3,359

Homes in ZIP Code 05143

Section Image
    • 138 Farrar Rd, Chester, VT 05143
      138 Farrar Rd, Chester, VT 05143
      138 Farrar Rd, Chester, VT 05143
      /23

      Est $360,060 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,464 Sq Ft

      138 Farrar Rd, Chester, VT 05143

      138 Farrar Rd, Chester, VT 05143
  • 501 Gates Rd, Chester, VT 05143
    501 Gates Rd, Chester, VT 05143
    501 Gates Rd, Chester, VT 05143
    /27

    $185,000 Under Contract

    • 1 Bed
    • 1 Bath
    • 616 Sq Ft

    501 Gates Rd, Chester, VT 05143

    If you're looking for a smaller footprint, or tiny home living, this is a great option! One bedroom, one bath mobile home in an absolutely gorgeous setting! Sitting on it's own 2+ acres, you'll a large yard with a firepit to enjoy the summer evenings while you gaze out over stone walls to a beautiful view. This property is quiet and peaceful, but not far from several ski areas and state parks

    Rebecca Seymour Brattleboro Area Realty

    501 Gates Rd, Chester, VT 05143
  • 173 Horsenail Hill Rd, Windham, VT 05359
    173 Horsenail Hill Rd, Windham, VT 05359
    173 Horsenail Hill Rd, Windham, VT 05359
    /14

    $185,000 Sold Dec 09, 2024

    • Land
    • 36.25 Acres
    • $5,103 per Acre
    • 115 Days On Market

    173 Horsenail Hill Rd, Windham, VT 05359

    Over 35 acres with more than 2,500 feet of PRIME ROAD FRONTAGE on Vermont Route 11, a major east west corridor from Springfiled to Manchester. This open level lot is a perfect spot for your business starting from the ground up. With great exposure and easy access to Route 91 and Vermont Route 7 this ultimate location is waiting for you and your ideas.

    Frank Provance Diamond Realty

    173 Horsenail Hill Rd, Windham, VT 05359
    • 788 Farrar Rd, Chester, VT 05143
      788 Farrar Rd, Chester, VT 05143
      788 Farrar Rd, Chester, VT 05143
      /35

      Est $457,406 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
  • 284 Flamstead Rd, Chester, VT 05143
    284 Flamstead Rd, Chester, VT 05143
    284 Flamstead Rd, Chester, VT 05143
    /27

    $189,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft

    284 Flamstead Rd, Chester, VT 05143

    Tucked back from the paved road and surrounded by woods, this charming 3-bedroom, 1.5-bath home offers both privacy and convenience. With a little updating and personal touch, it has all the makings of a wonderful starter home or the perfect Vermont getaway. Ideally located near several major ski areas and the lakes region, you’ll enjoy year-round recreation — from winter skiing to summer days on

    Linda Benoit Highland Realty

    284 Flamstead Rd, Chester, VT 05143
  • 33 Green Mountain Turnpike, Town of Rockingham, VT
    33 Green Mountain Turnpike, Town of Rockingham, VT
    33 Green Mountain Turnpike, Town of Rockingham, VT
    /10

    $160,000 Sold Dec 06, 2024

    • Land
    • 8.7 Acres
    • $18,391 per Acre
    • 37 Days On Market

    33 Green Mountain Turnpike, Town of Rockingham, VT

    Possibilities abound on this property which has over 8 acres of land with more than 1600’ of road frontage on 2 roads! There is an existing single wide home, garage and small animal shed on the property. The property also has an existing well and septic. There is a secluded feel while still being convenient to amenities such as: half an hour to Okemo, 45 minutes to Stratton, 6.5 miles to 91. Come

    Jennifer Andrus R.H. Thackston & Company

    33 Green Mountain Turnpike, Town of Rockingham, VT
    • 2370 Baltimore Rd, Chester, VT 05143
      2370 Baltimore Rd, Chester, VT 05143
      2370 Baltimore Rd, Chester, VT 05143
      /23

      Est $170,269 Not Listed For Sale

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

      2370 Baltimore Rd, Chester, VT 05143

      2370 Baltimore Rd, Chester, VT 05143
  • 994 Dodge Rd, Chester, VT 05143
    994 Dodge Rd, Chester, VT 05143
    994 Dodge Rd, Chester, VT 05143
    /40

    $635,000 Sold Dec 06, 2024

    • 1,876 Sq Ft
    • $338/SF
    • 89 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2012

