2,718

Chester, VT Homes

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  • 870 Cummings Rd, Chester, VT 05143
    870 Cummings Rd, Chester, VT 05143
    870 Cummings Rd, Chester, VT 05143
    /21

    $329,000

    • 3 Beds
    • 1.5 Baths
    • 1,525 Sq Ft

    870 Cummings Rd, Chester, VT 05143

    They say location is key for a property, if that is true this home knocks it out of the park. Located on a quiet country road less than 3 miles to Chester and 6 miles to Springfield sits this well-maintained ranch home on 2.6 mostly open acres. The open and slightly sloping yard has of established landscaping offering lots of opportunity for gardening, recreation and just good old-fashioned

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 300-4122

    870 Cummings Rd, Chester, VT 05143
  • 2940 Vt Rt 10, Chester, VT 05143
    2940 Vt Rt 10, Chester, VT 05143
    2940 Vt Rt 10, Chester, VT 05143
    /12

    $1,600 per month

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Apartment for Rent

    2940 Vt Rt 10, Chester, VT 05143

    Completely renovated country living whole house apartment. Livingroom, kitchen with step up dining area, bonus room for office/craft area and a full bath with washer/dryer all on the first floor. Master bedroom with walk in closet and 2nd bedroom on the upper floor. $1,600.00 per month plus all utilities. Application, references, and credit check required for approval. One year lease agreement

    Team BVA Rentals Barrett and Valley Associates Inc.

    2940 Vt Rt 10, Chester, VT 05143
  • 1923 N Hill Rd, Chester, VT 05143
    1923 N Hill Rd, Chester, VT 05143
    1923 N Hill Rd, Chester, VT 05143
    /58

    $475,000 Sold Oct 10, 2025

    • 2,316 Sq Ft
    • $205/SF
    • 6 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1981

    1923 N Hill Rd, Chester, VT 05143

    Escape to your own private Vermont retreat in this classic 1980s chalet set on 13+ acres in a serene, park-like setting. Tucked back from the road yet convenient to local amenities, the home offers three levels of living space with five bedrooms and three baths. The lower level features a second kitchen and living area perfect for guests or young adults. In summer, enjoy the best of country

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    1923 N Hill Rd, Chester, VT 05143
    • Lot 6 Jillie Ln, Chester, VT 05143
      Lot 6 Jillie Ln, Chester, VT 05143
      Lot 6 Jillie Ln, Chester, VT 05143
      /10

      Not Listed For Sale

      Lot 6 Jillie Ln, Chester, VT 05143

      Lot 6 Jillie Ln, Chester, VT 05143
  • 127 Trombley Rd, Chester, VT 05143
    127 Trombley Rd, Chester, VT 05143
    127 Trombley Rd, Chester, VT 05143
    /20

    $449,000

    • 5 Beds
    • 1 Bath
    • 2,856 Sq Ft

    127 Trombley Rd, Chester, VT 05143

    Set on 119 acres that stretch across Andover and Chester, this property combines 114 acres in Andover with 5 in Chester. The setting includes over 20 acres of flat, open meadows along the Williams River, framed by wooded hills and distant ridgelines. The forest is mixed with possible timber value as well as a nice sugarbush waiting to be tapped. The original farmhouse, approached by a

    Daire Gibney Barrett and Valley Associates Inc.

    127 Trombley Rd, Chester, VT 05143
  • 2940 Vt Route 10 Unit B, Chester, VT 05143
    2940 Vt Route 10 Unit B, Chester, VT 05143
    2940 Vt Route 10 Unit B, Chester, VT 05143
    /5

    $950 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    2940 Vt Route 10 Unit B, Chester, VT 05143

    Cozy second floor one bedroom / full bath apartment available. Tenant pays heat, electric and wifi. Landlord pays lawncare, plowing and rubbish removal.$950.00 per month. Application, references, and credit check required for approval. One year lease agreement with 1st, last and security deposit required before move in.

    Team BVA Rentals Barrett and Valley Associates Inc.

