3,383

Homes in ZIP Code 05143

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    • /34

      Est $904,036 Not Listed For Sale

      835 Quarry Rd, Chester, VT 05143

      • 3 Beds
      • 4 Baths
      • 2,221 Sq Ft
      • Built 1998
      835 Quarry Rd, Chester, VT 05143

      Last Sold Summary

      • 4% Below List Price
      • $425/SF
      • 4 Days On Market
      • Last Sold Price $945,000
      • Sep 10, 2023

      Last Listing Agent Alison Cummings Cummings & Co

  • /28

    $89,000

    • Land
    • 10.4 Acres
    • $8,558 per Acre

    0 Snell Rd, Chester, VT 05143

    Rolling, wooded 10.4+/- acre surveyed parcel in Chester offering 244 feet of road frontage and a mix of hardwoods and pine. A lovely stream meanders through the property which is also dotted with interesting large boulders and old stone walls. If you are looking for privacy, there is potential for a secluded home site set back from the road. Atop the plateau further into the lot there are nice

    Geralyn Donohue Engel & Völkers Okemo

    0 Snell Rd, Chester, VT 05143
  • /2

    $70,000 Sold Oct 21, 2025

    Lot 2 Old Stage Rd, Chester, VT 05143

    • Land
    • 6.3 Acres
    • $11,111 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 35 Days On Market

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    Lot 2 Old Stage Rd, Chester, VT 05143
    • /59

      Est $562,824 Not Listed For Sale

      50 Howard Rd, Chester, VT 05143

      • 3 Beds
      • 2.5 Baths
      • 1,728 Sq Ft
      • Built 1986
      50 Howard Rd, Chester, VT 05143

      Last Sold Summary

      • 7% Below List Price
      • $352/SF
      • 27 Days On Market
      • Last Sold Price $608,000
      • Dec 27, 2024

      Last Listing Agent Jeremy Collins Ridgeline Real Estate

  • /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
  • /2

    $165,000 Sold Oct 23, 2025

    1436 Route 103, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • Built 1825

    Last Sold Summary

    • 4% Above List Price
    • $107/SF
    • 2 Days On Market

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    1436 Route 103, Chester, VT 05143
    • /33

      Est $645,150 Not Listed For Sale

      50 Goldthwaite Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 2,214 Sq Ft
      • Built 1987
      50 Goldthwaite Rd, Chester, VT 05143

      Last Sold Summary

      • 8% Below List Price
      • $318/SF
      • 27 Days On Market
      • Last Sold Price $705,000
      • Oct 20, 2023

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

  • /21

    $135,000

    • Land
    • 13.96 Acres
    • $9,670 per Acre

    0 Valley View Dr Unit 5009431, Andover, VT 05143

    UNBELIEVABLE VALUE in a great setting ! Bordering the Ludlow line and set at an elevation of 2,000+ feet, this exceptional parcel offers privacy, expansive long-range views, and an ideal setting for your Southern Vermont dream home. Located within a peaceful community of fine homes, this is one of the few remaining opportunities to build in this highly desirable area. The property includes a

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    0 Valley View Dr Unit 5009431, Andover, VT 05143
  • /36

    $425,000 Sold Jul 30, 2025

    115 Orcutt Dr, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 1,360 Sq Ft
    • Built 1955

    Last Sold Summary

    • $312/SF
    • 26 Days On Market

    Current Estimated Value $426,092

    Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

    115 Orcutt Dr, Chester, VT 05143
    • /19

      Est $207,914 Not Listed For Sale

      83 Potash Brook Rd, Chester, VT 05143

      • 2 Beds
      • 500 Sq Ft
      • Built 1970
      83 Potash Brook Rd, Chester, VT 05143

      Last Sold Summary

      • 7% Above List Price
      • $390/SF
      • 211 Days On Market
      • Last Sold Price $195,000
      • Mar 15, 2024

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  • /22

    $249,000

    • Land
    • 84 Acres
    • $2,964 per Acre

    000 Green Mountain Turnpike, Andover, VT 05143

    84+/- Acres with Stunning Mountain Views in Chester, Vermont Discover a breathtaking property just minutes from the charming village of Chester, Vermont. This expansive parcel features stunning alpine views of Fox Chair Mountain, over 3,000 feet of road frontage, and power and internet access along more than half the frontage. Located on the historic Green Mountain Turnpike, this property

    Daire Gibney Barrett and Valley Associates Inc.

