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Land for sale in Bennington County Vermont - Page 1 of 7

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$315,000 129.25 acres
500 Granger Hollow Road, Shaftsbury, VT 05262 - Bennington County

500 Granger Hollow Road, Shaftsbury

Expansive parcel of approx. 129.25 acres in Shaftsbury, Vermont. Quiet location, yet close to major ski areas, shopping & 1 hour to Albany, NY. Diverse property offers opportunities for a primary residence, second home, hunting estate or farm. Gated entrance enters to a level lower pasture then rises slightly to more pastures, for a total of 25+/- acres; perfect for agriculture, building, or equestrian opportunities. The upper pasture offers stunning long range mountain views of VT & NY. The Little White Creek runs near or through the southern property border for nearly 1200 feet, which is stocked yearly with locally raised Brook Trout. Traveling up the road through the pastures you will reach the northern, wooded portion of the pro
Curtis Trousdale Preferred Properties
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$239,000 30 acres 1 Bed | 1 Bath
532 Route 30, Winhall, VT 05340 - Bennington County

532 Route 30, Winhall

A unique artisan built cabin on 30.34+/- heavily wooded acres, nestled in the heart of ski country in Winhall, VT. Property includes 2 barns, making it a perfect fit for the hobby woodworker or artist. A massive 66’x32’ 2-story equipment/maintenance barn with radiant heat & 3 oversized garage doors with 18’ ceiling. A second 3-story, 24’x36’ double bay garage with a 2-floor workshop is currently set up for woodworking. Both barns have 3-phase power.Owner has invested roughly $500K on all 3 buildings. The charming mountain retreat cabin offers 2 bedrooms (w/additional sleeping areas), one bath, 2 high-end woodstoves, & overlooks a brook winding around the home site. Wastewater permit WW-2-5037 for full time residence system. Relax on
Curtis Trousdale Preferred Properties
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$3,980,000 948 acres 8 Beds | 7 Baths | 8143 sqft
1048 Black Hole Hollow Rd, Arlington, VT 05250 - Bennington County

948 acres Arlington, VT

The serene setting of Black Hole Hollow Farm in a quiet valley on the border of Vermont and New York is threaded by the White Creek brook, tiered ponds and 30 miles of trails on 948 acres. The 6-bedroom, 8,143-square-foot main house is surrounded by English-style country gardens with the mountains as backdrop. The original 1772 farmhouse was expanded and designed by noted architect Jerome Cerny. Living room, dining room and downstairs bedrooms open to the gardens and the recently updated kitchen is a welcoming hub with its AGA stove. The farm has a rich history including visits from author Ian Fleming who gained inspiration for several of his James Bond books, and former owner Josephine Hartford Bryce, heir to the A&P dynasty. There is a la
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$2,250,000 284 acres 4 Beds | 5 Baths | 3775 sqft
792 Route 153, Rupert, VT 05768 - Bennington County

284 acres Rupert, VT

Stunning Vermont Vernacular on 284 acres! Incredible views, newly constructed(2010)legacy estate built with attention to detail and the highest quality materials. Long private drive to the top of the world! Recreation opportunity abounds! Hunt, fish White Creek or the Battenkill, ATV or snowmobile. Or relax by the 50 ft in ground resort quality pool and take in the view. Great equestrian potential. Four en-suite bedrooms, two fireplaces, gourmet kitchen with Viking range and Liebherr fridge, covered porch, two fireplaces. Finished basement with game room. Beautiful 33 x 28 ft storage barn and lovely grounds. Timber producing property in Current Use Program. Kohler Generator. 30 minutes to Saratoga and 15 minutes to Dorset. Incredible place.
$2,000,000 7.5 acres 13000 sqft
6378 VT Route 7A, Sunderland, VT 05250 - Bennington County

7.5 acres Sunderland, VT

Great cash-flow opportunity with this newer mixed commercial property located in Sunderland Vermont on VT Route 7A. Office and warehouse space and expansion opportunity. Currently 80% tenant occupied with leases up to 5 years or more. Modular/flexible 3600 sq. ft. office space available for rent. Ample parking, road frontage along State highway.
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$1,950,000 175.04 acres 3 Beds | 3 Baths | 3300 sqft
334 Dole Road, Rupert, VT 05776 - Bennington County

