You are viewing Upper Valley NH Homes with 4 or more Bedrooms between $0 and $30000000 dollars.
Under Contract
$795,000 $322 per sq.ft. Thetford VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2472 | Acres: 4Listed on Wednesday Apr 15, 2026
Description: Located at the end of a quiet dirt road, this beautifully crafted Classic Saltbox Style Colonial Reproduction Home features period millwork, custom cabinetry, wainscot and wide pine plank floors throughout. Oversized 8/8 sash windows fill the rooms with sunlight. Enter the mudroom with tile floor connecting the two-car garage with bonus playroom above, a private screened porch and spacious kitchen with butcher block counters and new stainless steel appliances. A lovely flow of space and light make the common areas comfortable and inviting. One bedroom, laundry and ¾ bath complete the first level. Moving upstairs there is a generous Primary Bedroom with walk in closet, two additional bedrooms, and a full bathroom with a clawfoot tub. The full basement has great potential for playroom, or workshop. Huge, private level yard for play or gardening, and an ideal pond site at the woods edge. New propane boiler. Optional Tarm wood boiler if wood heat is your preference. All systems, roof and septic are new. Easy access to the Interstate. Quick commute to DHMC and Dartmouth College. High speed EC Fiber for remote working. No drive-bys please. See Listing Details & 45 images.
$799,000 $307 per sq.ft. Village of Post Mills in Town of Thetford VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 3836 | Acres: 8Listed on Monday May 25, 2026
Description: 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 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. See Listing Details & 39 images. Includes a Virtual Tour
Under Contract
$799,000 $299 per sq.ft. Thetford VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2671 | Acres: 11.5Listed on Thursday May 28, 2026
Description: Located in the scenic hills of Post Mills/Thetford, Vermont, this private country retreat offers the perfect blend of rural charm, modern comfort, and sustainable living. Set on just over 11 acres with sweeping mountain and woodland views, the property features a spacious 4-bedroom, 2-bath home designed to maximize natural light and connection to the surrounding landscape. Inside, the home includes cathedral ceilings, custom woodwork, expansive picture windows, a modern kitchen with stainless steel appliances, and multiple flexible living spaces ideal for relaxing, remote work, or entertaining. In addition to the kitchen, the main floor consists of a highly functional mudroom, dining room, living room, bedroom and 3/4 bath. The second floor includes a large primary bedroom with a walk-in closet, private deck, lovely gas fireplace, and laundry; a full bath with a deep soaking tub and multi-jet shower; two additional bedrooms (one of which is currently set-up as a fantastic home office), plus a bonus room ideal as an exercise area. Additional highlights include newly refinished wide pine floors, a screened porch, an architectural staircase with glass railings, flagstone patio, Ipe hardwood deck, and an attached two-car garage. A full unfinished basement offering loads of extra storage space is icing on the cake. The property is equipped with thoughtful energy-efficient upgrades including solar power, Tesla battery backup, fiber-optic internet, and an EV charger. Outdoors, enjoy established gardens, fruit trees, berry bushes, walking trails, a fire pit with boulder seating, rolling fenced pasture land, and a spacious barn with potential for hobby farming or horses. Conveniently located 20 minutes from Hanover, NH--home to Dartmouth College, and Dartmouth Health--this magical home offers peaceful country living with easy access to the Upper Valley's major employers, schools, and recreation. Some photos digitally staged. Open House Saturday 5/30/26 from 11 AM - 1 PM. See Listing Details & 60 images.
Under Contract
$975,000 $305 per sq.ft. Thetford VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 3198 | Acres: 70Listed on Friday May 8, 2026
Description: Experience the Vermont dream in this sun-drenched 4-bedroom, 2-bath home set on 70 stunning acres with sweeping views and endless trails to explore. Thoughtfully updated with a beautiful kitchen and renovated bathrooms, the home blends timeless charm with modern comfort. Warm wood floors, an easy and inviting floor plan, and a gorgeous stone fireplace create the perfect atmosphere for both everyday living and cozy Vermont evenings. Outside, the expansive barn offers wonderful space for animals, hobbies, or storage, while the surrounding land provides privacy, adventure, and the very best of country living. Showings begin Monday, May 11th. See Listing Details & 60 images.
Under Contract
$329,000 $154 per sq.ft. Windsor VT Home »
Price Change! Reduced by $10,000 down 3% on April 29th 2026
4 Beds | 2 Baths | Total Sq. Ft. 2142 | Acres: 0.25
Listed on Friday Apr 3, 2026
Description: Discover space, flexibility, and everyday convenience in this charming 4-bedroom, 2-bath home in the heart of Windsor. Thoughtfully designed with a spacious floor plan, the main living area features warm hardwood floors and abundant natural light, creating a bright and welcoming atmosphere throughout. The formal dining area flows seamlessly into the living room, perfect for both everyday living and entertaining. A main-level bedroom and full bath, along with convenient first-floor laundry, offer ideal single-level living options or guest accommodations. Upstairs, you'll find three generously sized bedrooms, providing plenty of space for family, guests, or a home office setup. Set on a quarter-acre lot, the property offers ample parking and a detached one-car garage, perfect for storage, hobbies, or a workshop. Centrally located and easy access to town, grab your morning coffee just a short walk away or head to the nearby pond for a relaxing swim. A wonderful opportunity to own a well-located home with space, charm, and versatility in Windsor! See Listing Details & 25 images.
