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Land for sale including Residential Property in Bennington County Vermont - Page 1 of 5

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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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$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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$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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$1,498,800 15.9 acres 6 Beds | 6 Baths | 1 ½ Bath | 6000 sqft
18 Rocky Dell Road, Winhall, VT 05340 - Bennington County

15.9 acres Winhall, VT

An outdoor enthusiasts dream, this impressive mountain estate has it all. Direct VAST access means you can ride from home - and with Snowmobile/ATV storage on the walkout level, your toys will be ready to go when you are. Located off coveted Kendall Farm Road, the property sits on over 15 private acres with trails and private pond. Entertaining will be a pleasure in any season: spend the Summer months on the expansive deck or stroll through the woods for a swim at the Snowmaking Pond a Stratton Summer staple that abuts the property. During the Winter, host your guests fireside at one of the four masonry stone fireplaces or relax in the recreation room, complete with wet bar and billiards table. Only minutes to Stratton Resort. The carriage
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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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$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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$899,000 3.5 acres 5 Beds | 4 Baths | 4000 sqft
115 Benson Fuller Road, Winhall, VT 05340 - Bennington County

3.5 acres Winhall, VT

Eco-Chic Contemporary 5 Bedroom, 4 full baths, plus spa shower This light-filled 4,000-square-foot home is a luxurious oasis minutes from Stratton Mountain. Its high-tech eco-chic interior design is based on a sophisticated, contemporary, organic style using eco-friendly, green, and local Vermont materials. Throughout the home, you will find a bevy of state-of-the-art smart amenities, including wall mounted speakers that hook up to your phone, Nest thermostats and zoned climate control, Z-wave lighting controls connected to a Samsung SmartThings hub and controlled either via your smarthphone or Amazon Alexa. Other key features include: an indoor Jacuzzi and sauna, towel warmers and heated floors in en-suite baths, home cinema, walk-in c
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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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$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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$850,000 5.6 acres 5 Beds | 5 Baths | 1 ½ Bath | 5041 sqft
30 Stark Farms Road, Winhall, VT 05340 - Bennington County

5.6 acres Winhall, VT

Privacy and convenience define this modern barn style home surrounded by tall pines and VT Maple trees. Inside, cathedral ceiling and towering windows provide nature and light, three stone fireplaces speak to VT's ever present stone walls. The main level with wide pine floors and exposed beams flows naturally from the foyer through to the open living room. The spacious dining area provides access to the kitchen featuring granite slab counters, walk in pantry offering ample storage. The main floor master suite with luxurious bathroom, two closets and access to a private deck. The upper level features 3 bedrooms and 2 full bathrooms and a loft with cozy reading nook. Downstairs features a wine room, game room with ping pong and media room. Ou
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$849,000 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. $100K kitchen upgrade, just completed ! 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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$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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$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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$695,000 5.9 acres 4 Beds | 4 Baths | 4418 sqft
529 West Street, Bennington, VT 05257 - Bennington County

5.9 acres Bennington, VT

Nothing has been overlooked in this magnificent stately home! Once used as the music studio for the Park McCullough house, the great room has been mainly untouched. Boasting paneled walls, cathedral ceilings, wood burning fireplace, and intricate woodwork, this room is an absolute masterpiece! A generous, light filled office is located on the first floor at the front of the house. Gorgeous kitchen with maple cabinets and high end appliances: Sub Zero refrigerator, double Thermador ovens, Miele dishwasher, and gas stovetop. The dining area is open to the living room and flanked by two sets of french doors which flood the room with natural sunlight. Another set of french doors leads you to the large enclosed porch which overlooks the i
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$695,000 21.4 acres 4 Beds | 4 Baths | 3284 sqft
1957 Richville Road, Manchester, VT 05255 - Bennington County

21.4 acres Manchester, VT

This Greek Revival farmhouse nestled on 21 acres provides magnificent views including sunset views over Equinox Mountain and over 1500 feet on the famed Battenkill River making this an extraordinary offering. Built in the 1880's this historic, slate roofed home has 10 foot ceilings, oversized windows, and hardwood flooring throughout featuring a fully updated center island,eat -in kitchen with back staircase, tin ceiling, AGA stove, marble counters and half dishwasher. Attached is a walk in pantry with a full dishwasher, second sink,and additional cabinets. New custom built entertainment center, 9 ft mantled fireplace, and claw foot tub add to the warmth and charm of this home. Renovated barn, 3 car garage, and a 2 story "corn crib" recentl
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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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$685,000 7.92 acres 3 Beds | 3 Baths | 3200 sqft
393 Red Tail Lane, Dorset, VT 05251 - Bennington County

7.92 acres Dorset, VT

Tastefully considered contemporary nestled away in the famed Dorset Hollow. Private setting, intimate and long range views, this superbly crafted this gem rests on 8 lovely acres. Outdoor decking on 2 levels provides several areas to gather, or be alone. Recently updated kitchen. Detached two car garage with a beautiful workshop built in underneath. Awesome family/game room.Truly something to see. Priced aggressively under the town assessed value, this 3200 square ft 3 bedroom/ 3 bathroom is a value play and great entry into one of Vermont's finest addresses. Please come take a look!
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$675,000 4.9 acres 5 Beds | 5 Baths | 1 ½ Bath | 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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$595,000 62.5 acres 5 Beds | 2 Baths | 3426 sqft
498 Northwest Hill Road, Pownal, VT 05261 - Bennington County

