$824,900 $366 per sq.ft. West Windsor VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3392  |  Acres: 3.03
Listed on Wednesday Mar 18, 2026
Description: Experience the best of Vermont living in this custom-built home in desirable West Windsor, where thoughtful craftsmanship, energy efficiency, and four-season recreation come together. Designed and built by its original builder, this home offers exceptional quality, low-maintenance living, and comfortable year-round enjoyment. Whether you're searching for a primary residence, a Vermont vacation home, or the perfect mountain retreat, you'll appreciate the generous sleeping spaces that easily accommodate family and guests. After a day of skiing, snowmobiling, hiking, mountain biking, or exploring, gather around the cozy fireplace and soak in the peaceful mountain views that make this property feel like a true escape. Outdoor enthusiasts will love the location, with easy access to Ascutney Outdoors, Mount Ascutney State Park, and the renowned VAST snowmobile trail system. World-class skiing at Okemo Mountain Resort and the charming villages of Woodstock and Brownsville are just a short drive away, making this an ideal home base for every season. A spacious two-car garage provides ample storage for vehicles, outdoor gear, and recreational equipment. Set in one of Vermont's most sought-after communities, known for its scenic beauty, outdoor adventure, and welcoming small-town charm, this exceptional property offers the perfect balance of privacy, convenience, and lifestyle. If you've been dreaming of owning a Vermont mountain home where every season brings a new adventure, this is the one you've been waiting for. See Listing Details & 44 images. Includes a Virtual Tour

Under Contract Village of Brownsville in Town of West Windsor VT Home for sale $930,000 $395 per sq.ft.

$930,000 $395 per sq.ft. Village of Brownsville in Town of West Windsor VT Home »

Waterfront on Pond _Unnamed
4 Beds | 3 Baths |   Total Sq. Ft. 2352  |  Acres: 80
Listed on Wednesday Apr 15, 2026
Description: Discover a truly rare opportunity to own an extraordinary piece of Vermont countryside. This 4-bedroom, 3-bath home is set on 80 acres of pristine woodland with nearly a full mile of road frontage for exceptional accessibility and future potential. Lovingly held by the same family for over 60 years, the property is rich in history, with classic stone wall boundary lines that echo its past. This charming raised ranch blends comfort and space, perfectly positioned to take in breathtaking views of Mount Ascutney. Surrounded by natural beauty and abundant wildlife, outdoor enthusiasts will appreciate the close proximity to the VAST Trail System and Mount Ascutney Ski Area, offering year-round recreation right at your doorstep. Ideally situated less than 15 minutes from the Green Mountain Horse Association, under 2 hours from Manchester-Boston Regional Airport, and just under 2.5 hours from Boston, Massachusetts. Whether envisioned as a private retreat, a legacy estate, or an investment with room to grow, this remarkable property seamlessly blends heritage, scenery, and endless possibility. See Listing Details & 59 images. Includes a Virtual Tour

$575,000 $144 per sq.ft. Westmoreland NH Home »


Price Change! Reduced by $94,000 down 16% on July 20th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 4001  |  Acres: 2.88
Listed on Tuesday Dec 23, 2025
Description: Set against a backdrop of rolling countryside, this 18th century 3 bed 3 bath farmhouse with classic barn offers over 4,000± square feet of living space and a rare opportunity to own a property steeped in history. Lovingly held by the same family for 48 years, this home reflects generations of care, character, and timeless New England charm. Perfectly positioned halfway between Keene, NH and Brattleboro, VT, the property offers the best of rural living without isolation. You're just 15 minutes to I-91, ~60 minutes from ski mountains, only five minutes from Spofford Lake, and just a short walk to local snowmobile trails, making four-season recreation easily accessible. Inside, the home showcases the warmth and authenticity only centuries can create spacious rooms, original architectural details, and the solid craftsmanship of a bygone era. The accompanying 30x40 2.5 story barn adds endless possibilities, whether for vehicle storage, workshop space, animals, or future creative uses. A truly special property where history, location, and opportunity meet. See Listing Details & 60 images.

