4,713

Brattleboro, VT Homes

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  • 137 Pleasant Valley Rd, Brattleboro, VT 05301
    137 Pleasant Valley Rd, Brattleboro, VT 05301
    137 Pleasant Valley Rd, Brattleboro, VT 05301
    /23

    $500,000

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    137 Pleasant Valley Rd, Brattleboro, VT 05301

    This is IT! If you are looking for an incredible small home...not tiny...but compact and just the right size, this is it. Timber framing at it's best gives you an open concept, live in every inch, light filled, high quality charming home. Nestled in a wildflower meadow, with plenty of room for a homestead garden, enough open sky for stargazers, big and flat enough for your own cross country ski

    Christine Lewis Brattleboro Area Realty

    137 Pleasant Valley Rd, Brattleboro, VT 05301
  • 498 Marlboro Rd Unit S34, Brattleboro, VT 05301
    498 Marlboro Rd Unit S34, Brattleboro, VT 05301
    498 Marlboro Rd Unit S34, Brattleboro, VT 05301
    /5

    $1,400 per month

    • 1 Bed
    • 1 Bath
    • 410 Sq Ft
    • Condo for Rent

    498 Marlboro Rd Unit S34, Brattleboro, VT 05301

    Property Id: 1510809One bedroom apartment for rent in a professionally managed apartment building in West Brattleboro, Vermont. Clean, bright, with on-site laundry and off-street parking. Rents include heat and hot water. All units are non smoking. Small pets would require approval and an additional security deposit.

    498 Marlboro Rd Unit S34, Brattleboro, VT 05301
  • 155 Oak Grove Ave, Brattleboro, VT 05301
    155 Oak Grove Ave, Brattleboro, VT 05301
    155 Oak Grove Ave, Brattleboro, VT 05301
    /46

    $415,000 Sold Nov 07, 2025

    • 1,446 Sq Ft
    • $287/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1932

    155 Oak Grove Ave, Brattleboro, VT 05301

    All work has been done for you on this beautiful, 1932 period home. 4 bedrooms, 2 full baths, set in a high demand, desirable neighborhood. Manicured, corner lot with classical perennial plantings, two covered porches, a slate roof, and detached double garage. There are 20+ upgraded, insulated windows, with antique reproduction filling the home with natural light. Hardwood floors predominate.

    Kristen Ziter Taylor Brattleboro Area Realty

    155 Oak Grove Ave, Brattleboro, VT 05301
    • 1 Wildwood Dr, West Brattleboro, VT 05301
      1 Wildwood Dr, West Brattleboro, VT 05301
      1 Wildwood Dr, West Brattleboro, VT 05301
      /26

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 962 Sq Ft

      1 Wildwood Dr, West Brattleboro, VT 05301

      1 Wildwood Dr, West Brattleboro, VT 05301
  • 141 Piney Brook Way, Brattleboro, VT 05301
    141 Piney Brook Way, Brattleboro, VT 05301
    141 Piney Brook Way, Brattleboro, VT 05301
    /44

    $599,000

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

    141 Piney Brook Way, Brattleboro, VT 05301

    Set on 12 acres of wooded privacy in desirable Marlboro, this spacious and versatile property offers comfort, flexibility, and stunning natural surroundings. The main home features 3 bedrooms, a large family room and first-floor laundry, offering plenty of room for a growing household, guests, or multi-generational living. Cozy up by the wood stove on chilly evenings, and enjoy the peace of mind

    Desiree Stango Berkley & Veller Greenwood Country

    141 Piney Brook Way, Brattleboro, VT 05301
  • 4 Elliot St Unit 3, Brattleboro, VT 05301
    4 Elliot St Unit 3, Brattleboro, VT 05301
    4 Elliot St Unit 3, Brattleboro, VT 05301
    /8

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft
    • Apartment for Rent

    4 Elliot St Unit 3, Brattleboro, VT 05301

    The National, featuring this 1 Bedroom apartment with bright sunlit rooms, amazing hardwood floors and views of downtown. Coin operated Laundry is on site and off-street parking is available in the parking garage. The building is pet friendly

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    4 Elliot St Unit 3, Brattleboro, VT 05301
  • 15 Laurel St, Brattleboro, VT 05301
    15 Laurel St, Brattleboro, VT 05301
    15 Laurel St, Brattleboro, VT 05301
    /27

    $347,500 Sold Nov 06, 2025

    • 1,296 Sq Ft
    • $268/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1946

    15 Laurel St, Brattleboro, VT 05301

    LOVELY Laurel Street! This charming south-facing home is bathed in natural light and offers a thoughtful layout that combines the best of in-town living with a peaceful, out-of-town vibe. Enjoy a spacious backyard and a convenient enclosed porch/mudroom right off the attached garage—perfect for those chilly Vermont winters. The location couldn’t be better as it is close to town and nearby trails.

