3,368

Homes in ZIP Code 05143

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  • /29

    $369,000

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

    447 Elm St, Chester, VT 05143

    $5000 buyer credit offered with accepted offer by 3/15/26!!!Welcome to your dream home – This meticulously maintained and efficient New England-style gem is bursting with charm and modern convenience. Extra insulation, new windows and new hot water heater make this home as energy-efficient as it is beautiful. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood

    Agent Photo

    Lisa Kelley

    Cummings & Co

    (802) 200-2452

    447 Elm St, Chester, VT 05143
  • /6

    $1,100 per month

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

    32 S Main St Unit 4, Chester, VT 05143

    Traditional one bedroom apartment on Main Street in Chester. Walking distance to amenities. Coin-op laundry on site.$1,100.00 per month with heat included. No pets.References and credit check required.

    Team BVA Rentals Barrett and Valley Associates Inc.

    32 S Main St Unit 4, Chester, VT 05143
  • /2

    $30,000 Sold Jun 04, 2025

    206 Cummings Rd, Chester, VT 05143

    • Land
    • 0.5 Acre
    • $60,000 per Acre

    Last Sold Summary

    • 43% Below List Price
    • 208 Days On Market

    Current Estimated Value $34,223

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    206 Cummings Rd, Chester, VT 05143
    • /10

      Not Listed For Sale

      Lot 6 Jillie Ln, Chester, VT 05143

      Lot 6 Jillie Ln, Chester, VT 05143

      Last Sold Summary

      • 1,909 Days On Market

      Last Sold Price $50,000

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

  • /46

    $399,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 2,751 Sq Ft

    3466 Vt Route 103 N, Chester, VT 05143

    Set on .76 acres in the peaceful Chester VT countryside, this former schoolhouse offers timeless farmhouse charm, rich history, and a setting that feels both private and inviting. Framed by classic stone walls, a pond site, and a gently wooded backdrop, the home sits just off a main road, providing easy access to town while maintaining a quiet, pastoral atmosphere. Originally serving the

    Betsy Adamovich Real Broker LLC

    3466 Vt Route 103 N, Chester, VT 05143
  • /60

    $475,000 Sold Aug 27, 2025

    472 Main St, Chester, VT 05143

    • 5 Beds
    • 7 Baths
    • 5,546 Sq Ft
    • Built 1850

    Last Sold Summary

    • 5% Below List Price
    • $86/SF
    • 36 Days On Market

    Current Estimated Value $483,259

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    472 Main St, Chester, VT 05143
    • /4

      Not Listed For Sale

      1599 Mattson Rd, Chester, VT 05143

      1599 Mattson Rd, Chester, VT 05143

      Last Sold Summary

      • 82 Days On Market

      Last Sold Price $106,000

      Last Listing Agent Amy Vashaw Twin State Realty LLC

  • /42

    $3,150,000

    • Land
    • 506 Acres
    • $6,225 per Acre

    Markham Mountain, Andover, VT 05143

    Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence.This land's historical roots run deep, originally belonging to the Marsh

    Story Jenks LANDVEST

    Markham Mountain, Andover, VT 05143
  • /2

    $350,000 Sold Jun 25, 2025

    198 Coach Rd, Chester, VT 05143

    • 4 Beds
    • 2.5 Baths
    • 2,904 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Above List Price
    • $121/SF
    • 82 Days On Market

    Current Estimated Value $353,359

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    198 Coach Rd, Chester, VT 05143
    • /24

      Est $241,023 Not Listed For Sale

      1751 Rockingham Rd, Rockingham, VT 05143

      • 2 Beds
      • 1.5 Baths
      • 1,120 Sq Ft
      • Built 1989
      1751 Rockingham Rd, Rockingham, VT 05143

      Last Sold Summary

      • 34% Above List Price
      • $161/SF
      • 14 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

  • /57

    $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
  • /43

    $400,000 Sold Apr 25, 2025

    3057 Vt Route 11 E, Chester, VT 05143

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Built 1984

    Last Sold Summary

    • 10% Below List Price
    • $222/SF
    • 106 Days On Market

    Current Estimated Value $431,780

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    3057 Vt Route 11 E, Chester, VT 05143
    • /38

      Est $277,477 Not Listed For Sale

      3089 Vt Route 11 W, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 1,732 Sq Ft
      • Built 1857
      3089 Vt Route 11 W, Chester, VT 05143

      Last Sold Summary

      • 75% Above List Price
      • $92/SF
      • 55 Days On Market

      Last Sold Price $159,000

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /60

    $649,000

    • 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 the

    Joseph Karl William Raveis Real Estate Vermont Properties

    688 Hidden Heights Rd, Chester, VT 05143
  • /52

    $598,000 Sold Oct 10, 2025

    2510 E Hill Rd, Chester, VT 05143

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $264/SF
    • 94 Days On Market

