Under Contract Whitingham VT Home for sale $$299,000 $277 per sq.ft.

$299,000 $277 per sq.ft. Whitingham VT Home »


Price Change! Reduced by $13,900 down 5% on July 8th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1080  |  Acres: 4
Tuesday May 26, 2026
Description: 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. See MLS Property & Listing Details & 17 images.

$309,000 $168 per sq.ft. Whitingham VT Home »


Price Change! Reduced by $66,000 down 21% on August 24th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1840  |  Acres: 1
Monday Aug 25, 2025
Description: 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. See MLS Property & Listing Details & 59 images.

$324,000 Whitingham VT Home »


Price Change! Reduced by $145,000 down 45% on July 19th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 0  |  Acres: 10.9
Monday Jul 21, 2025
Description: 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. See MLS Property & Listing Details & 12 images.

New Listing! Whitingham VT Home for sale $$325,000 $271 per sq.ft.

$325,000 $271 per sq.ft. Whitingham VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1200  |  Acres: 2
Wednesday Aug 26, 2026
Description: Enjoy the best of Vermont country living in this bright, 3-bedroom, 1-bath home set on 2+/- mostly wooded level acres just off Route 100. The property offers plenty of room to relax, play, garden, and enjoy the outdoors. A covered porch provides a welcoming spot to take in the peaceful surroundings. Inside, the home features a spacious open kitchen, living, and dining area with a large primary bedroom, Its own private deck with hot tub. Two additional bedrooms, and a full basement offering plenty of storage. Recent improvements include fresh interior paint. Outdoor enthusiasts will love the location, with nearby VAST snowmobile trails, Lake Whitingham/Harriman Reservoir just minutes away for boating and fishing, and Mount Snow approximately 20 minutes away for skiing, snowboarding, hiking, mountain biking, and golf. Downtown Wilmington, with its shopping, dining, and local amenities, is only about 10 minutes away. Only 30 minutes to MASS MoCA. The oversized detached 2-car garage offers plenty of room for vehicles, recreational equipment, and toys, plus a full upper level for storage or future use. With easy access from Massachusetts, Connecticut, New York, and southern Vermont, this property makes an excellent year-round residence, vacation getaway, or Vermont retreat. Move-in ready and priced to sell. Come enjoy everything Mount Snow, Deerfield Valley has to offer! See MLS Property & Listing Details & 34 images.

Under Contract Whitingham VT Home for sale $$335,000 $143 per sq.ft.

$335,000 $143 per sq.ft. Whitingham VT Home »


Price Change! Reduced by $45,000 down 13% on August 14th 2026
5 Beds | 3 Baths |   Total Sq. Ft. 2336  |  Acres: 12.8
Tuesday Feb 3, 2026
Description: Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's craftsmanship. The open living and dining area features a brick fireplace with woodstove insert, creating a warm and welcoming setting on cold winter nights. The second floor offers five bedrooms, two baths, a cozy den, and a tucked-away upper-level retreat, ideal for reading, writing, or quiet reflection. Set on 12.80 acres, the land offers endless possibilities, ideal for a hobby farm, pastures for horses or cows, or growing your own vegetables. A vintage barn and storage shed, ready for restoration, adds to the property's timeless rural appeal. See MLS Property & Listing Details & 57 images. Includes a Virtual Tour

Under Contract Whitingham VT Home for sale $$349,000 $134 per sq.ft.

$349,000 $134 per sq.ft. Whitingham VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2596  |  Acres: 1
Tuesday May 26, 2026
Description: 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 and is 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. See MLS Property & Listing Details & 30 images.

Under Contract New Listing! Whitingham VT Home for sale $$349,000 $395 per sq.ft.

