2,047

Windham, VT Homes

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  • /60

    $620,000

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    121 Dover Hill Rd, Dover, VT 05341

    Price reduced! Discover this Vermont countryside retreat offering an unbeatable blend of equestrian haven, homestead, and ski getaway, all on 5 private acres in desirable Dover. Enjoy perennial gardens bursting with color, abundant raspberry canes, and asparagus beds for beauty and bounty year-round. Step inside to vaulted ceilings, hardwood floors, and custom inlay bookshelves that add warmth

    Nick Sicard EXP Realty

    121 Dover Hill Rd, Dover, VT 05341
  • /2

    $80,000 Sold Aug 01, 2025

    • 1,413 Sq Ft
    • $57/SF
    • 245 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1990

    100 Legion Rd, Newfane, VT 05345

    Take a trip back in time when it was easy to build your own home, create a light filled environment, and just sit on the deck with something to sip! Recapture the little bit of country living you are looking for by finishing the project started by someone with a dream! There is a huge kitchen with beautiful island counter top, 2 modest bedrooms, a huge living room with a cathedral ceiling for

    Christine Lewis Brattleboro Area Realty

    100 Legion Rd, Newfane, VT 05345
    • /11

      Est $312,038 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,992 Sq Ft

      48 Loop Rd, Newfane, VT 05345

      48 Loop Rd, Newfane, VT 05345
  • /26

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    78 Taft Brook Rd, East Dover, VT 05341

    Lovely country home that is being offered for the first time by the original owners. This special spot is 2 acres just off the Taft Brook in East Dover, a short drive from the Mount Snow ski resort, village of Wilmington, and Brattleboro. Enjoy complete privacy off the quiet country road, with beautiful landscaping, perennial gardens, natural stone work, level yard space, and direct access to

    Adam Palmiter Berkley & Veller Greenwood/Dover

    78 Taft Brook Rd, East Dover, VT 05341
  • /38

    $109,000 Sold Jul 30, 2025

    • 1,400 Sq Ft
    • $78/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1938

    16 Jones Hill Rd, Newfane, VT 05362

    Property being sold 'as is', conveyed with clean title.Seller has not occupied property, so no disclosures are available.Dwelling does have 'good bones', garage is worthless.“This property is eligible under the Freddie Mac First Look Initiative through 07/26/2025.

    Robert Balewicz Evergreen Realty of Vermont

    16 Jones Hill Rd, Newfane, VT 05362
    • /21

      Est $349,574 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft

      443 Dover Rd, Newfane, VT 05351

      443 Dover Rd, Newfane, VT 05351
  • /31

    $556,000

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft

    174 Whites Hill Rd, Dover, VT 05356

    Nestled amidst over 20 acres of pristine land, this Moosehead log home offers the perfect blend of privacy and breathtaking views. Imagine living without the burden of an electric bill, as this property is equipped with a complete solar power system and a backup generator, ensuring you have all the modern conveniences while embracing a sustainable lifestyle.Whether you're working remotely

    Regina Perrotto Skihome Realty

    174 Whites Hill Rd, Dover, VT 05356
  • /17

    $25,000 Sold Jul 18, 2025

    • Land
    • 2.01 Acres
    • $12,438 per Acre
    • 30 Days On Market

    8 Brickyard Rd, Dover, VT 05341

    Escape to the Green Mountains and embrace the simple life on this 2-acre parcel tucked away at the end of a quiet public road in East Dover. Surrounded by forest and fresh mountain air, this peaceful setting offers the perfect spot for your rustic cabin or off-grid retreat. A structure remains on site, ready to be cleared to make way for your vision. Utilities are in place although no soil

    Chad Lackey Deerfield Valley Real Estate

    8 Brickyard Rd, Dover, VT 05341
    • /33

      Est $225,326 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,369 Sq Ft

      951 Dover Rd, South Newfane, VT 05351

      951 Dover Rd, South Newfane, VT 05351
  • /60

    $795,000

    • 2 Beds
    • 2 Baths
    • 2,190 Sq Ft

    85 Browns Rd, Newfane, VT 05345

    Rustic, authentic, circa 1780 cape is located on 80 acres minutes from historic Newfane village. This wonderful home boast three restored wood burning fireplaces with an original beehive oven. The first floor offers an open concept beamed ceilings in the kitchen combo gathering room. In addition, there is a formal dining room and cozy living room both with fireplaces to warm up on classic Vermont

