You are viewing All Upper Valley NH Homes with 4 or more Bedrooms between $0 and $30000000 dollars.
$475,000 $220 per sq.ft. Pomfret VT Home »
5 Beds | 5 Baths | Total Sq. Ft. 3036 | Acres: 1.84Listed on Thursday Aug 14, 2025
Description: HAVING A HARD TIME FINDING AN AFFORDABLE LIVING SITUATION? With multiple income streams already established, this property offers a rare opportunity to choose your living preference (2 Bdrms, 1 Bdrm, or Efficiency) and offset almost ALL of your living expenses while owning a historic small town landmark. Originally established as the North Pomfret Store & Post Office c.1830, this classic 3-story New Englander blends historic charm, flexible living space, and established rental income. There are multiple owner-occupied living opportunities in the larger two bedroom unit, or one of the two additional residential apartment units: Consisting of one 1-bedroom apartment, and one efficiency unit. The historic U.S. Post Office remains in place with a newly signed 5-year lease, providing stable supplemental income at $1,073/mnth to help offset ownership costs. There is also a lower commercial office currently rented providing additional income $800/mnth. Both the commercial space and the Post Office keep daytime hours with no living quarters (for additional peace and quiet). This 3,000+ sq ft post-and-beam building was re-located onto a solid concrete foundation in the late 1980s, when extensive renovations were completed. The two bedroom units has a separate mudroom entry and their own private laundry facilities. Additional features include extra basement storage and another separate large storage room for common laundry area for tenants. The wiring was redone in the 1980's and most units have separate electric meters. A new high efficiency FHW boiler was installed in 2023. The building and roof have been recently painted. There is very little upkeep or repairs needed. Located just 15 minutes from Woodstock Village, Hartford, and I-89, the property offers quick and easy access to all Upper Valley amenities. See Listing Details & 60 images.
New Listing!
$529,000 $132 per sq.ft. Royalton VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 4020 | Acres: 1.02Listed on Tuesday Aug 25, 2026
Description: Well sited, in an elevated position above the small college town of South Royalton, Vermont, is a stylish circa 1900 residence, with exterior trim detailing only to be found in high quality vintage construction! This wonderful classic presents as solidly built, with a commanding presence! Spacious interior room dimensions and large well placed windows create a comfortable interior living space that flows easily throughout the ground floor. When approaching the residence from the level parking area an oversize 30' long enclosed porch 1st provides entry to the home. Within the porch is plenty of protected space to leave ski's or sports equipment before entering the main house. The practical 14x6 mudroom is next. A 15x14 kitchen area is then off the mudroom. This kitchen area is a blank slate waiting to be completed as a new owner so chooses. A kitchen designer will have fun taking advantage of the great positioning and potential of this room! Straight ahead off the kitchen is a sunny 19x8 enclosed porch. The kitchen area opens to a dramatic 18x14 formal dining room with wood floors, 9' ceilings and wainscoting. Equally appealing is the 15x14 living room located beyond. A 14x13 primary bedroom with ensuite bath completes the 1st floor. A graceful front stairway, with ornate wood posts and banisters leads to the 2nd floor, with 3 well located potential bedrooms and a 3/4 bath. A partially finished 3rd floor contains 2 additional rooms! Now, retracing all the way down to that initially entered mudroom there is a side door that opens to a partially finished, potential auxiliary dwelling! This potential living space contains 7 rooms on 3 levels! These rooms are each in need of total renovation. However, potential is obvious! Key features of the overall structure are a newer roof, much updated electrical, and updated septic system. With the finishing components of a new kitchen and completed bathrooms, a showplace will emerge! South Royalton is a vibrant small college town! See Listing Details & 52 images.
New Listing!
$399,000 $149 per sq.ft. Royalton VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2676 | Acres: 0.97Listed on Saturday Aug 22, 2026
Description: Stunning Victorian home on almost one acre of land in the town of South Royalton, ready for new owners who love and appreciate the charm and care of owning an older home. This 4 bedroom home has stunning woodwork, hardwood floors, an abundance of storage, along with gorgeous built-ins, that span several decades of various upgrades throughout the years. Sit on your covered front porch and enjoy your morning coffee or an evening dinner. Host gatherings in your formal living room, that is warm and inviting around the fireplace, but also filled with an abundance of light, The large eat-in kitchen provides for ample storage and preparation space. You will find a first floor laundry and half bathroom located off of the kitchen space, as well as a mudroom for the rear entrance driveway. The remainder of the first floor is rounded out by a formal dining room and cozy den, with fireplace and side entrance, making it easy to restock your wood supply. Upstairs boasts 4 bedrooms with a large primary, accented by another fireplace and beautiful light. Two of the additional bedrooms include window seats with storage and one bedroom has a bonus office/library, perfect for settling into a good book and getting away from the hustle and bustle of life. The upstairs full bathroom includes a large sauna and the main landing of the second floor includes beautiful built in cabinetry. Hardwood floors throughout this home, a standing seam metal roof, and a full basement with ample storage, are some of the other features you'll find in this home. The large lot to the left of the paved driveway is part of this parcel and would be ideal for a large garden, animals or building another home or rental unit. Endless possibilities! Located in walking distance to the center of town and Vermont Law School, 10 minutes from Interstate 89, and 35 minutes to Dartmouth Hitchcock Medical Center, this home is convenient and a well priced option you should plan to see! See Listing Details & 60 images.
