3,370

Windsor, VT Homes in ZIP Code 05143

Section Image
    • 3019 Popple Dungeon Rd, Chester, VT 05143
      3019 Popple Dungeon Rd, Chester, VT 05143
      3019 Popple Dungeon Rd, Chester, VT 05143
      /20

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 200 Sq Ft

      3019 Popple Dungeon Rd, Chester, VT 05143

      3019 Popple Dungeon Rd, Chester, VT 05143
  • 2401 N Hill Rd, Chester, VT 05143
    2401 N Hill Rd, Chester, VT 05143
    2401 N Hill Rd, Chester, VT 05143
    /38

    $750,000 Sold Sep 20, 2024

    • 2,722 Sq Ft
    • $276/SF
    • 67 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1990

    2401 N Hill Rd, Chester, VT 05143

    With an excellent layout, special features and prime location, this four bedroom, two and a half bath cape in Andover is a must see! It sits on 4+ acres of manicured grounds with a babbling brook running through the property. Situated between quintessential Weston and the action of Ludlow, it is easy to access, a peaceful setting surrounded by a natural Vermont landscape. The area is host to

    Alison Cummings Cummings & Co

    2401 N Hill Rd, Chester, VT 05143
    • 374 Richardson Rd, Chester, VT 05143
      374 Richardson Rd, Chester, VT 05143
      374 Richardson Rd, Chester, VT 05143
      /40

      Est $713,887 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,776 Sq Ft

      374 Richardson Rd, Chester, VT 05143

      374 Richardson Rd, Chester, VT 05143
  • 126 Brookline Rd, Athens, VT 05143
    126 Brookline Rd, Athens, VT 05143
    126 Brookline Rd, Athens, VT 05143
    /28

    $360,000 Sold Sep 13, 2024

    • 3,405 Sq Ft
    • $106/SF
    • 26 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1900

    126 Brookline Rd, Athens, VT 05143

    Welcome to this meticulously restored farmhouse that seamlessly harmonizes historic charm with contemporary comforts. This property presents a distinctive opportunity for flexible living arrangements tailored to your preferences. Originally designed as a 5-bedroom residence, this home easily transforms into a 1, 2, or 3-unit dwelling, changing as your needs evolve. For example, it could have four

    Jason Saphire www.HomeZu.com

    126 Brookline Rd, Athens, VT 05143
    • 138 Farrar Rd, Chester, VT 05143
      138 Farrar Rd, Chester, VT 05143
      138 Farrar Rd, Chester, VT 05143
      /23

      Est $421,079 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,944 Sq Ft

      138 Farrar Rd, Chester, VT 05143

      138 Farrar Rd, Chester, VT 05143
  • 929 Anderson Rd, Grafton, VT 05146
    929 Anderson Rd, Grafton, VT 05146
    929 Anderson Rd, Grafton, VT 05146
    /15

    $230,000 Sold Sep 05, 2024

    • 1,264 Sq Ft
    • $182/SF
    • 7 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1983

    929 Anderson Rd, Grafton, VT 05146

    Nestled in the serene countryside of Grafton, Vermont, this delightful 2-bedroom, 1.5-bathroom home offers rustic charm. Situated on a sprawling 9.2-acre lot, this property is perfect for outdoor enthusiasts and those seeking tranquility away from the hustle and Bussle. The inviting living room features large windows, filling the space with natural light. The kitchen boasts ample counter space

    Thaddeus Abare Barrett and Valley Associates Inc.

