Windham, VT Homes

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  /33

  $235,000 Pending

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

  116 Morningside Commons, Brattleboro, VT 05301

  Yes! A coveted first floor single level unit! And not only that but an end unit, sweetly tucked away for privacy! Just follow the tree and flower lined path right to your door!2 bedrooms, one ensuite, with an additional bedroom, bath, large eat in kitchen, living room, and a stackable washer/dryer, all on the first floor! There are only a few condos here that have finished basement space and

  Rebecca Seymour Brattleboro Area Realty

  116 Morningside Commons, Brattleboro, VT 05301
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  /12

  $192,000 Sold Mar 19, 2025

  • 935 Sq Ft
  • $205/SF
  • 225 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1995

  70 Arbor Hill Commons Unit 12, Brattleboro, VT 05301

  GREAT OPPORTUNIY TO OWN THIS CONDO WITH A PRICE REDUCTION! This endearing, loveable, one-bedroom, one-bath condo in the desirable Bluebell building, designed for 55 and older offers an inviting open-concept kitchen, dining, and living area. This home has new carpet throughout and the bedroom is tremendous with a fabulous walk-in closet and a convenient laundry room off the hallway. Located on the

  Kristen Ziter Taylor Brattleboro Area Realty

  70 Arbor Hill Commons Unit 12, Brattleboro, VT 05301
• 

  

  

  /27

  Est $398,617 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,994 Sq Ft

  22 Howard St, Brattleboro, VT 05301

  22 Howard St, Brattleboro, VT 05301
• 

  

  

  /20

  $249,000 Under Contract

  • 6 Beds
  • 2 Baths
  • 1,968 Sq Ft

  14-16 Valley St, Brattleboro, VT 05301

  Perfectly situated on a quiet street close to downtown, stores, and schools, this well cared for duplex is a rare opportunity for owner-occupants or investors alike. Each spacious unit offers 3 bedrooms and 1 full bath, with a host of updates and energy-efficient upgrades throughout. Many recent upgrades include Solar panels, Finished and insulated attics, Partially finished basements, Gas

  Claire Renaud Berkley & Veller Greenwood Country

  14-16 Valley St, Brattleboro, VT 05301
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  /11

  $195,000 Sold Mar 14, 2025

  • 1,056 Sq Ft
  • $185/SF
  • 281 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1988

  99 Morningside Common, Brattleboro, VT 05301

  Easy living with a great location, you can walk downtown or even the train station! There's good space inside with nice sized bedrooms, second floor laundry as well as patio space out back looking out on the woods. Association amenities include a tennis court and in ground pool as well as trash removal, plowing and landscaping. This "almost an end unit" includes a carport to keep the snow and sun

  A.J. Bellville Bellville Realty

  99 Morningside Common, Brattleboro, VT 05301
• 

  

  /40

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,628 Sq Ft

  43 Williston St, Brattleboro, VT 05301

  43 Williston St, Brattleboro, VT 05301
• 

  

  /46

  $649,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  395 Hillwinds Rd, Brattleboro, VT 05301

  Turnkey Home in Sought-After Hillwinds! Located in the desirable Hillwinds neighborhood and nestled among the trees, your dream home awaits! This charming and functional home offers open, sun-filled living spaces, softwood floors, and abundant storage. The kitchen is a cook’s dream, featuring granite countertops, a gas stove, farmhouse sink, and a unique pull-out cabinet on wheels for added

  Desiree Stango Berkley & Veller Greenwood Country

  395 Hillwinds Rd, Brattleboro, VT 05301
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  /4

  $32,500 Sold Mar 07, 2025

  • Land
  • 0.28 Acre
  • $116,071 per Acre

  • 156 Days On Market

  963 Western Ave, Brattleboro, VT 05301

  A unique opportunity in West Brattleboro Village: this level building lot features a spacious paved parking area and has frontage on both Western Ave and Glen St. The Village Center Zoning allows for various potential uses, making it ideal for a mixed-use development such as multi-family housing, professional offices, or a business. It can also be purchased alongside the neighboring 2-apartment

  Kate Barry EXP Realty

  963 Western Ave, Brattleboro, VT 05301
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  /40

  Est $619,593 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,137 Sq Ft

  43 Tyler St, Brattleboro, VT 05301

  43 Tyler St, Brattleboro, VT 05301
• 

  

