4,736

Brattleboro, VT Homes

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  • /30

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,703 Sq Ft

    1089 Marlboro Rd, Brattleboro, VT 05301

    The one you have been waiting for! This traditional New England cape with a twist checks all the boxes! Remodeled in the 90's, it has a cook's delight for a kitchen with tons of cabinets and lots of countertops for baking prep...cookies and breads are a must!. The first floor was expanded to almost double the size of the living room, adding a fireplace and a main bedroom. Aging in place is easy

    Christine Lewis Brattleboro Area Realty

    1089 Marlboro Rd, Brattleboro, VT 05301
  • /26

    $118,000 Sold May 09, 2025

    1149 Western Ave, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 1,873 Sq Ft
    • Built 1869

    Last Sold Summary

    • 21% Below List Price
    • $63/SF
    • 215 Days On Market

    Current Estimated Value $130,002

    Last Listing Agent Derek Eisenberg Continental Real Estate Group, Inc.

    1149 Western Ave, Brattleboro, VT 05301
    • /35

      Est $341,634 Not Listed For Sale

      25 Strand Ave, Brattleboro, VT 05301

      • 3 Beds
      • 1 Bath
      • 1,488 Sq Ft
      • Built 1880
      25 Strand Ave, Brattleboro, VT 05301

      Last Sold Summary

      • 9% Below List Price
      • $252/SF
      • 11 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Rebecca Seymour Brattleboro Area Realty

  • /5

    $270,000

    • 6 Beds
    • 2 Baths
    • 2,112 Sq Ft

    556 S Main St, Brattleboro, VT 05301

    What a great way to start your home ownership! A tenant can help with the monthly expenses letting you build your own reserves and take a bit ofpressure off the cost of home ownership! This 2 family has two-3 bedroom units, a nice yard and off street parking. Check it out and see for yourself...please respect the 48 hour notice for tenants, mask up! No interior photos due to tenant privacy.

    Christine Lewis Brattleboro Area Realty

    556 S Main St, Brattleboro, VT 05301
  • /19

    $65,000 Sold Dec 17, 2025

    7 Nichols Dr, Guilford, VT 05301

    • 3 Beds
    • 1 Bath
    • 1,490 Sq Ft
    • Built 1940

    Last Sold Summary

    • 23% Below List Price
    • $44/SF
    • 14 Days On Market

    Current Estimated Value $124,494

    Last Listing Agent Derek Greene Derek Greene

    7 Nichols Dr, Guilford, VT 05301
    • /39

      Not Listed For Sale

      30 Crosby St, Brattleboro, VT 05301

      • 4 Beds
      • 5 Baths
      • 2,660 Sq Ft
      • Built 1940
      30 Crosby St, Brattleboro, VT 05301

      Last Sold Summary

      • $263/SF
      • 89 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  • /21

    $179,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    40 Brookside Dr Unit 8, Brattleboro, VT 05301

    Don't wait to come view this newly remodeled, low maintenance, affordable and desirable ground floor end unit. Inviting circular flow, the spacious living room has a brand new slider with a view of the rear yard and the Whetstone brook. Plus, you have a brand new kitchen and appliances. The large bedroom with double closet has direct access to the newly renovated bath. This condo is located in a

    Angela Sherman Brattleboro Area Realty

    40 Brookside Dr Unit 8, Brattleboro, VT 05301
  • /21

    $132,000 Sold Dec 05, 2025

    19 Western Ave, Brattleboro, VT 05301

    • Land
    • 0.39 Acre
    • $338,462 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 8 Days On Market

    Current Estimated Value $137,778

    Last Listing Agent Mary Wallace Collins Berkley & Veller Greenwood Country

    19 Western Ave, Brattleboro, VT 05301
    • /29

      Est $504,760 Not Listed For Sale

      300 Western Ave, Brattleboro, VT 05301

      • 3 Beds
      • 4.5 Baths
      • 3,913 Sq Ft
      • Built 1934
      300 Western Ave, Brattleboro, VT 05301

