2,743

Chester, VT Homes

Section Image
    • 341 Whitmore Brook Rd, Chester, VT 05143
      341 Whitmore Brook Rd, Chester, VT 05143
      341 Whitmore Brook Rd, Chester, VT 05143
      /39

      Est $683,976

      Not Listed For Sale

      341 Whitmore Brook Rd, Chester, VT 05143

      • 3 Beds
      • 3 Baths
      • 2,400 Sq Ft
      • Built 2004
      341 Whitmore Brook Rd, Chester, VT 05143

      Last Sold Summary

      • 125 Days On Market

    • 0 Smokeshire Rd, Ludlow, VT 05149
      0 Smokeshire Rd, Ludlow, VT 05149
      0 Smokeshire Rd, Ludlow, VT 05149
      /16

      Not Listed For Sale

      0 Smokeshire Rd, Ludlow, VT 05149

      0 Smokeshire Rd, Ludlow, VT 05149

      Last Sold Summary

      • 7 Days On Market

    • 50 Grafton St, Chester, VT 05143
      50 Grafton St, Chester, VT 05143
      50 Grafton St, Chester, VT 05143
      /3

      Est $380,069

      Not Listed For Sale

      50 Grafton St, Chester, VT 05143

      • 4 Beds
      • 3 Baths
      • 2,351 Sq Ft
      • Built 1890
      50 Grafton St, Chester, VT 05143

      Last Sold Summary

      • 56 Days On Market

    • 252 Davidson Hill Rd, Chester, VT 05143
      252 Davidson Hill Rd, Chester, VT 05143
      252 Davidson Hill Rd, Chester, VT 05143
      /38

      Est $685,419

      Not Listed For Sale

      252 Davidson Hill Rd, Chester, VT 05143

      • 3 Beds
      • 2.5 Baths
      • 4,070 Sq Ft
      • Built 2002
      252 Davidson Hill Rd, Chester, VT 05143

      Last Sold Summary

      • 22 Days On Market

    • 0 Whitmore Brook Rd, Chester, VT 05143
      0 Whitmore Brook Rd, Chester, VT 05143
      0 Whitmore Brook Rd, Chester, VT 05143
      /6

      Not Listed For Sale

      0 Whitmore Brook Rd, Chester, VT 05143

      0 Whitmore Brook Rd, Chester, VT 05143

      Last Sold Summary

      • 98 Days On Market

    • 1824 Brockway Mills Rd, Chester, VT 05143
      1824 Brockway Mills Rd, Chester, VT 05143
      1824 Brockway Mills Rd, Chester, VT 05143
      /30

      Est $312,331

      Not Listed For Sale

      1824 Brockway Mills Rd, Chester, VT 05143

      • 2 Beds
      • 1 Bath
      • 1,256 Sq Ft
      • Built 1870
      1824 Brockway Mills Rd, Chester, VT 05143

      Last Sold Summary

      • 37 Days On Market

    • 418 Davidson Hill Rd, Chester, VT 05143
      418 Davidson Hill Rd, Chester, VT 05143
      418 Davidson Hill Rd, Chester, VT 05143
      /38

      Est $356,562

      Not Listed For Sale

      418 Davidson Hill Rd, Chester, VT 05143

      • 2 Beds
      • 2 Baths
      • 1,458 Sq Ft
      • Built 2000
      418 Davidson Hill Rd, Chester, VT 05143

      Last Sold Summary

      • 65 Days On Market

    • 00 Coach Rd, Chester, VT 05143
      00 Coach Rd, Chester, VT 05143
      00 Coach Rd, Chester, VT 05143
      /9

      Not Listed For Sale

      00 Coach Rd, Chester, VT 05143

      00 Coach Rd, Chester, VT 05143

      Last Sold Summary

      • 355 Days On Market

    • 0 Jillie Ln Unit 4 4961501, Chester, VT 05143
      0 Jillie Ln Unit 4 4961501, Chester, VT 05143
      0 Jillie Ln Unit 4 4961501, Chester, VT 05143
      /13

      Not Listed For Sale

      0 Jillie Ln Unit 4 4961501, Chester, VT 05143

      0 Jillie Ln Unit 4 4961501, Chester, VT 05143

      Last Sold Summary

      • 69 Days On Market

    • 2756 Flamstead Rd, Chester, VT 05143
      2756 Flamstead Rd, Chester, VT 05143
      2756 Flamstead Rd, Chester, VT 05143
      /22