    Janet Lucier Barrett & Valley Assoc. Inc

    85 Browns Rd, Newfane, VT 05345
  • /39

    $565,000 Sold Jul 17, 2025

    • 2,252 Sq Ft
    • $251/SF
    • 126 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    60 Robbins Rd, Dover, VT 05341

    Set on nearly 12 acres of rolling lawn and lush gardens, this bright and sunny Cape blends charm, comfort, and space to unwind. The open-concept living area is bathed in natural light, with large windows framing the beauty of the outdoors. The updated kitchen features a spacious island, stainless steel appliances, and a gas range—perfect for cooking and entertaining. The first-floor primary suite

    Patrice Schneider Southern Vermont Realty Group

    60 Robbins Rd, Dover, VT 05341
    • /27

      Est $175,674 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 998 Sq Ft

      1277 Vt Route 30, Townshend, VT 05353

      1277 Vt Route 30, Townshend, VT 05353
  • /39

    $525,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,364 Sq Ft

    408 Dover Rd, South Newfane, VT 05351

    This 1790's classic colonial farmhouse offers the ideal country setting in a small New England village location. Spacious rooms provide a gracious yet relaxed environment. The first floor offers the primary bedroom and living room - each with its own propane fireplace, updated chef's kitchen, and 3/4 bath. The dining room features floor to ceiling sliding French doors leading to a large deck

    David Brown Berkley & Veller Greenwood Country

    408 Dover Rd, South Newfane, VT 05351
  • /29

    $554,000 Sold Jul 16, 2025

    • 1,350 Sq Ft
    • $410/SF
    • 57 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    103 Dover Hill Rd, East Dover, VT 05341

    Lovely custom home just outside the town of Dover, near the Mount Snow ski resort and village of Wilmington, and near Lake Whitingham, with easy access near a paved town road. This cozy Vermont retreat sits on 14+ acres with established walking trails, a large pond, perennial landscaping, gorgeous stone walls, and more. The custom home is being offered by the original owners and features a large

    Adam Palmiter Berkley & Veller Greenwood/Dover

    103 Dover Hill Rd, East Dover, VT 05341
    • /40

      Est $483,618 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 4,024 Sq Ft

      129 Adams Hill Rd Unit 27, South Newfane, VT 05351

      129 Adams Hill Rd Unit 27, South Newfane, VT 05351
  • /44

    $645,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    1176 E Dover Rd, Wardsboro, VT 05355

    A True Vermont Retreat – Serene, Private, and Exceptional. Tucked away at the end of a winding private drive, this captivating cape-style home is simply flawless. Lovingly maintained for over 30 years, the property reflects a deep sense of care, dedication, and pride. Now, as the current owners prepare for their next chapter, a rare opportunity arises to become the next steward of s exceptional

    Thomas Dahlin Berkley & Veller Greenwood Country

    1176 E Dover Rd, Wardsboro, VT 05355
  • /12

    $19,999 Sold Jul 15, 2025

    • Land
    • 2.00 Acres
    • $10,000 per Acre
    • 14 Days On Market

    14 Brickyard Rd, Dover, VT 05341

    Beautiful hillside parcel less than ten minutes from Mount Snow but outside the direct path of heavy tourist traffic. Brickyard Road is a winding packed-gravel road dotted sparsely with homes for full-time Dover residents, each with plenty of land and privacy.From the roadside the topography dips down about 5 feet, then quickly comes to a much more gradual slope which continues for

    David White OwnerEntry.com

    14 Brickyard Rd, Dover, VT 05341
    • /34

      Est $545,893 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,208 Sq Ft

      112 Kent Rd, Wardsboro, VT 05355

      112 Kent Rd, Wardsboro, VT 05355
  • /23

    $550,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    494 Cobb Reed Rd, Wardsboro, VT 05355

    This home offers the best of a country property. The 1800's cape provides many surprisingly large rooms for family gatherings or entertaining friends. The old character of the home is evident in the wide pine floors, old fireplaces and 12 over 12 windows. With 2 bedrooms and two full baths with soaker tubs on each floor this should meet everyone's needs. There is also an exercise room in the

    David Brown Berkley & Veller Greenwood Country

    494 Cobb Reed Rd, Wardsboro, VT 05355
  • /27

    $399,000 Sold Jul 15, 2025

    • 1,726 Sq Ft
    • $231/SF
    • 48 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    16 Miller Ln, Newfane, VT 05362

