3,062

Properties in ZIP Code 05143

Section Image
    • 589 Hill Top Rd, Andover, VT 05143
      589 Hill Top Rd, Andover, VT 05143
      589 Hill Top Rd, Andover, VT 05143
      /36

      Est $386,794

      Not Listed For Sale

      589 Hill Top Rd, Andover, VT 05143

      • 2 Beds
      • Built 2022
      589 Hill Top Rd, Andover, VT 05143

      Last Sold Summary

      • 209 Days On Market

      Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    • 230 Smokeshire Rd, Chester, VT 05143
      230 Smokeshire Rd, Chester, VT 05143
      230 Smokeshire Rd, Chester, VT 05143
      /40

      Not Listed For Sale

      230 Smokeshire Rd, Chester, VT 05143

      • 4 Beds
      • 3.5 Baths
      • 3,144 Sq Ft
      • Built 2007
      230 Smokeshire Rd, Chester, VT 05143

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Betty McEnaney Diamond Realty

    • 377 Grafton St, Chester, VT 05143
      377 Grafton St, Chester, VT 05143
      377 Grafton St, Chester, VT 05143
      /35

      Est $406,846

      Not Listed For Sale

      377 Grafton St, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 2,632 Sq Ft
      • Built 1970
      377 Grafton St, Chester, VT 05143

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Katherine Burns William Raveis Real Estate Vermont Properties

    • 1579 Middletown Rd, Andover, VT 05143
      1579 Middletown Rd, Andover, VT 05143
      1579 Middletown Rd, Andover, VT 05143
      /16

      Est $47,042

      Not Listed For Sale

      1579 Middletown Rd, Andover, VT 05143

      1579 Middletown Rd, Andover, VT 05143

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Chuck Sweetman Mary Mitchell Miller Real Estate

    • 433 Vermont 103, Chester, VT 05143
      433 Vermont 103, Chester, VT 05143
      433 Vermont 103, Chester, VT 05143
      /27

      Est $261,785

      Not Listed For Sale

      433 Vermont 103, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,100 Sq Ft
      • Built 1947
      433 Vermont 103, Chester, VT 05143

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 1481 Flamstead Rd, Chester, VT 05143
      1481 Flamstead Rd, Chester, VT 05143
      1481 Flamstead Rd, Chester, VT 05143
      /16

      Not Listed For Sale

      1481 Flamstead Rd, Chester, VT 05143

      1481 Flamstead Rd, Chester, VT 05143

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 272 Pond Rd Unit Lots 39, 43, 52 and, Andover, VT 05143
      272 Pond Rd Unit Lots 39, 43, 52 and, Andover, VT 05143
      272 Pond Rd Unit Lots 39, 43, 52 and, Andover, VT 05143
      /40

      Not Listed For Sale

      272 Pond Rd Unit Lots 39, 43, 52 and, Andover, VT 05143

      272 Pond Rd Unit Lots 39, 43, 52 and, Andover, VT 05143

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    • 1260 Grafton St Unit 15.1-2, Chester, VT 05143
      1260 Grafton St Unit 15.1-2, Chester, VT 05143
      1260 Grafton St Unit 15.1-2, Chester, VT 05143
      /14

      Not Listed For Sale

      1260 Grafton St Unit 15.1-2, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 720 Sq Ft
      • Built 2006
      1260 Grafton St Unit 15.1-2, Chester, VT 05143

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 1260 Grafton St Unit 15.6, Chester, VT 05143
      1260 Grafton St Unit 15.6, Chester, VT 05143
      1260 Grafton St Unit 15.6, Chester, VT 05143
      /11

      Not Listed For Sale

      1260 Grafton St Unit 15.6, Chester, VT 05143

      1260 Grafton St Unit 15.6, Chester, VT 05143

      Last Sold Summary

      • 112 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 1260 Grafton St Unit 15.1-1, Chester, VT 05143
      1260 Grafton St Unit 15.1-1, Chester, VT 05143
      1260 Grafton St Unit 15.1-1, Chester, VT 05143
      /4

      Not Listed For Sale

      1260 Grafton St Unit 15.1-1, Chester, VT 05143

      • 3 Beds
      • 3 Baths
      • 1,557 Sq Ft
      • Built 1998
      1260 Grafton St Unit 15.1-1, Chester, VT 05143

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 770 Andover Ridge Rd, Andover, VT 05143
      770 Andover Ridge Rd, Andover, VT 05143
      770 Andover Ridge Rd, Andover, VT 05143
      /39

      Est $616,648

      Not Listed For Sale

      770 Andover Ridge Rd, Andover, VT 05143

      • 3 Beds
      • 2.5 Baths
      • 1,342 Sq Ft
      • Built 1984
      770 Andover Ridge Rd, Andover, VT 05143

