1,075

Windham, VT Homes

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  • /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
  • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /5

    $34,995

    • Land
    • 1.50 Acres
    • $23,330 per Acre

    0 Upper Oak Hill Rd, Newfane, VT 05345

    1.5 acre level building site in a neighborhood of established homes. Close to Brattleboro and skiing at Stratton. Not far from Rt 30 so easy in and out of the property.

    Eric Scott Barrett & Valley Assoc. Inc

    0 Upper Oak Hill Rd, Newfane, VT 05345
  • /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
  • /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
  • /60

    $279,000 Sold Jun 20, 2025

    • 1,040 Sq Ft
    • $268/SF
    • 10 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1971

    260 Depot Rd, Williamsville, VT 05362

    What a sweet spot! This one-story ranch house faces south on over an acre of flat open land surrounded by stone walls. On a paved road just minutes from Brattleboro and the village of Williamsville, the house offers easy access and easy one floor living. The sunroom off the garage doubles as a mudroom. The room along the back of the garage provides convenient workshop and/or storage space. Enjoy

    Sally Fegley BHG Masiello Brattleboro

    260 Depot Rd, Williamsville, VT 05362
    • /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
  • /40

    $389,900 Under Contract

    • 2 Beds
    • 2.5 Baths
    • 1,188 Sq Ft

    18 Hemlock Hill Rd, Newfane, VT 05345

    Tucked away on serene Hemlock Hill Road, a quiet private lane shared by just 4 homes, this lovingly maintained year-round A-frame offers the perfect blend of rustic charm and modern comfort. Built in 1985 and thoughtfully updated since, the home sits on 1.5 acres of manicured woodland, creating a peaceful retreat in the heart of Vermont’s natural beauty. Step inside to discover a bright and open

    Sandy Reavill Real Broker LLC

    18 Hemlock Hill Rd, Newfane, VT 05345
  • /40

    $520,000 Sold Jun 03, 2025

    • 2,800 Sq Ft
    • $186/SF
    • 40 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1975

    27 Grimes Hill Rd, Newfane, VT 05345

    This may be the perfect house for you! Hidden from the road on 3.6+/ delightfully private acres of lawn and woods, you'll discover this truly enchanting New England home, fusing cape style with modern day convenience. The front door welcomes you from a delightful porch, offering shelter from the rain and snow. Once inside, you're greeted by a tiled mudroom entryway. Ahead is your three season

    John Mcpherson Berkley & Veller Greenwood Country

    27 Grimes Hill Rd, Newfane, VT 05345
    • /40

      Est $138,418 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 595 Sq Ft

      335 Depot Rd Unit 2, Williamsville, VT 05362

      335 Depot Rd Unit 2, Williamsville, VT 05362
  • /40

    $399,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,894 Sq Ft

    34 Wiswall Hill Rd, Newfane, VT 05345

    BEST AND FINAL OFFERS DUE BY THURSDAY JULY 3rd at 9:00 AMThis country charmer blends the warmth and character of an antique cottage with tasteful modern updates for the perfect balance. Rich in personality, the home features exposed beams, brick hearths, wood floors, high ceilings, built-in bookshelves and dresser drawers, cozy corners, and spacious gathering areas. Just a few steps up from

    Jacki Murano Southern Vermont Realty Group

    34 Wiswall Hill Rd, Newfane, VT 05345
  • /40

    $1,595,000 Sold Mar 24, 2025

    • 3,534 Sq Ft
    • $451/SF
    • 156 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1840

    37 Deer Hill Rd, Newfane, VT 05345

    Tucked away at the end of a serene country lane, the same family has lovingly maintained this treasured property for over fifty years, and it is now ready for a new owner. Spanning 70 secluded acres in the charming town of Newfane, the estate features a spacious 3,500-square-foot farmhouse, a classic red barn, a three-bay workshop/garage, and a professional-sized clay tennis court. Perched on a

    Thomas Dahlin Berkley & Veller Greenwood Country

    37 Deer Hill Rd, Newfane, VT 05345
    • /36

      Est $271,228 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft

      80 Vt Route 30, Newfane, VT 05345

      80 Vt Route 30, Newfane, VT 05345
  • /40

    $297,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,240 Sq Ft

    311 Dover Rd, Williamsville, VT 05362

    Charming Vermont home with 3 spacious bedrooms, and a bonus room with plenty of potential! With a first floor bedroom, bathroom and two bedrooms upstairs, this home can work well for most lifestyles and stages of life. The bonus room offers a tremendous amount of space that can be used as an office, yoga space, playroom or even converted into a bathroom to offer the perfect primary en-suite bath.

