Brattleboro, VT Homes

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  /9

  $80,250

  • Land
  • 3.1 Acres
  • $25,887 per Acre

  0 E Orchard St Unit 5047716, Brattleboro, VT 05301

  A rare opportunity to purchase a lot in a highly desirable Brattleboro neighborhood. This 3+ acre wooded parcel features a mature pine forest with additional hardwoods intermixed, stonewalls and even a small stream. It's the location that makes this property unique. Just up the road from the Brattleboro Country Club on a quiet street that gives quick access to all that Brattleboro and the

  Bill Hickok Berkley & Veller Greenwood Country

  0 E Orchard St Unit 5047716, Brattleboro, VT 05301
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  /60

  $570,000 Sold Jul 31, 2025

  • 2,599 Sq Ft
  • $219/SF
  • 79 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1991

  290 Roel Rd, Brattleboro, VT 05301

  Welcome to your dream Vermont retreat. Tucked away on 15.6 private acres at the end of a quiet country road, this 2-bedroom, 2.5-bathroom home offers an inspiring blend of rustic elegance and modern comfort. Surrounded by mature oaks and sweeping views of Mount Monadnock, Black Mountain, and the rolling green hills. This home features classic post & beam construction, soaring cathedral ceilings,

  Flex Realty Group Flex Realty

  290 Roel Rd, Brattleboro, VT 05301
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  /24

  Est $277,312 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,514 Sq Ft

  94 Fuller Dr, Brattleboro, VT 05301

  94 Fuller Dr, Brattleboro, VT 05301
• 

  

  

  /51

  $899,800

  • 5 Beds
  • 8 Baths
  • 7,430 Sq Ft

  925 Hinesburg Rd, Brattleboro, VT 05301

  Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

  Christine Lewis Brattleboro Area Realty

  925 Hinesburg Rd, Brattleboro, VT 05301
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  /18

  $335,000 Sold Jul 30, 2025

  • 1,174 Sq Ft
  • $285/SF
  • 36 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1956

  138 Cedar St, Brattleboro, VT 05301

  Welcome to this adorable 3-bedroom, 1-bath ranch-style home nestled in one of Brattleboro's most sought-after neighborhoods! Built in 1956, this lovingly cared for gem perfectly blends classic character with modern comfort. Many recent upgrades including CertainTeed Monogram vinyl siding and trim, freshly painted interior walls and so much more. The kitchen features a sleek Whirlpool glass top

  Claire Renaud Berkley & Veller Greenwood Country

  138 Cedar St, Brattleboro, VT 05301
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  /21

  Est $257,276 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft

  91 Pine St, Brattleboro, VT 05301

  91 Pine St, Brattleboro, VT 05301
• 

  

  /29

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,183 Sq Ft

  4322 Augur Hole Rd, Brattleboro, VT 05301

  Super location! Easy access to Rt 9 and Rt 30 but tucked into nearly a level acre in a lovely country setting. You can tell the previous occupants loved their gardens and a bit of work would restore the blooms to full glory. The pool is a bonus but is waiting for some care to get up and running...The home has emerged from a fun loving schoolhouse filled with learning and joy to a cozy,

  Christine Lewis Brattleboro Area Realty

  4322 Augur Hole Rd, Brattleboro, VT 05301
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  /44

  $405,000 Sold Jul 28, 2025

  • 2,132 Sq Ft
  • $190/SF
  • 33 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1998

  156 Sherwood Cir, Brattleboro, VT 05301

  YOU CAN GET THERE FROM HERE! NEW ENGLAND CHARM AND FLEXIBLE SPACES...YOUR LUSH RETREAT AWAITS! A short drive to the cultural and foodie hub of southeastern Vermont, this slice of heaven is where your dreams take root. Follow a scenic road to a vibrant green lot where a terraced rock wall dotted with ferns and hostas signals your arrival. A large covered porch invites you to pull up a chair,

