Brattleboro, VT Homes

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  /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
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  /35

  Est $399,579 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,560 Sq Ft

  31 Pleasant St, Brattleboro, VT 05301

  31 Pleasant St, Brattleboro, VT 05301
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  /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
• 

  

  

  /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
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  /39

  Est $336,015 Not Listed For Sale

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

  95 Maple St, Brattleboro, VT 05301

  95 Maple St, Brattleboro, VT 05301
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  /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
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  /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
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  /32

  Est $359,923 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
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  /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
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  /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
• 

  

  /36

  Est $307,469 Not Listed For Sale

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

  122 Frost St, Brattleboro, VT 05301

  122 Frost St, Brattleboro, VT 05301
• 

  

  /30

  $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. Off grid with a propane generator. Beautiful finishes, full kitchen and a full bath. Brand new septic system, and a dug well. Near VAST trails. Make this yours just in time for hunting season.

  Darlene Conca Keller Williams Realty Metro-Keene

  141 Mercier Rd, Brattleboro, VT 05301
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  /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
• 

  

  /23

  Est $297,790 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
• 

  

  /19

  $150,000 Pending

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  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
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  /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
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  /35

  Est $368,977 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  25 Strand Ave, Brattleboro, VT 05301

  25 Strand Ave, Brattleboro, VT 05301
• 

  

  /18

  $176,500 Pending

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  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 WILL CONSIDER FINANCING WITH 20% DOWN. 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

  Chris Long BHG Masiello Brattleboro

  15 Lynwood Dr, Brattleboro, VT 05301
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  /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
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  /29

  Est $552,751 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
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  /28

  $350,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,768 Sq Ft

  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
• 

  

  /39

  $312,450 Sold Jul 03, 2025

  • 1,758 Sq Ft
  • $178/SF
  • 49 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  96 Brattle St, Brattleboro, VT 05301

  Loved and owned by the same family for over 50 years! Very well maintained 1952 Cape with 1 car garage under. This home features first floor bedroom, 2 bedrooms on the second floor. It also has first floor laundry, screen room off the family room, large kitchen and formal living room with fireplace. Two bedrooms and full bath on the second floor round out this wonderful family home. Showings

  Darlene Conca Keller Williams Realty Metro-Keene

  96 Brattle St, Brattleboro, VT 05301
• 

  

  /17

  Est $404,905 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
• 

  

  /26

  $725,000 Pending

  • 18 Beds
  • 8 Baths
  • 4,932 Sq Ft

  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 2x1brA new owner can step into to

  Michael Gilman 3GEN Real Estate Inc

  29 Canal St, Brattleboro, VT 05301
• 

  

  /18

  $420,000 Sold Jun 30, 2025

  • 2,880 Sq Ft
  • $146/SF
  • 88 Days On Market

  • 6 Beds
  • Built 1970

  238 Marlboro Rd, Brattleboro, VT 05301

  This 6-unit fully-leased and cashflowing property is in great condition. With gross rents of $66,000, expenses (including property taxes) of $14,538, and net income of $51,462, this investment property shows a 12.1% cap rate. With stable, long-term tenants on annual leases and fully-separated utilities in 5 of the 6 units, just about everything is taken care of. Built in 1970, the property is

  Steve Schoppmeyer BHG Masiello Brattleboro

  238 Marlboro Rd, Brattleboro, VT 05301
• 

  

  /37

  Est $310,770 Not Listed For Sale

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

  625 Western Ave, Brattleboro, VT 05301

  625 Western Ave, 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
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  /35

  $322,280 Sold Jun 27, 2025

  • 1,544 Sq Ft
  • $209/SF
  • 7 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1871

  108 Chestnut St, Brattleboro, VT 05301

  Charming Traditional New England cape built in 1871 with many upgrades. Located on a lovely cul-de-sac street. Enter through your classic mudroom, with a newly replaced floor, into a fabulous renovated kitchen that has a retro flare with lively yellow tile, & framed black & white tile backsplash. The kitchen is impressive with a nook & granite table & a combination of closed cabinets & open oak

  Kristen Ziter Taylor Brattleboro Area Realty

  108 Chestnut St, Brattleboro, VT 05301
• 

  

  /33

  Est $402,339 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
• 

  

  /54

  $2,189,000 Pending

  • 7 Beds
  • 7.5 Baths
  • 8,718 Sq Ft

  1324 Middle Rd, Brattleboro, VT 05301

  Truly a rare and remarkable property. This custom home was lovingly designed and constructed in 2005 with a clear vision for bringing the Vermont scenery in, while maintaining the rustic charm befitting a country estate. The main house features gorgeous exposed timber frame construction throughout, natural wood flooring, paneling, and trim, extensive artisan stonework inside and out, including 3

