Bennington County VT Homes for Sale

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  /35

  $635,000

  • 5 Beds
  • 2 Baths
  • 2,050 Sq Ft

  1649 E Manchester Rd, Manchester Center, VT 05255

  Privately set yet moments from Manchester's boutiques, dining, and year-round recreation, this five-bedroom, two bath Cape offers a rare blend of quiet retreat and unmatched accessibility. Every space has been curated for comfort, versatility, and style, ideal for full-time living, a vacation escape, and many other possibilities. The kitchen, a refined anchor to the home, features stainless steel

  Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty

  1649 E Manchester Rd, Manchester Center, VT 05255
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  /44

  $585,000

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  475 Sunrise Ln, Arlington, VT 05250

  Discover your private retreat on Beautiful Sunrise Lane! Welcome to "Pine Hollow". This comfortable and inviting home sits on over 6 acres of serene, peaceful landscape, for those seeking a quiet environment and space! Idyllic setting surrounded by pines with complete solitude at the end of a private rd. Enjoy the comfort of generous rooms filled with natural light, ideal for family living and

  Sunny Breen Josiah Allen Real Estate, Inc.

  475 Sunrise Ln, Arlington, VT 05250
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  /53

  $625,000

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

  190 Vt Route 11 Unit 1, Peru, VT 05152

  Don't miss the opportunity to own this renovated 4 bedroom/ 2 full bath townhouse in Peru, VT. This tasteful and high end renovation will wow you. Combining the ambiance and character of a European mountain Chalet with the amenities and style of a contemporary mountain residence, this offers beautiful tiled luxury bathrooms and gourmet kitchen. The great room has vaulted wood beamed ceilings,

  Robert Sabol Wohler Realty Group

  190 Vt Route 11 Unit 1, Peru, VT 05152
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  /37

  $635,000

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  22 Bromley Forest Rd, Bondville, VT 05340

  Motivated sellers! Welcome to your dream Vermont home—where space, light, and location come together in perfect harmony. This beautifully upgraded 4-bedroom residence, complete with a versatile bonus room, features an open-concept living area designed for comfort and connection.The kitchen is a standout, featuring an ILVE 30-Inch Majestic II Dual Fuel Range with 5 Sealed Brass

  Carrie Mathews Winhall Real Estate

  22 Bromley Forest Rd, Bondville, VT 05340
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  /3

  $329,000

  • Land
  • 9.3 Acres
  • $35,376 per Acre

  1347 Morse Hill Rd, Dorset, VT 05251

  Discover the perfect blend of privacy and convenience with this 9.3 acre parcel nestled in one of Southern Vermont's most desirable locations. Enjoy sweeping mountain views and peaceful surroundings just minutes from the charming and historic towns of Dorset and Manchester, known for boutique shopping, fine dining, and year-round cultural attractions. It's a short drive to skiing and many other

  Deborah Hanst

  1347 Morse Hill Rd, Dorset, VT 05251
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  /20

  $559,900

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

  1180 North Rd, East Arlington, VT 05252

  Have your own slice of quintessential Vermont with this 3 acre property at the base of the Green Mountains. A lush, wooded, private property, you will love this 4 bed, 2.5 bath Sunderland home. The 1st floor is an open floor plan with plenty of natural light with a bonus recreational room/office and half bath. The kitchen has granite counters with an updated faucet and oven hood with a butcher

  Jason Saphire www.HomeZu.com

  1180 North Rd, East Arlington, VT 05252
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  /60

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  150 Fillmore St, Bennington, VT 05201

  Location, location, location! Own your own private oasis on a dead-end road with nearly 7 acres - only minutes from downtown shopping and dining. Enjoy seasonal mountain views from the deck with sliding doors to the open concept living/dining room with vaulted ceiling. The propane fireplace with gorgeous wood mantle keeps things toasty while providing cozy ambiance. The spacious kitchen has

