You are viewing Upper Valley Homes with 4 or more Bedrooms between $0 and $30000000 dollars.
$1,690,000 $432 per sq.ft. Norwich VT Home »
Price Change! Reduced by $85,000 down 5% on April 22nd 2025
5 Beds | 5 Baths | Total Sq. Ft. 3916 | Acres: 0.67
Listed on Monday Mar 10, 2025
Description: If you believe in the statement, "it takes a village" and have been searching for a home in a community that values education and youth development, and is minutes away from Dartmouth College, consider 56 Elm Street in Norwich, Vermont. Elm Street is one of the prettiest village lanes in the state, with very little traffic, & walking distance to Marion Cross Elementary School, Dan and Whit's General Store, and the Appalachian Trail. This lovely, expanded cape is relaxed and comfortable both inside and out with a large level backyard, deluxe sports court, raised deck and views over Warner Meadow to distant ridges. Recently updated with central AC as well as heat pump mini splits in each bedroom upstairs and the great room. Highlights include a spacious eat-in kitchen with center island, woodstove, and seating area; a converted barn with dining area and two-story great room with large windows overlooking the backyard; and a first-floor primary bedroom with a wall of windows, and an ensuite bathroom. A first-floor office with an adjacent powder room, den and mudroom completes the first floor. Upstairs are 4 bedrooms, with large walk-in closets, an office, one full bath and two ¾ baths - one with a washer & dryer. There is an attached 2-car garage with auto overhead doors and a storage area for tools and firewood. With curb appeal including a white picket fence, this is a great home on a special village street where homes seldom come to market. Showings start March 13th. See Listing Details & 47 images.
$1,995,000 $458 per sq.ft. Norwich VT Home »
Price Change! Reduced by $355,000 down 18% on April 3rd 2025
4 Beds | 5 Baths | Total Sq. Ft. 4357 | Acres: 0.42
Listed on Wednesday Feb 19, 2025
Description: Welcome to 253 Main Street, where the past meets the present in perfect harmony in the heart of Norwich, Vermont. Steeped in history and charm, this iconic brick Federal residence is a testament to timeless elegance and modern comfort. First of the three brick houses on Main St, the oldest part of the house was originally built in 1780, and it serves today as the rear wing; the distinguished brick facade was crafted in 1821. With 11 total rooms, 4 bedrooms and 4.5 baths, the house offers ample space for comfortable living. Meticulously renovated by its current owner, the property seamlessly blends historic charm with carefully curated modern amenities, including a chef's kitchen, updated bathrooms, a luxurious primary ensuite bath, AC, and smart-home features. Embracing sustainability, the home features an owned solar power system with a battery backup. Step outside to enjoy the landscaped gardens, serene blue stone patio and fire pit, or admire the classic front stone wall - a perfect balance of tradition and contemporary living. Located in Norwich, a town known for its rich heritage, vibrant community, and top-rated schools, this property offers a lifestyle of unparalleled charm and convenience. Explore the delights of the Upper Valley, from scenic landscapes to bustling local establishments like Dan and Whit's General Store, where you'll find everything you need and more. Don't miss your chance to be the next steward of this piece of history combined with modern luxury. See Listing Details & 38 images.
Under Contract
$1,695,000 $563 per sq.ft. Pomfret VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 3012 | Acres: 9.5Listed on Friday Mar 7, 2025
Description: LICHENVALE at 22 Orchard Hill Road in Pomfret is a traditional Royal Barry Wills designed cape situated to capture sweeping views south down the Pomfret Valley to Mt. Tom, and the hills surrounding Woodstock Village. The well-cared for dwelling is naturally landscaped with mature gardens, and stone walls and sited on a level plateau at the margins of an open meadow below and the forested hillside above. The Vermont country kitchen and family room, warmed in winter by a woodstove, serves as an everyday living space. The south facing gathering space with hand-hewn beams, and soapstone and cherry butcher block counters opens into the large adjacent dining room creating an expansive entertainment area in the heart of the home. A separate traditional living room centers around a massive wood-burning fireplace and is the place to be for holiday celebrations and peaceful fireside evenings. Thermal glass doors line the southwest wall leading out to a brick patio, a semi-enclosed pergola and garden area for seasonal outdoor living. A window-lit hallway leads to the private primary bedroom on the westerly side of the house with ensuite bath. Four spacious bedrooms served by two full baths are accessed by two separate stairways. Thoughtfully composed, each bedroom is found at a cardinal point of the compass with lovely views over the land in all directions. The vine covered pergola and secluded pool enjoy views over distant mountains and are ideal places to gather on long summer days. See Listing Details & 54 images. Includes a Virtual Tour
New Listing!
