You are viewing Upper Valley NH Homes between $250000 and $500000 dollars.
$472,000 $303 per sq.ft. Village of Perkinsville in Town of Weathersfield VT Home »
Price Change! Reduced by $28,000 down 6% on June 2nd 2026
3 Beds | 3 Baths | Total Sq. Ft. 1558 | Acres: 3.8
Thursday Apr 16, 2026
Description: Tucked into the charming village of Perkinsville on 3.8 acres, this unique residential and commercial property offers the perfect balance of opportunity, lifestyle, and connection. You will be moments away from Stoughton Pond, hiking trails, and within driving distance to some of Vermont's most sought-after ski resorts. For years, this property has been a gathering place--Saturday nights around the kitchen table, laughter filling the home, and a trusted shop where neighbors came not just for service, but for connection. Now, it's ready for its next chapter. One level home of comfortable living, with an open-concept kitchen, dining, and living area designed for both everyday life and easy entertaining. 3 bedrooms and 2.5 baths provide flexibility, including a primary bedroom with an oversized closet. The enclosed, heated front porch offers additional living space and convenience, complete with a washer and dryer. The walk-out basement expands the possibilities. Ample ceiling height, workshop area, second laundry setup, ¾ bath, and a bonus room ideal for an office or creative space is a functional extension of the home. A classic Vermont touch--the built-in dumbwaiter--makes bringing firewood upstairs simple and efficient. The 2 story garage/shop stands ready for its next purpose, featuring multiple bays with car lifts, high ceilings, heat, and a half bath. Whether you continue its legacy, launch a new business, or create the ultimate workshop, this space is ready to support your vision. Additional outbuildings with concrete floors and covered storage areas provide ample room for equipment, tools, recreational vehicles, and more. A property with this kind of flexibility, history, and heart doesn't come along often. Bring your ideas, your business, and your creativity--and make it your own. See MLS Property & Listing Details & 48 images.
Under Contract
![Windsor VT Home for sale $$329,000 $154 per sq.ft.]()
$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
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 MLS Property & 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
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 MLS Property & Listing Details & 38 images.
$395,000 $244 per sq.ft. Woodstock VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1617 | Acres: 0.65Wednesday 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 MLS Property & Listing Details & 47 images.
