5,258

Bennington, VT Homes

Section Image
    • 21 Asa Way Unit 10, Bennington, VT 05257
      21 Asa Way Unit 10, Bennington, VT 05257
      21 Asa Way Unit 10, Bennington, VT 05257
      /12

      Est $47,578 Not Listed For Sale

      21 Asa Way Unit 10, Bennington, VT 05257

      21 Asa Way Unit 10, Bennington, VT 05257
    • 231 Chapel Rd, Bennington, VT 05201
      231 Chapel Rd, Bennington, VT 05201
      231 Chapel Rd, Bennington, VT 05201
      /13

      Est $57,902 Not Listed For Sale

      231 Chapel Rd, Bennington, VT 05201

      231 Chapel Rd, Bennington, VT 05201
    • 1213 Gore Rd Unit Lot 5, Bennington, VT 05201
      1213 Gore Rd Unit Lot 5, Bennington, VT 05201
      1213 Gore Rd Unit Lot 5, Bennington, VT 05201
      /19

      Not Listed For Sale

      1213 Gore Rd Unit Lot 5, Bennington, VT 05201

      1213 Gore Rd Unit Lot 5, Bennington, VT 05201
    • 432 South St Unit 2, Bennington, VT 05201
      432 South St Unit 2, Bennington, VT 05201
      432 South St Unit 2, Bennington, VT 05201
      /40

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,263 Sq Ft

      432 South St Unit 2, Bennington, VT 05201

      432 South St Unit 2, Bennington, VT 05201
    • 11 Caroline Dr, Bennington, VT 05201
      11 Caroline Dr, Bennington, VT 05201
      11 Caroline Dr, Bennington, VT 05201
      /6

      Est $52,316 Not Listed For Sale

      11 Caroline Dr, Bennington, VT 05201

      11 Caroline Dr, Bennington, VT 05201
    • 1213 Gore Rd Unit 4, Bennington, VT 05201
      1213 Gore Rd Unit 4, Bennington, VT 05201
      1213 Gore Rd Unit 4, Bennington, VT 05201
      /5

      Not Listed For Sale

      1213 Gore Rd Unit 4, Bennington, VT 05201

      1213 Gore Rd Unit 4, Bennington, VT 05201
    • 113 South St Unit 303, Bennington, VT 05201
      113 South St Unit 303, Bennington, VT 05201
      113 South St Unit 303, Bennington, VT 05201
      /24

      Est $297,408 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 1,160 Sq Ft

      113 South St Unit 303, Bennington, VT 05201

      113 South St Unit 303, Bennington, VT 05201
    • 455 Birch Rd, Bennington, VT 05201
      455 Birch Rd, Bennington, VT 05201
      455 Birch Rd, Bennington, VT 05201
      /29

      Est $240,612 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,128 Sq Ft

      455 Birch Rd, Bennington, VT 05201

      455 Birch Rd, Bennington, VT 05201
    • 224 Quarry Rd, Bennington, VT 05201
      224 Quarry Rd, Bennington, VT 05201
      224 Quarry Rd, Bennington, VT 05201
      /39

      Est $506,254 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,415 Sq Ft

      224 Quarry Rd, Bennington, VT 05201

      224 Quarry Rd, Bennington, VT 05201
    • 200 Garbrooke Dr, Bennington, VT 05201
      200 Garbrooke Dr, Bennington, VT 05201
      200 Garbrooke Dr, Bennington, VT 05201
      /40

      Est $360,461 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,936 Sq Ft

      200 Garbrooke Dr, Bennington, VT 05201

      200 Garbrooke Dr, Bennington, VT 05201
    • 203 Union St Unit 205, Bennington, VT 05201
      203 Union St Unit 205, Bennington, VT 05201
      203 Union St Unit 205, Bennington, VT 05201
      /32

      Not Listed For Sale

      • 7 Beds
      • 4 Baths
      • 2,712 Sq Ft

      203 Union St Unit 205, Bennington, VT 05201

      203 Union St Unit 205, Bennington, VT 05201
    • 225 Union St, Bennington, VT 05201
      225 Union St, Bennington, VT 05201
      225 Union St, Bennington, VT 05201
      /26

      Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 3,448 Sq Ft

      225 Union St, Bennington, VT 05201

      225 Union St, Bennington, VT 05201
    • 238 Bradley Dr, Bennington, VT 05201
      238 Bradley Dr, Bennington, VT 05201
      238 Bradley Dr, Bennington, VT 05201
      /36

