Windham, VT Homes

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  /9

  Est $502,940 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  863 Upper Dummerston Rd, Brattleboro, VT 05301

  863 Upper Dummerston Rd, Brattleboro, VT 05301
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  /27

  $150,000 Sold Aug 23, 2024

  • 1,665 Sq Ft
  • $90/SF
  • 137 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1850

  379 S Main St, Brattleboro, VT 05301

  Loved and cared for by the family for almost 75 years, this home is looking for someone new to love it. Tucked neatly into the hillside it is mostly a one floor home once you take the stairs up from the garage. A family sun room was added over the garage and there are a couple of steps to access Kitchen and dining are open concept with a half wall to the living room, creating a nice great rook

  Christine Lewis Brattleboro Area Realty

  379 S Main St, Brattleboro, VT 05301
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  /21

  Est $329,957 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft

  961 Meadowbrook Rd, Brattleboro, VT 05301

  961 Meadowbrook Rd, Brattleboro, VT 05301
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  /12

  $348,400 Sold Aug 20, 2024

  • 1,840 Sq Ft
  • $189/SF
  • 47 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1993

  71 Home St, Brattleboro, VT 05301

  Listed for the first time in 30 years, this well-cared and attractive cape is ready to become your new home. It combines the convenience of proximity to schools, shopping, and hospital with the peace of a very quiet and friendly neighborhood. 2 bedrooms and a full bathroom on the first floor; 2 bedrooms and full bath on second floor. This house has a very nice flow, gets lots of sunlight. The

  John Hatton Berkley & Veller Greenwood Country

  71 Home St, Brattleboro, VT 05301
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  /40

  Est $538,127 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,643 Sq Ft

  583 Black Mountain Rd, Brattleboro, VT 05301

  583 Black Mountain Rd, Brattleboro, VT 05301
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  /36

  $385,000 Sold Aug 19, 2024

  • 2,358 Sq Ft
  • $163/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1800

  87 Crosby St, Brattleboro, VT 05301

  If you're looking for an in-town home that has a feeling of privacy and tranquility, look no further. This charming duplex has been lovingly and tastefully updated and cared for, and will provide steady income, or additional space for friends and family to visit and stay. Outdoors you can enjoy the view and the sounds of the Whetstone Brook from the home's three spacious porches, or stretch out

  Emily Webb Brattleboro Area Realty

  87 Crosby St, Brattleboro, VT 05301
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  /22

  Est $402,516 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,512 Sq Ft

  526 Black Mountain Rd, Brattleboro, VT 05301

  526 Black Mountain Rd, Brattleboro, VT 05301
• 

  

  /24

  $330,000 Sold Aug 15, 2024

  • 1,533 Sq Ft
  • $215/SF
  • 14 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1975

  39 Carriage Hill Rd, Brattleboro, VT 05301

  SPECTACULAR! There is no denying what the current owner has done to this home. This ideal corner lot provides more privacy and the new back deck overlooks the lovely level yard. This already efficient home has become more Efficient! Upstairs is an open concept, bright kitchen/dining/ living along with 3 spacious bedrooms and a full bath. The finished lower level has another large bedroom,

  Kristen Ziter Taylor Brattleboro Area Realty

  39 Carriage Hill Rd, Brattleboro, VT 05301
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  /26

  Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,578 Sq Ft

  72 Oak St, Brattleboro, VT 05301

  72 Oak St, Brattleboro, VT 05301
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  /37

  $320,000 Sold Aug 13, 2024

  • 1,341 Sq Ft
  • $239/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  625 Western Ave, Brattleboro, VT 05301

  Come and be enchanted by this unique property, complete with a tranquil cascading spring-fed brook Where the fireflies will delight you on a summer's eve. Located near to the farmers market, memorial park with ski hill, playground, and pool, this haven offers the perfect blend of convenience and nature. The yard is private with lush lawn, terraced vegetable garden, and perennial flower gardens

  Rebecca Seymour Brattleboro Area Realty

  625 Western Ave, Brattleboro, VT 05301
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  /27

  Est $478,865 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,281 Sq Ft

  17 Pleasant Valley Rd, Brattleboro, VT 05301

  17 Pleasant Valley Rd, Brattleboro, VT 05301
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  /29

  $580,000 Sold Aug 12, 2024

  • 5,620 Sq Ft
  • $103/SF
  • 229 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1984