    Prema Fitzpatrick Skihome Realty

    311 Dover Rd, Williamsville, VT 05362
  • /40

    $630,000 Sold Jan 31, 2025

    • 2,502 Sq Ft
    • $252/SF
    • 626 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1986

    14 Adams Hill Rd, Newfane, VT 05345

    It all began in 1986...and with the love and care of the owner, has evolved into a 2023 shiny, fun vacation or primary home. Out with the old and in with the new! The kitchen has been expanded with top end appliances, enough counter top space for more than one chef, and a dining nook surrounded by glass. The huge living room with a wall of glass for the view, demands lots of friends and family to

    Christine Lewis Brattleboro Area Realty

    14 Adams Hill Rd, Newfane, VT 05345
    • /20

      Est $365,752 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,150 Sq Ft

      107 Vt Route 30, Newfane, VT 05345

      107 Vt Route 30, Newfane, VT 05345
  • /38

    $112,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    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
  • /36

    $263,000 Sold Jan 09, 2025

    • 1,434 Sq Ft
    • $183/SF
    • 15 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1920

    670 Vt Route 30, Newfane, VT 05345

    This charming historic Cape, located in the heart of Newfane Village, Vermont, offers the perfect blend of vintage character and modern convenience. This 3-bedroom, 1-bath home features classic white clapboard siding, a sturdy stone foundation, and easy access to town amenities. Set on a 1-acre lot with peaceful riverside frontage, the property provides both privacy and beauty.Inside, the

    Craig Ruggless EXP Realty

    670 Vt Route 30, Newfane, VT 05345
    • /35

      Est $366,403 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,365 Sq Ft

      143 Vt Route 30, Newfane, VT 05345

      143 Vt Route 30, Newfane, VT 05345
  • /10

    $63,000 Sold Jan 08, 2025

    • Land
    • 36 Acres
    • $1,750 per Acre
    • 13 Days On Market

    00 Hunter Brook Rd, South Newfane, VT 05351

    Discover 35+acres of potential nestled off Hunter Brook Road in the town of South Newfane, Vermont. If you're seeking privacy and a serene setting, this expansive parcel offers plenty of room to create your vision, whether a secluded retreat, future homestead, or a simple getaway. Listed at just under $1,942 per acre, this property presents an affordable opportunity to own a substantial piece

    Jacki Murano Southern Vermont Realty Group

    00 Hunter Brook Rd, South Newfane, VT 05351
    • /38

      Est $543,253 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,211 Sq Ft

      6 River Rd, Newfane, VT 05345

      6 River Rd, Newfane, VT 05345
  • /17

    $75,000 Sold Dec 19, 2024

    • Land
    • 2.10 Acres
    • $35,714 per Acre
    • 300 Days On Market

    48 Upper Oak Hill Rd, Newfane, VT 05345

    If you are looking for a great opportunity to build your dream home in Vermont, you will love this property situated high on a hilltop in Newfane. The property has a lot of potential, as the foundation and subfloor are already completed, and the sale comes with plans for a beautiful Cape that features a two car garage under the home. You will also get the plans for the two bedroom septic design.

    Thomas Dahlin Berkley & Veller Greenwood Country

    48 Upper Oak Hill Rd, Newfane, VT 05345
    • /40

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,996 Sq Ft

      141 River Rd, Newfane, VT 05345

      141 River Rd, Newfane, VT 05345
  • /14

    $600,000 Sold Nov 22, 2024

    • 2,600 Sq Ft
    • $231/SF
    • 77 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    57 Newfane Hill Rd, Newfane, VT 05345

    This beautiful home sits back from the road and enjoys total privacy on 18 acres of meadow and woods. Exposed beams, three season sunroom, brick fireplace with Jotul wood stove, separate office space, extensive kitchen with vaulted ceiling and breakfast island, attached two car garage and separate 20x30 barn/equipment shed, Master bedroom has private deck, tiered gardens, brick patio, walk in

    David White OwnerEntry.com

    57 Newfane Hill Rd, Newfane, VT 05345
    • /6

      Est $119,767 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 850 Sq Ft

      449 Vt Route 30, Newfane, VT 05345

      449 Vt Route 30, Newfane, VT 05345
  • /31

    $300,000 Sold Nov 15, 2024

    • 998 Sq Ft
    • $301/SF
    • 9 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1989

    49 Miller Ln, Newfane, VT 05345

    This charming, cozy Cape-style home is in the highly sought-after area of South Newfane, Vermont. Located near the end of a quiet cul-de-sac with only one neighboring house, you’ll enjoy peace and privacy without the worry of traffic noise. The backyard offers excellent potential for a scenic view with some selective clearing. Solidly built, this home is conveniently close to the Villages of

    Thomas Dahlin Berkley & Veller Greenwood Country

    49 Miller Ln, Newfane, VT 05345
    • /37

      Est $307,875 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,250 Sq Ft

      458 Vt Route 30, Newfane, VT 05345

      458 Vt Route 30, Newfane, VT 05345
  • /38

    $569,200 Sold Oct 24, 2024

    • 2,316 Sq Ft
    • $246/SF
    • 20 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2015

    111 Wiswall Hill Rd, Newfane, VT 05345

    Nestled amidst 10 acres of serene countryside, this charming 3-bedroom house seamlessly blends rustic elegance with modern comforts. The spacious island kitchen is open to a breathtaking cathedral great room, where towering ceilings and a cozy wood stove invite gatherings beneath warm, wood ceilings. A guest suite offers privacy and comfort, complete with kitchenette and its own laundry. Two

    Lee Brown Four Seasons Sotheby's Int'l Realty

    111 Wiswall Hill Rd, Newfane, VT 05345
    • /28

      Est $313,957 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft

      55 Back St, Newfane, VT 05345

      55 Back St, Newfane, VT 05345

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