    Current Estimated Value $588,806

    Last Listing Agent Betty McEnaney Diamond Realty

    2510 E Hill Rd, Chester, VT 05143
    • /17

      Est $85,234 Not Listed For Sale

      35 Depot St, Chester, VT 05143

      • 4 Beds
      • Built 1880
      35 Depot St, Chester, VT 05143

      Last Sold Summary

      • 14% Above List Price
      • $13/SF
      • 68 Days On Market

      Last Sold Price $75,000

      Last Listing Agent Debra Staniscia Four Seasons Sotheby's Int'l Realty

  • /60

    $549,000

    • 2 Beds
    • 2 Baths
    • 850 Sq Ft

    794 White Rd, Windham, VT 05359

    Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out—new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam

    Erica Reynolds Southern Vermont Realty Group

    794 White Rd, Windham, VT 05359
  • /60

    $400,000 Sold May 19, 2025

    196 North St, Chester, VT 05143

    • 3 Beds
    • 3 Baths
    • 2,960 Sq Ft
    • Built 1844

    Last Sold Summary

    • 6% Below List Price
    • $135/SF
    • 166 Days On Market

    Current Estimated Value $419,335

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    196 North St, Chester, VT 05143
    • /2

      Not Listed For Sale

      5 Town Farm Rd, Town of Rockingham, VT 05101

      • 1 Bed
      • 1 Bath
      5 Town Farm Rd, Town of Rockingham, VT 05101

      Last Sold Summary

      Last Listing Agent Joan Morey Barrett and Valley Associates Inc.

  • /38

    $749,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    717 Horsenail Hill Rd, Chester, VT 05143

    Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abundant natural light. The gourmet kitchen is a showstopper, boasting custom cabinetry, stone countertops, a large island, and state-of-the-art appliances.The luxurious primary suite features a double vanity, custom shower, and walk-in closet. Upstairs, find three spacious

    Robin Apps Four Seasons Sotheby's Int'l Realty

    717 Horsenail Hill Rd, Chester, VT 05143
  • /60

    $2,950,000 Sold Dec 22, 2025

    240 Piper Hill Rd, Weston, VT 05161

    • 5 Beds
    • 6.5 Baths
    • 8,056 Sq Ft
    • Built 1990

    Last Sold Summary

    • $366/SF
    • 28 Days On Market

    Last Listing Agent Steve Stettler Four Seasons Sotheby's Int'l Realty

    240 Piper Hill Rd, Weston, VT 05161
    • /36

      Not Listed For Sale

      141 Stage, Chester, VT 05143

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft
      • Built 1996
      141 Stage, Chester, VT 05143

      Last Sold Summary

      • $920/SF
      • 17 Days On Market

      Last Sold Price $850,000

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  • /37

    $529,000

    • 5 Beds
    • 5 Baths
    • 3,880 Sq Ft

    514 1st Ave, Chester, VT 05143

    Built in 1803, this home has lived many lives and still stands with purpose. Set within one of Chester’s historic districts, it sits naturally among period homes and the steady pace of village life. The lot is larger than what is typical in town, room for garden , 2 horse stalls and even a horse paddock near the river. It’s a property that allows you to live outwardly—work the land, keep animals,

    Daire Gibney Barrett and Valley Associates Inc.

    514 1st Ave, Chester, VT 05143
  • /36

    $1,400,000 Sold Aug 27, 2025

    938 Stigers Rd, Chester, VT 05143

    • 3 Beds
    • 3.5 Baths
    • 2,614 Sq Ft
    • Built 2011

    Last Sold Summary

    • 15% Below List Price
    • $536/SF
    • 42 Days On Market

    Current Estimated Value $1,468,702

    Last Listing Agent Liz Moore Real Broker LLC

    938 Stigers Rd, Chester, VT 05143
    • /5

      Not Listed For Sale

      00 Trebo Rd, Chester, VT 05143

      00 Trebo Rd, Chester, VT 05143

      Last Sold Summary

      • 349 Days On Market

      Last Sold Price $100,000

      Last Listing Agent Brian Gehlich RE/MAX

  • /60

    $589,000

    • 2 Beds
    • 2 Baths
    • 2,016 Sq Ft

    35 Upper Bartonsville Rd, Chester, VT 05143

    Looking for a turn key Vermont retreat to call your own? This beautiful home built in 2009 and complete with a newer barn, chicken coop, treehouse, and storage shed could be what you have been dreaming of. Conveniently located just a short drive to 91, not far to the Vast trail access for snowmobiling, and near to many Vermont mountains for skiing or snowboarding. The warm and welcoming home