  Justine Curry Maple Leaf Realty

  150 Fillmore St, Bennington, VT 05201
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  /39

  $269,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  77 Mcguire St, North Bennington, VT 05257

  Charming Ranch in the sought-after Paran Acres neighborhood, this tidy 3BR/1BA is a blank slate waiting for your personal touches. Photos have been virtually staged to help you visualize just how sweet this home can be. Step inside to find sun-filled rooms and an easy, open layout designed for comfortable, low-maintenance living. A clean, dry basement offers endless possibilities: create a cozy

  Angela Bevin Maple Leaf Realty

  77 Mcguire St, North Bennington, VT 05257
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  /17

  $160,000

  • Land
  • 2.9 Acres
  • $55,172 per Acre

  Lot 21 Sunderland Hill Rd, West Arlingtn, VT 05250

  This scenic undeveloped lot in Sunderland, Vermont, offers an exceptional opportunity to build in a peaceful yet convenient location. Set along a picturesque bike route, the property features level terrain that makes it ideal for easy construction and design flexibility. The land is already cleared, opening up the possibility for lovely mountain views and allowing you to envision your home

  Andy Reed Four Seasons Sotheby's Int'l Realty

  Lot 21 Sunderland Hill Rd, West Arlingtn, VT 05250
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  /24

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 2,210 Sq Ft

  74 Eagle Nest Rd Unit 7, Manchester, VT 05255

  Eagle Nest in ManchesterThe Only Available Unit in This Sought-After Community! Welcome to easy living at Eagle Nest, a popular cluster home development where opportunities like this are rare. This freestanding home (no shared walls—no shared noise!) is being offered for the first time and has been beautifully updated from top to bottom. Step inside to find fresh interior paint, new

  Carol O`Connor Four Seasons Sotheby's Int'l Realty

  74 Eagle Nest Rd Unit 7, Manchester, VT 05255
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  /4

  $14,000

  • Land
  • 1.2 Acres
  • $11,667 per Acre

  00 Heartwellville View Rd, Readsboro, VT 05350

  Nestled in the desirable Heartwelleview Road section of Alpenwald, this beautiful 1.2-acre lot offers the perfect blend of privacy and convenience. The property is partially cleared, making it easy to envision your dream home while still enjoying the natural beauty and tranquility of the surrounding forest. With power already available at the road and septic plans in place, much of the groundwork

  Flex Realty Group Flex Realty

  00 Heartwellville View Rd, Readsboro, VT 05350
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  /4

  $27,999

  • Land
  • 2.4 Acres
  • $11,666 per Acre

  00 Heartwellville View Rd, Readsboro, VT 05350

  Nestled in the desirable Heartwelleview Road section of Alpenwald, this beautiful 2.4-acre lot offers the perfect blend of privacy and convenience. The property is partially cleared, making it easy to envision your dream home while still enjoying the natural beauty and tranquility of the surrounding forest. With power already available at the road and septic plans in place, much of the groundwork

  Flex Realty Group Flex Realty

  00 Heartwellville View Rd, Readsboro, VT 05350
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  /4

  $28,000

  • Land
  • 2.3 Acres
  • $12,174 per Acre

  00 Heartwellville View Rd, Readsboro, VT 05350

  Nestled in the desirable Heartwelleview Road section of Alpenwald, this beautiful 2-acre lot offers the perfect blend of privacy and convenience. The property is partially cleared, making it easy to envision your dream home while still enjoying the natural beauty and tranquility of the surrounding forest. With power already available at the road and septic plans in place, much of the groundwork

  Flex Realty Group Flex Realty

  00 Heartwellville View Rd, Readsboro, VT 05350
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  /9

  $19,999

  • Land
  • 1.5 Acres
  • $13,333 per Acre

  0 Lebensdorf Ln, Readsboro, VT 05350

  Rectangular building lot in Alpenwald Village. The topography is slightly below road grade but generally flat. Electricity is available at the road. This is a very well maintained development and road system, with lots of privacy and neighbors widely spread out on their own acreage, yet there's still a friendly community feel.

