Brattleboro, VT Homes

• 

  

  

  /16

  $479,000

  • 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
• 

  

  

  /59

  $543,000 Sold Aug 07, 2025

  • 5,850 Sq Ft
  • $93/SF
  • 20 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2000

  628 S Main St, Brattleboro, VT 05301

  Absolutely Gorgeous In-Town Home with Exceptional Attention to Detail.This stunning residence offers over 5,000 square feet of meticulously designed living space in the main house, plus a fully separate accessory dwelling with two independent living areas—ideal for extended family, guests, or producing income. Additionally there is a two-car garage with an integrated service pit for

  Kerry Mulverhill

  628 S Main St, Brattleboro, VT 05301
• 

  

  

  /39

  Est $364,116 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,970 Sq Ft

  95 Maple St, Brattleboro, VT 05301

  95 Maple 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

  Rich Caplan Deerfield Valley Real Estate

  1845 Hatch School Rd, Brattleboro, VT 05301
• 

  

  

  /30

  $330,000 Sold Aug 07, 2025

  • 2,146 Sq Ft
  • $154/SF
  • 56 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1952

  116 Edward Heights, Brattleboro, VT 05301

  This spacious, single-level home is neatly tucked away on a large corner lot at the end of the street - no through-traffic! The interior features inviting, open living space on one end and separate rooms at the other, including a walk-in pantry, laundry room and bathroom with a step-in tub. The expansive yard offers both sun and shade, with a screened-in outbuilding (formerly a pool house) and a

  Stephanie Wilde

  116 Edward Heights, Brattleboro, VT 05301
• 

  

  /32

  Est $356,488 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  36 Chestnut St, Brattleboro, VT 05301

  36 Chestnut 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
• 

  

  /20

  $490,000 Sold Aug 07, 2025

  • 2,400 Sq Ft
  • $204/SF
  • 52 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1880

  21 Howard St, Brattleboro, VT 05301

  This beautiful Victorian home is just a short stroll from vibrant Brattleboro and has access to a huge town trail network. Nicely landscaped and has a partially fenced yard for pets or children. The house has lovely Victorian detailing and includes 3 covered porches. The formal entry has hardwood flooring, period staircase, stained glass window and a 3/4 bath. The adjacent front parlor includes

  Robert Doyle Berkley & Veller Greenwood Country

  21 Howard St, Brattleboro, VT 05301
• 

  

  /36

  Est $343,471 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,388 Sq Ft

  122 Frost St, Brattleboro, VT 05301

  122 Frost 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
• 

  

  /8

  $165,000 Sold Aug 06, 2025

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

  • 4 Days On Market

  0 Gibson Rd, Brattleboro, VT 05301

  This just doesn't happen, a large parcel,18+ acres, in a desirable Brattleboro location. Just up the road the Brattleboro Country Club. Here you'll find stonewalls, small, intriguing streams and mature hard and softwoods. It's the pine trees, however that take center stage, some of them stretching up over 100 feet. If the acreage isn't quite enough there's an adjacent parcel on the market as

  Bill Hickok Berkley & Veller Greenwood Country

  0 Gibson Rd, Brattleboro, VT 05301
• 

  

  /23

  Est $345,552 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,519 Sq Ft

  100 Whetstone Dr, Brattleboro, VT 05301

  100 Whetstone Dr, Brattleboro, VT 05301
• 

  /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
• 

  

  /19

  $305,000 Sold Aug 05, 2025

  • 1,500 Sq Ft
  • $203/SF
  • 41 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  85 Crosby St, Brattleboro, VT 05301

  Charming 1950s Gem! Step into timeless warmth and character with this delightful 3-bedroom, 1-bath home. This lovingly cared for home features beautiful rock maple hardwood floors, solid wood doors, and rich original woodwork that speak to its enduring craftsmanship. Recent updates blend vintage charm with modern comfort, including fresh interior and exterior paint, standing seam metal roof,

  Karen Hoppe Berkley & Veller Greenwood Country

  85 Crosby St, Brattleboro, VT 05301
• 

  

  /23

  Est $323,231 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,611 Sq Ft

  204 Williams St, Brattleboro, VT 05301

  204 Williams St, 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
• 

  

  /34

  $334,500 Sold Aug 01, 2025

  • 1,848 Sq Ft
  • $181/SF
  • 57 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1984

  49 Hampshire Cir, Brattleboro, VT 05301

  Cute home at the end of the cul-de-sac. Large front deck with a slider that leads into a newly refinished kitchen, dining area and living room. A half bath with laundry complete the first floor. Two bedrooms upstairs with a full bath. First floor has a door that leads out back to another large deck. The third bedroom and family room in the walkout basement. Open house Saturday 6/21/25 from

  Darlene Conca Keller Williams Realty Metro-Keene

  49 Hampshire Cir, Brattleboro, VT 05301
• 

  

  /35

  Est $363,368 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  25 Strand Ave, Brattleboro, VT 05301

  25 Strand Ave, 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
• 

  

  /9

  $175,000 Sold Jul 31, 2025

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

  • 7 Days On Market

  0 E Orchard St Unit 5046918, Brattleboro, VT 05301

  Here's an excellent opportunity to have a larger parcel of land, 13+ acres, in Brattleboro, not only in town but right across the street from the Brattleboro Country Club! This property has not been available for over 35 years and now it's ready for your building plans. This wooded lot features a mature mix of hard and softwoods including some true giants. There's a stream coursing through it

