4,769

Brattleboro, VT Homes

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  • /53

    $1,249,000

    • 4 Beds
    • 3.5 Baths
    • 4,491 Sq Ft

    390 Pleasant Valley Rd, Brattleboro, VT 05301

    Escape to this beautifully updated home set on 25.9 idyllic acres of forests, meadows and stone walls, while only minutes from amenities including the local creekside farmers market, treasured food co-op and Brattleboro's vibrant downtown. A gorgeous stone floor and blown glass windows in the entry vestibule set the tone as you are drawn to the stunning great room. The home tastefully captures

    Kristen Ziter Taylor Brattleboro Area Realty

    390 Pleasant Valley Rd, Brattleboro, VT 05301
  • /29

    $250,000

    Sold Feb 12, 2026

    78-80 Central St, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 2,408 Sq Ft
    • Built 1920

    Last Sold Summary

    • 29% Below List Price
    • $104/SF
    • 133 Days On Market

    Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

    78-80 Central St, Brattleboro, VT 05301
    • /32

      Est $427,183

      Not Listed For Sale

      142 Greenleaf St, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,732 Sq Ft
      • Built 1978
      142 Greenleaf St, Brattleboro, VT 05301

      Last Sold Summary

      • 6 Days On Market

  • /23

    $329,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft

    255 Guilford St, Brattleboro, VT 05301

    Looking for your first home — or ready to downsize? THIS ONE IS FOR YOU! Ideally located just outside the bustle of town yet close to everyday conveniences, this efficient ranch with daylight basement comes with a fantastic 24' x 24' detached garage — perfect for hobbyists, collectors, or simply keeping vehicles protected. Set on a half acre and minutes from Memorial Park, shopping, schools, the

    Dan Normandeau Berkley & Veller Greenwood Country

    255 Guilford St, Brattleboro, VT 05301
  • /34

    $310,000

    Sold Sep 26, 2025

    35 Hillcrest Terrace, Brattleboro, VT 05301

    • 3 Beds
    • 2.5 Baths
    • 1,025 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Above List Price
    • $302/SF
    • 8 Days On Market

    Current Estimated Value $325,610

    Last Listing Agent Morriah Adams BHG Masiello Brattleboro

    35 Hillcrest Terrace, Brattleboro, VT 05301
    • /33

      Est $365,255

      Not Listed For Sale

      113 Stockwell Dr, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,754 Sq Ft
      • Built 1984
      113 Stockwell Dr, Brattleboro, VT 05301

      Last Sold Summary

      • 4 Days On Market

  • /26

    $550,000

    $50K PRICE DROP Pending
    • 8 Beds
    • 4 Baths
    • 6,466 Sq Ft

    72 Landmark Hill Dr, Brattleboro, VT 05301

    What will the next life be for this iconic property? From popular and innovative hair salon to successful dental practice to a 4 unit family complex....pick your use!!! Owner occupied business...roomy apartments...small business complex...this multi use property has been renovated in the last few years with nice kitchens and baths..and has been used essentially as a single family with a huge

    Christine Lewis Brattleboro Area Realty

    72 Landmark Hill Dr, Brattleboro, VT 05301
  • /38

    $239,000

    Sold Aug 14, 2025

    81 Morningside Commons, Guilford, VT 05301

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $226/SF
    • 13 Days On Market

    Current Estimated Value $240,597

    Last Listing Agent Victoria Woods Brattleboro Area Realty

    81 Morningside Commons, Guilford, VT 05301
    • /21

      Est $309,477

      Not Listed For Sale

      1161 Western Ave, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,599 Sq Ft
      • Built 1880
      1161 Western Ave, Brattleboro, VT 05301

      Last Sold Summary

      • 15 Days On Market

  • /20

    $245,000

    Sold Sep 05, 2025

    14-16 Valley St, Brattleboro, VT 05301

    • 2,168 Sq Ft
    • Built 1915

    Last Sold Summary

    • 2% Below List Price
    • $113/SF
    • 18 Days On Market

    Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

    14-16 Valley St, Brattleboro, VT 05301
    • /28

      Est $338,621

      Not Listed For Sale

      61 Meadowbrook Rd, Brattleboro, VT 05301

      • 4 Beds
      • 2 Baths
      • 1,900 Sq Ft
      • Built 1900
      61 Meadowbrook Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 135 Days On Market

  • /22

    $93,999

    Sold Jun 10, 2025

    8 Reservoir Rd, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 880 Sq Ft
    • Built 2024

    Last Sold Summary

    • $107/SF
    • 90 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    8 Reservoir Rd, Brattleboro, VT 05301
    • /24

