2,718

Chester, VT Homes

Section Image
    • 1436 Vt Route 103 N, Chester, VT 05143
      1436 Vt Route 103 N, Chester, VT 05143
      1436 Vt Route 103 N, Chester, VT 05143
      /40

      Est $308,420 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,860 Sq Ft

      1436 Vt Route 103 N, Chester, VT 05143

      1436 Vt Route 103 N, Chester, VT 05143
    • 367 Graham Rd, Chester, VT 05143
      367 Graham Rd, Chester, VT 05143
      367 Graham Rd, Chester, VT 05143
      /30

      Est $613,577 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,750 Sq Ft

      367 Graham Rd, Chester, VT 05143

      367 Graham Rd, Chester, VT 05143
    • 4419 Trebo Rd, Chester, VT 05143
      4419 Trebo Rd, Chester, VT 05143
      4419 Trebo Rd, Chester, VT 05143
      /25

      Est $713,329 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,915 Sq Ft

      4419 Trebo Rd, Chester, VT 05143

      4419 Trebo Rd, Chester, VT 05143
    • 1046 Mattson Rd, Chester, VT 05143
      1046 Mattson Rd, Chester, VT 05143
      1046 Mattson Rd, Chester, VT 05143
      /24

      Est $530,857 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,114 Sq Ft

      1046 Mattson Rd, Chester, VT 05143

      1046 Mattson Rd, Chester, VT 05143
    • 3811 Trebo Rd, Chester, VT 05143
      3811 Trebo Rd, Chester, VT 05143
      3811 Trebo Rd, Chester, VT 05143
      /24

      Est $282,564 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft

      3811 Trebo Rd, Chester, VT 05143

      3811 Trebo Rd, Chester, VT 05143
    • 314 Vt Route 10, Chester, VT 05143
      314 Vt Route 10, Chester, VT 05143
      314 Vt Route 10, Chester, VT 05143
      /21

      Est $320,616 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 868 Sq Ft

      314 Vt Route 10, Chester, VT 05143

      314 Vt Route 10, Chester, VT 05143
    • 290 Mattson Rd, Chester, VT 05143
      290 Mattson Rd, Chester, VT 05143
      290 Mattson Rd, Chester, VT 05143
      /30

      Est $406,058 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,910 Sq Ft

      290 Mattson Rd, Chester, VT 05143

      290 Mattson Rd, Chester, VT 05143
    • 352 Davidson Hill Rd, Chester, VT 05143
      352 Davidson Hill Rd, Chester, VT 05143
      352 Davidson Hill Rd, Chester, VT 05143
      /40

      Est $784,525 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 4,234 Sq Ft

      352 Davidson Hill Rd, Chester, VT 05143

      352 Davidson Hill Rd, Chester, VT 05143
    • 409 Amsden Hill Rd, Chester, VT 05143
      409 Amsden Hill Rd, Chester, VT 05143
      409 Amsden Hill Rd, Chester, VT 05143
      /24

      Est $440,367 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,687 Sq Ft

      409 Amsden Hill Rd, Chester, VT 05143

      409 Amsden Hill Rd, Chester, VT 05143
    • 161 Maple Ridge Rd, Chester, VT 05143
      161 Maple Ridge Rd, Chester, VT 05143
      161 Maple Ridge Rd, Chester, VT 05143
      /12

      Est $304,606 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,500 Sq Ft

      161 Maple Ridge Rd, Chester, VT 05143

      161 Maple Ridge Rd, Chester, VT 05143
    • 453 Davidson Hill Rd, Chester, VT 05143
      453 Davidson Hill Rd, Chester, VT 05143
      453 Davidson Hill Rd, Chester, VT 05143
      /6

      Est $568,953 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,992 Sq Ft

      453 Davidson Hill Rd, Chester, VT 05143

      453 Davidson Hill Rd, Chester, VT 05143
    • 409 Davidson Hill Rd, Chester, VT 05143
      409 Davidson Hill Rd, Chester, VT 05143
      409 Davidson Hill Rd, Chester, VT 05143
      /20

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,620 Sq Ft

      409 Davidson Hill Rd, Chester, VT 05143

      409 Davidson Hill Rd, Chester, VT 05143
    • 2940 Vt Route 10, Chester, VT 05143
      2940 Vt Route 10, Chester, VT 05143
      /2

      Est $414,000 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      2940 Vt Route 10, Chester, VT 05143

      2940 Vt Route 10, Chester, VT 05143
    • 590 Gould Rd, Chester, VT 05143
      590 Gould Rd, Chester, VT 05143
      590 Gould Rd, Chester, VT 05143
      /28

