Brattleboro, VT Homes

• 

  

  

  /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
• 

  

  

  /40

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,628 Sq Ft

  43 Williston St, Brattleboro, VT 05301

  43 Williston St, Brattleboro, VT 05301
• 

  

  

  /21

  $149,000 Pending

  • Land
  • 0.39 Acre
  • $382,051 per Acre

  19 Western Ave, Brattleboro, VT 05301

  Location, Location, Location.... This level Sunny lot has enough frontage on both Acorn Lane and Western Ave to build a home. Seller's have put in systems: main water & sewer connections, as well as 200 amp electric in place and have them located in the shed for easy access for your new construction. The photos show the work they did to bring up the water/sewer and electric from the street.

  Mary M. Wallace Berkley & Veller Greenwood Country

  19 Western Ave, Brattleboro, VT 05301
• 

  

  

  /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
• 

  

  

  /40

  Est $639,821 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,137 Sq Ft

  43 Tyler St, Brattleboro, VT 05301

  43 Tyler St, Brattleboro, VT 05301
• 

  

  /27

  $279,000 Pending

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  91 Carriage Hill Rd, Brattleboro, VT 05301

  This charming split-level home offers 3 bedrooms and a full bathroom, complete with a single-bay garage in the desirable Carriage Hill neighborhood. Hardwood floors extend through the living room, hall, and bedrooms, adding warmth and character. The living room features a lovely picture window with opening side windows, perfect for letting in a refreshing breeze and natural light.The lower level

  Rebecca Seymour Brattleboro Area Realty

  91 Carriage Hill Rd, Brattleboro, VT 05301
• 

  /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
• 

  

  /12

  Est $316,262 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,542 Sq Ft

  35 Upper Forest St, Brattleboro, VT 05301

  35 Upper Forest St, Brattleboro, VT 05301
• 

  

  /8

  $97,000 Pending

  • Land
  • 34.77 Acres
  • $2,790 per Acre

  00 Fisch Rd, Brattleboro, VT 05301

  AFFORDABLE LAND with several potential building sites, and long-range southerly views possible from the height of the land. Approximately 35 acres of wooded land in southern Vermont. Located on a private dirt road in an area filled with tranquility. It’s very hard to find land that is truly peaceful. Electricity available at road. Minutes to downtown Brattleboro. Easy access to I-91 and

  Dan Normandeau Berkley & Veller Greenwood Country

  00 Fisch Rd, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /40

  Est $562,449 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,113 Sq Ft

  7 Chase St, Brattleboro, VT 05301

  7 Chase St, Brattleboro, VT 05301
• 

  

  /60

  $289,900 Pending

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

  11 Culbertson Dr, Brattleboro, VT 05301

  Located in the heart of Brattleboro walking distance to the farmer’s market and the expansive Living Memorial Park, this unique home has many options. Open up one doorway and it could be a 4 bedroom home plus an in-law studio. Or, keep it as 3 separate units – a 3 bedroom home, 1 bedroom apartment, and a very large and elegant studio apartment. It currently functions as an active Air BnB and

  Lisa Friedman Great American Dream Realty

  11 Culbertson Dr, 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
• 

  

  /14

  Est $303,806 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft

  7 Union St, Brattleboro, VT 05301

  7 Union St, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /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
• 

  

  /38

  Est $277,224 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 916 Sq Ft

  92 Western Ave, Brattleboro, VT 05301

  92 Western Ave, Brattleboro, VT 05301
• 

  

  /12

  $79,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft

  13 Winding Hill Rd, West Brattleboro, VT 05301

  Welcome to this adorable two-bedroom one bathroom home. Open concept living room and kitchen, garage, and new carpeting. Subject to park approval.

  Claire Renaud Berkley & Veller Greenwood Country

  13 Winding Hill Rd, West Brattleboro, VT 05301
• 

  

  /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
• 

  

  /31

  Est $236,547 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 752 Sq Ft

  95 Williams St, Brattleboro, VT 05301

  95 Williams St, Brattleboro, VT 05301
• 

  

  /59

  $335,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  290 Guilford St, Brattleboro, VT 05301

  This meticulously maintained 3-bedroom, 2-bath ranch surprises with its spacious layout and thoughtfully designed interior. The kitchen is a dream for those who love to cook, featuring quartz countertops, slate flooring, solid hardwood soft-close cabinetry, a dedicated baking station, and access to the nearly 700 sq. ft. back deck—perfect for entertaining. The open main living area features

