You are viewing All Upper Valley NH Homes with 4 or more Bedrooms between $0 and $30000000 dollars.
Under Contract
$688,000 $246 per sq.ft. Norwich VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 2800 | Acres: 1.53Listed on Thursday Mar 13, 2025
Description: Great opportunity for a spacious home in Norwich, VT! Just minutes from Dartmouth, yet offering privacy and the potential for stunning mountain views, this home features four bedrooms in the main living area, plus a one-bedroom in-law suite with an office in the finished walkout basement. With abundant living space and natural light throughout, this home is ready for buyers to personalize and renovate to suit their tastes. Don't miss out on making this property your own! See Listing Details & 22 images.
$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
$875,000 $268 per sq.ft. Thetford VT Home »
6 Beds | 4 Baths | Total Sq. Ft. 3270 | Acres: 4.11Listed 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
$399,900 $139 per sq.ft. Thetford VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2875 | Acres: 15.5Listed 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.
$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.
New Listing!
$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.
$195,000 $49 per sq.ft. Windsor VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 4011 | Acres: 0.34Listed 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.
$3,500,000 $644 per sq.ft. Woodstock VT Home »
6 Beds | 6 Baths | Total Sq. Ft. 5433 | Acres: 10Listed on Friday Jun 28, 2024
Description: Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The back ell seamlessly ties into the original brick Federal and offers additional spaces for entertaining guests including the Pine Room with its' large fireplace for snowy winter nights. The brick Federal consists of formal living room, dining room, library and gourmet kitchen with walk in pantry. On the second floor there are 2 ensuite bedrooms,4 more bedrooms, 2 baths and large laundry room. The third floor offers the surprise of a family room that was originally a ballroom with curved ceiling. There is also a bright studio and half bath on that level. The new attached oversize 2 car garage is accessed from the Pine Room and the fully renovated basement. The 10 acres comprises of lovely landscaping around the home and plenty of land for gardens and animals. The 18th century barn and corn crib lend much charm to the setting. Walk to the charming village store and enjoy dinner on the porch of the Ransom Tavern. Only 5 miles to Woodstock and a short drive to multiple ski areas. South Woodstock is truly a bucolic place to call home! Call today for a private viewing. See Listing Details & 40 images. Includes a Virtual Tour
$2,450,000 $440 per sq.ft. Woodstock VT Home »
48 Ft. of Waterfront on River Ottauquechee River4 Beds | 4 Baths | Total Sq. Ft. 5573 | Acres: 40
Listed on Friday Jan 3, 2025
Description: "All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic charm with modern luxury. This 5,900-sq-ft barn-style home, just over five minutes from Woodstock Village via Route 4 and the Lincoln Covered Bridge, sits high on a knoll above the Ottauquechee River with views to Killington. A veritable mini-resort, the property offers unparalleled access to recreational pursuits. Its 40-acre grounds feature single-track biking, hiking, and snowshoeing trails, a firepit, patio, grills, and owned riverfront access. A 32-foot indoor pool, and hot tub under the stars make this a year-round haven. The acreage also includes a potential building lot with mountain views and an existing roadway, adding versatility. Nearby, enjoy world-class skiing, golf, and other outdoor activities, with Woodstock Village offering charming shops and restaurants. Inside, the chef's kitchen boasts Viking appliances, granite counters, dual refrigerators, a pantry, and a custom island. Two expansive great rooms provide gathering spaces with large-screen TVs and plush seating, including a wet bar in the second-floor game room. Accommodations include four bedrooms, three full baths, and space for up to 12 guests. A highly successful Airbnb rental, "All Sessons" is an extraordinary opportunity to own a Vermont escape combining privacy, beauty, and income potential in one of the region's most picturesque towns. See Listing Details & 60 images. Includes a Virtual Tour
$2,250,000 $642 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $235,000 down 10% on March 27th 2025
5 Beds | 4 Baths | Total Sq. Ft. 3502 | Acres: 2.57
Listed on Monday Feb 10, 2025
Description: The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenience and country living. Built in 1811 by one of the area's earliest settlers, this stately Federal-style brick home has been thoughtfully restored to honor its historic charm while integrating modern comforts. Set on 2.7 acres, the property features 450 ft of frontage on Kedron Brook, along with a firepit, a barn, and a river meadow. The barn--currently used for storage--could easily be converted to accommodate a couple of horses or sheep. The 3-bedroom main house has elegant 12-over-12 windows, high ceilings, and beautifully preserved period details, including a 2nd-floor ballroom with a coved ceiling and fiddler's stage--a nod to its past as a lively gathering space. The newer addition overlooking the brook has a magnificent great room with 17' cathedral ceilings and a gourmet kitchen and wood burning brick fireplace. The renovated Kingsley Barn guest house offers 2 bedrooms, a loft, and a deck overlooking the brook. Below there is a heated workshop, ideal for puttering and creating. A timber bridge spans the waterway, connecting the property's field, barn and trails. With direct access to the Upwey Trail system and equestrian paths leading to the Green Mountain Horse Association, this property is ideal for outdoor enthusiasts. Located along South Road in the South Woodstock Historic District. See Listing Details & 40 images. Includes a Virtual Tour
$2,000,000 $400 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 5000 | Acres: 0.56Listed on Friday Oct 25, 2024
Description: INVESTMENT & RESIDENTIAL OPPORTUNITY - Rare historic building (The Taftsville Country Store) available for owner occupancy with multiple additional income units in the village of Taftsville. Just five minutes to the quintessential New England Village of Woodstock! Property includes store with bath (approved for restaurant, café, or retail store), Post Office (with current lease), Apartment 1 (with excellent AIRBNB rental history), Apartment 2 (The owner's unit- 3 bedroom, 2 bath), and plans/space for an additional studio unit. Perfect opportunity for an investor to offset living expenses with this multi-unit property, or just have a super fancy home office downstairs. Potential diversified income streams with hospitality, residential rental, and retail/ food service all in one property. Current owners have redesigned and graded the parking lot to include 27 parking spaces and EV Conduit for 2 charging stations that can accommodate 4 vehicles, ADA access to building, and ADA accessible restrooms. Property boasts gorgeous patio views of the Ottauquechee River and Taftsville Covered Bridge. See Listing Details & 60 images.
$1,999,000 $474 per sq.ft. Woodstock VT Home »
5 Beds | 5 Baths | Total Sq. Ft. 4214 | Acres: 1.07Listed 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.
Under Contract
$1,800,000 $439 per sq.ft. Woodstock VT Home »
800 Ft. of Waterfront on River Ottauquechee River4 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.
$1,650,000 $452 per sq.ft. Woodstock VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 3648 | Acres: 6.2Listed 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
$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.