      Not Listed For Sale

      2756 Flamstead Rd, Chester, VT 05143

      • 3 Beds
      • 2.5 Baths
      • 1,620 Sq Ft
      • Built 1998
      2756 Flamstead Rd, Chester, VT 05143

      Last Sold Summary

      • 91 Days On Market

    • 2033 Vermont 11, Chester, VT 05143
      2033 Vermont 11, Chester, VT 05143
      2033 Vermont 11, Chester, VT 05143
      /30

      Not Listed For Sale

      2033 Vermont 11, Chester, VT 05143

      • 3 Beds
      • 1.5 Baths
      • 1,428 Sq Ft
      • Built 1948
      2033 Vermont 11, Chester, VT 05143

      Last Sold Summary

      • 5 Days On Market

    • 157 Murdock Rd, Chester, VT 05143
      157 Murdock Rd, Chester, VT 05143
      157 Murdock Rd, Chester, VT 05143
      /18

      Est $658,465

      Not Listed For Sale

      157 Murdock Rd, Chester, VT 05143

      • 3 Beds
      • 1.5 Baths
      • 2,051 Sq Ft
      • Built 2022
      157 Murdock Rd, Chester, VT 05143

      Last Sold Summary

      • 260 Days On Market

    • 674 Williams Rd, Chester, VT 05143
      674 Williams Rd, Chester, VT 05143
      674 Williams Rd, Chester, VT 05143
      /38

      Est $694,343

      Not Listed For Sale

      674 Williams Rd, Chester, VT 05143

      • 3 Beds
      • 3 Baths
      • 2,339 Sq Ft
      • Built 2004
      674 Williams Rd, Chester, VT 05143

      Last Sold Summary

      • 4 Days On Market

    • Lot 4 Vt Route 103 N Unit Lot 4, Chester, VT 05143
      Lot 4 Vt Route 103 N Unit Lot 4, Chester, VT 05143
      Lot 4 Vt Route 103 N Unit Lot 4, Chester, VT 05143
      /14

      Not Listed For Sale

      Lot 4 Vt Route 103 N Unit Lot 4, Chester, VT 05143

      Lot 4 Vt Route 103 N Unit Lot 4, Chester, VT 05143

      Last Sold Summary

      • 203 Days On Market

    • 328 Goodrich Rd, Chester, VT 05143
      328 Goodrich Rd, Chester, VT 05143
      328 Goodrich Rd, Chester, VT 05143
      /15

      Est $131,893

      Not Listed For Sale

      328 Goodrich Rd, Chester, VT 05143

      328 Goodrich Rd, Chester, VT 05143

      Last Sold Summary

      • 559 Days On Market

    • 215 Lower Bartonsville Rd, Chester, VT 05143
      215 Lower Bartonsville Rd, Chester, VT 05143
      215 Lower Bartonsville Rd, Chester, VT 05143
      /40

      Not Listed For Sale

      215 Lower Bartonsville Rd, Chester, VT 05143

      • 3 Beds
      • 2.5 Baths
      • 2,077 Sq Ft
      • Built 1976
      215 Lower Bartonsville Rd, Chester, VT 05143

      Last Sold Summary

      • 21 Days On Market

    • 3590 Vt 103, Chester, VT 05143
      3590 Vt 103, Chester, VT 05143
      3590 Vt 103, Chester, VT 05143
      /26

      Not Listed For Sale

      3590 Vt 103, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 2,702 Sq Ft
      • Built 1850
      3590 Vt 103, Chester, VT 05143

      Last Sold Summary

      • 387 Days On Market

    • 325 Goodrich Rd, Chester, VT 05143
      325 Goodrich Rd, Chester, VT 05143
      325 Goodrich Rd, Chester, VT 05143
      /37

      Est $341,585

      Not Listed For Sale

      325 Goodrich Rd, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,545 Sq Ft
      • Built 1978
      325 Goodrich Rd, Chester, VT 05143

      Last Sold Summary

      • 13 Days On Market

    • 0 Brookside Dr Unit 4854108, Chester, VT 05143
      0 Brookside Dr Unit 4854108, Chester, VT 05143
      0 Brookside Dr Unit 4854108, Chester, VT 05143
      /20