    929 Anderson Rd, Grafton, VT 05146
    • 788 Farrar Rd, Chester, VT 05143
      788 Farrar Rd, Chester, VT 05143
      788 Farrar Rd, Chester, VT 05143
      /35

      Est $441,348 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 1,872 Sq Ft

      788 Farrar Rd, Chester, VT 05143

      788 Farrar Rd, Chester, VT 05143
  • 43 Northfield Dr, North Springfield, VT 05150
    43 Northfield Dr, North Springfield, VT 05150
    43 Northfield Dr, North Springfield, VT 05150
    /39

    $355,000 Sold Aug 29, 2024

    • 2,085 Sq Ft
    • $170/SF
    • 19 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1993

    43 Northfield Dr, North Springfield, VT 05150

    Nestled in a quiet neighborhood, this center stair cape has so many features that it should check all your boxes. Main level living features an open concept kitchen, living and dining room. A bedroom/office is situated on the main floor as well as a half bath. The four-season porch with large windows will become the favorite room in the house! Upstairs you'll find two bedrooms, full bath and a

    Joseph Karl William Raveis Real Estate Vermont Properties

    43 Northfield Dr, North Springfield, VT 05150
    • 2370 Baltimore Rd, Chester, VT 05143
      2370 Baltimore Rd, Chester, VT 05143
      2370 Baltimore Rd, Chester, VT 05143
      /23

      Est $189,766 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,124 Sq Ft

      2370 Baltimore Rd, Chester, VT 05143

      2370 Baltimore Rd, Chester, VT 05143
  • 405 Church St, Chester, VT 05143
    405 Church St, Chester, VT 05143
    405 Church St, Chester, VT 05143
    /34

    $570,000 Sold Aug 21, 2024

    • 1,856 Sq Ft
    • $307/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    405 Church St, Chester, VT 05143

    The warmth and charm of this beautifully renovated cape will capture your heart! Extensive renovations of the interior design and exterior, with energy efficiency in mind, have been aesthetically designed and laid out. A lovely back entry covered porch with Mahagony decking greets you as you enter the main level to the kitchen with handsome custom cabinetry detailed with butcherblock counters and

    Mary Mayhew Snyder Donegan Real Estate Group

    405 Church St, Chester, VT 05143
    • 1248 Baltimore Rd, Chester, VT 05143
      1248 Baltimore Rd, Chester, VT 05143
      1248 Baltimore Rd, Chester, VT 05143
      /18

      Est $193,063 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 600 Sq Ft

      1248 Baltimore Rd, Chester, VT 05143

      1248 Baltimore 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

    $562,725 Sold Aug 15, 2024

    • 1,908 Sq Ft
    • $295/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1992

    1716 Brockway Mills Rd, Chester, VT 05143

    This quintessential Vermont property offers 8.9 acres with gorgeous fields, stunning long range views and wonderful privacy. The owned solar array provides for all of the properties electrical usage. A small greenhouse is ready to help you with the substantial gardens and raised beds! Located a short drive off of RT 91 in close proximity to Chester, Grafton and Springfield VT. 45 min to Hanover

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

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

      Est $515,440 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,767 Sq Ft

      870 Baltimore Rd, Chester, VT 05143

      870 Baltimore Rd, Chester, VT 05143
  • 1295 Middletown Rd, Chester, VT 05143
    1295 Middletown Rd, Chester, VT 05143
    /2

    $792,000 Sold Jul 15, 2025

    • 2,133 Sq Ft
    • $371/SF
    • 0 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2012

    1295 Middletown Rd, Chester, VT 05143

    Discover this beautifully maintained 3-bedroom, 31⁄2-bath home on over 3 acres along a quiet country road—just minutes from the village of Weston. Inside, an open-concept layout brings together a bright kitchen, dining, and living area, while the walk-out lower level adds flexible room for a family area or recreation. Spacious entry/mudroom and an attached 2-car garage, this home balances

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    1295 Middletown Rd, Chester, VT 05143
    • 42 Cobb Rd, Chester, VT 05143
      42 Cobb Rd, Chester, VT 05143
      42 Cobb Rd, Chester, VT 05143
      /40

      Est $365,824 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,087 Sq Ft

      42 Cobb Rd, Chester, VT 05143

      42 Cobb Rd, Chester, VT 05143
  • 17 Grafton St, Chester, VT 05143
    17 Grafton St, Chester, VT 05143
    /2

    $285,000 Sold Mar 26, 2025

    • 1,824 Sq Ft
    • $156/SF
    • 87 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1852

