Bennington County VT Homes for Sale

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  /48

  $3,285,000

  • 5 Beds
  • 6 Baths
  • 6,900 Sq Ft

  68 Green Peak Orchard Rd N, Dorset, VT 05253

  Located in Green Peak Orchard, this custom Greek Revival home on 9.9 aces features wide-planked floors, custom moldings, hand-plastered walls and ceilings, historic reproduction lighting and custom wainscotting & cabinetry. Slate and copper roofs as well as Vermont marble and soapstone complete the authentic details of this striking residence. The home welcomes you through a brick-floored mudroom

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

  68 Green Peak Orchard Rd N, Dorset, VT 05253
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  /55

  $495,000

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  935 Old Manchester Rd, Peru, VT 05152

  Cozy Off-Grid Cabin on 10 Private Acres – Peace, Privacy & Ski AccessEscape to your own woodland retreat with this charming 2-bed, 1-bath cabin nestled on 10 serene acres of open meadow and forest. Just 4.5 miles to Bromley Ski & Snowboarding Mountain, this property offers the perfect mix of off-grid living and outdoor adventure.Fully self-sufficient with solar power and propane generator

  Margretta Fischer Wohler Realty Group

  935 Old Manchester Rd, Peru, VT 05152
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  /39

  $365,000

  • 3 Beds
  • 1 Bath
  • 1,660 Sq Ft

  989 Carpenter Hill Rd, Bennington, VT 05201

  Country charm meets modern comfort... Welcome to your perfect slice of paradise! This lovingly updated ranch home is nestled on a peaceful country road and sits on a generous 2.6 acre lot, offering the ideal blend of privacy, space, and style. Step inside to discover a bright, refreshed interior featuring new vinyl plank flooring, freshly painted walls in a neutral palate, and updated lighting

  Angela Bevin Maple Leaf Realty

  989 Carpenter Hill Rd, Bennington, VT 05201
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  /27

  $339,000

  • 3 Beds
  • 1 Bath
  • 836 Sq Ft

  557 Beech St, Manchester Center, VT 05255

  Manchester. Let the sun shine in. Easy living on one level with 3 bedrooms. You'll enjoy sitting in the kitchen and gazing either at the mountain view or the flower garden in the backyard. Nice level area to plant a garden or play outdoor games in the yard. Detached 1 car garage, good storage and area for workbench. Quick drive into center of Manchester and minutes to the Manchester Country

  Patti Trudel RE/MAX Four Seasons

  557 Beech St, Manchester Center, VT 05255
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  /21

  $325,000

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

  58 Walker Meadows, Arlington, VT 05250

  Afordable Single level Three bedroom, two bath home on a wonderful level lot. Convenient location to schools, town restaurants, shopping, library, physicians and hiking trails. A sweet spot to enjoy the large back yard and spacious deck. From the deck you can enter the great room with French doors allowing for natural light and the wood burning fireplace. This cozy welcoming home features hard

  Margretta Fischer Wohler Realty Group

  58 Walker Meadows, Arlington, VT 05250
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  /7

  $130,000

  • Land
  • 46.89 Acres
  • $2,772 per Acre

  0 Klondike Rd Unit 5062056, Stamford, VT 05352

  If you are looking for a big beautiful private piece of Vermont where you can build your getaway camp, where you can cut trails in, ride, hunt, shoot, have your friends over for a bonfire and a few brews, this may be the place for you. This is a rectangular nearly 46 acre piece waiting for your creative genius and some hard work and sweat - in the invigorating Vermont woods!. This is in a forest

  Duncan Honig Maple Leaf Realty

  0 Klondike Rd Unit 5062056, Stamford, VT 05352
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  /60

  $465,000

  • 5 Beds
  • 3 Baths
  • 2,622 Sq Ft

  1555 E Arlington Rd, Arlington, VT 05250

  Lovingly renovated from top to bottom by long-term owners, this turnkey home beautifully blends small-town charm with modern comfort. Recent updates include a new roof, vinyl siding and windows, brand-new oil and hot water tanks, 200-amp electrical panel, gorgeous kitchen, and more. Featuring 5 bedrooms and 3 full baths in total, the main level offers desirable "one-floor living" with 3 beds, 2

  Jenifer Prouty Hoffman Hoffman Real Estate

  1555 E Arlington Rd, Arlington, VT 05250
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  /21

  $120,000

  • Land
  • 20 Acres
  • $6,000 per Acre

  1319 Vail Rd, Bennington, VT 05201

  Discover an exceptional opportunity to build your dream home on this prime 20-acre parcel located in the desirable west end of Bennington. This expansive property offers a perfect blend of privacy and convenience, ready for immediate development.Key features of this remarkable land include an established driveway providing easy access to your future homesite, and a completed perk test

