You are viewing Upper Valley Homes with 4 or more Bedrooms between $0 and $30000000 dollars.

$3,495,000 $742 per sq.ft. Norwich VT Home »


Price Change! Reduced by $255,000 down 7% on March 24th 2025
Waterfront on Pond _Unnamed
4 Beds | 5 Baths |   Total Sq. Ft. 4708  |  Acres: 17.5
Listed on Monday Sep 2, 2024
Description: THE POND AT WILLEY HILL- Sophisticated, triple mint, recently renovated estate minutes from Norwich set within a private 17+ acre oasis. This elegant home features relaxing views of the wildlife-laden large pond accompanied by landscaped grounds and seasonal long-range views. A pool, woodland trail and park-like fenced area complete this unique property. The home underwent an extensive renovation overseen by premier builders O'Hara & Gercke. The kitchen is sunny, comfortable, and designed for a gourmet cook; the dining room is positioned to take in the views of the pond and grounds. The living room is inviting in the cold months with its stone fireplace and offers a deck overlooking the land in the warmer months and stargazing year-round. The main floor also offers a private library/bedroom and a well-appointed bedroom with views. On the second floor, the spa-like primary bedroom suite is integrated with nature - enjoy the sunrise over the pond from bed and the blue sky from the tub. A second ensuite bedroom is also on the second floor. The lower level offers a family room, which opens to a stone patio and the grounds beyond, as well as a large multi-purpose room (bedroom, office). The two-bedroom guest house is spacious and versatile and has a successful rental history. Both homes have whole-house generators, and there is a detached four-bay garage. Quick access to the Town of Hanover, Dartmouth College, and the best of the Upper Valley. See Listing Details & 45 images. Includes a Virtual Tour

$1,695,000 $563 per sq.ft. Pomfret VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 3012  |  Acres: 9.5
Listed 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

$399,900 $139 per sq.ft. Thetford VT Home »

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. Only owner occupant buyers are eligible for first 30 days of listing through First Look Program. 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.

$875,000 $268 per sq.ft. Thetford VT Home »

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

$195,000 $49 per sq.ft. Windsor VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 4011  |  Acres: 0.34
Listed on Tuesday May 23, 2023
Description: The Stephen Jacob House is an extremely important historic residence in a town known for its historic architecture. Built in 1784 in the Georgian/Federal style, the residence was sited on the rise of State Street from the Village of Windsor. It's commanding presence was embellished with cornice dentil detailing and possibly a Palladian window. Having been used for many purposes over the years, the house was purchased by Historic Windsor, Inc. in 2008. Recognizing its historic significance along with much original fabric intact, Historic Windsor, Inc. engaged in a massive cleanup, extensive documentation and a complete paint job with some sections reroofed with standing seam. The residence is now ready for the next phase of its life as a single family residence, up to 4 residential apartments, owner occupied business or a cultural center. All of the necessary as built architectural plans, documentation of existing materials and fabric and proposed Feasibility Plans are available. The project will require all new systems and rehab working with the extensive original fabric including interior shutters, period flooring and window and door detailing. Many original doors. The residences rich history with Stephen Jacob and its architectural significance will regain its prominence in Historic Windsor upon completion. See Listing Details & 4 images.

New Listing! Windsor VT Home for sale $255,000 $253 per sq.ft.

$255,000 $253 per sq.ft. Windsor VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1008  |  Acres: 0.33
Listed 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.

$399,900 $100 per sq.ft. Windsor VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3990  |  Acres: 0.32
Listed 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.

Under Contract Woodstock VT Home for sale $545,000 $182 per sq.ft.

$545,000 $182 per sq.ft. Woodstock VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2996  |  Acres: 0.2
Listed on Tuesday May 28, 2024
Description: Constructed in 1840, this post & beam home is situated in the heart of Woodstock Village. A short stroll across the Kedron Brook footbridge to shopping and restaurants, the property is just steps away from all of the amenities this renowned Vermont town has to offer. Woodstock Elementary School, Vail Field and the Woodstock Inn are also just around the corner. Historic High Street, once home to blacksmiths, farriers, and livery stables is a vibrant and connected neighborhood today. The front of the house is anchored by an award-winning ninety-foot mature perennial flower garden and antique stone wall. The private backyard includes raised vegetable beds, fieldstone walls, and terraced garden beds built into the hillside. The property abuts Mt. Peg and all it has to offer, including beautiful walks in the woods, birding, hiking, mountain biking, snowshoeing trails, and XC skiing. Once a two-family dwelling, this spacious single-family home offers a flexible floor plan with room for expansion. The second-floor family room includes a woodstove and opens to an end porch entrance and the backyard. The large second-floor front balcony offers plenty of room for outdoor dining and a birds' eye view of Woodstock Village, High Street and Mt. Tom. See Listing Details & 36 images.

