Brattleboro, VT Homes

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  /37

  Est $620,787 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,044 Sq Ft

  145 Greenhill Pkwy, Brattleboro, VT 05301

  145 Greenhill Pkwy, 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
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  /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
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  /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
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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
• 

  

  /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
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  /35

  Est $360,591 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,799 Sq Ft

  83 Brattle St, Brattleboro, VT 05301

  83 Brattle St, Brattleboro, VT 05301
• 

  

  /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
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  /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
• 

  

  /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
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  /40

  Est $291,359 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,405 Sq Ft

  755 Western Ave, Brattleboro, VT 05301

  755 Western Ave, 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
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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
• 

  

  /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
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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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  /33

  $386,250 Sold Jun 12, 2025

  • 1,617 Sq Ft
  • $239/SF
  • 49 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1880

  33 Frost Place, Brattleboro, VT 05301

  Whether you're seeking a smart investment or a beautifully appointed primary residence, this exceptional offering in the heart of Brattleboro, VT, is not to be missed. Fully renovated by the current owners, this charming home offers far more than it's modest exterior suggests.Step onto the inviting screened porch — the perfect spot to unwind during warmer months or transition comfortably

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  33 Frost Place, Brattleboro, VT 05301
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  /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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  /15

  $350,000 Sold Jun 12, 2025

  • 1,272 Sq Ft
  • $275/SF
  • 7 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1872

  187 Maple St, Brattleboro, VT 05301

  This light, airy, two-story, 3-bedroom house was built during the Civil War, around 1864. On .35 acres, there are planted gardens, lawn, and a large, sunny area that can be a good-sized vegetable garden. The house has a large kitchen area w/ a small wood-burning stove, a living room, dining room, a ground-floor WC and study. A screened three-season porch has been added to the house and is a

  John Hatton Berkley & Veller Greenwood Country

  187 Maple St, Brattleboro, VT 05301
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  /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
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  /22

  $93,999 Sold Jun 10, 2025

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

  • 3 Beds
  • 2 Baths
  • Built 2024

  8 Reservoir Rd, Brattleboro, VT 05301

  Welcome to 8 Reservoir Rd, 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 Reservoir Rd, Brattleboro, VT 05301
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  /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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  /24

  $325,000 Sold Jun 09, 2025

  • 1,464 Sq Ft
  • $222/SF
  • 7 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1990

  110 Arbor Hill Commons Unit 25, Brattleboro, VT 05301

  Sunlight pours into this beautifully maintained home! If you're looking for a low-maintenance lifestyle—no snow shoveling, no exterior upkeep—this is the one for you. Drive directly into your attached garage, which offers extra storage, and enter through a spacious mudroom with even more room to stay organized. The main level features an open-concept kitchen, dining, and living area—perfect for

  Thomas Dahlin Berkley & Veller Greenwood Country

  110 Arbor Hill Commons Unit 25, Brattleboro, VT 05301
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  /24

  Est $323,930 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 912 Sq Ft

  39 Carriage Hill Rd, Brattleboro, VT 05301

  39 Carriage Hill Rd, Brattleboro, VT 05301
• 

  

  /15

  $160,000 Sold Jun 09, 2025

  • 840 Sq Ft
  • $190/SF
  • 276 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 2003

  12 Culbertson Dr, West Brattleboro, VT 05301

  PRETTY IN PINK! The famous PINK house is back on the market with a huge price reduction and looking for just the right buyer...can it be an investor who takes it to a new level.....it is a sweet rental property... or an affordable great place to park the x generation until they find their way? If you saw it before, come back and check it out...great new price, stackable washer and dryer...and a

  Christine Lewis Brattleboro Area Realty

  12 Culbertson Dr, West Brattleboro, VT 05301
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  /15

  Est $279,542 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 864 Sq Ft

  92 Carriage Hill Rd, Brattleboro, VT 05301

  92 Carriage Hill Rd, Brattleboro, VT 05301
• 

  

  /22

  $67,000 Sold Jun 06, 2025

  • 1,224 Sq Ft
  • $55/SF
  • 14 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1978

  89 Glen St, West Brattleboro, VT 05301

  This single wide has so many added benefits! You can heat entirely with wood should you choose, there's an entryway and a huge heated mudroom, with direct access to the expansive back yard. The corner lot overlooks neighboring grassy fields for additional privacy. This yard has raised beds and over 200 bulbs planted!Being sold with a solar generator that powers the owners' home

  Victoria Woods Brattleboro Area Realty

  89 Glen St, West Brattleboro, VT 05301
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  /26

  Est $326,120 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  149 Harris Ave, Brattleboro, VT 05301

  149 Harris Ave, Brattleboro, VT 05301
• 

  

  /35

  $341,000 Sold Jun 03, 2025

  • 1,631 Sq Ft
  • $209/SF
  • 62 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1945

