Whitingham Vermont Real Estate

Step back in time with this 1865 home, currently used as a two-family residence, which could easily be restored to its original layout. The ceiling beams have been exposed, allowing you to keep their rustic charm or cover them for a more traditional look. The attached barn would be ideal for a studio, workshop, or bonus room, offering numerous options to suit your needs. Many projects are left to be completed to make it your own with the potential to create a truly special property. Set in a convenient location close to skiing, boating, hiking, and endless outdoor activities, this property offers the chance to create your dream retreat in Vermont. Cash, a construction loan, or other renovation-friendly financing will be required. Public auction starting 9/15/2025, no viewings permitted, please do not approach occupants

Classic Greek Revival Expanded in True New England Farmhouse Fashion w/Studios, Timber-Frame Barn, Workshop, & Greenhouse on 3+ surveyed Acres. This 3-bed, 2-bath offers approximately 3,000 square feet of finished living space w/ flowing layout connecting a series of versatile spaces—all under one roof. From the original formal rooms of the farmhouse, step into a sequence of functional bonus rooms, a two-story timber-frame garage, and an expansive woodshop—offering flexibility for creative use, entertaining, multi-generational living, or additional finished space. Classic period features include exposed beams, wide-plank wood floors, 2-over-2 sash windows, built-ins, a center front entry, simple corner pilasters, and other nods to classical Greek Revival architecture. A screened porch overlooks an open vista, while the surrounding grounds include mature perennial beds and a greenhouse ready to be brought back into use. Back patio & private backyard offer outdoor space for gathering, gardening, or relaxation. For decades, the property was home to a woodworking artist who created replica Shaker furniture in the on-site workshop. Adjacent rooms served as studio and gallery space and remain adaptable for similar creative uses today. The structure and configuration make this property especially well-suited for artists, makers, or collectors seeking functional work space, as well as those looking to create a a distinctive Vermont getaway with room to gather.

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!

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!

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.

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.

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.

Open House Saturday September 13, noon to 2:00 - Tucked away on a quiet, town-maintained dead end road this Vermont country homestead offers the perfect blend of charm, privacy, and practicality. Set on 34+ acres, this property has woodlands, pasture and hay fields that have supported a working farm with livestock for the past 5 years. This property is well suited for those seeking a working homestead or a recreational retreat. The four-bedroom home, with all new windows and siding, is warm and welcoming, with an open floor plan anchored by a dramatic three-sided fireplace and woodstove in the living room. A wraparound deck and fenced yard extend the living space outdoors, ideal for a gathering or simply taking in the peaceful surroundings. Upstairs, an open loft area connects the second-floor bedrooms, offering a flexible space for work, play, or quiet retreat. The land is complete with pastures, a creek, and an antique barn, plus two livestock run-in sheds and a newly constructed 30’ x 50’ metal building with cement floor, and 12’ x 50’ lean-to. Whether you envision a working farm, year-round residence, ski home, or a place to create lasting memories, this property is uniquely positioned. It offers year-round recreation opportunities from your doorstep, just minutes from Lake Whitingham for swimming or boating, Sadawga for fishing, the VAST trail for snowmobiling, and within easy reach of Mount Snow, Stratton, and Berkshire East resorts. Undeniably Vermont!

Lovely country setting on Poverty Row, a road name steeped in history, this builder’s home showcases quality craftsmanship and thoughtful design throughout. Set on 2.66 beautifully manicured acres with wild blueberry bushes and apple trees. Located on a paved public road, this property is less than five minutes from Lake Sadawga and Harriman Reservoir—perfect for boating, kayaking, and swimming. Mount Snow is just a short drive away, and Town Hill Park, within walking distance, provides a playground, ball field, and stunning views. The main level boasts hardwood flooring, an updated kitchen with granite countertops and stainless steel appliances, a bright and airy dining room overlooking the expansive back lawn, a living room with a cozy wood-burning fireplace, a primary ensuite with walk in closet, a laundry room, and a powder room. A spacious tiled mudroom leads to the attached two-car garage, which features a large unfinished room above—offering over 900 sq. ft. of potential living space. Upstairs, two generously sized bedrooms with wood flooring share a Jack and Jill bathroom. The partially finished basement includes a den/playroom, office space, a bonus room, and a furnace room with exterior access. Enjoy the afternoon sun on the back deck, overlooking the peaceful backyard. High-speed fiber internet and an additional 28x28 detached two-car garage—complete with heat, workbenches, and a large unfinished room above—adds even more possibilities for expansion.

What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake Sadawga and Harriman Reservoir on a private 2 acre parcel off a paved road. The curb appeal is beyond what most can dream of with gorgeous perennial gardens, split rail fencing, ample yard space, and total privacy. Features include a beautiful open floor plan with large living room and family room, beautiful floors throughout, gorgeous chefs kitchen with breakfast far and pantry, spacious dining area, great natural light thanks to plenty of windows, a main floor primary suite with walk in closet, main floor den or office space, additional full guest bath, four separate upstairs rooms to do with as you see fit, and 2 full guest baths, all with tremendous space and closets, a finished sewing room in the full lower level and tons of extra storage or finishable space, central heat and air conditioning. Less obvious features include a high end septic system, quality construction and energy efficiency, an oversized two car garage, full covered front porch and back deck for entertaining, garden shed, and covered rear storage area. Enjoy the property year round thanks to a spacious level lawn, walking trails, nearby town field, and access to lakes, nearby snowmobile trails, country villages or ski resorts, still just a short drive to Mount Snow. Septic sized for 3 bedrooms full time use.