Properties Near 6746 VT Route 100 Whitingham, VT

This recently updated 1920s Vermont farmhouse features 4 bedrooms, 2 full bathrooms, and a versatile loft space on just over 8 acres! Large, updated windows showcase mountain views and allow natural light to fill every room, highlighting the home's charming original details alongside modern updates. The first floor has two bedrooms, both full bathrooms, first floor laundry, as well as TWO spacious living rooms! One living room showcases exposed beams, a vaulted wood ceiling, a cozy wood stove, and loft space above which could be perfect for a reading nook, office, or additional guest area. Updates in this home are tasteful, modern and add substantial rustic character. Furnishings are included in the sale. With two convenient points of entry, the home easily accommodates a dedicated mudroom or simple access directly through the kitchen. This versatile layout allows for one floor living with the expansive space of two bedrooms on the second floor! The property includes a spacious 52' x 35' barn that offers excellent storage, workshop space, or room for hobbies and equipment. The outdoor setting has a small apple orchard and a former smokehouse once used for curing meats, adding unique character and history! Outdoor enthusiasts will appreciate many local hiking trails, direct snowmobile and ATV trail access, along with the convenience of an EV charger hookup. Just 22 miles to Mount Snow Ski Resort, 14 miles to Wilmington Village, 15 miles to Berkshire East in Charlemont and 18 miles to MASSMoCA in North Adams, you are centrally located to all forms of enjoyment!

This charming chalet on one acre is surrounded by enchanting gardens, with a peaceful stream providing a soothing natural backdrop. Over the years, the seller has lovingly planted thousands of daffodils and day lilies, along with a beautiful mix of perennials, annuals, flowering shrubs, and potted plants that line the walkways, gazebo, and hillside below the home. The original chalet has been expanded with two substantial additions, creating a flexible floor plan featuring a spacious main-level living room with a woodstove and a private primary bedroom or study above, plus a separate dining nook (good for expanding the kitchen). Enter through the welcoming kitchen and dining area, where oak flooring and a wood-burning fireplace create warmth and character. Glass patio doors fill the space with natural light and open to an expansive deck overlooking the lush gardens—an ideal setting for relaxing or entertaining. Located on a town-maintained gravel road, Chapel Hill Road is home to a mix of year-round residences and vacation getaways. Enjoy nearby Lake Sadawga for kayaking, canoeing, and fishing, or head to Lake Whitingham for swimming, sailing, waterskiing, and more. Conveniently located within easy driving distance of MASS MoCA.

Escape to the beauty of Southern Vermont with this newly built chalet, offering comfort, flexibility, and year-round recreation. Situated just minutes from Lake Sadawga and Town Hill Park, this property is ideal as a full-time residence, vacation home, or investment getaway. The well and septic system were installed in Spring 2026, providing peace of mind and a strong foundation for future enjoyment. The interior is ready for your personal touch, with the opportunity to build a kitchen tailored to your lifestyle or utilize the thoughtfully designed kitchen plans already created by the builder. Enjoy the warmth and charm of chalet-style living, surrounded by the natural beauty of the area and endless outdoor activities throughout every season. Whether you're boating, fishing, hiking, snowmobiling, skiing, or simply relaxing in a peaceful setting, this property offers something for everyone. Being sold partially furnished, this move-in-ready retreat allows you to start enjoying Vermont living right away while adding your own finishing touches. A rare opportunity to own a newly constructed getaway with major infrastructure already in place and the flexibility to make it uniquely yours.

Discover the perfect Vermont four-season retreat in this architecturally unique round home, set on a picturesque 1-acre corner lot in Southern Vermont. Offered fully furnished and move-in ready, this 1,840-square-foot, 3-bedroom, 2-full-bath property is ideal as a year-round residence, vacation home, or turnkey getaway. The welcoming lower level features three comfortable bedrooms, a spacious full bath with a jetted soaking tub, tiled floors, and a glass-enclosed shower, along with a convenient utility room. Upstairs, abundant natural light fills the open-concept living area where the kitchen, dining, and living spaces flow seamlessly together. A cozy wood-burning fireplace creates the perfect gathering place after a day of skiing, hiking, snowmobiling, or exploring the surrounding lakes and trails. A second full bath on the main level adds convenience for both everyday living and entertaining guests. Step outside to enjoy multiple outdoor living spaces, including a sunny second-floor deck, covered patio, established perennial gardens, and a storage shed. The mostly open lot offers space to relax, entertain, and enjoy the peaceful surroundings. Ideally located just 8 minutes from Jacksonville Village, 10 minutes from Harriman Reservoir (Lake Whitingham), 8 minutes from Lake Sadawga, and 17 minutes from Wilmington, this property provides convenient access to some of Southern Vermont's most sought-after recreation destinations. Enjoy skiing at Mount Snow and Berkshire East, boating and fishing on nearby lakes, hiking the Catamount Trail, paddling the Deerfield River, and exploring the VAST snowmobile trail network. With high-speed fiber internet available and all furnishings included, this distinctive home offers the perfect combination of comfort, character, and year-round adventure. Whether you're seeking a mountain getaway, recreational base camp, investment opportunity, or full-time residence, this turnkey Vermont property is ready to enjoy from day one.

Tucked amongst trees with a great deck. This rural location is not far from great skiing, shopping and all kinds of great dining and entertainment. Over an acre of mostly wooded lot. Property is occupied. No drive by's please..

Charming cottage just up from the MA border in Whitingham Vermont. This lovely home sits on a 4 acre parcel with great lawn space, easy paved road access, and a pastoral setting with adjacent nearby farmland and large parcels. The home has been well maintained and features an open kitchen, dining, and living space on the main floor, with full bath. The second story features a large primary bedroom, 2 guest bedrooms, and a half bath. There is a full unfinished basement with great storage space, laundry, and a full walkup staircase. A tremendous primary home or Vermont retreat.