  70 Greenleaf St, Brattleboro, VT 05301

  Welcome Home! This move-in-ready gem is a delight, full of character and charm with modern conveniences. As you step inside, you'll find a home bathed in natural sunlight, creating a warm and inviting atmosphere. The open kitchen and dining area are perfect for entertaining, and the new sliding door opens onto the large back deck, where you can enjoy the spacious, level yard—ideal for gardening

  Kerry Mulverhill

  70 Greenleaf St, Brattleboro, VT 05301
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  /16

  Est $304,358 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,264 Sq Ft

  182 Wantastiquet Dr, Brattleboro, VT 05301

  182 Wantastiquet Dr, Brattleboro, VT 05301
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  /26

  $207,000 Sold May 27, 2025

  • 1,512 Sq Ft
  • $137/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  9 Garden Dr, Brattleboro, VT 05301

  ***Offers due by Monday 4/28 at 3:00" Looking for an affordable home within walking distance to downtown Brattleboro? Come see this 8 room, 3+ bed, 2 full bath home. The 2nd floor has been updated with beautiful refinished floors, recent paint, updated bath and walkup attic with spray foam insulation. The 1st floor needs updates and repairs, but could shine as nicely as the 2nd floor! Replacement

  Sue Beaudet EXP Realty

  9 Garden Dr, Brattleboro, VT 05301
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  /32

  Est $323,922 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,196 Sq Ft

  216 Wantastiquet Dr, Brattleboro, VT 05301

  216 Wantastiquet Dr, Brattleboro, VT 05301
• 

  

  /19

  $345,000 Sold May 27, 2025

  • 2,736 Sq Ft
  • $126/SF
  • 16 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1890

  99 Clark St, Brattleboro, VT 05301

  High cash flow well maintained 4plex located in quaint Brattleboro neighborhood within proximity to the vibrant downtown, listed at a deep-value 11% cap rate. This 100% occupied building has 2x 2br and 2x1br, and a net operating income of ~38K with significant upside based on rents over 20% below market. A new owner can step into to yield over a 15% cash on cash return starting year 1,

  Michael Gilman 3GEN Real Estate Inc

  99 Clark St, Brattleboro, VT 05301
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  /25

  Est $263,640 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,001 Sq Ft

  81 Carriage Hill Rd, Brattleboro, VT 05301

  81 Carriage Hill Rd, Brattleboro, VT 05301
• 

  

  /23

  $180,000 Sold May 23, 2025

  • 930 Sq Ft
  • $194/SF
  • 49 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  39 Brookside Dr Unit 5, 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

  Angela Sherman Brattleboro Area Realty

  39 Brookside Dr Unit 5, Brattleboro, VT 05301
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  /29

  Est $321,076 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  10 Edward Heights, Brattleboro, VT 05301

  10 Edward Heights, Brattleboro, VT 05301
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  /33

  $348,000 Sold May 21, 2025

  • 2,313 Sq Ft
  • $150/SF
  • 50 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1940

  145 Marlboro Ave, Brattleboro, VT 05301

  Marlboro Avenue! A desirable and sunny neighborhood of sweet homes known for its friendliness and truly convenient location. This attractive 3 bedroom, 2 bath home with a fantastic fenced-in yard has many sought-after key features. Current owners have added mini-splits, a huge, enclosed porch- perfect for a mudroom and additional living space. They have renovated the kitchen, including

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  145 Marlboro Ave, Brattleboro, VT 05301
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  /6

  Est $278,767 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  350 Old Guilford Rd, Brattleboro, VT 05301

  350 Old Guilford Rd, Brattleboro, VT 05301
• 

  

  /36

  $396,023 Sold May 13, 2025

  • 2,232 Sq Ft
  • $177/SF
  • 9 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1920

  711 Western Ave, Brattleboro, VT 05301

  Nice location on Western Avenue, sitting up above the road, on an open lot. There is ample parking and the side yard has a sitting area and garden space. Enter the main house through the entryway hall and into the mudroom. Some of the nice features in this home are the walk-in pantry, period natural woodwork, gorgeous maple flooring, built-ins and tasteful and fun light fixtures throughout!

  Victoria Woods Brattleboro Area Realty

  711 Western Ave, Brattleboro, VT 05301
• 

  

  /31

  Est $287,103 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  328 Guilford St, Brattleboro, VT 05301

  328 Guilford St, Brattleboro, VT 05301
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  /26

  $118,000 Sold May 09, 2025

  • 1,873 Sq Ft
  • $63/SF
  • 215 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1869

  1149 Western Ave, Brattleboro, VT 05301

  Check out this 4 bedroom, 2 bathroom home in Southern Vermont. This house has town water and sewer as well as high speed internet available. The house does needs work, but would make a great winter project. The location could also be a great spot for a professional office, but you would need to discuss what options are available with town.

  Derek Eisenberg Continental Real Estate Group, Inc.

  1149 Western Ave, Brattleboro, VT 05301

Showing Results 201 - 240, Page 6 of 18