      Est $317,593

      Not Listed For Sale

      39 Carriage Hill Rd, Brattleboro, VT 05301

      • 4 Beds
      • 1.5 Baths
      • 912 Sq Ft
      • Built 1975
      39 Carriage Hill Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 14 Days On Market

  • /18

    $45,000

    Sold May 07, 2026

    23 Deepwood Park, Brattleboro, VT 05301

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft
    • Built 1996

    Last Sold Summary

    • 25% Below List Price
    • $49/SF
    • 28 Days On Market

    Last Listing Agent Angela Sherman Brattleboro Area Realty

    23 Deepwood Park, Brattleboro, VT 05301
    • /15

      Est $290,135

      Not Listed For Sale

      92 Carriage Hill Rd, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1985
      92 Carriage Hill Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 70 Days On Market

  • /2

    $570,000

    Sold Apr 29, 2026

    84 Magnolia Dr, Brattleboro, VT 05301

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 2015

    Last Sold Summary

    • 3% Below List Price
    • $300/SF
    • 0 Days On Market

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    84 Magnolia Dr, Brattleboro, VT 05301
    • /26

      Est $338,329

      Not Listed For Sale

      149 Harris Ave, Brattleboro, VT 05301

      • 3 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1952
      149 Harris Ave, Brattleboro, VT 05301

      Last Sold Summary

      • 3 Days On Market

  • /23

    $356,000

    Sold Jul 28, 2025

    122 Marlboro Ave, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 1,550 Sq Ft
    • Built 1929

    Last Sold Summary

    • 3% Above List Price
    • $230/SF
    • 38 Days On Market

    Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

    122 Marlboro Ave, Brattleboro, VT 05301
    • /16

      Est $328,426

      Not Listed For Sale

      182 Wantastiquet Dr, Brattleboro, VT 05301

      • 2 Beds
      • 1 Bath
      • 1,264 Sq Ft
      • Built 1959
      182 Wantastiquet Dr, Brattleboro, VT 05301

      Last Sold Summary

      • 40 Days On Market

  • /25

    $275,000

    Sold Nov 04, 2025

    50 Grove St, Brattleboro, VT 05301

    • 5 Beds
    • 4 Baths
    • 2,376 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Above List Price
    • $116/SF
    • 8 Days On Market

    Current Estimated Value $263,606

    Last Listing Agent Kate Barry EXP Realty

    50 Grove St, Brattleboro, VT 05301
    • /32

      Est $341,420

      Not Listed For Sale

      216 Wantastiquet Dr, Brattleboro, VT 05301

      • 3 Beds
      • 1.5 Baths
      • 1,196 Sq Ft
      • Built 1969
      216 Wantastiquet Dr, Brattleboro, VT 05301

      Last Sold Summary

      • 37 Days On Market

  • /2

    $185,000

    Sold Jul 18, 2025

    17 Thomas St, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 2,562 Sq Ft
    • Built 1870

    Last Sold Summary

    • 6% Above List Price
    • $72/SF
    • 6 Days On Market

    Current Estimated Value $190,418

    Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

    17 Thomas St, Brattleboro, VT 05301
    • /25

      Est $268,481

      Not Listed For Sale

      81 Carriage Hill Rd, Brattleboro, VT 05301

      • 3 Beds
      • 1 Bath
      • 1,001 Sq Ft
      • Built 1974
      81 Carriage Hill Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 17 Days On Market

  • /35

    $475,000

    Sold May 13, 2026

    24 Laurel St, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 2,480 Sq Ft
    • Built 1956

    Last Sold Summary

    • $192/SF
    • 93 Days On Market

    Current Estimated Value $468,434

    Last Listing Agent Kelly Agrillo Southern Vermont Realty Group

    24 Laurel St, Brattleboro, VT 05301
    • /29

      Est $304,275

      Not Listed For Sale

      10 Edward Heights, Brattleboro, VT 05301

      • 2 Beds
      • 2 Baths
      • 924 Sq Ft
      • Built 1973
      10 Edward Heights, Brattleboro, VT 05301

      Last Sold Summary

      • 121 Days On Market

  • /60

    $320,000

    Sold Nov 17, 2025

    11 Culbertson Dr, Brattleboro, VT 05301

    • 5 Beds
    • 4 Baths
    • 2,579 Sq Ft
    • Built 1929

    Last Sold Summary

    • 10% Above List Price
    • $124/SF
    • 11 Days On Market

    Last Listing Agent Lisa Friedman Great American Dream Realty

    11 Culbertson Dr, Brattleboro, VT 05301
    • /6

      Est $279,063

      Not Listed For Sale

      350 Old Guilford Rd, Brattleboro, VT 05301

      • 3 Beds
      • 1 Bath
      • 1,200 Sq Ft
      • Built 1830
      350 Old Guilford Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 8 Days On Market