62.5 acres Pownal, VT

Amazing gentleman's farm on 62.5 acres in Pownal, VT. Offering a 5 bedroom farmhouse residence, 3 level barn/garage, christmas tree farm and in-ground pool. The home features living room with fireplace, kitchen with dining area, a formal dining room, 2 full bathrooms, main level laundry and more. The barn is currently setup as a garage with 5 bays on the first level 2 on the second level and 1 on the third level, there are so many options available. The tree farm has produced significant income in the past.
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$595,000 4.08 acres 5 Beds | 4 Baths | 1 ½ Bath | 3637 sqft
181 West Branch Dr, Manchester, VT 05255 - Bennington County

4.08 acres Manchester, VT

REDUCED BELOW CERTIFIED APPRAISAL !!!! TWO PONDS, FIELD STONE WALLS & MOUNTAIN VIEW . This charming colonial with contemporary flair sits on 4 plus tranquil acres within 5 minutes of All Manchester has to offer, ice skating, recreational center, pool, schools, and shopping. Tastefully renovated, sunlit rooms with excellent flow. Perfect for quality family living and entertainment. Master bedroom on first floor, complete with spa bath room. Upper level includes 3 bedrooms with one full bath and views of a pond and the gorgeous Green Mountains . Lower level walk out includes full bathroom, large living room , second kitchen and bed room , can be utilized as rental with separate entrance or mother in law rental. Opens to established perenn
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$569,000 187 acres
1004 Holy Smoke Rd, Shaftsbury, VT 05262 - Bennington County

187 acres Shaftsbury, VT

Holy Smoke is right ! 187 acres of land with views, woods, fields and lots of pasture. Some land in the Land Trust saving you in taxes but plenty left for further building. Included with all of this land is a charming post & beam house w/lg open Great room - living, dining & kitchen combined. Quality materials through out, granite kitchen counters, gas stove, cherry flooring & much, much more. See MLS# 4427781 for further details
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$569,000 7.48 acres 4 Beds | 4 Baths | 1 ½ Bath | 3458 sqft
411 Twitchell Hill, Shaftsbury, VT 05262 - Bennington County

7.48 acres Shaftsbury, VT

Million dollar views! This gorgeous split level home sitting on 7.48 acres, has a view that is unrivaled. Sit on the porch facing south with a view of the valley, Mount Anthony and the Bennington Battle Monument that you could search a lifetime and not find a better. Featuring a grand open floor plan living room and dining room with fireplace, cathedral ceilings and lots of light, a large, modern kitchen with bar/island, 4 bedrooms including master bedroom with California walk-in closet and private bathroom, 3.5 total bathrooms, upstairs laundry room, and family room. Also has a spacious 2 car basement garage, in-ground pool with pool house and large entertaining area, right off the kitchen and dining rooms, enormous yard, 2 outbuildings in
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$550,000 10.6 acres 3 Beds | 3 Baths | 2600 sqft
94 Goodwood La., Dorset, VT 05251 - Bennington County

10.6 acres Dorset, VT

Wonderful Provincial Farmhouse in immaculate condition with lots of recent updates--move right in. Beautiful antique floors and a nice fireplace. Large windows bring it lots of natural light.
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$550,000 2.4 acres 3 Beds | 4 Baths | 2 ½ Baths | 5536 sqft
3301 Route 7 Rd, Pownal, VT 05261 - Bennington County

2.4 acres Pownal, VT

Magnificent views of the Pownal Valley are just ONE of the fine amenities offered by this residential/commercial-zoned property in an easily accessible location with large, flexible working studios,retail spaces and 2 apartments. Perfect for the artist who is also a home business entrepreneur. Offering large spaces with moveable walls for your studios and business, PLUS income-potential with in-law apt
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$549,900 2.5 acres 3 Beds | 3 Baths | 2164 sqft
1450 Lower Hollow Road, Dorset, VT 05251 - Bennington County

2.5 acres Dorset, VT

Antique 1800's 3/bedroom/3 bath on 2.5 acres in The Dorset Hollow. Trout pond and heated pool. Newly painted and very cozy, it is the best deal in The Hollow. Detached garage could be used as an office in the back. Great rental income history as well. Listed at a price under recently(4/8/17)appraised value.
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$549,000 5.07 acres 4 Beds | 3 Baths | 4190 sqft
2501 West Road, Manchester, VT 05255 - Bennington County

5.07 acres Manchester, VT

Desirable Manchester West Road location in a tranquil and private setting with a pond! The striking contemporary home fits the setting in style and space, and the variety of well-proportioned rooms lend themselves equally well to full-time or vacation living. The central living space is a handsome, comfortable great room with radiant heat, open to a dining room flanked by 3 walls of windows displaying the naturalized outdoor fauna. Open to the great room is a quality kitchen accommodating either the casual OR more serious minded cook. And there is a welcoming spacious foyer, a den, family room and Bose speaker equipped media room! In addition there is a well thought out mudroom combo laundry room AND a garage deep enough for 4 vehicles plu