      Est $496,371 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,872 Sq Ft

      590 Gould Rd, Chester, VT 05143

      590 Gould Rd, Chester, VT 05143
    • 610 Cavendish Rd, Chester, VT 05143
      610 Cavendish Rd, Chester, VT 05143
      610 Cavendish Rd, Chester, VT 05143
      /29

      Est $383,699 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft

      610 Cavendish Rd, Chester, VT 05143

      610 Cavendish Rd, Chester, VT 05143
    • 572 Horseshoe Rd, Chester, VT 05143
      572 Horseshoe Rd, Chester, VT 05143
      572 Horseshoe Rd, Chester, VT 05143
      /27

      Est $1,463,873 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,786 Sq Ft

      572 Horseshoe Rd, Chester, VT 05143

      572 Horseshoe Rd, Chester, VT 05143
    • 982 Old Stage Rd, Chester, VT 05143
      982 Old Stage Rd, Chester, VT 05143
      982 Old Stage Rd, Chester, VT 05143
      /40

      Est $812,562 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 3,425 Sq Ft

      982 Old Stage Rd, Chester, VT 05143

      982 Old Stage Rd, Chester, VT 05143
    • 4928 Popple Dungeon Rd, Chester, VT 05143
      4928 Popple Dungeon Rd, Chester, VT 05143
      4928 Popple Dungeon Rd, Chester, VT 05143
      /18

      Est $338,410 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft

      4928 Popple Dungeon Rd, Chester, VT 05143

      4928 Popple Dungeon Rd, Chester, VT 05143
    • 771 Nudist Camp Rd, Chester, VT 05143
      771 Nudist Camp Rd, Chester, VT 05143
      771 Nudist Camp Rd, Chester, VT 05143
      /34

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,260 Sq Ft

      771 Nudist Camp Rd, Chester, VT 05143

      771 Nudist Camp Rd, Chester, VT 05143
    • 59 Ethan Allen Rd, Chester, VT 05143
      59 Ethan Allen Rd, Chester, VT 05143
      59 Ethan Allen Rd, Chester, VT 05143
      /8

      Est $169,851 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 892 Sq Ft

      59 Ethan Allen Rd, Chester, VT 05143

      59 Ethan Allen Rd, Chester, VT 05143
    • 3703 Popple Dungeon Rd, Chester, VT 05143
      3703 Popple Dungeon Rd, Chester, VT 05143
      3703 Popple Dungeon Rd, Chester, VT 05143
      /40

      Est $1,209,796 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,077 Sq Ft

      3703 Popple Dungeon Rd, Chester, VT 05143

      3703 Popple Dungeon Rd, Chester, VT 05143
    • 1004 Ethan Allen Rd, Chester, VT 05143
      1004 Ethan Allen Rd, Chester, VT 05143
      1004 Ethan Allen Rd, Chester, VT 05143
      /23

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,624 Sq Ft

      1004 Ethan Allen Rd, Chester, VT 05143

      1004 Ethan Allen Rd, Chester, VT 05143
    • 279 Farrar Rd, Chester, VT 05143
      279 Farrar Rd, Chester, VT 05143
      279 Farrar Rd, Chester, VT 05143
      /23

      Est $290,164 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,500 Sq Ft

      279 Farrar Rd, Chester, VT 05143

      279 Farrar Rd, Chester, VT 05143
    • 690 Farrar Rd, Chester, VT 05143
      690 Farrar Rd, Chester, VT 05143
      690 Farrar Rd, Chester, VT 05143
      /32

      Est $255,614 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft

      690 Farrar Rd, Chester, VT 05143

      690 Farrar Rd, Chester, VT 05143
    • 3295 Lovers Lane Rd, Chester, VT 05143
      3295 Lovers Lane Rd, Chester, VT 05143
      3295 Lovers Lane Rd, Chester, VT 05143
      /40

      Est $396,278 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,900 Sq Ft

      3295 Lovers Lane Rd, Chester, VT 05143

      3295 Lovers Lane Rd, Chester, VT 05143
    • 1246 Old Stage Rd, Chester, VT 05143
      1246 Old Stage Rd, Chester, VT 05143
      1246 Old Stage Rd, Chester, VT 05143
      /36

      Not Listed For Sale

      • 7 Beds
      • 6 Baths
      • 5,027 Sq Ft

      1246 Old Stage Rd, Chester, VT 05143

      1246 Old Stage Rd, Chester, VT 05143
    • 1885 Potash Brook Rd, Chester, VT 05143
      1885 Potash Brook Rd, Chester, VT 05143
      1885 Potash Brook Rd, Chester, VT 05143
      /10

