21,046

Bennington County, VT Homes

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  • /11

    $2,500,000

    • Land
    • 227 Acres
    • $11,013 per Acre

    00 Vermont 11, Peru, VT 05152

    Once-in-a-Lifetime 227± Acre Legacy Property Bordering National Forest & Bromley Mountain Discover a rare opportunity to own 227± acres of pristine Vermont land, directly abutting the National Forest and the slopes of Bromley Mountain. With breathtaking views of Stratton Mountain and the Green Mountains, this expansive property offers an unmatched canvas for your dream retreat—whether it's a

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    00 Vermont 11, Peru, VT 05152
  • /35

    $420,000 Sold Aug 14, 2025

    • 1,832 Sq Ft
    • $229/SF
    • 69 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1985

    1283 Hidden Valley Rd, Shaftsbury, VT 05262

    Welcome to the one you’ve been waiting for in sought after Shaftsbury! This beautifully updated, low-maintenance Colonial offers comfort, style, and space, inside and out. Step into a freshly painted interior where thoughtful updates shine throughout. The heart of the home is the spacious kitchen, featuring all new appliances, gleaming granite countertops, and abundant cabinetry, perfect for

    Angela Bevin Maple Leaf Realty

    1283 Hidden Valley Rd, Shaftsbury, VT 05262
    • /40

      Est $1,050,225 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,228 Sq Ft

      292 Johnnycake St, Manchester Center, VT 05255

      292 Johnnycake St, Manchester Center, VT 05255
  • /50

    $4,999,000

    • 6 Beds
    • 7.5 Baths
    • 8,720 Sq Ft

    454 Mountain Rd, Stratton, VT 05155

    Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley. Designed for elegance and ease, this home is a rare blend of architectural beauty, comfort, and sophistication.A gracious entryway opens to a sunlit living room and library anchored by an 18-foot stone fireplace.

    Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    454 Mountain Rd, Stratton, VT 05155
  • /53

    $775,000 Sold Aug 13, 2025

    • 1,842 Sq Ft
    • $421/SF
    • 7 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    E12 Rock Ridge Rd, Winhall, VT 05155

    Move right in and start enjoying the Vermont lifestyle at Piper Ridge E12 —an impeccably updated, fully furnished 3-bedroom plus den, 3-bath townhome just minutes from Stratton Mountain. Inside this turnkey home, you'll find bright and welcoming spaces designed for comfort and functionality. Every detail has been thoughtfully considered —a brand-new kitchen, stylishly renovated baths, new

    Cheyanne Pugliese

    E12 Rock Ridge Rd, Winhall, VT 05155
    • /24

      Est $552,389 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,792 Sq Ft

      2071 Barnumville Rd, Manchester Center, VT 05255

      2071 Barnumville Rd, Manchester Center, VT 05255
  • /47

    $235,000

    • Land
    • 1.3 Acres
    • $180,769 per Acre

    80 the Hollow Rd, Winhall, VT 05340

    We can build it for you. Nestled in the heart of the picturesque **High Meadow at Stratton**, this captivating lot awaits your vision. Embrace the opportunity to own one of the last available parcels in this highly sought-after neighborhood, where extraordinary living blends seamlessly with the tranquility of the Vermont mountains. Enjoy breathtaking views of the iconic **Stratton ski

    Jacek Mikolajczyk BHHS Verani Upper Valley

    80 the Hollow Rd, Winhall, VT 05340
  • /30

    $80,000 Sold Aug 13, 2025

    • Land
    • 9.8 Acres
    • $8,163 per Acre
    • 69 Days On Market

    00 Vermont 346, Pownal, VT 05260

    Explore this nearly ten-acre agricultural (or residential) parcel located at the intersection of Indian Massacre Road and Route 346 in Pownal, VT. This flat and fertile land, currently cultivated for corn, offers the potential to be leased by a farmer, providing income opportunities. The property features an 1800s Dutch-built barn, rich in historical character, though it requires restoration—an

    Betsy Adamovich Real Broker LLC

    00 Vermont 346, Pownal, VT 05260
    • /40

      Est $819,958 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,891 Sq Ft

      2313 Barnumville Rd, Manchester Center, VT 05255

      2313 Barnumville Rd, Manchester Center, VT 05255
  • /40

    $179,000

    • Land
    • 0.2 Acre
    • $895,000 per Acre

    10 Partridge Hill, Manchester, VT 05255

    One of the last remaining lots in the exceptional Partridge Hill Association. This beautiful lot is situated to capture wonderful views and abbuts common land and a huge undeveloped land parcel on it's boundaries- offering a private outdoor space. The building envelope benefits from the ability to approach the parcel through the adjacent common land. Underground power and cable at the lot.

