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Upper-Valley NH Homes $250000 to $500000
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Price Change! reduced by $44,000 down 11% on March 1st 2026

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.
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Price Change! reduced by $18,500 down 5% on July 7th 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.
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Price Change! reduced by $80,000 down 20% on June 4th 2026

Description:This Quechee retreat feels like a tree house. Combining three lots provides a level of privacy that is becoming increasingly rare in the Upper Valley, and the vertical layout makes excellent use of that wooded backdrop.By placing the Great Room behind two large picture windows, the design creates a seamless visual transition between the interior and the forest canopy.With a bedroom and full bath on all three levels (Main, Upper, and Lower), the home offers a high degree of privacy for guests or family members.The walk-out lower level with a brand-new wood stove is a critical addition for Vermont winters, providing a secondary, cozy gathering space that complements the airy upper floors.While it feels secluded, this location strikes a balance between "hideaway" and "hub." The location allows for easy acess to all the Quechee Lakes Community amenities. Quick access to I-89 and I-91 makes it an easy commute to Dartmouth College, the Dartmouth-Hitchcock Medical Center, or even a weekend trip from Boston. You’re minutes away from the Quechee Gorge, the Simon Pearce flagship store and restaurant, and the quaint shopping districts of nearby Woodstock.
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Price Change! reduced by $26,000 down 7% on June 1st 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!
- Under Contract New Listing!

Description:Nestled in a serene setting with sweeping views of Sunday Mountain and open fields, this spacious three bedroom, three bath home offers the perfect blend of privacy, comfort, and convenience. Set on six picturesque acres - part open, part wooded - this property invites you to enjoy the quiet beauty of nature just minutes from I-91 and a short, easy commute to the Hanover/Lebanon area. Inside, the home boasts a warm and inviting layout with plenty of natural light. A finished basement presents an excellent opportunity for an in-law suite or guest quarters, complete with a kitchen and a 3/4 bath. Relax on the large screened-in porch as you take in the sunsets and mountain views - a perfect way to unwind at the end of the day. Outside, you will find a thoughtfully prepared level area ready for a future garage, complete with buried utilities and a propane line in place. A brand-new Generac standby generator ensures you will never be without power, no matter the weather. With its peaceful location, flexible living space, and numerous upgrades, this property offers exceptional value and lifestyle.