$175,000 $77 per sq.ft. Thetford VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 2280 | Acres: 0.5Listed on Saturday Apr 26, 2025
Description: Mixed-use property (apartments and commercial space) in the charming village of Post Mills. Originally single-family home, has been converted into a 3-unit building, offering a range of potential uses: fully residential or multi-family investment; single-family home; combination of both commercial and residential spaces. Grants available for exterior and interior improvements. Top Unit > the largest area, with demo already started (kitchen and bath removed) offering an opportunity to complete renovation to your specs. This unit could be transformed into a spacious 3-4 bedroom apartment, with potential for views of the surrounding area. The open layout gives you a blank canvas to create a stunning living space. Downstairs > Currently occupied by a long-term tenant paying below market rent. This unit features 2-3 bedrooms and will require some renovation. Offering excellent opportunity to modernize and increase rent to market rates. Back Unit > This small studio space is in need of work but offers potential to be a cozy, income-generating rental. With the right renovations, it could be a charming unit with its own appeal. Could also be used for small commercial rental space, as well. Basement > interior access, needs attention for storage use. See Listing Details & 4 images.
$389,900 $136 per sq.ft. Thetford VT Home »
Price Change! Reduced by $10,000 down 3% on April 16th 2025
4 Beds | 2 Baths | Total Sq. Ft. 2875 | Acres: 15.5
Listed on Monday Mar 10, 2025
Description: This spacious 4-bedroom, 2-bathroom home offers an incredible opportunity for anyone looking for a fixer-upper with endless potential. Set on a generous 15.50 acres of land, the property provides plenty of room for outdoor activities, gardening, or even future expansions. The home itself, while in need of some TLC, boasts a large layout with multiple fireplaces, adding both charm and warmth to the living spaces. With a bit of love and vision, this home can easily become the dream property you've been looking for. In addition to its size and character, the location is a huge bonus. Situated just a short distance from Interstate I-91, you'll enjoy easy access to travel and nearby amenities, making commuting or running errands a breeze. The large acreage offers privacy and tranquility, while still being conveniently close to major roadways. Whether you're a first-time homebuyer or a seasoned homeowner, this property has all the right ingredients for transformation into a beautiful country retreat or family home. Seller has never lived in the home and has no knowledge of systems. Buyers to do their own due diligence. See Listing Details & 26 images.
Under Contract
$795,000 $243 per sq.ft. Thetford VT Home »
Price Change! Reduced by $150,000 down 19% on April 8th 2025
6 Beds | 4 Baths | Total Sq. Ft. 3270 | Acres: 4.11
Listed on Friday Oct 25, 2024
Description: Charming Antique Colonial on 4.11 acres with lovely long range views to NH across the picturesque Vermont landscape. The brick Colonial has five bedrooms and four bathrooms with a flexible floor plan and a lower level in-law apartment with separate entrance. The first floor has a warm and inviting living room with fireplace, built in book shelves, a butler's pantry with wine fridge and mini sink. Antique wide pine floors grace the formal living room and dining room. The ground floor features a cozy den opening to a large screened porch, plus an office and bedroom both with en-suite bathrooms. The second floor has two bedrooms and a full bathroom, and secret stairs that lead to the dining room. The third floor has two additional bedrooms with plenty of storage space. The lower level has a large open room with kitchenette and full bathroom, suitable as studio apartment and a door that opens to the back yard. The yard is nicely landscaped with established perennial beds, spring bulbs and a wildflower meadow. Updates include an oversized two car barn garage with second floor storage and walk out lower level garden room. A lovely home in a great location! See Listing Details & 40 images. Includes a Virtual Tour
$255,000 $253 per sq.ft. Windsor VT Home »
4 Beds | 1 Baths | Total Sq. Ft. 1008 | Acres: 0.33Listed on Tuesday Apr 1, 2025
Description: Great Location! Well-Maintained! 4BR's Cape Full Basement with work bench, Many recent updates in the last three years, Rear deck, Garden area and Private backyard. See Listing Details & 23 images.