    Thomas Dahlin Berkley & Veller Greenwood Country

    15 Laurel St, Brattleboro, VT 05301
    • 0 Middle Rd, Brattleboro, VT 05301
      0 Middle Rd, Brattleboro, VT 05301
      0 Middle Rd, Brattleboro, VT 05301
      /13

      Not Listed For Sale

      0 Middle Rd, Brattleboro, VT 05301

      0 Middle Rd, Brattleboro, VT 05301
  • 230 Western Ave, Brattleboro, VT 05301
    230 Western Ave, Brattleboro, VT 05301
    230 Western Ave, Brattleboro, VT 05301
    /36

    $479,000

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

    230 Western Ave, Brattleboro, VT 05301

    This beautifully renovated in-town home blends character, comfort, and convenience. From the welcoming front porch to the shaded backyard and new deck, every space has been thoughtfully updated. The sunny kitchen offers granite countertops, stainless steel appliances, and a well-planned pantry, while the living room is anchored by a handsome Italian pellet stove; efficient, warm, and the perfect

    John Hatton Berkley & Veller Greenwood Country

    230 Western Ave, Brattleboro, VT 05301
  • 566 S Main St Unit 566 South Main Street, Brattleboro, VT 05301
    566 S Main St Unit 566 South Main Street, Brattleboro, VT 05301
    566 S Main St Unit 566 South Main Street, Brattleboro, VT 05301
    /12

    $1,700 per month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    566 S Main St Unit 566 South Main Street, Brattleboro, VT 05301

    Naturally sunlight 3 bedroom apartment with off street parking (2spots) within walking distances to Main Street, grocery stores, hospital, gym, restaurant, high school, middle school, career center, elementary school, and Fort Dummer State Park hiking trails.

    566 S Main St Unit 566 South Main Street, Brattleboro, VT 05301
  • 15 Lynwood Dr, Brattleboro, VT 05301
    15 Lynwood Dr, Brattleboro, VT 05301
    15 Lynwood Dr, Brattleboro, VT 05301
    /18

    $120,000 Sold Nov 06, 2025

    • 888 Sq Ft
    • $135/SF
    • 99 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    15 Lynwood Dr, Brattleboro, VT 05301

    This is absolutely NOT your ordinary Mobile Home! Original year of frame is 1971 and is difficult to finance by lenders so the owner has done a HUGE PRICE DROP. Completely rebuilt from the floor up with wood framing, windows, doors and insulation. This fully fenced leased lot has two sheds, a 1 car garage building with tons of storage and a workshop building with its own mini-split for heat and

    Chris Long BHG Masiello Brattleboro

    15 Lynwood Dr, Brattleboro, VT 05301
    • 394 Canal St, Brattleboro, VT 05301
      394 Canal St, Brattleboro, VT 05301
      394 Canal St, Brattleboro, VT 05301
      /3

      Est $431,855 Not Listed For Sale

      • Studio
      • 2 Baths
      • 2,863 Sq Ft

      394 Canal St, Brattleboro, VT 05301

      394 Canal St, Brattleboro, VT 05301
  • 162 Buttonwood Dr, Brattleboro, VT 05301
    162 Buttonwood Dr, Brattleboro, VT 05301
    162 Buttonwood Dr, Brattleboro, VT 05301
    /32

    $560,000

    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    162 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

    162 Buttonwood Dr, Brattleboro, VT 05301
  • 4 Elliot St Unit 7, Brattleboro, VT 05301
    4 Elliot St Unit 7, Brattleboro, VT 05301
    4 Elliot St Unit 7, Brattleboro, VT 05301
    /7