  David White OwnerEntry.com

  0 Lebensdorf Ln, Readsboro, VT 05350
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  /50

  $230,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  113 Main St, Bennington, VT 05201

  Charming downtown family home with modern upgrades.This beautifully updated 3-bedroom home is perfectly situated on a desirable corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, with a recent addition of a first-floor primary bedroom and new mudroom back entrance.Step inside to find gleaming hardwood floors and a warm, inviting layout. The dining

  Lindsey Martin Maple Leaf Realty

  113 Main St, Bennington, VT 05201
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  /54

  $245,000

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  48 Canal Dr, Readsboro, VT 05350

  What an opportunity! This versatile property offers an affordable buy-in with multiple possibilities. Just removed from the heart of Readsboro, the home is privately tucked away with a peaceful yard perched above the Deerfield River.The upper level features an inviting open-concept living area filled with natural light. Sliding glass doors open to a spacious deck — the perfect spot to relax

  Flex Realty Group Flex Realty

  48 Canal Dr, Readsboro, VT 05350
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  /4

  $400,000

  • Land
  • 8.01 Acres
  • $49,938 per Acre

  248 French Hollow Rd, Winhall, VT 05340

  Legacy family property, held until now for its premier location and extraordinary views of Stratton Mountain. Acreage offers a building site that is privately situated off the road with a 4 bedroom state septic permit and ready for the mountain home you have been hoping to create! A beautiful parcel with level plateau for building and a moderate slope down to its lower boundary. Surrounded by a

  Kim Morgan-Wohler Wohler Realty Group

  248 French Hollow Rd, Winhall, VT 05340
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  /3

  $109,000

  • Land
  • 17 Acres
  • $6,412 per Acre

  00 Bill T Dr, Readsboro, VT 05350

  Escape to the Green Mountains with this beautiful 17-acre parcel located at the end of a town-maintained road in scenic Readsboro, Vermont. This private property offers the perfect mix of seclusion and convenience, surrounded by nature and outdoor recreation opportunities. At the rear of the property, you’ll find a serene beaver pond that attracts moose, birds, and other local wildlife—an ideal

  Samantha Decker Deerfield Valley Real Estate

  00 Bill T Dr, Readsboro, VT 05350
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  /24

  $471,000

  • 3 Beds
  • 2 Baths
  • 1,357 Sq Ft

  102 Mccormick Ln, Sunderland, VT 05250

  Built in 2003, the home's open-concept design is highlighted by a bright and airy living/dining/kitchen area, where large windows flood the space with abundant natural light. A cozy pellet stove provides warmth and ambiance for those crisp Vermont evenings. The functional layout features two comfortable bedrooms and a full bathroom on the main level, while the private primary ensuite bedroom

  Dana Kingsley Josiah Allen Real Estate, Manchester Branch Office

  102 Mccormick Ln, Sunderland, VT 05250
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  /9

  $80,000

  536 Mill Rd, Stamford, VT 05352

  This house had a house fire a little less than 2 years ago. The structure there can possibly be rebuilt. Buyer would need to check with the town of Stamford about a new build. Buyers agent to verify all information. The barn is still standing and there is a shed across the street.