      Est $333,149 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft

      238 Bradley Dr, Bennington, VT 05201

      238 Bradley Dr, Bennington, VT 05201
    • 306 Prospect St, Bennington, VT 05201
      306 Prospect St, Bennington, VT 05201
      306 Prospect St, Bennington, VT 05201
      /20

      Est $319,055 Not Listed For Sale

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

      306 Prospect St, Bennington, VT 05201

      306 Prospect St, Bennington, VT 05201
    • 106 Park St Unit 10, Bennington, VT 05201
      106 Park St Unit 10, Bennington, VT 05201
      106 Park St Unit 10, Bennington, VT 05201
      /19

      Est $171,986 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,056 Sq Ft

      106 Park St Unit 10, Bennington, VT 05201

      106 Park St Unit 10, Bennington, VT 05201
    • 62 Jayne Ln, Bennington, VT 05201
      62 Jayne Ln, Bennington, VT 05201
      62 Jayne Ln, Bennington, VT 05201
      /37

      Est $433,805 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,992 Sq Ft

      62 Jayne Ln, Bennington, VT 05201

      62 Jayne Ln, Bennington, VT 05201
    • 6694 Vt Route 9, Bennington, VT 05201
      6694 Vt Route 9, Bennington, VT 05201
      6694 Vt Route 9, Bennington, VT 05201
      /40

      Est $219,770 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 880 Sq Ft

      6694 Vt Route 9, Bennington, VT 05201

      6694 Vt Route 9, Bennington, VT 05201
    • 14 Town Line Rd, Bennington, VT 05201
      14 Town Line Rd, Bennington, VT 05201
      14 Town Line Rd, Bennington, VT 05201
      /32

      Est $325,287 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,152 Sq Ft

      14 Town Line Rd, Bennington, VT 05201

      14 Town Line Rd, Bennington, VT 05201
    • 1014 East Rd, Bennington, VT 05201
      1014 East Rd, Bennington, VT 05201
      1014 East Rd, Bennington, VT 05201
      /23

      Est $210,848 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,104 Sq Ft

      1014 East Rd, Bennington, VT 05201

      1014 East Rd, Bennington, VT 05201
    • 2235 S Stream Rd, Bennington, VT 05201
      2235 S Stream Rd, Bennington, VT 05201
      2235 S Stream Rd, Bennington, VT 05201
      /40

      Est $575,982 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,128 Sq Ft

      2235 S Stream Rd, Bennington, VT 05201

      2235 S Stream Rd, Bennington, VT 05201
    • 2510 S Stream Rd, Bennington, VT 05201
      2510 S Stream Rd, Bennington, VT 05201
      2510 S Stream Rd, Bennington, VT 05201
      /40

      Est $987,606 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,280 Sq Ft

      2510 S Stream Rd, Bennington, VT 05201

      2510 S Stream Rd, Bennington, VT 05201
    • 544 Gore Rd, Bennington, VT 05201
      544 Gore Rd, Bennington, VT 05201
      544 Gore Rd, Bennington, VT 05201
      /34

      Est $266,309 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,809 Sq Ft

      544 Gore Rd, Bennington, VT 05201

      544 Gore Rd, Bennington, VT 05201
    • 1378 Morgan St, Bennington, VT 05201
      1378 Morgan St, Bennington, VT 05201
      1378 Morgan St, Bennington, VT 05201
      /40

      Est $493,984 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,712 Sq Ft

      1378 Morgan St, Bennington, VT 05201

      1378 Morgan St, Bennington, VT 05201
    • 34 Southshire Dr, Bennington, VT 05201
      34 Southshire Dr, Bennington, VT 05201
      34 Southshire Dr, Bennington, VT 05201
      /23

      Est $564,679 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,008 Sq Ft

      34 Southshire Dr, Bennington, VT 05201

      34 Southshire Dr, Bennington, VT 05201
    • 2100 Monument Ave, Bennington, VT 05201
      2100 Monument Ave, Bennington, VT 05201
      2100 Monument Ave, Bennington, VT 05201
      /40

      Est $640,046 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,326 Sq Ft

      2100 Monument Ave, Bennington, VT 05201

      2100 Monument Ave, Bennington, VT 05201
    • 1033 Burgess Rd, Bennington, VT 05201
      1033 Burgess Rd, Bennington, VT 05201
      1033 Burgess Rd, Bennington, VT 05201
      /21