      Est $216,225 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 872 Sq Ft

      1885 Potash Brook Rd, Chester, VT 05143

      1885 Potash Brook Rd, Chester, VT 05143
    • 1611 Potash Brook Rd, Chester, VT 05143
      1611 Potash Brook Rd, Chester, VT 05143
      1611 Potash Brook Rd, Chester, VT 05143
      /27

      Est $278,732 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,868 Sq Ft

      1611 Potash Brook Rd, Chester, VT 05143

      1611 Potash Brook Rd, Chester, VT 05143
    • 63 Cemetery Rd, Chester, VT 05143
      63 Cemetery Rd, Chester, VT 05143
      63 Cemetery Rd, Chester, VT 05143
      /35

      Est $623,343 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,843 Sq Ft

      63 Cemetery Rd, Chester, VT 05143

      63 Cemetery Rd, Chester, VT 05143
    • 1119 Smokeshire Rd, Chester, VT 05143
      1119 Smokeshire Rd, Chester, VT 05143
      1119 Smokeshire Rd, Chester, VT 05143
      /13

      Est $367,015 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,130 Sq Ft

      1119 Smokeshire Rd, Chester, VT 05143

      1119 Smokeshire Rd, Chester, VT 05143
    • 882 Smokeshire Rd, Chester, VT 05143
      882 Smokeshire Rd, Chester, VT 05143
      882 Smokeshire Rd, Chester, VT 05143
      /36

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,779 Sq Ft

      882 Smokeshire Rd, Chester, VT 05143

      882 Smokeshire Rd, Chester, VT 05143
    • 3290 Smokeshire Rd, Chester, VT 05143
      3290 Smokeshire Rd, Chester, VT 05143
      3290 Smokeshire Rd, Chester, VT 05143
      /19

      Est $170,795 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 832 Sq Ft

      3290 Smokeshire Rd, Chester, VT 05143

      3290 Smokeshire Rd, Chester, VT 05143
    • 104 Old Piper Rd, Chester, VT 05143
      104 Old Piper Rd, Chester, VT 05143
      104 Old Piper Rd, Chester, VT 05143
      /14

      Est $351,667 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,615 Sq Ft

      104 Old Piper Rd, Chester, VT 05143

      104 Old Piper Rd, Chester, VT 05143
    • 117 Robinson Rd, Chester, VT 05143
      117 Robinson Rd, Chester, VT 05143
      117 Robinson Rd, Chester, VT 05143
      /22

      Est $645,575 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,600 Sq Ft

      117 Robinson Rd, Chester, VT 05143

      117 Robinson Rd, Chester, VT 05143
    • 58 Baltimore Rd, Chester, VT 05143
      58 Baltimore Rd, Chester, VT 05143
      /2

      Est $442,130 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,000 Sq Ft

      58 Baltimore Rd, Chester, VT 05143

      58 Baltimore Rd, Chester, VT 05143
    • 163 Gates Ln, Chester, VT 05143
      163 Gates Ln, Chester, VT 05143
      163 Gates Ln, Chester, VT 05143
      /24

      Est $468,011 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,414 Sq Ft

      163 Gates Ln, Chester, VT 05143

      163 Gates Ln, Chester, VT 05143
    • 294 Hill Top Rd, Chester, VT 05143
      294 Hill Top Rd, Chester, VT 05143
      294 Hill Top Rd, Chester, VT 05143
      /40

      Est $717,951 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,200 Sq Ft

      294 Hill Top Rd, Chester, VT 05143

      294 Hill Top Rd, Chester, VT 05143
    • 578 Middletown Rd, Chester, VT 05143
      578 Middletown Rd, Chester, VT 05143
      578 Middletown Rd, Chester, VT 05143
      /14

      Est $586,196 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft

      578 Middletown Rd, Chester, VT 05143

      578 Middletown Rd, Chester, VT 05143
    • 1065 Hill Top Rd, Chester, VT 05143
      1065 Hill Top Rd, Chester, VT 05143
      1065 Hill Top Rd, Chester, VT 05143
      /26

      Est $377,749 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,008 Sq Ft

      1065 Hill Top Rd, Chester, VT 05143

      1065 Hill Top Rd, Chester, VT 05143
    • 1490 Middletown Rd, Chester, VT 05143
      1490 Middletown Rd, Chester, VT 05143
      1490 Middletown Rd, Chester, VT 05143
      /40

      Est $768,038 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,952 Sq Ft

      1490 Middletown Rd, Chester, VT 05143

      1490 Middletown Rd, Chester, VT 05143

Showing Results 561 - 600, Page 15 of 18

Vermont Windsor County Chester

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

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 2025 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 © 2025 CoStar Group