30,390

Windham County, VT Homes

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  • /60

    $2,150,000

    • 7 Beds
    • 5 Baths
    • 6,200 Sq Ft

    18 New England Power Rd, Wilmington, VT 05363

    This extraordinary 7-bedroom, 5-bath luxury farmhouse has been masterfully remodeled by the current owners, offering a refined retreat in Vermont’s four-season playground. Every inch has been reimagined with high-end finishes, from the new roof to custom details throughout, creating a turnkey sanctuary that blends timeless charm with modern sophistication. A beautiful sunroom invites relaxation

    Samantha Decker Deerfield Valley Real Estate

    18 New England Power Rd, Wilmington, VT 05363
  • /24

    $340,000 Sold Aug 28, 2025

    • 1,200 Sq Ft
    • $283/SF
    • 130 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    18 Dover Green Rd, Dover, VT 05356

    This charming 3-bedroom, 2-bath home is tucked away in a peaceful wooded setting, offering the perfect retreat with a cozy, well-maintained ambiance. The spacious living room features a gas fireplace and a Rinnai heater, ensuring comfort throughout the seasons. Adjacent to the living area, the open kitchen and dining space make for a perfect gathering spot. A versatile den with a nearby 3/4 bath

    Richard Caplan Deerfield Valley Real Estate

    18 Dover Green Rd, Dover, VT 05356
    • /38

      Est $1,852,630 Not Listed For Sale

      • 6 Beds
      • 7.5 Baths
      • 4,669 Sq Ft

      45 Tessahoc Ln, Wilmington, VT 05363

      45 Tessahoc Ln, Wilmington, VT 05363
  • /8

    $59,000

    • Land
    • 4.7 Acres
    • $12,553 per Acre

    38 Cross Rd, Windham, VT 05359

    Discover 4.7 acres of partially cleared land tucked away on a peaceful country road in Windham. This level lot offers natural surroundings, with charming stone walls defining the property boundaries. Conveniently located less than 7 miles from Magic Mountain, it’s the perfect spot for your future home or getaway retreat.

    Jessica Citera Cummings & Co

    38 Cross Rd, Windham, VT 05359
  • /36

    $540,000 Sold Aug 28, 2025

    • 1,882 Sq Ft
    • $287/SF
    • 171 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    23 Joan's Ridge Rd, Dover, VT 05356

    This beautifully maintained 3-bedroom, 2.5-bath contemporary home is located in the desirable Joan's Ridge community, just minutes from Mount Snow and the Hermitage Club. Step into a welcoming mudroom that leads to a cozy living room with a wood-burning fireplace, a dining area, and a fully equipped kitchen. The main level features a spacious primary ensuite bedroom for added convenience.

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    23 Joan's Ridge Rd, Dover, VT 05356
    • /40

      Est $1,872,351 Not Listed For Sale

      • 4 Beds
      • 6.5 Baths
      • 3,602 Sq Ft

      72 Cooper Hill Rd, East Dover, VT 05341

      72 Cooper Hill Rd, East Dover, VT 05341
  • /38

    $1,075,000

    • 5 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    3715 Route 11, Londonderry, VT 05148

    Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale

    Cheyanne Pugliese

    3715 Route 11, Londonderry, VT 05148
  • /20

    $390,000 Sold Aug 27, 2025

    • 2,392 Sq Ft
    • $163/SF
    • 14 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1990

    2456 Deer Park Rd, West Halifax, VT 05358

    This 10 acre hilltop property is perfect for outdoor enthusiasts and those seeking the peace and quiet of the woods. Take in the breathtaking view or explore your walking trails. Once inside you are greeted by a large dedicated mud room for removing all gear before stepping into your living area. The first floor is perfectly suited for single-floor living, with a bedroom adjacent to a large,

    Teddy Kramer Berkley & Veller Greenwood Country

    2456 Deer Park Rd, West Halifax, VT 05358
    • /27

      Est $192,771 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
  • /3

    $275,000

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft

    2173 Vermont 8a, Whitingham, VT 05361

    4 bedroom 2 bath home located on 4.7 acres. Has a ground level access. Level parking and garden spots. There are huge White Pine trees surrounding this home. Showings delayed until September 29, 2025 to allow for cleaning. License to Sell is needed and in progress, Expected in October.