    17 Grafton St, Chester, VT 05143

    Discover this beautifully maintained 1852 Colonial home situated on a prime corner lot in the heart of downtown Chester. Currently configured as a two-unit apartment, this property features a spacious two-bedroom, one-bath unit on the upper level and a cozy one-bedroom, one-bath unit on the first floor. With its versatile layout, you can easily convert it back to a single-family residence or live

    Gary Coger Four Seasons Sotheby's Int'l Realty

    17 Grafton St, Chester, VT 05143
    • 46 Anderson Rd, Chester, VT 05143
      46 Anderson Rd, Chester, VT 05143
      46 Anderson Rd, Chester, VT 05143
      /19

      Est $200,302 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,273 Sq Ft

      46 Anderson Rd, Chester, VT 05143

      46 Anderson Rd, Chester, VT 05143
    • 135 Lower Bartonsville Rd, Chester, VT 05143
      135 Lower Bartonsville Rd, Chester, VT 05143
      135 Lower Bartonsville Rd, Chester, VT 05143
      /14

      Est $332,889 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,904 Sq Ft

      135 Lower Bartonsville Rd, Chester, VT 05143

      135 Lower Bartonsville Rd, Chester, VT 05143
    • 234 Athens Rd, Chester, VT 05143
      234 Athens Rd, Chester, VT 05143
      234 Athens Rd, Chester, VT 05143
      /37

      Est $204,000 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft

      234 Athens Rd, Chester, VT 05143

      234 Athens Rd, Chester, VT 05143
    • 48 Valley Cemetery Rd, Athens, VT 05143
      48 Valley Cemetery Rd, Athens, VT 05143
      48 Valley Cemetery Rd, Athens, VT 05143
      /29

      Est $345,139 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,890 Sq Ft

      48 Valley Cemetery Rd, Athens, VT 05143

      48 Valley Cemetery Rd, Athens, VT 05143
    • 115 Reed Rd, Chester, VT 05143
      115 Reed Rd, Chester, VT 05143
      115 Reed Rd, Chester, VT 05143
      /11

      Est $286,604 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,408 Sq Ft

      115 Reed Rd, Chester, VT 05143

      115 Reed Rd, Chester, VT 05143
    • 116 Reed Rd, Chester, VT 05143
      116 Reed Rd, Chester, VT 05143
      116 Reed Rd, Chester, VT 05143
      /21

      Est $349,719 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft

      116 Reed Rd, Chester, VT 05143

      116 Reed Rd, Chester, VT 05143
    • 1096 Mattson Rd, Chester, VT 05143
      1096 Mattson Rd, Chester, VT 05143
      1096 Mattson Rd, Chester, VT 05143
      /26

      Est $251,403 Not Listed For Sale

      1096 Mattson Rd, Chester, VT 05143

      1096 Mattson Rd, Chester, VT 05143
    • 656 Depot St, Chester, VT 05143
      656 Depot St, Chester, VT 05143
      656 Depot St, Chester, VT 05143
      /35

      Est $289,023 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,280 Sq Ft

      656 Depot St, Chester, VT 05143

      656 Depot St, Chester, VT 05143
    • 898 N Hill Rd, Andover, VT 05143
      898 N Hill Rd, Andover, VT 05143
      898 N Hill Rd, Andover, VT 05143
      /39

      Est $858,538 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,800 Sq Ft

      898 N Hill Rd, Andover, VT 05143

      898 N Hill Rd, Andover, VT 05143
    • 234 Lower Bartonsville Rd, Chester, VT 05143
      234 Lower Bartonsville Rd, Chester, VT 05143
      234 Lower Bartonsville Rd, Chester, VT 05143
      /17

