Windham, VT Homes in ZIP Code 05301

• 

  

  

  /27

  Est $430,508 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
• 

  

  

  /30

  $315,000 Sold Jan 06, 2025

  • 1,956 Sq Ft
  • $161/SF
  • 11 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1952

  2671 Higley Hill Rd, West Marlboro, VT 05363

  4-bedroom, 2-bath Cape on 6.6 scenic acres with nearly 180 sweeping mountain views. Located on the paved Wilmington end of Higley Hill Road in Marlboro, this home combines serenity with nearby amenities. Inside, hardwood floors, a stone fireplace, & eat-in kitchen create a warm and welcoming space. The formal dining room, living room, & 3 bedrooms all have windows framing the breathtaking

  Jacki Murano Southern Vermont Realty Group

  2671 Higley Hill Rd, West Marlboro, VT 05363
• 

  

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /12

  Est $296,403 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
• 

  

  /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
• 

  

  /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
• 

  

  /14

  Est $308,590 Not Listed For Sale

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

  7 Union St, Brattleboro, VT 05301

  7 Union St, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /43

  $607,000 Sold Dec 27, 2024

  • 3,017 Sq Ft
  • $201/SF
  • 5 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1962

  103 Spaudling Hill Rd, Dummerston, VT 05346

  Beautifully sited to capture the view from the dining room, nestled in the heart of Dummerston, yet only 15 minutes to the convenience of Brattleboro or Putney, is where you'll find your peaceful country oasis. This single level home features a cathedral living room, a cozy sitting area with stone fireplace with a loft above that makes a lovely reading nook, plenty of cabinet space in the kitchen

  Rebecca Seymour Brattleboro Area Realty

  103 Spaudling Hill Rd, Dummerston, VT 05346
• 

  

  /38

  Est $269,021 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 916 Sq Ft

  92 Western Ave, Brattleboro, VT 05301

  92 Western Ave, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /27

  Est $502,326 Not Listed For Sale

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

  39 Western Ave, Brattleboro, VT 05301

  39 Western Ave, Brattleboro, VT 05301
• 

  

  /32

  $375,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft

  886 Brook Rd, Halifax, VT 05358

  ALL NEW ENGINEERED SEPTIC SYSTEM BEING INSTALLED IN AUGUST!Welcome to this charming and authentic log cabin in Southern Vermont, nestled among evergreens just off a paved road. This cozy retreat features true log construction throughout and offers a warm, inviting atmosphere perfect for year-round enjoyment. Inside, you’ll find a spacious living room with a wood stove, a large kitchen and

  Monica Sumner BHG Masiello Brattleboro

  886 Brook Rd, Halifax, VT 05358
• 

  

  /35

  $634,000 Sold Dec 20, 2024

  • 2,322 Sq Ft
  • $273/SF
  • 165 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1800

  320 Green Mountain Camp Rd, Dummerston, VT 05301

  SWEET, QUIET DIRT ROAD, SOUTHERN VERMONT CHARMER. This cherished, Vermont country homestead has been lovingly stewarded for the past 110 yrs by only 2 families, and is ready for your love! Situated along quiet, town-maintained, dirt road, this bucolic Vermont homestead offers ~37 ac of tranquility not often found today. Nestled on the wood’s edge, this c. 1800 home has charming colonial-period

  Dan Normandeau Berkley & Veller Greenwood Country

  320 Green Mountain Camp Rd, Dummerston, 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
• 

  

  /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
• 

  

  /29

  $465,000 Sold Dec 16, 2024

  • 2,303 Sq Ft
  • $202/SF
  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  4222 Vermont 9, Marlboro, VT 05301

  Pop into this sweet, light, bright open home and you will be drawn to views of our Vermont hills! Sit on the back deck and stargaze, see the sunset, and sip at something warm...or cold.. pick your season. Framed in natural wood, every window looks to green, creating a sense of solitude. You will be glad to be the cook in this kitchen with room for "helpers" perched at the bar, dallying at the

  Christine Lewis Brattleboro Area Realty

  4222 Vermont 9, Marlboro, VT 05301
• 

  

  /21

  Est $341,176 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

  • 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

  $399,000 Sold Dec 16, 2024

  • 1,715 Sq Ft
  • $233/SF
  • 76 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  24 Oak Crest Unit 1, Brattleboro, VT 05301

  What a lovely property!! This beautiful in-town Craftsman style home, located on a small dead-end street, is surrounded by perennial plantings, outcroppings of stone, and even has a small lily pond. There is a park, with playground and basketball court, right across the street. The present owners have made many improvements that add both charm and functionality to what was already a beautiful

  Wilma Skovinski Berkley & Veller Greenwood Country

  24 Oak Crest Unit 1, Brattleboro, VT 05301
• 

  

  /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
• 

  

  /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
• 

  

  /13

  $251,300 Sold Dec 16, 2024

  • 1,710 Sq Ft
  • $147/SF
  • 103 Days On Market

  • 2 Beds
  • 0.5 Baths
  • Built 2015

  108 Hopkins Rd, Dummerston, VT 05301

  Rare opportunity to customize your dream home. Charming fixer upper situated on 11+ acres off a quiet, town maintained dirt road in the sought after area of West Dummerston. This property awaits your finishes with endless possibilities. Energy efficient pellet boiler is ready to be connected, with radiant piping that runs through the kitchen area, along with another pellet stove in the

  Jessica Samples BHG Masiello Keene

  108 Hopkins Rd, Dummerston, VT 05301
• 

  

  /33

  Est $441,373 Not Listed For Sale

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

  30 Cedar St, Brattleboro, VT 05301

  30 Cedar St, Brattleboro, VT 05301
• 

  

  /21

  $99,500 Under Contract

  • Land
  • 13 Acres
  • $7,425 per Acre

  00 Vermont 9, Marlboro, VT 05344

  Mountain views in Marlboro Vermont! This 13+ acre parcel is situated in the desirable community of Marlboro where you are never far from a farmstand, sugar house, community or cultural event, or recreation. Roughed-in driveway access from a paved state road, with direct routes west taking you to lakes and skiing. Molly Stark State Park is nearby too. Head east to Brattleboro for all of the

  Jacki Murano Southern Vermont Realty Group

  00 Vermont 9, Marlboro, VT 05344
• 

  

  /24

  $254,000 Sold Dec 13, 2024

  • 1,144 Sq Ft
  • $222/SF
  • 97 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1956

  46 Moreland Ave, Brattleboro, VT 05301

  Located in a well established neighborhood is this two bedroom, one bath ranch with plenty of charm. Direct entry from the two car garage into the 3-seasons porch with sliders to the kitchen and back deck. Light filled dining room nook with built-in corner cabinets. Spacious living room with great natural lighting. Cozy den, full basement, great level yard perfect for gardening or play.

  Tim Berg Brattleboro Area Realty

  46 Moreland Ave, Brattleboro, VT 05301
• 

  

  /15

  Est $307,326 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 241 - 280, Page 7 of 18