    994 Dodge Rd, Chester, VT 05143

    Discover this extraordinary property, available for the first time! Nestled on 26 pristine, private acres at the end of a serene road, this 3-bedroom contemporary home is a true gem. Impeccably maintained by its original owners, every detail of this residence has been thoughtfully designed. The home features a welcoming entryway mudroom, a cozy sitting area leading into the dining space, and a

    Gary Coger Four Seasons Sotheby's Int'l Realty

    994 Dodge Rd, Chester, VT 05143
    • 1248 Baltimore Rd, Chester, VT 05143
      1248 Baltimore Rd, Chester, VT 05143
      1248 Baltimore Rd, Chester, VT 05143
      /18

      Est $179,818 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 600 Sq Ft

      1248 Baltimore Rd, Chester, VT 05143

      1248 Baltimore Rd, 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

    $1,250,000 Sold Dec 05, 2024

    • 1,918 Sq Ft
    • $652/SF
    • 27 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2004

    209 Ingraham Hill Rd, Chester, VT 05143

    Large acreage and vast views. The cabin on Steadman Hill is a newly finished off-grid home on 477 acres. With breathtaking south-facing views of a large meadow and the Green Mtns, this retreat offers an inspiring setting to write the great American novel, create art, or simply enjoy the peacefulness in nature. The mature woodlands are filled with towering oak, maple and beech trees. The land is

    Dia Jenks LandVest, Inc/Woodstock

    209 Ingraham Hill Rd, Chester, VT 05143
    • 870 Baltimore Rd, Chester, VT 05143
      870 Baltimore Rd, Chester, VT 05143
      870 Baltimore Rd, Chester, VT 05143
      /40

      Est $416,515 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,100 Sq Ft

      870 Baltimore Rd, Chester, VT 05143

      870 Baltimore Rd, Chester, VT 05143
  • 1767 Rockingham Rd, Chester, VT 05143
    1767 Rockingham Rd, Chester, VT 05143
    1767 Rockingham Rd, Chester, VT 05143
    /24

    $310,000 Sold Dec 03, 2024

    • 1,293 Sq Ft
    • $240/SF
    • 116 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1988

    1767 Rockingham Rd, Chester, VT 05143

    This beautiful turnkey Log home is the perfect weekend getaway or a convenient and tasteful primary residence. Located less than 30 minutes from both Okemo and Magic Mountain, it offers plenty of opportunities for mountain adventures. Whether you're into skiing, hiking, or simply enjoying the stunning landscapes, you'll find it all within easy reach. The home has recently received numerous

    Thaddeus Abare Barrett and Valley Associates Inc.

    1767 Rockingham Rd, Chester, VT 05143
    • 42 Cobb Rd, Chester, VT 05143
      42 Cobb Rd, Chester, VT 05143
      42 Cobb Rd, Chester, VT 05143
      /40

      Est $346,251 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
  • 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

    $19,000 Sold Nov 29, 2024

    • Land
    • 5.51 Acres
    • $3,448 per Acre
    • 183 Days On Market

    0 Remington Rd Unit 12 5001944, Chester, VT 05143

    REUCDUED $18,000.00, PRICED TO SELL! One of the larger lots in the lower Remington subdivision. This private lot has underground power at the lot and the permitted septic is an inground system. Bring your plans and your builder or have the seller build your dream home! PLEASE NOTE THERE IS A MINIMUM OF 1,800 Sq Ft Of Finished Living Space.

    Frank Provance Diamond Realty

    0 Remington Rd Unit 12 5001944, 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 $307,103 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
  • 3011 A East Hill Rd, Andover, VT 05143
    3011 A East Hill Rd, Andover, VT 05143
    3011 A East Hill Rd, Andover, VT 05143
    /30

    $685,000 Sold Nov 22, 2024

    • 1,504 Sq Ft
    • $455/SF
    • 88 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1976

    3011 A East Hill Rd, Andover, VT 05143

    Price Adjustment! This gracious country contemporary, on the market for the first time, was designed and finished by its longtime owners, an industrial designer and an interior designer. Beautifully sited in a landscaped setting on a quiet country road, it enjoys distant mountain views and is protected on all sides by woods with nature trails. The 3 bed/3 bath interior is light and airy with

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    3011 A East Hill Rd, Andover, 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
  • 56 Hidden Newton Rd, Chester, VT 05143
    56 Hidden Newton Rd, Chester, VT 05143
    56 Hidden Newton Rd, Chester, VT 05143
    /41