  Lilli West Maple Leaf Realty

  1319 Vail Rd, Bennington, VT 05201
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  /56

  $2,300,000

  • 9 Beds
  • 8 Baths
  • 5,512 Sq Ft

  288 Cedar Ln, Peru, VT 05152

  Imagine your own private Vermont resort getaway! Nestled on 12 peaceful acres, this property offers the perfect blend of relaxation, recreation, and convenience. Spend summer days swimming or paddling on your private pond, relaxing on the sandy beach, soaking in the hot tub, or unwinding in the sauna after a workout in your home gym. Evenings can be enjoyed fireside under the stars.The main

  Jessica Citera Cummings & Co

  288 Cedar Ln, Peru, VT 05152
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  /39

  $299,000

  • 2 Beds
  • 1.5 Baths
  • 1,417 Sq Ft

  51 Russell St Unit D, Arlington, VT 05250

  A Wonderful Townhouse in desirable Arlington Village. Welcome to this charming 2 bedroom 1 and a half bath nestled in the heart of Arlington, with a one car garage. This location offers the perfect blend of comfort and convenience. Inside you will find newly refinished hardwood floors, updated tiling at the entry, and stainless steel appliances. A sun drenched living room and dining area

  Robert Sabol Wohler Realty Group

  51 Russell St Unit D, Arlington, VT 05250
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  /38

  $950,000

  • 4 Beds
  • 3.5 Baths
  • 4,650 Sq Ft

  81 Windward S, Dorset, VT 05251

  Set on a quiet private road in the heart of Dorset, Vermont, this distinguished four bedroom Colonial blends classic New England architecture with modern comfort. Framed by mountain views and surrounded by natural beauty, the property offers the perfect balance of privacy, charm, and convenience. Inside, you’ll find inviting spaces designed for both everyday living and gracious entertaining.

  Adrienne Sherwood Four Seasons Sotheby's Int'l Realty

  81 Windward S, Dorset, VT 05251
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  /15

  $269,000

  • 2 Beds
  • 1 Bath
  • 2,500 Sq Ft

  624 Main St, Bennington, VT 05201

  Prime Mixed-Use Building on Main Street-Bennington, Vermont. Located in the heart of downtown Bennington, this versatile mixed-use property offers an excellent opportunity for both investors and owner-occupants. The main level features a spacious, adaptable commercial space ideal for retail, office, or service-based businesses. With its high visibility and foot traffic on Main Street, this is a

  Kelley Mccarthy Mahar McCarthy Real Estate

  624 Main St, Bennington, VT 05201
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  /35

  $475,000

  • 5 Beds
  • 2.5 Baths
  • 2,104 Sq Ft

  115 Grandview St, Bennington, VT 05201

  Step into timeless elegance with this beautifully restored Victorian home, showcasing stunning woodwork and thoughtful updates throughout. This spacious residence offers five bedrooms, one being on the first floor, and two updated bathrooms blending classic character with modern comfort. A whimsical hidden quarter bath under the stairs adds both charm and function. The home’s gracious

  Cassie Barbeau Mahar McCarthy Real Estate

  115 Grandview St, Bennington, VT 05201
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  /30

  $550,000

  • 2 Beds
  • 2 Baths
  • 2,218 Sq Ft

  1439 Main St, Manchester Center, VT 05255

  Purdy School House, est. 1850 - Step into history with this lovingly preserved former schoolhouse, offering timeless character with modern comfort. Featuring 2 bedrooms, 2 baths, and a striking stone fireplace, this home blends warmth and charm. A full basement and attached one-car garage provide practical convenience. Set on 2.01 acres, the property includes a fenced dog yard and plenty of space

  Richard Slocum Four Seasons Sotheby's Int'l Realty

  1439 Main St, Manchester Center, VT 05255
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  /43

  $350,000

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

  683 Water St, North Bennington, VT 05257

  Completely redone in 2022, with the only evidence remaining of the 1934 construction being a crawlspace through a hatch in the rear of the basement. Offering 3 bedrooms and 2 bathrooms this home is very much "like new". All the systems are modern. Living room/dining room/kitchen, mud room with laundry and bedroom on the main level. Upstairs is the primary bedroom with private bathroom and an

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  683 Water St, North Bennington, VT 05257
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  /21