175.04 acres Rupert, VT

Mountain View Farm is a horseman's paradise. Panoramic far reaching views. Center chimney reproduction saltbox home with tunnels to the four plus garage garage barn and greenhouse. Brand new five stall horse barn with tack room that could easily be expanded to ten stalls. Two ten acre corrals with heated water troughs overlooks swimmimg pond. Restored cape cod caretaker's or guest home with 5 fireplaces, second pond, mature fruit trees all bordering lands of Merck Forest. Fantastic breathtaking property, a must see!
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$1,899,000 9.1 acres
78 Bowen Road, Bennington, VT 05201 - Bennington County

9.1 acres Bennington, VT

Newly listed industrial building with 7,000 Sq. Ft office space and 38,150 Sq, Ft. high bay warehouse space. Includes two loading docks with potential for a third dock. Doors are 12 feet high. Two additional Overhead doors 14 and 16 feet doors at grade. Outdoor patio, large cafeteria with retractable dividing wall. Office addition completed in 2010 with upgraded lighting and heating throughout the building. Close proximity to local Bennington Airport, Albany International less than an hour away.
$1,795,000 20 acres 4 Beds | 6 Baths | 3500 sqft
414/416 Dorset Hollow Road Estate, Dorset, VT 05251 - Bennington County

20 acres Dorset, VT

Enter this amazing 20 acre property through stone pillared entrance way. Meander up a long driveway to find this very private location, yet walking distance to Dorset Village. Beautiful antique home with charming quest house. Major high end renovation completed 10 years ago. Truly a must see.
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$1,699,000 15.81 acres
139 Shields Drive, Bennington, VT 05201 - Bennington County

15.81 acres Bennington, VT

Newly listed industrial building with storage and office space. 47,768 Sq. Ft. including two loading docks, recently updated 2,400 Sq. Ft. mezzanine office space with 7 offices, cafeteria, ground level office space also completed with 7 offices and a conference room. Parking available on site app. 100 parking spaces. Potential for 55,000 Sq. Ft. addition to existing building up to 15,000 Sq. Ft. separate office space. Close proximity to local Bennington Airport, Albany International less than an hour away.
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$1,650,000 382.4 acres 4 Beds | 4 Baths | 2983 sqft
1477-1510 Pleasant Valley Road, Bennington, VT 05201 - Bennington County

382.4 acres Bennington, VT

This extraordinary 380 acre property includes a stately, two-story main residence built in 2007 and 2 recently renovated, self-contained, winterized guest cottages. All 3 dwellings are sited to enjoy nature- manicured lawns and carefully maintained gardens merge with mature trees, ponds, a waterfall, and an apple orchard. Upon entering the luxurious 2983 sq ft main house, you will be captivated by the light-filled spaces where every window offers a stunning view of the Vermont countryside.
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$1,495,000 25 acres 4 Beds | 5 Baths | 5500 sqft
2199 Lower Hollow Road, Dorset, VT 05251 - Bennington County

25 acres Dorset, VT

Dorset Hollow perfection! 25 acres, spectacular views, 3 ponds and a timeless setting make this a one of a kind offering. Superbly crafted post and beam home, well maintained by the original owners, trails, indoor pool, workshop, and sheep barn round off this very special home. Truly a majestic place that will inspire wonderful memories for many generations to come.
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$1,275,000 10.7 acres 4 Beds | 4 Baths | 3753 sqft
259 Wind Hill Road, Manchester, VT 05255 - Bennington County

10.7 acres Manchester, VT

Wind Hill Farm: A Vermont Homestead For All Seasons! On a gentle valley hillside, set with extraordinary grace in a pastoral landscape of open meadows & softly rolling hills, the abundant light and varied shades capture your attention and will continue to soothe and delight you throughout the day and seasons. With sweeping views & panoramic vistas to the mountains, this exceptional home offers a timeless place to settle and enjoy. Known for the excellent quality of his reproductions and use of reclaimed historic materials, builder Peter Palmer has blended a traditional New England Cape reproduction with a post & beam historic barn, transported and reintegrated on the site. The marriage of the authentic period home with the barn rebuilt as a
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$995,000 1.48 acres
1716 Depot Street, Manchester, VT 05255 - Bennington County