    Mark Yule BHG Masiello Brattleboro

    2173 Vermont 8a, Whitingham, VT 05361
  • /41

    $501,000 Sold Aug 26, 2025

    • 1,930 Sq Ft
    • $260/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    182 Eastman Rd, Grafton, VT 05146

    Tucked away on 27 +acres this well-built retreat offers 3 bedrooms and 2.5 bathrooms. The custom crafted kitchen flows to a sunny dining room and wraps to a cozy living room with fireplace and efficient wood burning stove. A first-floor bedroom and bath, makes this open concept floor plan convenient. There is an additional 3 season bonus room which opens to a screen porch for relaxing on summer

    Janet Lucier Barrett & Valley Assoc. Inc

    182 Eastman Rd, Grafton, VT 05146
    • /40

      Est $549,962 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,348 Sq Ft

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

      129 Adams Hill Rd Unit 27, South Newfane, VT 05351
  • /40

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,386 Sq Ft

    152 Our Rd, Putney, VT 05346

    Delayed Showings - OPEN HOUSE Sat 9/20 from 10am to noon. Log Home Retreat on 4.7 Acres in Westminster, VT. Tucked back on a quiet road, is this welcoming 2-bedroom, 2-bath log home set on 4.7 private acres. A circular driveway brings you to the home, where a broad front porch invites you to slow down and take in the surroundings.Inside, you’ll find new flooring throughout

    Morriah Adams BHG Masiello Brattleboro

    152 Our Rd, Putney, VT 05346
  • /27

    $260,000 Sold Aug 25, 2025

    • 1,096 Sq Ft
    • $237/SF
    • 4 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2004

    1528 Eastman Rd, Grafton, VT 05146

    OPEN HOUSE 7/26 12-2 A peaceful retreat with flexible space, modern comforts, and unbeatable access to outdoor adventure. Originally a mobile home, this charming 1-bedroom ranch was thoughtfully converted in 2004, offering a warm and open layout. The kitchen and dining area flow together, creating a welcoming space for everyday living and entertaining. A mudroom/utility room adds extra

    Jessica Flannery EXP Realty

    1528 Eastman Rd, Grafton, VT 05146
    • /31

      Est $352,160 Not Listed For Sale

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

      47 Sherwood Cir, Brattleboro, VT 05301

      47 Sherwood Cir, Brattleboro, VT 05301
  • /60

    $2,900,000

    • 5 Beds
    • 7 Baths
    • 5,018 Sq Ft

    15 Mcgovern Ln, Wilmington, VT 05363

    Custom Mountain Retreat Adjacent to The Hermitage Club on 2.76 AcresThis five-bedroom, seven-bathroom mountain retreat is a true work of art, seamlessly blending modern sophistication with Vermont’s rustic charm. Designed by acclaimed architect Ken Pursley and thoughtfully curated by interior designer Bronwyn Ford, this residence offers a unique blend of clean architectural lines, natural

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    15 Mcgovern Ln, Wilmington, VT 05363
  • /42

    $300,000 Sold Aug 25, 2025

    • 1,239 Sq Ft
    • $242/SF
    • 4 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1972

    32 Sugar Maple Dr, East Dummerston, VT 05346

    Sweet 3 bedroom ranch features a large eat-in kitchen with many nice upgrades including dishwasher, over the stove microwave, mosaic glass tile backsplash and newer white cabinetry. The breakfast bar wall opening overlooks the bright cheerful living room bathed in natural sunlight and views of nature looking out the 2 large sliding glass doors. One slider opens to the covered porch area which

    Steve Schoppmeyer BHG Masiello Brattleboro

    32 Sugar Maple Dr, East Dummerston, VT 05346
    • /33

      Est $359,099 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,756 Sq Ft

      84 Brookline Rd, Athens, VT 05143

      84 Brookline Rd, Athens, VT 05143
  • /35

    $34,900

    • 1 Bed
    • 2 Baths
    • 745 Sq Ft

    341/43 Qtr.3,89 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This sleep 6 unit consists of two adjoining units; Studio unit (341) Queen murphy bed, kitchenette, full bathroom . Hotel unit (343) Two king beds, full bathroom. Units are located on the third floor mountain side of the hotel. Lock out units have the benefit of using the unit as a whole or stay in one side and rent the

    Kelly Agrillo Southern Vermont Realty Group

    341/43 Qtr.3,89 Grand Summit Way, Dover, VT 05356
  • /11

    $153,000 Sold Aug 25, 2025

    • Land
    • 4.53 Acres
    • $33,775 per Acre
    • 33 Days On Market

    41 Old Depot Rd, Putney, VT 05346

    This is a unique lot! Not only is it a rare, in town Putney village lot but the topography and adventure you will be surrounded in, will pique your senses everyday. We begin with a ROW driveway, which sets you back from the road for ultimate privacy. There is a 3-bedroom septic design, a well quote, and power is on the road. Beyond this is where the adventure begins; there is a gully that leads

    Victoria Woods Brattleboro Area Realty

    41 Old Depot Rd, Putney, VT 05346
    • /18

      Est $353,251 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,302 Sq Ft

      7 Center Rd, Wilmington, VT 05363

      7 Center Rd, Wilmington, VT 05363
  • /6

    $59,000

    • Land
    • 10.2 Acres
    • $5,784 per Acre

    0 Kurn Hattin Rd, Putney, VT 05346

    Discover the potential of this 10.2 acre lot nestled in the scenic hills of Westminster. With road frontage on a paved, town maintained road and easy access to I-91, this property offers both privacy and convenience. Located in an accessible area with a peaceful, wooded setting, it’s an ideal opportunity to own a piece of Vermont’s natural beauty.

