4,783

Brattleboro, VT Homes

Section Image
    • /13

      Est $217,379

      Not Listed For Sale

      41 North St, Brattleboro, VT 05301

      • 7 Beds
      • 7 Baths
      • 6,500 Sq Ft
      • Built 1865
      41 North St, Brattleboro, VT 05301

      Last Sold Summary

      • 8 Days On Market

  • /50

    $560,000

    Sold Sep 30, 2025

    5134 Vermont 9, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 1,658 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $338/SF
    • 5 Days On Market

    Last Listing Agent Tamara Purcell Berkley & Veller Greenwood Country

    5134 Vermont 9, Brattleboro, VT 05301
    • /9

      Est $522,052

      Not Listed For Sale

      863 Upper Dummerston Rd, Brattleboro, VT 05301

      • 3 Beds
      • 2.5 Baths
      • 2,112 Sq Ft
      • Built 1952
      863 Upper Dummerston Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 25 Days On Market

  • /20

    $265,000

    Sold Sep 12, 2025

    17 Winter Ct, Brattleboro, VT 05301

    • 3 Beds
    • 1 Bath
    • 1,178 Sq Ft
    • Built 1970

    Last Sold Summary

    • 11% Below List Price
    • $225/SF
    • 6 Days On Market

    Current Estimated Value $261,278

    Last Listing Agent Liz LaVorgna Brattleboro Area Realty

    17 Winter Ct, Brattleboro, VT 05301
    • /40

      Est $639,708

      Not Listed For Sale

      583 Black Mountain Rd, Brattleboro, VT 05301

      • 3 Beds
      • 2.5 Baths
      • 2,643 Sq Ft
      • Built 1800
      583 Black Mountain Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 4 Days On Market

  • /21

    $175,000

    Sold Jun 08, 2026

    40 Brookside Dr Unit 8, Brattleboro, VT 05301

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Below List Price
    • $250/SF
    • 60 Days On Market

    Current Estimated Value $176,260

    Last Listing Agent Angela Sherman Brattleboro Area Realty

    40 Brookside Dr Unit 8, Brattleboro, VT 05301
    • /22

      Est $453,014

      Not Listed For Sale

      526 Black Mountain Rd, Brattleboro, VT 05301

      • 2 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1958
      526 Black Mountain Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 9 Days On Market

  • /17

    $247,900

    Sold Apr 28, 2026

    16 Robin Way, Brattleboro, VT 05301

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $148/SF
    • 24 Days On Market

    Current Estimated Value $246,000

    Last Listing Agent John Mcpherson Berkley & Veller Greenwood Country

    16 Robin Way, Brattleboro, VT 05301
    • /26

      Not Listed For Sale

      72 Oak St, Brattleboro, VT 05301

      • 5 Beds
      • 4 Baths
      • 3,578 Sq Ft
      • Built 1876
      72 Oak St, Brattleboro, VT 05301

      Last Sold Summary

      • 10 Days On Market

  • /60

    $868,000

    Sold Sep 09, 2025

    155 Hillwinds N, Brattleboro, VT 05301

    • 4 Beds
    • 3.5 Baths
    • 3,685 Sq Ft
    • Built 1994

    Last Sold Summary

    • 3% Below List Price
    • $236/SF
    • 28 Days On Market

    Current Estimated Value $863,593

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    155 Hillwinds N, Brattleboro, VT 05301
    • /40

      Est $791,091

      Not Listed For Sale

      336 Hillwinds Rd, Brattleboro, VT 05301

      • 4 Beds
      • 3 Baths
      • 2,529 Sq Ft
      • Built 1971
      336 Hillwinds Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 6 Days On Market

  • /25

    $295,000

    Sold Nov 21, 2025

    95 Forest St, Brattleboro, VT 05301

    • 3 Beds
    • 3 Baths
    • 1,944 Sq Ft
    • Built 1880

    Last Sold Summary

    • 7% Above List Price
    • $152/SF
    • 5 Days On Market

    Current Estimated Value $315,756

    Last Listing Agent Wilma Skovinski Berkley & Veller Greenwood Country

    95 Forest St, Brattleboro, VT 05301
    • /30

      Est $575,209

      Not Listed For Sale

      335 Hillwinds Rd, Brattleboro, VT 05301

      • 4 Beds
      • 3.5 Baths
      • 2,544 Sq Ft
      • Built 1974
      335 Hillwinds Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 131 Days On Market

