3,383

Homes in ZIP Code 05143

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  • /29

    $329,000

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

    447 Elm St, Chester, VT 05143

    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 cabinets, upgraded appliances and solid countertops. Be wowed by

    Agent Photo

    Lisa Kelley

    Cummings & Co

    (802) 200-2452

    447 Elm St, Chester, VT 05143
  • /8

    $1,400 Per Month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    32 S Main St Unit 7, Chester, VT 05143

    Traditional two bedroom apartment on Main Street in Chester. Walking distance to amenities. Coin-op laundry on site.$1,400.00 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 7, Chester, VT 05143
  • /42

    $415,000 Sold Mar 30, 2026

    1979 N Hill Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • Built 2005

    Last Sold Summary

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

    Current Estimated Value $422,667

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    1979 N Hill Rd, Chester, VT 05143
    • /48

      Est $420,212 Not Listed For Sale

      102 Church St, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 1,990 Sq Ft
      • Built 1895
      102 Church St, Chester, VT 05143

      Last Sold Summary

      • 2% Above List Price
      • $207/SF
      • 142 Days On Market
      • Last Sold Price $412,000
      • Apr 30, 2025

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /39

    $349,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 3,332 Sq Ft

    397 River St, Chester, VT 05143

    Some properties just radiate a certain warmth, charm and magic and this home is definitely one of them. Imagine sitting on the front porch and listening the soft rustle of the willow tree leaves and the babbling brook trickling by, then you step inside and feel that you have walked into a home that was truly loved. The large kitchen offers nice upgrades including tile floor, granite countertops

    Agent Photo

    Lisa Kelley

    Cummings & Co

    (802) 392-0114

    397 River St, Chester, VT 05143
  • /17

    $3,200

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft
    • House for Rent

    96 S Main St, Chester, VT 05143

    Spacious 4-Bedroom Home with Large Backyard in the Heart of Chester, VT.Welcome to 96 S Main St — a charming and well-appointed 4-bedroom, 2.5-bath home offering 2,215 square feet of comfortable living space in the very heart of Chester village.Inside, you’ll find a bright and generous living room and dining room perfect for relaxing or entertaining, a functional kitchen with all

    96 S Main St, Chester, VT 05143
  • /2

    $30,000 Sold Jun 04, 2025

    206 Cummings Rd, Chester, VT 05143

    • Land
    • 21,780 Sq Ft
    • $60,000 per Acre

    Last Sold Summary

    • 43% Below List Price
    • 208 Days On Market

    Current Estimated Value $32,193

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    206 Cummings Rd, Chester, VT 05143
    • /43

      Est $409,738 Not Listed For Sale

      3057 Vt Route 11 E, Chester, VT 05143

      • 3 Beds
      • 1.5 Baths
      • 1,800 Sq Ft
      • Built 1984
      3057 Vt Route 11 E, Chester, VT 05143

      Last Sold Summary

      • 2% Above List Price
      • $222/SF
      • 106 Days On Market
      • Last Sold Price $400,000
      • Apr 25, 2025

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /37

    $270,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,026 Sq Ft

    15 Breezy Ln, Chester, VT 05143

    Not your cookie cutter home, this charming 2 BR home is located on the outskirts of Chester. One floor living for those wanting an easy keeper and carefree living. Hardwood floors throughout, large living room, formal dining room, galley kitchen and 2 roomy bedrooms. And let's not forget the spacious breezeway/entry. This area is perfect for hosting a gathering of friends and neighbors under

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 883-3697

    15 Breezy Ln, 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
  • /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 $479,585

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    472 Main St, Chester, VT 05143
    • /52

      Est $1,706,905 Not Listed For Sale

      1328 Chandler Rd, Chester, VT 05143

      • 4 Beds
      • 3.5 Baths
      • 3,779 Sq Ft
      • Built 1972
      1328 Chandler Rd, Chester, VT 05143

      Last Sold Summary

      • 8% Below List Price
      • $490/SF
      • 220 Days On Market
      • Last Sold Price $1,850,000
      • Apr 30, 2025

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

  • /34

    $269,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,168 Sq Ft

    45 Dalrymple St, Chester, VT 05143

    This cozy gambrel style home tucked away on a nice level 1/2-acre lot just on the outskirts of Chester village offers lots of yard space, lots of storage space and is an easy keeper. This cute home offers hardwood floors on the first floor, has lots of natural light, an enclosed porch that could work as a home office, dining area, mud room or just a place to hang out. 2nd floor features three

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 347-9943

    45 Dalrymple St, Chester, VT 05143
  • /16

    $1,425 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    659 Davidson Hill Rd Unit 2, Chester, VT 05143

    659 Davidson Hill Rd Unit 2, Chester, 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 $346,972

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    198 Coach Rd, Chester, VT 05143
    • /37

      Not Listed For Sale

      43 Lee Way, Andover, VT 05143

      • 3 Beds
      • 3 Baths
      • 2,076 Sq Ft
      • Built 2008
      43 Lee Way, Andover, VT 05143