    Rebecca Hiam Southern Vermont Realty Group

    0 Kurn Hattin Rd, Putney, VT 05346
  • /55

    $479,000 Sold Aug 22, 2025

    • 2,566 Sq Ft
    • $187/SF
    • 1 Day On Market
    • 4 Beds
    • 3 Baths
    • Built 1900

    1 Dorr Fitch Rd, Dover, VT 05356

    Own a piece of Dover, Vermont history with this beautifully restored 1890s blacksmith shop, now a charming 4-bedroom, 3-bath home with a soaring barn and stunning views of the Mount Snow Valley. Set on just under an acre in the heart of the village, the property blends classic New England charm with thoughtful modern updates. Surrounded by stone walls, perennial gardens, and open fields, it

    Donald Koelsch Deerfield Valley Real Estate

    1 Dorr Fitch Rd, Dover, VT 05356
    • /35

      Est $355,230 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,783 Sq Ft

      31 Brook St, Whitingham, VT 05361

      31 Brook St, Whitingham, VT 05361
  • /42

    $1,150,000

    • 3 Beds
    • 3 Baths
    • 2,121 Sq Ft

    4 Hardwood Hill, Stratton, VT 05360

    Welcome to your mountain retreat in the exclusive TreeTop community at Stratton Resort. This upscale 3 level, 3 BR, 3 BA + bonus loft room townhome offers the perfect blend of alpine charm & modern comfort. Perched on the mountain with panoramic vistas, enjoy year-round views from your private stone patio & spacious deck. Step outside & take advantage of ski-back access right to your door, plus a

    Kim Morgan-Wohler Wohler Realty Group

    4 Hardwood Hill, Stratton, VT 05360
  • /34

    $425,000 Sold Aug 22, 2025

    • 2,064 Sq Ft
    • $206/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    119 Bills Rd, Wardsboro, VT 05355

    This charming 3-bedroom, 2-bath home offers endless Green Mountain Vistas from your covered porch, prime for morning coffee or evening stargazing. Well maintained with newer standing seam metal roof and efficient systems. Every window in living area captures peaceful panoramas year-round, framing every sunrise and peak-dusted sunset. Enjoy the advantage of 2 family rooms, perfect for hosting

    Loana Sargent Wohler Realty Group

    119 Bills Rd, Wardsboro, VT 05355
    • /34

      Est $229,382 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,572 Sq Ft

      83 Goldies Rd, Putney, VT 05346

      83 Goldies Rd, Putney, VT 05346
  • /31

    $33,500

    • 1 Bed
    • 2 Baths
    • 709 Sq Ft

    145/47 Qtr.1,89 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This sleep 6 unit consists of two adjoining units; Studio unit (145) Queen murphy bed, kitchenette, full bathroom and a balcony. Hotel unit (147) Two queen beds, full bathroom and balcony. Units are located the mountain side of the hotel just down the hallway from the Spa, ski locker, health club and pool.. Lock out units

    Kelly Agrillo Southern Vermont Realty Group

    145/47 Qtr.1,89 Grand Summit Way, Dover, VT 05356
  • /29

    $285,000 Sold Aug 22, 2025

    • 1,392 Sq Ft
    • $205/SF
    • 10 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1957

    403 Tyler Hill Rd, Vernon, VT 05354

    Welcome to this sweet and inviting 3-bedroom, 1-bath home, beautifully updated around 2015 and ready for new memories! Nestled on a generous lot, this home offers both comfort and functionality with a bright, open layout and thoughtful improvements throughout.Enjoy relaxing or entertaining on the deck overlooking a spacious yard with a babbling brook—perfect for peaceful mornings or summer

    Kristen Ziter Taylor Brattleboro Area Realty

    403 Tyler Hill Rd, Vernon, VT 05354
    • /20

      Est $189,792 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,047 Sq Ft

      4 Crowley Dr, Bellows Falls, VT 05101

      4 Crowley Dr, Bellows Falls, VT 05101
  • /46

    $379,000

    • 4 Beds
    • 2 Baths
    • 1,446 Sq Ft

    155 Oak Grove Ave, Brattleboro, VT 05301

    All work has been done for you on this beautiful, 1932 period home. 4 bedrooms, 2 full baths, set in a high demand, desirable neighborhood. Manicured, corner lot with classical perennial plantings, two covered porches, a slate roof, and detached double garage. There are 20+ upgraded, insulated windows, with antique reproduction filling the home with natural light. Hardwood floors predominate.