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft
    • Apartment for Rent

    4 Elliot St Unit 7, Brattleboro, VT 05301

    In town, one bedroom apartment, with bright sunlit rooms. The apartment is only three rooms and has a combined kitchen and living room, with a separate bedroom. This apartment is furnished. Coin operated laundry is on site, trash removal, and a secure building. Pet friendly building

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    4 Elliot St Unit 7, Brattleboro, VT 05301
  • 36 Spruce St, Brattleboro, VT 05301
    36 Spruce St, Brattleboro, VT 05301
    36 Spruce St, Brattleboro, VT 05301
    /18

    $410,000 Sold Nov 06, 2025

    • 2,074 Sq Ft
    • $198/SF
    • 183 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1845

    36 Spruce St, Brattleboro, VT 05301

    New Price! $25,000.00 price drop and a revised offering... If you saw this home before you want to take a second look! The 2nd floor is now vacant! ..and ready for owner occupancy. The basement, barn and lower building are empty and ready for all YOUR stuff. Plenty of undercover storage for boats, special vehicles or lots of other toys. A workshop? Home is just right for 2 family use or revert to

    Christine Lewis Brattleboro Area Realty

    36 Spruce St, Brattleboro, VT 05301
    • 94 Brets Rd, Brattleboro, VT 05301
      94 Brets Rd, Brattleboro, VT 05301
      94 Brets Rd, Brattleboro, VT 05301
      /37

      Est $417,634 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,444 Sq Ft

      94 Brets Rd, Brattleboro, VT 05301

      94 Brets Rd, Brattleboro, VT 05301
  • 24 Dogwood Dr, Brattleboro, VT 05301
    24 Dogwood Dr, Brattleboro, VT 05301
    24 Dogwood Dr, Brattleboro, VT 05301
    /34

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    24 Dogwood 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

    24 Dogwood Dr, Brattleboro, VT 05301
  • 123 Frost St, Brattleboro, VT 05301
    123 Frost St, Brattleboro, VT 05301
    123 Frost St, Brattleboro, VT 05301
    /14

    $2,175 per month

    • 4 Beds
    • 1 Bath
    • 1,360 Sq Ft
    • House for Rent

    123 Frost St, Brattleboro, VT 05301

    A nice house that is suitable for up to 5 occupants and conveniently located within walking distance to the shopping, restaurants and entertainment in downtown Brattleboro. Spacious kitchen includes a dishwasher and built in microwave, recently purchased stove & fridge. This unit also featuring laundry hookups and a bathtub/shower combo. This home features a first floor bedroom or office space

    123 Frost St, Brattleboro, VT 05301
  • 50 Grove St, Brattleboro, VT 05301
    50 Grove St, Brattleboro, VT 05301
    50 Grove St, Brattleboro, VT 05301
    /25

    $275,000 Sold Nov 04, 2025

    • 2,376 Sq Ft
    • $116/SF
    • 8 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1900

    50 Grove St, Brattleboro, VT 05301

    New to the market, this well-maintained 3-unit property is a fantastic opportunity for both investors and owner-occupants. Located just minutes from downtown, it offers convenience, value, and flexibility. One unit is currently on a month to month and move-in ready, making it ideal for someone looking to live on-site or set their own rental terms. The other two units are occupied by long-term,

    Kate Barry EXP Realty

    50 Grove St, Brattleboro, VT 05301
    • 149 Canal St, Brattleboro, VT 05301
      149 Canal St, Brattleboro, VT 05301
      149 Canal St, Brattleboro, VT 05301
      /20

      Est $273,758 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,100 Sq Ft

      149 Canal St, Brattleboro, VT 05301

      149 Canal St, Brattleboro, VT 05301
  • 161 Buttonwood Dr, Brattleboro, VT 05301
    161 Buttonwood Dr, Brattleboro, VT 05301
    161 Buttonwood Dr, Brattleboro, VT 05301
    /32

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    161 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

    161 Buttonwood Dr, Brattleboro, VT 05301
  • 1155 Putney Rd Unit 1A, Brattleboro, VT 05301
    1155 Putney Rd Unit 1A, Brattleboro, VT 05301
    1155 Putney Rd Unit 1A, Brattleboro, VT 05301
    /12

    $1,850 per month

    • 3 Beds
    • 1 Bath
    • 1,700 Sq Ft
    • Apartment for Rent

    1155 Putney Rd Unit 1A, Brattleboro, VT 05301

    Newly renovated second floor apt above local Restaurant. Conveniently located on the roundabout at Exit 3 of I-91. Great apartment with all new appliances, countertops, flooring, upgraded electrical and more. Easy location near shopping and restaurants. Non smokers and no pets. All utilities by tenant.

