You are viewing All Upper Valley NH Homes between $500000 and $1000000 dollars.
Under Contract
$750,000 $336 per sq.ft. Sharon VT Home »
Waterfront on Pond _Unnamed3 Beds | 3 Baths | Total Sq. Ft. 2235 | Acres: 23.78
Listed on Wednesday May 6, 2026
Description: Welcome home to this serene piece of Vermont paradise! The property offers an escape to a privately sited cape home featuring 3 bedrooms, 2.5 bathrooms with covered and open outdoor entertaining spaces both overlooking an exclusively-owned, spring-fed, swimming pond and long range pasture views - all enveloped by mixed forest land of hard- and softwoods. Inside the home gleaming hardwood floors are throughout, a central wood stove provides cozy warmth in the colder seasons to the open cathedral dining and living space. A kitchen with granite countertops, ample storage, and a center island ensure prep space for gatherings large and small. The main level is outfitted with direct entry from the attached garage, a laundry room, powder room, living/dining room, kitchen, and primary ensuite with direct access to the yard. Upstairs 2 additional bedrooms, a full bathroom, cedar closet, and plenty of storage make primary or guest living convenient. The property is further benefitted by a separate, fully outfitted and compliant commercial kitchen which could be utilized for agricultural or other value added product processing, or repurposed as a guest cabin, studio, or home office. An owned solar array and whole-house generator supply sustainability and reliability while the neighboring 500 acres surrounding the property add insulating privacy and tranquility. Close in proximity to Sharon Academy, Interstate 89, Pomfret (home of the Artistree Community Art Center), South Royalton, Woodstock, and Hanover, NH. Open house Sunday, 5/10, 11am-1pm. See Listing Details & 56 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
$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.
Under Contract
$765,000 $257 per sq.ft. Thetford VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 2979 | Acres: 10.13Listed on Wednesday May 13, 2026
Description: Set on 10 picturesque acres in one of Thetford's most sought-after locations, this beautifully updated 1850 Cape offers the perfect balance of classic New England character and modern-day comfort. Warm and inviting, the home features 3 bedrooms and 3 bathrooms, with a flexible layout designed for both everyday living and effortless entertaining. Fresh interior updates, including new paint, enhance the home's light-filled spaces, while a new woodstove adds both efficiency and cozy Vermont charm. The heart of the home flows seamlessly into a practical mudroom--ideal for all seasons--connecting to an attached 2-bay garage that offers exceptional storage and convenience. You'll find additional bonus space in the basement with access to another bathroom and large garage space. Outdoors, the setting is equally compelling. A blend of open land and wooded privacy creates a serene, usable landscape--perfect for gardening, recreation, or simply enjoying the natural beauty that surrounds you. Recent improvements, including an upgraded driveway and a whole-house generator, provide peace of mind and ease of living. Located just minutes from Upper Valley amenities while offering the tranquility of a true Vermont setting, this property invites you to slow down, spread out, and truly Live Well. Agents - please read remarks. See Listing Details & 55 images.
New Listing!
$545,000 $323 per sq.ft. Thetford VT Home »
Waterfront on River Ompompanoosuc River5 Beds | 2 Baths | Total Sq. Ft. 1686 | Acres: 2.96
Listed on Saturday May 23, 2026
Description: Don't miss this light-filled country retreat. Featuring 5 bedrooms, 2-baths this gambrel home is situated on 2.96 private acres with stunning Ompompanoosuc river frontage, a natural waterfall and swimming hole. This charming property features all new Anderson windows and doors, an updated kitchen, and numerous additional improvements throughout. Two of the bedrooms offer flexible space and could easily be used as home offices, guest rooms, or hobby spaces. Enjoy the peaceful setting from the spacious wraparound deck, all tucked away on a dead-end road. See Listing Details & 34 images. Includes a Virtual Tour
$535,000 $108 per sq.ft. Windsor VT Home »
6 Beds | 4 Baths | Total Sq. Ft. 4933 | Acres: 0.48Listed 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.
$985,000 $354 per sq.ft. Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2785 | Acres: 5.01Listed 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.
$845,000 $1,408 per sq.ft. Woodstock VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 600 | Acres: 6.07Listed on Monday Jun 6, 2022
Description: Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location. See Listing Details & 14 images.
Under Contract
$817,000 $296 per sq.ft. Woodstock VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2760 | Acres: 10.1Listed on Thursday Jul 3, 2025
Description: This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house .The dwelling has a wrap around deck overlooking the meadows and pond with views to the south. Antique stone walls are reminiscent of days gone by .If privacy but convenience to Woodstock village is your goal you need not look further. Some of the features include hardwood floors , open floorplan that includes dining and living room , large downstairs game room. Easy access to Killington, Okemo Mountain and of course Woodstock's own Saskadena Six for Skiing . Golf, tennis . biking and fishing are just a few of the many outdoor activities in the area . Pentangle Arts provides music and theater throughout the year. Woodstock was named the prettiest small town in America . Come make it your home in this amazing property. Call today for an appointment. See Listing Details & 57 images.
$815,000 $248 per sq.ft. Woodstock VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 3284 | Acres: 2.84Listed 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.
New Listing!
$750,000 $328 per sq.ft. Woodstock VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2285 | Acres:Listed on Wednesday May 20, 2026
Description: Excellent opportunity for residential or office/commercial space with easy access and high visibility on Rt 4 coming into town, Currently configured as office space downstairs (which previously has been living spacce), combined with a separate two-bedroom apartment (with its own access) upstairs. The 1,335 sf lower level (Unit C) is currently a chiropractor's office space and was previously used as natural food store and barber shop. The 950 sf upstairs two-bedroom apartment (Unit D) has been leased out by the month for approx $2,000 per month, and has two separate bedrooms, a kitchen, sitting area, balcony and full bath. Or you could re-combine the two units into a larger 2,285 sf in-town residence or office space. There are 4 dedicated parking spaces for the two units, plus other parking in the rear that is shared with the other two units (A & B) of this commercial condo complex. This is a great opporunity to own a highly visible, move-in-ready building right on Route 4. See Listing Details & 33 images.
$749,000 $451 per sq.ft. Woodstock VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1660 | Acres: 0.19Listed on Saturday Mar 28, 2026
Description: Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenience with a short stroll to the Elementary School, Woodstock Inn, the picturesque Green, and an array of charming shops, restaurants, and bakeries that define village living. Nestled directly across from Vail Field, this home offers easy access to playgrounds, ball fields, and pickleball courts. The homeowners have meticulously updated the property, featuring a stunning new kitchen and a refreshed second-floor bath, blending modern comfort with timeless charm. Unwind on the covered porch with a favorite drink while soaking in the serene surroundings. The inviting living room has a cozy gas fireplace, perfect for cool evenings. The spacious dining area opens to the expanded kitchen, boasting elegant cabinetry, sleek quartz countertops, and top-quality appliances. Newly installed pine flooring adds sophistication throughout. With three spacious bedrooms and two updated bathrooms, each room is designed for comfort. A versatile sitting room off the primary bedroom is perfect as a playroom or quiet study. Additional features include a new boiler, new dining room windows, and upgraded wiring with 200 AMP service. The property also offers a two-stall garage with partially finished space above, presenting endless customization possibilities. Whether you're seeking a forever home or a peaceful retreat, this move-in-ready gem is a must-see! See Listing Details & 39 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.
$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.