    000 Green Mountain Turnpike, Andover, VT 05143
  • /60

    $815,000 Sold Feb 13, 2026

    810 Quarry Rd, Chester, VT 05143

    • 3 Beds
    • 2.5 Baths
    • 2,466 Sq Ft
    • Built 2006

    Last Sold Summary

    • $330/SF
    • 4 Days On Market

    Current Estimated Value $811,612

    Last Listing Agent Joseph Karl William Raveis Real Estate Vermont Properties

    810 Quarry Rd, Chester, VT 05143
    • /26

      Est $357,608 Not Listed For Sale

      154 Fletcher Hill Rd, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,300 Sq Ft
      • Built 1979
      154 Fletcher Hill Rd, Chester, VT 05143

      Last Sold Summary

      • 28% Above List Price
      • $215/SF
      • 52 Days On Market
      • Last Sold Price $280,000
      • Dec 15, 2023

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

  • /12

    $219,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    419 Coach Rd, Chester, VT 05143

    Price Reduction! Come see this private 2-acre lot, off a side street close to the picturesque Chester village. This well maintained 1968 mobile home has a bright open concept addition. Close to ski mountains and other snowmobile trails. Make this a Vermont getaway or a permanent home joining a wonderful community.

    Amy Carson Lowe's Real Estate, LLC

    419 Coach Rd, Chester, VT 05143
  • /2

    $350,000 Sold Nov 09, 2025

    491 Farrar Rd, Chester, VT 05143

    • 4 Beds
    • 3.5 Baths
    • 2,710 Sq Ft
    • Built 1990

    Last Sold Summary

    • 12% Below List Price
    • $129/SF
    • 123 Days On Market

    Current Estimated Value $346,743

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    491 Farrar Rd, Chester, VT 05143
    • /24

      Est $278,574 Not Listed For Sale

      1369 Flamstead Rd, Chester, VT 05143

      • 3 Beds
      • 1.5 Baths
      • 1,096 Sq Ft
      • Built 1973
      1369 Flamstead Rd, Chester, VT 05143

      Last Sold Summary

      • 21% Above List Price
      • $210/SF
      • 8 Days On Market
      • Last Sold Price $230,000
      • Sep 29, 2023

      Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

  • /17

    $485,000

    • Land
    • 26.99 Acres
    • $17,970 per Acre

    00 Valley View Dr, Andover, VT 05143

    A premier location abutting the Ludlow border, close to Okemo with total privacy, long range panoramic views of distant mountains and valleys at an elevation of about 2000 feet. Peace and beauty abound yet easy access to all area amenities including skiing, golf, biking, hiking and all that Southern Vermont has to offer. A State wastewater permit is in place for a 6 bedroom home and a 2 bedroom

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    00 Valley View Dr, Andover, VT 05143
  • /41

    $845,000 Sold Nov 20, 2025

    2904 E Hill Rd, Andover, VT 05143

    • 4 Beds
    • 4 Baths
    • 3,278 Sq Ft
    • Built 1989

    Last Sold Summary

    • 11% Below List Price
    • $258/SF
    • 78 Days On Market

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

    2904 E Hill Rd, Andover, VT 05143
    • /40

      Est $609,511 Not Listed For Sale

      1573 Trebo Rd, Chester, VT 05143

      • 2 Beds
      • 2.5 Baths
      • 1,444 Sq Ft
      • Built 1988
      1573 Trebo Rd, Chester, VT 05143

      Last Sold Summary

      • 6% Below List Price
      • $450/SF
      • 5 Days On Market
      • Last Sold Price $650,000
      • Jun 21, 2024

      Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  • /36

    $250,000

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft

    64 County Rd, North Springfield, VT 05150

    Enjoy the ease of single-level living in this 2008 single-wide home set on 2.5 peaceful Vermont acres. The open-concept kitchen and living area is filled with natural light, creating a warm and inviting atmosphere. Offering three bedrooms, one full bath, and a convenient laundry area. Recent improvements include new carpeting and fresh interior paint, making this home truly move-in ready. The

