You are viewing All Upper Valley NH Homes between $250000 and $500000 dollars.
Under Contract
$425,000 $249 per sq.ft. Royalton VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 1710 | Acres: 12.99Listed on Tuesday Jun 30, 2026
Description: Escape to the beauty and tranquility of the Vermont hills, where this well-loved Cape sits on 12.99 picturesque acres offering privacy, versatility, and the kind of country setting that's becoming increasingly difficult to find. Surrounded by expansive lawns, mature trees, perennial gardens, productive asparagus and rhubarb beds, and peaceful wooded acreage, this is a property that has been thoughtfully cared for and enjoyed for many years. The collection of outbuildings makes this property especially unique. A two-bay detached garage, two-bay garage beneath the home, workshop, pole barn, storage shed, and charming playhouse or garden shed provide endless possibilities for hobbies, projects, storage, or simply enjoying the Vermont lifestyle. Inside, the home is warm and welcoming, reflecting years of pride in ownership. While a new owner may choose to make updates and add their own personal touches over time, the home offers a comfortable and inviting place to start. The spacious living room features a cozy propane stove, while the family room has its own propane stove, making both spaces perfect for gathering with family and friends. The sun-filled three-season porch, surrounded by windows, is sure to become a favorite place to enjoy your morning coffee, read a good book, or simply take in the beautiful views of the yard throughout the changing seasons. Upstairs you'll find two comfortable bedrooms, while the walkout lower level provides direct access to the two-bay garage along with plenty of additional storage and workspace. Whether you're looking for a peaceful country retreat, a property with room for gardens, animals, and hobbies, or simply a place where you can enjoy the beauty of Vermont while making a home your own, this special property is ready for its next chapter. See Listing Details & 44 images.
Under Contract
$399,000 $349 per sq.ft. Royalton VT Home »
3 Beds | 1 Baths | Total Sq. Ft. 1907 | Acres: 1.36Listed on Friday Apr 10, 2026
Description: Welcome to the hill! Modern updates and classic Vermont charm. This meticulously maintained 3-bedroom home features an inviting open floor plan with gleaming wood floors throughout and a spacious living room centered around a large picture window that frames breathtaking mountain and long range views. The heart of the home boasts new granite counter tops, updated appliances, and a cozy pellet stove. A walk-out basement with oversized French doors has a versatile bonus room that provides ample space for relaxation and creativity. A bonus room and spacious laundry area add flexibility for a home office, hobby space, or extra storage. The exterior is a true gardener's paradise, featuring south-facing perennial and veggie gardens, a new large wrap-around deck, and a fully fenced yard equipped with a dog door. Nestled on additional wooded land with sap-producing maples and your own sugar shack! The property sits adjacent to Macintosh Pond and across from the Joseph Smith site, famous for its holiday lights. Complete with EC Fiber internet, a generator transfer box. Recent maintenance including a 2026 boiler service and 2025 septic pumping, this home is turn-key and ready for its next chapter. See Listing Details & 27 images.
Under Contract
$349,000 $240 per sq.ft. Royalton VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1453 | Acres: 0.53Listed on Thursday Dec 18, 2025
Description: Welcome to this beautifully updated Central Vermont home offering excellent potential as a primary residence or investment opportunity. This versatile property is ideally located less than 1 mile to Vermont Law School and just 0.5 miles to WRV Elementary and High Schools. Enjoy walking distance to the Village Green with year-round farmers markets and community events. The half-acre property features mature lilacs, a manicured lawn, and inviting firepit. The fully fenced backyard with deck provides perfect indoor-outdoor entertaining space. Step into the light-filled living area with vaulted ceilings and sliding glass doors opening to the deck. The open flow continues to the dining area and updated kitchen, passing two well-appointed bathrooms before reaching three generously sized bedrooms. The primary suite boasts a private balcony--your personal retreat for morning coffee or evening relaxation. Bonus Space Below: The partially finished basement offers tremendous potential with two rooms previously used as sleeping quarters, plus workshop space, laundry area, and abundant storage throughout. Schedule your showing today! See Listing Details & 25 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
$299,000 $295 per sq.ft. Royalton VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1014 | Acres: 0.24Listed on Friday Jun 5, 2026
Description: A well maintained village home located near South Royalton Village Green! The owner has enjoyed the conveniences of village life being able to walk to the library, the post office, the health center, to shopping and to multiple choices for good dining! Vermont Law and Graduate School as well as Royalton Public Schools are equally close by! This traditional style home features a practical floor plan, with the opportunity for single level living! On the front of the home, a classic enclosed porch presents an inviting entrance, with ample room for sitting and relaxing. A practical buffer between outside weather and the interior of the home! Entering into the foyer reveals attractive wood floors and a pleasing visual connection between the principal rooms. A dining area and then the bright kitchen are straight ahead and the primary bedroom, with ensuite bath and laundry, is to the right. On the 2nd floor are 2 bedrooms separated by a bathroom with tiled shower. This well conceived floor plan creates a home of a manageable size! When viewing the individual rooms the quality of the home is readily apparent. The foyer is large enough to provide space for a small office area benefitting from high speed internet access. The ground floor bedroom's wood flooring emits a feeling of warmth and 2 large windows provide pleasant natural light. The convenient ensuite bath is a welcome enhancement. The kitchen is bright and inviting, with wood cabinets and a good work surface. A row of 3 windows provide views of a lush private rear yard! A rear door off the kitchen opens to a pleasant rear deck ideal for outside dining! The level rear yard is an unexpected surprise! It feels spacious and provides area for gardening or recreation. The exterior condition of the home presents a great impression! The pleasing interior, with contemporary mechanicals including mini-splits, is equally as nice! This South Royalton village home, with quality attributes both inside and out, awaits a new owner! See Listing Details & 33 images.