  Kate Barry EXP Realty

  290 Guilford St, Brattleboro, VT 05301
• 

  

  /10

  $40,000 Sold Jul 14, 2025

  • Land
  • 0.29 Acre
  • $137,931 per Acre

  • 2 Days On Market

  42-44 Canal St, Brattleboro, VT 05301

  .31 Acre lot in downtown Brattleboro with 4 rental storage units. Storage units with parking lot can bring in ~10K+ of revenue if used as such, or lot is perfect for townhome development, which is highly supported by the Town. Storage units rents can rent at $150 each. The lot recently appraised at $45,000 (please e-mail for appraisal). Parking lot currently used by residents of adjacent

  Michael Gilman 3GEN Real Estate Inc

  42-44 Canal St, Brattleboro, VT 05301
• 

  

  /27

  Est $489,464 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  39 Western Ave, Brattleboro, VT 05301

  39 Western Ave, Brattleboro, VT 05301
• 

  

  /37

  $339,000 Under Contract

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

  144 Belmont Ave, Brattleboro, VT 05301

  Adorable 4-Square with tons of charm and built-ins in a great location! Welcome to this beautifully cared for 3-bedroom, 2-bath classic 4-square home, full of warmth, character, and timeless details. From the moment you step inside, you’ll fall in love with the original woodwork, custom built-ins, and light-filled spaces that make this home truly special. The inviting front porch leads into a

  Claire Renaud Berkley & Veller Greenwood Country

  144 Belmont Ave, Brattleboro, VT 05301
• 

  

  /23

  $93,999 Sold Jul 14, 2025

  • 880 Sq Ft
  • $107/SF
  • 118 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  8 Deepwood Park, Brattleboro, VT 05301

  Welcome to 8 Deepwood Dr, Brattleboro, VT 05301, where modern comfort meets affordability in Deepwood MHP Park! This brand-new Dias model manufactured home offers 3 bedrooms, 2 bathrooms, and 869 sq. ft. (14 x 66 ft.) of thoughtfully designed living space.Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

  Kate Barry EXP Realty

  8 Deepwood Park, Brattleboro, VT 05301
• 

  

  /4

  Est $296,549 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,250 Sq Ft

  65 Cedar St, Brattleboro, VT 05301

  65 Cedar St, Brattleboro, VT 05301
• 

  

  /32

  $339,000 Under Contract

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

  91 Sunny Acres Rd, Brattleboro, VT 05301

  Lovely and updated, very low maintenance, clean, 3-bedroom, 3-bath home on .22 acre. HARDWOOD floors throughout! The kitchen is fabulous with granite countertops and island with soft-close drawers and GE appliances. The 3 bathrooms are completely renovated and attractive as well. Tons of south-facing sunlight and passive solar! Most windows have been replaced, including the french door to deck. A

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  91 Sunny Acres Rd, Brattleboro, VT 05301
• 

  

  /48

  $310,000 Sold Jul 14, 2025

  • 1,300 Sq Ft
  • $238/SF
  • 57 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1924

  52 Belmont Ave, Brattleboro, VT 05301

  Step into this beautifully updated Cape style home offering a perfect blend of classic charm and modern updates. Ideally located near the hospital, public transportation, shopping and more, providing both convenience and comfort in an ideal location. From the moment you enter, you’ll be greeted by the warm inviting ambiance, fall in love with the stunning wood flooring and rich natural woodwork

  Kerry Mulverhill

  52 Belmont Ave, Brattleboro, VT 05301
• 

  

  /18

  Est $313,516 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft

  48 Speno Ct, Brattleboro, VT 05301

  48 Speno Ct, Brattleboro, VT 05301
• 

  

  /19

  $84,500 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,490 Sq Ft

  7 Nichols Dr, Guilford, VT 05301

  This two story home offers 3 bedrooms/1 bathroom with 1,490 sq. ft. of living space. The property sits on a 0.50 acre lot. The first floor has a kitchen with wooden cabinets and granite countertops, wood flooring and a carpeted living room. A dedicated laundry area is also included. The property features a barn in the backyard for storage. Exterior highlights include a covered front entry,

  Derek Greene Derek Greene

  7 Nichols Dr, Guilford, VT 05301
• 

  

  /33

  $209,000 Sold Jul 11, 2025

  • 1,248 Sq Ft
  • $167/SF
  • 42 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2018