  $445,000

  • 4 Beds
  • 2 Baths
  • 1,337 Sq Ft

  3 Old Town Rd, Bondville, VT 05340

  This house is a must see for anyone looking for a small home in Vermont. Located between Stratton and Bromley and just minutes away from Magic Mountain, the location is prime ski country often referred to as the Golden Triangle.With four bedrooms and an open concept living room and kitchen, this home is cozy and inviting. Fully renovated and turnkey. Fenced in yard with hot tub. Fire

  Andrew King Stratton Real Estate

  3 Old Town Rd, Bondville, VT 05340
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  /51

  $269,000

  • 2 Beds
  • 1 Bath
  • 1,400 Sq Ft

  3264 Route 153, West Rupert, VT 05776

  This neat and tidy single story home has been completely renovated from top to bottom, offering comfort, efficiency, and style. Updates include all new metal roof, vinyl siding, thermopane windows, propane hot-air heating system with heat pump central air conditioning, appliances, kitchen cabinets, counters, and hardwood flooring. Also updated plumbing, fiber optic internet, new electrical with a

  Scott McChesney McChesney RE, Inc.

  3264 Route 153, West Rupert, VT 05776
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  /4

  $39,500

  • Land
  • 2 Acres
  • $19,750 per Acre

  0 Oberhugel Rd Unit 5059139, Stamford, VT 05352

  Here are 2 beautiful wooded lots high on the mountain! Perfect opportunity for you to create your paradise in southern Vermont! Alpenwald is a hidden gem - a community on a mountain across from an old ski area which has been repurposed for Backcountry skiing and hiking. Alpenwald also has direct access to the VAST trail network as well as ATV trails. It is also not far from ski areas such as MT

  Duncan Honig Maple Leaf Realty

  0 Oberhugel Rd Unit 5059139, Stamford, VT 05352
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  /26

  $199,900

  • 4 Beds
  • 2 Baths
  • 1,278 Sq Ft

  215 Maple St, Bennington, VT 05201

  Huge Price Reduction. Enjoy the charm and comfort of this beautifully renovated home, ideally nestled in the heart of Bennington. As you arrive, you'll be greeted by a spacious front porch, perfect for relaxation, entertaining, and enjoying cool breezes. This property has undergone a complete transformation from a two-family to a stunning single-family home. It now offers convenient one-floor

  Matt Waddington Hoffman Real Estate

  215 Maple St, Bennington, VT 05201
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  /22

  $375,000

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

  3 Kimball Hill Rd Unit 1, Winhall, VT 05340

  Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping.Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can

  Robin Apps Four Seasons Sotheby's Int'l Realty

  3 Kimball Hill Rd Unit 1, Winhall, VT 05340
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  /56

  $1,849,000

  • 3 Beds
  • 2.5 Baths
  • 3,450 Sq Ft

  139 Prospect St, Manchester, VT 05254

  Set against Equinox Mountain and just minutes from the thriving center of Manchester, this timeless and elegant home has been thoughtfully renovated to honor age-old craftsmanship while embracing modern building science to create a beautiful, healthy, and inviting space. Recent renovations include a comprehensive rebuild and expansion of the upper floor, Marvin windows and patio doors, charming

  Cheyanne Pugliese

  139 Prospect St, Manchester, VT 05254
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  /40

  $1,525,000

  • 4 Beds
  • 3 Baths
  • 3,931 Sq Ft

  932 Mcnamara Rd, Dorset, VT 05251

  Tucked away at the end of a gently curved, tree-lined drive, this exceptional contemporary home blends timeless elegance with Vermont charm. A welcoming paver patio leads to the informal entry, while a marble pathway guides you to the striking formal entrance and grand foyer. Inside, locally sourced marble floors flow into rich cherry hardwoods, setting the tone for quality

  Britt Wohler

  932 Mcnamara Rd, Dorset, VT 05251
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  /40

  $1,350,000

  • 2 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  81 Fern Hill, Dorset, VT 05251

  Storybook Cape full of comfort and charm in a private location surrounded by gardens, specimen maples and an unusual acre of pachysandra ground cover.The home's living room centers around a traditional fireplace and French doors leading to a slate terrace overlooking established gardens. The sun filled dining room features built in cabinets and leads to a custom designed kitchen. A sunroom