  • /33

    $310,000

    Sold Jul 03, 2025

    34 Hampshire Cir, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft
    • Built 1984

    Last Sold Summary

    • 5% Above List Price
    • $186/SF
    • 25 Days On Market

    Current Estimated Value $316,019

    Last Listing Agent Carol Slocum Keller Williams Realty Metro-Keene

    34 Hampshire Cir, Brattleboro, VT 05301
    • /31

      Est $295,507

      Not Listed For Sale

      328 Guilford St, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1962
      328 Guilford St, Brattleboro, VT 05301

      Last Sold Summary

      • 26 Days On Market

  • /20

    $490,000

    Sold Aug 07, 2025

    21 Howard St, Brattleboro, VT 05301

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Built 1880

    Last Sold Summary

    • 1% Below List Price
    • $204/SF
    • 52 Days On Market

    Current Estimated Value $496,242

    Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

    21 Howard St, Brattleboro, VT 05301
    • /24

      Est $353,314

      Not Listed For Sale

      331 Guilford St, Brattleboro, VT 05301

      • 3 Beds
      • 2.5 Baths
      • 1,329 Sq Ft
      • Built 1974
      331 Guilford St, Brattleboro, VT 05301

      Last Sold Summary

      • 10 Days On Market

  • /36

    $450,000

    Sold Feb 19, 2026

    230 Western Ave, Brattleboro, VT 05301

    • 4 Beds
    • 2.5 Baths
    • 1,887 Sq Ft
    • Built 1890

    Last Sold Summary

    • 10% Below List Price
    • $238/SF
    • 102 Days On Market

    Current Estimated Value $462,459

    Last Listing Agent John Hatton Berkley & Veller Greenwood Country

    230 Western Ave, Brattleboro, VT 05301
    • /29

      Est $611,648

      Not Listed For Sale

      237 Hillcrest Terrace, Brattleboro, VT 05301

      • 3 Beds
      • 4 Baths
      • 4,420 Sq Ft
      • Built 1984
      237 Hillcrest Terrace, Brattleboro, VT 05301

      Last Sold Summary

      • 229 Days On Market

  • /47

    $476,000

    Sold Nov 20, 2025

    187 Hillwinds Rd, Brattleboro, VT 05301

    • 4 Beds
    • 4 Baths
    • 2,372 Sq Ft
    • Built 1976

    Last Sold Summary

    • 13% Below List Price
    • $201/SF
    • 29 Days On Market

    Current Estimated Value $467,288

    Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

    187 Hillwinds Rd, Brattleboro, VT 05301
    • /21

      Est $293,051

      Not Listed For Sale

      263 Guilford St, Brattleboro, VT 05301

      • 3 Beds
      • 1.5 Baths
      • 1,000 Sq Ft
      • Built 1982
      263 Guilford St, Brattleboro, VT 05301

      Last Sold Summary

      • 88 Days On Market

  • /48

    $310,000

    Sold Jul 14, 2025

    52 Belmont Ave, Brattleboro, VT 05301

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Built 1924

    Last Sold Summary

    • $238/SF
    • 57 Days On Market

    Current Estimated Value $320,974

    Last Listing Agent Kerry Mulverhill

    52 Belmont Ave, Brattleboro, VT 05301
    • /28

      Not Listed For Sale

      822 South St, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,597 Sq Ft
      • Built 1978
      822 South St, Brattleboro, VT 05301

      Last Sold Summary

      • 8 Days On Market

  • /13

    $91,000

    Sold Sep 04, 2025

    7 Stonewall Dr Unit 60159.s07, Brattleboro, VT 05301

    • 2 Beds
    • 1 Bath
    • 949 Sq Ft
    • Built 1984

    Last Sold Summary

    • 14% Above List Price
    • $96/SF
    • 7 Days On Market

    Last Listing Agent David Brown

    7 Stonewall Dr Unit 60159.s07, Brattleboro, VT 05301
    • /36

      Est $418,488

      Not Listed For Sale

      360 South St, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,681 Sq Ft
      • Built 1978
      360 South St, Brattleboro, VT 05301

      Last Sold Summary

      • 7 Days On Market

  • /27

    $487,500

    Sold Jul 25, 2025

    32 Christie Ln, Brattleboro, VT 05301

    • 3 Beds
    • 2.5 Baths
    • 2,832 Sq Ft
    • Built 1985

    Last Sold Summary

    • 19% Above List Price
    • $172/SF
    • 12 Days On Market

    Current Estimated Value $470,430

    Last Listing Agent John Hatton Berkley & Veller Greenwood Country

    32 Christie Ln, Brattleboro, VT 05301

Showing Results 201 - 240, Page 6 of 18

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