$772,500 $407 per sq.ft. Westmoreland NH Home »


Price Change! Reduced by $65,500 down 8% on July 22nd 2026
2 Beds | 2 Baths |   Total Sq. Ft. 1896  |  Acres: 30
Listed on Friday Jun 12, 2026
Description: Cherished by the same family for more than 40 years, this extraordinary log home is nestled on 30 private acres, accompanied by two charming cabins tucked into a secluded forested ravine behind the historic 1764 Park Hill Meetinghouse, still an active community gathering place for concerts, lectures, and seasonal events. Bordering the Warwick Preserve, this peaceful retreat offers the perfect balance of privacy and convenience, just minutes from the vibrant arts, dining, and cultural communities of Keene, NH, and Brattleboro, VT. The landscape is a true New England sanctuary, featuring mature apple trees, blueberry bushes, walking trails, abundant wildlife, and an eight-foot-deep stocked trout pond that has provided years of fishing and unforgettable family memories. The 1,896-square-foot main residence blends timeless rustic character with modern comfort. A thoughtfully designed open floor plan, expansive windows, and warm wood finishes create an inviting atmosphere filled with natural light. The home offers two spacious bedrooms (originally three and easily converted back), two full baths, and comfortable single-level living that is equally suited for entertaining guests or enjoying quiet evenings by the fire. Adding exceptional versatility, the two additional cabins have generated consistent rental income for over four decades and offer endless possibilities as guest cottages, vacation rentals, artist studios, or a multigenerational family compound. Cabin One features 1,573 square feet with three bedrooms and one bath, while Cabin Two offers 845 square feet with a spacious vaulted-ceiling bedroom and one bath. Whether you're seeking a private retreat, an income-producing property, or a place to create lasting family traditions, this remarkable Westmoreland property offers a rare opportunity to own a true New England legacy. See Listing Details & 45 images.

Under Contract Weston VT Home for sale $579,000 $279 per sq.ft.

$579,000 $279 per sq.ft. Weston VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2077  |  Acres: 0.66
Listed on Sunday Jun 7, 2026
Description: 639 Main Street, Weston, Vermont Offered at $579,000 A rare opportunity to own a turnkey home in the heart of picturesque Weston Village. This beautifully renovated four-bedroom, two-bath residence offers the perfect blend of walkable village living, natural surroundings, and timeless Vermont charm. Built in 1952, this thoughtfully updated 2,077-square-foot home sits on 0.66 acres on an elevated village lot overlooking the woods, with the soothing sounds of the nearby West River. The property offers the best of both worlds: a peaceful, scenic setting just steps from Weston's beloved restaurants, cafés, theater, country store, and charming village shops. Inside, the home has been extensively renovated, seamlessly blending classic Vermont character with modern comfort. A stunning open-concept kitchen featuring StoneHill Cabinetry serves as the centerpiece of the main living area. A cozy breakfast nook overlooking the backyard provides the perfect spot to enjoy your morning coffee. Additional updates include two fully renovated bathrooms, newly installed oak hardwood flooring throughout the first floor, custom blinds, fresh interior paint, and all-new trim details. The redesigned mudroom adds both style and functionality. An additional 1,349 square feet of dry, usable basement space offers a laundry area, abundant storage, and convenient walkout access to the parking area, providing exceptional flexibility for hobbies, recreation, or future expansion. Outdoor living is equally inviting, with beautifully maintained flower beds surrounding the home and a newly installed bluestone patio creating an ideal space for relaxation and entertaining. Whether you are seeking a full-time residence or a Vermont getaway, 639 Main Street offers turnkey living in one of Southern Vermont's most desirable historic villages. See Listing Details & 48 images.