  Fine Homes Group International Keller Williams Realty-Metropolitan

  156 Sherwood Cir, Brattleboro, VT 05301
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  /25

  Est $252,365 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,033 Sq Ft

  88 Washington St, Brattleboro, VT 05301

  88 Washington St, Brattleboro, VT 05301
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  /60

  $895,000

  • 3 Beds
  • 3 Baths
  • 2,258 Sq Ft

  266 Ursa Ridge Rd, Dummerston, VT 05301

  This home is living art, tucked away at the end of the road of lovely homes & hundreds of acres ridgetop, yet only 10 minutes from downtown Brattleboro. Built by a craftsman this home is gracious & energy efficient. Building materials have been harvested from it's 51-1/2 acre woodland. Rooms are thoughtfully designed awash with natural light. Walk up the covered, stone walkway to enter the

  Randi Ziter Brattleboro Area Realty

  266 Ursa Ridge Rd, Dummerston, VT 05301
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  /23

  $356,000 Sold Jul 28, 2025

  • 1,550 Sq Ft
  • $230/SF
  • 38 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1929

  122 Marlboro Ave, Brattleboro, VT 05301

  122 Marlboro Avenue is in a highly sought out, in-town neighborhood known for its peace and quiet, friendly neighbors, and super-convenient location. This solid, 3-4 bedroom, 2 bath home sits attractively on a sunny and level lot and comes with an oversized garage and attached workshop (and potential to add additional living space). This home provides a completely renovated and modernized

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  122 Marlboro Ave, Brattleboro, VT 05301
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  /30

  Est $338,935 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  20 Washington St, Brattleboro, VT 05301

  20 Washington St, Brattleboro, VT 05301
• 

  

  /18

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft

  164 Chestnut St, Brattleboro, VT 05301

  Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with

  Christine Lewis Brattleboro Area Realty

  164 Chestnut St, Brattleboro, VT 05301
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  /26

  $347,000 Sold Jul 25, 2025

  • 1,435 Sq Ft
  • $242/SF
  • 22 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1890

  157 Pine St, Brattleboro, VT 05301

  Be impressed by this stately in-town Victorian home with an airy and open-concept feel, handsome historical features, and many thoughtful and attractive upgrades. Enter this lovely home loaded with charm and character and be prepared to be wowed with high ceilings and the gorgeous hardwood floors! A highlight of the house is an attractive kitchen with appealing custom cabinetry, granite and

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  157 Pine St, Brattleboro, VT 05301
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  /27

  Est $259,636 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 900 Sq Ft

  10 Washington St, Brattleboro, VT 05301

  10 Washington St, Brattleboro, VT 05301
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  /23

  $1,150,000

  • 6,442 Sq Ft

  69-71 Elliot St, Brattleboro, VT 05301

  Prime commercial opportunity in the heart of downtown Brattleboro. This mixed-use property features seven residential apartments on the upper levels and five ground-floor commercial units. Two retail spaces have direct frontage on Elliot Street, offering strong visibility, while three others open onto the Harmony Lot pedestrian area, a centrally located public parking and business zone. The

  Erica Reynolds Southern Vermont Realty Group

  69-71 Elliot St, Brattleboro, VT 05301
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  /29

  $365,000 Sold Jul 25, 2025

  • 1,620 Sq Ft
  • $225/SF
  • 10 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2006

  28 Greenleaf St, Brattleboro, VT 05301

  West Brattleboro contemporary cape situated on a large private partially fenced lot with fruit trees, raised bed gardens and plenty of outdoor recreational space. This sturdy, well-built house offers low maintenance and quality finishes like the standing seam metal roof and cement siding. Ample large windows bring the outside IN and provide lots of natural light. Interior features include: a

  Chris Long BHG Masiello Brattleboro

  28 Greenleaf St, Brattleboro, VT 05301
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  /17

  Est $316,259 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,927 Sq Ft

  18 Central St, Brattleboro, VT 05301

  18 Central St, Brattleboro, VT 05301
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  /16

  $488,875

  • 5 Beds
  • 4 Baths
  • 3,064 Sq Ft

  176 High St, Brattleboro, VT 05301

  Unique opportunity to live very comfortably in the more than 1400 sq ft 1st floor apartment with private laundry, private covered porch and your own deck. The apartment has 2 plus bedrooms and 2 full bathrooms, eat in kitchen, dining room and living room. invest in your own home and have revenue from 2 apartments to help with costs. Apartment #2, on the 2nd floor, is a 1-2 bedroom unit which has