Under Contract
$399,900 $100 per sq.ft. Windsor VT Home »
4 Beds | 5 Baths | Total Sq. Ft. 3990 | Acres: 0.32Listed on Thursday Oct 10, 2024
Description: Step into timeless elegance with this grand Victorian home, beautifully situated on a charming in-town lot. This stately residence showcases stunning hardwood floors throughout, preserving its classic heritage while offering modern comforts. The spacious first-floor bedroom features an en suite bath, providing both luxury and convenience. A cozy fireplace adds warmth and character to the main living space, perfect for relaxing evenings. The 2nd floor has more ensuite bedoom options, a second living room and even a wet bar, or send your food up in the dumbwaiter. The home boasts a generously-sized walk-in pantry, ideal for storage and organization. An added bonus is the potential separate apartment, offering endless possibilities for rental income, guest accommodations, or an in-law suite. Completing the property is a two-car detached garage, providing ample storage and parking. This house will suit a buyer who hopes to fill it's halls, expand, or be a welcome haven for a family compound. Minutes into downtown Windsor, an easy jaunt to the K-12 school, and a stones throw away from the Recreation Center makes for flexibility if transportation is an issue. Or...let's consider the potential for a home business or commercial opportunity with a change of use permit. 6 additional spaces in the back, add ample parking. 2-3 office spaces and a 1/2 on main level and excellent street visibility. Property is located in the CENTRAL BUSINESS DISTRICT. Come make this one your own! See Listing Details & 32 images.
$615,000 $230 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $50,000 down 8% on April 28th 2025
4 Beds | 3 Baths | Total Sq. Ft. 2678 | Acres: 2.6
Listed on Thursday Apr 10, 2025
Description: AGGRESSIVE PRICE REDUCTION - Classic Vermont Antique Farmhouse just outside of Woodstock Village! c.1903 Dormered Cape set on approx. 2.6 acres of level, open land bordered by a tranquil brook. The property offers a picturesque setting with extensive perennial gardens, a patio by the stream, firepits, covered front porch, rear porch, and deck--perfect for relaxing or entertaining. Inside, the home exudes warmth and comfort, featuring 2,600+ sqft, four bedrooms & three bathrooms. The inviting family room boasts a wood-burning fireplace, while the cozy living room is enhanced by a gas fireplace. The kitchen, with its soapstone Hearthstone brand woodstove and charming breakfast nook, is a delightful gathering space. Updates include newer windows, septic, appliances, and mechanicals, ensuring modern efficiency while maintaining the home's classic appeal. An oversized one-car garage provides ample storage and parking. There is additional storage above the garage with room for potential expansion into an office, game room or studio apartment. This classic Vermont farmhouse offers the perfect balance of historic charm and modern convenience, just 4 minutes from Woodstock's vibrant village center. The Woodstock Green is only a 5 minute drive, as is skiing at Saskadena Six. Close to everything the Upper Valley has to offer while offering a peaceful retreat. A rare opportunity to own a piece of Vermont's pastoral beauty! See Listing Details & 60 images.
