Windham County, VT Homes

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  /33

  Est $156,972 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft

  71 Atkinson St, Bellows Falls, VT 05101

  71 Atkinson St, Bellows Falls, VT 05101
• 

  

  /2

  $70,000

  • Land
  • 1.47 Acres
  • $47,619 per Acre

  0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354

  Amazing Opportunity to Build Your Forever Home!This beautiful south-facing, open lot offers the perfect setting for your dream home, with convenient access to power right at the road. The back portion of the property is graced with mature trees, providing shade and a natural pathway to nearby VAST snowmobile and hiking trails.Enjoy the peace of a quiet country setting where you can

  Kerry Mulverhill

  0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354
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  /40

  $224,000 Sold Oct 01, 2025

  • 550 Sq Ft
  • $407/SF
  • 74 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2009

  505 Smith Rd, Halifax, VT 05342

  Classic Cabin In The Woods! Wonderful Wilderness spot! Feeling of remoteness and SO close to Everything Vermont and Northwestern Mass have to offer. Built in 2006 Hewn from local timber. The open floor plan 20 x 20 Cabin has 2 sleeping lofts and amazingly endless potential. The drilled well is in, water lines are run and a three bedroom state approved septic system is installed. The cabin

  Steve Goldfarb Deerfield Valley Real Estate

  505 Smith Rd, Halifax, VT 05342
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  /40

  Est $302,709 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,008 Sq Ft

  44 Atkinson St, Bellows Falls, VT 05101

  44 Atkinson St, Bellows Falls, VT 05101
• 

  

  

  /54

  $335,000

  • 5 Beds
  • 2 Baths
  • 1,944 Sq Ft

  2015 Vermont 30, Townshend, VT 05353

  Perfectly situated on the scenic road to Stratton Mountain—just 25 minutes from the slopes—this charming turn-of-the-century mixed-use property offers endless potential. Step inside to discover original period woodwork, gleaming hardwood floors, and classic details that give this roomy home its timeless character.The property also boasts a large two-story post-and-beam barn, lovingly restored

  Craig Ruggless EXP Realty

  2015 Vermont 30, Townshend, VT 05353
• 

  

  /56

  $1,275,000 Sold Oct 01, 2025

  • 3,692 Sq Ft
  • $345/SF
  • 20 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2003

  225 W Jamaica Rd, Stratton, VT 05360

  Perfectly situated between Mount Snow and Stratton Resort, and just a short drive to scenic Grout Pond and the National Forest, this Stratton, Vermont retreat offers the ideal balance of privacy, recreation, and comfort. Set on landscaped grounds with a tranquil pond, the main residence features four spacious bedrooms, two of which are en suite and four bathrooms. The open concept great room

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  225 W Jamaica Rd, Stratton, VT 05360
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  /40

  Est $294,235 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,412 Sq Ft

  20 Pine St, Bellows Falls, VT 05101

  20 Pine St, Bellows Falls, VT 05101
• 

  

  /35

  $2,197,000

  • 5 Beds
  • 4.5 Baths
  • 5,110 Sq Ft

  14 Tarheel Trail, Wilmington, VT 05363

  This custom built 2018 log home, designed by RH Log Works and Hilderbrand Interiors, offers the ultimate in sophistication and luxury. Featured in Better Homes and Gardens, New England Home and Country Home magazines, this 5 bedroom, 4.5 bathroom sanctuary (plus extra bunk room) is nestled on 2.2 wooded acres with a river running alongside. Just 4 minutes from Hermitage Club and 10 minutes from

  Adam Palmiter Berkley & Veller Greenwood/Dover

  14 Tarheel Trail, Wilmington, VT 05363
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  /12

  $985,000 Sold Oct 01, 2025

  • 1,900 Sq Ft
  • $518/SF
  • 7 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2004

  4 Dogwood Trail, Stratton, VT 05360

  Ski back home to this beautiful three bedroom plus loft, three bath condominium. Located in the Treetop community, just off the Home Run ski trail. Enlarged patio with hot tub, one car detached garage. Very nice private neighborhood. Sold furnished.

  John Sikes Stratton Real Estate

  4 Dogwood Trail, Stratton, VT 05360
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  /33

  Est $215,908 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,728 Sq Ft

  4 Bryant Ct, Bellows Falls, VT 05101

  4 Bryant Ct, Bellows Falls, VT 05101
• 

  

  /35

  $249,900

  • Land
  • 13 Acres
  • $19,223 per Acre

  2137 Brockway Mills Rd, Town of Rockingham, VT 05143

  What a great opportunity here for someone to start their own family farm! Consisting of two barns and 13 beautiful acres with a building site which overlooks the open land, the barns, and the mountain view beyond, including 1490 foot Mt Ephraim. Located just up the road from the Brockway Mills Gorge, a very scenic local landmark. The Williams River with swimming holes and even a space for

  Glenn Olney Barrett and Valley Associates Inc.

