- Upper-Valley 15 Homes $250000 to $500000
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- Under Contract
$259,000 | $206 per sq.ft. | 1 Beds | 1 Baths | Total Sq. Ft. 1258 | Acres: 0.39 POMFRET VT
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Description:Step into a rare piece of Vermont history. Built in 1840, the Hewittville Schoolhouse is the oldest of five schoolhouses constructed in Pomfret and offers a truly unique opportunity to own a lovingly converted historic landmark. Once a classroom, the expansive one-room interior has been thoughtfully transformed into a light-filled residence that blends character and comfort. The open kitchen, living, and dining areas are spacious and welcoming, great for entertaining, with soaring ceilings, hardwood floors, and an abundance of natural light throughout. The home features a very large bedroom with a small office or storage space off the back, and direct walkout access from the bedroom to the inviting covered porch overlooking the front yard—perfect for morning coffee or peaceful evenings. Conveniently located with easy access to Dartmouth and the Upper Valley, or head south to historic Woodstock for dining, shopping, and amenities. Outdoor enthusiasts will love the proximity to Saskadena Six, Pico, Killington, and Okemo for skiing, as well as championship golf, fly fishing, snowmobiling, and the Green Mountain Horse Association. The combination of historic charm and a sought-after Vermont location could make this an attractive investment opportunity. A one-of-a-kind historic property, come experience the charm for yourself.
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Price Change! reduced by $15,000 down 6% on April 27th 2026
$270,000 | $404 per sq.ft. | 1 Beds | 1 Baths | Total Sq. Ft. 669 | Acres: 1.5 ORFORD NH
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Description:Tucked away on 1.5 acres in the charming town of Orford, NH, this inviting A-frame home with a thoughtfully designed addition offers the perfect blend of character, comfort, and modern updates. Surrounded by nature, the property provides a peaceful setting while still being conveniently located. Inside, you’ll find a warm and cozy atmosphere with unique architectural appeal, enhanced by recent improvements that bring both efficiency and peace of mind. Some of the major recent updates include a new roof, insulation, siding, and septic system; making this home truly move-in ready. An unfinished basement offers additional space for storage or potential for more finished space. A detached one car garage provides additional storage and convenience. Enjoy the best of the Upper Valley lifestyle with close proximity to Lake Fairlee for swimming, boating, and year-round recreation, while Hanover and its shops, dining, and Dartmouth amenities are just a short commute away. Whether you’re looking for a full-time residence or a weekend retreat, this charming property is a must-see.
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$275,000 | $382 per sq.ft. | 2 Beds | 1 Baths | Total Sq. Ft. 720 | Acres: 1.95 WOODSTOCK VT
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Description:Great location minutes from Woodstock Village, South Woodstock, and Green Mountain Horse Association. Kidder Brook runs along the North property boundary, and a sunny lawn area has multiple small gardens. The home is a well-cared for 1973 mobile home on a concrete slab, and there is a two-car detached garage which can be used for vehicles or a shop space. This approximately 1.95 acre lot has tremendous potential. House is being sold As-is.
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$295,000 | $148 per sq.ft. | 4 Beds | 2 Baths | Total Sq. Ft. 1992 | Acres: 10.5 SHARON VT
View Details & 24 images
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.
- New Listing!
$299,000 | $392 per sq.ft. | 2 Beds | 1 Baths | Total Sq. Ft. 762 | Acres: 0.91 HANOVER NH
View Details & 27 images
Description:This cozy 2 bedroom cabin is filled with charm and the perfect place to get away from the hustle. With views of the forest from every window, relax and rejuvenate surrounded by nature. Beautiful wood floors, cherry cabinets, granite counter, exposed beams, fun lighting and a full tiled bath. There is a propane wall unit as well as a propane Jotal stove for heat in the shoulder seasons. Just a couple miles from the Goose Pond boat launch, 25 mins to downtown Hanover/ Dartmouth College and lots of nearby hiking opportunities, including the AT. This property is located in the Forest & Recreation zone of Hanover and designated for seasonal use. It is surrounded by 800 acres of Upper Valley Land trust property and a nature lover’s haven. Come and take a look!