      Last Sold Summary

      • $289/SF
      • 575 Days On Market
      • Last Sold Price $600,000
      • May 09, 2025

      Last Listing Agent Britt Wohler

  • /43

    $425,000 Under Contract

    • 5 Beds
    • 2 Baths
    • 1,982 Sq Ft

    176 Meadow Rd, Chester, VT 05143

    The Best of Both Worlds: Modern Comfort Meets Village Charm!Discover the perfect blend of contemporary upgrades and serene neighborhood. This meticulously updated raised ranch offers an expansive layout designed for both effortless entertaining and comfortable daily living.Step inside to find a light-filled open-concept living and dining area, anchored by stunning hickory hardwood floors

    Agent Photo

    Lauren Behm

    Berkshire Hathaway HomeServices Stratton Home

    (802) 416-3199

    176 Meadow 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 $578,215

    Last Listing Agent Betty McEnaney Diamond Realty

    2510 E Hill 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
      • May 10, 2024

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

  • /60

    $479,000

    • 4 Beds
    • 3 Baths
    • 2,676 Sq Ft

    64 Maple St, Chester, VT 05143

    Located in the village of Chester, this 4-bedroom, 3-bath property offers a rare amount of space and flexibility for an in-town setting. You’ll enter through the heated attached two-car garage into a layout that’s both functional and easy to live in, with room to spread out when you need it and gather when you want to. The kitchen features warm wood cabinetry, a breakfast bar, and a flexible area

    Betsy Adamovich Real Broker LLC

    64 Maple St, Chester, VT 05143
  • /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 $407,799

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    196 North 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
      • Oct 07, 2024

      Last Listing Agent Amy Vashaw Twin State Realty LLC

  • /16

    $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
  • /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
    • /24

      Est $255,704 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

      • 42% Above List Price
      • $161/SF
      • 14 Days On Market
      • Last Sold Price $180,000
      • Oct 20, 2023

      Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

  • /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
  • /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 $1,456,688

    Last Listing Agent Liz Moore Real Broker LLC

    938 Stigers Rd, Chester, VT 05143
    • /38

      Est $245,759 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

      • 55% Above List Price
      • $92/SF
      • 55 Days On Market
      • Last Sold Price $159,000
      • Apr 16, 2024

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /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
  • /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 $585,179

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    656 Main St, Chester, VT 05143
    • /17

      Est $81,765 Not Listed For Sale

      35 Depot St, Chester, VT 05143

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

      Last Sold Summary

      • 9% Above List Price
      • $13/SF
      • 68 Days On Market
      • Last Sold Price $75,000
      • Dec 29, 2023

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

  • /60

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    547 Williams Rd, Chester, VT 05143

    Welcome to this meticulously maintained chalet in gorgeous Chester, Vermont! Private and secluded, yet close to skiing, VAST and amenities. So many updates in the past two years, modern and cozy with so much charm! Nestled on over 10 acres, you will find walking trails, a fire pit and outbuildings on premises. Vaulted ceilings, open floor plan, lots of natural light and natural woodwork, this is

    Terri Edgerley Edge Realty Vermont

    547 Williams 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 $223,914

    Last Listing Agent Rachael Lange Lange & Lange

    442 Vermont 103, 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.

  • /53

    $595,000

    • 3 Beds
    • 2 Baths
    • 2,966 Sq Ft

    147 Pleasantview Ln, Chester, VT 05143

    Tucked away at the end of a quiet lane on three scenic acres, this well-maintained home offers a rare blend of privacy, versatility, and proximity to town. Set against the backdrop of the Williams River, the property delivers a peaceful setting with year-round interest: mature apple trees, open lawn, and seasonal views best enjoyed from the expansive back deck. Inside, over 2,500 square feet of

    Jay Farrar Four Seasons Sotheby's Int'l Realty

    147 Pleasantview Ln, Chester, VT 05143
  • /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 $229,647

    Last Listing Agent Lisa Kelley Cummings & Co

    1374 Vt Route 103 N, Chester, VT 05143
    • /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
      • Jun 09, 2023

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  • /60

    $485,000 Under Contract

    • 2 Beds
    • 2.5 Baths
    • 2,310 Sq Ft

    3 Old County Rd, Athens, VT 05143

    Escape it all to this beautifully efficient exposed beam log home on over thirty five acres, twenty six or so added by the current owners. Better even, you'll abut the conserved 777 acre Windmill Hill Pinnacle Association with fabulous hiking trails including the Pinnacle Cabin you can book for overnight ridgeline trekking stays. Solar panels over the detached garage, leased Tesla Powerwalls for

    Clayton-Paul Cormier Jr Maple Sweet Real Estate

    3 Old County Rd, Athens, 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 $243,837

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    373 Brookline Rd, Athens, 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
      • Dec 08, 2023

      Last Listing Agent Brian Gehlich RE/MAX

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