    Kristen Ziter Taylor Brattleboro Area Realty

    155 Oak Grove Ave, Brattleboro, VT 05301
  • /43

    $435,000 Sold Aug 22, 2025

    • 2,356 Sq Ft
    • $185/SF
    • 28 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2010

    60 Lily Pond Rd, Vernon, VT 05354

    Modern, contemporary 2-story home w/ unobstructed southern exposure in school-choice town of Vernon, Vermont. Built in 2010, this 3BR, 3BA home sits on a 1-acre, level lot, close to town rec. dept., as well as VAST snowmobile trail. Enter via the oversized 2-car garage (32 ft x 28 ft) or greet your guests at the formal front entry off the full-length farmer’s porch. Garage entry hall offers 2

    Dan Normandeau Berkley & Veller Greenwood Country

    60 Lily Pond Rd, Vernon, VT 05354
    • /34

      Est $375,972 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,600 Sq Ft

      51 Apple Blossom Ln, Grafton, VT 05146

      51 Apple Blossom Ln, Grafton, VT 05146
  • /33

    $59,900

    • 2 Beds
    • 1.5 Baths
    • 414 Sq Ft

    33 W River St, Londonderry, VT 05155

    Welcome to the “Love Shack,” a rustic riverfront cabin nestled along the banks of the West River in the heart of South Londonderry, Vermont. This one-of-a-kind retreat offers a rare chance to unplug and embrace the simple joys of cabin living while staying close to everything southern Vermont has to offer. Located just six minutes from Magic Mountain and within easy reach of Bromley, Stratton,

    Christine Chovan

    33 W River St, Londonderry, VT 05155
  • /26

    $515,000 Sold Aug 21, 2025

    • 1,536 Sq Ft
    • $335/SF
    • 11 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1980

    89 Birch Rd Unit 51, Londonderry, VT 05148

    Tucked in the desirable Magic Circle community, just a short walk to the lifts at Magic Mountain, this updated four-bedroom, two-bath chalet blends classic alpine charm with modern comfort. Set on a wooded .66-acre lot, the home features vaulted ceilings, exposed wood beams, and a stunning stone fireplace. Large windows frame forest views and fill the home with natural light. The updated kitchen

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    89 Birch Rd Unit 51, Londonderry, VT 05148
    • /38

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,950 Sq Ft

      773 Guilford St, Brattleboro, VT 05301

      773 Guilford St, Brattleboro, VT 05301
  • /40

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 2,872 Sq Ft

    1587 Upper Holbrook Rd, Whitingham, VT 05361

    Set on 3 beautiful acres, this well-maintained 3-bedroom plus loft, 2 1/2 bath home is truly move-in ready. Enter through a spacious mudroom with a convenient back opening for bringing in firewood for the cozy wood stove in the living room. The open-concept kitchen and dining area provide plenty of room for entertaining, while a den/game room just off the living room with a bar area (4X8) offers

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    1587 Upper Holbrook Rd, Whitingham, VT 05361
  • /2

    $155,000 Sold Aug 20, 2025

    • Land
    • 18.5 Acres
    • $8,378 per Acre
    • 11 Days On Market

    461 Deer Run, Putney, VT 05346

    This fantastic property has so much potential, with multiple open fields and sections that are cleared as well as the surrounding wooded areas that add privacy and shade. Currently used as a camp with a barn, work shop, garage and more. The property also features a dug well that is currently not connected, a small pond and stream and a lot of great wildlife.

    Thaddeus Abare Barrett and Valley Associates Inc.

    461 Deer Run, Putney, VT 05346
    • /25

      Est $292,929 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,106 Sq Ft

      8 Route 35, Athens, VT 05143

      8 Route 35, Athens, VT 05143
  • /30

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    876 Vermont Route 100, Wilmington, VT 05363

    Great location for full-time local residents or seasonal visitors. Easy access from Route 100. Nice yard and solid house. This is a comfortable 3-bedroom house with a living room, kitchen, and dining room! Centrally located and easily accessible. Please come see it!

    Tony Tribuno Skihome Realty

    876 Vermont Route 100, Wilmington, VT 05363

Showing Results 161 - 200, Page 5 of 18

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