    2940 Vt Route 10 Unit B, Chester, VT 05143
  • 2510 E Hill Rd, Chester, VT 05143
    2510 E Hill Rd, Chester, VT 05143
    2510 E Hill Rd, Chester, VT 05143
    /52

    $598,000 Sold Oct 10, 2025

    • 2,264 Sq Ft
    • $264/SF
    • 94 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    2510 E Hill Rd, Chester, VT 05143

    This home on East Hill Road commands one of the area's best views all the way to Stratton! It is one of those spots where the view is different every day & spectacular! The home sits on 14 acres & it overlooks land protected by the Vermont Land Trust and mountains beyond. From the moment you enter, you won't want to leave. It is immaculate and ready to go. A large mudroom with a slate floor &

    Betty McEnaney Diamond Realty

    2510 E Hill Rd, Chester, VT 05143
    • 1599 Mattson Rd, Chester, VT 05143
      1599 Mattson Rd, Chester, VT 05143
      1599 Mattson Rd, Chester, VT 05143
      /4

      Not Listed For Sale

      1599 Mattson Rd, Chester, VT 05143

      1599 Mattson Rd, Chester, VT 05143
  • 4877 Vt Route 103 N, Chester, VT 05143
    4877 Vt Route 103 N, Chester, VT 05143
    4877 Vt Route 103 N, Chester, VT 05143
    /56

    $448,888

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft

    4877 Vt Route 103 N, Chester, VT 05143

    Looking for your dream Vermont escape? Look no further than this unique and spacious home conveniently located between the towns of Chester and Ludlow. The main floor has a master bedroom, bathroom, dining room, kitchen, and two large living rooms complete with wood burning fireplace. Upstairs are 3 more bedrooms, a bathroom, 2 large bonus rooms, 2 lofts for office, storage, or playroom space,

    Erin Kendall EXP Realty

    4877 Vt Route 103 N, Chester, VT 05143
  • 479 Main St, Chester, VT 05143
    479 Main St, Chester, VT 05143
    479 Main St, Chester, VT 05143
    /7

    $2,800 per month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Apartment for Rent

    479 Main St, Chester, VT 05143

    UNIQUE SEASONAL RENTAL!!Located in the village of Chester. A short distance to several ski resorts and all conveniences. This beautiful apartment has a cozy cottage feel with its post and beam look and airy vaulted ceiling. Livingroom/Diningroom combo, Kitchen, Bedroom, Loft and 2 baths. All inclusive for $2,800.00 per month. Credit check and references required.

    Team BVA Rentals Barrett and Valley Associates Inc.

    479 Main St, Chester, VT 05143
  • 58 Remington Rd, Chester, VT 05143
    58 Remington Rd, Chester, VT 05143
    58 Remington Rd, Chester, VT 05143
    /23

    $59,000 Sold Oct 08, 2025

    • Land
    • 2.86 Acres
    • $20,629 per Acre
    • 169 Days On Market

    58 Remington Rd, Chester, VT 05143

    Building lot with driveway and culverts in place, lot has preliminary site work complete including level grass land area, electrical transformer and 100 amp electrical power plus VTel fiber internet on lot for your new Vermont home. Home must be a minimun of 1,800 square feet of finished living space. Wastewater design and permits in place. A 16' x 25' garage/shed on lot for storage while

    John Napier TPW Real Estate

    58 Remington Rd, Chester, VT 05143
    • 0 Hillcrest Dr, Chester, VT 05143
      0 Hillcrest Dr, Chester, VT 05143
      0 Hillcrest Dr, Chester, VT 05143
      /8

      Not Listed For Sale

      • 3 Beds

      0 Hillcrest Dr, Chester, VT 05143

      0 Hillcrest Dr, Chester, VT 05143
  • 1979 N Hill Rd, Chester, VT 05143
    1979 N Hill Rd, Chester, VT 05143
    1979 N Hill Rd, Chester, VT 05143
    /40

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    1979 N Hill Rd, Chester, VT 05143