      Not Listed For Sale

      0 Brookside Dr Unit 4854108, Chester, VT 05143

      0 Brookside Dr Unit 4854108, Chester, VT 05143

      Last Sold Summary

      • 162 Days On Market

    • 233 Dodge Rd, Chester, VT 05143
      233 Dodge Rd, Chester, VT 05143
      233 Dodge Rd, Chester, VT 05143
      /39

      Est $833,299

      Not Listed For Sale

      233 Dodge Rd, Chester, VT 05143

      • 6 Beds
      • 4.5 Baths
      • 3,368 Sq Ft
      • Built 1985
      233 Dodge Rd, Chester, VT 05143

      Last Sold Summary

      • 47 Days On Market

    • 276 Old Coach Rd, Chester, VT 05143
      276 Old Coach Rd, Chester, VT 05143
      276 Old Coach Rd, Chester, VT 05143
      /39

      Not Listed For Sale

      276 Old Coach Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,735 Sq Ft
      • Built 2021
      276 Old Coach Rd, Chester, VT 05143

      Last Sold Summary

      • 108 Days On Market

    • 1346 Goldthwaite Rd, Chester, VT 05143
      1346 Goldthwaite Rd, Chester, VT 05143
      1346 Goldthwaite Rd, Chester, VT 05143
      /39

      Not Listed For Sale

      1346 Goldthwaite Rd, Chester, VT 05143

      • 4 Beds
      • 4 Baths
      • 3,954 Sq Ft
      • Built 2006
      1346 Goldthwaite Rd, Chester, VT 05143

      Last Sold Summary

      • 6 Days On Market

    • 736 Horsenail Hill Rd, Chester, VT 05143
      736 Horsenail Hill Rd, Chester, VT 05143
      736 Horsenail Hill Rd, Chester, VT 05143
      /40

      Est $850,934

      Not Listed For Sale

      736 Horsenail Hill Rd, Chester, VT 05143

      • 4 Beds
      • 3.5 Baths
      • 2,475 Sq Ft
      • Built 2002
      736 Horsenail Hill Rd, Chester, VT 05143

      Last Sold Summary

      • 4 Days On Market

    • 591 Remington Rd, Chester, VT 05143
      591 Remington Rd, Chester, VT 05143
      591 Remington Rd, Chester, VT 05143
      /33

      Est $616,518

      Not Listed For Sale

      591 Remington Rd, Chester, VT 05143

      • 4 Beds
      • 2.5 Baths
      • 2,722 Sq Ft
      • Built 1999
      591 Remington Rd, Chester, VT 05143

      Last Sold Summary

      • 49 Days On Market

    • 2181 White Rd, Chester, VT 05143
      2181 White Rd, Chester, VT 05143
      2181 White Rd, Chester, VT 05143
      /36

      Not Listed For Sale

      2181 White Rd, Chester, VT 05143

      • 5 Beds
      • 2 Baths
      • 2,916 Sq Ft
      • Built 1850
      2181 White Rd, Chester, VT 05143

      Last Sold Summary

      • 169 Days On Market

    • 0 Whitten Rd, Chester, VT 05143
      0 Whitten Rd, Chester, VT 05143
      0 Whitten Rd, Chester, VT 05143
      /10

      Not Listed For Sale

      0 Whitten Rd, Chester, VT 05143

      0 Whitten Rd, Chester, VT 05143

      Last Sold Summary

      • 7 Days On Market

    • 665 Vermont 10, Chester, VT 05143
      665 Vermont 10, Chester, VT 05143
      665 Vermont 10, Chester, VT 05143
      /39

      Not Listed For Sale

      665 Vermont 10, Chester, VT 05143

      • 7 Beds
      • 9 Baths
      • 4,730 Sq Ft
      • Built 1861
      665 Vermont 10, Chester, VT 05143

      Last Sold Summary

      • 37 Days On Market

    • Lot 4 Jillie Ln, Chester, VT 05143
      Lot 4 Jillie Ln, Chester, VT 05143
      Lot 4 Jillie Ln, Chester, VT 05143
      /9

      Not Listed For Sale

      Lot 4 Jillie Ln, Chester, VT 05143

      Lot 4 Jillie Ln, Chester, VT 05143

      Last Sold Summary

      • 1,177 Days On Market

    • 198 Peck Rd, Chester, VT 05143
      198 Peck Rd, Chester, VT 05143
      198 Peck Rd, Chester, VT 05143
      /15

      Est $255,976

      Not Listed For Sale

      198 Peck Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,824 Sq Ft
      • Built 1970
      198 Peck Rd, Chester, VT 05143