1.48 acres Manchester, VT

Fabulous Restaurant, Remodeled in 2011, no surface untouched including new equipment. Licensed for 125 seats. Fire-pit and outside seasonal dining available. Adequate onsite parking. Super opportunity for growth with one new 87 room hotel that just came on line, a 2nd 98 room hotel just broke ground and a 3rd hotel that has received its approvals. Bring your talents and your desired concept to this outstanding location. A successful restaurant has been at this location for over 28 years. The Bar is C.1890 and came out of "Daley's Dandelion" in NYC formerly owned by Skitch Henderson. if you want a house to live in, the house next door is for sale MLS 4398701
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$988,800 60 acres 5 Beds | 6 Baths | 4950 sqft
926 Hebron Road, Rupert, VT 05768 - Bennington County

60 acres Rupert, VT

Stone Ridge Farm encompasses 60 acres of meadows, ponds, and woodlands with exceptional broad views of the Taconic Mountains, and located in the beautiful Metawee Valley within 15 minutes of Dorset. The c2001, 4,950 square foot residence is accessed by a mile driveway and combines the classic lines of early New England farmhouse and understated Scandinavian contemporary vernacular. The interior design includes antique pickled pine floors, 4 Rumford fireplaces, Great Room-Kitchen with a 3-tiered Norwegian woodstove, 4 en suite bedrooms with a master bedroom and 1st floor suite, and Scandinavian style wall cabinets. There is a 2-story barn and 3-bay equipment shed. Along with trials within the property, the 7 mile D & H rail trail is close b
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$910,000 2.81 acres 5 Beds | 5 Baths | 4391 sqft
667 Canterbury Road, Manchester, VT 05255 - Bennington County

2.81 acres Manchester, VT

This three story colonial home has everything you and your family could ever want. This property boasts 5 bedrooms on the second and third floors, and all the living space you and your family could ask for. On the first floor you will find an amazing study with wide pinewood floors and a stone fireplace, an open-concept family room and kitchen with custom oak cabinets and an island, custom hardwood floors in the formal dining room, and a bright and cheery sun-room. Outside, upon arrival, this property greets you with a private pond and fountain, a paved circle drive that arrives at the front door, and the best maintained landscaping in Manchester. The paved service drive takes you around the back for owner parking and delivery
$900,000 11.6 acres 6 Beds | 5 Baths | 5622 sqft
392 Rock Bottom Lane, Peru, VT 05152 - Bennington County

11.6 acres Peru, VT

5 minutes from Bromley, 20 minutes from Stratton, and 15 minutes from Manchester, this Vermont country chateau has ample room for you, your family and all their friends on your escape from the busy city. Skiing, Fairs, Golf, and the Theatre will keep you busy for days. Feeding family and friends will be a breeze in the contemporary country kitchen with it's gas cooktop, granite countertops, and double oven. As your evening winds down from your overly local Vermont butter rich meal, take in the sunset from the deck overlooking the private pond or from the screened in lanai with the overstuffed seating. Maybe even nap while the family is on the lower level enjoying the spa, billiards, bar, or even a field sport game on the big screen tv. When
$900,000 10.91 acres
5501 North Main Street, Manchester, VT 05255 - Bennington County

10.91 acres Manchester, VT

This completely unique and hidden property, while a short walk to town is hidden from sight from the major public access which serves it. It provides startling western Mount Equinox, Mother Myrick Mountain views as well as northern views to Green Peak. The half of the parcel which lends itself so perfectly to development is completely level and partially cleared. There is a pre-existing ridge side walking trail which opens to the incredible mountain vistas which will serve the entire new community waiting to be built on this priceless parcel. After walking along the trail with the row of ancient maples to your left and the Taconic Mountain range to your right, descend to the West Branch of the Battenkill River and all its natural beauty. Th
$900,000 10.91 acres
North Main St 5501 Route 7A North Street, Manchester, VT 05255 - Bennington County

