227

Bennington County VT Homes for Sale

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  • /11

    $84,900

    • Land
    • 8 Acres
    • $10,612 per Acre

    1337 Chunks Brook Rd, Arlington, VT 05250

    Escape to the scenic beauty of Sandgate, VT with this 8-acre parcel on Chunks Brook Rd (House burnt down). Nestled in a country setting with wooded areas, rolling terrain, and mountain views, offering privacy and seclusion while remaining accessible. Enjoy streamside views, abundant wildlife, and the tranquility of nature while still within reach of local amenities. Sold As Is. The sale of this

    Derek Greene Derek Greene

    1337 Chunks Brook Rd, Arlington, VT 05250
  • /44

    $294,900

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft

    211 Grandview St, North Bennington, VT 05257

    This inviting home combines classic Vermont charm with modern updates, set on a spacious corner lot that provides plenty of room for outdoor activities, gardening, and relaxation. Step inside to find a bright, open living space with hardwood floors and large windows that fill the rooms with natural light. Upstairs consists of comfortable bedrooms that offer generous closet space and a full bath.

    Flex Realty Group Flex Realty

    211 Grandview St, North Bennington, VT 05257
  • /4

    $82,900

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    108 Baker Dr, Bennington, VT 01237

    Built in 2000 this charming home is located in Catamount Mobile Home Park, a community with no age restrictions in beautiful Bennington, Vermont. Situated on a large corner lot with front and back decks offering mountain views. Open, light-filled floor plan with bright kitchen, living room, primary suite, second bedroom, full bath, and laundry. Features include a newer shed (1 year old) and

    Colleen Zajac Monarch Realty

    108 Baker Dr, Bennington, VT 01237
  • /9

    $125,000

    • Land
    • 2.9 Acres
    • $43,103 per Acre

    311 Beechwood Ln, Peru, VT 05152

    This lovely, nearly 3 acre parcel of land is located on Beechwood Lane, about 1 mile from the Town center of Peru. There is approximately 353' frontage on Beechwood Lane and approximately 271' frontage on Beechnut Drive. The land is gently sloped and nicely wooded for privacy. Xfinity high speed internet available. Peru features the J.J. Hapgood General store, Peru Congregational Church, Hapgood

    Dylan Gage Bromley Real Estate

    311 Beechwood Ln, Peru, VT 05152
  • /27

    $359,000

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    8 Winhall Woods Rd, Winhall, VT 05340

    Discover this quintessential Vermont ski chalet, perfectly set on a quiet dead-end road with views of Bromley Mountain from the property. Warm and inviting, the home is filled with natural wood throughout, creating the classic mountain-home atmosphere buyers love. Offering both charm and convenience, the location is ideal—just 2.5 miles to Bromley Mountain, 10 miles to Stratton, and only 8 miles

    Carrie Mathews Winhall Real Estate

    8 Winhall Woods Rd, Winhall, VT 05340
  • /6

    $18,500

    • Land
    • 2.3 Acres
    • $8,043 per Acre

    0 Bergrucken Ln, Readsboro, VT 05350

    Discover your own piece of Vermont paradise in this picturesque double building lot. Surrounded by the scenic Green Mountains with stunning views, this peaceful setting is perfect for your dream home or getaway. Located near top ski areas and just a short drive to North Adams where you can enjoy easy access to cultural attractions like MASS MoCA. Embrace the tranquility of nature while staying

    Christine Girard Steepleview Realty

    0 Bergrucken Ln, Readsboro, VT 05350
  • /22

    $389,000

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

    2 Lower Stratton Valley Rd, Winhall, VT 05340

    Get ready for the upcoming season with this updated 4 bedroom chalet. With all fresh paint, new flooring, a totally remodeled bathroom, and less than 5 years on the new roof and high efficiency furnace, the heavy lifting has been done for you. Warm up next to the cozy wood burning fireplace after enjoying your time at anyone of the nearby world class ski resorts like Stratton, Bromley, or Magic

    Mike Masters Four Seasons Sotheby's Int'l Realty

    2 Lower Stratton Valley Rd, Winhall, VT 05340
  • /21

    $299,900

    • 2 Beds
    • 1 Bath
    • 996 Sq Ft

    58 Granite Cir Unit 1, Manchester Center, VT 05255

    Rare single-level condo in Manchester East! This bright and airy 2-bedroom, 3/4-bath home features an open kitchen and dining area with granite countertops and stainless steel appliances. The vaulted-ceiling living room opens to a deck—ideal for morning coffee or a peaceful evening outdoors. Enjoy the convenience of the generous tiled entry with laundry and your own attached one-car garage,

