Properties Near 2055 & 2071 Main & 28 Pleasant Street Cavendish, VT

This 1850s renovated property located right in the heart of the village adapts perfectly to your lifestyle or investment goals. This home functions seamlessly as a spacious 5-bedroom, 2-bathroom home or is ready to operate as two separate income-generating rental units. The unfinished third floor can easily be converted into additional living space, a master suite, or a bonus room. The spacious attached barn offers incredible storage. This property is just steps away from the local post office and village park and is located just minutes from Okemo Mountain Resort, making it a perfect Winter getaway or a lucrative Airbnb. Quick, direct access to Interstate 91 simplifies travel.

A true farm ready for its next chapter! These grounds have been lovingly tilled, gardened, sown, and harvested; the soil meticulously fed, and the pastures grazed by generations of animals. Hundreds of pounds of produce have been grown in and out of the greenhouse high tunnel. A massive, fixed-rack solar array covers the primary costs of electricity and feeds back into the grid. What is most important on a farm? A beautiful kitchen to serve as the heart of the home. This space features a nearly 10-foot-long granite island with counter-height seating, TWO full-size sinks, a 6-burner-plus-griddle propane stove with a professional hood vent, a French-door refrigerator, and a walk-in pantry. It’s the perfect setup for canning, preserving, or simply gathering to enjoy fresh peaches harvested right from your land. The main floor also offers a laundry room, a beautifully renovated 3/4 bath, and a flexible office/bedroom space. Upstairs, you’ll find three additional bedrooms, another nicely renovated bathroom, and a spacious bonus room (previously a second kitchen) perfect for a studio or playroom or maybe hook up the water and turn it back into a kitchen. Need more room? The walk-up attic features its own subpanel, making future expansion easy, while four mini-splits handle both heating and cooling throughout the home. There is a propane boiler for the baseboards if it gets too chilly outside for mini splits. The massive hay barn easily stores giant tractors, RVs, or heavy equipment, and comes equipped with both power and water. Dreaming of fresh eggs? The resident egg-laying chickens come with the property in their own custom coop! There is direct access to the VAST trail for snowmobiling or a hike in the summer along the huge trail network. With almost everything you need to hit the ground running, this property is a true homesteader’s paradise.

Welcome to your private country oasis. Nestled in a serene and peaceful setting, this pretty, two-level country home perfectly blends rustic charm with modern convenience. As you step inside, you are immediately greeted by an inviting open-concept living, dining, and kitchen area designed for seamless everyday living and effortless entertaining. This home features a magnificent stone wood-burning fireplace, ideal for warming up on crisp Vermont evenings. Vaulted ceilings with exposed wood beams enhance the spacious, airy feel while preserving that quintessential country warmth. The thoughtful architectural layout offers maximum flexibility, with bedrooms and bathrooms conveniently located on both levels. The lower level is dedicated to a spacious and private primary bedroom suite, serving as a peaceful retreat complete with direct, walk-out access to the yard. Upstairs and downstairs, the home delivers a true country feeling, making it easy to relax and unwind. Step outside to enjoy the beautiful covered back deck, the perfect spot for morning coffee, evening dining, or simply listening to the sounds of nature. The home sits on a nice open yard that offers abundant space for outdoor recreation, gardening, or lawn games. Adding to the utility of the property is a detached two-car garage, providing excellent storage for vehicles, ski gear, and outdoor equipment. Location is everything, and this property puts the best of the region right at your fingertips. You are just minutes away from world-class skiing and riding at Okemo Mountain Resort, championship golfing, local boutique shopping, and diverse dining options. Plus, the nearby lakes region offers endless summer boating, swimming, and fishing. Whether you are looking for a year-round residence or a premier four-season vacation getaway, this country home offers the privacy you crave with the convenience you need.

Where History Meets Possibility. An 1862 Schoolhouse Reimagined. Step back in time and into opportunity. Built in 1862, this remarkable historic schoolhouse has been lovingly preserved, its character and craftsmanship thoughtfully maintained while seamlessly supporting modern use. Since 1973, the building has served as the home of a thriving distribution business, proof of its adaptability, strength, and enduring design. Inside, original details remain intact: upper glass transom windows above the interior doors, warm pine floors worn smooth by generations, and a classic belfry still standing proudly above, ready to ring once again. Every inch of space has been meticulously finished with custom trim and thoughtfully designed shelving, maximizing both beauty and functionality. Updated windows enhance efficiency, while mini-split systems provide supplemental heat in cooler months and air conditioning through the summer. The property’s 3.70-acre open lot allows for impressive accessibility, semi-trucks can easily enter, turn, and load, making commercial use entirely viable. Yet the charm of the structure invites imagination far beyond its current role. Envision a distinctive live/work residence, a destination-worthy Airbnb, a creative studio, gallery, event space, boutique distribution hub, or transform it into a singular single-family home rich with character and story. Historic soul. Modern comfort. Boundless potential. Dream big, this one is ready. Also listed as Commercial, MLS# 5077754.