  • /27

    $470,000

    Sold Sep 26, 2025

    672 E Orchard St, West Brattleboro, VT 05301

    • 3 Beds
    • 3 Baths
    • 3,148 Sq Ft
    • Built 1919

    Last Sold Summary

    • 15% Below List Price
    • $149/SF
    • 49 Days On Market

    Current Estimated Value $473,338

    Last Listing Agent John Hatton Berkley & Veller Greenwood Country

    672 E Orchard St, West Brattleboro, VT 05301
    • /37

      Est $358,340

      Not Listed For Sale

      216 Sherwood Cir, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1993
      216 Sherwood Cir, Brattleboro, VT 05301

      Last Sold Summary

      • 5 Days On Market

  • /17

    $308,850

    Sold Apr 10, 2026

    128 High St, Brattleboro, VT 05301

    • 3 Beds
    • 1.5 Baths
    • 1,130 Sq Ft
    • Built 1860

    Last Sold Summary

    • 6% Below List Price
    • $273/SF
    • 23 Days On Market

    Current Estimated Value $314,517

    Last Listing Agent John Hatton Berkley & Veller Greenwood Country

    128 High St, Brattleboro, VT 05301
    • /29

      Est $396,327

      Not Listed For Sale

      166 Sherwood Cir, Brattleboro, VT 05301

      • 3 Beds
      • 1.5 Baths
      • 1,547 Sq Ft
      • Built 1999
      166 Sherwood Cir, Brattleboro, VT 05301

      Last Sold Summary

      • 7 Days On Market

  • /28

    $180,000

    Sold Aug 12, 2025

    316 Putney Rd, Brattleboro, VT 05301

    • 3 Beds
    • 1.5 Baths
    • 1,531 Sq Ft
    • Built 1941

    Last Sold Summary

    • 25% Below List Price
    • $118/SF
    • 70 Days On Market

    Current Estimated Value $194,429

    Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

    316 Putney Rd, Brattleboro, VT 05301
    • /37

      Est $379,088

      Not Listed For Sale

      146 Sherwood Cir, Brattleboro, VT 05301

      • 3 Beds
      • 1.5 Baths
      • 1,632 Sq Ft
      • Built 1998
      146 Sherwood Cir, Brattleboro, VT 05301

      Last Sold Summary

      • 66 Days On Market

  • /15

    $55,000

    Sold Sep 19, 2025

    211 High St, Brattleboro, VT 05301

    • 2,090 Sq Ft
    • Built 1860

    Last Sold Summary

    • 56% Below List Price
    • $26/SF
    • 432 Days On Market

    Current Estimated Value $135,789

    Last Listing Agent A.J. Bellville Bellville Realty

    211 High St, Brattleboro, VT 05301
    • /37

      Est $458,649

      Not Listed For Sale

      60 Gulf Rd, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,288 Sq Ft
      • Built 2006
      60 Gulf Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 27 Days On Market

  • /19

    $190,000

    Sold Jan 26, 2026

    39 Brookside Dr Unit 3, Brattleboro, VT 05301

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft
    • Built 1966

    Last Sold Summary

    • $204/SF
    • 27 Days On Market

    Current Estimated Value $191,477

    Last Listing Agent Angela Sherman Brattleboro Area Realty

    39 Brookside Dr Unit 3, Brattleboro, VT 05301
    • /37

      Est $540,408

      Not Listed For Sale

      52 Bear Hill, Brattleboro, VT 05301

      • 3 Beds
      • 1.5 Baths
      • 1,421 Sq Ft
      • Built 2006
      52 Bear Hill, Brattleboro, VT 05301

      Last Sold Summary

      • 10 Days On Market

  • /44

    $574,000

    Sold Apr 17, 2026

    141 Piney Brook Way, Brattleboro, VT 05301

    • 4 Beds
    • 4 Baths
    • 4,060 Sq Ft
    • Built 1850

    Last Sold Summary

    • 4% Below List Price
    • $141/SF
    • 125 Days On Market

    Current Estimated Value $583,181

    Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

    141 Piney Brook Way, Brattleboro, VT 05301
    • /26

      Est $323,160

      Not Listed For Sale

      813 Western Ave, Brattleboro, VT 05301

      • 4 Beds
      • 2 Baths
      • 1,188 Sq Ft
      • Built 1947
      813 Western Ave, Brattleboro, VT 05301

      Last Sold Summary

      • 3 Days On Market

  • /8

    $165,000

    Sold Aug 06, 2025

    0 Gibson Rd, Brattleboro, VT 05301

    • Land
    • 18.3 Acres
    • $9,016 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 4 Days On Market

    Last Listing Agent Bill Hickok Berkley & Veller Greenwood Country

    0 Gibson Rd, Brattleboro, VT 05301
    • /10

      Est $115,267

      Not Listed For Sale

      67 Burgess Way, Brattleboro, VT 05301

      67 Burgess Way, Brattleboro, VT 05301

      Last Sold Summary

      • 27 Days On Market

  • /9

    $175,000

    Sold Jul 31, 2025

    0 E Orchard St Unit 5046918, Brattleboro, VT 05301

    • Land
    • 13.78 Acres
    • $12,700 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 7 Days On Market