    Nestled on a quiet country road, this delightful 3-bedroom, 2-bath home offers peace, privacy, and classic Vermont charm. Surrounded by nature and beautiful mature perennial gardens, this is the perfect place for those seeking a slower pace of life. Step inside to find a spacious and versatile first floor layout featuring a bonus room—perfect as a home office, playroom, or cozy family space. The

    Mike Masters Four Seasons Sotheby's Int'l Realty

    16 Miller Ln, Newfane, VT 05362
    • /40

      Est $480,765 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft

      41 Pine Acres Rd, Townshend, VT 05353

      41 Pine Acres Rd, Townshend, VT 05353
  • /17

    $325,000

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

    3021 Potter Rd, Wardsboro, VT 05355

    Set on two serene acres overlooking a tranquil neighboring pond, this inviting 4-bedroom, 2-bath home offers the quintessential Vermont lifestyle. Surrounded by expansive wildflower gardens, mature trees, and breathtaking natural beauty, this property is a private sanctuary with year-round appeal.Inside, the cozy and light-filled interior features warm wood accents, a spacious layout, and

    Erika Weisenburger Kenneth

    3021 Potter Rd, Wardsboro, VT 05355
  • /2

    $210,000 Sold Jul 15, 2025

    • 1,619 Sq Ft
    • $130/SF
    • 412 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1820

    5 Baker Brook Rd, Newfane, VT 05362

    This unique 1820's home sits pretty by a babbling brook and just oozes old-world charm. Sit on the large porch and drift away to the sounds of the stream. Featuring 3 bedrooms and an office on the main floor this could be a great family home or vacation hideaway! With close proximity to ski resorts and endless hiking and biking, this charmer is ideally located. An extra 1/2 acre is also available

    Daire Gibney Barrett and Valley Associates Inc.

    5 Baker Brook Rd, Newfane, VT 05362
    • /16

      Est $385,490 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,325 Sq Ft

      964 State Forest Rd, Townshend, VT 05353

      964 State Forest Rd, Townshend, VT 05353
  • /21

    $163,000

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft

    1771 Townshend Dam Rd, Townshend, VT 05353

    Embrace the simplicity of cabin living, tucked away on just over 2 peaceful acres, this charming country retreat offers a nice balance of comfort and nature. Inside, you’ll find a cozy one bedroom layout, with an additional den, perfect for overflow sleeping or an office area. The home is open concept kitchen/living/dining area, and a bath. The added antique charm of the potbellied wood stove

    Prema Fitzpatrick Skihome Realty

    1771 Townshend Dam Rd, Townshend, VT 05353
  • /44

    $500,000 Sold Jul 07, 2025

    • 3,588 Sq Ft
    • $139/SF
    • 40 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1840

    19 Grimes Hill Rd, Newfane, VT 05345

    Distinctive in authenticity & charm this captivating 1840’s farmhouse hasstunning grounds, consisting of rolling meadows, fields, a barn, & an adorable outbuilding. The 7 acres surround the property offer privacy and protection. This property has been nurtured by the family for decades with numerous blueberry bushes, a spring-fed pond, & collections of gardens. (complete list attached under

    Kristen Ziter Taylor Brattleboro Area Realty

    19 Grimes Hill Rd, Newfane, VT 05345
    • /33

      Est $280,117 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,186 Sq Ft

      60 Riverdale Rd, Townshend, VT 05353

      60 Riverdale Rd, Townshend, VT 05353
  • /38

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 2,862 Sq Ft

    161 Depot Rd, Williamsville, VT 05362

    Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive219-acre setting, showcasing a harmonious blend of nature and architecture. This

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    161 Depot Rd, Williamsville, VT 05362
  • /3

    $150,000 Sold Jun 27, 2025

    • Land
    • 57 Acres
    • $2,632 per Acre
    • 118 Days On Market

    101 North St, Dover, VT 05341

    Nice parcel in a rural neighborhood with long frontage on paved road. Relatively level in the eastern half of the property with a great building site on an elevated knob near the middle. Mid-range views would be possible with clearing. This could be your private preserve or develop several lots (permits needed). Zoning allows 1 home per 5 acres. No on-site septic testing has been done. Note

    John Redd Skihome Realty

    101 North St, Dover, VT 05341
    • /40

      Not Listed For Sale

      • 8 Beds
      • 6 Baths
      • 4,790 Sq Ft

      3031 Vt Route 30, Townshend, VT 05353

      3031 Vt Route 30, Townshend, VT 05353
  • /34

    $265,000

    • 2 Beds
    • 1 Bath
    • 1,137 Sq Ft

    199 Depot Rd, Williamsville, VT 05362

    Nestled on 12.4 acres of wooded privacy, this raised ranch at 199 Depot Road offers the best of Vermont living—peaceful, scenic, and just minutes from the village of Newfane. With 2 bedrooms and 1 full bath across 1,137 square feet, this well-maintained home features warm wood accents, abundant natural light, and an open-concept living and dining area that feels bright and inviting.Large