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,116 Sq Ft

      234 Lower Bartonsville Rd, Chester, VT 05143

      234 Lower Bartonsville Rd, Chester, VT 05143
    • 2358 N Hill Rd, Chester, VT 05143
      2358 N Hill Rd, Chester, VT 05143
      2358 N Hill Rd, Chester, VT 05143
      /39

      Est $515,862 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,070 Sq Ft

      2358 N Hill Rd, Chester, VT 05143

      2358 N Hill Rd, Chester, VT 05143
    • 126 Gould Rd, Chester, VT 05143
      126 Gould Rd, Chester, VT 05143
      126 Gould Rd, Chester, VT 05143
      /25

      Est $499,000 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,714 Sq Ft

      126 Gould Rd, Chester, VT 05143

      126 Gould Rd, Chester, VT 05143
    • 723 Chandler Rd, Chester, VT 05143
      723 Chandler Rd, Chester, VT 05143
      723 Chandler Rd, Chester, VT 05143
      /36

      Est $536,200 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,313 Sq Ft

      723 Chandler Rd, Chester, VT 05143

      723 Chandler Rd, Chester, VT 05143
    • 3208 Green Mountain Turnpike, Chester, VT 05143
      3208 Green Mountain Turnpike, Chester, VT 05143
      3208 Green Mountain Turnpike, Chester, VT 05143
      /27

      Est $344,553 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft

      3208 Green Mountain Turnpike, Chester, VT 05143

      3208 Green Mountain Turnpike, 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 $99,848 Not Listed For Sale

      505 Hidden Heights Rd, Chester, VT 05143

      505 Hidden Heights 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
    • 1291 Potash Brook Rd, Chester, VT 05143
      1291 Potash Brook Rd, Chester, VT 05143
      1291 Potash Brook Rd, Chester, VT 05143
      /35

      Est $116,290 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 704 Sq Ft

      1291 Potash Brook Rd, Chester, VT 05143

      1291 Potash Brook Rd, Chester, VT 05143
    • 2267 N Hill Rd, Andover, VT 05143
      2267 N Hill Rd, Andover, VT 05143
      2267 N Hill Rd, Andover, VT 05143
      /18

      Est $129,158 Not Listed For Sale

      2267 N Hill Rd, Andover, VT 05143

      2267 N Hill Rd, Andover, VT 05143
    • 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
    • 222 Peck Rd, Chester, VT 05143
      222 Peck Rd, Chester, VT 05143
      222 Peck Rd, Chester, VT 05143
      /20

      Est $228,246 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft

      222 Peck Rd, Chester, VT 05143

      222 Peck Rd, Chester, VT 05143
    • 4351 Route 11, Chester, VT 05143
      4351 Route 11, Chester, VT 05143
      4351 Route 11, Chester, VT 05143
      /18

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 980 Sq Ft

      4351 Route 11, Chester, VT 05143

      4351 Route 11, Chester, VT 05143
    • 2105 White Rd, Chester, VT 05143
      2105 White Rd, Chester, VT 05143
      2105 White Rd, Chester, VT 05143
      /37

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,466 Sq Ft

      2105 White Rd, Chester, VT 05143

      2105 White Rd, Chester, VT 05143
    • 341 Whitmore Brook Rd, Chester, VT 05143
      341 Whitmore Brook Rd, Chester, VT 05143
      341 Whitmore Brook Rd, Chester, VT 05143
      /39

      Est $677,185 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,400 Sq Ft

      341 Whitmore Brook Rd, Chester, VT 05143

      341 Whitmore Brook Rd, Chester, VT 05143
    • 0 Smokeshire Rd, Ludlow, VT 05149
      0 Smokeshire Rd, Ludlow, VT 05149
      0 Smokeshire Rd, Ludlow, VT 05149
      /16

      Not Listed For Sale

      0 Smokeshire Rd, Ludlow, VT 05149

      0 Smokeshire Rd, Ludlow, VT 05149

Showing Results 201 - 240, Page 6 of 18

Vermont Windsor County Chester 05143

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