  2137 Brockway Mills Rd, Town of Rockingham, VT 05143
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  /54

  $1,743,600 Sold Sep 30, 2025

  • 8,718 Sq Ft
  • $200/SF
  • 274 Days On Market

  • 7 Beds
  • 7.5 Baths
  • Built 2005

  1324 Middle Rd, Brattleboro, VT 05301

  Truly a rare and remarkable property. This custom home was lovingly designed and constructed in 2005 with a clear vision for bringing the Vermont scenery in, while maintaining the rustic charm befitting a country estate. The main house features gorgeous exposed timber frame construction throughout, natural wood flooring, paneling, and trim, extensive artisan stonework inside and out, including 3

  Adam Palmiter Berkley & Veller Greenwood/Dover

  1324 Middle Rd, Brattleboro, VT 05301
• 

  

  /18

  Est $230,491 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,282 Sq Ft

  6 Brown St, Bellows Falls, VT 05101

  6 Brown St, Bellows Falls, VT 05101
• 

  

  /22

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  275 Sherwood Forest, Londonderry, VT 05148

  Offered for the first time! Welcome to 275 Sherwood Forest, an immaculately maintained post-and-beam home tucked away in the heart of Londonderry. This charming property combines timeless craftsmanship with easy upkeep, making it an ideal Vermont getaway or year-round residence. The warm post-and-beam design creates a cozy yet open feel, with natural wood accents and inviting living spaces

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  275 Sherwood Forest, Londonderry, VT 05148
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  /53

  $1,525,000 Sold Sep 30, 2025

  • 5,105 Sq Ft
  • $299/SF
  • 7 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2003

  3333 Under the Mountain Rd, Londonderry, VT 05148

  Perched gracefully along one of Vermont’s most storied and picturesque country roads, 3333 Under the Mountain Road is a rare and refined offering in the heart of South Londonderry. Encompassing 40 serene acres with sweeping panoramic views across sunlit valleys and distant resort ridgelines, this remarkable estate captures the very essence of elevated mountain living.The residence itself

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  3333 Under the Mountain Rd, Londonderry, VT 05148
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  /5

  Est $145,218 Not Listed For Sale

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

  2 Church Place, Bellows Falls, VT 05101

  2 Church Place, Bellows Falls, VT 05101
• 

  

  /19

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,830 Sq Ft

  4850 Vermont Route 100, Wardsboro, VT 05355

  Dual charming updated cottages located conveniently between Mount Snow and Stratton with easy access off a paved public road for peace of mind and tremendous rentability. The current owners have lovingly updated these 2 cape style homes. One partially burned down and has been completely rebuilt and just completed. That larger home features an open concept kitchen and dining area, large great room

  Adam Palmiter Berkley & Veller Greenwood/Dover

  4850 Vermont Route 100, Wardsboro, VT 05355
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  /8

  $235,000 Sold Sep 30, 2025

  • 900 Sq Ft
  • $261/SF
  • 0 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1930

  8 Belleview Ave, Town of Rockingham, VT 05154

  On the outskirts of the beautiful Saxtons River Village, on a dead-end street this inviting and comfortable home is a perfect starter home. Just a step away from the 1-car garage, the mudroom entrance leads to the updated kitchen and adjoining pine-paneled dining room. Hardwood floors are believed to be under the carpeting, but owners make no claims to the condition. The interior is bright and

  Heidi Bernier Berkley & Veller Greenwood Country

  8 Belleview Ave, Town of Rockingham, VT 05154
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  /3

  Not Listed For Sale

  • 10 Beds
  • 4 Baths
  • 3,915 Sq Ft

  25 Oak St Unit 27, Bellows Falls, VT 05101

  25 Oak St Unit 27, Bellows Falls, VT 05101
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  /15

  $485,000

  • 2 Beds
  • 2 Baths
  • 1,353 Sq Ft

  49 High Point Dr Unit A-14, Stratton, VT 05360

  49 High Point Drive, Crown Point A14, Stratton, VTIncredible opportunity to make Stratton Mountain Resort a place to call home. Nestled in the Green Mountains of Vermont, Crown Point offers easy condominium living close to the Stratton Mountain Resort Village. Shuttle service to the base area for skiing and riding. An outdoor pool and BBQ area is inviting for summer use. This one-level 2