10.91 acres Manchester, VT

First rate residential development opportunity in a growing and vibrant Vermont mountain town already bustling with new commercial development and high quality shopping and hospitality amenities.
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$835,000 25 acres 3 Beds | 4 Baths | 4325 sqft
65 Sykes Hollow Road, Rupert, VT 05768 - Bennington County

25 acres Rupert, VT

Breathtaking views from this charming French country estate nestled on a hillside overlooking a lovely pond and majestic mountains. Seven foot antique French doors open to a terrace with gazebo, fountain, and lovely plantings. Nine foot (9') ceilings throughout with beautiful antique wood flooring and large antique doors. Two master suites on main floor with private entrance to guest en suite. Great room with cathedral ceiling, fireplace...and views from every room! Dine on the terrace, dining room, or breakfast alcove...The property boasts apple trees, 8 pear trees, and 11 blueberry bushes all producing wonderful fruit. Beautiful landscaping throughout including a pond, stone walls, stone steps, and many flowering gardens. This property is
$814,750 26.3 acres 4 Beds | 6 Baths | 6862 sqft
748 Harvest Hills Drive, Shaftsbury, VT 05262 - Bennington County

26.3 acres Shaftsbury, VT

Absolutely stunning home situated on 26.30 acres in Shaftsbury. Boasting 4 bedrooms including a beautiful main level master suite with 2 walk-in closets and private full bathroom with jet tub and shower, a total of 3 full bathrooms and 3 half bathrooms. Features an enormous kitchen with large bar, double oven, 2 dishwashers and so much more. All the space you would need in the large living room with fireplace, family room, formal dining room, den and mudroom on the main floor. If that wasn't enough there are 3 more bedrooms upstairs and a full finished basement with another family room with fireplace, amazing office space and an exercise room. Gorgeous maple floors throughout all 3 levels and ever amenity you might want. Also has a 2 c
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$799,000 2.7 acres
1610 Depot Street, Manchester, VT 05255 - Bennington County

2.7 acres Manchester, VT

Garlic John's has been a icon in Manchester dining for over 35 years. First time offered for sale. Licensed for 100 seats with a cozy bar, very attractive dining room and seating available on the deck seasonally. Lots of parking as well as Location, Location, Location. The owners have developed an outstanding and loyal staff. Owners will help train new purchaser through a smooth transition. The kitchen is immaculately clean. Property shows pride of ownership throughout.
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$795,000 4.6 acres 4 Beds | 3 Baths | 3612 sqft
493 Canterbury Road, Manchester, VT 05255 - Bennington County

4.6 acres Manchester, VT

Bucolic park like setting on almost five acres in one of Manchester's best neighborhoods. This offering boasts a pond, mature trees on a flat lot, tennis court, views, attached garage plus a second outbuilding for additional parking or storage. A great family home, this 4 bed/3 full bath is priced well below town assessment. Very solid value.
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$795,000 3.03 acres 5 Beds | 5 Baths | 3889 sqft
556 Riverbend Drive, Manchester, VT 05254 - Bennington County

3.03 acres Manchester, VT

Spectacular mountain views, Battenkill River frontage, and one of Manchester Village's most desirable locations! Sited privately on 3 acres with handsome covered porch and open deck to capture the views. Gracious country living at its very best..9 foot ceilings, inviting stone fireplace, wood floors, 2 master en suites plus 3 guest bedrooms, 4.5 baths, whirlpool bath or spacious shower! Kitchen with quality cherry cabinets and granite countertops, dining for large gatherings, office, family room, breakfast nook, large 2 car garage, security system, central air, sauna & hot tub...this home is elegant yet relaxing... Seller is encouraging offers.
$750,000 3.21 acres 6 Beds | 6 Baths | 4641 sqft
2001 Depot Street, Manchester, VT 05255 - Bennington County

3.21 acres Manchester, VT

Beautifully appointed home with gardens, stone walls, covered porch and back patio, spacious chef's kitchen for large family, 2 families, or home occupation! Living room with wood fireplace plus newly finished family room. Five master en suites with lovely whirlpool tubs and showers, mountain views possible with some cutting, 3.21 acres of lawns and privacy screening, 5 min to Bromley Mt, 15 to Stratton Access Road, 2 min to town or walk to restaurants. Tucked back from the road down a paved driveway... come see the possibilities.
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$729,000 2.6 acres 3 Beds | 3 Baths | 3300 sqft
303 Taconic, Manchester, VT 05254 - Bennington County

