Windham, VT Homes

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  /32

  Est $367,961 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1086 Western Ave, Brattleboro, VT 05301

  1086 Western Ave, Brattleboro, VT 05301
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  /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 office.Contingent

  Victoria Woods Brattleboro Area Realty

  89 Glen St, West Brattleboro, VT 05301
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  /38

  Est $355,815 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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  /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 Brattleboro Area Realty

  70 Greenleaf St, Brattleboro, VT 05301
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  /28

  Est $329,892 Not Listed For Sale

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

  61 Meadowbrook Rd, Brattleboro, VT 05301

  61 Meadowbrook 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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  /15

  Est $261,960 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  92 Carriage Hill Rd, Brattleboro, VT 05301

  92 Carriage Hill Rd, Brattleboro, VT 05301
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  /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
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  /25

  Est $248,514 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
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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
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  /29

  Est $293,970 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,488 Sq Ft

  10 Edward Heights, Brattleboro, VT 05301

  10 Edward Heights, Brattleboro, VT 05301
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  /20

  $79,000 Sold May 05, 2025

  • 784 Sq Ft
  • $101/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1986

  6 Thistle Hill Rd, Brattleboro, VT 05301

  This is affordable living and the perfect sized house to live comfortably. New vinyl flooring, roof and furnace. You have the added benefit of heating with wood, should you not want to use the oil furnace. This woodstove could easily be your one and only source of heat! Get it before it's gone!

  Victoria Woods Brattleboro Area Realty

  6 Thistle Hill Rd, Brattleboro, VT 05301
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  /31

  Est $282,669 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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  /33

  $350,000 Sold Apr 01, 2025

  • 1,754 Sq Ft
  • $200/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  113 Stockwell Dr, Brattleboro, VT 05301

  Come home to this meticulously maintained home. Upstairs boasts an open concept Kitchen/dining/living space, with beautiful Oak flooring. Down the hall, 2 bedrooms share a full bath with dual sinks. In addition, the primary bedroom has an en suite 3/4 bath. The finished lower level has a large rec room with a newer 3 zone on demand hot water heating system and direct entrance to the oversized 1

  Victoria Woods Brattleboro Area Realty

  113 Stockwell Dr, Brattleboro, VT 05301
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  /13

  Est $241,735 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  369 Guilford St, Brattleboro, VT 05301

  369 Guilford St, Brattleboro, VT 05301
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  /16

  $235,000 Sold Dec 24, 2024

  • 1,248 Sq Ft
  • $188/SF
  • 47 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  17 Robin Way, Brattleboro, VT 05301

  Come and see how easy condo living is in this freshly painted 2 bedroom, 2 bath townhouse style condo! The location is ideal with swimming pool, skating rink, skiing, and more at Memorial Park just a quick path through the woods, the summer Farmers Market nearby, Rt 91 just down the road, and downtown Brattleboro just 10 minutes away. You'll enjoy direct access from your private garage, with

  Rebecca Seymour Brattleboro Area Realty

  17 Robin Way, Brattleboro, VT 05301
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  /24

  Est $378,825 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,329 Sq Ft

  331 Guilford St, Brattleboro, VT 05301

  331 Guilford St, Brattleboro, VT 05301
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  /27

  $342,500 Sold Dec 20, 2024

  • 1,683 Sq Ft
  • $204/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1830

  35 South St, Brattleboro, VT 05301

  Welcome to this charming updated Victorian home that looks out over the center of West Brattleboro! Sitting proudly up off the street, this property boasts a delightful wraparound porch adorned with decorative trimwork—perfect for enjoying morning coffee or cozy evenings. Inside, the first level features a convenient laundry and mudroom, a 3/4 bath, and a versatile office that can serve as

  Rebecca Seymour Brattleboro Area Realty

  35 South St, Brattleboro, VT 05301
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  /24

  Est $325,167 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  311 Guilford St, Brattleboro, VT 05301

  311 Guilford St, Brattleboro, VT 05301
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  /40

  $370,000 Sold Dec 06, 2024

  • 3,358 Sq Ft
  • $110/SF
  • 55 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1840

  965 Western Ave, Brattleboro, VT 05301

  This sophisticated former office building has been fully transformed into two upscale apartments between 2021 and 2022. The first floor showcases exquisite period maple woodwork, floors, and built-ins. Each apartment features a modern kitchen, 2 bedrooms, updated bathrooms, and either refinished hardwood floors or premium carpeting. Both units are equipped with new Ruud FHA furnaces, insulated

  Kate Barry EXP Realty

  965 Western Ave, 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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  /14

  $62,500 Sold Nov 26, 2024

  • 924 Sq Ft
  • $68/SF
  • 56 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  35 Valley Rd, West Brattleboro, VT 05301

  Just the right size!!! Downsizing? Just starting out? Sweet flat yard for easy care, big enough to garden, play with the pets or hang a hammock! Small enough so the yard work is done in no time...the best floor plan with a bed and bath at either end for privacy, leaving the center for all the living. Open concept with vaulted ceiling for a light, airy feeling. A stand alone dining nook with

  Christine Lewis Brattleboro Area Realty

  35 Valley Rd, West 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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  /34