  Elena Atwill Four Seasons Sotheby's Int'l Realty

  81 Fern Hill, Dorset, VT 05251
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  /29

  $250,000

  • 9 Beds
  • 5 Baths
  • 3,810 Sq Ft

  6982 Main St, Readsboro, VT 05350

  Prime location meets potential! Situated in the center of charming Readsboro, this 5-unit multi-family property offers a rare opportunity for investors and owner-occupants alike. Whether you're looking to expand your portfolio or live in one unit while generating rental income from the others, this property delivers. Some renovations needed – perfect for those looking to add value and

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  6982 Main St, Readsboro, VT 05350
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  /36

  $224,500

  • 5 Beds
  • 2 Baths
  • 2,212 Sq Ft

  1138 Main Rd, Stamford, VT 05352

  Stamford, VT - A country drive less than 10 minutes North Adams, MA- home of Mass MoCA. Dating back to 1850 this spacious home boasts 4 bedrooms & 2 baths. 1st floor bedroom, bath, laundry, kitchen, dining, living room, den & sunroom. Nestled on almost and acre of land and bordering a babbling brook this property offers a privacy sanctuary. Come take a look for yourself! Located close to

  Colleen Zajac MONARCH REALTY, INC.

  1138 Main Rd, Stamford, VT 05352
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  /37

  $999,000

  • 4 Beds
  • 3.5 Baths
  • 2,280 Sq Ft

  17 Roundtree Rd, Winhall, VT 05340

  Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 1⁄2 bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at

  Sarah Nichols Winhall Real Estate

  17 Roundtree Rd, Winhall, VT 05340
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  /42

  $360,000

  • 3 Beds
  • 1 Bath
  • 1,432 Sq Ft

  231 Bergrucken Ln Unit 121-122, Readsboro, VT 05350

  Discover the perfect balance of privacy, outdoor adventure, and scenic beauty in this recently updated 3-bedroom, 1-bath home nestled in the heart of Vermont’s Green Mountains —this rare gem is one of the few properties in the community with a view.The property features gently winding grass paths that invite you to explore your own backyard oasis, ideal for morning exercise, birdwatching,

  Kristen Breeden Southern Vermont Realty Group

  231 Bergrucken Ln Unit 121-122, Readsboro, VT 05350
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  /37

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,398 Sq Ft

  2566 Rupert Rd, Arlington, VT 05250

  Charming Cape on 5 Private Acres in Serene SandgateNestled amidst hundreds of acres of peaceful surroundings, this well-maintained 3-bedroom, 1-bath Cape offers the perfect blend of nature-inspired living and modern comfort. Set on five private acres, the property features lush gardens with thriving vegetables and herbs, a cozy outdoor fire pit, and a harmonious mix of open lawn and

  Faith Rhodes Maple Leaf Realty

  2566 Rupert Rd, Arlington, VT 05250
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  /8

  $59,000

  • Land
  • 0.29 Acre
  • $203,448 per Acre

  420 Burgess Rd, Bennington, VT 05201

  Level building lot with town sewer and water at the edge of town.Possible owner financing.

  Dan Mason Perrott Realty

  420 Burgess Rd, Bennington, VT 05201
• 

  

  /10

  $245,000

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft

  209 Grove St Unit 11, Bennington, VT 05201

  Well-maintained 2-unit property offering flexibility for owner-occupants or investors. The main-level unit features 3 bedrooms, a full bath, an eat-in kitchen with new cabinets, and a laundry room with washer and dryer. The upstairs unit offers 1 bedroom, a full bath, eat-in kitchen, and a cozy living room with hardwood floors. Exterior features include a nice backyard, 2 covered parking spaces

  Julie Glover Mahar McCarthy Real Estate

  209 Grove St Unit 11, Bennington, VT 05201
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  /16

  $2,300,000

  • Land
  • 67 Acres
  • $34,328 per Acre

  215 Vermont 30, Dorset, VT 05251

  Opportunities are Knocking! Welcome to an extraordinary 67-acre estate parcel in Dorset, perfectly positioned along Route 30. This remarkable property offers the ultimate trifecta—location, natural beauty, and limitless potential. Bordering a gentle brook and featuring a mix of rolling meadows and scenic mountain logging trails, this raw, untouched farmland is a rare find in one of Vermont’s most

  Margretta Fischer Wohler Realty Group

  215 Vermont 30, Dorset, VT 05251
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  /8

  $16,000

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

  0 Alpendorf Ave, Readsboro, VT 05350

  Stake a claim on your own little piece of Vermont, at the foot of the Green Mountain National Forest.This 1.2-acre triangular lot rises up from the road and may allow peekaboo views of the surrounding valley starting in late-fall, once the region's famous foliage drops away. It's located in Alpenwald Village, with community-maintained roads rolling up and down the area's hilly topography.