      Last Sold Summary

      • 101% Above List Price
      • $64/SF
      • 10 Days On Market

      Last Sold Price $251,000

      Last Listing Agent Dick Thackston R.H. Thackston & Company

  • /17

    $245,000 Pending

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

    16 Robin Way, Brattleboro, VT 05301

    A three-level, end-unit townhouse with three bedrooms and three baths! Walk directly into the living space from the porch or the garage. This one has a spacious and airy feeling, even a sunroom addition for a quiet afternoon reading an enjoyable book and watching the birds. The primary bedroom boasts a skylight with shudders for light control, a roomy walk-in closet, and a bath with shower. With

    John Mcpherson Berkley & Veller Greenwood Country

    16 Robin Way, Brattleboro, VT 05301
  • /15

    $160,000 Sold Jun 09, 2025

    12 Culbertson Dr, West Brattleboro, VT 05301

    • 3 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 2003

    Last Sold Summary

    • 36% Below List Price
    • $190/SF
    • 276 Days On Market

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    12 Culbertson Dr, West Brattleboro, VT 05301
    • /31

      Est $325,862 Not Listed For Sale

      473 Williams St, Brattleboro, VT 05301

      • 2 Beds
      • 1.5 Baths
      • 1,760 Sq Ft
      • Built 1990
      473 Williams St, Brattleboro, VT 05301

      Last Sold Summary

      • 6% Above List Price
      • $174/SF
      • 4 Days On Market

      Last Sold Price $307,000

      Last Listing Agent Liz LaVorgna Brattleboro Area Realty

  • /33

    $235,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    116 Morningside Commons, Brattleboro, VT 05301

    Yes! A coveted first floor single level unit! And not only that but an end unit, sweetly tucked away for privacy! Just follow the tree and flower lined path right to your door!2 bedrooms, one ensuite, with an additional bedroom, bath, large eat in kitchen, living room, and a stackable washer/dryer, all on the first floor! There are only a few condos here that have finished basement space and

    Rebecca Seymour Brattleboro Area Realty

    116 Morningside Commons, Brattleboro, VT 05301
  • /6

    $399,000 Sold May 02, 2025

    79 Putney Rd, Brattleboro, VT 05301

    • 4,087 Sq Ft
    • Built 1910

    Last Sold Summary

    • $98/SF
    • 217 Days On Market

    Last Listing Agent Dan Normandeau Berkley & Veller Greenwood Country

    79 Putney Rd, Brattleboro, VT 05301
    • /17

      Est $396,387 Not Listed For Sale

      103 New England Dr, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,519 Sq Ft
      • Built 1963
      103 New England Dr, Brattleboro, VT 05301

      Last Sold Summary

      • 13% Above List Price
      • $230/SF
      • 29 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Courtney White Greenwald Realty Group

  • /17

    $329,000 Under Contract

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

    128 High St, Brattleboro, VT 05301

    This charming (really!) 1860 Cape is a hidden gem - literally - nestled in back of the houses that are in front of it on High St and Whipple St. Three bedrooms - one first-floor bedroom - 2 bathrooms, large dining room, comfortable living room, 2 Rumford fireplaces. 2nd floor laundry room. Radiant floors & Buderus boiler provides efficient heating. Full basement with concrete radiant floor. Close

    John Hatton Berkley & Veller Greenwood Country

    128 High St, Brattleboro, VT 05301
  • /27

    $347,500 Sold Nov 06, 2025

    15 Laurel St, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1946

    Last Sold Summary

    • 6% Above List Price
    • $268/SF
    • 8 Days On Market

    Current Estimated Value $331,119

    Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

    15 Laurel St, Brattleboro, VT 05301
    • /37

      Est $275,935 Not Listed For Sale

      625 Western Ave, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,341 Sq Ft
      • Built 1900
      625 Western Ave, Brattleboro, VT 05301

      Last Sold Summary

      • 14% Below List Price
      • $239/SF
      • 7 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Rebecca Seymour Brattleboro Area Realty

  • /32

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    77 Buttonwood Dr, Brattleboro, VT 05301

    BLACK MOUNTAIN ESTATES - where your next chapter begins! Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1