    Carol Slocum Keller Williams Realty Metro-Keene

    64 County Rd, North Springfield, VT 05150
  • /2

    $229,000 Sold Aug 29, 2025

    87 Kevadus Cir, Chester, VT 05143

    • 3 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1968

    Last Sold Summary

    • 7% Above List Price
    • $273/SF
    • 2 Days On Market

    Current Estimated Value $232,375

    Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

    87 Kevadus Cir, Chester, VT 05143
    • /13

      Not Listed For Sale

      28 Mineral Spring Rd, Chester, VT 05143

      • 2 Beds
      • 1 Bath
      • 852 Sq Ft
      • Built 1993
      28 Mineral Spring Rd, Chester, VT 05143

      Last Sold Summary

      • $153/SF
      • 27 Days On Market
      • Last Sold Price $130,500
      • Jun 28, 2024

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  • /31

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft

    1397 Popple Dungeon Rd, Chester, VT 05143

    Set on 3.30 acres in the hills of Chester, Vermont, this 1900-built home delivers the kind of setting people move here for—flowing water, open land, quiet roads, and easy access to the mountains. The property overlooks a gently moving brook and includes ownership on both sides of the water, giving you your own private stretch of stream and a natural buffer of woods and open space. A quiet paved

    Daire Gibney Barrett and Valley Associates Inc.

    1397 Popple Dungeon Rd, Chester, VT 05143
  • /2

    $290,000 Sold Dec 22, 2025

    26 Dorman Rd, Andover, VT 05143

    • 4 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1970

    Last Sold Summary

    • 19% Below List Price
    • $232/SF
    • 252 Days On Market

    Current Estimated Value $285,622

    Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    26 Dorman Rd, Andover, VT 05143
    • /38

      Est $317,079 Not Listed For Sale

      616 Mattson Rd, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,349 Sq Ft
      • Built 1940
      616 Mattson Rd, Chester, VT 05143

      Last Sold Summary

      • 2% Below List Price
      • $241/SF
      • 119 Days On Market
      • Last Sold Price $325,000
      • Dec 07, 2023

      Last Listing Agent Jessica Citera Cummings & Co

  • /30

    $650,000

    • 3 Beds
    • 3 Baths
    • 4,324 Sq Ft

    3630 Vt Route 103 N, Chester, VT 05143

    Exceptional Investment Opportunity in Chester, VT Discover this stunning, completely renovated property that beautifully combines modern amenities with unique character. Featuring two residential units. This home showcases high-quality upgrades throughout. Enjoy peace of mind with new electrical, plumbing, insulation, and energy-efficient windows. The kitchens and bathrooms have been meticulously

    Gary Coger Four Seasons Sotheby's Int'l Realty

    3630 Vt Route 103 N, Chester, VT 05143
  • /24

    $330,000 Sold Oct 24, 2025

    1749 Middletown Rd, Andover, VT 05143

    • Land
    • 31 Acres
    • $10,645 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 86 Days On Market

    Current Estimated Value $320,137

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

    1749 Middletown Rd, Andover, VT 05143
    • /36

      Est $461,233 Not Listed For Sale

      231 Snell Rd, Chester, VT 05143

      • 3 Beds
      • 3 Baths
      • 2,465 Sq Ft
      • Built 1986
      231 Snell Rd, Chester, VT 05143

      Last Sold Summary

      • 8% Above List Price
      • $174/SF
      • 18 Days On Market
      • Last Sold Price $428,000
      • Jun 15, 2023

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  • /37

    $399,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    40 Fenton Rd, Chester, VT 05143

    This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of

    John Napier TPW Real Estate

    40 Fenton Rd, Chester, VT 05143
  • /21

    $320,000 Sold Dec 18, 2025

    870 Cummings Rd, Chester, VT 05143

    • 3 Beds
    • 1.5 Baths
    • 1,525 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $210/SF
    • 30 Days On Market

    Current Estimated Value $314,370

    Last Listing Agent Julie Buffum Buffum Realty

    870 Cummings Rd, Chester, VT 05143
    • /25

      Est $315,249 Not Listed For Sale

      242 Mattson Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2004
      242 Mattson Rd, Chester, VT 05143

      Last Sold Summary

      • 34% Above List Price
      • $175/SF
      • 9 Days On Market
      • Last Sold Price $235,000
      • Jul 15, 2024