  David White OwnerEntry.com

  0 Alpendorf Ave, Readsboro, VT 05350
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  /33

  $295,000

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  254 Union St, Bennington, VT 05201

  Welcome to this well-maintained, solid income-producing two-family home located in the heart of town—just steps from shops, dining, and downtown events. Perfect for owner-occupants or savvy investors, this property combines classic charm with modern efficiency and low operating costs.Each two-bedroom unit features spacious, light-filled living areas, eat-in kitchen and comfortable

  Cassie Barbeau Mahar McCarthy Real Estate

  254 Union St, Bennington, VT 05201
• 

  

  /23

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  22 Carlen St, Manchester Center, VT 05255

  Live in one and rent the other. Discover the charm and value of this affordable starter home with rental option. Located in a quiet, residential area of Manchester. This spacious ranch-style property offers a rare combination of flexibility, space, and opportunity, perfect for first-time buyers, investors, or anyone looking to create their dream home with a few finishing touches. The main level

  Andy Reed Four Seasons Sotheby's Int'l Realty

  22 Carlen St, Manchester Center, VT 05255
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  /28

  $424,900

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

  139 Bergwelt Ln, Readsboro, VT 05350

  Charming Country Retreat with Scenic Views and Timeless Character.Welcome to your dream country escape! Nestled on a peaceful, tree-lined lane, this beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of rustic charm and modern comfort. Set on a spacious 3.6 acre lot, the property boasts serene views, mature gardens, and ample privacy — ideal for relaxing weekends or

  Heidi Zizza Four Seasons Sotheby's Int'l Realty

  139 Bergwelt Ln, Readsboro, VT 05350
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  /17

  $479,000

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  1376 Shaftsbury Hollow Rd, Shaftsbury, VT 05262

  Discover a true Vermont lifestyle at this meticulously maintained charming farmhouse nestled on picturesque Shaftsbury Hollow Road. This property combines historic character with thoughtful modern updates, offering a serene retreat with breathtaking mountain views across a just shy of 10-acre lot where the White Creek gracefully runs along one side and the entire back boundary. Step out onto the

  Lori Hurley Four Corner Properties LLC

  1376 Shaftsbury Hollow Rd, Shaftsbury, VT 05262
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  /45

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,708 Sq Ft

  144 Oberdorf Rd, Readsboro, VT 05350

  Charming 4-Bedroom Chalet on 2 Acres in Scenic Readsboro, VermontEscape to the beauty of southern Vermont. Whether you're looking for a full-time residence or the perfect vacation getaway, this beautifully updated home offers comfort, style, and proximity to all-season recreation.Step inside to discover thoughtful upgrades throughout, including fully renovated bathrooms and a

  Evan Russell Real Broker LLC

  144 Oberdorf Rd, Readsboro, VT 05350
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  /59

  $2,800,000

  • 3 Beds
  • 3.5 Baths
  • 3,938 Sq Ft

  23 Valley View Rd, Winhall, VT 05340

  Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings

  Kim Morgan-Wohler Wohler Realty Group

  23 Valley View Rd, Winhall, VT 05340
• 

  

  /32

  $368,000

  • 3 Beds
  • 2 Baths
  • 1,337 Sq Ft

  78 Carbonti Cir, Arlington, VT 05250

  Easy single-level living! Welcome to Arlington's Carbonti Circle. Updated three-bedroom, two-bath ranch nestled in a quiet neighborhood setting just minutes from downtown Arlington and the famous Battenkill River. Set on a .30-acre lot, this home offers the perfect blend of comfort, character and convenience. Experience easy living in this beautifully maintained single-level home! Enjoy a

  Margretta Fischer Wohler Realty Group

  78 Carbonti Cir, Arlington, VT 05250
• 

  

  /41

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  509 Thompson Pond Rd, Pownal, VT 05261

  Discover Your Perfect Getaway at Verdmont If you're a nature enthusiast, a rare and exclusive opportunity awaits at the Verdmont Outing Club. Nestled in the heart of the Green Mountain Preserve, this gated community spans nearly 500 acres of unspoiled wilderness-a true haven for outdoor living.As a shareholder, you'll enjoy a wealth of amenities: Water & Land Privileges: Two stunning

  Kelley Mccarthy Mahar McCarthy Real Estate

  509 Thompson Pond Rd, Pownal, VT 05261

Showing Results 81 - 120, Page 3 of 6