2,718

Chester, VT Homes

Section Image
  • 87 Kevadus Cir, Chester, VT 05143
    87 Kevadus Cir, Chester, VT 05143
    /2

    $229,000 Sold Aug 29, 2025

    • 840 Sq Ft
    • $273/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1968

    87 Kevadus Cir, Chester, VT 05143

    This property features an open extended lot with a large private covered deck and expansive backyard. The interior of this home has just been painted Aswell as new carpet throughout. The oversized 1 car garage is great for extra storage or a small work shop. This turn key home could be perfect for someone looking to downsize or a starter home.

    Thaddeus Abare Barrett and Valley Associates Inc.

    87 Kevadus Cir, Chester, VT 05143
    • 184 Kevadus Cir, Chester, VT 05143
      184 Kevadus Cir, Chester, VT 05143
      184 Kevadus Cir, Chester, VT 05143
      /14

      Est $266,445 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      184 Kevadus Cir, Chester, VT 05143

      184 Kevadus Cir, Chester, VT 05143
  • 725 Flamstead Rd, Chester, VT 05143
    725 Flamstead Rd, Chester, VT 05143
    725 Flamstead Rd, Chester, VT 05143
    /47

    $895,000

    • 4 Beds
    • 3.5 Baths
    • 2,775 Sq Ft

    725 Flamstead Rd, Chester, VT 05143

    Beautifully maintained 2005 Contemporary Cape nestled on 6.7 private acres with sweeping long-range Vermont views. Owned and cherished by just one family, this move-in-ready home offers the best of country living with modern updates. The completely renovated kitchen boasts a Wolf range, Sub-Zero refrigerator, Bosch dishwasher, and quartz countertops, seamlessly flowing into the dining

    Gary Coger Four Seasons Sotheby's Int'l Realty

    725 Flamstead Rd, Chester, VT 05143
  • 1502 Popple Dungeon Rd, Chester, VT 05143
    1502 Popple Dungeon Rd, Chester, VT 05143
    1502 Popple Dungeon Rd, Chester, VT 05143
    /59

    $910,000 Sold Aug 28, 2025

    • 3,739 Sq Ft
    • $243/SF
    • 105 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1989

    1502 Popple Dungeon Rd, Chester, VT 05143

    Welcome to paradise! Enjoy all four seasons in this handsome, 1989 colonial-style home with modern amenities. From the covered porch, relax and take in views of the front gardens and your land across the road with apple trees and brook frontage. A large solar array is tucked out of sight producing all the power you would need. Behind the house is a fenced-in garden and greenhouse, a couple of

    Betty McEnaney Diamond Realty

    1502 Popple Dungeon Rd, Chester, VT 05143
    • 192 Kevadus Cir, Chester, VT 05143
      192 Kevadus Cir, Chester, VT 05143
      192 Kevadus Cir, Chester, VT 05143
      /16

      Est $259,791 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      192 Kevadus Cir, Chester, VT 05143

      192 Kevadus Cir, Chester, VT 05143
  • 00 Remington Rd, Chester, VT 05143
    00 Remington Rd, Chester, VT 05143
    00 Remington Rd, Chester, VT 05143
    /14

    $74,000

    • Land
    • 15.5 Acres
    • $4,774 per Acre

    00 Remington Rd, Chester, VT 05143

    Bring your ideas for building your own home on this 15.5 acre parcel of land in the quintessential town of Chester. Located minutes to the 91 FWY. Vermont Academy nearby along with several hiking and snowmobile trails. Seller has included the cost for clearing the building site and a driveway to house site. Come look at this property and enjoy all it has to offer.

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    00 Remington Rd, Chester, VT 05143
  • 938 Stigers Rd, Chester, VT 05143
    938 Stigers Rd, Chester, VT 05143
    938 Stigers Rd, Chester, VT 05143
    /36

    $1,400,000 Sold Aug 27, 2025

    • 2,614 Sq Ft
    • $536/SF
    • 42 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2011

    938 Stigers Rd, Chester, VT 05143

    Welcome to 938 Stigers Road, a masterpiece in the mountains! Discover a stunning fusion of artistry and craftsmanship in this exquisite timber frame home, tucked away in the serene beauty of the mountains.This residence is the inspired creation of a visionary artist and a skilled builder, resulting in a one-of-a-kind retreat where design and nature are in perfect harmony.Fall in love with

    Liz Moore Four Seasons Sotheby's Int'l Realty

    938 Stigers Rd, Chester, VT 05143
    • 165 Vt Route 103 S, Chester, VT 05143
      165 Vt Route 103 S, Chester, VT 05143
      165 Vt Route 103 S, Chester, VT 05143
      /40