  237 Hillcrest Terrace, Brattleboro, VT 05301

  This fantastic split-level three bedroom and four bath contemporary has so much to offer, the landscaped corner lot with over an acre is at the end of the cul-de-sac located on desirable Hillcrest Terrace. The windows throughout the home perfectly frame amazing views on each level. The main level has a large kitchen with stainless steel appliances, a granite island, cherry wood cabinets, and lots

  Cassandra Ehrlich BHG Masiello Brattleboro

  237 Hillcrest Terrace, Brattleboro, VT 05301
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  /40

  Est $647,575 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,257 Sq Ft

  336 Hillwinds Rd, Brattleboro, VT 05301

  336 Hillwinds Rd, Brattleboro, VT 05301
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  /6

  $400,000 Sold Aug 09, 2024

  • 1,200 Sq Ft
  • $333/SF
  • 32 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2023

  1008 Hinesburg Rd, West Brattleboro, VT 05301

  Complete this resilient and sustainable project to your specifications: OFF-GRID - 38KW solar system with seldom used backup generator. HIGH PERFORMANCE- doubled walls and rafters/ taped envelope of smart membrane, dense pack cellulose R40 walls, R60 overhead, R20 rigid foam under/ HYPER LOCAL- All lumber harvested within a mile or so of the house/ concrete is minimized due to its high embodied

  Ralph Harvey Listwithfreedom.com

  1008 Hinesburg Rd, West Brattleboro, VT 05301
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  /30

  Est $540,794 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,544 Sq Ft

  335 Hillwinds Rd, Brattleboro, VT 05301

  335 Hillwinds Rd, Brattleboro, VT 05301
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  /10

  $589,000 Sold Aug 07, 2024

  • 4,345 Sq Ft
  • $136/SF
  • 32 Days On Market

  • Studio
  • Built 1920

  145 High St, Brattleboro, VT 05301

  Glorious Italianate Victorian Manse, tastefully sectioned into 6 apartments and 1 art Studio. Large .51 acre lot offers room to develop more needed housing if desired. Recent upgrades include 3 recently renovated units, new paved driveway for ample parking. Chimneys were capped with recent repointing work. Newer main roof. Private back patio and yard. There's room to expand for a 7th Apartment.

  David White OwnerEntry.com

  145 High St, Brattleboro, VT 05301
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  /31

  Est $402,909 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  203 Hillwinds Rd, Brattleboro, VT 05301

  203 Hillwinds Rd, Brattleboro, VT 05301
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  /22

  $235,000 Sold Aug 06, 2024

  • 1,146 Sq Ft
  • $205/SF
  • 23 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1870

  95 Frost St, Brattleboro, VT 05301

  Single family home, in at great in-town location, so close to amenities, this delightful property includes a spacious backyard, surrounded by a privacy fence, perfect for gardening and pets. The inviting wraparound porch leads to the front hall, or a side entrance with mudroom provides convenient access from the driveway to the kitchen. A versatile floor plan offers room for a first-floor

  Heidi Bernier Berkley & Veller Greenwood Country

  95 Frost St, Brattleboro, VT 05301
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  /34

  Est $429,668 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,482 Sq Ft

  10 Hillwinds N, Brattleboro, VT 05301

  10 Hillwinds N, Brattleboro, VT 05301
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  /2

  $145,000 Sold Jul 18, 2025

  • 2,400 Sq Ft
  • $60/SF
  • 45 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1885

  29 Elliot Terrace, Brattleboro, VT 05301

  Large 2 unit apartment building located on a quiet in-town road with plenty of off street parking, 2 side yards, one fenced with massive stone wall backdrop and electric/heat and hot water paid by the tenants. Each unit consists of 3 bedrooms and 1 bath with living room and kitchen. The upper unit also has an unheated shed/mudroom for more storage. There is a full basement and separate

  Robert Doyle Berkley & Veller Greenwood Country

  29 Elliot Terrace, Brattleboro, VT 05301
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  /37

  Est $336,045 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft

  216 Sherwood Cir, Brattleboro, VT 05301

  216 Sherwood Cir, Brattleboro, VT 05301
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  /2

  $525,000 Sold May 16, 2025

  • 3,600 Sq Ft
  • $146/SF
  • 269 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1910