  Adam Palmiter Berkley & Veller Greenwood/Dover

  1324 Middle Rd, Brattleboro, VT 05301
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  /36

  $317,000 Sold Jun 27, 2025

  • 1,300 Sq Ft
  • $244/SF
  • 59 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1943

  51 Parkside Ave, Brattleboro, VT 05301

  Remodeled adorable Cape in a very sweet neighborhood! Since 2022 the current owner has made so many impressive improvements. The new kitchen is bight and contemporary. Tastefully done with new counter-tops, cabinets, flooring, sink and appliances. The dining room has new floors, paint and a propane heater that opens to the deck and a level yard. The labor of love continues throughout the first

  Kristen Ziter Taylor Brattleboro Area Realty

  51 Parkside 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
• 

  

  /50

  $659,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  86 Stark Rd, Brattleboro, VT 05301

  This property is a fine example of a labor of love by it's owner; he built everything from the literal ground, up. There are 3 bedrooms and 2 full baths, including a primary bedroom with ensuite, as well as a loft and a massive bonus room. You'll congregate around the granite countertops while cooking amidst the cathedral ceiling and fireplace ambiance. There's an abundance of things to love

  Victoria Woods Brattleboro Area Realty

  86 Stark Rd, Brattleboro, VT 05301
• 

  

  /24

  $328,000 Sold Jun 23, 2025

  • 1,536 Sq Ft
  • $214/SF
  • 169 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1950

  414 Old Guilford Rd, Brattleboro, VT 05301

  Nestled on a dead end town road, kissing Fort Dummer state park and it's more than 200 acres of forest with trails and campsites, this is a special deal! Minutes to everything Brattleboro but snugged up on almost 4 acres of your own enchanting adventure! With a yard full of flowering bushes, trees and perennials, you will be surrounded by a sweet landscape, with plenty of room for your own

  Christine Lewis Brattleboro Area Realty

  414 Old Guilford Rd, Brattleboro, VT 05301
• 

  

  /20

  Est $272,148 Not Listed For Sale

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

  173 Green St, Brattleboro, VT 05301

  173 Green St, Brattleboro, VT 05301
• 

  /2

  $90,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,030 Sq Ft

  93 Clark St, Brattleboro, VT 05301

  An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please,

  Christine Lewis Brattleboro Area Realty

  93 Clark St, Brattleboro, VT 05301
• 

  

  /37

  $375,000 Sold Jun 16, 2025

  • 1,632 Sq Ft
  • $230/SF
  • 66 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1998

  146 Sherwood Cir, Brattleboro, VT 05301

  If you’re looking for privacy, space to roam, and the convenience of being just 3 miles from downtown Brattleboro, this charming Cape-style home is a must-see! Set on a beautifully landscaped 1.16-acre lot in a desirable neighborhood, this 3-bedroom, 1.5 bath home sits slightly elevated above the others, offering stunning mountain views and all-day natural sunlight. The open-concept kitchen and

  Kate Barry EXP Realty

  146 Sherwood Cir, Brattleboro, VT 05301
• 

  

  /18

  Est $305,364 Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 3,540 Sq Ft

  108 High St, Brattleboro, VT 05301

  108 High St, Brattleboro, VT 05301
• 

  

  /50

  $575,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,658 Sq Ft

  5134 Vermont 9, Brattleboro, VT 05301

  Escape to this hidden gem with mountain views, 17 rolling acres,& featuring a rare blend of privacy, beauty, & income potential in the heart of southern Vermont. The contemporary main house offers clean lines, warm wood floors, & modern comforts, ideal for year-round living or a peaceful retreat. Expansive windows fill the rooms with natural light & frame the stunning surroundings. This 4

  Tamara Purcell Berkley & Veller Greenwood Country

  5134 Vermont 9, Brattleboro, VT 05301
• 

  

  /25

  $315,000 Sold Jun 13, 2025

  • 1,340 Sq Ft
  • $235/SF
  • 50 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1988

  71 Whetstone Dr, Brattleboro, VT 05301

  Tucked in a sweet newer neighborhood, this home is not to be missed. Perfect for one floor living and aging in place, but versatile enough for choosing an upstairs bedroom! There is a one car attached garage and sunny deck with a slider to the dining area. The open concept with a vaulted ceiling gives a spacious, light filled living area. Some tlc needed but well worth a painting party.

  Christine Lewis Brattleboro Area Realty

  71 Whetstone Dr, Brattleboro, VT 05301

Showing Results 121 - 160, Page 4 of 18