  Susan Bellville Bellville Realty

  176 High St, Brattleboro, VT 05301
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  /27

  $487,500 Sold Jul 25, 2025

  • 2,832 Sq Ft
  • $172/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  32 Christie Ln, Brattleboro, VT 05301

  This will be your favorite new listing. Tucked on a pocket of land, just beyond Memorial Park, you're in a neighborhood but it feels private, you see trees out every window. Custom-built home, 3 bedrooms, 2 1/2 updated baths, built in 1985. Incredibly warm and comfy. Cathedral ceiling with a wall of windows. Great kitchen for cooking, plenty of room for multiple chefs. Cozy nook for a small

  John Hatton Berkley & Veller Greenwood Country

  32 Christie Ln, Brattleboro, VT 05301
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  /31

  Est $231,938 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,592 Sq Ft

  39 Clark St, Brattleboro, VT 05301

  39 Clark St, Brattleboro, VT 05301
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  /58

  $586,000

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

  301 Maple St, Brattleboro, VT 05301

  This is IT! Summer is here! The gardens are ablaze, the deck is perfect for the evening sip of something cool and there is open sky for sightings like the strawberry moon and shooting stars. Treat yourself to your own spa....the sweet spot is the oversized salt pool, surrounded by lush greenery for privacy and an apron for sunning. Add some of your own fun and you will stay at home,

  Christine Lewis Brattleboro Area Realty

  301 Maple St, Brattleboro, VT 05301
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  /29

  $330,000 Sold Jul 25, 2025

  • 1,352 Sq Ft
  • $244/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  64 Meadowbrook Rd, Brattleboro, VT 05301

  SWEET! Sitting on 3/4 of an acre of lovely level land, a corner lot and lots of room for gardening and play! There is a 2 car garage (owner is putting on new doors ) that has been a workshop with insulation, electric and was heated....This gentle one way street encourages sitting on the traditional front porch with a good book, or close your eyes, and nap a bit. The sunny side also has a

  Christine Lewis Brattleboro Area Realty

  64 Meadowbrook Rd, Brattleboro, VT 05301
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  /18

  Not Listed For Sale

  • Studio
  • 1,683 Sq Ft

  60 Clark St, Brattleboro, VT 05301

  60 Clark St, Brattleboro, VT 05301
• 

  

  /60

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  1845 Hatch School Rd, Brattleboro, VT 05301

  Welcome to our Contemporary Farmhouse with 100 private acres yet only 5 miles to Wilmington Center and 14 miles to Mount Snow Ski Resort. Harriman Reservoir is close for summer boating, water sports and picnics. Nestled in the heart of nature, the property offers numerous possibilities, including a well-appointed home, a working farm, various business opportunities and/or investment potential. As

  Richard Caplan Deerfield Valley Real Estate

  1845 Hatch School Rd, Brattleboro, VT 05301
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  /2

  $185,000 Sold Jul 18, 2025

  • 2,562 Sq Ft
  • $72/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1870

  17 Thomas St, Brattleboro, VT 05301

  Large 2 unit apartment building on a quiet one way street and is an easy stroll to downtown Brattleboro. There is a partially fenced yard, off street parking, 2 covered porches and shed off the rear of this home. Each spacious unit provides 2 bedrooms, bath, living room and kitchen (the lower unit also has a dining room). Full basement with newer boilers and tenants pay for heat, electric and

  Robert Doyle Berkley & Veller Greenwood Country

  17 Thomas St, Brattleboro, VT 05301
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  /33

  Est $247,214 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,722 Sq Ft

  87 Clark St, Brattleboro, VT 05301

  87 Clark St, Brattleboro, VT 05301
• 

  

  /22

  $275,000

  • 4 Beds
  • 3 Baths
  • 2,209 Sq Ft

  16 Washington St, Brattleboro, VT 05301

  Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass

  Rebecca Seymour Brattleboro Area Realty

  16 Washington St, Brattleboro, VT 05301
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  /37

  $455,000 Sold Jul 18, 2025

  • 1,608 Sq Ft
  • $283/SF
  • 48 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1983

