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Land for sale in Bennington County Vermont - Page 1 of 8

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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 pr
Curtis Trousdale Preferred Properties
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$499,000 60 acres 3 Beds | 4 Baths | 1 ½ Bath | 3033 sqft
251 Youlin Rd, Rupert, VT 05776 - Bennington County

60 acres Rupert, VT

Set privately back on /-60 acres of wooded land and gorgeous rolling meadowland is this 3 bedroom, 3 bath , beautifully built and maintained (1998) home. The setting is incredible with /-25 acres of open meadowland great for horses, etc., and the balance in woodland with a brook and pond. The home takes full advantage of the setting with beautiful distant views overlooking the property. Great living space with open kitchen and dining area with french doors to the deck with awning that overlooks the pond. The living room has lots of glass, soaring cathedral ceiling and massive stone fireplace impressive. Other amenities include 1st floor master suite, 28x28 attached heated garage, laundry/mud room with tile floor, skylights and det
Scott Mcchesney Lee D. McChesney Real Estate
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$249,500 6.88 acres 3 Beds | 2 Baths | 2500 sqft
6885 Route 153, Rupert, VT 05768 - Bennington County

6.88 acres Rupert, VT

Set along a winding county road on nicely varied land with a pond. Beautiful valley views, stone walls, woods, open hillside pasture, pretty yard with gardens and apple trees and the Indian River right across the road. Spacious house with large LR with brick FP, kitchen with island, formal DR with sliders to screened porch and patio. 3 BR and huge 18x30 studio space (or MA BR) over the attached 2 car garage. Other amenities include separate garden shed with electricity, propane generator automatic back-up system and covered slate walkway/breezeway. Newer furnace, new tile bath, interior paint and more- shows well! Great location. Mettawee school district.
Scott Mcchesney Lee D. McChesney Real Estate
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$74,500 14 acres
0 Clark Road, Rupert, VT 05768 - Bennington County

14 acres Rupert, VT

Build and boil in Rupert, VT. A special parcel with great access off town gravel road (asphalt rd only 1/4 mile away), building site (pending approval- subdividing from main farm parcel) with sunset views overlooking spring-fed pond and pasture land and the balance of /- 10 acres of maple trees/sugar bush with a babbling stream. Potential for /-500 tap maple syrup operation. Utility pole right near site. Great proximity to Merck forest - almost touching it's boundary! Also a spring complete with an old spring house - ready to be fixed up for watering the horses or other livestock. All less than 10 minutes to Dorset!
Scott Mcchesney Lee D. McChesney Real Estate
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$49,900 10 acres
761 Ebenville Rd North Side, Rupert, VT 05768 - Bennington County

10 acres Rupert, VT

/-10 A wooded parcel with stream, views set off dead-end town gravel road. Great privacy with access to incredible snowmobiling, hiking, etc...- Merck Forest and Bear Mountain- with trails to Manchester! Complete with one car garage for ATV/snowmobile/mountain bike! State permitted for 3 bedroom home.
Scott Mcchesney Lee D. McChesney Real Estate
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$3,980,000 948 acres 8 Beds | 7 Baths | 2 ½ 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.
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$2,100,000 20.2 acres 4 Beds | 4 Baths | 1 ½ Bath | 5537 sqft
537 Mad Tom Notch Rd, Peru, VT 05152 - Bennington County

20.2 acres Peru, VT

Custom designed c2001 home on 20 /- acres at the edge of the Green Mountain National Forest sited on a prominent knoll with exceptional views and privacy. The 5,500-square-foot, 4-bedroom residence is designed around open, one level living with vaulted ceilings, spacious rooms and expansive windows while maintaining consistent, high quality finishes. The great room is 22 feet high with a beautiful fieldstone fireplace and glass French doors that open to a stone terrace. The adjacent kitchen has 18 ceilings and is perfect for cooking while entertaining, with a sitting area, and the warmth of a wood stove. Other features include a master bedroom suite, wine cellar, game room, sauna, and attached 2-car garage. Home and land have been meticul
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$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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$1,995,000 70.6 acres 4 Beds | 6 Baths | 1 ½ Bath | 7500 sqft
1140 Little Michigan Rd, Peru, VT 05152 - Bennington County

70.6 acres Peru, VT

c2004 post & beam barn carefully repurposed to a residence with a wide-open floor plan, 7,500 square feet and 4 en suite bedrooms on 70 acres of complete privacy and exceptional views. The centerpiece is great room with a stone chimney spanning a 35-foot ceiling. A spacious kitchen opens to a comfortable den and fireplace. Unique finishes lighten up and distinguish the interior with antique plank floors, custom faux finished kitchen cabinets, tasteful bathroom tiling and cabinetry, and finish paneled bedroom walls. Additional spaces include a sleeping porch, outdoor porch and fireplace, and game room with a pub style mahogany bar. End-of-the-road location bordered on three sides by National forest with miles of accessible trails. Landsc
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$1,895,000 175.04 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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$1,699,000 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 3.9 acres
2220 Depot Street, Manchester, VT 05255 - Bennington County