  Andrew King Stratton Real Estate

  49 High Point Dr Unit A-14, Stratton, VT 05360
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  /56

  $330,000 Sold Sep 30, 2025

  • 3,147 Sq Ft
  • $105/SF
  • 37 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1805

  3523 Westminster Rd W, Putney, VT 05346

  Circa 1800, this storied building began its life as a humble general store and inn, a hub of commerce, a refuge for travelers and townsfolk alike, this structure has witnessed the sweep of over two centuries. Today, it stands lovingly restored, as a primary residence—The store’s original counters and shelves (once lined with bins of dried goods and glass jars of penny candy) still remain. Many

  Heidi Bernier Berkley & Veller Greenwood Country

  3523 Westminster Rd W, Putney, VT 05346
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  /30

  Est $129,963 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 958 Sq Ft

  10 Butterfield Ave, Bellows Falls, VT 05101

  10 Butterfield Ave, Bellows Falls, VT 05101
• 

  

  /43

  $890,000

  • 5 Beds
  • 4 Baths
  • 2,238 Sq Ft

  8 E Birch Rd Unit 103, Stratton, VT 05360

  Rare 5BR/4BA Stratton Townhome | Ski-Back Access | Designer Furnished | Spacious, fully renovated 5-bedroom, 4-bath townhome at Stratton with ski-back access. Professionally designed and furnished by ACK Design, this move-in-ready home blends mountain charm with modern finishes. The main level features hardwood floors, a stunning floor-to-ceiling stone fireplace, and a granite kitchen with

  Cheyanne Pugliese

  8 E Birch Rd Unit 103, Stratton, VT 05360
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  /55

  $265,000 Sold Sep 30, 2025

  • 1,334 Sq Ft
  • $199/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1948

  80 Grassy Brook Rd, Brookline, VT 05345

  Don’t miss this rare opportunity to own a serene 3-bedroom, 1-bathroom river retreat tucked around the bend in a quiet Vermont town. Perched safely above the waterline, this home offers direct frontage on the picturesque West River—ideal for peaceful mornings and scenic afternoons or evenings. Inside, you’ll find a warm and welcoming interior featuring vaulted ceilings and a stunning fieldstone

  Flex Realty Group Flex Realty

  80 Grassy Brook Rd, Brookline, VT 05345
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  /9

  Est $148,931 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,330 Sq Ft

  63 Williams St, Bellows Falls, VT 05101

  63 Williams St, Bellows Falls, VT 05101
• 

  

  /50

  $435,000

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  27 Country Ct, Wilmington, VT 05363

  Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous

  Janet Boyd Boyd Real Estate

  27 Country Ct, Wilmington, VT 05363
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  /50

  $560,000 Sold Sep 30, 2025

  • 1,658 Sq Ft
  • $338/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1988

  5134 Vermont 9, Brattleboro, VT 05301

  Escape to this hidden gem with mountain views, 17 rolling acres,& featuring a rare blend of privacy, beauty, & income potential in the heart of southern Vermont. The contemporary main house offers clean lines, warm wood floors, & modern comforts, ideal for year-round living or a peaceful retreat. Expansive windows fill the rooms with natural light & frame the stunning surroundings. This 4

  Tamara Purcell Berkley & Veller Greenwood Country

  5134 Vermont 9, Brattleboro, VT 05301
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  /8

  Est $131,419 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,425 Sq Ft

  51 Williams St, Bellows Falls, VT 05101

  51 Williams St, Bellows Falls, VT 05101
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  /33

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  528 Vermont 121, Windham, VT 05155

  Nestled alongside a meandering stream, this perfectly private Cape-style home offers an idyllic setting with over 2 acres of lush land, perfect for play, gardening, or entertaining. Built in the late 80's this home features 3 bedrooms and 2 baths blending timeless appeal with modern conveniences. First floor bedroom and a 2 car garage attached with a practical mudroom offers easy living. 5 new

  Julie Citron RE/MAX Four Seasons

  528 Vermont 121, Windham, VT 05155
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  /5

  $195,000 Sold Sep 30, 2025

  • 560 Sq Ft
  • $348/SF
  • 61 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1998

  1570 Somerset Rd, Wilmington, VT 05363

  Somerset Wilderness,Close to the reservoir and Deerfield River. Boating. snowmobiling, hunting, and hiking. Open land with trails and apple trees. Abuts the National Forest.