      Est $247,975 Not Listed For Sale

      • 6 Beds
      • 2.5 Baths
      • 2,240 Sq Ft

      165 Vt Route 103 S, Chester, VT 05143

      165 Vt Route 103 S, Chester, VT 05143
  • 918 Lovers Lane Rd, Chester, VT 05143
    918 Lovers Lane Rd, Chester, VT 05143
    918 Lovers Lane Rd, Chester, VT 05143
    /21

    $145,000

    • 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
  • 472 Main St, Chester, VT 05143
    472 Main St, Chester, VT 05143
    472 Main St, Chester, VT 05143
    /60

    $475,000 Sold Aug 27, 2025

    • 5,546 Sq Ft
    • $86/SF
    • 36 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1850

    472 Main St, Chester, VT 05143

    The Laurin Whiting House, circa 1850, is a Greek Revival style home with 5 bedrooms and 7 baths on 1 +/- acre. The curved, multi-bay veranda wraps around the front of the house with neo-classical columns and an oculus that punctuates the front gable end. A light-filled living room has French doors that open to the lovely porch and adjoin a large bedroom and full bath. The formal dining room

    Geralyn Donohue Engel & Völkers Okemo

    472 Main St, Chester, VT 05143
    • 183 Pleasant St, Chester, VT 05143
      183 Pleasant St, Chester, VT 05143
      183 Pleasant St, Chester, VT 05143
      /18

      Est $354,903 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,686 Sq Ft

      183 Pleasant St, Chester, VT 05143

      183 Pleasant St, Chester, VT 05143
  • 1175 Quarry Rd, Chester, VT 05143
    1175 Quarry Rd, Chester, VT 05143
    1175 Quarry Rd, Chester, VT 05143
    /17

    $300,000

    • Land
    • 75 Acres
    • $4,000 per Acre

    1175 Quarry Rd, Chester, VT 05143

    Escape to southern Vermont with this expansive 75-acre parcel offering the perfect blend of privacy, natural beauty, and endless potential. Whether you dream of building a secluded mountain retreat, starting a hobby farm, or preserving pristine land for recreation and conservation, this property is your blank canvas. Improvements include a septic system, dug well, electricity and a cleared lot.

    Jessica Samples BHG Masiello Keene

    1175 Quarry Rd, Chester, VT 05143
  • 769 Davidson Hill Rd, Chester, VT 05143
    769 Davidson Hill Rd, Chester, VT 05143
    769 Davidson Hill Rd, Chester, VT 05143
    /41

    $327,500 Sold Aug 21, 2025

    • 1,400 Sq Ft
    • $234/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    769 Davidson Hill Rd, Chester, VT 05143

    Simplify your life and reconnect with nature in this peaceful Chester home. Set on over 5 private acres, this 3-bedroom ranch offers easy, one-level living surrounded by Vermont’s natural beauty. Whether you're seeking a low-maintenance primary residence, a country getaway, or a downsizing opportunity, this home delivers comfort without complication. From the wheelchair-accessible ramp to the

    Frank Provance Diamond Realty

    769 Davidson Hill Rd, Chester, VT 05143
    • 73 Maple St, Chester, VT 05143
      73 Maple St, Chester, VT 05143
      73 Maple St, Chester, VT 05143
      /26

      Est $384,887 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,382 Sq Ft

      73 Maple St, Chester, VT 05143

      73 Maple St, Chester, VT 05143
  • 3619 Baltimore Rd, Chester, VT 05143
    3619 Baltimore Rd, Chester, VT 05143
    3619 Baltimore Rd, Chester, VT 05143
    /55

    $325,000

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

    3619 Baltimore Rd, Chester, VT 05143

    5 Minutes from North Springfield and 22 minutes to Ludlow sits the peaceful hamlet of Baltimore, VT. Within the town is a 6 acre lot complimented with fruit trees, a stream, and an ample barn/garage with some roughly finished area above perfect for overflow guests, a home based business or perhaps even additional living space as your needs grow. There's also a storage shed! The house is

    Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    3619 Baltimore Rd, Chester, VT 05143
  • 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

    • 2,747 Sq Ft
    • $218/SF
    • 71 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    350 Farrar Rd, Chester, VT 05143

    ~Price correction~ Looking for a peaceful escape with plenty of space to spread out? This inviting home sits on a quiet dirt road, just minutes from the heart of Chester Village and close to all the best things Vermont has to offer—skiing, hiking, swimming, and more. This property is perfect as a Primary home, vacation home or can be used as a short-term rental.Inside, there’s tons of