  /19

  $299,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  85 Crosby St, Brattleboro, VT 05301

  Charming 1950s Gem! Step into timeless warmth and character with this delightful 3-bedroom, 1-bath home. This lovingly cared for home features beautiful rock maple hardwood floors, solid wood doors, and rich original woodwork that speak to its enduring craftsmanship. Recent updates blend vintage charm with modern comfort, including fresh interior and exterior paint, standing seam metal roof,

  Karen Hoppe Berkley & Veller Greenwood Country

  85 Crosby St, Brattleboro, VT 05301
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  /37

  $464,500 Sold Feb 20, 2025

  • 2,884 Sq Ft
  • $161/SF
  • 101 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1930

  56 Linden St, Brattleboro, VT 05301

  Majestic, in-town, brick colonial. Tastefully renovated - ALL (3) BR’s, offering en-suite BA’s. Elegant 18’x13’ kitchen w/island, S.S. appliances, & tons of cabinetry w/etched glass faces. Primary level w/9-ft ceilings. Nicely landscaped yard w/ priv. fenced-in terrace & parking areas. Enter via enclosed porch, into spacious foyer, where access flows gracefully to every corner of the home.

  David Brown Berkley & Veller Greenwood Country

  56 Linden St, Brattleboro, VT 05301
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  /26

  Est $348,784 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  85 Tyler St, Brattleboro, VT 05301

  85 Tyler St, Brattleboro, VT 05301
• 

  

  /47

  $299,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,222 Sq Ft

  1082 W River Rd, Brattleboro, VT 05301

  Welcome to 1082 West River Road — a peaceful, well-located gem just minutes from downtown Brattleboro. This charming home offers the perfect blend of convenience, outdoor space, and natural beauty. Set on a spacious lot with a large, open yard, there's room to garden, gather, or simply relax and enjoy the Vermont seasons. The private river access makes it easy to enjoy kayaking, swimming, or

  Kate Barry EXP Realty

  1082 W River Rd, Brattleboro, VT 05301
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  /12

  $331,000 Sold Feb 12, 2025

  • 1,152 Sq Ft
  • $287/SF
  • 36 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2008

  2812 River Rd, Brattleboro, VT 05301

  This 2-bedroom house was built in 2008 on a level, open 3 acres, with 90 feet of beautiful frontage on the Green River in Guilford. This sits midway between Greenfield MA and downtown Brattleboro, 20 minutes to each one. Trees surround this lovely property, making each fall a colorful event. You’ll love looking out the bedroom windows at the beautiful Green River! The house has had lots of

  John Hatton Berkley & Veller Greenwood Country

  2812 River Rd, Brattleboro, VT 05301
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  /12

  Est $293,646 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,542 Sq Ft

  35 Upper Forest St, Brattleboro, VT 05301

  35 Upper Forest St, Brattleboro, VT 05301
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  /38

  $235,000 Under Contract

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

  81 Morningside Commons, Guilford, VT 05301

  The moment you step into this condo, you notice its unique features and feel a sense of calm. In the living room, you’ll enjoy the “Anywhere” ethanol fireplace for its ambience and extra heat - with no connections, venting or emissions to worry about! The kitchen has been carefully redone, with expanded cabinetry and improvements to the layout and lighting, including a custom display cabinet and

  Victoria Woods Brattleboro Area Realty

  81 Morningside Commons, Guilford, VT 05301
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  /22

  $480,000 Sold Jan 24, 2025

  • 2,767 Sq Ft
  • $173/SF
  • 68 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  60 Moonlight Ln, Brattleboro, VT 05301

  Moonlight Lane...could there ever be a better address? Moonlight in Vermont....just what you dream of when you see the big night sky and the full moon rising, such a Vermont attitude that slides right into morning! Only 2 homes claim this address, this cozy corner of the world. Nestled on 10 acres and surrounded by even larger parcels, this home has the perfect setting at the edge of a lovely,

  Christine Lewis Brattleboro Area Realty

  60 Moonlight Ln, Brattleboro, VT 05301
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  /14

  Est $256,129 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft

  7 Union St, Brattleboro, VT 05301

  7 Union St, Brattleboro, VT 05301
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  /39

  $339,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,713 Sq Ft

  158 Clark Ave, Brattleboro, VT 05301

  Lovingly refurbished and full of timeless charm, this two bedroom, one bathroom Arts and Crafts bungalow offers bright, comfortable living within a mile from Brattleboro Memorial Hospital and both the middle and high schools. Set on a beautifully level lot, the home features a welcoming enclosed porch, a covered outdoor dining area perfect for three-season enjoyment, and a built-in one-car garage