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Gail Beardmore Engel & Völkers Okemo

    • 2644 N Hill Rd, Andover, VT 05143
      2644 N Hill Rd, Andover, VT 05143
      2644 N Hill Rd, Andover, VT 05143
      /36

      Est $402,263

      Not Listed For Sale

      2644 N Hill Rd, Andover, VT 05143

      • 3 Beds
      • 1.5 Baths
      • 1,344 Sq Ft
      • Built 1976
      2644 N Hill Rd, Andover, VT 05143

      Last Sold Summary

      • 18 Days On Market

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

    • 767 Cummings Rd, Chester, VT 05143
      767 Cummings Rd, Chester, VT 05143
      767 Cummings Rd, Chester, VT 05143
      /7

      Est $292,730

      Not Listed For Sale

      767 Cummings Rd, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,035 Sq Ft
      • Built 1964
      767 Cummings Rd, Chester, VT 05143

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 977 Popple Dungeon Rd, Chester, VT 05143
      977 Popple Dungeon Rd, Chester, VT 05143
      977 Popple Dungeon Rd, Chester, VT 05143
      /18

      Not Listed For Sale

      977 Popple Dungeon Rd, Chester, VT 05143

      • 2 Beds
      • 1 Bath
      • 1,088 Sq Ft
      • Built 2009
      977 Popple Dungeon Rd, Chester, VT 05143

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 0 Elms Horn Rd, Chester, VT 05143
      0 Elms Horn Rd, Chester, VT 05143
      0 Elms Horn Rd, Chester, VT 05143
      /5

      Not Listed For Sale

      0 Elms Horn Rd, Chester, VT 05143

      0 Elms Horn Rd, Chester, VT 05143

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Lori Muse Muse and Associates Real Estate

    • 320 Valley View Dr, Andover, VT 05143
      320 Valley View Dr, Andover, VT 05143
      320 Valley View Dr, Andover, VT 05143
      /34

      Not Listed For Sale

      320 Valley View Dr, Andover, VT 05143

      • 5 Beds
      • 4.5 Baths
      • 3,092 Sq Ft
      • Built 2012
      320 Valley View Dr, Andover, VT 05143

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Story Jenks LandVest, Inc/Woodstock

    • 248 Brookline Rd, Athens, VT 05143
      248 Brookline Rd, Athens, VT 05143
      248 Brookline Rd, Athens, VT 05143
      /40

      Est $527,589

      Not Listed For Sale

      248 Brookline Rd, Athens, VT 05143

      • 4 Beds
      • 2 Baths
      • 2,000 Sq Ft
      • Built 1986
      248 Brookline Rd, Athens, VT 05143

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Eric Scott Barrett & Valley Assoc. Inc

    • 401 Lovers Lane Rd, Chester, VT 05143
      401 Lovers Lane Rd, Chester, VT 05143
      401 Lovers Lane Rd, Chester, VT 05143
      /24

      Est $193,104

      Not Listed For Sale

      401 Lovers Lane Rd, Chester, VT 05143

      401 Lovers Lane Rd, Chester, VT 05143

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 268 S Main St, Chester, VT 05143
      268 S Main St, Chester, VT 05143
      268 S Main St, Chester, VT 05143
      /24

      Est $248,071

      Not Listed For Sale

      268 S Main St, Chester, VT 05143

      • 1 Bed
      • 1 Bath
      • 676 Sq Ft
      • Built 1961
      268 S Main St, Chester, VT 05143

      Last Sold Summary

      • 4 Days On Market

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

    • 5390 Popple Dungeon Rd Unit 12-22, Andover, VT 05143
      5390 Popple Dungeon Rd Unit 12-22, Andover, VT 05143
      5390 Popple Dungeon Rd Unit 12-22, Andover, VT 05143
      /8

      Not Listed For Sale

      5390 Popple Dungeon Rd Unit 12-22, Andover, VT 05143

      5390 Popple Dungeon Rd Unit 12-22, Andover, VT 05143

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Pat DelGiorno Winhall Real Estate

    • 292 Quarry Rd, Chester, VT 05143
      292 Quarry Rd, Chester, VT 05143
      292 Quarry Rd, Chester, VT 05143
      /40

      Est $583,733

      Not Listed For Sale

      292 Quarry Rd, Chester, VT 05143

      • 3 Beds
      • 3.5 Baths
      • 1,880 Sq Ft
      • Built 2006
      292 Quarry Rd, Chester, VT 05143

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Geralyn Donohue Four Seasons Sotheby's Int'l Realty