Under Contract
$1,800,000 $694 per sq.ft. Sharon VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 3718 | Acres: 72.1Listed on Thursday Jun 18, 2026
Description: At the end of a private road, 72 acres of woodland and meadow create a peaceful setting with sweeping views across the Connecticut River Valley to the mountains of New Hampshire. From the summit ridges of the Franconia Range, the panorama unfolds for miles. By day, the landscape shifts with the changing light and seasons; by night, the stars emerge in remarkable clarity. Completed in 2022, the home was thoughtfully designed to capture the views from nearly every room. The main level features 11-foot ceilings, radiant-heated white oak and tile floors, and a vaulted living room anchored by a stone fireplace. Ten-foot glass doors open to a stone patio, creating a seamless connection between indoor and outdoor living. The kitchen, dining area, and deck are positioned to take full advantage of the scenery, while the primary suite offers a quiet retreat with a soaking tub, walk-in shower, and double vanities. A home office, mudroom with dog wash, and powder room complete the level. The upper floor includes two guest bedrooms, a flexible loft space, and elevated views of the surrounding mountains. The walkout lower level adds a guest suite with a kitchenette for family and friends and a recreation room/gym. Private trails wind through the property, offering opportunities for hiking, snowshoeing, and walking dogs off leash. With approximately five acres of open land and the balance enrolled in Vermont's Current Use forestry program, there is ample room for future additions such as a barn, garage, or guest house. Only a few miles from the village of Strafford and the historic Strafford General Store. Interstate 89 is approximately 15 minutes away, placing Hanover and Lebanon within 30 minutes, as well as skiing in Woodstock. Boston is 2.5 hours away. Showings by appt ONLY, driveway gated. No drive-bys. Owner/Agent See Listing Details & 35 images. Includes a Virtual Tour
Under Contract
$295,000 $262 per sq.ft. Sharon VT Home »
Waterfront on River4 Beds | 2 Baths | Total Sq. Ft. 1992 | Acres: 10.5
Listed on Wednesday Apr 1, 2026
Description: Looking to start your investment portfolio? This property is a great place to start, with opportunity to purchase two additional units that share the septic. In a quiet Sharon cul-de-sac, this property has two, two-bedroom units, one on each floor. Newer roof, newer shared septic, poured concrete foundation. Lot includes 10 acres of land that abuts land owned by the VT Dept. of Fish & Wildlife, which abuts the White River. Usability/buildability of the land to be confirmed by purchaser. PRE-INSPECTION AVAILABLE UPON REQUEST - Owner corrected a lot of the issues that were discovered at the inspection. Leaving mostly cosmetic fixes for the new owners. One unit is rented month-to-month, and one has a 12-month lease. Purchaser could potentially buy out lease, or request building vacant at closing. Owner would consider adding right of first refusal on doublewide which abuts the subject property duplex. Putting you in control of the entire septic system, with 4 rental units on one property. So much potential for an investor to build sweat equity in this property. Video tours of each unit available upon request. 48-hours notice required for showings as both units are occupied. See Listing Details & 24 images. Includes a Virtual Tour
$689,000 $265 per sq.ft. Village of Post Mills in Town of Thetford VT Home »
Price Change! Reduced by $110,000 down 16% on July 23rd 2026
5 Beds | 3 Baths | Total Sq. Ft. 3836 | Acres: 8
Listed on Monday May 25, 2026
Description: MOTIVATED SELLER! PRICED BELOW THE CURRENT ASSESSED VALUE. Offering efficiency, sustainability, and peace of mind, this move-in ready five-bedroom Colonial sits on eight private acres in Post Mills/Thetford, Vermont. Energy-conscious upgrades include rooftop solar panels and an EV charger, adding modern efficiency to this exceptional property. The oversized attached garage and large tiled mudroom provide a practical everyday entry space. The spacious kitchen features a breakfast bar with seating for family and friends and opens to the light-filled dining room, creating an ideal layout for entertaining. The first floor also offers both a living room and a separate family room/den. Upstairs, you'll find five bedrooms, including the primary suite with an ensuite bath and generous closet space. The fully insulated lower level includes a partially finished basement with flexible space for a family room, home gym, playroom, workshop, and storage. A large sink, counter space, and double-door walkout add additional functionality and convenience. Enjoy the outdoors with private walking trails winding through the property's eight acres, offering opportunities for recreation, nature observation, and peaceful walks right from your doorstep. Conveniently located on the school bus route, this property combines rural privacy with everyday convenience. Formerly home to the Sugar Top Sawmill, the mill building offers endless possibilities for outdoor entertaining space, hobbies, storage, workshop space, or animals. A truly unique property with space, versatility, and modern upgrades throughout, all while enjoying tranquil country living just 20 minutes from Hanover and convenient access to Upper Valley amenities. Ready for its next owner to enjoy all this exceptional property has to offer. See Listing Details & 44 images.