    Linda Benoit Highland Realty

    350 Farrar Rd, Chester, VT 05143
    • 63 Highland Ct, Chester, VT 05143
      63 Highland Ct, Chester, VT 05143
      63 Highland Ct, Chester, VT 05143
      /23

      Est $286,071 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,430 Sq Ft

      63 Highland Ct, Chester, VT 05143

      63 Highland Ct, Chester, VT 05143
  • 1342 Old Stage Rd, Chester, VT 05143
    1342 Old Stage Rd, Chester, VT 05143
    1342 Old Stage Rd, Chester, VT 05143
    /54

    $895,745

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

    1342 Old Stage Rd, Chester, VT 05143

    Welcome to your own private retreat—98 acres of serene Vermont beauty featuring meadows, woods, two ponds, and eight versatile outbuildings. Thoughtfully maintained and tastefully appointed, this charming home is nestled in a park-like setting complete with long, historic rock walls, mature trees, and flourishing perennial gardens. Nature lovers will revel in the abundance of wildlife, from

    Jessica Landers Barrett and Valley Associates Inc.

    1342 Old Stage Rd, Chester, VT 05143
  • 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

    • 2,456 Sq Ft
    • $276/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1878

    3236 Weston-Andover Rd, Chester, VT 05143

    Set on a stunning, level 7.38-acre parcel, this beautifully updated farmhouse is turnkey and full of character, comfort, and space! The convenient mudroom offers built-in shelving for your gear and leads into a lovely country kitchen featuring handmade cabinetry, granite countertops, a butcher block island, and a cozy breakfast bar. Step out to the charming front porch to enjoy your morning

    Mendi Michael Engel & Völkers Okemo

    3236 Weston-Andover Rd, Chester, VT 05143
    • 64 Highland Ct, Chester, VT 05143
      64 Highland Ct, Chester, VT 05143
      64 Highland Ct, Chester, VT 05143
      /30

      Est $343,304 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,267 Sq Ft

      64 Highland Ct, Chester, VT 05143

      64 Highland Ct, Chester, VT 05143
  • 00 Vermont 103, Andover, VT 05143
    00 Vermont 103, Andover, VT 05143
    00 Vermont 103, Andover, VT 05143
    /60

    $200,000

    • Land
    • 6.63 Acres
    • $30,166 per Acre

    00 Vermont 103, Andover, VT 05143

    Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With aproposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life. The lot offersample space for parking and potential for mountain or woodland views with some strategic tree clearing. Whether

    Rachael Rogala Rachael Rogala Inc.

    00 Vermont 103, Andover, VT 05143
  • 4150 Trebo Rd, Chester, VT 05143
    4150 Trebo Rd, Chester, VT 05143
    4150 Trebo Rd, Chester, VT 05143
    /42

    $315,000 Sold Aug 06, 2025

    • 1,566 Sq Ft
    • $201/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    4150 Trebo Rd, Chester, VT 05143

    This lovingly maintained manufactured home is just waiting for its new owner to enjoy! Located less than 10 mins from North Springfield and just 20 mins to Ludlow on a quiet dirt road. Enter through the large multi-purpose room with views of the pond and perennial gardens. Laundry is conveniently located in the hallway off the kitchen. A wood stove in the living room adds charm and warmth.

    Alexandra Eatmon Kelley Real Estate, Inc.

    4150 Trebo Rd, Chester, VT 05143
    • 81 Main St, Chester, VT 05143
      81 Main St, Chester, VT 05143
      81 Main St, Chester, VT 05143
      /35

      Est $609,028 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,864 Sq Ft

      81 Main St, Chester, VT 05143

      81 Main St, Chester, VT 05143
  • 00 Vt Route 103 N, Chester, VT 05143
    00 Vt Route 103 N, Chester, VT 05143
    00 Vt Route 103 N, Chester, VT 05143
    /60

    $115,000

    • Land
    • 3.28 Acres
    • $35,061 per Acre

    00 Vt Route 103 N, Chester, VT 05143

    Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With a proposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life.The lot offers ample space for parking and potential for mountain or woodland views with some strategic tree clearing.

    Rachael Rogala Rachael Rogala Inc.