    $410,000 Sold Nov 08, 2024

    • 1,410 Sq Ft
    • $291/SF
    • 44 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    56 Hidden Newton Rd, Chester, VT 05143

    This log home in Windham includes a large yard with fruit trees, room for gardening and recreation, privately situated on a quiet dead-end street. Enjoy the peace and quiet of the natural surroundings with a small pond, apple trees and large deck to relax on. This 3 bedroom , 2 bath home has a nice interior flow with an open kitchen/living/dining floor plan. Enter through the large mudroom and

    Alison Cummings Cummings & Co

    56 Hidden Newton 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 $349,316 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
  • 2656 Weston-Andover Rd, Chester, VT 05143
    2656 Weston-Andover Rd, Chester, VT 05143
    2656 Weston-Andover Rd, Chester, VT 05143
    /40

    $595,000 Sold Nov 08, 2024

    • 2,080 Sq Ft
    • $286/SF
    • 55 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 2004

    2656 Weston-Andover Rd, Chester, VT 05143

    One of a kind! If you wanted to be 100% off the grid, but in a home that looks & functions like a traditional home, then look no further. This is a special home-from the quiet spot on the Ox Bow with long brook frontage to the handsome architecture & interior detail. No other house will ever be visible, your privacy is protected, but you are minutes from Weston, Chester & Ludlow. The floorplan is

    Betty McEnaney Diamond Realty

    2656 Weston-Andover Rd, Chester, VT 05143
    • 116 Reed Rd, Chester, VT 05143
      116 Reed Rd, Chester, VT 05143
      116 Reed Rd, Chester, VT 05143
      /21

      Est $351,836 Not Listed For Sale

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

      116 Reed Rd, Chester, VT 05143

      116 Reed Rd, Chester, VT 05143
  • 3264 Trebo Rd, Chester, VT 05143
    3264 Trebo Rd, Chester, VT 05143
    3264 Trebo Rd, Chester, VT 05143
    /18

    $295,000 Sold Nov 01, 2024

    • 1,487 Sq Ft
    • $198/SF
    • 41 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1910

    3264 Trebo Rd, Chester, VT 05143

    Discover the potential of this 1910 farmhouse, nestled on 15 picturesque acres at the corner of Trebo Rd and Crow Hill Rd. 5 of the acres are across the road featuring a large pond big enough for swimming and kayaking, this property offers a canvas for your vision. The Farmhouse is in need of extensive rehab but whether renovating the existing structure or building anew this property is ideal for

    Gary Coger Four Seasons Sotheby's Int'l Realty

    3264 Trebo Rd, Chester, VT 05143
    • 126 Brookline Rd, Athens, VT 05143
      126 Brookline Rd, Athens, VT 05143
      126 Brookline Rd, Athens, VT 05143
      /28

      Est $363,700 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,637 Sq Ft

      126 Brookline Rd, Athens, VT 05143

      126 Brookline Rd, Athens, VT 05143
  • 276 Old Coach Rd, Chester, VT 05143
    276 Old Coach Rd, Chester, VT 05143
    276 Old Coach Rd, Chester, VT 05143
    /39

    $715,000 Sold Oct 26, 2024

    • 1,735 Sq Ft
    • $412/SF
    • 108 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2021

    276 Old Coach Rd, Chester, VT 05143

    This magnificent newly constructed home has it all! Located in the peaceful Popple Dungeon area of Chester, Vermont, you'll feel a million miles away from the world, nestled within 29 beautifully wooded acres along the South Branch of the Williams River. With just a short walk, you have over 1/4 mile of your very own stream to cool off in. There is no urban glow, little to no traffic, and the

    Daire Gibney Barrett and Valley Associates Inc.

    276 Old Coach Rd, Chester, VT 05143
    • 1096 Mattson Rd, Chester, VT 05143
      1096 Mattson Rd, Chester, VT 05143
      1096 Mattson Rd, Chester, VT 05143
      /26

      Est $268,328 Not Listed For Sale

      1096 Mattson Rd, Chester, VT 05143

      1096 Mattson Rd, Chester, VT 05143
  • 22 White Rd, Chester, VT 05143
    22 White Rd, Chester, VT 05143
    22 White Rd, Chester, VT 05143
    /12

    $124,000 Sold Oct 25, 2024

    • 630 Sq Ft
    • $197/SF
    • 6 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1940

    22 White Rd, Chester, VT 05143

    Priced below town assessment and just in time for hunting season, this cute cottage/camp is being sold "as is." This camp sits on 1.1 acres of land, septic tank installed 10 to 15 years ago. It features living room, kitchen, bedroom and a 3/4 bath on the main floor and a loft in part of the second floor. It also has a shed and an outhouse. Don't miss this opportunity!!!