3.9 acres Manchester, VT

Established Inn with 16 renovated rooms. The ideal location near town gives good visibility on the route leading from Manchester to 4 ski resorts and year round outdoor recreation. The rear of the Inn overlooks Bromley Brook and the beautifully landscaped property allows guests private enjoyment of the brook with the mountain view beyond. Together with a nice pool and a breakfast room with large central fireplace, the well-maintained Inn is great for families and groups traveling together. And for a buyer or a family seeking a home-based business, the 2-story, very private, handsome owners' quarters, built in 2005, is exceptional. With 3 bedrooms and 2 1/2 baths, it features wood floors, radiant heat, open living with a beautiful kitchen, 9
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$1,495,000 25 acres 4 Beds | 5 Baths | 2 ½ 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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$1,295,000 10 acres 4 Beds | 6 Baths | 1 ½ Bath | 3500 sqft
414/416 Dorset Hollow Road Estate, Dorset, VT 05251 - Bennington County

10 acres Dorset, VT

Enter this amazing 10 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. Subject to subdivision
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$995,000 2.28 acres 4 Beds | 6 Baths | 2 ½ Baths | 5120 sqft
1016 West Road, Manchester, VT 05254 - Bennington County

2.28 acres Manchester, VT

Award winning architect Jeffrey Barnes private residence. Perfected composition from every angle, taking a "Sears" house to Living Art! A masterful execution of detail rarely witnessed! A beautiful arts and crafts foyer, two story kitchen, elegant primary, study, guest rooms each with tremendous personality!!Wonderful professional office with private entry, in-law guest suite provides lovely amenities with nooks, crannies and stone accents. Central A/C, natural light,soft curves,stone,clerestories,patios & decks.1,300 SF Party Barn(1910)with tavern & 25" tall fieldstone fireplace.Heated 2.5 bay garage plus additional bay under barn..Spectacular, Imaginative and truly must be seen!!
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$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
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$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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$875,000 2.81 acres 5 Beds | 5 Baths | 2 ½ Baths | 4391 sqft
667 Canterbury Road, Manchester, VT 05255 - Bennington County

2.81 acres Manchester, VT

This home is ready! 5 bedrooms and 5 bathrooms, large kitchen, garage up to 4 vehicles, huge space for storage, pellet boiler, oil boiler, heat-pump hot water heater, auto on home generator, safe, den, study, living room, spa room, all on an established landscaped lot in Manchester.
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$875,000 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 of their friends as you 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 its 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. Whe
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$850,000 96 acres 4 Beds | 4 Baths | 1 ½ Bath | 3025 sqft
240 Maltese Road, Stamford, VT 05352 - Bennington County

96 acres Stamford, VT

The mountain estate and nature retreat: that is West Mountain Farm. Secluded yet near everything. Luxury four bedroom home. Contemporary kitchen with cherry cabinetry from the farm. 300 apple trees, 300 blueberry bushes, Three working barns. 17 fenced pastures with shelter, water and electricity. It has been home to almost 800 llamas and alpacas since 1988 on a well-maintained dead end town road with no closeby neighbors, we see no lights at night, mountain views of Berkshire County
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$850,000 96 acres 4 Beds | 4 Baths | 1 ½ Bath | 3025 sqft
240 Maltese Rd, Stamford, VT 05352 - Bennington County

96 acres Stamford, VT

The mountain estate and nature retreat: that is West Mountain Farm. Secluded yet near everything. Luxury four bedroom home. Contemporary kitchen with cherry cabinetry from the farm. 300 apple trees, 300 blueberry bushes, Three working barns. 17 fenced pastures with shelter, water and electricity. It has been home to almost 800 llamas and alpacas since 1988 on a well-maintained dead end town road
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$814,750 26.3 acres 4 Beds | 6 Baths | 3 ½ 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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$799,000 5.6 acres 5 Beds | 5 Baths | 1 ½ Bath | 5934 sqft
30 Stark Farm Road, Winhall, VT 05340 - Bennington County

5.6 acres Winhall, VT

This well designed home includes three finished levels, encompassing five bedrooms, four and a half baths and more than enough room to suit large gatherings and your overnight guests. Between a barn & farmhouse style, this unique vacation home is located in a private but upscale neighborhood called Stark Farm minutes from Stratton, Bromley and Manchester on 5.6 mostly level acres. Wonderful kitchen with walk-in pantry. At the end of a long day enjoy your backyard patio including a stone fireplace, hot tub and even provisions for a tv to catch your fav sports events! Newly priced, well furnished and ready for the next new owners to create their Vermont memories.
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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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$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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$750,000 6 acres
720 North Branch Street, Bennington, VT 05201 - Bennington County

6 acres Bennington, VT

One of the few industrial properties remaining in Bennington that is ready to build. Driveway access leading to a graded, level portion with 18 inches of gravel over more than half of the site. Additional site work could yield more buildable square footage. Site plans and approvals in place for storage units, or bring your own concept - with town water and sewer, an ideal location for micro brewhouse or small industrial operation. Owner financing available for qualified buyers.
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$725,000 1.01 acres
3738, 3746 Main Street, Manchester, VT 05254 - Bennington County

1.01 acres Manchester, VT

Prominent Village Location, Steps from the Equinox Hotel and Resort in the center of Manchester Village. Both buildings are currently used as professional offices. The front building has a new furnace and some resent upgrades. Some TLC is required on the exterior as well as cosmetic updating of the interior. The front building layout offers several private offices for multiple users. Reception Desk built in at the entry. Beautiful conference room with built in book shelves, lots of windows offering natural light, and original tin ceiling. Close to the court house in the Village as well as a number of other professional and commercial uses along Main Street. Front Building has 3,249 sq ft. on 0.67 acres and rear building has 1,864 sq ft
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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.