  135 Upper Dummerston Rd, Brattleboro, VT 05301

  An ideal location from which to enjoy the countless in-town and country activities available in the Brattleboro area! This circa 1910 arts and crafts style cedar shingle house was one of Brattleboro’s historic downtown homes and was moved to its current enviable location in 1996. The house sits 1/8th of a mile off of Route 30, within one mile of downtown Brattleboro and even closer to the active

  Susan LeCours Barrett & Valley Assoc. Inc

  135 Upper Dummerston Rd, Brattleboro, VT 05301
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  /29

  Est $360,692 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,547 Sq Ft

  166 Sherwood Cir, Brattleboro, VT 05301

  166 Sherwood Cir, Brattleboro, VT 05301
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  /2

  $450,000 Sold Apr 01, 2025

  • 2,312 Sq Ft
  • $195/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1943

  59 Country Hill, Brattleboro, VT 05301

  Tucked away on a quiet street, this charming Cape Cod-style home offers one of the most private and beautifully landscaped yards in the neighborhood. Situated on a generous ¾-acre lot, the property provides stunning, nature-filled views that can be enjoyed from the backyard or the comfort of the three-season sunroom. The home features four bedrooms—two on the main floor and two upstairs—each

  Thomas Dahlin Berkley & Veller Greenwood Country

  59 Country Hill, Brattleboro, VT 05301
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  /30

  Est $371,479 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft

  118 Sherwood Cir, Brattleboro, VT 05301

  118 Sherwood Cir, Brattleboro, VT 05301
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  /2

  $82,500 Sold Oct 17, 2024

  • 1,737 Sq Ft
  • $47/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1810

  198 Canal St, Brattleboro, VT 05301

  This 1810 farmhouse has had a rough couple of years and is now ready for the next owner to bring her back to life. This property had a fire and had some of the damage removed. The main level, the kitchen and baths have been gutted. The wood floors are in place and can be refinished. Systems are not up and running and may need work or replacement. No utilities are on. You can't even build a

  Mary M. Wallace Berkley & Veller Greenwood Country

  198 Canal St, Brattleboro, VT 05301
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  /26

  Est $315,663 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,579 Sq Ft

  813 Western Ave, Brattleboro, VT 05301

  813 Western Ave, Brattleboro, VT 05301
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  /10

  Est $99,917 Not Listed For Sale

  67 Burgess Way, Brattleboro, VT 05301

  67 Burgess Way, Brattleboro, VT 05301
• 

  

  /16

  Est $261,822 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,800 Sq Ft

  974 Western Ave, Brattleboro, VT 05301

  974 Western Ave, Brattleboro, VT 05301
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  /40

  Est $695,997 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,156 Sq Ft

  418 Akley Rd, Guilford, VT 05301

  418 Akley Rd, Guilford, VT 05301
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  /33

  Est $301,223 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,316 Sq Ft

  975 Slate Rock Rd, Brattleboro, VT 05301

  975 Slate Rock Rd, Brattleboro, VT 05301
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  /20

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  4 Reservoir Rd, Brattleboro, VT 05301

  4 Reservoir Rd, Brattleboro, VT 05301
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  /38

  Est $246,350 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  11 Robin Way Unit 11, Brattleboro, VT 05301

  11 Robin Way Unit 11, Brattleboro, VT 05301
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  /4

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  115 Glen St, Brattleboro, VT 05301

  115 Glen St, Brattleboro, VT 05301
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  /40

  Est $443,529 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,213 Sq Ft

  397 South St, Brattleboro, VT 05301

  397 South St, Brattleboro, VT 05301
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  /7

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  4 Village Dr, West Brattleboro, VT 05301

  4 Village Dr, West Brattleboro, VT 05301
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  /25

  Est $321,416 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 925 Sq Ft

  111 Marlboro Ave, Brattleboro, VT 05301

  111 Marlboro Ave, Brattleboro, VT 05301
• 

  

  /40

  Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,225 Sq Ft

  15 Spring St, Brattleboro, VT 05301

  15 Spring St, Brattleboro, VT 05301
• 

  

  /10

  Est $238,739 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  73 Morningside Common, Brattleboro, VT 05301

  73 Morningside Common, Brattleboro, VT 05301
• 

  

  /39

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,250 Sq Ft

  73-75 Pine St, Brattleboro, VT 05301

  73-75 Pine St, Brattleboro, VT 05301

Showing Results 281 - 320, Page 8 of 18