  $519,000 Sold Nov 12, 2024

  • 1,120 Sq Ft
  • $463/SF
  • 84 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2023

  31 Red Tail Ln, West Brattleboro, VT 05301

  This wonderfully unique home was designed and built for the owner, by the owner, in 2022. The house is close to downtown but is privately nestled in a new neighborhood just off the beaten path. The beautiful rear porch is surrounded by professionally maintained gardens, a meadow view, and a lovely secluded rear lawn. The interior open-concept layout shows a U-shaped kitchen with a long center

  Christine Lewis Brattleboro Area Realty

  31 Red Tail Ln, West Brattleboro, VT 05301
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  /30

  Est $363,940 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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  /40

  $630,000 Sold Nov 08, 2024

  • 3,200 Sq Ft
  • $197/SF
  • 87 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1966

  147 Country Hill, Brattleboro, VT 05301

  Close to town, located on a residential cul de sac, in a country-like setting, this handsome colonial gambrel home offers a spacious interior, with numerous upgrades, including a fabulous kitchen renovation! Features include 2 fireplaces, a den, study, 4 bedrooms, 3 full baths, media room (over 2-car garage), dining and living room, mahogany, oak and tile floors and numerous built in bookcases.

  Heidi Bernier Berkley & Veller Greenwood Country

  147 Country Hill, 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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  /40

  $780,000 Sold Nov 04, 2024

  • 1,352 Sq Ft
  • $577/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2011

  207 Ursa Ridge, West Brattleboro, VT 05301

  This custom home on 27+ acres is one of the most stunning properties in the area. Built in 2011 with meticulous attention to detail, this turnkey home offers unparalleled privacy just minutes from downtown Brattleboro and 3 miles from I-91. The house is high-end, superior quality construction with an open floor plan featuring a large open-loft primary suite. A soaring stone center chimney

  Kristen Ziter Taylor Brattleboro Area Realty

  207 Ursa Ridge, West Brattleboro, VT 05301
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  /16

  Est $257,281 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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  /21

  $260,000 Sold Nov 01, 2024

  • 1,760 Sq Ft
  • $148/SF
  • 88 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1982

  263 Guilford St, Brattleboro, VT 05301

  Nestled in a small neighborhood near Living Memorial Park, this property has both country character and easy access to local amenities and the interstate. The open pass-through between the kitchen and living space gives an inviting feel to the interior, while the large deck off the kitchen offers a great outdoor space to relax or entertain. On the entry level, the finished portion of the basement

  Stephanie Wilde Brattleboro Area Realty

  263 Guilford St, 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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  /18

  $375,000 Sold Oct 30, 2024

  • 1,827 Sq Ft
  • $205/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  169 New England Dr, Brattleboro, VT 05301

  Perfect location! A lovely 1954 Cape on 0.69 acres at the very quiet end of the New England Drive cul-de-sac, a popular section of Brattleboro, only minutes from downtown and Rt. 91. 2(!) first-floor bedrooms and a first-floor full bathroom, ideal for those who seek single-level living. The spacious primary bedroom is on the second floor, with a second-floor full bathroom. The 2nd floor

  John Hatton Berkley & Veller Greenwood Country

  169 New England Dr, Brattleboro, VT 05301
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  /38

  Est $267,645 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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  /16

  $315,000 Sold Sep 11, 2024

  • 1,564 Sq Ft
  • $201/SF
  • 8 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1791

  747 Western Ave, Brattleboro, VT 05301

  Welcome to this charming in town home. Lovingly maintained by its dedicated owner for over five decades. As you enter through the inviting stained glass door, the pride of ownership is evident. The first floor starts with an inviting eat-in kitchen, a spacious dining room featuring a large slider that opens onto a private patio, a sunlit living room, two bedrooms, a convenient half-bath, and

  Karen Hoppe Berkley & Veller Greenwood Country

  747 Western Ave, 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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  /12

  $175,000 Sold Aug 30, 2024

  • 930 Sq Ft
  • $188/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  60 Brookside Dr Unit 3, Brattleboro, VT 05301

  Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious open living/dining/kitchen has sliders to your private deck overlooking the Whetstone Brook. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage. The interior has been freshly painted, This condo is located in a prime location with quick, easy access to I91,

  Angela Sherman Brattleboro Area Realty

  60 Brookside Dr Unit 3, 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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  /21

  $319,000 Sold Aug 28, 2024

  • 1,599 Sq Ft
  • $199/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1880

  1161 Western Ave, Brattleboro, VT 05301

  Welcome to 1161 Western Ave, where modern taste meets historic charm in this refinished historic 1880 farmhouse. Located in desirable West Brattleboro, large lots and ease of access to highways make practical tasks and access to points of interest a breeze, while retaining a more rural setting with a large 40x10 back deck which faces seasonal greenery for expansive indoor-outdoor living. A large

  Josh Gray Real Broker LLC

  1161 Western Ave, Brattleboro, VT 05301
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  /20

  Est $240,008 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  292 Guilford St, Brattleboro, VT 05301

  292 Guilford St, 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

Showing Results 41 - 80, Page 2 of 18