$545,000 $202 per sq.ft. Thetford VT Home »
Waterfront on River4 Beds | 2 Baths | Total Sq. Ft. 2694 | Acres: 4.54
Listed on Wednesday May 27, 2026
Description: Set on 4.54 picturesque acres in beautiful Thetford, this charming 1840s farmhouse offers a rare blend of historic character, outdoor adventure, and country living. Surrounded by established perennial gardens and backed by peaceful woods, the property is designed for those who appreciate nature, privacy, and a true Vermont lifestyle. A large welcoming front porch sets the tone, inviting you to slow down and enjoy the serene setting. Inside, bright sun-filled rooms and timeless farmhouse charm create a warm and inviting atmosphere throughout the home. Thoughtful updates, including solar panels, add modern efficiency while maintaining the property's classic appeal. Outdoors, the possibilities are endless. Enjoy a large spring-fed pond stocked with fish, ideal for peaceful afternoons of fishing, along with a secure chicken coop, designated vegetable gardens, established garden rows, blueberry bushes, apple and peach trees. The fully fenced backyard provides exceptional space for pets, play, and gardening, while a playground is already in place for added enjoyment. One of the properties most special features is the private access to the river below, complete with a stone stairway leading to two secluded river beaches and a separate deep swimming hole -- a truly unique retreat right at home. Take in scenic views of the Post Mills area and enjoy watching colorful hot air balloons drift across the sky from the nearby airport. Conveniently located near Lake Fairlee, this one-of-a-kind property offers the perfect balance of charm, recreation, and rural beauty in the heart of Vermont. See Listing Details & 55 images.
$399,000 $132 per sq.ft. Thetford VT Home »
6 Beds | 3 Baths | Total Sq. Ft. 3024 | Acres: 0.48Listed on Thursday Mar 26, 2026
Description: Versatile 3-Unit Property in Convenient Thetford Location Located along scenic and accessible Route 5 in Thetford, this well-maintained 3-unit property offers a great opportunity for investors. One unit features direct access to both garages, providing convenience and privacy, while the two additional units,each on separate levels-offer consistent rental income to help offset expenses. Recent updates include a brand-new roof, and the property boasts a history of happy, long-term tenants. With ample off-street parking, a nice level yard for outdoor enjoyment, and just a quick 20-minute commute to the Upper Valley, this is a smart investment in a highly desirable location. Whether you're looking to live in one unit and rent the others, or fully invest, this flexible property checks all the boxes. Owners unit is vacant and ready for your vision! See Listing Details & 19 images.