    00 Vt Route 103 N, Chester, VT 05143
  • 358 Maple Ridge Rd, Chester, VT 05143
    358 Maple Ridge Rd, Chester, VT 05143
    358 Maple Ridge Rd, Chester, VT 05143
    /16

    $285,000 Sold Jul 31, 2025

    • 1,488 Sq Ft
    • $192/SF
    • 2 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1989

    358 Maple Ridge Rd, Chester, VT 05143

    This two-bedroom, plus children's loft, is located on 2.1, open and wooded, acres on a dead-end road. It blends seclusion and privacy and is only fifteen minutes to the resort town of Ludlow. House, also, features vinyl siding with a separate, insulated two-car garage. This is a MUST SEE!!

    Gale Alger Alger Real Estate Agency

    358 Maple Ridge Rd, Chester, VT 05143
    • 405 Church St, Chester, VT 05143
      405 Church St, Chester, VT 05143
      405 Church St, Chester, VT 05143
      /34

      Est $521,890 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,856 Sq Ft

      405 Church St, Chester, VT 05143

      405 Church St, Chester, VT 05143
  • 302 Davidson Hill Rd, Chester, VT 05143
    302 Davidson Hill Rd, Chester, VT 05143
    302 Davidson Hill Rd, Chester, VT 05143
    /19

    $349,900

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    302 Davidson Hill Rd, Chester, VT 05143

    This Cozy cabin tucked away along the outskirts of Chester is sure to impress. With a brand new roof, heating system and more this is the perfect turn key retreat. The property features both open lawn and forest to explore, just up the road from snowmobiling and hiking trails this property has the ability to be your home base for all your favorite activities year around. Including close proximity

    Thaddeus Abare Barrett and Valley Associates Inc.

    302 Davidson Hill Rd, Chester, VT 05143
  • 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

    • 1,402 Sq Ft
    • $285/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    387 Weston-Andover Rd, Chester, VT 05143

    Nestled on a peaceful hillside in the town of Andover, this well-maintained home offers the soothing sounds of the Andover Branch River as your daily backdrop. Enjoy the ease of one-level living with three bedrooms, a full bathroom, and a comfortable main living space perfect for relaxing or entertaining.The walkout basement adds even more potential. Already underway is a second full

    Jessica Citera Cummings & Co

    387 Weston-Andover Rd, Chester, VT 05143
    • 17 Orcutt Dr, Chester, VT 05143
      17 Orcutt Dr, Chester, VT 05143
      17 Orcutt Dr, Chester, VT 05143
      /18

      Est $330,764 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,383 Sq Ft

      17 Orcutt Dr, Chester, VT 05143

      17 Orcutt Dr, Chester, VT 05143
  • 0 Remington Rd Unit 5049900, Chester, VT 05143
    0 Remington Rd Unit 5049900, Chester, VT 05143
    0 Remington Rd Unit 5049900, Chester, VT 05143
    /21

    $55,000

    • Land
    • 1.52 Acres
    • $36,184 per Acre

    0 Remington Rd Unit 5049900, Chester, VT 05143

    If you're dreaming of open skies, peaceful surroundings, and your own slice of Vermont, this property delivers. Just minutes from the charming Chester village green, this land offers the best of both worlds—seclusion and convenience. Step onto the property and take in the wide-open space surrounded by mature trees, offering privacy and natural beauty in every season. Whether you're envisioning

    Frank Provance Diamond Realty

    0 Remington Rd Unit 5049900, Chester, VT 05143
  • 442 Elm St, Chester, VT 05143
    442 Elm St, Chester, VT 05143
    442 Elm St, Chester, VT 05143
    /27

    $259,000 Sold Jul 31, 2025

    • 1,488 Sq Ft
    • $174/SF
    • 126 Days On Market
    • Built 1950

    442 Elm St, Chester, VT 05143

    Terrific in town property is being offered! Two units in one building! One unit offers one bedroom and 3/4 bath open concept living and kitchen area. Second unit offers two bedrooms, living room, 3/4 bath and updated kitchen! Walk to amenities in Chester Depot including of course the train, Smitty's market and salon! Chester village less than one mile away as well.

    Lisa Kelley Cummings & Co

    442 Elm St, Chester, VT 05143
    • 346 1st Ave, Chester, VT 05143
      346 1st Ave, Chester, VT 05143
      346 1st Ave, Chester, VT 05143
      /34

      Est $297,774 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,610 Sq Ft

      346 1st Ave, Chester, VT 05143

      346 1st Ave, Chester, VT 05143
  • 0 Remington Rd Unit 5049898, Chester, VT 05143
    0 Remington Rd Unit 5049898, Chester, VT 05143
    0 Remington Rd Unit 5049898, Chester, VT 05143
    /20