  Bill Hickok Berkley & Veller Greenwood Country

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

  

  /29

  Est $614,089 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 3,913 Sq Ft

  300 Western Ave, Brattleboro, VT 05301

  300 Western Ave, Brattleboro, VT 05301
• 

  /2

  $84,900

  • Land
  • 4.27 Acres
  • $19,883 per Acre

  Lot #3 Peachtree Ln, Brattleboro, VT 05301

  Just off desirable Orchard Street is this beautiful 4.27+/- acre building lot. Located at roads end, the site is perfect for a beautiful new home with southerly exposure, stone walls, a gentle rise and privacy. Just minutes from downtown, yet country in feel.

  Desiree Stango Berkley & Veller Greenwood Country

  Lot #3 Peachtree Ln, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /17

  Est $424,904 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,519 Sq Ft

  103 New England Dr, Brattleboro, VT 05301

  103 New England Dr, Brattleboro, VT 05301
• 

  /2

  $145,000

  • Land
  • 2.9 Acres
  • $50,000 per Acre

  00 W River Rd, Brattleboro, VT 05301

  A 2.9 acre build-able lot in Brattleboro's Waterfront District, on heavily-trafficked Route 30, next to the well-loved Fire Arts' building. There are many allowed and conditional uses for this zoning, including Residential, Retail, Marina, Fitness, Art Gallery and more. A great location for your new business, with great visibility to over 1500 cars daily.

  John Hatton Berkley & Veller Greenwood Country

  00 W River Rd, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /37

  Est $300,362 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,341 Sq Ft

  625 Western Ave, Brattleboro, VT 05301

  625 Western Ave, Brattleboro, VT 05301
• 

  /2

  $350,000

  • 2 Beds
  • 1 Bath
  • 3,312 Sq Ft

  573 S Main St, Brattleboro, VT 05301

  Just around the corner! From the middle and high school, Oak groveelementary! Pop around the corner for all the high school games,exercise at the track. Interstate is minutes away for easy access towork or play! One apartment is over 1,000 square feet so tons of roomfor owner occupancy! 2 nice front porches. Worth looking at for eitheryour own home or as an investment.

  Christine Lewis Brattleboro Area Realty

  573 S Main St, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /33

  Est $405,111 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  55 Thayer Ridge Rd, Brattleboro, VT 05301

  55 Thayer Ridge Rd, Brattleboro, VT 05301
• 

  /2

  $370,000

  • 5 Beds
  • 4 Baths
  • 3,002 Sq Ft

  10 Birge St, Brattleboro, VT 05301

  Invest in your own home town! Full tenant roster with the easy access to laundry across the street, grocery stores, train and The Moover. Right in the heart of things with little yard to maintain! Consider as an investment in your portfolio or decide to live in one unit and have the others pay your mortgage! Good way to start, retire or increase your portfolio! Owner is a licensed appraiser.

  Christine Lewis Brattleboro Area Realty

  10 Birge St, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /17

  Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,192 Sq Ft

  124 Green St, Brattleboro, VT 05301

  124 Green St, Brattleboro, VT 05301
• 

  

  /40

  $324,900 New Construction

  • 1 Bed
  • 1 Bath
  • 897 Sq Ft

  141 Mercier Rd, Brattleboro, VT 05301

  A cute cabin/camp on 8.3 acres of land. Easy access to Brattleboro, Wilmington and Dover. Beautiful finishes. Full kitchen, full bath with a sleeping loft and a private bedroom. Brand new septic system, and a dug well. Near VAST trails. Make this yours just in time for hunting season. Can't get any better than this, come take a look!!!

  Darlene Conca Keller Williams Realty Metro-Keene

  141 Mercier Rd, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /20

  Est $269,343 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,150 Sq Ft

  173 Green St, Brattleboro, VT 05301

  173 Green St, Brattleboro, VT 05301
• 

  

  /18

  $50,000 Pending

  • 2 Beds
  • 1 Bath
  • 828 Sq Ft

  31 Crescent Dr, Brattleboro, VT 05301

  SWEET!! This lovely little home is located on one of the best park lots available featuring a huge, level yard perfect for gardening, games and fenced for animals. This is an older home but has been well loved and nicely maintained with new windows, new electrical panel, fresh paint everywhere and is move right in. There are 2 huge sheds for tools and storage. Sit on the private screened porch

  Christine Lewis Brattleboro Area Realty

  31 Crescent Dr, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /27

  Est $418,046 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,994 Sq Ft

  22 Howard St, Brattleboro, VT 05301

  22 Howard St, Brattleboro, VT 05301
• 

  

  /25

  $275,000 Pending

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

  95 Forest St, Brattleboro, VT 05301

  This lovely home, offering 3 bedrooms and 3 baths, is located in a desirable neighborhood just minutes from downtown Brattleboro, close to dining, local shopping and community amenities. The interior has beautiful natural woodwork and flooring creating a warm and timeless atmosphere. The spacious common rooms on the first floor work well for a growing family or for entertaining family and

  Wilma Skovinski Berkley & Veller Greenwood Country

  95 Forest St, Brattleboro, VT 05301

Showing Results 121 - 160, Page 4 of 18