$315,000 $239 per sq.ft. Sharon VT Home »
Price Change! Reduced by $24,000 down 8% on June 12th 2026
Waterfront on River White River
2 Beds | 2 Baths | Total Sq. Ft. 2640 | Acres: 1
Listed on Monday May 4, 2026
Description: Nestled along scenic Route 14 in Sharon, VT, this ranch-style home is being offered for the very first time since it was built in 1964. This inviting two-bedroom home offers comfortable living with plenty of space to gather and entertain. The walkout basement features a spacious family room, convenient kitchenette, and dedicated office space, ideal for working from home, creative projects, or accommodating overnight guests. Step outside onto the expansive private deck and enjoy peaceful summer afternoons overlooking the nearby White River, where you can watch locals tubing by. An attached three-car garage provides generous space for vehicles, tools, and additional storage. Combining charm, functionality, and an ideal location, this property is conveniently situated just minutes from the Upper Valley, VA Hospital, I-91/I-89, and Dartmouth Hitchcock Medical Center. This property is being sold "As Is" Open-House 05/09/2026 9am-11am. See Listing Details & 25 images.
$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
$399,000 $132 per sq.ft. Thetford VT Home »
Price Change! Reduced by $26,000 down 7% on June 1st 2026
6 Beds | 3 Baths | Total Sq. Ft. 3024 | Acres: 0.48
Listed 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. All units are currently rented See Listing Details & 19 images.
New Listing!
$345,000 $260 per sq.ft. Thetford VT Home »
Waterfront on River Connecticut River2 Beds | 2 Baths | Total Sq. Ft. 1329 | Acres: 0.35
Listed on Tuesday Jul 7, 2026
Description: Welcome to this charming Cape-style home, perfectly situated on a beautifully maintained 0.35-acre lot. Offering 2 bedrooms and 2 bathrooms, this inviting home combines classic New England charm with modern updates. The spacious primary suite features its own private bath with dual sinks, creating a comfortable retreat at the end of the day. The recently updated kitchen offers both style and functionality, while the living and dining rooms showcase beautiful exposed beams that add warmth and character in the home. Step outside to enjoy the large, level backyard, where you'll find a private patio that's perfect for summer barbecues, outdoor dining, or simply unwinding with a peaceful evening. The spacious lawn provides plenty of room for gardening, entertaining, or outdoor activities. An attached one-car garage offers ample storage and convenience, while the additional outbuilding provides endless possibilities as a workshop, hobby space, or extra storage. Ideally located just above the Connecticut River Access and within walking distance of the river, this home is also just moments from the public boat launch, making it an excellent choice for boating, fishing, kayaking, and other outdoor recreation. Whether you're searching for a year-round residence or a relaxing getaway, this property offers the perfect blend of comfort, character, and an outstanding location. Open House - July 11th from 10:00 to 12:00. See Listing Details & 23 images.
New Listing!
$329,000 $372 per sq.ft. Thetford VT Home »
3 Beds | 1 Baths | Total Sq. Ft. 1220 | Acres: 11.4Listed on Tuesday Jul 7, 2026
Description: Charming home on 11.4+/- scenic acres, just 12 minutes to Norwich. This charming 3-bedroom ranch was built in 2002 and features wood floors throughout, open design, and additional family room in the walkout basement. Rough in plumbing for an additional bathroom on the lower level is ready for your vision. A must see opportunity. Open house Saturday 7/11/26 10-12pm See Listing Details & 16 images.