      Last Sold Summary

      • 144 Days On Market

    • 0 Hillcrest Dr, Chester, VT 05143
      0 Hillcrest Dr, Chester, VT 05143
      0 Hillcrest Dr, Chester, VT 05143
      /8

      Not Listed For Sale

      0 Hillcrest Dr, Chester, VT 05143

      • 3 Beds
      0 Hillcrest Dr, Chester, VT 05143

      Last Sold Summary

      • 47 Days On Market

    • 14 Church St, Chester, VT 05143
      14 Church St, Chester, VT 05143
      14 Church St, Chester, VT 05143
      /12

      Not Listed For Sale

      14 Church St, Chester, VT 05143

      • 6 Beds
      • 5 Baths
      • 4,700 Sq Ft
      • Built 1825
      14 Church St, Chester, VT 05143

      Last Sold Summary

      • 82 Days On Market

    • 141 Stage, Chester, VT 05143
      141 Stage, Chester, VT 05143
      141 Stage, 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

      • 17 Days On Market

    • 99 Pettengill Rd, Chester, VT 05143
      99 Pettengill Rd, Chester, VT 05143
      99 Pettengill Rd, Chester, VT 05143
      /31

      Est $490,497

      Not Listed For Sale

      99 Pettengill Rd, Chester, VT 05143

      • 4 Beds
      • 3 Baths
      • 2,150 Sq Ft
      • Built 1800
      99 Pettengill Rd, Chester, VT 05143

      Last Sold Summary

      • 32 Days On Market

    • 418 1st Ave, Chester, VT 05143
      418 1st Ave, Chester, VT 05143
      418 1st Ave, Chester, VT 05143
      /29

      Est $284,596

      Not Listed For Sale

      418 1st Ave, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 2,477 Sq Ft
      • Built 1900
      418 1st Ave, Chester, VT 05143

      Last Sold Summary

      • 35 Days On Market

    • 45 Circle Dr, Chester, VT 05143
      45 Circle Dr, Chester, VT 05143
      45 Circle Dr, Chester, VT 05143
      /16

      Est $267,381

      Not Listed For Sale

      45 Circle Dr, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,100 Sq Ft
      • Built 1945
      45 Circle Dr, Chester, VT 05143

      Last Sold Summary

      • 7 Days On Market

    • 133 Marshall Rd, Chester, VT 05143
      133 Marshall Rd, Chester, VT 05143
      133 Marshall Rd, Chester, VT 05143
      /23

      Est $325,204

      Not Listed For Sale

      133 Marshall Rd, Chester, VT 05143

      • 4 Beds
      • 1 Bath
      • 962 Sq Ft
      • Built 1970
      133 Marshall Rd, Chester, VT 05143

      Last Sold Summary

      • 29 Days On Market

    • 17 River St, Chester, VT 05143
      17 River St, Chester, VT 05143
      17 River St, Chester, VT 05143
      /37

      Est $581,170

      Not Listed For Sale

      17 River St, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 2,528 Sq Ft
      • Built 1988
      17 River St, Chester, VT 05143

      Last Sold Summary

      • 7 Days On Market

    • 184 Kevadus Cir, Chester, VT 05143
      184 Kevadus Cir, Chester, VT 05143
      184 Kevadus Cir, Chester, VT 05143
      /14

      Est $276,545

      Not Listed For Sale

      184 Kevadus Cir, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1988
      184 Kevadus Cir, Chester, VT 05143

      Last Sold Summary

      • 9 Days On Market

    • 235 Kevadus Cir, Chester, VT 05143
      235 Kevadus Cir, Chester, VT 05143
      235 Kevadus Cir, Chester, VT 05143
      /28

      Est $278,359

      Not Listed For Sale

      235 Kevadus Cir, Chester, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft
      • Built 1986
      235 Kevadus Cir, Chester, VT 05143

      Last Sold Summary

      • 12 Days On Market

    • 63 Marshall Rd, Chester, VT 05143
      63 Marshall Rd, Chester, VT 05143
      63 Marshall Rd, Chester, VT 05143
      /20

      Est $335,299

      Not Listed For Sale

      63 Marshall Rd, Chester, VT 05143

      • 4 Beds
      • 2 Baths
      • 1,380 Sq Ft
      • Built 1974
      63 Marshall Rd, Chester, VT 05143

      Last Sold Summary

      • 15 Days On Market

Showing Results 201 - 240, Page 6 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