Properties Near 1587 Upper Holbrook Road Whitingham, VT

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Spacious cabin set on 16.4 acres with stream and pond. Open main living area features hardwood floors, vaulted ceilings with skylights, exposed beams, and an efficient wood stove. Updated kitchen includes stainless steel appliances and breakfast bar seating. Main level bedroom with shared en suite bathroom featuring claw foot tub and walk-in shower. Spiral staircase leads to primary suite with three-quarter bath. Lower level features an additional bedroom and cozy den/media room. Lower level includes garage with workbench, three-quarter bath, and new washer/dryer. Enjoy space for work or pleasure for a small car, recreational vehicles, snowmobiles, or lawn equipment. Recent improvements include fresh paint inside and out, generator, new decking with additional kitchen deck for outdoor dining, regraded driveway with expanded parking, and woodshed conveniently just off the front door. Idyllic location just 19 miles to Mount Snow ski resort and nine miles to Lake Whitingham's boating and recreation. Surrounded by nature with easy access to scenic hiking trails, premier fishing spots, and charming New England village shops. Perfect year-round retreat or weekend getaway.
This Real Log Home is situated on nearly 16 acres at the end of a gravel road within two miles of two lakes (Harriman Reservoir and Lake Sadawga) and their boat launches, less than 30 minutes to Mt Snow and Stratton Resorts and also has access to thousands of acres of Green Mountain National Forest in the immediate area for hiking/biking snowshoeing and much more. The main VAST snowmobile trail is just down the road and is accessible from the property. The cabin has a long driveway leading to the site with approx. 1 acre cleared. There is a 2-car garage/barn with tons of room for the toys! The log cabin offers a cozy floor plan featuring a huge great room with a large woodstove & vaulted ceilings & hardwood flooring, a 12' X 12' sunroom with tile floor and 1 full and 1 half bath and a large primary bedroom on the 1st floor. Upstairs there are two small bedrooms and the other full bath. The cabin sits on a full poured concrete foundation. On the outside you'll find an entry porch and 12' X 16' back deck next to the Sunroom. The barn offers two garage parking spots, a work bench and a staircase to the upstairs which could be finished but now is fantastic storage. The land has gentle topography and is all useable land. More could be cleared to gain open land around the house or create some fields. For those searching for a secluded log home in an idyllic setting with all season recreational fun all around, this is a great option.
Set on 3 beautiful acres, this well-maintained 3-bedroom plus loft, 2 1/2 bath home is truly move-in ready. Enter through a spacious mudroom with a convenient back opening for bringing in firewood for the cozy wood stove in the living room. The open-concept kitchen and dining area provide plenty of room for entertaining, while a den/game room just off the living room with a bar area (4X8) offers extra space to gather. A half bath is also located on the main level. Upstairs, the loft makes a great office, reading nook, or playroom. The lower level features a primary suite with a ¾ bath, two additional bedrooms, another ¾ bath, laundry, and a utility room. Step outside to the back deck and enjoy the countryside views, where you may even catch sight of cows grazing across the way. The North Adams Art Scene and Mass MoCA are just the start of what western Massachusetts and southern Vermont have to offer. Conveniently located near year-round recreation, including golfing, hiking, boating, biking, and snowmobiling, with skiing just minutes away at Mount Snow, Berkshire East, and Stratton. A warm and inviting move-in-ready property is ideal as a full-time residence or a Vermont getaway.
New home under construction. Siding painted and installed, plumbing and electric is roughed in. Roof is completed. Anderson windows. 4 bedrooms to be installed.. The well is drilled and needs to be hooked up. Situated on 10.9 acres with large White Pine and Cherry Trees. Mountain stream in the rear of the property. This will be a 4 bedroom home with 3 full baths, 1 on each of the three levels. Planned for a stone fireplace. Prepped for decks on the east and west sides of the House. Septic plan is designed by a Vermont Licensed Engineer to be built, area is cleared for the system. There is Timber on the property estimated at 15,000 board feet of volume. Close to Wilmington and Dover, Lake Whitingham, Burrington Brook. Deerfield River, North River, Burrington Brook, Haystack Club Golf and Ski and Mount Snow Resort.
Turnkey 2-Bedroom Home with Lake Access & Extra Garage – Laurel Lake Living! Welcome to this meticulously maintained 2-bedroom, 3-bathroom home, offering turnkey convenience and year-round comfort just steps from beautiful Laurel Lake. Boasting an open and inviting floor plan, this home features a spacious living area with a cozy pellet stove for energy-efficient warmth, perfect for chilly evenings. The modern kitchen flows seamlessly into the dining space, ideal for entertaining or quiet evenings at home. Enjoy plenty of storage and space with a 2-car attached garage plus a bonus garage, perfect for your canoes or kayaks, workshop, or additional vehicle storage. This is your opportunity to own a charming, easy-living home in a peaceful lakeside community where you can swim, canoe/kayak or just enjoy the view. Whether you’re looking for a full-time residence, vacation home, or rental investment, this property checks all the boxes. Low-maintenance and move-in ready! Schedule your showing today and start living the Laurel Lake lifestyle!
Discover Vermont living at its finest in this architecturally unique round home, set on a 1-acre lot. Included in the sale is an additional 1-acre parcel directly across the street, offering potential for a garage, guest house, or Airbnb. Buyers should perform their own due diligence, as seller and broker make no representation on buildability. Step inside and walk into the welcoming lower level, where you’ll find three restful bedrooms and a spacious bathroom featuring a jetted tub, tiled floors, and a glass-enclosed shower—perfect for unwinding after a day in the mountains. Head upstairs to the main level and enjoy the wide-open floor plan, where the kitchen, dining area, and living room flow together seamlessly. A cozy wood burning fireplace anchors the space, while a door opens to a sunny deck ideal for morning coffee, evening gatherings, or simply soaking in the peaceful surroundings. This turnkey home is fully furnished and ready for you to move right in. Whether you’re here for adventure or relaxation, the location offers it all—ski or hike at Mount Snow or Berkshire East, explore the VAST snowmobile trails, golf at Haystack or Mount Snow, or take in the dining and cultural scene of the Berkshires, all just minutes away. Whether you’re looking for a vacation retreat or a year-round sanctuary, this property delivers the quintessential Vermont four-season lifestyle. Don’t miss this rare opportunity, schedule your private showing today!

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