    Darlene Conca Keller Williams Realty Metro-Keene

    22 White Rd, Chester, VT 05143
    • 656 Depot St, Chester, VT 05143
      656 Depot St, Chester, VT 05143
      656 Depot St, Chester, VT 05143
      /35

      Est $276,143 Not Listed For Sale

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

      656 Depot St, Chester, VT 05143

      656 Depot St, Chester, VT 05143
  • 468 Vt Route 103 S, Chester, VT 05143
    468 Vt Route 103 S, Chester, VT 05143
    468 Vt Route 103 S, Chester, VT 05143
    /37

    $255,000 Sold Oct 18, 2024

    • 960 Sq Ft
    • $266/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1940

    468 Vt Route 103 S, Chester, VT 05143

    Come check out this Main St., turn-key charmer, on a level corner lot, in the Village of Chester. A great neighborhood, walking distance to local shops, schools and in town amenities. You'll love the convenience of the attached (via breezeway) one car garage. This home boasts new paint in every room, updated floors, kitchen and bath, with new furnishings and mattresses. The lighting in the

    Frank Provance Diamond Realty

    468 Vt Route 103 S, 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 $824,902 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,592 Sq Ft

      898 N Hill Rd, Andover, VT 05143

      898 N Hill Rd, Andover, VT 05143
  • 2253 White Rd, Chester, VT 05143
    2253 White Rd, Chester, VT 05143
    2253 White Rd, Chester, VT 05143
    /38

    $680,000 Sold Oct 17, 2024

    • 1,171 Sq Ft
    • $581/SF
    • 53 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    2253 White Rd, Chester, VT 05143

    Stunning acreage surrounds this charming home in Windham, Vermont.110 acres of curated land with trails throughout. Lots of places to explore and enjoy, all on your own land! A quintessential get-away with a large screened-in porch overlooking the waterfall and pond. Follow the bridge across the pond to the meadow and trails. The extensive trail network is well maintained, meandering throughout

    Alison Cummings Cummings & Co

    2253 White Rd, Chester, 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
  • 1337 Andover Ridge Rd, Andover, VT 05143
    1337 Andover Ridge Rd, Andover, VT 05143
    1337 Andover Ridge Rd, Andover, VT 05143
    /31

    $1,200,000 Sold Oct 16, 2024

    • 2,517 Sq Ft
    • $477/SF
    • 61 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2003

    1337 Andover Ridge Rd, Andover, VT 05143

    Meticulous and spacious home that has been thoughtfully and lovingly updated on the prestigious Andover Ridge Road. Overlooking the Green Mountain National Forest and the village of Weston, this beautiful custom-built 4800+sf log home exudes privacy, warmth, comfort and charm. The kitchen has heated stone flooring, abundant light and breathtaking views. There are two spacious living areas

    Liz Moore Four Seasons Sotheby's Int'l Realty

    1337 Andover Ridge Rd, Andover, 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 $494,820 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
  • 1295 Middletown Rd, Chester, VT 05143
    1295 Middletown Rd, Chester, VT 05143
    /2

    $792,000 Sold Jul 15, 2025

    • 3,614 Sq Ft
    • $219/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
    • 2401 N Hill Rd, Chester, VT 05143
      2401 N Hill Rd, Chester, VT 05143
      2401 N Hill Rd, Chester, VT 05143
      /38

      Est $735,619 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,242 Sq Ft

      2401 N Hill Rd, Chester, VT 05143

      2401 N Hill 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
    • 126 Gould Rd, Chester, VT 05143
      126 Gould Rd, Chester, VT 05143
      126 Gould Rd, Chester, VT 05143
      /25

      Est $298,000 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 $522,886 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,063 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 $358,885 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
    • 288 Graves Rd, Baltimore, VT 05143
      288 Graves Rd, Baltimore, VT 05143
      288 Graves Rd, Baltimore, VT 05143
      /16

      Est $243,126 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 400 Sq Ft

      288 Graves Rd, Baltimore, VT 05143

      288 Graves Rd, Baltimore, VT 05143

Showing Results 201 - 240, Page 6 of 18

Vermont Windsor County Chester 05143

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