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$299,950 | $204 per sq.ft. | 3 Beds | 1 Baths | Total Sq. Ft. 1468 | Acres: 0.4 HARTFORD VT
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Description:Offering a Charming cape- style home featuring 3 bedrooms, one bath, situated on a level lot with an attached two car garage. The property is currently tenant occupied -please do not disturb tenants. This property is being sold as-is with tenants in place.
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Price Change! reduced by $39,001 down 13% on March 20th 2026
$299,999 | $200 per sq.ft. | 3 Beds | 1 Baths | Total Sq. Ft. 1502 | Acres: 0.32 BRADFORD VT
View Details & 20 images
Description:Welcome to this charming three-bedroom, one-bath farmhouse nestled on a sunny .32-acre corner lot in the heart of Bradford. Offering 1,502 finished square feet, this home blends cozy comfort with practical features. A covered front porch greets you with classic New England charm, while the beautifully maintained interior showcases warm wood flooring, a vaulted ceiling in the living room, and farmhouse-style details throughout. The kitchen features solid cabinetry and updated flooring, opening into the dining room with shiplap accents and warm natural light. Enjoy the spacious green lawn, perfect for gatherings or pets, and take advantage of two outdoor storage buildings plus a separate workshop ideal for hobbies or home projects. Located just moments from I-91, grocery stores, restaurants, the post office, and local conveniences, this home is a perfect blend of rural charm and in-town access. A must-see for anyone seeking comfort, character, and community connection. Note: House is being sold "as is". Call and schedule your showing today. Seller will offer $5,000 toward buyers' prepaid and closing costs, if offer is acceptable to seller.
- Under Contract
$339,000 | $204 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1664 | Acres: 0.68 FAIRLEE VT
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Description:This well-built 3-bedroom SIP "six insulated panel" home, constructed in 2011, offers energy efficiency and modern comfort in a convenient location. Inside, you’ll find beautiful hickory floors and an open-concept layout that seamlessly connects the kitchen, living, and dining areas—perfect for everyday living and entertaining. The home features two full bathrooms, including a private en-suite off the primary bedroom. A full, dry basement provides abundant space for recreation, storage, or future finishing opportunities. Situated on just over half an acre, the property includes a paved driveway leading to a spacious 3-car garage. The yard offers plenty of room to enjoy the outdoors, along with a small fenced-in area ideal for pets. Located less than a mile from the Fairlee exit on I-91, this home combines peaceful living with easy access—just 30 minutes to DHMC and the Upper Valley.
- Under Contract
$339,000 | $303 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1120 | Acres: 2.9 HARTLAND VT
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Description:Nestled on a picturesque 2.9 acres along Hartland-Brownsville Rd, this property offers the perfect blend of privacy and convenience offering sweeping views and mature trees. This unique property features a 1994 Skyline doublewide home with a newer attached 2 car garage. Step into the heart of the main home and be greeted by an abundance of natural light streaming through large windows that enhance the spacious, open living area. The generously sized kitchen opens to a large living room for entertaining. The master bedroom, conveniently located just off the living room, offers a private retreat with an en-suite bathroom for added comfort and privacy. There are two additional bedrooms situated down the hall, along with a full bathroom. Additional features of this home include a Tesla power wall, newer hot water heater, and three- season breezeway. Located less than 10 minutes from Hartland Four Corners and only 5 miles from additional local dining and attractions. Outdoor enthusiasts will appreciate nearby hiking trails and quick access to all things Upper Valley. Experience the serenity of country living with the convenience of an easy commute.
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$350,000 | $177 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1980 | Acres: 1 BRADFORD VT
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Description:Step into the charm of this antique single-family home featuring three bedrooms, two bathrooms, and 1,980 square feet of finished living space. Set on a picturesque one-acre lot, this property blends historic character with modern comfort. Inside, exposed beams, warm wood accents, and an open-concept kitchen/dining area create an inviting and functional layout. Step out your back door to your patio and private back yard. The grounds offer exceptional versatility with a horse paddock, chicken coop, and plenty of space for gardening or hobby farming. Hear the sounds of your front yard water feature. A one-car detached garage provides additional storage and convenience. Enjoy a peaceful country setting while staying close to essential amenities, perfect for those seeking charm, privacy, and room to roam.
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Data last updated April 28th, 2026
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