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  158 Clark Ave, Brattleboro, VT 05301
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  /2

  $60,000 Sold Jan 23, 2025

  • Land
  • 0.15 Acre
  • $400,000 per Acre

  • 18 Days On Market

  0 S Main St, Brattleboro, VT 05301

  WOW! In town level, partially fenced, wide open, ready to build! Town water and sewer at the curb. Plenty of room to build and have a sweet yard just right for gardening, play or just a nap in the hammock. In the heart of hospital, grocery stores, schools, and a minute or two from I91 for work or fun travel. Check with the zoning folks for guidance on what you can build, but start now and be

  Christine Lewis Brattleboro Area Realty

  0 S Main St, Brattleboro, VT 05301
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  /38

  Est $266,813 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 916 Sq Ft

  92 Western Ave, Brattleboro, VT 05301

  92 Western Ave, Brattleboro, VT 05301
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  /60

  $579,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 2,599 Sq Ft

  290 Roel Rd, Brattleboro, VT 05301

  Welcome to your dream Vermont retreat. Tucked away on 15.6 private acres at the end of a quiet country road, this 2-bedroom, 2.5-bathroom home offers an inspiring blend of rustic elegance and modern comfort. Surrounded by mature oaks and sweeping views of Mount Monadnock, Black Mountain, and the rolling green hills. This home features classic post & beam construction, soaring cathedral ceilings,

  Flex Realty Group Flex Realty

  290 Roel Rd, Brattleboro, VT 05301
• 

  

  /39

  $700,000 Sold Jan 22, 2025

  • 2,660 Sq Ft
  • $263/SF
  • 89 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1940

  30 Crosby St, Brattleboro, VT 05301

  Double the Value! This unique listing includes two deeded properties in a bright and convenient area of town. Available for the first time in over thirty years, this stunning colonial offers a tranquil escape from city life, just minutes from downtown amenities. With its timeless elegance and classic charm, the home is flooded with natural light, particularly on the sun porch, which provides a

  Thomas Dahlin Berkley & Veller Greenwood Country

  30 Crosby St, Brattleboro, VT 05301
• 

  

  /31

  Est $236,890 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 944 Sq Ft

  95 Williams St, Brattleboro, VT 05301

  95 Williams St, Brattleboro, VT 05301
• 

  

  /29

  $329,000 Under Contract

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

  11 Maple St, Brattleboro, VT 05301

  Charming and well-built Cape-style home featuring 4 bedrooms and 2 full baths. The updated kitchen boasts tiled floors, generous counter space, and modern finishes—perfect for the home chef. Just off the kitchen, the dining room includes a sliding door that opens to the backyard and patio, ideal for indoor-outdoor entertaining.Beautiful hardwood floors run throughout the home—no carpet here.

  Monica Sumner BHG Masiello Brattleboro

  11 Maple St, Brattleboro, VT 05301
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  /32

  $307,500 Sold Jan 17, 2025

  • 1,388 Sq Ft
  • $222/SF
  • 74 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1941

  322 Putney Rd, Brattleboro, VT 05301

  Come see this Charming nine-room, three-bedroom, two-bathroom home! This classic Vermont home offers timeless appeal and modern updates. The inviting living room features a cozy fireplace with a glass-tiled brick hearth, perfect for those chilly New England evenings. Throughout the home, you’ll find gleaming hardwood floors, adding warmth and character to each space. The formal dining room boasts

  Sandy Reavill Real Broker LLC

  322 Putney Rd, Brattleboro, VT 05301
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  /27

  Est $465,940 Not Listed For Sale

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

  39 Western Ave, Brattleboro, VT 05301

  39 Western Ave, Brattleboro, VT 05301
• 

  

  /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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  /26

  $331,000 Sold Jan 07, 2025

  • 880 Sq Ft
  • $376/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  142 Spruce St, Brattleboro, VT 05301

  This charming home, ordered initially from a Sears catalog and delivered by train to Brattleboro, was assembled at its current location in 1930. It's an ideal residence for a young couple starting or an older couple seeking single-level living. Situated at the corner of Spruce Street and Ginkgo Lane, the neighborhood is perfect for evening strolls and is close to the retreat trailhead. You'll