    Jim Bialowski BHG Masiello Keene

    1155 Putney Rd Unit 1A, Brattleboro, VT 05301
  • 70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301
    70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301
    70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301
    /14

    $250,000 Sold Oct 31, 2025

    • 1,250 Sq Ft
    • $200/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1995

    70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301

    Beautifully elegant light filled condo in Bluebell Building at Arbor Hill. An abundance of windows throughout creates a magical light filled environment that includes hardwood flooring, a Great Room providing space for Living, Dining and Kitchen, 2 spacious Bedrooms, 2 Full Baths, Entry w/ double closet and Laundry/Pantry. The Primary Bedroom has an en suite Bath, mini split and a large walk-in

    Robert Doyle Berkley & Veller Greenwood Country

    70 Arbor Hill Commons Unit 15, Brattleboro, VT 05301
    • 47 Sherwood Cir, Brattleboro, VT 05301
      47 Sherwood Cir, Brattleboro, VT 05301
      47 Sherwood Cir, Brattleboro, VT 05301
      /31

      Est $348,024 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft

      47 Sherwood Cir, Brattleboro, VT 05301

      47 Sherwood Cir, Brattleboro, VT 05301
  • 58 Oak St, Brattleboro, VT 05301
    58 Oak St, Brattleboro, VT 05301
    58 Oak St, Brattleboro, VT 05301
    /39

    $625,000

    • 5 Beds
    • 4 Baths
    • 3,748 Sq Ft

    58 Oak St, Brattleboro, VT 05301

    Come experience the elegance and charm of this stunning in-town retreat! Close to the town common and vibrant downtown Brattleboro—home to fine dining, galleries, quaint shops, and live music venues. Step inside the main house and be welcomed by a country kitchen featuring a large island, ideal for gatherings. The home exudes Victorian character with soaring ceilings, hardwood floors, and

    Rebecca Seymour Brattleboro Area Realty

    58 Oak St, Brattleboro, VT 05301
  • 995 Western Ave Unit 200, Brattleboro, VT 05301
    995 Western Ave Unit 200, Brattleboro, VT 05301
    995 Western Ave Unit 200, Brattleboro, VT 05301
    /13

    $1,800 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Townhouse for Rent

    995 Western Ave Unit 200, Brattleboro, VT 05301

    This full floor, renovated two-bedroom apartment is up a flight of steps on the 2nd floor. Amenities include eat-in kitchen with tile backsplash, dishwasher, windows on all sides, pantry or small office, a private, glassed-in porch with woods and mountain views, 1/2 open garage plus parking in the driveway for a second car, separate entrance, and a large backyard. Mowing, snow removal and heat

    995 Western Ave Unit 200, Brattleboro, VT 05301
  • 59 Brookside Dr Unit 8, Brattleboro, VT 05301
    59 Brookside Dr Unit 8, Brattleboro, VT 05301
    59 Brookside Dr Unit 8, Brattleboro, VT 05301
    /19

    $150,000 Sold Oct 17, 2025

    • 700 Sq Ft
    • $214/SF
    • 18 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1966

    59 Brookside Dr Unit 8, Brattleboro, VT 05301

    Low maintenance, affordable and desirable ground floor unit. Perched up high in Brookside development sits this cute efficient one bedroom condo. Inviting flow with a pass thru from the kitchen into the dining and the spacious living room has a great brand new slider out to your spacious level yard. Get creative and build a terrace to enjoy your summer evenings. The large bedroom with double

    Angela Sherman Brattleboro Area Realty

    59 Brookside Dr Unit 8, Brattleboro, VT 05301
    • 240 S Main St, Brattleboro, VT 05301
      240 S Main St, Brattleboro, VT 05301
      240 S Main St, Brattleboro, VT 05301
      /26