    Abi Gregorio

    58 Granite Cir Unit 1, Manchester Center, VT 05255
  • /21

    $257,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    905 Vt Route 9, Woodford, VT 05201

    Just east of downtown Bennington, this well-maintained 3-bedroom, 1-bath ranch offers easy single-level living in a desirable Woodford location with quick access to nearby amenities, southern Vermont destinations, and major routes into neighboring states. Recent improvements over the past five years include newer windows, doors, roof, appliances, and a renovated kitchen and bath, making the home

    Jeffrey Dorman

    905 Vt Route 9, Woodford, VT 05201
  • /5

    $82,900

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    108 Bakers Dr, Bennington, VT 05201

    Built in 2000 this charming home is located in Catamount Mobile Home Park, a community with no age restrictions in beautiful Bennington, Vermont. Situated on a large corner lot with front and back decks offering mountain views. Open, light-filled floor plan with bright kitchen, living room, primary suite, second bedroom, full bath, and laundry. Features include anewer shed (1 year old) and

    Colleen Zajac MONARCH REALTY, INC.

    108 Bakers Dr, Bennington, VT 05201
  • /18

    $300,000

    • 3 Beds
    • 1.5 Baths
    • 1,570 Sq Ft

    940 Gage St, Bennington, VT 05201

    Classic cape with a twist! The eat-in kitchen has plenty of cooking area plus an eat-in area in a windowed alcove. The dining room is large enough for sit downs and the living room is the whole length of the house so movie nights are a go! In the entry side of the house you have a wonderful enclosed porch to serve as a mud room and a sweet sitting porch out front. AND!!!!... there is a fenced in

    Christine Lewis Brattleboro Area Realty

    940 Gage St, Bennington, VT 05201
  • /10

    $18,500

    • Land
    • 2.3 Acres
    • $8,043 per Acre

    lot139&140 Bergrucken Ln, Readsboro, VT 05350

    Discover your own piece of Vermont paradise in this picturesque double building lot. Surrounded by the scenic Green Mountains with stunning views, this peaceful setting is perfect for your dream home/getaway. Located near top ski areas and a short drive to North Adams MA, where you can enjoy easy access to cultural attractions like MASS MoCA. Embrace the tranquility of nature while staying close

    Christine Girard STEEPLEVIEW REALTY - N. ADAMS

    lot139&140 Bergrucken Ln, Readsboro, VT 05350
  • /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
  • /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
  • /39

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    211 Rod and Gun Club Rd, Shaftsbury, VT 05262

    Welcome to Rod and Gun Club Rd. Offering 1748 sq ft, with a full useable basement, sitting on 4.43 acres of land, with a 3-bay garage with carport as well as, an attached 2-car garage, a barn with stalls if you want to have some animals. This newly renovated ranch style home with thoughtful design offers 3B,2Bath, with a spacious and flexible layout with a fireplace with a gas insert in the

    Wendy Larson Hooscik Realty

    211 Rod and Gun Club Rd, Shaftsbury, VT 05262
  • /55

    $995,000

    • 5 Beds
    • 4.5 Baths
    • 2,321 Sq Ft

    24 N Branch Rd, Winhall, VT 05340

    Exceptional Renovation of a Stratton Resort Residence in the Stratton Quarter Mile neighborhood on Shuttle, just a short walk home from the Village. Beautiful upscale baths with tile work and craftsmanship of the highest caliber. Wood floors throughout. Open gourmet kitchen makes for premier apres ski gatherings. With 5 bedrooms/4 baths and multiple ensuite- this mountain chalet has been updated

    Kim Morgan-Wohler Wohler Realty Group

    24 N Branch Rd, Winhall, VT 05340
  • /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
  • /25

    $350,000

    • Land
    • 26.5 Acres
    • $13,208 per Acre

    942 Rt 315 Route, Rupert, VT 05768

    26.5 acres offering all the sought after components and is conveniently located nearby the greater Dorset/Manchester amenities! The 26.5 acres is enrolled in the Current Use (Land Use) program however, is about to be removed. The acreage backs onto the 3000 acre Merck Forrest Foundation which offers tremendous hiking, snowshoe trekking, camping, farmstead activity, sugaring, and nature tracking.