    Welcome to this attractive Andover Contemporary home, perfectly suited for year-round living or as a Vermont vacation retreat. Built in 2005, this 3 bedroom, 2 bath residence offers modern comfort in a peaceful country setting on 2.1 acres while being just minutes from Okemo Mountain Resort and close to scenic snowmobile trails—ideal for outdoor enthusiasts in every season. The inviting

    Geralyn Donohue Engel & Völkers Okemo

    1979 N Hill Rd, Chester, VT 05143
  • 154 Reed Rd, Chester, VT 05143
    154 Reed Rd, Chester, VT 05143
    154 Reed Rd, Chester, VT 05143
    /38

    $345,000 Sold Oct 07, 2025

    • 1,120 Sq Ft
    • $308/SF
    • 10 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1986

    154 Reed Rd, Chester, VT 05143

    Nature surrounds this charming cabin-style home, tucked into the woods and overlooking a peaceful pond. Privately situated, the home features an open-concept living area with a vaulted ceiling, inviting in natural light and offering views of the water. Step outside to a brand-new deck that extends your living space outdoors. The cozy kitchen is both functional and full of character, with

    Jessica Landers Barrett and Valley Associates Inc.

    154 Reed Rd, Chester, VT 05143
    • 3089 Vt Route 11 W, Chester, VT 05143
      3089 Vt Route 11 W, Chester, VT 05143
      3089 Vt Route 11 W, Chester, VT 05143
      /38

      Est $264,245 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,732 Sq Ft

      3089 Vt Route 11 W, Chester, VT 05143

      3089 Vt Route 11 W, Chester, VT 05143
  • 447 Elm St, Chester, VT 05143
    447 Elm St, Chester, VT 05143
    447 Elm St, Chester, VT 05143
    /27

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    447 Elm St, Chester, VT 05143

    Welcome to your dream home – This meticulously maintained New England-style gem is bursting with charm and modern convenience. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by the beautiful hardwood floors that add warmth and character to every room.Bask in the great natural light that fills

    Lisa Kelley Cummings & Co

    447 Elm St, Chester, VT 05143
  • 1937 Green Mountain Turnpike, Chester, VT 05143
    1937 Green Mountain Turnpike, Chester, VT 05143
    1937 Green Mountain Turnpike, Chester, VT 05143
    /53

    $550,000 Sold Oct 06, 2025

    • 1,812 Sq Ft
    • $304/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1864

    1937 Green Mountain Turnpike, Chester, VT 05143

    The Stone Cottage began its long history as a schoolhouse built as the Civil War was nearing its conclusion in 1864. Scottish craftsmen from the Aberdeen region constructed the sturdy structure using a technique referred to as 'snecked ashlar' with hewn ashlar stones laid in horizontal and vertical courses with spaces filled with smaller 'snecks joined with mortar. The random patchwork yields a

    Laird Bradley Williamson Group Sothebys Intl. Realty

    1937 Green Mountain Turnpike, Chester, VT 05143
    • 35 Depot St, Chester, VT 05143
      35 Depot St, Chester, VT 05143
      35 Depot St, Chester, VT 05143
      /17

      Est $86,064 Not Listed For Sale

      • 4 Beds

      35 Depot St, Chester, VT 05143

      35 Depot St, Chester, VT 05143
  • 1573 Flamstead Rd, Chester, VT 05143
    1573 Flamstead Rd, Chester, VT 05143
    1573 Flamstead Rd, Chester, VT 05143
    /39

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,689 Sq Ft

    1573 Flamstead Rd, Chester, VT 05143

    You have got to see this stunning, fully renovated home, rebuilt from the studs up with meticulous attention to detail while maintaining its classic New England charm! Perfectly perched on the picturesque rolling hills of desirable Chester, this 4bdrm, 3bath beauty offers the ideal balance of comfort, elegance, and modern functionality. Set on 6 private acres overlooking open fields and peaceful

    Jamie Watson BHG Masiello Keene

    1573 Flamstead Rd, Chester, VT 05143
  • 656 Main St, Chester, VT 05143
    656 Main St, Chester, VT 05143
    656 Main St, Chester, VT 05143
    /55

