Windham, VT Homes

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  /18

  $176,500

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  15 Lynwood Dr, Brattleboro, VT 05301

  This is absolutely NOT your ordinary Mobile Home! The original steel frame is the only remaining component of the mobile home. 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 AC. The tastefully renovated

  Chris Long BHG Masiello Brattleboro

  15 Lynwood Dr, Brattleboro, VT 05301
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  /12

  $1,180 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Townhouse for Rent

  995 Western Ave Unit 300, Brattleboro, VT 05301

  Kitchen/living room plus one bedroom on 3rd Floor.Walk to farmer’s market. Laundromat just across the street.Apartment is one of four units in quiet building, each with separate entrance.Lawn care and snow plowing provided.Balcony.Shower in bathroom (no bathtub). Large backyard with room to garden.One parking place only.No smoking.Pets

  995 Western Ave Unit 300, 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 Brattleboro Area Realty

  116 Edward Heights, 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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  /2

  $90,000

  • Land
  • 1.97 Acres
  • $45,685 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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  /2

  $1,300 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  498 Marlboro Rd Unit N35, Brattleboro, VT 05301

  Property Id: 15107811 bed, 1 bath apartment in Brattleboro, VT! This unit features modern amenities like a microwave, oven, and refrigerator. Enjoy off-street parking, on-site laundry, and a beautiful lawn. Pets are welcome! Don't miss out on this gem for $1,300/month. Book your viewing today!

  498 Marlboro Rd Unit N35, Brattleboro, VT 05301
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  /34

  $334,500 Sold Aug 01, 2025

  • 1,120 Sq Ft
  • $299/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
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  /14

  Est $280,412 Not Listed For Sale

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

  23 Robin Way, Brattleboro, VT 05301

  23 Robin Way, Brattleboro, VT 05301
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  /13

  $80,000 Pending

  • 2 Beds
  • 1 Bath
  • 949 Sq Ft

  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
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  /44

  $405,000 Sold Jul 28, 2025

  • 1,066 Sq Ft
  • $380/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
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  /26

  Est $260,838 Not Listed For Sale

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

  17 Evergreen Ln, Brattleboro, VT 05301

  17 Evergreen Ln, Brattleboro, VT 05301
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  /5

  $100,000 Pending

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  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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  /29

  $365,000 Sold Jul 25, 2025

  • 1,620 Sq Ft
  • $225/SF
  • 10 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2006

  28 Greenleaf St, Brattleboro, VT 05301

  West Brattleboro contemporary cape situated on a large private partially fenced lot with fruit trees, raised bed gardens and plenty of outdoor recreational space. This sturdy, well-built house offers low maintenance and quality finishes like the standing seam metal roof and cement siding. Ample large windows bring the outside IN and provide lots of natural light. Interior features include: a

  Chris Long BHG Masiello Brattleboro

  28 Greenleaf St, Brattleboro, VT 05301
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  /31

  Est $352,670 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  47 Sherwood Cir, Brattleboro, VT 05301

  47 Sherwood Cir, Brattleboro, VT 05301
• 

  

  /22

  $325,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  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
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  /27

  $487,500 Sold Jul 25, 2025

  • 1,618 Sq Ft
  • $301/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  32 Christie Ln, Brattleboro, VT 05301

  This will be your favorite new listing. Tucked on a pocket of land, just beyond Memorial Park, you're in a neighborhood but it feels private, you see trees out every window. Custom-built home, 3 bedrooms, 2 1/2 updated baths, built in 1985. Incredibly warm and comfy. Cathedral ceiling with a wall of windows. Great kitchen for cooking, plenty of room for multiple chefs. Cozy nook for a small

  John Hatton Berkley & Veller Greenwood Country

  32 Christie Ln, Brattleboro, VT 05301
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  /17

  Est $406,370 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,119 Sq Ft

  103 New England Dr, Brattleboro, VT 05301

  103 New England Dr, Brattleboro, VT 05301
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  /34

  $299,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,025 Sq Ft

  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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  /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
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  /33

  Est $348,029 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,184 Sq Ft

  55 Thayer Ridge Rd, Brattleboro, VT 05301

  55 Thayer Ridge Rd, Brattleboro, VT 05301
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  /27

  $550,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 3,148 Sq Ft

  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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  /41

  $545,000 Sold Jul 18, 2025

  • 2,450 Sq Ft
  • $222/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1880

  441 Guilford St, Brattleboro, VT 05301

  Perched proudly on a knoll, this mid-19th-century colonial was one of two farmsteads in this neighborhood of Brattleboro, VT. This stunning, 4-BR, 2-BA hip roof colonial & spacious, 2-story barn have been lovingly cared for by the same owner for 56 years! Now is your opportunity to own a New England classic in a neighborhood setting, but country feel - all w/in very close proximity to town

  Dan Normandeau Berkley & Veller Greenwood Country

  441 Guilford St, Brattleboro, VT 05301
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  /34

  Est $289,908 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,178 Sq Ft

  56 Orchard St, Brattleboro, VT 05301

  56 Orchard St, Brattleboro, VT 05301
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  /33

  $365,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  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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  /60

  $130,000 Sold Jul 15, 2025

  • 1,392 Sq Ft
  • $93/SF
  • 204 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  7 Deepwood Park, Brattleboro, VT 05301

  Price improvement!!! Charming one level mobile home with addition in Tri Park Co-op. 3 bedrooms, 2 bathrooms, eat in kitchen, large living room, den/other room, large back deck for entertaining and BBQs and a full concrete foundation!!! Great property! Don't miss this opportunity! Seller to pay buy in fee to the park for buyer at time of closing!!!

  Emily Lagerberg R.H. Thackston & Company

  7 Deepwood Park, Brattleboro, VT 05301
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  /40

  Est $533,010 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,411 Sq Ft

  850 Western Ave, Brattleboro, VT 05301

  850 Western Ave, Brattleboro, VT 05301
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  /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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  /32

  Est $368,272 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,118 Sq Ft

  39 Bonnyvale Rd, Brattleboro, VT 05301

  39 Bonnyvale Rd, 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
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  /40

  Est $276,913 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,405 Sq Ft

  755 Western Ave, Brattleboro, VT 05301

  755 Western Ave, 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
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  /40

  Est $248,440 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  52 Country Hill, Brattleboro, VT 05301

  52 Country Hill, 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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  /8

  Est $288,466 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  10 Greenleaf St, Brattleboro, VT 05301

  10 Greenleaf St, 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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  /26

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,022 Sq Ft

  39 Country Hill, Brattleboro, VT 05301

  39 Country Hill, Brattleboro, VT 05301
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  /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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  /32

  Est $468,193 Not Listed For Sale

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

  142 Greenleaf St, Brattleboro, VT 05301

  142 Greenleaf St, Brattleboro, VT 05301
• 

  

  /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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  /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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