    Dan Normandeau Berkley & Veller Greenwood Country

    77 Buttonwood Dr, Brattleboro, VT 05301
  • /32

    $325,000 Sold Dec 30, 2025

    91 Sunny Acres Rd, Brattleboro, VT 05301

    • 3 Beds
    • 2.5 Baths
    • 1,890 Sq Ft
    • Built 1967

    Last Sold Summary

    • 6% Below List Price
    • $172/SF
    • 30 Days On Market

    Current Estimated Value $329,204

    Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

    91 Sunny Acres Rd, Brattleboro, VT 05301
    • /33

      Est $390,105 Not Listed For Sale

      55 Thayer Ridge Rd, Brattleboro, VT 05301

      • 3 Beds
      • 3 Baths
      • 1,716 Sq Ft
      • Built 1968
      55 Thayer Ridge Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 1% Above List Price
      • $224/SF
      • 57 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

  • /2

    $90,000

    • 3 Beds
    • 1 Bath
    • 1,030 Sq Ft

    93 Clark St, Brattleboro, VT 05301

    An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please, only

    Christine Lewis Brattleboro Area Realty

    93 Clark St, Brattleboro, VT 05301
  • /37

    $339,000 Sold Dec 12, 2025

    144 Belmont Ave, Brattleboro, VT 05301

    • 3 Beds
    • 1.5 Baths
    • 1,520 Sq Ft
    • Built 1916

    Last Sold Summary

    • $223/SF
    • 7 Days On Market

    Current Estimated Value $337,173

    Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

    144 Belmont Ave, Brattleboro, VT 05301
    • /17

      Not Listed For Sale

      124 Green St, Brattleboro, VT 05301

      • 4 Beds
      • 1.5 Baths
      • 2,192 Sq Ft
      • Built 1920
      124 Green St, Brattleboro, VT 05301

      Last Sold Summary

      • $176/SF
      • 7 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  • /39

    $295,000

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

    552 - 554 Hinesburg Rd, Brattleboro, VT 05301

    Unique opportunity to own a nearly 40 acre tract and 2 homes on Hinesburg Road in a great West Brattleboro location. The homes sit unseen approximately 500 feet back on a private driveway from the public road. The houses need a fair amount of repair and remodeling to get them in good condition. The main house is a cape style home with open concept kitchen/dining/living room, full bath, and 2

    Steve Schoppmeyer BHG Masiello Brattleboro

    552 - 554 Hinesburg Rd, Brattleboro, VT 05301
  • /29

    $269,000 Sold Jul 07, 2025

    27 Horton Place, Brattleboro, VT 05301

    • 4 Beds
    • 2 Baths
    • 2,242 Sq Ft
    • Built 1890

    Last Sold Summary

    • $120/SF
    • 65 Days On Market

    Last Listing Agent Patrice Schneider Southern Vermont Realty Group

    27 Horton Place, Brattleboro, VT 05301
    • /20

      Est $279,068 Not Listed For Sale

      173 Green St, Brattleboro, VT 05301

      • 6 Beds
      • 3 Baths
      • 2,150 Sq Ft
      • Built 1900
      173 Green St, Brattleboro, VT 05301

      Last Sold Summary

      • 12% Above List Price
      • $116/SF
      • 282 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Kate Barry EXP Realty

  • /9

    $250,000

    • Land
    • 3.79 Acres
    • $65,963 per Acre

    000 Fort Dummer Heights, Brattleboro, VT 05301

    Easy to build!!! The land is open, so no fuss with a lot of prep. Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation.

    Christine Lewis Brattleboro Area Realty

    000 Fort Dummer Heights, Brattleboro, VT 05301
  • /27

    $425,000 Sold Dec 29, 2025

    16 Vermont Ave, Brattleboro, VT 05301

    • 3 Beds
    • 1.5 Baths
    • 1,846 Sq Ft
    • Built 1920

    Last Sold Summary

    • $230/SF
    • 6 Days On Market

    Current Estimated Value $423,919

    Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

    16 Vermont Ave, Brattleboro, VT 05301
    • /27

      Est $406,004 Not Listed For Sale

      22 Howard St, Brattleboro, VT 05301

      • 4 Beds
      • 1.5 Baths
      • 1,994 Sq Ft
      • Built 1940
      22 Howard St, Brattleboro, VT 05301

