West Brattleboro, VT Homes

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  /24

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  115 Country Hill, Brattleboro, VT 05301

  This lovely West Brattleboro cape is located on a quiet cul-de-sac right on the outskirts of town. Built in 2002 with a spacious design, you enter through the oversized two-car garage into a contemporary kitchen. Features include granite countertops, tile floors, an elegant backsplash, and a door leading to a private terrace, ideal for family gatherings or entertaining. The first floor has

  Kristen Ziter Taylor Brattleboro Area Realty

  115 Country Hill, Brattleboro, VT 05301
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  /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
• 

  

  

  /60

  $320,000 Sold Nov 17, 2025

  • 2,579 Sq Ft
  • $124/SF
  • 11 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1929

  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
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  /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
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  /24

  $29,900

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft

  97 Glen St, Brattleboro, VT 05301

  Finally!! Affordable!! This just right sized home is tucked into the 55 and older park for peace and quiet. Along the brook, the damaged homes have been removed and replaced with open green space with a gentle park like feel. There is an awning over the stairs, an added pitched roof, spacious front end kitchen/dining with several windows and some built-ins. Located in one of the 3 parks, making

  Angela Sherman Brattleboro Area Realty

  97 Glen St, Brattleboro, VT 05301
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  /9

  $1,800 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  498 Marlboro Rd Unit N26, West Brattleboro, VT 05301

  Property Id: 1510774Newly renovated two bedroom apartment for rent in a professionally managed apartment building in West Brattleboro, Vermont. Clean, bright, with wood floors, new appliances, 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 N26, West Brattleboro, VT 05301
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  /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
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  /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
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  /24

  $365,000

  • 5 Beds
  • 3 Baths
  • 2,254 Sq Ft

  85 Stockwell Dr, Brattleboro, VT 05301

  Motivated Seller! Sweet! This 5 bedroom /3 bath home is located in one of our most sought after neighborhoods, is newly remodeled, has 2 pellet stoves for economical heat and a nice back deck. Lots of opportunities to garden, relax in a hammock or play with pets. Flexible floor plan is perfect for at home workers, multigenerational living and aging in place. Hop the MOOVER and take a ride

  Christine Lewis Brattleboro Area Realty

  85 Stockwell Dr, Brattleboro, VT 05301
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  /9

  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Townhouse for Rent

  950 Western Ave, Brattleboro, VT 05301

  This spacious townhouse is in the back of an historic building situated just off the common in West Brattleboro. Enjoy a quiet living spot surrounded by beautiful stone walls and gardens. Two large bedrooms and two full baths, with an additional room for office or hobbies. Open concept living room / kitchen with vaulted ceiling. A wood paneled dining area done in pub (Stube) style.

  950 Western Ave, Brattleboro, VT 05301
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  /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
• 

  

  /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
• 

  

  /20

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,733 Sq Ft

  1177 Western Ave, Brattleboro, VT 05301

  So much to offer! This 4 bedroom 2 bath has plenty of room for all! It features a large kitchen with lots of counter space and the laundry tucked in for easy access while you cook and bake. The deck overlooks the lower yard where the solar panels live and the perfect spot for the above ground swimming pool (needs a liner). Huge lot, lots of off street parking and on the MOOVER line for non

  Christine Lewis Brattleboro Area Realty

  1177 Western Ave, Brattleboro, VT 05301
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  /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
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  /34

  $310,000 Sold Sep 26, 2025

  • 1,025 Sq Ft
  • $302/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  35 Hillcrest Terrace, Brattleboro, VT 05301

  Open House August 1, 5:30-7:00 and August 2, 10-11:30. Welcome to 35 Hillcrest Terrace, a well-loved home owned by the same family for over 20 years, perfectly situated in one of Brattleboro’s most convenient neighborhoods. Just moments from Memorial Park, this charming property offers easy access to recreation, walking trails, and town amenities while providing a peaceful, residential

  Morriah Adams BHG Masiello Brattleboro

  35 Hillcrest Terrace, Brattleboro, VT 05301
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  /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
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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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  /27

  $470,000 Sold Sep 26, 2025

  • 3,148 Sq Ft
  • $149/SF
  • 49 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1919

  672 E Orchard St, West Brattleboro, VT 05301

  You can't beat this location, overlooking the Brattleboro Country Club golf course. This home was built circa 1919, and has many cool vintage features such as retro curved metal kitchen cabinets and baths. Generous rooms include a large living room with two field-stone fireplaces, a spacious family room. This is a 3 bedroom house with 3 full bathrooms, but it's really about how you configure

  John Hatton Berkley & Veller Greenwood Country

  672 E Orchard St, West Brattleboro, VT 05301
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  /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
• 