  Regina Perrotto Skihome Realty

  536 Mill Rd, Stamford, VT 05352
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  /10

  $21,000

  • Land
  • 1 Acre
  • $21,000 per Acre

  0 Oberhugel Rd, Readsboro, VT 05350

  1-acre generally flat and densely wooded building lot in Alpenwald Village in Stamford, VT. This is a very well maintained district with lots of privacy and the neighbors widely spread out on their own acreage, yet there's still a friendly neighborhood feel. Speaking of privacy, the rear boundary is the large southern portion of the 420,000-acre Green Mountain National Forest. Stare off your back

  David White OwnerEntry.com

  0 Oberhugel Rd, Readsboro, VT 05350
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  /25

  $385,000

  • Land
  • 41.1 Acres
  • $9,367 per Acre

  00 Ross Rd, Winhall, VT 05340

  Welcome to 41.1 acres of quintessential Vermont beauty, ideally located between downtown Manchester (11 minutes), Bromley Mountain (6 minutes), and Stratton Mountain (15 mins). This property offers the best of both worlds—easy access to town, ski mountains, and year-round recreation, yet a peaceful and private setting surrounded by nature. The land features a meandering stream, a mix of mature

  David Shehadi Josiah Allen Real Estate, Inc.

  00 Ross Rd, Winhall, VT 05340
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  /41

  $520,000

  • 4 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  87 Grinka Farm Dr, Readsboro, VT 05350

  Set above the heart of Readsboro Village, this inviting four+ bedroom, two-and-a-half-bath home combines classic Vermont character with a versatile and welcoming layout. The first floor offers a formal living room centered around a striking fieldstone fireplace with a cast-iron woodstove, a separate den/media room for relaxation or movie night, a first-floor bedroom, a tasteful full bath, an

  Casey Scott Southern Vermont Realty Group

  87 Grinka Farm Dr, Readsboro, VT 05350
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  /17

  $75,000

  • Land
  • 2.38 Acres
  • $31,513 per Acre

  0 Sunset Hill Rd Unit B, Pownal, VT 05261

  Welcome to this gorgeous 2.38+/- acre lot in Pownal, Vermont! Located on a dead end, private road, this lot is nestled on the right hand side when pulling into Sunset Hill Road. Recently flagged for easy access. Mostly level with some vegetation in a quiet neighborhood. Are you dreaming of building your own home or investing in VT real estate? You won’t want to miss this beautiful lot close to

  Terri Edgerley Edge Realty Vermont

  0 Sunset Hill Rd Unit B, Pownal, VT 05261
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  /22

  $249,900

  • 4 Beds
  • 2 Baths
  • 1,702 Sq Ft

  107 Coolidge Ave, Bennington, VT 05201

  Discover this beautifully updated home set directly on the Walloomsac River, offering 123 feet of peaceful river frontage. Enjoy fishing right from your own backyard, hosting gatherings by the water, or simply relaxing to the soothing sounds of the flowing river. Ideally located within walking distance of Main Street, the Rec Center (featuring a gym, sauna, indoor pool, and tennis and basketball

  Matt Waddington Hoffman Real Estate

  107 Coolidge Ave, Bennington, VT 05201
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  /60

  $579,900

  • 1 Bed
  • 1 Bath
  • 2,529 Sq Ft

  126 Simeon Dean Rd, Shaftsbury, VT 05262

  Horse enthusiasts take notice! Barn Recently renovated w New Electric, 3@12x12 stalls, new Loft & Heated Tack Rm added, or use as desired, Hobby Shop, Antiques, Storage. Wonderful Newly Fenced Pasture & Paddocks & Fencing around house for children or pets. Charming audible Paran Creek from the porch w/nearby adjoining access to serene 6acre Spring Fed Pond. Total of 17.47 acres for your complete

  Denise Byers Green Mountain Premiere Properties

  126 Simeon Dean Rd, Shaftsbury, VT 05262
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  /26

  $165,000

  • Land
  • 10 Acres
  • $16,500 per Acre

  777 Butternut Gutter, Arlington, VT 05250

  ''DIVIDED SKY, A RIVER SIDE RETREAT WITH PREMIER BROWN TROUT FISHING''! Nestled in the heart of Arlington, this breathtaking 10 acre lot offers unparalleled natural beauty, complete with sweeping mountain views and pristine surroundings! Perfect for outdoor enthusiasts, the lot features access to exceptional Brown Trout fishing waters, making it an Angler's Paradise! Whether you are

  Sunny Breen Josiah Allen Real Estate, Inc.