$349,000 $395 per sq.ft. Whitingham VT Home »

Waterfront on Pond _Unnamed
2 Beds | 1 Baths |   Total Sq. Ft. 883  |  Acres: 10
Sunday Aug 2, 2026
Description: Utter privacy from this 10 acre log home retreat, with easy access to nearby lakes, skiing, and trails. This charming 2 bedroom log home has been lovingly maintained by the current owners and is a perfect manageable getaway. The level woodlands features extensive trails ideal for atvs, hunting, or exploration. The property includes a portion of a large pond at the rear currently with Blue Heron nests and abundant wildlife. Just down the road is access to Lake Whitingham for nearby public access large lake enjoyment, and a public boat launch is not far either. Drive up into the country village of Wilmington for shopping and dining, and 10 mins further for skiing at the Mount Snow ski resort. The home itself features a wraparound porch including a large screened in section for three season enjoyment. There is a vaulted living room space which also includes the dining area, and basic kitchen which could easily be upgrades. The main floor also features a large bedroom with great light, as well as a full bathroom. The second floor is a large sleeping loft. Natural woodwork abounds to ensure you know you are in Vermont. There is also a full unfinished basement for great storage or further finishing potential. Add to this a three bay storage building for toys, a log play fort, and fiber internet, and you have everything you need to enjoy your new home away from home. See MLS Property & Listing Details & 26 images.

Under Contract Whitingham VT Home for sale $$419,000 $322 per sq.ft.

$419,000 $322 per sq.ft. Whitingham VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1972  |  Acres: 9.2
Friday Jul 17, 2026
Description: 3 Bed, 3 Bath, 9+ Acres and exceptionally well cared for country retreat! Lovingly maintained & thoughtfully reimagined by the same owners for more than 20 years, every improvement has been made with care & purpose. The result is a home that feels warm, welcoming, effortlessly comfortable & beautifully connected to its surroundings. Set on 9± acres of rolling fields, mature woods & groomed walking trails, the property begins to tell its own story of Vermont living. Well manicured, planned perennial gardens, split rail fence, stonewalls and stonework, arbor, broad lawns, charming footpath, winding over natural stone & wooden bridges to your year-round brook! A converted barn with power and water is an inspiring studio, yoga retreat, or creative workspace, complete with an antique plunge sink, the perfect place to rinse vegetables gathered from the garden. Inside, 3 bedrooms, 3 baths, primary suite with a classic clawfoot soaking tub, a den, and thoughtfully updated living spaces. Four-zone mini-splits provide efficient heating, air conditioning & dehumidification. Wildlife is a regular visitor here, from deer, fox & wild turkey to soaring birds of prey. In the evening, gather something fresh from the garden, pick a bouquet, and head back to the house to linger over dinner on the deck and gaze at the mountain views! Welcome the next day with coffee as the sun rises over the surrounding hills. Take a stroll down the footpath to the brook or kick off your shoes and climb into a hammock with a book. This isn't simply a home; it's an invitation to slow down. It's the kind of home, property, and lifestyle that reminds you why you came to Vermont in the first place. See MLS Property & Listing Details & 39 images.

$260,000 $191 per sq.ft. Williamstown VT Home »


Price Change! Reduced by $10,000 down 4% on July 8th 2026
Waterfront on River
2 Beds | 2 Baths |   Total Sq. Ft. 1363  |  Acres: 0.6
Wednesday Apr 29, 2026
Description: Tucked along the banks of Stevens Branch in the heart of Williamstown village, this charming 1900 Cape offers the kind of Vermont living that's getting harder to find. With river frontage, natural surroundings, and a layout full of character, this is a property that genuinely feels like home the moment you arrive. Step inside and you'll immediately notice the warmth of the natural woodwork and tongue and groove ceilings, the kind of craftsmanship that simply doesn't exist in new construction. The main level offers a functional flow with kitchen, dining, living, and office spaces, plus a full bath and first-floor laundry for everyday convenience. Upstairs, the primary bedroom is a true retreat featuring a generous 18x15 suite with vaulted ceilings and exposed beams that give the space a cabin-like feel without sacrificing comfort. Outside is where this property really shines. The multi-level deck overlooks Stevens Branch, giving you the sound of moving water and a front-row seat to Vermont's seasons year-round. A screened and covered porch extends your living space into the warmer months, perfect for morning coffee or evening gatherings. The .60-acre lot provides privacy and room to breathe, with a beautiful country setting just steps from Williamstown Elementary School. The detached 2-car garage goes well beyond storage. It features a dedicated gathering area complete with a bar, making it the ideal Vermont hangout space for friends, family, or football season. With public water and sewer, standing seam roof, and room to make it your own, this one checks a lot of boxes. Open House Saturday 5/2 10 - Noon See MLS Property & Listing Details & 51 images.