      Est $272,034 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,672 Sq Ft

      1033 Burgess Rd, Bennington, VT 05201

      1033 Burgess Rd, Bennington, VT 05201
    • 351 Gore Rd, Bennington, VT 05201
      351 Gore Rd, Bennington, VT 05201
      351 Gore Rd, Bennington, VT 05201
      /36

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,904 Sq Ft

      351 Gore Rd, Bennington, VT 05201

      351 Gore Rd, Bennington, VT 05201
    • 43 East St, Bennington, VT 05201
      43 East St, Bennington, VT 05201
      43 East St, Bennington, VT 05201
      /27

      Est $256,423 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,040 Sq Ft

      43 East St, Bennington, VT 05201

      43 East St, Bennington, VT 05201
    • 19 East St, Bennington, VT 05201
      19 East St, Bennington, VT 05201
      19 East St, Bennington, VT 05201
      /14

      Est $278,249 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft

      19 East St, Bennington, VT 05201

      19 East St, Bennington, VT 05201
    • 17 East St, Bennington, VT 05201
      17 East St, Bennington, VT 05201
      17 East St, Bennington, VT 05201
      /17

      Est $231,352 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft

      17 East St, Bennington, VT 05201

      17 East St, Bennington, VT 05201
    • 34 East St, Bennington, VT 05201
      34 East St, Bennington, VT 05201
      34 East St, Bennington, VT 05201
      /40

      Est $246,628 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,092 Sq Ft

      34 East St, Bennington, VT 05201

      34 East St, Bennington, VT 05201
    • 30 Center St, Bennington, VT 05201
      30 Center St, Bennington, VT 05201
      30 Center St, Bennington, VT 05201
      /19

      Est $265,212 Not Listed For Sale

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

      30 Center St, Bennington, VT 05201

      30 Center St, Bennington, VT 05201
    • 148 Gore Rd, Bennington, VT 05201
      148 Gore Rd, Bennington, VT 05201
      148 Gore Rd, Bennington, VT 05201
      /20

      Est $244,795 Not Listed For Sale

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

      148 Gore Rd, Bennington, VT 05201

      148 Gore Rd, Bennington, VT 05201
    • 34 Cyr Ct, Bennington, VT 05201
      34 Cyr Ct, Bennington, VT 05201
      34 Cyr Ct, Bennington, VT 05201
      /30

      Est $204,124 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,808 Sq Ft

      34 Cyr Ct, Bennington, VT 05201

      34 Cyr Ct, Bennington, VT 05201
    • 43 Cyr Ct, Bennington, VT 05201
      43 Cyr Ct, Bennington, VT 05201
      43 Cyr Ct, Bennington, VT 05201
      /31

      Est $298,108 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,280 Sq Ft

      43 Cyr Ct, Bennington, VT 05201

      43 Cyr Ct, Bennington, VT 05201
    • 31 Harbour Rd, Bennington, VT 05201
      31 Harbour Rd, Bennington, VT 05201
      31 Harbour Rd, Bennington, VT 05201
      /21

      Est $295,532 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,280 Sq Ft

      31 Harbour Rd, Bennington, VT 05201

      31 Harbour Rd, Bennington, VT 05201
    • 118 Tel Rd, Bennington, VT 05201
      118 Tel Rd, Bennington, VT 05201
      118 Tel Rd, Bennington, VT 05201
      /18

      Est $261,582 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,200 Sq Ft

      118 Tel Rd, Bennington, VT 05201

      118 Tel Rd, Bennington, VT 05201
    • 107 Rutter Rd, Bennington, VT 05201
      107 Rutter Rd, Bennington, VT 05201
      107 Rutter Rd, Bennington, VT 05201
      /26

      Est $278,751 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,760 Sq Ft

      107 Rutter Rd, Bennington, VT 05201

      107 Rutter Rd, Bennington, VT 05201
    • 7 Tel Cir, Bennington, VT 05201
      7 Tel Cir, Bennington, VT 05201
      7 Tel Cir, Bennington, VT 05201
      /39

      Est $312,983 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,564 Sq Ft

      7 Tel Cir, Bennington, VT 05201

      7 Tel Cir, Bennington, VT 05201
    • 400 Beech St, Bennington, VT 05201
      400 Beech St, Bennington, VT 05201
      400 Beech St, Bennington, VT 05201
      /16

      Est $144,814 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 725 Sq Ft

      400 Beech St, Bennington, VT 05201

      400 Beech St, Bennington, VT 05201

Showing Results 441 - 480, Page 12 of 18

Vermont Bennington County Bennington

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 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