    $605,000 Sold Oct 02, 2025

    • 3,040 Sq Ft
    • $199/SF
    • 47 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1904

    656 Main St, Chester, VT 05143

    Magnificent Queen Ann Style Victorian with 3 bedrooms, 2.5 baths on .37 acres in Chester Village. The remarkable front porch has a beautiful archway and intricate, colorful ornamentation. A tiled entryway/coatroom leads to the elegant foyer with dramatic stairway and beautiful glass Art Nouveau Newel post light. The living room features a marble fireplace, pocket doors and original stained glass

    Geralyn Donohue Engel & Völkers Okemo

    656 Main St, Chester, VT 05143
    • 141 Stage, Chester, VT 05143
      141 Stage, Chester, VT 05143
      141 Stage, Chester, VT 05143
      /36

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft

      141 Stage, Chester, VT 05143

      141 Stage, Chester, VT 05143
  • 26 Main St, Chester, VT 05143
    26 Main St, Chester, VT 05143
    26 Main St, Chester, VT 05143
    /41

    $425,000

    • 4 Beds
    • 1.5 Baths
    • 2,562 Sq Ft

    26 Main St, Chester, VT 05143

    Historically known as the Frank Harris House, this distinguished circa 1880 Queen Anne style Victorian commercial building on .75+/- acres has long been a landmark presence in the village of Chester. With its welcoming veranda and timeless charm, the property has served as a thriving office for many years and has many period architectural details throughout such as, a unique, colored transom

    Geralyn Donohue Engel & Völkers Okemo

    26 Main St, Chester, VT 05143
  • 465 Pennell Rd, Chester, VT 05143
    465 Pennell Rd, Chester, VT 05143
    465 Pennell Rd, Chester, VT 05143
    /47

    $1,375,000 Sold Sep 30, 2025

    • 5,700 Sq Ft
    • $241/SF
    • 20 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1967

    465 Pennell Rd, Chester, VT 05143

    Discover a truly exceptional, custom-built contemporary home nestled on approximately 79 breathtaking acres with panoramic views, offering the ultimate Vermont lifestyle. This versatile 4-bedroom residence features a flexible floor plan that includes a private in-law suite, perfect for extended family, guests, or additional living options.The setting is nothing short of spectacular. Enjoy

    Gary Coger Four Seasons Sotheby's Int'l Realty

    465 Pennell Rd, Chester, VT 05143
    • 00 Trebo Rd, Chester, VT 05143
      00 Trebo Rd, Chester, VT 05143
      00 Trebo Rd, Chester, VT 05143
      /5

      Not Listed For Sale

      00 Trebo Rd, Chester, VT 05143

      00 Trebo Rd, Chester, VT 05143
  • 688 Hidden Heights Rd, Chester, VT 05143
    688 Hidden Heights Rd, Chester, VT 05143
    688 Hidden Heights Rd, Chester, VT 05143
    /59

    $685,000

    • 3 Beds
    • 2 Baths
    • 2,205 Sq Ft

    688 Hidden Heights Rd, Chester, VT 05143

    Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views and sunsets. Indoors you'll find a tidy mudroom entry with space for all your year round gear. Tiled heated floors lead you to the kitchen featuring newer stainless steel appliances. Vaulted ceilings draw you towards the open dining/living room where you'll be bathed in end of

    Joseph Karl William Raveis Real Estate Vermont Properties

    688 Hidden Heights Rd, Chester, VT 05143
  • 841 Farrar Rd, Chester, VT 05143
    841 Farrar Rd, Chester, VT 05143
    841 Farrar Rd, Chester, VT 05143
    /35

    $190,000 Sold Sep 26, 2025

    • 1,322 Sq Ft
    • $144/SF
    • 78 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1965

    841 Farrar Rd, Chester, VT 05143

    Looking for an opportunity in an ideal location? This property offers unbeatable potential in the sought-after town of Chester. Located on a quiet country road, but still just a couple miles from downtown shopping and dining you get the best of both worlds. This property offers both open and wooded acreage with fruit trees to enjoy! Featuring two generously sized garages, this home is ideal for