      Last Sold Summary

      • 7% Below List Price
      • $218/SF
      • 7 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

  • /27

    $397,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    87 Orchard St, Brattleboro, VT 05301

    If you love light, this is your new home! This condo is special, in that it is one of only 2 homes in the complex. Easy to manage, make an agreement for next year's expenses and you are done. This 4 bedroom, 3.5 bath unit is extraordinary for the area, with an attached 2 car garage, back deck, nice yard, and minutes to everything... hospital, Co-op, schools, interstate. Open concept first floor

    Christine Lewis Brattleboro Area Realty

    87 Orchard St, Brattleboro, VT 05301
  • /22

    $336,000 Sold Aug 12, 2025

    62 Lawton Dr, Brattleboro, VT 05301

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Above List Price
    • $304/SF
    • 63 Days On Market

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    62 Lawton Dr, Brattleboro, VT 05301
    • /40

      Not Listed For Sale

      43 Williston St, Brattleboro, VT 05301

      • 4 Beds
      • 4 Baths
      • 3,628 Sq Ft
      • Built 1890
      43 Williston St, Brattleboro, VT 05301

      Last Sold Summary

      • $132/SF
      • 177 Days On Market

      Last Sold Price $479,000

      Last Listing Agent Rebecca Seymour Brattleboro Area Realty

  • /12

    $159,500

    • 1 Bed
    • 1 Bath
    • 685 Sq Ft

    39 Brookside Dr Unit 7, Brattleboro, VT 05301

    Move right in! This condo has had some updates to include new scratch resistant vinyl plank flooring, new bathroom vanity, new kitchen range and freshly painted interior. Located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park. Shared basement with assigned storage space. Association fees include heat,

    Angela Sherman Brattleboro Area Realty

    39 Brookside Dr Unit 7, Brattleboro, VT 05301
  • /39

    $312,450 Sold Jul 03, 2025

    96 Brattle St, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Below List Price
    • $178/SF
    • 49 Days On Market

    Current Estimated Value $331,746

    Last Listing Agent Darlene Conca

    96 Brattle St, Brattleboro, VT 05301
    • /40

      Est $653,531 Not Listed For Sale

      43 Tyler St, Brattleboro, VT 05301

      • 4 Beds
      • 3 Baths
      • 3,137 Sq Ft
      • Built 1870
      43 Tyler St, Brattleboro, VT 05301

      Last Sold Summary

      • 3% Below List Price
      • $215/SF
      • 7 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  • /2

    $99,900

    • 4 Beds
    • 3 Baths
    • 2,108 Sq Ft

    321 Williams St, Brattleboro, VT 05301

    Great opportunity for starting or expanding your investment portfolio. Good rental income and affordable property. Nice location. Good parking for tenants and private porches. Minimal yard maintenance.

    Susan Bellville Bellville Realty

    321 Williams St, Brattleboro, VT 05301
  • /33

    $348,000 Sold May 21, 2025

    145 Marlboro Ave, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 2,313 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Above List Price
    • $150/SF
    • 50 Days On Market

    Current Estimated Value $367,819

    Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

    145 Marlboro Ave, Brattleboro, VT 05301
    • /40

      Est $513,721 Not Listed For Sale

      7 Chase St, Brattleboro, VT 05301

      • 5 Beds
      • 3 Baths
      • 3,113 Sq Ft
      • Built 1840
      7 Chase St, Brattleboro, VT 05301

      Last Sold Summary

      • 4% Below List Price
      • $172/SF
      • 87 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Rebecca Hiam Southern Vermont Realty Group

  • /45

    $264,900 Under Contract

    • 4 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    49 Clark Ave, Brattleboro, VT 05301

    Set in a fantastic, highly sought-after neighborhood, this home is ideally located directly across from Oak Grove School, just around the corner from the Little League field, and within one mile of the hospital, middle and high schools, Interstate 91, and Brattleboro’s vibrant downtown shops and restaurants.This 4-bedroom, 1.5-bath Cape Cod–style home offers a quick closing opportunity and

    Lisa Friedman Great American Dream Realty

    49 Clark Ave, Brattleboro, VT 05301

Showing Results 121 - 160, Page 4 of 18

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