    Last Listing Agent Bill Hickok Berkley & Veller Greenwood Country

    0 E Orchard St Unit 5046918, Brattleboro, VT 05301
    • /18

      Not Listed For Sale

      238 Marlboro Rd, Brattleboro, VT 05301

      • 6 Beds
      • 2,880 Sq Ft
      • Built 1970
      238 Marlboro Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 88 Days On Market

  • /9

    $70,000

    Sold Nov 10, 2025

    0 E Orchard St Unit 5047716, Brattleboro, VT 05301

    • Land
    • 3.1 Acres
    • $22,581 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 110 Days On Market

    Last Listing Agent Bill Hickok Berkley & Veller Greenwood Country

    0 E Orchard St Unit 5047716, Brattleboro, VT 05301
    • /37

      Est $487,848

      Not Listed For Sale

      56 Linden St, Brattleboro, VT 05301

      • 3 Beds
      • 3.5 Baths
      • 2,884 Sq Ft
      • Built 1930
      56 Linden St, Brattleboro, VT 05301

      Last Sold Summary

      • 101 Days On Market

  • /10

    $54,000

    Sold Sep 03, 2025

    203 Fairview St, Brattleboro, VT 05301

    • Land
    • 10,890 Sq Ft
    • $216,000 per Acre

    Last Sold Summary

    • 22% Below List Price
    • 387 Days On Market

    Current Estimated Value $52,995

    Last Listing Agent Rebecca Seymour Brattleboro Area Realty

    203 Fairview St, Brattleboro, VT 05301
    • /40

      Est $712,685

      Not Listed For Sale

      418 Akley Rd, Guilford, VT 05301

      • 3 Beds
      • 3 Baths
      • 2,156 Sq Ft
      • Built 1997
      418 Akley Rd, Guilford, VT 05301

      Last Sold Summary

      • 4 Days On Market

  • /57

    $235,000

    Sold Jul 15, 2026

    552 - 554 Hinesburg Rd, Brattleboro, VT 05301

    • 4 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1972

    Last Sold Summary

    • 22% Below List Price
    • $188/SF
    • 122 Days On Market

    Last Listing Agent Steve Schoppmeyer BHG Masiello Brattleboro

    552 - 554 Hinesburg Rd, Brattleboro, VT 05301
    • /25

      Est $349,742

      Not Listed For Sale

      334 Carriage Hill Rd, Brattleboro, VT 05301

      • 3 Beds
      • 1.5 Baths
      • 1,971 Sq Ft
      • Built 1974
      334 Carriage Hill Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 11 Days On Market

  • /2

    $69,420

    Sold May 29, 2026

    321 Williams St, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft
    • Built 1900

    Last Sold Summary

    • 31% Below List Price
    • $33/SF
    • 99 Days On Market

    Current Estimated Value $105,000

    Last Listing Agent Susan Bellville Bellville Realty

    321 Williams St, Brattleboro, VT 05301
    • /55

      Est $581,874

      Not Listed For Sale

      10 Strawberry Hill, Brattleboro, VT 05301

      • 4 Beds
      • 5 Baths
      • 4,019 Sq Ft
      • Built 1940
      10 Strawberry Hill, Brattleboro, VT 05301

      Last Sold Summary

      • 8 Days On Market

  • /18

    $120,000

    Sold Nov 06, 2025

    15 Lynwood Dr, Brattleboro, VT 05301

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft
    • Built 1971

    Last Sold Summary

    • 32% Below List Price
    • $135/SF
    • 99 Days On Market

    Last Listing Agent Chris Long BHG Masiello Brattleboro

    15 Lynwood Dr, Brattleboro, VT 05301
    • /4

      Not Listed For Sale

      115 Glen St, Brattleboro, VT 05301

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1973
      115 Glen St, Brattleboro, VT 05301

      Last Sold Summary

      • 12 Days On Market

  • /31

    $319,000

    Sold Mar 09, 2026

    44 Brook St, Brattleboro, VT 05301

    • 4 Beds
    • 1.5 Baths
    • 1,584 Sq Ft
    • Built 1850

    Last Sold Summary

    • 2% Below List Price
    • $201/SF
    • 1 Day On Market

    Current Estimated Value $329,869

    Last Listing Agent Derek Winchester ACORN REAL ESTATE GROUP LLC

    44 Brook St, Brattleboro, VT 05301

Showing Results 281 - 320, Page 8 of 18

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