    • 470 Middletown Rd Unit 81, Andover, VT 05143
      470 Middletown Rd Unit 81, Andover, VT 05143
      470 Middletown Rd Unit 81, Andover, VT 05143
      /17

      Not Listed For Sale

      470 Middletown Rd Unit 81, Andover, VT 05143

      470 Middletown Rd Unit 81, Andover, VT 05143

      Last Sold Summary

      • 82 Days On Market

      Last Listing Agent Chuck Sweetman Mary Mitchell Miller Real Estate

    • 0 Dean Brook Rd, Chester, VT 05143
      0 Dean Brook Rd, Chester, VT 05143
      0 Dean Brook Rd, Chester, VT 05143
      /12

      Not Listed For Sale

      0 Dean Brook Rd, Chester, VT 05143

      0 Dean Brook Rd, Chester, VT 05143

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 148 Reed Rd, Chester, VT 05143
      148 Reed Rd, Chester, VT 05143
      148 Reed Rd, Chester, VT 05143
      /32

      Est $440,195

      Not Listed For Sale

      148 Reed Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,482 Sq Ft
      • Built 1992
      148 Reed Rd, Chester, VT 05143

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Amanda Stearns Barrett and Valley Associates Inc.

    • 275 Old Coach Rd, Chester, VT 05143
      275 Old Coach Rd, Chester, VT 05143
      275 Old Coach Rd, Chester, VT 05143
      /30

      Not Listed For Sale

      275 Old Coach Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,446 Sq Ft
      • Built 1965
      275 Old Coach Rd, Chester, VT 05143

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Lisa Kelley Cummings & Co

    • 3009 Weston-Andover Rd, Andover, VT 05143
      3009 Weston-Andover Rd, Andover, VT 05143
      3009 Weston-Andover Rd, Andover, VT 05143
      /29

      Est $307,991

      Not Listed For Sale

      3009 Weston-Andover Rd, Andover, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,224 Sq Ft
      • Built 1900
      3009 Weston-Andover Rd, Andover, VT 05143

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 663 Dorman Rd, Andover, VT 05143
      663 Dorman Rd, Andover, VT 05143
      663 Dorman Rd, Andover, VT 05143
      /27

      Est $456,991

      Not Listed For Sale

      663 Dorman Rd, Andover, VT 05143

      • 2 Beds
      • 1 Bath
      • 1,472 Sq Ft
      • Built 1972
      663 Dorman Rd, Andover, VT 05143

      Last Sold Summary

      • 136 Days On Market

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

    • 5 Meetinghouse Rd, Chester, VT 05143
      5 Meetinghouse Rd, Chester, VT 05143
      5 Meetinghouse Rd, Chester, VT 05143
      /21

      Est $213,275

      Not Listed For Sale

      5 Meetinghouse Rd, Chester, VT 05143

      • 2 Beds
      • 1 Bath
      • 648 Sq Ft
      • Built 2008
      5 Meetinghouse Rd, Chester, VT 05143

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Wilma Skovinski Berkley & Veller Greenwood Country

    • 1626 Vermont 10, Chester, VT 05143
      1626 Vermont 10, Chester, VT 05143
      1626 Vermont 10, Chester, VT 05143
      /24

      Est $236,440

      Not Listed For Sale

      1626 Vermont 10, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,126 Sq Ft
      • Built 1960
      1626 Vermont 10, Chester, VT 05143

      Last Sold Summary

      • 123 Days On Market

      Last Listing Agent Lisa Kelley Cummings & Co

    • 1500 Andover Ridge Rd, Andover, VT 05143
      1500 Andover Ridge Rd, Andover, VT 05143
      1500 Andover Ridge Rd, Andover, VT 05143
      /21

      Not Listed For Sale

      1500 Andover Ridge Rd, Andover, VT 05143

      1500 Andover Ridge Rd, Andover, VT 05143

      Last Sold Summary

      • 247 Days On Market

      Last Listing Agent Claudia Harris Mary Mitchell Miller Real Estate

    • 0 Remington Rd Unit Lot 14 4865363, Chester, VT 05143
      0 Remington Rd Unit Lot 14 4865363, Chester, VT 05143
      0 Remington Rd Unit Lot 14 4865363, Chester, VT 05143
      /5

      Not Listed For Sale

      0 Remington Rd Unit Lot 14 4865363, Chester, VT 05143

      0 Remington Rd Unit Lot 14 4865363, Chester, VT 05143

      Last Sold Summary

      • 89 Days On Market

      Last Listing Agent Mickey Gelineau EXP Realty

    • 0 Remington Rd Unit Lot 13 4865357, Chester, VT 05143
      0 Remington Rd Unit Lot 13 4865357, Chester, VT 05143
      0 Remington Rd Unit Lot 13 4865357, Chester, VT 05143
      /5