  777 Butternut Gutter, Arlington, VT 05250
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  /6

  $175,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  4677 Vt Route 100, Readsboro, VT 05350

  A great getaway or starter home tucked away in the Vermont woods. Up on a hill, there are partial mountain views, privacy and a fenced in area for animals and chickens. Close to VAST and VASA trail systems, hiking, hunting, backcountry skiing and lakes. Downhill skiing - multiple areas less than an hour away. Country living not too far from the city! Come check it out.

  Duncan Honig Maple Leaf Realty

  4677 Vt Route 100, Readsboro, VT 05350
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  /34

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  114 Colebrook Rd, East Arlington, VT 05252

  This is an unfinished home that needs the right owner to complete it to its fullcapacity.Set off on a private road this home is set on a beautiful, secluded, wooded lot.Access to major highways and schools

  David White OwnerEntry.com

  114 Colebrook Rd, East Arlington, VT 05252
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  /2

  $74,900

  • Land
  • 5.3 Acres
  • $14,132 per Acre

  00 Heartwellville View Rd, Readsboro, VT 05350

  Nestled in the desirable Heartwelleview Road section of Alpenwald, this beautiful 5-acre lot offers the perfect blend of privacy and convenience. The property is partially cleared, making it easy to envision your dream home while still enjoying the natural beauty and tranquility of the surrounding forest. With power already available at the road and septic plans in place, much of the groundwork

  Flex Realty Group Flex Realty

  00 Heartwellville View Rd, Readsboro, VT 05350
• 

  

  /40

  $215,000

  • 5 Beds
  • 2 Baths
  • 2,201 Sq Ft

  317 Pleasant St, Bennington, VT 05201

  Centrally located renovated Bennington duplex, with backyard and garage. This duplex can generate an annual net operating income of ~$23k+ at current numbers (~10.5%), producing robust returns from cash flow and not speculation! Owner performed renovations since acquiring, including to heating systems, plumbing, and gut renovation of the upstairs 2br (currently rented for $1,400).

  Michael Gilman 3GEN Real Estate Inc

  317 Pleasant St, Bennington, VT 05201
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  /58

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,934 Sq Ft

  508 Barney Rd, Bennington, VT 05201

  WOW CHECK OUT THIS Country Cutie on the edge of town. The home has been updated while keeping the period Charm. Large level nicely landscaped yard enclosed by hedges. The lager living room has a fireplace with insert and lots of built-ins. The walkout basement has a large room that has been used as a bedroom with a stone fireplace and a half bath in the heated workshop area.

  Dan Mason Perrott Realty

  508 Barney Rd, Bennington, VT 05201
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  /56

  $3,350,000

  • 3 Beds
  • 4.5 Baths
  • 3,059 Sq Ft

  466 3 Maple Dr, Manchester, VT 05254

  Welcome to Three Maple Drive, a beautifully crafted, brand-new single-family home nestled in a quiet and scenic location in Manchester, Vermont. Built in 2023 with impeccable attention to detail, this 3,059 sq ft modern farmhouse seamlessly blends luxury, comfort, and timeless design—all set on a private 3.85-acre lot with gorgeous mountain views.This home features three spacious bedroom

  David Shehadi Josiah Allen Real Estate, Inc.