    Kim Morgan-Wohler Wohler Realty Group

    10 Partridge Hill, Manchester, VT 05255
  • /31

    $400,000 Sold Aug 13, 2025

    • 1,624 Sq Ft
    • $246/SF
    • 10 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1961

    2374 Shaftsbury Hollow Rd, North Bennington, VT 05257

    Escape to peace and privacy in this beautiful 2-bedroom, 1 bath getaway home set on 7.15 picturesque acres, complete with your own private pond and surrounded by majestic mountains. Step inside to an open-concept kitchen, dining, and living area-perfect for entertaining or simply soaking in the serenity. The space is filled with natural light thanks to large windows that frame the stunning views.

    Kelley Mccarthy Mahar McCarthy Real Estate

    2374 Shaftsbury Hollow Rd, North Bennington, VT 05257
    • /37

      Est $1,290,555 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,894 Sq Ft

      6777 Main St, Manchester Center, VT 05255

      6777 Main St, Manchester Center, VT 05255
  • /15

    $298,500

    • Land
    • 3.7 Acres
    • $80,676 per Acre

    69 Benson Fuller Dr, Winhall, VT 05340

    High dry and spectacular views of the Equinox Mountain range and Bromley Mountain! Oversized building lot with lots of privacy. Approved septic system for a 5 bedroom house!

    Andrea Linkin-Butler Stratton Buyer Brokerage

    69 Benson Fuller Dr, Winhall, VT 05340
  • /43

    $63,000 Sold Aug 12, 2025

    • 1,061 Sq Ft
    • $59/SF
    • 65 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1805

    858 Vt Route 9, Woodford, VT 05201

    This foreclosure is available for new owners! On 2.3 acres along the Roaring Branch Walloomsac Brook, this 2 bedroom 1 bathroom home has two covered porches - one in the front and one in the back. There is a kitchen, two larger living spaces and two smaller rooms plus one full bath on the first floor with two bedrooms on the second floor. Bring your creativity and imagination to make this home

    Amy Hill EXP Realty

    858 Vt Route 9, Woodford, VT 05201
    • /33

      Est $514,945 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,228 Sq Ft

      367 Carlen St, Manchester Center, VT 05255

      367 Carlen St, Manchester Center, VT 05255
  • /40

    $1,975,000

    • 4 Beds
    • 4 Baths
    • 4,270 Sq Ft

    14 Old Ridge Rd, Winhall, VT 05155

    This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is

    Christiane Carroccio TPW Real Estate

    14 Old Ridge Rd, Winhall, VT 05155
  • /38

    $390,000 Sold Aug 11, 2025

    • 3,274 Sq Ft
    • $119/SF
    • 201 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    626 Brookman Rd, Pownal, VT 05261

    Step into this unique 1970s contemporary-style home and experience the beauty of every season, especially now as the vibrant autumn leaves are in full display! This bright and airy home features an expansive wall of windows that flood the space with natural light, showcasing the most breathtaking views.The main floor offers a spacious primary bedroom with a walk-in closet and a full bath

    Linda Benoit Highland Realty

    626 Brookman Rd, Pownal, VT 05261
    • /38

      Est $945,598 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,843 Sq Ft

      1144 Powderhorn Rd, Manchester Center, VT 05255

      1144 Powderhorn Rd, Manchester Center, VT 05255
  • /28

    $775,000

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

    20 Bishop Rd, Searsburg, VT 05363

    Owners motivated and will consider offers. Absolutely amazing long range mountain views over the National Forest, Mount Snow, Haystack, and Stratton ridgelines, from this beautiful 2020 Moosehead log home. This home sits on 7+ acres adjacent to thousands of acres of Green Mountain National Forest, with direct easy access to VAST snowmobile trails, as well as your own property to loop on, but