      Est $321,112 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,948 Sq Ft

      240 S Main St, Brattleboro, VT 05301

      240 S Main St, Brattleboro, VT 05301
  • 87 Orchard St, Brattleboro, VT 05301
    87 Orchard St, Brattleboro, VT 05301
    87 Orchard St, Brattleboro, VT 05301
    /36

    $414,500

    • 4 Beds
    • 3.5 Baths
    • 2,794 Sq Ft

    87 Orchard St, Brattleboro, VT 05301

    SELLER IS RELOCATING. It is time to pass the keys to the next owner and move closer to family. Welcome to one of the most highly sought after neighborhoods in Brattleboro – Orchard St.This spacious modern contemporary home is conveniently located just minutes from I-91 and downtown Brattleboro. There is plenty of space with four large bedrooms, 3 full baths, and wonderful open concept living

    Jim Bellville Bellville Realty

    87 Orchard St, Brattleboro, VT 05301
  • 4 Elliot St Unit 8, Brattleboro, VT 05301
    4 Elliot St Unit 8, Brattleboro, VT 05301
    4 Elliot St Unit 8, Brattleboro, VT 05301
    /13

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    4 Elliot St Unit 8, Brattleboro, VT 05301

    The National, featuring this 2 Bedroom apartment with bright sunlit rooms, amazing hardwood floors and views of downtown and the mountain. Coin operated Laundry is on site and off street parking is available in the parking garage. The building is pet friendly

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    4 Elliot St Unit 8, Brattleboro, VT 05301
  • 148 Elliot St, Brattleboro, VT 05301
    148 Elliot St, Brattleboro, VT 05301
    148 Elliot St, Brattleboro, VT 05301
    /10

    $180,100 Sold Oct 17, 2025

    • 3,370 Sq Ft
    • $53/SF
    • 180 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1830

    148 Elliot St, Brattleboro, VT 05301

    Spring Price Reduction! 3 One bedroom units and 4 single room occupancy units (SROs) w a shared bathroom and dishwashing area. Newer shingle roof on rear addition. The unfinished basement is spray foam insulated with a vapor barrier. Recent fire and safety inspection. Building needs a hands-on owner willing to take on some maintenance and improvements. Solid returns with opportunity to enhance

    Steve Schoppmeyer BHG Masiello Brattleboro

    148 Elliot St, Brattleboro, VT 05301
    • 202 Canal St, Brattleboro, VT 05301
      202 Canal St, Brattleboro, VT 05301
      202 Canal St, Brattleboro, VT 05301
      /14

      Est $231,014 Not Listed For Sale

      • Studio
      • 2 Baths
      • 2,708 Sq Ft

      202 Canal St, Brattleboro, VT 05301

      202 Canal St, Brattleboro, VT 05301
  • 76 Spruce St, Brattleboro, VT 05301
    76 Spruce St, Brattleboro, VT 05301
    76 Spruce St, Brattleboro, VT 05301
    /44

    $425,000

    • 4 Beds
    • 3 Baths
    • 3,314 Sq Ft

    76 Spruce St, Brattleboro, VT 05301

    Sweet! The perfect location...intown...backing up to the retreat trail system...and has a beautiful front porch and private back deck. This has been a much loved home, ready for a new generation to create their own music and harmony of life. The rooms are large, comfortable with lots of windows, real wood paneling reflecting the era, high ceilings, enough room to work from home (even an office

    Christine Lewis Brattleboro Area Realty

    76 Spruce St, Brattleboro, VT 05301
  • 4 Elliot St Unit 6, Brattleboro, VT 05301
    4 Elliot St Unit 6, Brattleboro, VT 05301
    4 Elliot St Unit 6, Brattleboro, VT 05301
    /12

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 790 Sq Ft
    • Apartment for Rent

    4 Elliot St Unit 6, Brattleboro, VT 05301

    The National, featuring this 2 Bedroom apartment with bright sunlit rooms, amazing hardwood floors and views of downtown and the mountain. Coin operated Laundry is on site and off street parking is available in the parking garage. The building is pet friendly

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    4 Elliot St Unit 6, Brattleboro, VT 05301
  • 177 Fairview St, Brattleboro, VT 05301
    177 Fairview St, Brattleboro, VT 05301
    177 Fairview St, Brattleboro, VT 05301
    /28

    $350,000 Sold Oct 06, 2025

    • 1,768 Sq Ft
    • $198/SF
    • 31 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1950