  466 3 Maple Dr, Manchester, VT 05254
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  /45

  $450,000

  • 4 Beds
  • 3 Baths
  • 2,030 Sq Ft

  848 Coleville Rd, Bennington, VT 05201

  The House that Love Built-Multigenerational Comfort &Thoughtful Design Tucked away in a peaceful neighborhood, set back from a well maintained town road. This beautifully maintained home is perfect for wildlife watching and enjoying serene solitude.Designed with multigenerational or accessible living in mind, the home features a private in-law suite with it's own ramp entry, wide doorways,

  Beatrice O'Connell Maple Leaf Realty

  848 Coleville Rd, Bennington, VT 05201
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  /40

  $875,000

  • 6 Beds
  • 5 Baths
  • 5,689 Sq Ft

  2677 Route 30, Dorset, VT 05251

  Dorset Historic six-bedroom farmhouse with an apartment above a garage on 1.79 acres with view. This charming home blends Vermont rustic appeal with modern family living.Upon entering, you'll find a brightly lit mudroom with wide board flooring, built-in shelving, and ample space for all seasons. This leads into a large breakfast room that adjoins the kitchen and family rooms. The first

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  2677 Route 30, Dorset, VT 05251
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  /7

  $29,000

  • Land
  • 1.2 Acres
  • $24,167 per Acre

  00 Oberdorf Rd, Stamford, VT 05350

  This 1.2 acre rectangular lot is located in Alpenwald Village! The village roads are community-maintained, have electricity service through Green Mountain Power Company and is loaded with recreational perks! 1.4 miles to hiking/ biking trails on the Dutch Hill Backcountry Area of the Green Mountain National Forest. 1.9 miles to an ATV & snowmobile trailhead in Heartwellville. Situated in the town

  Casey Scott Southern Vermont Realty Group

  00 Oberdorf Rd, Stamford, VT 05350
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  /33

  $2,295,000

  • 4 Beds
  • 5.5 Baths
  • 4,506 Sq Ft

  3039 Vermont 30, Pawlet, VT 05761

  Tucked away at the end of a long, winding driveway, this remarkable Dorset Village estate sits on one of the area's largest parcels—over six private acres. A rare blend of privacy, history, and elegance, the home features four stunning stone fireplaces, exposed antique beams, reclaimed wood details, and abundant natural light throughout its flowing layout. Designed for gathering and making

  Carrie Mathews Winhall Real Estate

  3039 Vermont 30, Pawlet, VT 05761
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  /46

  $1,495,000

  • 4 Beds
  • 4.5 Baths
  • 5,170 Sq Ft

  50 Grouse Ln, Dorset, VT 05251

  Custom built Dorset Hollow estate offered for the first time since 1998. Located on 10 extremely private acres, this 5,100 sqft home offers 4 bedrooms and five bathrooms, plus a two car attached garage. Many fine features including: four fireplaces, verdi marble flooring, marvin windows, slate roof, viessmann boiler - all top of the line. The living room is exceptional w large wood burning

  David Halligan Four Seasons Sotheby's Int'l Realty

  50 Grouse Ln, Dorset, VT 05251
• 

  

  /43

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,884 Sq Ft

  21 County Rd, Pownal, VT 05261

  Step into the warmth and character of this spacious 4-bedroom, 2-bath farmhouse set on 16 picturesque acres. A classic center hall with a beautiful wooden staircase welcomes you inside, where hardwood floors, exposed beams, and three cozy wood stoves create a timeless, inviting feel throughout.The large country kitchen opens directly to a fenced-in backyard, perfect for pets or simply

  Julie Glover Mahar McCarthy Real Estate

  21 County Rd, Pownal, VT 05261
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  /52

  $2,300,000

  • 6 Beds
  • 3 Baths
  • 3,340 Sq Ft

  215 & 221 Vt Route 30, Dorset, VT 05251

  Two homes, multiple barns and outbuildings on 69 incredible acres in Dorset, VT. Nestled in the Green Mountains, 215 Route 30 the 1780s farmhouse featuring 3 bedrooms, 2 baths with 1645 finished sqft. The second building, nestled away from the road is 221 Route 30 built in 1940 with 3 bedrooms and 2 baths. 1800 sqft. The property offers pastoral venues, mature forest, and scenic mountain views. A

  Margretta Fischer Wohler Realty Group

  215 & 221 Vt Route 30, Dorset, VT 05251

Showing Results 41 - 80, Page 2 of 6