  880 Green River Rd, Brattleboro, VT 05301

  Sweet, passive solar cape in the delightful Green River Road area of Guilford, Vermont. Meticulously located in a meadow, well set back from the road, this inviting and cozy home adeptly collects and distributes the sun’s energy when needed in the winter. While designed for passive solar comfort and low energy needs, the home also offers modern conveniences, such as a newer propane furnace, a

  Dan Normandeau Berkley & Veller Greenwood Country

  880 Green River Rd, Brattleboro, VT 05301
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  /22

  Est $249,215 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,146 Sq Ft

  95 Frost St, Brattleboro, VT 05301

  95 Frost St, Brattleboro, VT 05301
• 

  

  /22

  $275,000

  • 5 Beds
  • 3 Baths
  • 2,209 Sq Ft

  16 Washington St, Brattleboro, VT 05301

  Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass

  Rebecca Seymour Brattleboro Area Realty

  16 Washington St, Brattleboro, VT 05301
• 

  

  /41

  $545,000 Sold Jul 18, 2025

  • 2,450 Sq Ft
  • $222/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1880

  441 Guilford St, Brattleboro, VT 05301

  Perched proudly on a knoll, this mid-19th-century colonial was one of two farmsteads in this neighborhood of Brattleboro, VT. This stunning, 4-BR, 2-BA hip roof colonial & spacious, 2-story barn have been lovingly cared for by the same owner for 56 years! Now is your opportunity to own a New England classic in a neighborhood setting, but country feel - all w/in very close proximity to town

  Dan Normandeau Berkley & Veller Greenwood Country

  441 Guilford St, Brattleboro, VT 05301
• 

  

  /20

  Est $359,082 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,012 Sq Ft

  203 Elliot St, Brattleboro, VT 05301

  203 Elliot St, Brattleboro, VT 05301
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  /2

  $80,000

  • Land
  • 1.97 Acres
  • $40,609 per Acre

  24 Summit Cir, West Brattleboro, VT 05301

  Gorgeous building lot nestled into a prime development on a wooded hillside in Southern Vermont. The 1.97 wooded lot is minutes to downtown Brattleboro, yet private and rural!

  Claire Renaud Berkley & Veller Greenwood Country

  24 Summit Cir, West Brattleboro, VT 05301
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  /25

  $349,000 Sold Jul 15, 2025

  • 1,503 Sq Ft
  • $232/SF
  • 42 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1928

  6 Willow St, Brattleboro, VT 05301

  This home truly has it all and is conveniently located on one Brattleboro's most charming streets. Close to shopping, restaurants, and downtown yet tucked away from it all. The large fenced lot has good exposure for gardening. Inside the home you will find 3 bedrooms and a fabulous renovated attic, complete with custom cabinetry and shelving. Enjoy indoor/outdoor entertaining with french-door

  John Hatton Berkley & Veller Greenwood Country

  6 Willow St, Brattleboro, VT 05301
• 

  

  /17

  Est $310,969 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  130 Belmont Ave, Brattleboro, VT 05301

  130 Belmont Ave, Brattleboro, VT 05301
• 

  

  /5

  $380,000

  • 6 Beds
  • 4 Baths
  • 3,264 Sq Ft

  25 Cottage St, Brattleboro, VT 05301

  Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking

  Christine Lewis Brattleboro Area Realty

  25 Cottage St, Brattleboro, VT 05301
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  /60

  $130,000 Sold Jul 15, 2025

  • 1,392 Sq Ft
  • $93/SF
  • 204 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  7 Deepwood Park, Brattleboro, VT 05301

  Price improvement!!! Charming one level mobile home with addition in Tri Park Co-op. 3 bedrooms, 2 bathrooms, eat in kitchen, large living room, den/other room, large back deck for entertaining and BBQs and a full concrete foundation!!! Great property! Don't miss this opportunity! Seller to pay buy in fee to the park for buyer at time of closing!!!

  Emily Lagerberg R.H. Thackston & Company

  7 Deepwood Park, Brattleboro, VT 05301
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  /17

  Est $287,294 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,320 Sq Ft

  155 Maple St, Brattleboro, VT 05301

  155 Maple St, Brattleboro, VT 05301
• 

  

  /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

Showing Results 81 - 120, Page 3 of 18