      Last Listing Agent Dick Thackston R.H. Thackston & Company

  • /17

    $279,000

    • 5 Beds
    • 3 Baths
    • 1,812 Sq Ft

    2100 Baltimore Rd, Chester, VT 05143

    COUNTRY LIVING ON 4.97 ACRES, JUST 6 MILES TO SPRINGFIELD SHOPPING PLAZA. 9 ROOM HOME OFFERS GROUND FLOOR WITH APPLIANCED KITCHEN W/ DINING AREA, LIVING ROOM, SUNROOM, FULL BATH, FRONT BEDROOM, & ANOTHER BEDROOM W/ FULL BATH. THE SECOND FLOOR HAS 2 BEDROOMS PLUS ANOTHER BEDROOM W/ 3/4 BATH AND WALK-IN CLOSET. SEVCA RECENTLY INSULATED ENTIRE HOUSE AND ADDED A NEW FHA OIL FURNACE IN THE SUMMER OF

    Don Chabot Town and Country Realty

    2100 Baltimore Rd, Chester, VT 05143
  • /41

    $327,500 Sold Aug 21, 2025

    769 Davidson Hill Rd, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Below List Price
    • $234/SF
    • 7 Days On Market

    Current Estimated Value $337,606

    Last Listing Agent Frank Provance Diamond Realty

    769 Davidson Hill Rd, Chester, VT 05143
    • /31

      Est $364,411 Not Listed For Sale

      199 Maple Ridge Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,492 Sq Ft
      • Built 1980
      199 Maple Ridge Rd, Chester, VT 05143

      Last Sold Summary

      • 1% Above List Price
      • $241/SF
      • 2 Days On Market
      • Last Sold Price $360,000
      • Aug 02, 2024

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /53

    $1,690,000

    • 5 Beds
    • 5 Baths
    • 5,400 Sq Ft

    1302 Popple Dungeon Rd, Chester, VT 05143

    Set on 18 private acres, Popple Dungeon is a distinctive Vermont property offering the feel of a true country retreat. Owned by one family and designed and built by its owner, the Williamsburg-style reproduction Saltbox reflects a deep appreciation for traditional craftsmanship and enduring design.Inside, the home is defined by warm, handcrafted details—wide-plank wood floors, paneled walls,

    Gary Coger Four Seasons Sotheby's Int'l Realty

    1302 Popple Dungeon Rd, Chester, VT 05143
  • /21

    $105,000 Sold Dec 19, 2025

    00 Hill Top Rd, Andover, VT 05143

    • Land
    • 13.34 Acres
    • $7,871 per Acre

    Last Sold Summary

    • 22% Below List Price
    • 275 Days On Market

    Last Listing Agent Flex Realty Group Flex Realty

    00 Hill Top Rd, Andover, VT 05143
    • /8

      Est $193,882 Not Listed For Sale

      5051 Vt Route 103 N, Chester, VT 05143

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1967
      5051 Vt Route 103 N, Chester, VT 05143

      Last Sold Summary

      • 159% Above List Price
      • $87/SF
      • 30 Days On Market
      • Last Sold Price $75,000
      • May 22, 2023

      Last Listing Agent Judy Thompson Walnut Hill Realty

  • /60

    $549,000

    • 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

    $389,000 Sold Sep 22, 2025

    62 Circle Dr, Chester, VT 05143

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1945

    Last Sold Summary

    • $325/SF
    • 6 Days On Market

    Current Estimated Value $378,123

    Last Listing Agent Chelsea Bevis KW Vermont Woodstock

    62 Circle Dr, Chester, VT 05143
    • /20

      Est $321,479 Not Listed For Sale

      247 Cavendish Rd, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft
      • Built 1968
      247 Cavendish Rd, Chester, VT 05143

      Last Sold Summary

      • 8% Above List Price
      • $261/SF
      • 11 Days On Market
      • Last Sold Price $299,000
      • May 24, 2024

      Last Listing Agent Thaddeus Abare Barrett and Valley Associates Inc.

Showing Results 121 - 160, Page 4 of 18

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