    $85,000

    • Land
    • 1.82 Acres
    • $46,703 per Acre

    0 Remington Rd Unit 5049898, Chester, VT 05143

    Bring your plans and build your own piece of paradise! Just minutes from the iconic Chester town green, this scenic parcel offers the perfect blend of privacy, mountain views, and convenience. With a cleared, gently sloping build site already in place, this lot is ready for your imagination. Underground power is on site, and a well-crafted stone retaining wall, drilled well and septic components

    Frank Provance Diamond Realty

    0 Remington Rd Unit 5049898, Chester, VT 05143
  • 115 Orcutt Dr, Chester, VT 05143
    115 Orcutt Dr, Chester, VT 05143
    115 Orcutt Dr, Chester, VT 05143
    /36

    $425,000 Sold Jul 30, 2025

    • 1,360 Sq Ft
    • $312/SF
    • 26 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    115 Orcutt Dr, Chester, VT 05143

    This charming village home in Chester, located on a peaceful dead-end street, offers a fantastic blend of comfort and convenience. The house has been meticulously maintained both inside and out. It boasts a spacious double lot with beautiful gardens and fruit trees. Inside, you'll find two bedrooms plus a versatile den, providing ample living space. The kitchen has been doubled in size with walls

    Joseph Karl William Raveis Real Estate Vermont Properties

    115 Orcutt Dr, Chester, VT 05143
    • 386 1st Ave, Chester, VT 05143
      386 1st Ave, Chester, VT 05143
      386 1st Ave, Chester, VT 05143
      /28

      Est $239,859 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 943 Sq Ft

      386 1st Ave, Chester, VT 05143

      386 1st Ave, Chester, VT 05143
  • 611 Simmons Rd, Chester, VT 05143
    611 Simmons Rd, Chester, VT 05143
    611 Simmons Rd, Chester, VT 05143
    /32

    $2,250,000

    • 2 Beds
    • 4 Baths
    • 3,514 Sq Ft

    611 Simmons Rd, Chester, VT 05143

    Skygate Farm is a historic Vermont farmstead first settled in the 1800s, which today spans over 300 acres of meadows, forests, trails, and weathered stone walls. The setting speaks of an early farmer’s wisdom — sited along a gentle hill to shield against the northwest winds, while opening to the first light of day and the vast mountain views to the east. Found at the end of a winding gravel road,

    Dia Jenks LandVest, Inc/Woodstock

    611 Simmons Rd, Chester, VT 05143
  • 186 Mountain View, Chester, VT 05143
    186 Mountain View, Chester, VT 05143
    /2

    $250,000 Sold Jul 16, 2025

    • 966 Sq Ft
    • $259/SF
    • 40 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1942

    186 Mountain View, Chester, VT 05143

    This Charming, well appointed home has much to offer! This turn key home is tucked away in a great location and neighborhood in walking distance to shops, food options and schools. The home itself has been updated and features many positives like almost all double pane windows, a recently redone paved driveway, an updated mudroom area, a metal standing seam roof, and much more. With a good size

    Thaddeus Abare Barrett and Valley Associates Inc.

    186 Mountain View, Chester, VT 05143
    • 595 Main St, Chester, VT 05143
      595 Main St, Chester, VT 05143
      595 Main St, Chester, VT 05143
      /40

      Est $448,461 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,892 Sq Ft

      595 Main St, Chester, VT 05143

      595 Main St, Chester, VT 05143
  • 157 Thompson Rd, Chester, VT 05143
    157 Thompson Rd, Chester, VT 05143
    157 Thompson Rd, Chester, VT 05143
    /56

    $1,125,000

    • 4 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    157 Thompson Rd, Chester, VT 05143

    Step back in time and experience the timeless charm of this beautifully preserved historic farm, originally known as Thompson Farm and later operated as Jersey Girl Farm. Dating back to 1830, this remarkable property blends 19th-century character with modern sustainability and comfort. The main house retains its original doors and slate roof, while recent upgrades include a new heating system,

    Joe Castaluccio Winhall Real Estate

    157 Thompson Rd, Chester, VT 05143
  • 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

    • Land
    • 46.77 Acres
    • $1,817 per Acre
    • 195 Days On Market

    0 Hall Rd, Chester, VT 05143

    Private and secluded 46.77 acre wooded lot in Chester, VT.Property is in the current use program.The east side of the property runs along the Chester/Springfield line.15 minutes to I-91 and within driving distance to Okemo, Stratton, Magic & Bromley Ski Mountains.There is a slight view on the north east side of the property. There is a deeded ROW that is not maintained. This lot

    Jessica Samples BHG Masiello Keene

    0 Hall Rd, Chester, VT 05143

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