  Mark Yule BHG Masiello Brattleboro

  1570 Somerset Rd, Wilmington, VT 05363
• 

  

  /21

  Est $158,287 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,190 Sq Ft

  29 Williams St, Bellows Falls, VT 05101

  29 Williams St, Bellows Falls, VT 05101
• 

  

  /50

  $46,000

  • 2 Beds
  • 3 Baths
  • 1,080 Sq Ft

  357/359, Qtr 2 Grand Summit Way Unit 357/359, Qtr 2, Dover, VT 05356

  Ultimate Mountain Living at the Grand Summit Hotel. Experience a perfect blend of flexibility and mountain adventure with this deeded quartershare unit. Enjoy 13 weeks of vacation each year—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations to suit your lifestyle. This spacious slope-side 2-unit lockout unit comfortably sleeps 8 and features a view of

  Donna Brown Skihome Realty

  357/359, Qtr 2 Grand Summit Way Unit 357/359, Qtr 2, Dover, VT 05356
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  /53

  $455,000 Sold Sep 30, 2025

  • 2,314 Sq Ft
  • $197/SF
  • 12 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1830

  64 Main St, Putney, VT 05346

  Offering an enchanting circa 1830 extended cape with carriage house & office space in Putney Village. Proximal to the Putney Co-Op, General Store, Yellow Barn Music, Putney Public Library, & Putney Farmers Market. Not only aesthetically gorgeous with post & beam construction, it has new sills, beautiful slate roofing, & added energy efficiency. The main house has 4 bedrooms & 1 1⁄2 baths,

  Rebecca Seymour Brattleboro Area Realty

  64 Main St, Putney, VT 05346
• 

  

  /21

  Est $135,413 Not Listed For Sale

  • Studio
  • 2,250 Sq Ft

  28 Williams St, Bellows Falls, VT 05101

  28 Williams St, Bellows Falls, VT 05101
• 

  

  /20

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  172 Franklin Rd, Vernon, VT 05354

  Fantastic opportunity! This split level has 3 floors to finish for lots of living! Or, choose to begin with the first floor that has living/dining/kitchen/full bath and bedroom. It needs work, but an easy way to get started. 4 Possible bedrooms (town says 3, appraiser says 4), The basics are here, sheetrock up and partially mudded, good sized bedrooms, lots of windows and kitchen has been

  Christine Lewis Brattleboro Area Realty

  172 Franklin Rd, Vernon, VT 05354
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  /23

  $266,000 Sold Sep 30, 2025

  • 864 Sq Ft
  • $308/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1942

  45 Blakeslee St, Brattleboro, VT 05301

  Charming Sun-Filled Cape on Corner Lot.This sweet and practical 2-bedroom, 2-bathroom Cape offers timeless appeal and everyday comfort on a sunny corner lot. Built in 1942, the home retains its original charm with 3-over-1 windows, built-ins throughout, and even a vintage ironing board cabinet. Inside, enjoy wood floors, a spacious eat-in kitchen with generous counter space, and a bright

  Liz LaVorgna Berkley & Veller Greenwood Country

  45 Blakeslee St, Brattleboro, VT 05301
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  /33

  Est $289,742 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,440 Sq Ft

  30 Laurel Ave, Bellows Falls, VT 05101

  30 Laurel Ave, Bellows Falls, VT 05101
• 

  

  /44

  $425,000

  • 4 Beds
  • 3 Baths
  • 3,314 Sq Ft

  76 Spruce St, Brattleboro, VT 05301

  Sweet! The perfect location...intown...backing up to the retreat trail system...and has a beautiful front porch and private back deck. This has been a much loved home, ready for a new generation to create their own music and harmony of life. The rooms are large, comfortable with lots of windows, real wood paneling reflecting the era, high ceilings, enough room to work from home (even an office

  Christine Lewis Brattleboro Area Realty

  76 Spruce St, Brattleboro, VT 05301
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  /24

  $64,000 Sold Sep 29, 2025

  • 936 Sq Ft
  • $68/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1975

  2080 Vermont 30, Jamaica, VT 05343

  Riverside Retreat in West River Park!Looking for a Vermont getaway that’s equal parts cozy charm and riverside relaxation? Welcome to this 2-bedroom, 1-bath home with a bonus addition in the highly desired West River Park. Whether you’re dreaming of summer dips in the river, autumn hikes, or apres-ski evenings, this spot has you covered.Step inside to find a bright and inviting living

  TG Glazer Winhall Real Estate

  2080 Vermont 30, Jamaica, VT 05343
• 

  

  /22

  Est $240,452 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft

  76 Griswold Dr, Bellows Falls, VT 05101

  76 Griswold Dr, Bellows Falls, VT 05101

Showing Results 521 - 560, Page 14 of 18