  3 Record Dr, Brattleboro, VT 05301

  This spacious double-wide mobile home offers structural upgrades not often found in park settings. Set on a full poured concrete walk-out basement with I-beam supports and 8" basement walls, the property includes an expansive deck constructed with reinforced framing. Inside, a primary suite with oversized glass stall shower and oversized closet complement an ADA-accessible layout featuring an

  Erica Reynolds Southern Vermont Realty Group

  3 Record Dr, Brattleboro, VT 05301
• 

  

  /10

  Est $312,024 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  45 Speno Ct, Brattleboro, VT 05301

  45 Speno Ct, Brattleboro, VT 05301
• 

  

  /38

  $395,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,715 Sq Ft

  105 Chestnut St, Brattleboro, VT 05301

  This authentic and updated Vermont home is situated on welcoming, dead-end street surrounded by woods on two sides creating a feeling of peacefulness and connection with nature. How fortunate to live in town but also have the calming surroundings of mature plantings, opportunity to garden and de-stress in your private sanctuary. Enjoy outdoor dining on the deck, located just off the dining

  Kristen Ziter Taylor Brattleboro Area Realty

  105 Chestnut St, Brattleboro, VT 05301
• 

  

  /14

  $65,000 Sold Jul 11, 2025

  • 924 Sq Ft
  • $70/SF
  • 70 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1978

  4 Brookwood Dr, West Brattleboro, VT 05301

  Well-maintained single-wide mobile home on a double lot in Tri-Park Coop. Fresh paint and new flooring throughout, newer appliances, and new hot water heater. This home has a light-filled living room, spacious eat-in kitchen, and primary bedroom with half-bath and custom barn door. Enjoy the sounds of the brook from the covered porch and large fenced-in yard with space for gardening. There is a

  Cassandra Ehrlich BHG Masiello Brattleboro

  4 Brookwood Dr, West Brattleboro, VT 05301
• 

  

  /15

  Est $318,228 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,578 Sq Ft

  6 Sycamore St, Brattleboro, VT 05301

  6 Sycamore St, Brattleboro, VT 05301
• 

  

  /9

  $74,000 Under Contract

  • Land
  • 3.1 Acres
  • $23,871 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
• 

  

  /29

  $269,000 Sold Jul 07, 2025

  • 2,242 Sq Ft
  • $120/SF
  • 65 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  27 Horton Place, Brattleboro, VT 05301

  Outstanding Investment Opportunity Near Downtown Brattleboro. Just minutes from the vibrant Brattleboro town center, this versatile two-unit property offers unmatched convenience and strong potential for investors or owner-occupants alike. Enjoy close proximity to shopping, dining, and professional services, as well as Brattleboro Memorial Hospital, local schools, and several parks for year-round

  Patrice Schneider Southern Vermont Realty Group

  27 Horton Place, Brattleboro, VT 05301
• 

  

  /39

  Est $425,104 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,894 Sq Ft

  63 Greenhill Pkwy, Brattleboro, VT 05301

  63 Greenhill Pkwy, Brattleboro, VT 05301
• 

  

  /5

  $680,000 Under Contract

  • 5,540 Sq Ft

  50 Terrace St, Brattleboro, VT 05301

  SUPERB OPPORTUNITY to acquire one of Brattleboro’s nicest multi-family, investment properties!! Situated in one of THE BEST neighborhoods in Brattleboro, Vermont, this sweet, money-maker offers 7 units on a quiet street that is SOOO close to downtown Brattleboro. What every investor dreams of!!! Location, quality condition and build, spacious unit size, superb level, off-street parking, and

  Dan Normandeau Berkley & Veller Greenwood Country

  50 Terrace St, Brattleboro, VT 05301
• 

  

  /33

  $310,000 Sold Jul 03, 2025

  • 1,666 Sq Ft
  • $186/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  34 Hampshire Cir, Brattleboro, VT 05301

  Charming home located in peaceful neighborhood setting of Carriage Hill. Move right in to this inviting home located on quiet cul-de-sac. The spacious eat-in kitchen features a breakfast bar and sliding doors leading to a back deck — perfect for morning coffee or summer gatherings. The bright living room boasts a beautiful bay window that fills the space with natural light. The main level

  Carol Slocum Keller Williams Realty Metro-Keene

  34 Hampshire Cir, Brattleboro, VT 05301

Showing Results 161 - 200, Page 5 of 18