    Erin Kendall EXP Realty

    35 Upper Bartonsville Rd, Chester, VT 05143
  • /37

    $600,000 Sold May 09, 2025

    43 Lee Way, Andover, VT 05143

    • 3 Beds
    • 3 Baths
    • 2,076 Sq Ft
    • Built 2008

    Last Sold Summary

    • 14% Below List Price
    • $289/SF
    • 575 Days On Market

    Last Listing Agent Britt Wohler

    43 Lee Way, Andover, VT 05143
    • /18

      Est $315,835 Not Listed For Sale

      3264 Trebo Rd, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,487 Sq Ft
      • Built 1910
      3264 Trebo Rd, Chester, VT 05143

      Last Sold Summary

      • 7% Above List Price
      • $198/SF
      • 41 Days On Market

      Last Sold Price $295,000

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

  • /52

    $625,000 Under Contract

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

    95 Church St, Chester, VT 05143

    Charming Renovated Farmhouse in the Heart of Chester This 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 pantry shelving, a

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

    95 Church St, Chester, VT 05143
  • /55

    $605,000 Sold Oct 02, 2025

    656 Main St, Chester, VT 05143

    • 3 Beds
    • 2.5 Baths
    • 3,040 Sq Ft
    • Built 1904

    Last Sold Summary

    • 7% Below List Price
    • $199/SF
    • 47 Days On Market

    Current Estimated Value $599,499

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    656 Main St, Chester, VT 05143
    • /6

      Not Listed For Sale

      00 Vt Route 11 W, Chester, VT 05143

      00 Vt Route 11 W, Chester, VT 05143

      Last Sold Summary

      • 470 Days On Market

      Last Sold Price $20,000

      Last Listing Agent Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

  • /42

    $429,000 Under Contract

    • 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
  • /60

    $220,000 Sold Nov 07, 2025

    442 Vermont 103, Chester, VT 05143

    • 3 Beds
    • 1 Bath
    • 1,024 Sq Ft
    • Built 1941

    Last Sold Summary

    • 8% Below List Price
    • $215/SF
    • 70 Days On Market

    Current Estimated Value $232,676

    Last Listing Agent Rachael Rogala Lange & Lange

    442 Vermont 103, Chester, VT 05143
    • /4

      Est $557,497 Not Listed For Sale

      1709 Potash Brook Rd, Chester, VT 05143

      • 4 Beds
      • 3 Baths
      • 2,688 Sq Ft
      • Built 2008
      1709 Potash Brook Rd, Chester, VT 05143

      Last Sold Summary

      • 14% Above List Price
      • $182/SF
      • 137 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  • /31

    $299,000

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft

    29 Markham Ln, Weston, VT 05161

    This delightful 2-bedroom, 1-bath cottage located in the heart of the picturesque village of Weston is waiting for a new owner that is looking for a sweet little Vermont retreat. Built in 1947, this home offers timeless character with cozy living spaces and classic Vermont charm. Perfectly situated within walking distance to the Weston Playhouse, the iconic Vermont Country Store, and locally

    Catherine Cairns Maple Leaf Realty

    29 Markham Ln, Weston, VT 05161
  • /21

    $227,000 Sold Jan 30, 2026

    1374 Vt Route 103 N, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 1,222 Sq Ft
    • Built 1949

    Last Sold Summary

    • 5% Below List Price
    • $186/SF
    • 20 Days On Market

    Current Estimated Value $234,843

    Last Listing Agent Lisa Kelley Cummings & Co

    1374 Vt Route 103 N, Chester, VT 05143
    • /29

      Est $333,587 Not Listed For Sale

      201 Hill Top Rd, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,137 Sq Ft
      • Built 1983
      201 Hill Top Rd, Chester, VT 05143

      Last Sold Summary

      • 3% Above List Price
      • $286/SF
      • 18 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  • /16

    $3,150,000

    • Land
    • 506 Acres
    • $6,225 per Acre

    00 Marsh Cross Rd, Andover, VT 05143

    Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence. This land's historical roots run deep, originally belonging to the Marsh

    Story Jenks LandVest, Inc/Woodstock

    00 Marsh Cross Rd, Andover, VT 05143
  • /2

    $250,000 Sold Jul 25, 2025

    373 Brookline Rd, Athens, VT 05143

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Above List Price
    • $278/SF
    • 9 Days On Market

    Current Estimated Value $242,816

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    373 Brookline Rd, Athens, VT 05143
    • /25

      Est $292,965 Not Listed For Sale

      8 Route 35, Athens, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,106 Sq Ft
      • Built 1980
      8 Route 35, Athens, VT 05143

      Last Sold Summary

      • 7% Above List Price
      • $249/SF
      • 12 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

Showing Results 1 - 40, Page 1 of 18

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