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 347-9113

    942 Rt 315 Route, Rupert, VT 05768
  • /33

    $850,000

    • 4 Beds
    • 3.5 Baths
    • 3,658 Sq Ft

    146 Ridges Way Unit 1200-1, Peru, VT 05152

    The Top of the World! Follow the road to the very top of Bromley Village where this secluded condo enjoys sweeping views of the surrounding Green Mountains. This three level, well appointed unit has four nice sized bedrooms, three and a half baths and is a short walk to the Plaza trail for mountain access. Long time owners added special features to this Ridges Townhouse, including hand wrought

    Agent Photo

    Christopher Cummings

    Cummings & Co

    (802) 481-3899

    146 Ridges Way Unit 1200-1, Peru, VT 05152
  • /36

    $699,000

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

    682 E Manchester Rd, Manchester Center, VT 05255

    Welcome to a private Vermont retreat that blends rustic post-and-beam charm with modern versatility. Nestled above the serene Bourne Brook, this property offers the perfect balance of privacy, natural beauty and convenience. The main house exudes warmth and craftmanship, and is complemented by an income producing apartment above the 2 car garage, adding flexibility for extra guests, long term

    Agent Photo

    Christopher Cummings

    Cummings & Co

    (802) 441-7038

    682 E Manchester Rd, Manchester Center, VT 05255
  • /60

    $629,000

    • 5 Beds
    • 3.5 Baths
    • 3,271 Sq Ft

    5408 Main St, Manchester Center, VT 05255

    A great in town location offering two Homes,#5406 and #5408. The Front house is a three bedroom, two full bath home with a great front covered porch with views of Mt. Equinox. You can easily walk to all of Manchester Center's amenities. The back Cottage has two bedrooms, one and a half baths with kitchen and living area. This property is zoned as multi use which provides the owners the ability to

    Robert Sabol Wohler Realty Group

    5408 Main St, Manchester Center, VT 05255
  • /40

    $1,150,000

    • 5 Beds
    • 3.5 Baths
    • 4,017 Sq Ft

    11 Founders Hill Rd, Winhall, VT 05360

    Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot justdown the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    11 Founders Hill Rd, Winhall, VT 05360
  • /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
  • /24

    $595,000

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

    74 Eagle Nest Rd Unit 7, Manchester, VT 05255

    Eagle Nest in Manchester, The 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 carpeting,

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

    74 Eagle Nest Rd Unit 7, Manchester, VT 05255
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /40

    $1,025,000

    • 4 Beds
    • 2.5 Baths
    • 3,086 Sq Ft

    19 Roundtree Rd, Bondville, VT 05340

    This rare offering, located in the North Brookwood neighborhood at the Stratton Mountain Resort, presents an opportunity to secure your legacy winter home and enjoy the revenue of a $38,000 seasonal tenant and also benefit from a tax adjustment at closing. Don't overlook the benefits this property offers. Located on Stratton Mountain Resort with shuttle and near the ski trails, this four-bedroom,

    Kim Morgan-Wohler Wohler Realty Group

    19 Roundtree Rd, Bondville, VT 05340
  • /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
  • /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
  • /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
  • /10

    $14,999

    • Land
    • 1 Acre
    • $14,999 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
  • /2

    $425,000

    • Land
    • 3 Acres
    • $141,667 per Acre

    lot A Forest Pond Rd, Dorset, VT 05251

    Private Dorset West Road Location... private road... nearby Manchester and Dorset. Ready to build. Waste Water permit in place for 5 BR, 8 person occupancy.

    Charles Mauro Josiah Allen Real Estate, Inc.

    lot A Forest Pond Rd, Dorset, VT 05251
  • /2

    $425,000

    • Land
    • 3 Acres
    • $141,667 per Acre

    lot B Frost Pond Rd, Dorset, VT 05251

    Private but not remote. Dorset West Road Location nearby Dorset and Manchester. Nice mountain views.Waste water permit in place for 5 BR, 8 person occupancy.

    Charles Mauro Josiah Allen Real Estate, Inc.

    lot B Frost Pond Rd, Dorset, VT 05251
  • /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
  • /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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