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

    841 Farrar Rd, Chester, VT 05143
    • 00 Vt Route 11 W, Chester, VT 05143
      00 Vt Route 11 W, Chester, VT 05143
      00 Vt Route 11 W, Chester, VT 05143
      /6

      Not Listed For Sale

      00 Vt Route 11 W, Chester, VT 05143

      00 Vt Route 11 W, Chester, VT 05143
  • 95 Church St, Chester, VT 05143
    95 Church St, Chester, VT 05143
    95 Church St, Chester, VT 05143
    /52

    $649,900

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

    95 Church St, Chester, VT 05143

    Charming Renovated Farmhouse in the Heart of ChesterThis beautifully renovated farmhouse sits on a level half-acre lot just steps from Chester’s Village Green, shops, and local amenities. Offering the perfect blend of historic charm and modern updates, this 4-bedroom, 3-bath home is ideal for year-round living or a Vermont getaway.Inside, enjoy a spacious kitchen with custom

    McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

    95 Church St, Chester, VT 05143
  • 62 Circle Dr, Chester, VT 05143
    62 Circle Dr, Chester, VT 05143
    62 Circle Dr, Chester, VT 05143
    /37

    $389,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    62 Circle Dr, Chester, VT 05143

    Situated on a peaceful corner double lot, this beautifully updated home combines modern comfort with timeless charm. A bright, spacious mudroom welcomes you inside and leads to a dining area ideal for both everyday meals and holiday gatherings. The adjoining kitchen features a warm butcher-block island, custom cabinetry, under-cabinet lighting, and quality finishes that blend style with

    Chelsea Bevis KW Vermont Woodstock

    62 Circle Dr, Chester, VT 05143
    • 1709 Potash Brook Rd, Chester, VT 05143
      1709 Potash Brook Rd, Chester, VT 05143
      1709 Potash Brook Rd, Chester, VT 05143
      /4

      Est $534,371 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,688 Sq Ft

      1709 Potash Brook Rd, Chester, VT 05143

      1709 Potash Brook Rd, Chester, VT 05143
  • 525 Route 103 N, Chester, VT 05143
    525 Route 103 N, Chester, VT 05143
    525 Route 103 N, Chester, VT 05143
    /60

    $395,000

    • 6 Beds
    • 1 Bath
    • 2,308 Sq Ft

    525 Route 103 N, Chester, VT 05143

    A big price improvement! The possibilities are endless with this beautiful property that has been in the same family since 1964! You will not find a nicer piece of Vermont land than this, with approx. 34 acres of open pastureland bordered by hundreds of feet of the Williams River. This stream offers some great summertime activities such as swimming and fishing! The house and attached barns can be

    Glenn Olney Barrett and Valley Associates Inc.

    525 Route 103 N, Chester, VT 05143
  • 230 Kevadus Cir, Chester, VT 05143
    230 Kevadus Cir, Chester, VT 05143
    230 Kevadus Cir, Chester, VT 05143
    /13

    $275,000 Sold Sep 10, 2025

    • 894 Sq Ft
    • $308/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    230 Kevadus Cir, Chester, VT 05143

    This lovely raised ranch is a sight to behold. Impeccably maintained by its current owners, this property is truly in move in condition. New architectural shingles and chimney work in 2016 along with a new furnace, and bathroom remodel in 2023, all you will have to do is sit back and relax on your private back deck enjoying nature. Nicely proportioned living room off the kitchen for easy

    Jim Bialowski BHG Masiello Keene

    230 Kevadus Cir, Chester, VT 05143
    • 201 Hill Top Rd, Chester, VT 05143
      201 Hill Top Rd, Chester, VT 05143
      201 Hill Top Rd, Chester, VT 05143
      /29

      Est $333,990 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,137 Sq Ft

      201 Hill Top Rd, Chester, VT 05143

      201 Hill Top Rd, Chester, VT 05143
  • 1057 Quarry Rd, Chester, VT 05143
    1057 Quarry Rd, Chester, VT 05143
    1057 Quarry Rd, Chester, VT 05143
    /56