$413,900 $143 per sq.ft. Windsor VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2888 | Acres: 1.22Listed 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.
Under Contract
$329,000 $154 per sq.ft. Windsor VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2142 | Acres: 0.25Listed 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.
$299,000 $260 per sq.ft. Windsor VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 1152 | Acres: 6.8Listed on Monday Jun 22, 2026
Description: Embrace the ultimate Vermont lifestyle with this 1950s ranch, perfectly situated on 6.8 sprawling acres of versatile land at 466 Esty Lane in Windsor. Combining nostalgic mid-century charm with extraordinary future potential, this property is an absolute dream for investors, developers, or anyone looking to build their ideal country homestead. The existing home offers 1,152 square feet of single-level living space, featuring two comfortable bedrooms, one full bathroom, and a full basement providing excellent storage or workshop space. While the house requires renovation, it boasts solid bones and a layout ready for your personal touch. For those desiring more space, the structure is suited to easily add a second-floor expansion, allowing you to maximize the footprint and capture beautiful scenic views.The true crown jewel of this property is the expansive acreage. With 6.8 total acres at your disposal, there is incredible potential to subdivide the land into two additional separate lots. Adding to this investment appeal, the land layout accommodates separate entrance possibilities for the new potential lots, ensuring future privacy and ease of access. Nature lovers will be captivated by the extensive river frontage running right along the property line, complete with idyllic spots perfect for a private summer swimming area or peaceful afternoon relaxation by the water's edge.Location is everything, and this property delivers. Nestled on a quiet, serene dirt road, you will enjoy complete peace and privacy while remaining just a short drive close to downtown Windsor's shops, dining, and historic amenities. Outdoor enthusiasts will rejoice knowing that Mount Ascutney is less than five miles away, offering fantastic alpine skiing, snowboarding, and winter recreation right in your backyard, alongside summer hiking. Whether you choose to renovate the existing ranch, expand upward, or pursue the subdivision, 466 Esty Lane offers an unmatched canvas. See Listing Details & 60 images.
$465,000 $205 per sq.ft. Woodstock VT Home »
2 Beds | 3 Baths | Total Sq. Ft. 2268 | Acres:Listed on Sunday Jun 21, 2026
Description: Spacious, immaculate, and beautifully maintained Federal-style brick townhouse located in the prestigious village of Woodstock, often recognized as one of America's most beautiful small towns. Three finished levels, the larger size residence of 24 homes. Surrounded by mature woods, perennial gardens, & maple trees. A peaceful setting just minutes from Woodstock Village. The Woodstock Farmers' Market is located at the end of the street. Outdoor enthusiasts will appreciate being less than one mile from trailheads leading into Marsh-Billings-Rockefeller National Historical Park, as well as nearby aqueduct and cycling trails. Killington Resort is approximately 20 minutes away. Gorgeous hardwood floors. The first level features a flexible room with pocket doors that can be used as guest bedroom, home office, studio, den, providing exceptional versatility for today's lifestyle. The spacious floor plan lives more like a single-family home, with generous room sizes, abundant natural light, and a deluxe wood-burning fireplace. Additional features include: Full bathroom on each level Oversized private deck Covered bridge in town Brand new dryer Updated electrical and plumbing 2019 furnace This Property is conveyed subject to the Woodstock Community Trust Local Deeds covenant, a copy of which is attached to this listing. See Listing Details & 31 images.
New Listing!
$400,000 $302 per sq.ft. Woodstock VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 1324 | Acres: 0.51Listed on Friday Jul 10, 2026
Description: Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. The year-round brook cascades over rocks and winds along the back side of the property. A covered porch leads inside, where the main floor offers an eat-in kitchen, a large living room and a dining area with French doors to the outside. There are also two bedrooms, an office with stairs to the basement, a full bath with laundry, and a mudroom. The 2nd floor attic, with a large dormer, offers many possibilities for additional space but requires installing stairs and building out the open area. The basement houses utilities and allows for significant storage. The house needs a few updates but has lots of potential and is a wonderful investment opportunity or a great way to get into a starter home in the Woodstock area. It is conveniently located just minutes from Woodstock Village and only a few miles from the Kedron Valley Inn, the South Woodstock Store, and the Green Mountain Horse Association. See Listing Details & 32 images.