  

  /22

  $89,900 Pending

  • 2 Beds
  • 2 Baths
  • 910 Sq Ft

  2 Wagon Dr, Brattleboro, VT 05301

  Begin the new year and a new lifestyle in the New Year! This is a great place to begin, retire or just cut living costs. A bed and bath on each end of the living space for privacy and quiet, a dining nook, and an unheated, enclosed porch for extra space! There is a big storage shed, carport and a lovely backyard for gardening and pets. The owner has loved and cared for this home so little is

  Christine Lewis Brattleboro Area Realty

  2 Wagon Dr, Brattleboro, VT 05301
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  /13

  $91,000 Sold Sep 04, 2025

  • 949 Sq Ft
  • $96/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1984

  7 Stonewall Dr Unit 60159.s07, Brattleboro, VT 05301

  This is a well cared for and improved affordable home. The airy open concept of the main space makes for a feeling of spaciousness. The primary bedroom has direct access to the full bath and laundry. The attached enclosed porch offers additional seasonal living space, The large corner lot offers good garden space and storage in the good sized storage shed.

  David Brown Berkley & Veller Greenwood Country

  7 Stonewall Dr Unit 60159.s07, Brattleboro, VT 05301
• 

  

  /18

  Est $397,823 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft

  169 New England Dr, Brattleboro, VT 05301

  169 New England Dr, Brattleboro, VT 05301
• 

  

  /19

  $190,000 Pending

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  39 Brookside Dr Unit 3, Brattleboro, VT 05301

  Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer hookup. The entire interior has been freshly painted, new kitchen cabinets, countertop, new flooring, new bathroom

  Angela Sherman Brattleboro Area Realty

  39 Brookside Dr Unit 3, Brattleboro, VT 05301
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  /33

  $377,840 Sold Aug 19, 2025

  • 1,536 Sq Ft
  • $246/SF
  • 103 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 2000

  111 Bonnyvale Rd, Brattleboro, VT 05301

  An attractive, low-maintenance, solid home in great shape in a desirable West Brattleboro country location just a few minutes to downtown! This 3 bedroom, 1.5 bath home was built in 2000. Enter through the front steps or the attached 2 car garage into the mudroom. First floor features a sweet efficient kitchen with plenty of cabinets and a movable island, a charming dining room, an attractive,

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  111 Bonnyvale Rd, Brattleboro, VT 05301
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  /34

  Est $295,597 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,038 Sq Ft

  56 Orchard St, Brattleboro, VT 05301

  56 Orchard 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
• 

  

  /22

  $336,000 Sold Aug 12, 2025

  • 1,104 Sq Ft
  • $304/SF
  • 63 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1968

  62 Lawton Dr, Brattleboro, VT 05301

  Everything deserves a second chance, and this home found the right owner to love and recreate it in a stunning new life. Anyone who has looked at this home in the past few years, has to come back to see the shine....the fresh new look....the simplicity of move right in. Not only is this home refreshed stem to stern, it has new windows, siding, shingles, kitchen, bath.....and on and on! Tuck

  Christine Lewis Brattleboro Area Realty

  62 Lawton Dr, Brattleboro, VT 05301
• 

  

  /16

  Est $326,584 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,564 Sq Ft

  747 Western Ave, Brattleboro, VT 05301

  747 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
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  /5

  $100,000 Sold Aug 11, 2025

  • 700 Sq Ft
  • $143/SF
  • 19 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1966

  39 Brookside Dr Unit 7, Brattleboro, VT 05301

  Ready for a redo, this home is priced right for anyone who is handy with freshening, light carpentry (flooring) and other minor skills. Worth the effort to find an affordable option to renting or living with Mom! 48 hour a must for notice. This condo is 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.

  Christine Lewis Brattleboro Area Realty

  39 Brookside Dr Unit 7, Brattleboro, VT 05301
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  /8

  Est $295,026 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  10 Greenleaf St, Brattleboro, VT 05301

  10 Greenleaf 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
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  /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
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  /32

  Est $428,998 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  142 Greenleaf St, Brattleboro, VT 05301

  142 Greenleaf St, Brattleboro, VT 05301
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  /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
• 

  

  /38

  Est $362,323 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,925 Sq Ft

  105 Stockwell Dr, Brattleboro, VT 05301

  105 Stockwell Dr, 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
• 

  

  /21

  Est $314,591 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  1161 Western Ave, Brattleboro, VT 05301

  1161 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
• 

  

  /28

  Est $307,376 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  61 Meadowbrook Rd, Brattleboro, VT 05301

  61 Meadowbrook Rd, Brattleboro, VT 05301

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