  Thomas Dahlin Berkley & Veller Greenwood Country

  142 Spruce St, Brattleboro, VT 05301
• 

  

  /4

  Est $284,701 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,250 Sq Ft

  65 Cedar St, Brattleboro, VT 05301

  65 Cedar St, Brattleboro, VT 05301
• 

  

  /22

  $275,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,209 Sq Ft

  16 Washington St, Brattleboro, VT 05301

  Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass

  Rebecca Seymour Brattleboro Area Realty

  16 Washington St, Brattleboro, VT 05301
• 

  

  /38

  $315,000 Sold Jan 03, 2025

  • 2,061 Sq Ft
  • $153/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1924

  106 Western Ave, Brattleboro, VT 05301

  Close to the park, schools, downtown and trail, this 3+ bedroom, 2 bath home offers a welcoming interior, including hardwood floors, energy efficient windows and period moldings throughout. The covered front porch offers entry to the kitchen, or formal entryway with a lovely staircase. Warmed by a propane stove and complete with bookcases, the living room is a cozy space to relax. View the

  Heidi Bernier Berkley & Veller Greenwood Country

  106 Western Ave, Brattleboro, VT 05301
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  /21

  Est $339,466 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,422 Sq Ft

  24 Speno Ct, Brattleboro, VT 05301

  24 Speno Ct, Brattleboro, VT 05301
• 

  

  /22

  $275,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,209 Sq Ft

  16 Washington St, Brattleboro, VT 05301

  Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass

  Rebecca Seymour Brattleboro Area Realty

  16 Washington St, Brattleboro, VT 05301
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  /34

  $192,900 Sold Dec 31, 2024

  • 1,250 Sq Ft
  • $154/SF
  • 23 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1885

  22 Chestnut St Unit 5, Brattleboro, VT 05301

  Discover this charming furnished 3-bedroom, 1-bath condo nestled in the heart of Brattleboro, just a stroll away from downtown, the hospital, banks, and grocery stores. Enjoy the blend of modern amenities and rustic charm with natural wide pine flooring throughout the open-concept first floor. The inviting living room features a sectional sofa and TV, while the kitchen boasts custom pine

  Paul Rodenhauser BHG Masiello Keene

  22 Chestnut St Unit 5, Brattleboro, VT 05301
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  /18

  Est $270,593 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft

  48 Speno Ct, Brattleboro, VT 05301

  48 Speno Ct, Brattleboro, VT 05301
• 

  

  /28

  $295,000 Sold Dec 31, 2024

  • 1,250 Sq Ft
  • $236/SF
  • 54 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1995

  70 Arbor Hill Commons Unit 22, Brattleboro, VT 05301

  Beautifully elegant light filled end unit condo in Bluebell Building at Arbor Hill. An abundance of windows throughout creates a magical light filled environment that includes hardwood flooring, a Great Room providing space for Living, Dining and Kitchen, 2 spacious Bedrooms, 2 Full Baths, Entry and Laundry/Pantry. This unit has direct access to its owns stone terrace with lawn & woodland

  Robert Doyle Berkley & Veller Greenwood Country

  70 Arbor Hill Commons Unit 22, Brattleboro, VT 05301
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  /33

  Est $445,392 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft

  30 Cedar St, Brattleboro, VT 05301

  30 Cedar St, Brattleboro, VT 05301
• 

  

  /26

  $432,000 Sold Dec 30, 2024

  • 3,080 Sq Ft
  • $140/SF
  • 87 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1871

  109 Washington St, Brattleboro, VT 05301

  This updated Victorian home is filled with light and space, perfect for family gatherings. Four bedrooms, 2 1/2 baths, dining room, spacious kitchen/family room, and two large sunny rooms suitable for a home office, artist’s studio or extra living areas. Conveniently located near downtown Brattleboro with its shops, restaurants, and galleries, its welcoming front and side porches add to the

  Jeffrey Sheehan Cummings & Co

  109 Washington St, Brattleboro, VT 05301
• 

  

  /15

  Est $313,008 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,578 Sq Ft

  6 Sycamore St, Brattleboro, VT 05301

  6 Sycamore St, Brattleboro, VT 05301

Showing Results 161 - 200, Page 5 of 18