You are viewing all VT listings NH Homes between $250000 and $500000 dollars.
$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
Listed 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.
New Listing!
$430,000 $517 per sq.ft. Winhall VT Home »
5 Beds | 2 Baths | Total Sq. Ft. 1664 | Acres: 1Listed on Thursday Jun 11, 2026
Description: The ideal opportunity in a prime location, minutes from Stratton Mountain, Bromley Mountain, and the charming town of Manchester, this 5-bedroom, 2-bathroom home has what you need for your primary Vermont residence or a quiet place to getaway. The spacious living room and dining area is complimented by a wrap around porch. This home is low maintenance and setup well for those who want a delightful retreat. See Listing Details & 22 images.
Under Contract
$449,000 $460 per sq.ft. Winhall VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 1460 | Acres: 0.47Listed on Thursday May 14, 2026
Description: A Sanctuary for Every Season: Picture the moment you turn off the main road and onto tree-lined Aspen Lane. The frantic pace of the week instantly drops away as you pull into your driveway. Tucked into a lush, wooded lot, this four-bedroom chalet is designed for those who live for the outdoors. Whether you're here to chase the morning light on the slopes of nearby Stratton Resort or to spend a slow summer afternoon exploring the local swimming holes, this home serves as the perfect basecamp for your Green Mountain adventures. Inside, the vibe is cozy. On crisp autumn evenings, the pellet stove becomes the heart of the home, casting a steady warmth that invites long conversations and board game marathons. When the Vermont summer hits its peak, you'll stay perfectly cool thanks to the modern mini-split system--a rare and welcome comfort in a mountain retreat. The expansive deck is your private outdoor dining room, ideal for long weekend brunches or stargazing after a day of hiking. With four bedrooms and 2.5 baths, there is plenty of space for everyone to find their own corner of peace without feeling crowded. A dedicated storage shed means your paddleboards, skis, canoes, and fishing gear are always organized and ready for the next excursion. You can feel the care that has gone into this property. It has been kept in peak condition so that your only job upon arrival is to drop your bags and head outside. From the gear storage to the effortless climate control, every detail has been managed to make your mountain getaways seamless. The mountains are calling, and this chalet is the perfect place to answer. Contact us today to see this Winhall gem in person and start planning your first weekend away. See Listing Details & 32 images. Includes a Virtual Tour
Under Contract
$495,000 $271 per sq.ft. Winhall VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1824 | Acres: 0.4Listed on Thursday May 28, 2026
Description: Quintessential Vermont charm meets modern comfort in this beautifully updated New England farmhouse just minutes from Stratton Mountain. Ideally located only 1 mile from the Stratton Mountain Access Road and just 1/10 mile to the VAST snowmobile trail, this 4-bedroom, 2-bath home offers the perfect four-season retreat. Rich with character, the home features exposed beams, warm hardwood floors, and a classic cast iron wood stove that creates the ultimate cozy Vermont atmosphere. Thoughtfully modernized while preserving its historic charm, this inviting property blends timeless farmhouse appeal with everyday comfort. Once a gathering place for legendary folk singer Arlo Guthrie, the home carries a unique sense of history and soul. Enjoy easy access to skiing, snowmobiling, hiking, and The Mountain School at Winhall, embracing the classic placement of historic Vermont farmhouses, originally built close to the road for practical year-round access during harsh New England winters. Today, that timeless design translates into effortless convenience with easy in-and-out access and no long driveway to maintain or plow, all while enjoying the beauty and charm of Vermont living. Whether you're searching for a primary residence, weekend getaway, or investment opportunity, this special property captures the very best of Vermont living. See Listing Details & 39 images.
$360,000 $376 per sq.ft. Woodbury VT Home »
Waterfront on Lake Sabin Pond3 Beds | 1 Baths | Total Sq. Ft. 958 | Acres: 0.3
Listed on Friday May 15, 2026
Description: Experience the quintessential Vermont lifestyle in this year-round home with breathtaking views of Woodbury Lake. Enjoy spectacular sunsets from the new partially covered deck and host friends and family for memorable long summer weekends. Originally a summer camp, this property has been converted into a comfortable year-round home, featuring single-level living with extra sleeping quarters upstairs. With both oil baseboard heat and a wood stove, this is the perfect year-round residence for those looking to downsize, or a comfortable 4-season camp. This versatile property allows you to enjoy the best of what Vermont offers throughout the seasons. The lake access is directly across the road, giving you the ability to enjoy paddling, swimming, fishing, and boating, and guarantees the best view of the lake for years to come. See Listing Details & 25 images.
$369,900 $395 per sq.ft. Woodbury VT Home »
Price Change! Reduced by $5,100 down 1% on May 20th 2026
3 Beds | 2 Baths | Total Sq. Ft. 1786 | Acres: 1
Listed on Wednesday Mar 11, 2026
Description: Set on a spacious 1 +/- acre corner lot, this raised ranch offers comfort, functionality, and easy access to outdoor recreation. The attached two-car garage provides convenient direct entry into the lower level great room, making everyday living easy in all seasons. The main level features a bright and inviting living room with an electric fireplace, perfect for relaxing evenings in the cooler months and a wall air conditioning unit for the warm months. The eat-in kitchen offers plenty of space for casual dining and includes a door that opens to the back deck--ideal for enjoying morning coffee or summer grilling. This level also includes a full bath, a spacious primary bedroom with double closets, and a comfortable guest bedroom. Downstairs, the lower level provides a great room warmed by a cozy wood stove, creating a welcoming gathering space. You'll also find an additional guest bedroom, a half bath, laundry, and utility room. Outside, the open acre offers plenty of room to garden, play, or simply enjoy the surroundings. A small stream runs behind the home, adding to the charm, and a storage shed provides extra space for tools and outdoor equipment. Located at the corner of two town-maintained gravel roads, the property offers a country setting while being just up the hill from VT Route 14 for an easy commute. With numerous nearby lakes and ponds to explore, this home is a great base for enjoying Vermont's outdoor lifestyle. See Listing Details & 31 images.
$395,000 $244 per sq.ft. Woodstock VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1617 | Acres: 0.65Listed on Wednesday 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 Listing Details & 47 images.
Under Contract
$345,000 $246 per sq.ft. Worcester VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 1404 | Acres: 15Listed on Tuesday Jan 20, 2026
Description: Tucked away on 15 peaceful acres, this charming 2-bedroom, 1-bath Cape offers the perfect blend of comfort and nature. A tranquil stream winds through the property, complemented by established walking trails ideal for year-round enjoyment. Inside, the home exudes warmth and simplicity, while outside, the screened-in porch provides a relaxing space to take in the serene surroundings. The property also features a detached 2-car garage, an additional outbuilding for storage or hobbies, and a newer metal roof for lasting durability. An on-demand generator adds convenience and peace of mind. Whether you're seeking a quiet retreat or a place to explore the outdoors, this inviting property delivers a rare opportunity to enjoy country living at its best. Being sold As Is See Listing Details & 41 images.
