You are viewing Upper Valley NH Homes with 4 or more Bedrooms between $0 and $30000000 dollars.
$399,000 $227 per sq.ft. Plainfield NH Home »
Price Change! Reduced by $18,500 down 5% on July 7th 2026
4 Beds | 2 Baths | Total Sq. Ft. 1754 | Acres: 6.28
Listed on Tuesday Apr 28, 2026
Description: MOTIVATED SELLER: Plainfield: This property features stunning mountain views and sunsets, which can be enjoyed from a spacious private back deck overlooking a sloping yard and pond. The grounds include pear trees, blueberry bushes, and apple trees. Inside, the home offers several updates, including newly painted bedrooms, a new kitchen floor, and a newer kitchen range, washer, and dryer. Additional highlights include Attached oversized two-car garage with built-in shelving, a workbench, and newer doors with auto-openers. An attached shed for extra storage. Several new windows throughout the home. Convenient location just 15 minutes from Lebanon and Claremont. 4 bedroom, 2-bath home is situated on 6.28 acres. See Listing Details & 59 images.
$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.
Under Contract
$299,000 $159 per sq.ft. Royalton VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1882 | Acres: 0.25Listed on Tuesday Apr 21, 2026
Description: A good investment opportunity! Conveniently located, in the heart of South Royalton Village, is a traditional 3 bedroom home with the bonus of a detached garage that has a studio apartment above it. Within level walking distance from this property are the Vermont Law and Graduate School, the White River Valley High School, the South Royalton Health Center and shopping and dining in South Royalton Village. Historically, the student community of Law School and Graduate School students has provided a steady demand for rental housing in South Royalton Village. Currently, the residence is leased until September to a community based organization. The garage apartment is vacant. The property benefits from connection to the municipal sewer and municipal water! On the ground floor of the main residence is a living room, an office/study, a bedroom, a 3/4 bath, a bright kitchen and an enclosed unheated porch/storage room. The 2nd floor of the main residence has 2 bedrooms, with one of the bedrooms having an exterior door that leads to a covered exterior stairway. While the garage apartment was until recently a full time residence a new owner will most certainly make upgrades to that living space. Separating the the garage apartment from the rear of the residence is a level lawn area that provides opportunity for gardening or outdoor activities. The potential of the property is intriguing! South Royalton Village is a vibrant Vermont community offering much to its local residents. Perhaps this property provides your opportunity to enjoy small town living! See Listing Details & 40 images.
Under Contract
$295,000 $262 per sq.ft. Sharon VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1992 | Acres: 10.5Listed 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
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
$154,000 $68 per sq.ft. Thetford VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 2280 | Acres: 0.47Listed on Saturday Apr 26, 2025
Description: Mixed-use property (two apartments and commercial or studio 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 2-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 > Long term tenant just moved out of the 2-bedroom main level, so the space is ready for renovation and paint. Offering excellent opportunity to modernize and find your own tenant. It's ready to go! 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.
$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.
$545,000 $202 per sq.ft. Thetford VT Home »
Price Change! Reduced by $5,000 down 1% on June 29th 2026
4 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.
$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.
$510,000 $103 per sq.ft. Windsor VT Home »
Price Change! Reduced by $25,000 down 5% on July 8th 2026
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.
$1,399,000 $350 per sq.ft. Windsor VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 4000 | Acres: 4.96Listed 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
$395,000 $244 per sq.ft. Woodstock VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1617 | Acres: 0.65Listed on Wednesday Oct 1, 2025
Description: Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean , inviting feel while preserving the home's classic farmhouse charm. An attached barn/ garage offers excellent storage and flexible space for outdoor gear , a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full time residence or a Vermont getaway , this property offers an excellent opportunity to enjoy one of Vermont's most desirable areas at an attractive price point. Call today for a private viewing. See Listing Details & 47 images.