Classic Jacksonville Village farmhouse filled with warmth, character, and thoughtfully curated spaces that feel straight out of a charming country inn. Exposed beams, high ceilings, wide-plank wood flooring with period details, built-ins, and inviting gathering spaces create an atmosphere that immediately feels comfortable, relaxed, and lived in the very best way. Kick off your shoes, curl up with a book, and enjoy the historic and classic charm this home offers both inside and out. The flexible floor plan includes 4 bedrooms and 2 baths, with the current owners utilizing both second-floor bedrooms as a primary wing and an expansive suite-style retreat. A separate guest wing offers two additional bedrooms, bonus space for overflow, and a full bath, creating privacy and versatility for guests, extended family, or work-from-home needs. Mudroom entry and full laundry add everyday practicality to the home's timeless appeal. Formal dining room, formal sitting room, and expansive great room with skylights. Outside, enjoy a covered farmer’s porch, fire pit area, mature perennial gardens, ample parking on .60 acres, and the peaceful sounds of the East Branch of the North River flowing through the heart of Jacksonville Village. A large powered shed/outbuilding offers excellent storage and workshop space, while also presenting exciting potential for use as an artist studio, hobby space, or flexible bonus area. Standing seam metal roof, drilled well, and public sewer add important modern infrastructure to the historical and charming features. Conveniently located to Mount Snow , the Deerfield Valley, downtown Wilmington, lakes, hiking, skiing, and year-round recreation in beautiful Southern Vermont. Only 15 minutes to Massachusetts and 25 minutes to Interstate 91 for an easy commute to work, home, or play.

This Contemporary Chalet sit on a quiet rural town maintained road. The property is a tasteful blend of woodland and grassy yard with gardens. You can enter from the garage ,above ground , and walk up an interior staircase to the the next level. There is also a half bath and laundry room and plenty of room for side-by-sides, snowmobiles and seasonal gear! On the second level there is a very large living room with dining area that has access to the large front deck which is perfect for entertaining! There is also a kitchen, bedroom and full bath on this level as well as a door to the back brick garden area. The third level has two nice size bedrooms and a full bath!

4 bedroom 2 bath home located on 4.7 acres. Has a ground level access. Level parking and garden spots. There are huge White Pine trees surrounding this home. Showings delayed until September 29, 2025 to allow for cleaning. License to Sell is needed and in progress, Expected in October.

Located in the charming town of Whitingham, this well-maintained historic home offers five bedrooms and open-concept living space. Upon entering, you'll find a convenient mudroom with a large coat closet. Enjoy a sun filled dining room and kitchen featuring live-edge wood slab countertops, open shelving, and a farmhouse sink. The open living room provides plenty of space to lounge and the centrally located pellet stove provides warmth throughout. There’s also a convenient half bath on the first floor as well as a newly remodeled private movie room. Upstairs, the primary suite includes a large closet, soaking tub, and shower. There are also four additional bedrooms and a three-quarter hall bathroom. The attic has been transformed into an ideal game room, spacious enough for a ping pong table, foosball, darts, or your favorite games. Outside, a newly constructed composite deck provides entertainment space and leads to a newly built fire pit. Unwind and listen to the soothing sounds of the brook, all while enjoying ample yard space. Harriman Reservoir is within walking distance—just 400 yards to the boat launch—a convenient spot to start your day on the lake. Enjoy swimming, fishing, kayaking, and miles of hiking and biking trails nearby. Lake Sadawga is about a mile away and is a great fishing destination in summer and a lovely ice-skating spot in winter. Additionally, you are less than 30 minutes from Mount Snow and Berkshire East ski resorts. Recent updates include exterior drainage, deck, fire pit, vapor barrier/insulation in the crawl space, sump pump, and updated lighting fixtures.

Charming and spacious 3-bedroom, 1-bath home situated on approximately 1.90 acres, offering warm character and generous living space. Beautiful wood floors flow throughout the home, complemented by fresh paint, making this property truly move-in ready. The expansive wrap-around porch is a standout feature, perfect for enjoying quiet mornings, relaxing afternoons, or entertaining family and friends. Blending classic charm with comfortable living spaces, this home offers a welcoming atmosphere and timeless appeal. The property also includes an older barn and shed, providing additional storage, workshop space, or hobby potential. A wonderful opportunity to own a special property with both charm and versatility.

This cozy two bedroom, one bath cottage with vaulted wood ceilings is just steps away from Lake Whitingham! Enjoy a low maintenance get-away with an inviting living room and kitchen. This charming property offers the perfect escape for summer and winter enjoyment! The heart of the home is open and inviting where cold winter nights are made comfortable with an efficient propane heater. The simple, adjacent kitchen serves as a cohesive hub for gathering in the home. Each bedroom is secluded down a short hallway with washer & dryer hook ups and a designated laundry area. Both bedrooms have two windows for natural sunlight and ample storage with large closets. Imagine waking up to lake views and gorgeous foliage out the primary bedroom picture window! Step outside to the covered front porch, a perfect spot for morning coffee or unwinding after a day on the water! Outside, there is plenty of space to store your kayaks or boat trailer, in addition to two raised vegetable garden beds which have been lovingly utilized for many seasons prior. ATV, snowmobile, cross country ski trails and the popular Catamount Trail are all within 7 miles! This home is conveniently located on scenic Vermont Route 100 and less than 10 miles to Wilmington and less than 5 miles to Readsboro - come see what this home has to offer!