Under Contract
$695,000 $194 per sq.ft. Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 3584 | Acres: 5.1Listed on Monday Dec 9, 2024
Description: This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont's changing seasons and capture views of the Kedron Brook as it wanders through the property past small meadows tucked in along the banks. The home can be accessed privately at grade level through the heated garage and mudroom, while guests enter via a covered entry to the upper level. The lower walk-out level of the home has two bedrooms, a shared bath, laundry and workshop. The elevated second floor is dedicated to gathering spaces including a great room with cathedral ceilings, eat in kitchen and family room that opens out on to a broad deck with overlooking the brook as it flows to the nearby Woodstock golf course and Athletic Club. The spacious primary bedroom offers an ensuite bathroom and abundant closet space. The main floor guest bedroom with loft is served by an adjacent bathroom. The two-stall multi-purpose barn opens to a small pasture and a fence yard for pets. A home for all seasons and reasons. See Listing Details & 40 images. Includes a Virtual Tour
New Listing!
$775,000 $288 per sq.ft. Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2688 | Acres: 5.1Listed on Tuesday Apr 22, 2025
Description: Peaceful Gully Road Retreat - Just minutes from Woodstock Village Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, two and one-half bath home offers the perfect blend of peaceful country living and convenient proximity to Woodstock's shops, restaurants, and schools. The main level features a light-filled, open-concept layout with a dramatic vaulted foyer, spacious kitchen/living/dining area, a half bath, and a versatile den. Step out onto the expansive wraparound deck--perfect for outdoor dining, entertaining, or simply enjoying the surroundings. Upstairs, the primary suite includes a walk-in closet, private balcony access, and a newly renovated three-quarter bath. Three additional bedrooms, an updated full bath, and a large laundry area complete the second level. Additional features include: * Attached garage with workshop/storage space on the lower level * High-efficiency propane furnace and numerous recent updates including kitchen, bathrooms, and flooring * Two outbuildings: a one-bay barn and a three-bay open garage/shed for ample storage * Outdoor highlights: treehouse; level lawn; two brooks; firepit area; and walking trails A rare opportunity to own a private, move-in-ready property in a sought-after location--just minutes from the heart of Woodstock Village. See Listing Details & 40 images.
$899,500 $282 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $95,500 down 11% on March 18th 2025
4 Beds | 3 Baths | Total Sq. Ft. 3190 | Acres: 2.94
Listed on Friday Oct 4, 2024
Description: This stately, rambling gambrel home offers privacy, convenience, antique charm, and room for everyone. Walking distance to the east end of Woodstock village, on 2.9 lush acres including a fenced backyard, a fenced vegetable garden, and extensive perennial beds. The home is a stunning mixture of antique touches and modern functionality, with beautiful built-ins and closet spaces at every turn. The home has a suite of rooms on the first floor that are perfect for a home-based business or studio area (or 2 extra bedrooms plus bonus room), and a one-bedroom full bath (with office & kitchen) in-law suite upstairs with private ground-level access. The main part of the home includes three additional bedrooms, a library, a music room, living room, dining room, two full baths, dressing room, and three-season enclosed porch. The charming eat-in kitchen includes beautiful display cabinets, hand painted tiles, and built-in pantry and laundry. In the stunning custom cherry wood library with marble fireplace and private deck, bibliophiles will find more than enough shelf space for their entire book collection, and a quiet, peaceful setting in which to read. Two readers in the family? The upstairs music room is similarly equipped, also with stunning cherry wood built-ins and detailing. Two staircases provide ample access to the upstairs and contribute to the ambling nature of the home. Walk to restaurants and a river front park! See Listing Details & 32 images.
New Listing!