New Listing! Williamstown VT Home for sale $$271,500 $192 per sq.ft.

$271,500 $192 per sq.ft. Williamstown VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 2144  |  Acres: 15.7
Friday Aug 28, 2026
Description: This property is located near VT-14, with access to local shops, restaurants, convenience stores, recreational areas, and other community establishments in Williamstown. Nearby destinations include Limehurst Lake Campground and businesses along Main Street and Business Center Road. Property details should be independently verified by the buyer. The property will be offered through an upcoming auction. See MLS Property & Listing Details & 7 images.

Under Contract Williamstown VT Home for sale $$279,000 $164 per sq.ft.

$279,000 $164 per sq.ft. Williamstown VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1704  |  Acres: 0.4
Friday Jul 31, 2026
Description: Step back in time without sacrificing modern comfort. This charming 1935 Gambrel at 47 High Street in Williamstown has been lovingly restored to its former glory, blending timeless craftsmanship with thoughtful updates to create a home that is both welcoming and highly functional. Featuring 1,704 square feet on a 0.40-acre lot, this three-bedroom residence showcases the character today's buyers are searching for, beginning with newly installed flooring that sets a warm and inviting tone throughout. The living room is anchored by a classic brick fireplace with its original mantel, offering a cozy gathering space for cool Vermont evenings, while a spacious heated mudroom adds everyday convenience. The old fashioned front porch and original oak door provide curb appeal as well as a place to hang out. The well-appointed kitchen is designed for both cooking and entertaining, complete with abundant cabinetry, a generous center island, and a full suite of appliances with an electric flat-top range, microwave, and Energy Star dishwasher and refrigerator. The full bathroom provides a relaxing retreat with a whirlpool tub, adding a spa-like touch to daily living. Upstairs, the primary bedroom opens to a private balcony, perfect for enjoying a quiet morning coffee or unwinding at the end of the day. As an added bonus, with a full-price offer, the seller will include a brand-new Samsung washer and dryer set. If you've been searching for a home that honors its historic charm while delivering the modern updates you want, this beautifully restored Williamstown gem is ready to welcome you home. Near schools, shopping, hospital, and Interstate 89. See MLS Property & Listing Details & 43 images.

New Listing! Williamstown VT Home for sale $$298,800 $267 per sq.ft.

$298,800 $267 per sq.ft. Williamstown VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1120  |  Acres: 0.3
Thursday Aug 27, 2026
Description: Beautifully restored post-and-beam Cape tucked into the hillside in Williamstown, Vermont, offering the warmth and historic character of an older New England home alongside thoughtful modern updates. Original hand-hewn timbers run throughout the main living spaces, while fresh finishes and abundant natural light keep the home bright, warm, and comfortable. Major improvements include a brand-new Bosch heating system, on-demand hot water, new plumbing, updated electrical, and new hardwood flooring throughout. The result is a home that feels character-rich and comfortably up to date. At the heart of the home is a welcoming kitchen framed by exposed beams and featuring soft sage cabinetry, butcher block countertops, stainless steel appliances, generous workspace, and ample storage. The kitchen flows easily into the adjoining dining and living areas, where substantial exposed timbers, multiple windows, and an electric fireplace create a cozy focal point. Just beyond, the enclosed three-season sunroom is lined with windows and offers a peaceful place to relax or take in the surrounding greenery. The main level also includes a dedicated laundry area, convenient storage, and a beautifully updated full bathroom with a tiled tub and shower. Upstairs are two generously sized bedrooms. The spacious primary bedroom offers natural light, views toward the surrounding hills, a new walk-in closet, and a brand-new half bath. The second bedroom offers flexibility for guests, a home office, or additional living space. Outside, established perennial gardens surround the home, including a charming picket-fenced deck just off the kitchen. A large covered porch offers room for outdoor dining and lounging, while the lower-level covered patio and private backyard provide even more space to enjoy the Vermont setting. Thoughtfully restored, warm, and full of personality, 67 Pleasant Street blends historic character, modern updates, and inviting indoor-outdoor living. See MLS Property & Listing Details & 25 images.