If you're looking for the ultime village ski house look no more! This four bedroom three and a half bath TURN KEY home is nestled in the village of Proctorsville. Home to Singletons Store, Outer Limits Brewery, Murdoch's On The Green and much more walking distance away. Step into this lovely well appointed home and you'll feel right at home. The kitchen boasts granite counters with a large breakfast bar. Oak cabinetry, mostly stainless steel appliances, tile backsplash and under counter lighting. You'll love the open concept of the kitchen and dining room, with a granite two sided fireplace. Mozie on into the large living room with space for the whole crew and cozy up to the other side of the fireplace. The first floor is completed with an en-suite bedroom with a beautiful view of Hawks Mountain, the bathroom is finished with a tiled shower and a natural wood vanity. Rounding off the main floor with a half bath laundry room combo and a convenient corner nook for gear storage. Upstairs you find another en-suite bedroom with double sink, natural wood vanity and tiled shower. The two other large bedrooms share a full bath. One bedroom with a balcony overlooking Hawks Mountain State Forest which is a healthy walk away for recreating. Now down the the lower level where the fun begins. Pool table, foosball or a game of cards, pick your favorite. This Ultimate Village Ski House is priced to sell! Come take a look today!

Private, yet accessible location on South Hill. These are hard to come by! Nicely set back from the road is this two-story contemporary with room for family and guests. Nice lawn area as well as wooded acreage. You will enjoy your peace and quiet as you sit out on your covered porch with a cup of coffee or a cocktail! Enter into a small mudroom and you have a half flight of stairs going either up or down. On the upper level, you have three accessory rooms...den, office, and bonus room that would be a great laundry room. Nice kitchen space with light and it's open to the dining room and living room. Slider out to the huge, covered porch and large open deck. There's a woodstove hookup in the living room. On the lower level, there are three good sized bedrooms and a large family room with a walk out entrance and windows on three walls. This will be a wonderful home for the next owner. The current owner has enjoyed 25 years here. You can be next!

Three properties are being sold together. Investors, Dreamers, Skiers, Business Owners, Anyone with Ideas and Support...Bring your ideas. Weddings in the barn? Indoor growing? A ski house? A cafe or store? With no zoning there are many possibilities. Pick up where the current owners left off with renovations and make it your own. In the past, the Okemo Shuttle has stopped across the street at Mill Street. It is a quick drive to Proctorsville - bakery, brewery, restaurant, store. 2071 Main Street could be used as a single family or two units. The town currently lists 7 bedrooms. The upper level is almost renovated with still a few things to do and the prep work has begun in the lower level. Live in the upper unit and have your business in the lower unit or have another income-producing unit or make into one amazing single-family home. Even the attic was once used as living space perhaps as part of a third unit. The chimney flashing has been addressed, slate work done, a membrane roof over the bay window area installed, some support work and vapor barrier added in basement, many windows reglazed, soffit and fascia painted, etc. The cosmetic work in the upper unit is done with the bathroom in progress. The barn that is on 2071 Main Street has had work done to the roof (sheathing boards, slate, and ridge cap). The upper level is an impressive open space. The lower workshop area of the barn needs flooring work. 2055 Main Street was once a large building built around 1880 and was the Fletcher Library. It was most recently a 4-unit apartment building with office space on the lower level. After a fire, the newer concrete foundation at the back of the structure was capped and covered for a future use. This property also has a large barn which has had work done to the roof. 28 Pleasant Street is behind the Main Street properties and has a separate access off Pleasant Street. Schedule your tour today! One of the owners is a licensed real estate broker.

Brand new custom renovated 3bedroom/2bath home in the charming and desirable town of Cavendish, close to Okemo and four-season recreation. From the outside, this home exudes classic New England charm, but step inside through the mudroom to witness a breathtaking, top-to-bottom modern renovation. Inside, discover a bright, open floor plan with gleaming variegated hardwood floors, and recessed lighting throughout. Stunning kitchen has been thoughtfully designed with white shaker cabinets, black concrete countertops, stylish backsplash and new stainless-steel appliances The "wow-factor" continues with modern fixtures, recessed lighting, custom trim and two-tone pain. Upstairs you will find the master bedroom and bathroom with striking double vanity, intricate tile work, and elegant gold-tone fixtures. Enjoy year-round climate-controlled comfort with energy efficient electric ductless mini splits on each level. The home is located in a quite idyllic country setting, overlooking the historic Black River from your elevated deck. The property is connected to town water/sewer, saving long term expense and headaches. This stunning modern home is 100% move-in ready and waiting for its next owner. Listing broker is a member of the LLC selling the property. Property can be purchased via the existing LLC with existing 80% financing in place to obtain over ~$200K of year 1 depreciation to offset buyer tax liability from any income source. Please reach out for explanatory offering memo regarding benefits tax benefits of purchasing the property through the existing LLC and realizing the tremendous depreciation available.

Enjoy a fantastic four-season location featuring a beautiful new in-ground pool for summer enjoyment and convenient Okemo shuttle service to the slopes during ski season. Ideally situated close to Main Street in Ludlow and just five miles from the area’s lakes. This well-maintained three-bedroom condo offers a comfortable layout with a primary suite and an open, spacious living and kitchen area. A wood-burning fireplace creates a warm and inviting atmosphere, perfect for crisp foliage-season days and cozy Vermont winter evenings after a day on the slopes. The updated kitchen provides excellent storage, and the breakfast counter is ideal for additional seating or meal preparation. The condo is light and bright and includes a private deck for relaxing outdoors. An easy-to-maintain property with plenty to offer, this condo represents an excellent value in a highly desirable location.