$1,390,000 $352 per sq.ft. Woodstock VT Home »
Waterfront on River Ottauquechee River5 Beds | 4 Baths | Total Sq. Ft. 3953 | Acres: 0.6
Listed on Wednesday Apr 30, 2025
Description: Welcome to 11 College Hill Road - Situated in the heart of Woodstock Village, this classic 1919 Gambrel offers space, charm, and incredible views of both the Ottauquechee River and the town's beloved Mount Tom. This beautifully maintained home is perched perfectly above the river with over a half an acre of landscaped outdoor space, including 50 feet of river frontage, mature fruit trees, and stunning perennial gardens. Inside, you'll find hardwood floors throughout, a wonderful cook's kitchen, and sun-filled rooms with views from nearly every window. The flexible layout in the main house features 4 bedrooms and 2 baths, including a spacious primary en-suite, large media/office/recreation room, and two additional above-grade bonus rooms. A separate well-appointed accessory dwelling, built in 2007, offers ideal guest accommodations or income potential, and the soaring ceilings are perfect for a gym or studio. From both structures, enjoy direct access to outdoor living with a huge deck, screened-in porch, and peaceful sounds of the nearby river rapids. Additional features include a heated garage, whole-house generator, lightning-fast internet, and town water/sewer. Walk to restaurants, shops, schools, and hiking trails. Minutes to year-round recreation and a short drive to world-class skiing. This is a must-see property. Book your private tour starting Saturday May 3, 2025. See Listing Details & 52 images.
$1,399,000 $331 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $96,000 down 7% on March 10th 2025
4 Beds | 4 Baths | Total Sq. Ft. 4228 | Acres: 5.4
Listed on Monday Feb 3, 2025
Description: Open House Sunday, April 13, 12:00 to 2:00 - Tucked away in the serene forests of Woodstock, Vermont, this beautifully remodeled 11-room home offers 4 bedrooms, 4 bathrooms, and 4,225 sq. ft. of luxurious living space on 5.4 private acres. The open-concept design is flooded with natural light, featuring a stunning chef's kitchen with high-end stainless steel appliances, Vermont soapstone counters, custom cabinetry, and a spacious and sunny dining room. The cozy living room boasts one of two wood stoves, creating a warm and inviting space for relaxation. The massive family room is home to the second wood stove. There are two primary en-suites, each with a fireplace and spa-like bathroom, one in a private wing of the home, while the additional bedrooms and updated baths provide comfort and style. Outside, a large, partially screened-in deck and hot tub offer perfect spots to unwind and enjoy the tranquil surroundings--there is even a sauna off the rec room! Plenty of storage is available in the two-car garage or the two-stall barn. With solar panels, propane heating, two fireplaces, and two wood stoves, this home combines eco-friendly features with modern amenities. Its peaceful setting, just minutes from downtown Woodstock, is also close to the Green Mountain Horse Association, VAST snowmobile trails, Killington Mountain, Mount Tom, and the Saskadena Six Ski Area, making it a perfect full-time residence or seasonal escape. Enjoy Vermont living or work from home with EC Fiber! See Listing Details & 53 images. Includes a Virtual Tour
$1,550,000 $258 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 6014 | Acres: 0.05Listed on Thursday Mar 6, 2025
Description: 15 Central Street is one of the finest commercial locations in Woodstock with two of the most creative and successful businesses as the anchor tenants. The property has adapted to changes of the course of its long history of uses including residential shop owner, a barber shop, a dance & pool hall, law office, architectural services and a variety of mercantile endeavors. Notably, the building was the headquarters of Lt Colonel Peter T. Washburn, who led the 1st Vermont Regiment troops in their crucial role at Gettysburg. He returned to become Adjutant and Inspector General to organize and direct Vermont's military efforts through the rest of the Civil War from his offices at 15 Central Street. The current owner, recognizing it was time to adapt the building to the 21st Century, developed plans to upgrade and modernize the second and third floors for mixed use including an incredible residential unit with exposed brick walls and timber framing. The story high historic windows have been restored, and the second level has been reframed with new sheetrock for office or residential use. The third level partition walls have been removed to create a dramatic open area with views over the village to the north and south leaving the finishes and uses of the two levels up to your imagination. This is a once-in-a-lifetime opportunity to acquire a property with a remarkable history and become part of creating Woodstock's future. See Listing Details & 43 images.