2.6 acres Manchester, VT

Idyllic village setting on one of Manchester's most prestigious streets. Ideally situated near the town center, Burr & Burton Academy, Equinox Resort, Mt. Equinox and golf. Home features a double-sized lot with a large stone terrace with plenty of space for a pool or tennis court addition. Updated home features an option for ground floor master, living room with two wood burning fireplace, dining room, family room and eat in kitchen. Stone terrace with awning. Two bedrooms and bathrooms upstairs. Great basement storage. Home is well-insulated and energy efficient with central AC.
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$700,000 108 acres
2894 Sunderland Hill Road, Sunderland, VT 05250 - Bennington County

108 acres Sunderland, VT

Superb opportunity to develop a permitted 23 lot subdivision (2 to 8 Acre lots). Beautiful west sloping sites with sensational views from any one of the parcels. All permits are in place. Just rural enough to enjoy hiking biking & fishing, but only 10 minutes to be in Manchester and enjoy its fine restaurants, shopping, & golf. Just 20 minutes from skiing.
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$689,000 40 acres 5 Beds | 2 Baths | 3800 sqft
484 Herrick Brook Road, Rupert, VT 05768 - Bennington County

40 acres Rupert, VT

Incredible Mettowee Valley views from a special setting perched up on a hillside. Spacious Colonial Cape Offers Fine Country Living Just 5 miles To Dorset Green.Land Offered W/40 Acres (add. 21 avail w/2nd pond/stream) Fantastic private location yet close to both Manchester and Dorset. Rare find.
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$675,000 4.9 acres 5 Beds | 5 Baths | 4558 sqft
29 Owls Head Hill Lane, Dorset, VT 05251 - Bennington County

4.9 acres Dorset, VT

Beautifully landscaped contemporary log cabin tastefully expanded on 5 very private acres. Cathedral ceiling, great room, wet bar, chefs kitchen, covered porch, deck and slate terrace. This very well cared for 5 bedroom/4.5 bath is great for entertaining and is waiting for you to bring the whole gang over! Seasonal views (with opportunity for more with some clearing), this is a great primary or second home choice. Close to town, shopping, dining and all recreational activities. Separately deeded lot was purchased for protection, but could be spun off for income. Priced well below town assessment. Great value.
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$650,000 2.2 acres 5 Beds | 4 Baths | 4252 sqft
427 West Road, Manchester, VT 05254 - Bennington County

2.2 acres Manchester, VT

The Potential is ENDLESS with this unique Village home located on 2+ beautiful acres. This historic property poses many possibilities for family, recreation & work needs. The Main House has 4 bedrooms, 4 baths & Master En Suite w/ balcony overlooking woods & mountains. Great paneled living room w/ French doors & a grand field stone fireplace. A handsome den lined w/ bookcases is off the sizable kitchen w/ French doors leading to an expansive, private porch overlooking a birch-lined backyard. The Spacious Barn has a renovated 2 bedroom in-law apartment w/ fireplace & 40 x 20 room to be used for studio or rec area. The 3 Bay Garage in the barn provides additional space for storage, hobbies or occupational related demands. Your family will lov
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$600,000 5.81 acres 4 Beds | 4 Baths | 7149 sqft
134 GRAPEVINE Lane, Pownal, VT 05261 - Bennington County

5.81 acres Pownal, VT

4 minutes from Williamstown Mass,this amazing 4BD/4BA/3car heated garage home features a Post&Beam great rm w/a full bar and home theater. Open living rm has a river rock floor to ceiling fireplace, formal dining and family rooms meander off the gourmet, top of the line, chef's delight kitchen. Warmly enhanced with hand crafted cabinets and marble counter tops. 1st floor master suite with marble tile, shower and soaking tub. 3 upstairs bedrooms and additional bathroom. In the finished basement is an office area, large family area and 3 bonus rms along with another marble bathroom. 3 car heated attached garage for easy VT living on 10 private acres only 5 minutes from Williamstown. Motivated seller's, listed below assessed value!