    Kate Barry EXP Realty

    199 Depot Rd, Williamsville, VT 05362
  • /24

    $315,000 Sold Jun 24, 2025

    • 1,531 Sq Ft
    • $206/SF
    • 49 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1830

    631 Vt Route 30, Newfane, VT 05345

    Nestled in the heart of Newfane Village, this lovingly maintained Cape has been in the same family for generations and is ready to welcome its next chapter. Thoughtful updates enhance its charm, including a newer septic system, replacement windows, and a beautiful blue standing seam roof that brings a splash of sky to your everyday view. The paved driveway with a convenient turnaround makes

    Thomas Dahlin Berkley & Veller Greenwood Country

    631 Vt Route 30, Newfane, VT 05345
    • /36

      Est $355,130 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,481 Sq Ft

      1871 W Hill Rd, Townshend, VT 05353

      1871 W Hill Rd, Townshend, VT 05353
  • /8

    $35,000

    • Land
    • 5.00 Acres
    • $7,000 per Acre

    0 Ober Hill Rd, Townshend, VT 05353

    Escape to your own private piece of Vermont with this beautiful 5-acre sloping wooded property. Located off the beaten path, yet conveniently close to route 30, you’ll find a peaceful forest of mature Oak, Ash and Pine trees. Whether you're a camping enthusiast or seeking a serene hideaway, this land offers a spectacular setting. Property is accessed at the end of an old town road that is no

    Rebecca Hiam Southern Vermont Realty Group

    0 Ober Hill Rd, Townshend, VT 05353
  • /51

    $343,000 Sold Jun 23, 2025

    • 1,538 Sq Ft
    • $223/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1795

    442 S Wardsboro Rd, Newfane, VT 05345

    This historic 3-bedroom Cape home offers charm, comfort and a rare connection to nature. Perched on a knoll above the Wardsboro Brook, the home is filled with the soothing sounds of flowing water. The first floor features the main living area enhanced by period built-ins, wood floors and large windows flooding each room with natural light. A small but efficient kitchen opens into a large dining

    Laura D'Angelo Berkley & Veller Greenwood Country

    442 S Wardsboro Rd, Newfane, VT 05345
    • /40

      Est $567,697 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,895 Sq Ft

      128 Duke Rd, Williamsville, VT 05362

      128 Duke Rd, Williamsville, VT 05362
  • /53

    $989,000

    • 5 Beds
    • 6 Baths
    • 4,900 Sq Ft

    10 14 Wiswall Hill Rd, Newfane, VT 05345

    Welcome to 2 exceptional homes set on 8 acres of meadows w/ stone walls, woodland, and frontage on the Smith Brook. The contemporary barn conversion was architect designed & boasts an impressive Great Room with soaring ceilings, exposed post & beams, and gas fireplace. Patio doors open onto a huge deck, offering views of the in-ground pool and serene surroundings. The dining room, crafted from

    Robert Doyle Berkley & Veller Greenwood Country

    10 14 Wiswall Hill Rd, Newfane, VT 05345
  • /30

    $268,000 Sold Jun 20, 2025

    • 1,062 Sq Ft
    • $252/SF
    • 35 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2005

    1227 Vermont 30, Townshend, VT 05353

    This well-built home sits on 2.48 private acres alongside the river, just minutes from Townshend Village. Constructed with natural hardwoods throughout—cherry in the main rooms, birch in the bedroom, and maple in the mudroom—it’s full of warmth and character. Recent upgrades include a brand new 3–4 bedroom septic system, all new plumbing, a new propane monitor heater, 40-gallon hot water heater,

    Kate Barry EXP Realty

    1227 Vermont 30, Townshend, VT 05353
    • /18

      Est $290,385 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,800 Sq Ft

      254 Depot Rd, Williamsville, VT 05362

      254 Depot Rd, Williamsville, VT 05362
  • /19

    $249,000

    • Land
    • 30 Acres
    • $8,275 per Acre

    189 North St, Dover, VT 05356

    Discover the perfect Vermont retreat on this 30.09 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    189 North St, Dover, VT 05356

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