    $594,000

    • 5 Beds
    • 3.5 Baths
    • 3,470 Sq Ft

    1057 Quarry Rd, Chester, VT 05143

    Chester Haven on a Quiet Dead-End Road. Tucked away in a serene neighborhood, this spacious 5-bedroom, 4-bath home offers over 3,400 sq ft of beautifully designed living space—perfect for both everyday comfort and grand entertaining. Located on a peaceful dead-end street, yet just minutes from the charm and convenience of Main Street, this property offers the best of both worlds. Inside,

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    1057 Quarry Rd, Chester, VT 05143
  • 31 Palmer Rd, Chester, VT 05143
    31 Palmer Rd, Chester, VT 05143
    31 Palmer Rd, Chester, VT 05143
    /59

    $669,000 Sold Sep 04, 2025

    • 2,605 Sq Ft
    • $257/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    31 Palmer Rd, Chester, VT 05143

    This is not your typical Vermont farmhouse—it’s far better. Surrounded by rolling fields and pastoral views, this beautifully updated home combines classic country charm with modern ease. Inside, you’ll find a warm, sunlit layout anchored by a stunning chef’s kitchen featuring high-end Viking appliances, granite counters, and custom cabinetry. The spacious primary suite is a luxurious retreat,

    Daire Gibney Barrett and Valley Associates Inc.

    31 Palmer Rd, Chester, VT 05143
    • 201 Spruce Dr, Chester, VT 05143
      201 Spruce Dr, Chester, VT 05143
      201 Spruce Dr, Chester, VT 05143
      /40

      Est $716,352 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,040 Sq Ft

      201 Spruce Dr, Chester, VT 05143

      201 Spruce Dr, Chester, VT 05143
  • 534 Elm St, Chester, VT 05143
    534 Elm St, Chester, VT 05143
    534 Elm St, Chester, VT 05143
    /60

    $599,000 Under Contract

    • 7 Beds
    • 3.5 Baths
    • 3,850 Sq Ft

    534 Elm St, Chester, VT 05143

    Have you been waiting to buy just the right property? An impressive home in a special town in an amazing state might be perfect. This well-loved Victorian has 4 bedrooms in the main house and another 3 bedrooms in the carriage house unit. There is a storage room in between the two spaces with doors to open to easily connect the units. The beautiful main house has a farmhouse-style kitchen, formal

    Tyleen Murray Kelley Real Estate, Inc.

    534 Elm St, Chester, VT 05143
  • 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
    • 43 Northfield Dr, North Springfield, VT 05150
      43 Northfield Dr, North Springfield, VT 05150
      43 Northfield Dr, North Springfield, VT 05150
      /39

      Est $345,005 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,085 Sq Ft

      43 Northfield Dr, North Springfield, VT 05150

      43 Northfield Dr, North Springfield, VT 05150
  • 491 Farrar Rd, Chester, VT 05143
    491 Farrar Rd, Chester, VT 05143
    491 Farrar Rd, Chester, VT 05143
    /29

    $399,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,710 Sq Ft

    491 Farrar Rd, Chester, VT 05143

    Tucked away on a quiet dirt road, this spacious sunny south-facing home offers a peaceful retreat with sweeping views of the surrounding countryside. Step onto the expansive front deck and take in the stunning long-range scenery, including a picturesque pond just beyond the property—yours to enjoy without the upkeep.Inside, the home is open and inviting, with plenty of room to relax or

    Daire Gibney Barrett and Valley Associates Inc.

    491 Farrar Rd, Chester, VT 05143

Showing Results 1 - 40, Page 1 of 18

Vermont Windsor County Chester

Real Estate & Homes

Home Trends in Chester, VT

On average, homes in Chester, VT sell after 79 days on the market compared to the national average of 52 days. The median sale price for homes in Chester, VT over the last 12 months is $475,000, up 25% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$475,000
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$677,000
Average Price Per Sq Ft
$299
Number of Homes for Sale
21
Last 12 months Home Sales
51
Months of Supply
4.90
Median List Price
$519,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
25%
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