Under Contract
$502,000 $275 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »
Price Change! Reduced by $25,000 down 5% on June 12th 2026
4 Beds | 3 Baths | Total Sq. Ft. 1824 | Acres: 0.42
Listed on Friday Apr 24, 2026
Description: Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including energy-efficient heat pumps, enhanced electrical systems, basement insulation, and newer windows--ensuring comfort and efficiency in every season. Recent capital improvements, such as updated siding, a newer drilled well, and new oil and propane tanks, underscore the home's turnkey reliability, while generator-ready capability provides an added layer of confidence. Enjoy a kitchen built for making memories anchored by a newly installed and sleek granite island perfect for connection and celebration. Outdoors, the revitalized grounds invite both quiet relaxation and effortless entertaining, all framed by the natural splendor of this picturesque village setting. Positioned on coveted Happy Valley Road, the property offers a lifestyle as desirable as the home itself--where morning strolls and evening bike rides become part of your daily rhythm. Just minutes from the boutiques, dining, and charm of Woodstock, as well as convenient access to Interstate 89, this location perfectly balances a charming, village-like setting with accessibility. Imagine summer evenings spent beside the gently flowing stream, gathered around a glowing fire under the stars--an experience that captures the very essence of elevated Vermont living. See Listing Details & 48 images. Includes a Virtual Tour
$649,000 $284 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $46,000 down 7% on July 7th 2026
4 Beds | 2 Baths | Total Sq. Ft. 2288 | Acres: 0.15
Listed on Monday May 11, 2026
Description: A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is conveniently nearby! For children in Maple Street's Neighborhood, Woodstock Elementary School is just a short walk away. Currently the residence is configured as home to 2 generations of occupants. A ground floor apartment conveniently accessed from 3 sides of the home comfortably provides accommodation for practical single level living. The main entrance is through a spacious 12'x10' mudroom. A great attribute in Vermont winters! On 1 end of a well thought out floor plan is a generously sized bedroom with a nearby bathroom. Midway in the apartment is a nicely appointed kitchen that then leads to an appealing dining area. Through a door off the dining area several steps lead to a laundry room that conveniently has an exit leading out to the rear of the property. A living room off the dining area completes the attractive apartment. Well placed windows throughout this ground floor provide pleasant views and natural light. A spacious 2nd floor apartment, with 2 levels of living space, is accessed through a private doorway on the front exterior of the residence. A flight of stairs leads up to the primary apartment area consisting of a bedroom, a dining room, a living room, a kitchen and a bath. Off the kitchen is a partially finished laundry area and then stairs leading down to a ground level workshop. Above the primary apartment is a useful 2 room attic area and a potential bath. Although this 2nd floor apartment has been a full time residence, a new owner will certainly choose to renovate some components of the apartment. The landscaped lot has much appeal with space for gardens and for relaxing outside. Residents in this neighborhood can enjoy walking to village amenities of shopping, dining and cultural events. A Victorian style home full of enormous potential! Location, location! See Listing Details & 39 images.
Under Contract
$659,000 $207 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $30,000 down 5% on June 25th 2026
4 Beds | 3 Baths | Total Sq. Ft. 3190 | Acres: 2.94
Listed on Friday Feb 20, 2026
Description: Historic Woodstock, Vermont - Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont's most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local regulations). Inside, you'll find two charming fireplaces that add warmth and character, perfect for cozy Vermont evenings. The home's classic architecture blends timeless appeal with endless possibilities for customization. Set on over 2 acres, the property features a fenced yard ideal for pets, gardening, or outdoor entertaining. A one-car garage adds convenience, while the separate potting shed - complete with electricity and a heater - offers wonderful space for gardening enthusiasts, creative projects, or additional storage. Located just minutes from Woodstock Village, you'll enjoy easy access to boutique shopping, dining, and the renowned Woodstock Inn & Resort and its spa amenities. Vermont's natural beauty surrounds you - world-class skiing, hiking, biking, and year-round recreation make this an exceptional place to unwind, recharge, and truly enjoy life. A unique property with space, charm, and opportunity in historic Woodstock. See Listing Details & 41 images.