$1,399,000 $350 per sq.ft. Windsor VT Home »
Waterfront on River Connecticut River4 Beds | 4 Baths | Total Sq. Ft. 4000 | Acres: 4.96
Listed on Tuesday Jun 16, 2026
Description: "The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two porches: one open air and one screened-in, with views into the New Hampshire hillsides. Inside, the house is open and bright with a wonderful flow throughout. The large living room features a wood-burning fireplace and plenty of windows streaming in lots of natural light. The formal dining room, with built-in cabinets and a second wood burning fireplace, connects to the kitchen which is open to the family room. A beautiful spindle staircase with oversized steps leads you upstairs to the four bedrooms, including the primary with an ensuite bath and an attached office. The main guest/children's bedroom features a magnificent turret style sunroom taking in views of the Connecticut River, and a second set of stairs leads back down to the mudroom. The full basement offers plenty of storage and all the utilities. The large 2 story garage offers room for 4 vehicles and plenty of storage on the 2nd floor. This unique property presents a rare opportunity to own a special homestead in the Windsor area, just minutes from downtown shopping and restaurants. See Listing Details & 50 images. Includes a Virtual Tour
$500,000 $101 per sq.ft. Windsor VT Home »
Price Change! Reduced by $35,000 down 7% on August 8th 2026
Waterfront on Lake Runnenede
6 Beds | 4 Baths | Total Sq. Ft. 4933 | Acres: 0.48
Listed on Wednesday May 13, 2026
Description: Come see and appreciate this recently rejuvenated and extraordinary home that includes 6 bedrooms and 4 bathrooms as well as a 2 car garage! Located just off the downtown village area, this unique property features historical charm and character with vintage woodwork, custom wood floors, high ceilings, spacious rooms and the nooks and crannies a classic home has to offer! Relax on the rear porch or enjoy the private yard and great living room that overlook the nearby pond providing a peaceful retreat at the end of a long day! See Listing Details & 36 images.
$14,900,000 $1,299 per sq.ft. Woodstock VT Home »
Waterfront on Pond7 Beds | 10 Baths | Total Sq. Ft. 12520 | Acres: 183.7
Listed on Thursday Oct 16, 2025
Description: Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with porch - for cooking, gathering and entertaining; the owner's quarters with a 2nd floor suite and 2 bedrooms below; the guest wing with 3 first-level bedrooms, second-floor game room and adjacent 8-bed bunk room and a 4-story octagon with wine cellar at the base and flexible multi-use spaces above. All 7 bedrooms are ensuite plus 3 powder rooms. The attached gambrel barn is a professional grade gymnasium with 6-car heated garage underneath. The interior is like a grand lodge in the American West while the exterior with shingles and gambrel barn is traditional New England. The systems and mechanicals are all commercial grade. The finishes and craftsmanship are consistently superb. The atmosphere is relaxed and fun. As a complete fully furnished package, each and every attribute at Star Hill Farm - the location, land, exposure, privacy, views, guest house, barn, pond, residence and gymnasium- is exceptional, creating one of the finest properties in Vermont. See Listing Details & 59 images. Includes a Virtual Tour
$5,950,000 $1,170 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $1,300,000 down 22% on July 24th 2026
Waterfront on Pond
4 Beds | 5 Baths | Total Sq. Ft. 5087 | Acres: 63.88
Listed on Wednesday Jun 4, 2025
Description: Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef's kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Additional land available. See Listing Details & 52 images. Includes a Virtual Tour
$2,950,000 $527 per sq.ft. Woodstock VT Home »
Waterfront on Pond8 Beds | 8 Baths | Total Sq. Ft. 6200 | Acres: 32
Listed on Saturday Jun 13, 2026
Description: Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered stonewalls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first floor primary suite with private bath, vaulted ceilings and new large walk in closet. Kitchen features thermador appliances and quartz counters anchored by a large dining room with stunning wood floors. An expansive cozy living room centered by a handsome brick fireplace to curl up with a book on a snowy day. The rooms are spacious and inviting with an abundance of light, exposed original hand-hewn beams and easy access for outdoor entertaining on the brick patio or the new east terrace. Enjoy a separate 3 bedroom Guest House for friends/family with good rental income history. New Tesla Tower for backup power. Located in the heart of horse country and the village of South Woodstock. Enjoy skiing, championship golf and fly fishing on the Black River. Easy access to shopping, restaurants and Upper Valley. Only 8 minutes to Woodstock, 2.5 hours to Boston and 5 hours to NYC. Kedron Valley Farm is a stunning, quintessential farm in the heart of GMHA. See Listing Details & 58 images.
$2,650,000 $547 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $450,000 down 17% on August 13th 2026
5 Beds | 4 Baths | Total Sq. Ft. 4843 | Acres: 105.1
Listed on Wednesday May 27, 2026
Description: CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef's kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead--with its native timbers and stone fireplace--creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House--a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience. See Listing Details & 58 images. Includes a Virtual Tour
$2,599,000 $434 per sq.ft. Woodstock VT Home »
9 Beds | 11 Baths | Total Sq. Ft. 5993 | Acres: 0.46Listed on Sunday Sep 21, 2025
Description: This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont's most beloved communities. Woodstock is often hailed as "the prettiest small town in America," and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities offered throughout the year. Currently being used as a 7-room Inn boasting an additional 2-bedroom owner's quarters, this property could be returned to operating as a private residential property with zoning permit. Please contact for more information on making this beautiful place your dream home! See Listing Details & 54 images.