    Adam Palmiter Berkley & Veller Greenwood/Dover

    20 Bishop Rd, Searsburg, VT 05363
  • /32

    $38,000 Sold Aug 11, 2025

    • 2,204 Sq Ft
    • $17/SF
    • 115 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1890

    339 S Stream Rd, Pownal, VT 05261

    Built in 1890, this was previously a 9 room home with 5 bedrooms and 2,204 square feet of living space with an attached barn/garage. The property has been 'gutted' and is ready to be renovated from the studs. The foundation needs some work but might be able to be reused and you already have framing and siding to work with along with electrical service to the house. No information is known about

    Lisa Friedman Great American Dream Realty

    339 S Stream Rd, Pownal, VT 05261
    • /30

      Est $388,173 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,008 Sq Ft

      141 Green Mountain Rd, Manchester Center, VT 05255

      141 Green Mountain Rd, Manchester Center, VT 05255
  • /5

    $199,000

    • Land
    • 55.1 Acres
    • $3,612 per Acre

    0 Andrea Dr Unit 4985234, Stamford, VT 05352

    55 acres of pristine sloping woodlands. Build your dream house here. Two very private adjacent lots on gravel road with timber value. Although not part of Alpenwald development the road is plowed and maintained by the development for $750/ year ($350 per lot). Exceptional opportunity to own a piece of Vermont. Convenient to Skiing, hiking, reservoir and 10 minutes to Mass Moca and restaurants in

    Ann Greenwood Alton + Westall Real Estate Agency, LLC

    0 Andrea Dr Unit 4985234, Stamford, VT 05352
  • /60

    $289,000 Sold Aug 11, 2025

    • 1,976 Sq Ft
    • $146/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths
    • Built 1887

    316 Jepson Rd, Stamford, VT 05352

    Check out this refreshed country home with attached in-law suite that has been freshly updated. The main home is a cape cod style featuring 3 bedrooms, 1 full bathroom and open concept kitchen and living area and a laundry closet. The enclosed front porch is perfect for morning coffee or used as a mud room. Upstairs features 2 bedrooms and storage space. The attached in-law suite has it's own

    Floyd Amidon Maple Leaf Realty

    316 Jepson Rd, Stamford, VT 05352
    • /40

      Est $390,563 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,456 Sq Ft

      1732 Barnumville Rd, Manchester Center, VT 05255

      1732 Barnumville Rd, Manchester Center, VT 05255
  • /40

    $6,900,000

    • 5 Beds
    • 5.5 Baths
    • 6,500 Sq Ft

    515 W Fields Rd, Manchester, VT 05254

    Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rareand exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well knownas two of Southern Vermont's

    Sunny Breen Josiah Allen Real Estate, Inc.

    515 W Fields Rd, Manchester, VT 05254
  • /60

    $2,500,000 Sold Aug 11, 2025

    • 5,559 Sq Ft
    • $450/SF
    • 36 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2023

    1640 3 Maple Dr, Manchester, VT 05255

    Stunning, newly constructed 5,560 SF Architect Designed Cape with attached garage/barn that is Intelligently Efficient in every detail. Views over the open 4 acre parcel frames the idyllic Owls Head, Green Peak, Knee Top, & Dorset Peak in Dorset. Wide Plank flooring transitions beautifully throughout the living areas with porcelain stone tile in the kitchen, mudroom, laundry and baths. The

    Laura Beckwith Josiah Allen Real Estate, Inc.

    1640 3 Maple Dr, Manchester, VT 05255
    • /40

      Est $766,993 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,530 Sq Ft

      139 Landgrove Rd, Londonderry, VT 05148

      139 Landgrove Rd, Londonderry, VT 05148
  • /5

    $199,000

    • Land
    • 55 Acres
    • $3,618 per Acre

    0 Andrea Dr Unit 239393, Stamford, VT 05352

    55 acres of pristine sloping woodlands. Build your dream house here. Two very private adjacent lots on gravel road with timber value. Although not part of the Alpenwald development the road is plowed and maintained by the Association for $750/year ($350 per lot). Exceptional opportunity to own a piece of Vermont. Convenient to skiing, hiking, reservoir and 10 minutes to MASS MoCA and restaurants

    Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

    0 Andrea Dr Unit 239393, Stamford, VT 05352
  • /23

    $1,075,000 Sold Aug 08, 2025

    • 4,321 Sq Ft
    • $249/SF
    • 153 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1850

    708 Prospect St, Manchester, VT 05254

    Location, Setting, Views! It's All Here! Step into the timeless elegance of this exquisite 1850's Cape-style farmhouse, gracefully nestled on 2.5 acres of picturesque village land in the heart of Manchester. With 5 spacious bedrooms and 5 bathrooms, this exceptional home seamlessly blends historic charm with modern comforts. The property boasts breathtaking easterly views, visible from the cozy

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    708 Prospect St, Manchester, VT 05254
    • /40

      Est $1,251,494 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,424 Sq Ft

      24 Jaquith Rd, Londonderry, VT 05148

      24 Jaquith Rd, Londonderry, VT 05148
  • /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
  • /48

    $3,025,000 Sold Aug 08, 2025

    • 3,250 Sq Ft
    • $931/SF
    • 458 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 2023

    73 Pine Rd, Dorset, VT 05251

    This custom-designed modern farmhouse in Dorset, Vermont was completed in 2023. Soaked in natural light, this sunny home may be everything you are looking for. Spectacular mountain and valley views from this private location, yet minutes from all the best of Southern Vermont. Every detail is completely planned and executed - from the Marvin Ultimate windows to the Waterworks bathtub, the finishes

    Christiane Carroccio TPW Real Estate

    73 Pine Rd, Dorset, VT 05251
    • /40

      Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,344 Sq Ft

      72 Jaquith Rd, Londonderry, VT 05148

      72 Jaquith Rd, Londonderry, VT 05148
  • /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
  • /35

    $279,000 Sold Aug 07, 2025

    • 1,740 Sq Ft
    • $160/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    65 Mountain View Dr, Shaftsbury, VT 05262

    3 bed 2 bath ranch with great views of the Green Mountain Range in a country setting in the Shaftsbury School District. Double flue chimney ready for a secondary heat source.

    Dan Mason Perrott Realty

    65 Mountain View Dr, Shaftsbury, VT 05262
    • /38

      Est $725,603 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,828 Sq Ft

      96 Mount Aeolus Ln, East Dorset, VT 05253

      96 Mount Aeolus Ln, East Dorset, VT 05253
  • /2

    $65,000

    • Land
    • 17.3 Acres
    • $3,757 per Acre

    0 Hidden Valley Rd Unit 5055076, Shaftsbury, VT 05262

    Ready to build 17 acer lot with wastewater permit for a 4 bedroom single family residence. Great potential for a pond site, the trail on the lot make it a great opportunity for a horse paddock.

    Dan Mason Perrott Realty

    0 Hidden Valley Rd Unit 5055076, Shaftsbury, VT 05262
  • /40

    $615,000 Sold Aug 07, 2025

    • 3,173 Sq Ft
    • $194/SF
    • 85 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1804

    5529 Vt Route 7a, Shaftsbury, VT 05262

    Presenting an absolutely detail rich and unspoiled 1804 Center Hall Post & Beam Colonial on Historic 7A that promises to create wonderful memories for its steward. Nurture has been the key to preserving the casual grace of this 5 bay noted residence; with a stunning 33' X 15'6" great room centered on the fireplace, this space provides living / dining perfect for hosting today's lifestyle needs

    Laura Beckwith Josiah Allen Real Estate, Inc.

    5529 Vt Route 7a, Shaftsbury, VT 05262
    • /6

      Est $742,554 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,703 Sq Ft

      18 Lane Rd, Dorset, VT 05251

      18 Lane Rd, Dorset, VT 05251
  • /2

    $20,000

    • Land
    • 3 Acres
    • $6,667 per Acre

    0 U S 7, Pownal, VT 05261

    3 acre parcel located behind other parcels. Would be a great place for a hunting "camp", blind or recreation. Right of Way is from 63 Metcalfe Road, Pownal.

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    0 U S 7, Pownal, VT 05261

Showing Results 641 - 680, Page 17 of 18

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