Under Contract Woodstock VT Home for sale $695,000 $194 per sq.ft.

$695,000 $194 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3584  |  Acres: 5.1
Listed 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

$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.

$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 Saturday, March 29, 11:00 to 1:00 - 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: 0.05
Listed 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.

$1,650,000 $452 per sq.ft. Woodstock VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3648  |  Acres: 6.2
Listed on Friday Jan 24, 2025
Description: Just over 2 miles from the heart of Woodstock village, this gracious brick cape sits on six open acres. Designed to accommodate a Vermont lifestyle, this home welcomes you, whatever the season. The chef's kitchen has been expanded with a spacious entertaining room, and the grand dining room is ideal for hosting. A wood-burning fireplace in the main living room, a brick fireplace in the family room, and a gas-ready fireplace in the den make this home cozy during Vermont's cooler seasons. With 3-4 bedrooms on the second floor (one with fireplace), and an additional bedroom/office above the garage, 1522 Barnard Road offers plenty to a growing family and is a perfect retreat for guests. The surrounding grounds present an uncommon opportunity to own usable acreage in quick proximity to Woodstock. A covered porch for grilling, an entertainment patio, an inground pool with heat hookup, a garden space, an apiary, and a fenced chicken coop make summers at this home idyllic. Dogs can run free with over 5 acres of invisible fencing. Adjacent to the site of the country's first ski tow, winter offers fantastic snowshoeing opportunities and easy access to Saskadena 6. With quick access to I-89 and the Upper Valley beyond, this Woodstock home lends itself to both primary and second-home ownership. An increasing rarity in our market, this home is uniquely positioned to enjoy elbowroom and a more rural landscape, all just minutes from New England's quintessential village. See Listing Details & 60 images. Includes a Virtual Tour

Under Contract Woodstock VT Home for sale $1,800,000 $439 per sq.ft.

$1,800,000 $439 per sq.ft. Woodstock VT Home »

800 Ft. of Waterfront on River Ottauquechee River
4 Beds | 5 Baths |   Total Sq. Ft. 4100  |  Acres: 7.66
Listed on Wednesday Mar 19, 2025
Description: Make this unique Adirondack-style home, with its rich stone and timber frame, and perfect location along the banks of the Ottauquechee River, your new Vermont retreat. Every window offers a stunning view of Mt. Tom, and the rushing river, making it a nature lover's paradise. The fieldstone fireplace soars two stories high in the great room, which is flooded with natural light through expansive thermal glass windows. This generous gathering space hosts a dining area and breakfast bar adjacent to an outstanding chef's kitchen. Crafted with meticulous attention to detail, this remarkable residence features four bedrooms and five bathrooms. The first-floor primary suite is a private sanctuary, boasting custom built-in 'his & hers' closets, a spacious spa-like bathroom, and a secluded sundeck. The tavern room, with its vaulted ceiling, stone fireplace and cherry wood bar makes this the go-to house for friends gathering at any time, but especially on Fourth of July. On the second floor, you'll find a luxurious Primary Bedroom with an en suite bath, an office/study with an adjacent ¾ bath, and a whimsical Children's Suite complete with cozy sleeping alcoves, and charming nooks.Conveniently located within walking distance to Woodstock High and Middle Schools, the Union Ice Arena, and the ever-popular Woodstock Farmer's Market grocery store, this splendid home offers the perfect balance of privacy without isolation. See Listing Details & 36 images.

$1,999,000 $474 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4214  |  Acres: 1.07
Listed on Tuesday Mar 11, 2025
Description: 10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in 2012 by the respected local architect David Bielman. The front door welcomes guests with a pair of dutch-doors in a center entrance foyer, flanked by a classic dining room and elegant living room (both with fireplaces). The classic butlers pantry leads to the gourmet kitchen and a wonderful, sunny eat-in breakfast area. There are 4 additional BRs upstairs, 2 have ensuite baths plus a 3rd hall bath. There are also powder baths on the first floor and in the lower (basement) area. All BRs have central air. Mechanicals have been updated and well-maintained. 2 other offices on 1st and 2nd floor, and the basement has living space, a workout room, safe room, and ample storage. Beyond the kitchen is a mud-laundry room that leads to the covered (heated) brick walkway from the garage. The 1.05 acre parcel has professionally designed and executed gardens, patios and stone walls including new stone steps that lead up to a second new stone patio that enjoys sweeping vistas across to Mt Tom and the Marsh-Billings-Rockefeller National park. SEE FULL PROPERTY WEBSITE. See Listing Details & 35 images.

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