 1965
      42 Cobb Rd, Chester, VT 05143

      Last Sold Summary

      • 1% Above List Price
      • $327/SF
      • 39 Days On Market
      • Last Sold Price $355,000
      • May 09, 2024

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /33

    $299,000

    • 2,702 Sq Ft

    41 Vt Route 103 S, Chester, VT 05143

    Here's a great opportunity to own a property on Chester's busy Main Street, Route 103 and Route 11. Situated between the Jiffy Mart and the General Dollar Store, there are many possibilities here for a commercial enterprise. Or you can use one unit for a nice business office and continue to rent the other two existing apartments. There is good road frontage for plenty of parking. Consider the

    Glenn Olney Barrett and Valley Associates Inc.

    41 Vt Route 103 S, Chester, VT 05143
  • /28

    $450,000 Sold Nov 14, 2025

    1809 Marsh Hill Rd, Andover, VT 05143

    • Land
    • 57.2 Acres
    • $7,867 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 73 Days On Market

    Current Estimated Value $454,810

    Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    1809 Marsh Hill Rd, Andover, VT 05143
    • /14

      Est $382,036 Not Listed For Sale

      135 Lower Bartonsville Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,904 Sq Ft
      • Built 1977
      135 Lower Bartonsville Rd, Chester, VT 05143

      Last Sold Summary

      • 47% Above List Price
      • $137/SF
      • 107 Days On Market
      • Last Sold Price $260,000
      • Dec 01, 2023

      Last Listing Agent April Shepard Twin State Realty LLC

  • /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
    • /29

      Est $387,768 Not Listed For Sale

      48 Valley Cemetery Rd, Athens, VT 05143

      • 3 Beds
      • 2.5 Baths
      • 1,890 Sq Ft
      • Built 1999
      48 Valley Cemetery Rd, Athens, VT 05143

      Last Sold Summary

      • 31% Above List Price
      • $157/SF
      • 163 Days On Market
      • Last Sold Price $297,000
      • Dec 05, 2023

      Last Listing Agent Janet Lucier Barrett & Valley Assoc. Inc

  • /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
    • /28

      Est $389,825 Not Listed For Sale

      126 Brookline Rd, Athens, VT 05143

      • 5 Beds
      • 3 Baths
      • 2,637 Sq Ft
      • Built 1900
      126 Brookline Rd, Athens, VT 05143

      Last Sold Summary

      • 8% Above List Price
      • $137/SF
      • 26 Days On Market
      • Last Sold Price $360,000
      • Sep 13, 2024

      Last Listing Agent Jason Saphire www.HomeZu.com

  • /58

    $550,000 Sold Apr 02, 2026

    534 Elm St, Chester, VT 05143

    • 3,850 Sq Ft
    • Built 1868

    Last Sold Summary

    • 8% Below List Price
    • $143/SF
    • 154 Days On Market

    Current Estimated Value $531,099

    Last Listing Agent Tyleen Murray Kelley Real Estate, Inc.

    534 Elm St, Chester, VT 05143
    • /26

      Est $255,689 Not Listed For Sale

      1096 Mattson Rd, Chester, VT 05143

      1096 Mattson Rd, Chester, VT 05143

      Last Sold Summary

      • 9% Above List Price
      • 23 Days On Market
      • Last Sold Price $235,000
      • Jul 20, 2023

      Last Listing Agent Lisa Kelley Cummings & Co

  • /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

    Current Estimated Value $1,647,781

    Last Listing Agent Dia Jenks LandVest, Inc/Woodstock

    611 Simmons Rd, Chester, VT 05143
    • /35

      Est $323,458 Not Listed For Sale

      656 Depot St, Chester, VT 05143

      • 3 Beds
      • 3 Baths
      • 2,280 Sq Ft
      • Built 1987
      656 Depot St, Chester, VT 05143

      Last Sold Summary

      • 77% Above List Price
      • $80/SF
      • 13 Days On Market
      • Last Sold Price $183,000
      • Dec 08, 2023

      Last Listing Agent Glenn Olney Barrett and Valley Associates Inc.

  • /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
    • /53

      Est $625,000 Not Listed For Sale

      566 Simonsville Rd, Chester, VT 05143

      • 3 Beds
      • 2.5 Baths
      • 2,650 Sq Ft
      • Built 1820
      566 Simonsville Rd, Chester, VT 05143

      Last Sold Summary

      • 25% Above List Price
      • $188/SF
      • 229 Days On Market
      • Last Sold Price $499,000
      • Feb 03, 2025

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /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 $657,936

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    31 Palmer Rd, Chester, VT 05143
    • /41

      Est $462,616 Not Listed For Sale

      56 Hidden Newton Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,410 Sq Ft
      • Built 1999
      56 Hidden Newton Rd, Chester, VT 05143

      Last Sold Summary

      • 13% Above List Price
      • $291/SF
      • 44 Days On Market
      • Last Sold Price $410,000
      • Nov 08, 2024

      Last Listing Agent Alison Cummings Cummings & Co

  • /20

    $150,000 Sold Oct 02, 2025

    563 Simonsville Rd, Andover, VT 05143

    • Land
    • 53.94 Acres
    • $2,781 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 119 Days On Market

    Current Estimated Value $147,978

    Last Listing Agent Erin Kendall EXP Realty

    563 Simonsville Rd, Andover, VT 05143
    • /39

      Est $509,688 Not Listed For Sale

      2358 N Hill Rd, Chester, VT 05143

      • 4 Beds
      • 3 Baths
      • 2,070 Sq Ft
      • Built 1975
      2358 N Hill Rd, Chester, VT 05143

      Last Sold Summary

      • 5% Above List Price
      • $235/SF
      • 6 Days On Market
      • Last Sold Price $485,500
      • Jul 31, 2024

      Last Listing Agent John Napier TPW Real Estate

  • /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 $208,243

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

    841 Farrar Rd, Chester, VT 05143
    • /24

      Est $306,722 Not Listed For Sale

      1767 Rockingham Rd, Chester, VT 05143

      • 2 Beds
      • 1.5 Baths
      • 1,293 Sq Ft
      • Built 1988
      1767 Rockingham Rd, Chester, VT 05143

      Last Sold Summary

      • 1% Below List Price
      • $240/SF
      • 116 Days On Market
      • Last Sold Price $310,000
      • Dec 03, 2024

      Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

Showing Results 161 - 200, Page 5 of 18

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