$413,900 $143 per sq.ft. Windsor VT Home »
Price Change! Reduced by $10,100 down 2% on April 28th 2026
4 Beds | 3 Baths | Total Sq. Ft. 2888 | Acres: 1.22
Listed on Tuesday Mar 24, 2026
Description: Motivated seller! Price drop! A rare piece of Vermont history, thoughtfully preserved for modern living. Dating to 1790, this distinguished brick and frame Colonial stands as a testament to early New England craftsmanship -- and it's ready for its next chapter. Meticulously maintained over the centuries and updated where it counts, this two-story home offers the warmth of wide-plank hardwood and softwood floors, the peace of mind of updated electrical and heating systems, and the curb appeal of a classic standing seam roof and fresh paint throughout. Recent windows flood the interior with natural light while preserving the home's timeless character. Whether you're drawn by the historic details or the practical updates, this property is move-in ready from day one. The kitchen is showstopping with a seamless blend repurposed materials. It exudes character and charm. The attached 1 car garage -- complete with a dedicated storage room/workshop area and a massive open attic accessible from both levels -- offers flexible space for a workshop, studio, or expansion. A property of this age rarely offers this much functional square footage. Positioned conveniently off Exit 9, commuting to the Upper Valley and beyond is effortless. The commercial zoning potential makes this an exceptional opportunity for buyers seeking a live-work arrangement, professional office space, or a savvy investment in one of Vermont's most storied small towns. Historic character. Modern comfort. Extraordinary potential. See Listing Details & 38 images.
$515,000 $104 per sq.ft. Windsor VT Home »
Price Change! Reduced by $20,000 down 4% on June 11th 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 family room that overlook the nearby pond providing a peaceful retreat at the end of a long day! See Listing Details & 36 images.
$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.
$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
$675,000 $212 per sq.ft. Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 3190 | Acres: 2.94Listed 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 & 45 images.
$695,000 $304 per sq.ft. Woodstock VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2288 | Acres: 0.15Listed 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 & 11 images.
$785,000 $239 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $30,000 down 4% on June 11th 2026
5 Beds | 4 Baths | Total Sq. Ft. 3284 | Acres: 2.84
Listed on Tuesday May 12, 2026
Description: This lovely four-bedroom, 2.5-bath cape features a two-car attached garage and a separate 700+/- sq. ft. one-bedroom apartment. The property also includes a separate outbuilding ideal for a workshop or additional storage. The primary living space boasts a modern kitchen with updated cabinetry, granite countertops, and cherry floors. The open-concept family and dining rooms flow into a bright living room equipped with a Woodstock soapstone woodstove, brick hearth, and built-in bookshelves. A three-season porch offers additional space for entertaining. Showings to start May 18, 2026. Open House on May 23, 2026 from 11am to 1pm. The first-floor master suite includes a private full bathroom, two large closets, and a deck. Upstairs, you will find three additional bedrooms, an office/study, and a full bathroom. The separate one-bedroom apartment provides an excellent opportunity for rental income or private guest accommodations. Additional features include a two-car garage and a dog fence/kennel. Located near Mount Tom trails, the home is just five minutes from Woodstock, two minutes from the high school, and twenty minutes from Killington, making it a perfect primary residence or vacation getaway. See Listing Details & 41 images.
$865,000 $311 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $320,000 down 37% on June 10th 2026
4 Beds | 3 Baths | Total Sq. Ft. 2785 | Acres: 5.01
Listed on Monday Jul 21, 2025
Description: This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide board flooring, horizontal wainscotting, period doors and hardware and a keeping room fireplace. Massive exposed beams substantiate the date of construction. The four bedrooms and three baths include a first floor primary en suite bedroom. Spacious rooms with unusually high ceilings and multi pane windows create a comfortable living space. Beautifully sited and located on the exclusive Randall Road within a grove of ancient sugar maples. See Listing Details & 37 images.
Under Contract
$895,000 $566 per sq.ft. Woodstock VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1580 | Acres: 0.08Listed on Saturday Apr 18, 2026
Description: Beautiful residence with newer renovations...located in the heart of historic Woodstock. Sunlit rooms, open floor concept with handsome refinished original pine floors. Stunning kitchen with stainless appliances, oversized island and soapstone counters accent the new cabinetry. Large dining room for entertaining with lovely screened in porch with double doors that lead out to a privately enclosed courtyard. First floor also features a mudroom, new 1/2 bath, family room and gracious formal living room accented with bookshelves. Second floor consists of a large primary bedroom, a guest bedroom and newly renovated full bathroom and laundry room. Third level has another 2 bedrooms or could be used as offices. This residence is the south side (left side) of the building and includes new mini split a/c units, a storage shed and perennials gardens. Walk to all of towns amenities, shops and restaurants. Mt. Tom National park and hiking behind the house for those nature enthusiasts, championship golf, skiing and fly fishing near by. 20 minutes to the Upper Valley and Dartmouth. Wonderful opportunity to own this charming home in one of Vermonts prettiest towns. See Listing Details & 38 images.
$1,395,000 $382 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $100,000 down 7% on June 6th 2026
5 Beds | 4 Baths | Total Sq. Ft. 3648 | Acres: 6.2
Listed on Monday May 18, 2026
Description: Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef's kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces--including a wood-burning and gas-ready--add warmth and character throughout the home. The flexible floor plan includes 3-4 bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garage--ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of America's first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bay--offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New England's most iconic villages. See Listing Details & 52 images.