    177 Fairview St, Brattleboro, VT 05301

    Ta Da! This is it! This diamond in the rough was built for the owner in 1950 and has been in the family ever since! The kitchen is huge, large enough for the traditional kitchen table, or a new kitchen island. True, it is vintage, but lots of cabinets and countertop for cooking and open to both living and dining for great parties. The living room is 26 ft long and room for everyone with big

    Christine Lewis Brattleboro Area Realty

    177 Fairview St, Brattleboro, VT 05301
    • 773 Guilford St, Brattleboro, VT 05301
      773 Guilford St, Brattleboro, VT 05301
      773 Guilford St, Brattleboro, VT 05301
      /38

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,950 Sq Ft

      773 Guilford St, Brattleboro, VT 05301

      773 Guilford St, Brattleboro, VT 05301
  • 301 Maple St, Brattleboro, VT 05301
    301 Maple St, Brattleboro, VT 05301
    301 Maple St, Brattleboro, VT 05301
    /58

    $515,000

    • 4 Beds
    • 2 Baths
    • 3,090 Sq Ft

    301 Maple St, Brattleboro, VT 05301

    Fall is here! The leaves are turning, the mums are in cheerful blooming mode and soon it will be time to cozy in with the woodstove! But...not quite yet, there are still plenty of days for the sun filled deck, blooms galore and strolls around your own private gardens. This sweet home has the great construction of the 1800's...loved and cared for by generations of Vermonters who have added,

    Christine Lewis Brattleboro Area Realty

    301 Maple St, Brattleboro, VT 05301
  • 29 Canal St, Brattleboro, VT 05301
    29 Canal St, Brattleboro, VT 05301
    29 Canal St, Brattleboro, VT 05301
    /26

    $714,000 Sold Oct 06, 2025

    • 4,932 Sq Ft
    • $145/SF
    • 135 Days On Market
    • 18 Beds
    • 8 Baths
    • Built 1900

    29 Canal St, Brattleboro, VT 05301

    High cash flow 100% occupied 8 unit located in downtown Brattleboro. This property was recently renovated and is being listed at a 11% cap and an annual Net Operating Income estimated at north of ~$80K (12% cap without management fees). The property features an attractive mix of unit types and sizes including 4x rarely available oversized 3br, 2x2br and 2x1br A new owner can step into to this

    Michael Gilman 3GEN Real Estate Inc

    29 Canal St, Brattleboro, VT 05301
    • 196 Randall Dr, Brattleboro, VT 05301
      196 Randall Dr, Brattleboro, VT 05301
      196 Randall Dr, Brattleboro, VT 05301
      /31

      Est $272,188 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,335 Sq Ft

      196 Randall Dr, Brattleboro, VT 05301

      196 Randall Dr, Brattleboro, VT 05301
  • 10 Ethan Hill, Brattleboro, VT 05301
    10 Ethan Hill, Brattleboro, VT 05301
    10 Ethan Hill, Brattleboro, VT 05301
    /40

    $450,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,399 Sq Ft

    10 Ethan Hill, Brattleboro, VT 05301

    Tranquil Woodland Setting. Situated at the end of a peaceful neighborhood road, this classic Vermont-style cape has been thoughtfully designed to nestle perfectly within its forested lot. Experience the serenity of your own tree house in the woods, enjoying a country ambiance while still being conveniently close to Brattleboro’s amenities and I-91. Step into the efficiently arranged, fully

    John Mcpherson Berkley & Veller Greenwood Country

    10 Ethan Hill, Brattleboro, VT 05301

Showing Results 1 - 40, Page 1 of 18

Vermont Windham County Brattleboro

Real Estate & Homes

Home Trends in Brattleboro, VT

On average, homes in Brattleboro, VT sell after 59 days on the market compared to the national average of 53 days. The median sale price for homes in Brattleboro, VT over the last 12 months is $341,750, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$341,750
Median Single Family Sale Price
$369,000
Median Townhouse Sale Price
$255,000
Median 2 Bedroom Sale Price
$212,150
Median 1 Bedroom Sale Price
$150,000
Average Price Per Sq Ft
$237
Number of Homes for Sale
28
Last 12 months Home Sales
90
Months of Supply
3.70
Median List Price
$345,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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