$400,000 $212 per sq.ft. Williamstown VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1884  |  Acres: 11
Thursday Apr 30, 2026
Description: Set on an incredible 11-acre parcel in Williamstown, this charming 3-bedroom, 2-bath home offers the perfect blend of space, comfort, and Vermont countryside living. With expansive acreage surrounding you, there's endless opportunity to enjoy privacy, outdoor recreation, gardening, or simply take in the peaceful setting. A true outdoor dream with miles of trails perfect for walking, mountain biking, cross country skiing, and so much more! Inside, the home features a warm and inviting eat-in kitchen complete with hardwood floors, granite countertops, and plenty of space for a dining table, ideal for everyday meals or gathering with guests. The spacious living room is filled with natural light, highlighted by a beautiful bay window and hardwood flooring, creating a bright and comfortable space to relax. The main level offers added flexibility with a bedroom or home office, a full bath, and a convenient laundry/mudroom area. Upstairs, you'll find two generously sized bedrooms, one of which has a tremendously spacious walk in closet, and a second full bath, providing plenty of room for family or guests. A full basement offers excellent storage and exciting potential for additional finished living space, whether you envision a family room, gym, or workshop. Outside, enjoy both a quaint front porch and a brand new screened in back deck--perfect for morning coffee or unwinding while overlooking your expansive property. With 11 acres to call your own, this property is a rare opportunity to enjoy space, privacy, and the beauty of Vermont, all while still being within reach of local amenities. Capitalize on this terrific opportunity and call 666 Graham home! See MLS Property & Listing Details & 51 images.

New Listing! Williamstown VT Home for sale $$419,900 $251 per sq.ft.

$419,900 $251 per sq.ft. Williamstown VT Home »

1 Beds | 1 Baths |   Total Sq. Ft. 1673  |  Acres: 15
Wednesday Aug 12, 2026
Description: Tucked away on 15± private acres, 316 Stellar Road is the kind of place that makes you want to slow down and stay awhile. Spend your mornings on the wraparound porch with a cup of coffee, then head out to explore the trails that wind throughout the property. Whether you're looking for a year-round home or a weekend getaway, you'll appreciate the peace, privacy, and connection to nature this property offers. Inside, the home features an open living area, one bedroom, a full bath, a spacious loft, and an attached garage, creating a comfortable space that's easy to make your own. If you've been looking for your own slice of Vermont, this just might be it. See MLS Property & Listing Details & 47 images.

Under Contract Williamstown VT Home for sale $$422,000 $246 per sq.ft.

$422,000 $246 per sq.ft. Williamstown VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1716  |  Acres: 2.18
Tuesday Jul 14, 2026
Description: Some homes just feel right from the moment you arrive. Set on 2+ acres along Snowbridge Road, with the property extending to Blue Bird Lane, this classic Cape offers the kind of setting that invites you to slow down and stay awhile. A sweeping lawn, peaceful views, and room to breathe create the backdrop for everything from morning coffee outside to evenings spent watching the seasons change. Lovingly cared for by the same family since it was built in 1988, the home is warm, welcoming, and ready for its next chapter. The spacious eat-in kitchen naturally becomes the heart of the home, while the attached sunroom is sure to be a favorite spot on summer evenings. Sunlight pours into the front living room, creating a comfortable place to relax any time of day. The flexible first floor includes a bedroom, a study or den for working from home or hobbies, and a full bath, making everyday living easy. Upstairs, two generously sized bedrooms each feature expansive walk-in knee wall closets, along with a three-quarter bath. The unfinished basement provides plenty of room for a workshop, studio, fitness space, or storage, giving you space to shape it around your lifestyle. Outside, the oversized two-car garage offers even more possibilities with a full second floor ready for storage, creative projects, or future expansion. A whole-house LP Kohler generator adds peace of mind year-round. Tucked into a scenic setting yet conveniently located with easy access to Exit 6, Barre, Berlin, Montpelier, and the village of Williamstown, this Vermont home offers the best of country living without feeling far from everything you need. See MLS Property & Listing Details & 56 images.

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