      Not Listed For Sale

      0 Remington Rd Unit Lot 13 4865357, Chester, VT 05143

      0 Remington Rd Unit Lot 13 4865357, Chester, VT 05143

      Last Sold Summary

      • 646 Days On Market

      Last Listing Agent Mickey Gelineau EXP Realty

    • 0 Remington Rd Unit Lot 11 4865345, Chester, VT 05143
      0 Remington Rd Unit Lot 11 4865345, Chester, VT 05143
      0 Remington Rd Unit Lot 11 4865345, Chester, VT 05143
      /5

      Not Listed For Sale

      0 Remington Rd Unit Lot 11 4865345, Chester, VT 05143

      0 Remington Rd Unit Lot 11 4865345, Chester, VT 05143

      Last Sold Summary

      • 107 Days On Market

      Last Listing Agent Mickey Gelineau EXP Realty

    • 0 Remington Rd Unit Lot 7 4865312, Chester, VT 05143
      0 Remington Rd Unit Lot 7 4865312, Chester, VT 05143
      0 Remington Rd Unit Lot 7 4865312, Chester, VT 05143
      /5

      Not Listed For Sale

      0 Remington Rd Unit Lot 7 4865312, Chester, VT 05143

      0 Remington Rd Unit Lot 7 4865312, Chester, VT 05143

      Last Sold Summary

      • 107 Days On Market

      Last Listing Agent Mickey Gelineau EXP Realty

    • 0 Remington Rd Unit Lot 5 4865299, Chester, VT 05143
      0 Remington Rd Unit Lot 5 4865299, Chester, VT 05143
      0 Remington Rd Unit Lot 5 4865299, Chester, VT 05143
      /5

      Not Listed For Sale

      0 Remington Rd Unit Lot 5 4865299, Chester, VT 05143

      0 Remington Rd Unit Lot 5 4865299, Chester, VT 05143

      Last Sold Summary

      • 629 Days On Market

      Last Listing Agent Mickey Gelineau EXP Realty

    • 0 Remington Rd Unit Lot 2 4865289, Chester, VT 05143
      0 Remington Rd Unit Lot 2 4865289, Chester, VT 05143
      0 Remington Rd Unit Lot 2 4865289, Chester, VT 05143
      /5

      Not Listed For Sale

      0 Remington Rd Unit Lot 2 4865289, Chester, VT 05143

      0 Remington Rd Unit Lot 2 4865289, Chester, VT 05143

      Last Sold Summary

      • 238 Days On Market

      Last Listing Agent Mickey Gelineau EXP Realty

    • 0 Remington Rd Unit Lot 1 4865280, Chester, VT 05143
      0 Remington Rd Unit Lot 1 4865280, Chester, VT 05143
      0 Remington Rd Unit Lot 1 4865280, Chester, VT 05143
      /5

      Not Listed For Sale

      0 Remington Rd Unit Lot 1 4865280, Chester, VT 05143

      0 Remington Rd Unit Lot 1 4865280, Chester, VT 05143

      Last Sold Summary

      • 255 Days On Market

      Last Listing Agent Mickey Gelineau EXP Realty

    • 107 Brookline Rd, Athens, VT 05143
      107 Brookline Rd, Athens, VT 05143
      107 Brookline Rd, Athens, VT 05143
      /32

      Est $302,743

      Not Listed For Sale

      107 Brookline Rd, Athens, VT 05143

      • 4 Beds
      • 1 Bath
      • 1,518 Sq Ft
      • Built 1840
      107 Brookline Rd, Athens, VT 05143

      Last Sold Summary

      • 168 Days On Market

      Last Listing Agent Judy Dickison

    • 358 Andover Ridge Rd, Andover, VT 05143
      358 Andover Ridge Rd, Andover, VT 05143
      358 Andover Ridge Rd, Andover, VT 05143
      /40

      Est $3,618,522

      Not Listed For Sale

      358 Andover Ridge Rd, Andover, VT 05143

      • 7 Beds
      • 5.5 Baths
      • 4,788 Sq Ft
      • Built 2014
      358 Andover Ridge Rd, Andover, VT 05143

      Last Sold Summary

      • 260 Days On Market

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

    • 0 Old Piper Rd, Baltimore, VT 05143
      0 Old Piper Rd, Baltimore, VT 05143
      0 Old Piper Rd, Baltimore, VT 05143
      /4

      Not Listed For Sale

      0 Old Piper Rd, Baltimore, VT 05143

      0 Old Piper Rd, Baltimore, VT 05143

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Lori Muse Muse and Associates Real Estate

Showing Results 281 - 320, Page 8 of 18

Vermont Windsor County Chester

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group