$699,000 $151 per sq.ft. Weston VT Home »

7 Beds | 6 Baths |   Total Sq. Ft. 4642  |  Acres: 0.15
Listed on Monday Jul 6, 2026
Description: Perfectly situated in the heart of one of Southern Vermont's most picturesque villages. Just a short drive from Stratton Mountain, Okemo Mountain Resort, Bromley Mountain, and Magic Mountain, this beautifully preserved property offers the ideal combination of historic character and modern comfort. Thoughtfully maintained, the home showcases classic New England architecture with warm pine floors, reclaimed barn wood accents, and abundant natural light throughout. Spacious living and gathering areas make entertaining effortless, while intimate sitting spaces provide the perfect setting to relax after a day of skiing, hiking, or exploring Vermont's scenic countryside. The expansive primary suite is a private retreat featuring tranquil river views, a walk-in closet, dressing room, and a beautifully appointed en-suite bath. Each additional bedroom offers its own dedicated bathroom, creating comfort and privacy for family and guests alike. Outside, enjoy mornings on the front patio overlooking the sounds of the river or spend evenings around the backyard fire pit. Located just a short walk from the Village Green, charming shops, dining, and the acclaimed Weston Playhouse, you'll experience the best of village living while remaining close to Southern Vermont's premier ski resorts, golf courses, hiking trails, and outdoor recreation. This property is a timeless treasure, ready to be cherished by generations to come. See for yourself! See Listing Details & 46 images. Includes a Virtual Tour

Under Contract Weston VT Home for sale $950,000 $411 per sq.ft.

$950,000 $411 per sq.ft. Weston VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2311  |  Acres: 10.1
Listed on Thursday Jun 11, 2026
Description: OPEN HOUSE SAT 13th Noon- 2! Set on 10 private wooded acres with mountain views and open lawn areas, this quality-built Vermont home combines traditional New England design with modern comfort and efficiency. Owned solar panels, radiant heat, a heat pump, fiber-optic internet, and an automatic standby generator contribute to year-round comfort, reliability, and low operating costs. Built in 2008, the home offers wide pine floors, many hand crafted built-ins, abundant natural light, and a warm, welcoming solid feel throughout. A gas fireplace flanked by bookcases anchors the living room, while the dining area opens to a three-season room with a wood stove, extending the summer season.The first floor includes a bedroom, full bath, and laundry, providing the choice of one-level living. The property is exceptionally equipped for hobbies, recreation, and storage, with an attached oversized two-car garage, insulated basement, detached heated studio/workshop, tractor and potting shed. The bonus spaces along with a four bedroom septic permit allow for future expansion. Established gardens and the homes thoughtful design layout create a private courtyard centered around a stone patio and fire pit. Covered porches provide sheltered vantage points for enjoying views, seasonal changes, and the quiet rhythms of country living. Located less than a mile from Weston Village Green, Weston Theater Company, Vermont Village store, and a new coffee shop/bakery in addition to miles of hiking trails in the Green Mountain National Forest. The property also offers convenient access to Bromley, Stratton, Magic, and Okemo ski areas and nearby access to VAST trails. A handsome Vermont property equally suited for year-round living, a Vermont getaway, or a work-from-home lifestyle. Video to come. All measurements approximate. See Listing Details & 41 images. Includes a Virtual Tour

$995,000 $440 per sq.ft. Weston VT Home »


Price Change! Reduced by $330,000 down 33% on July 2nd 2026
3 Beds | 4 Baths |   Total Sq. Ft. 2913  |  Acres: 5.75
Listed on Tuesday Apr 28, 2026
Description: Renovated in 2024, this timber frame sits on 5.75 pastoral acres. This property offers sunrise views, beautiful sun all day and a peaceful setting with pond on a quiet country road. The house has 3 bedrooms, 3 full baths, and an office. Wide plank original pine floors, open timber frame concept and all new baths with heated floors. Custom white oak cabinets in the kitchen and baths, with professional stainless appliances with stone countertops. Primary bedroom with full bath, pine walls and beams offering a full bar with a drawer refrigerator with microwave. Views of the mountains and the pond from oversized windows. The screened in porch offers morning sun and a beautiful sunrise with direct connect bbq grill. The partially finished lower level offers a gym and storage space. The fresh water pond has a sandy beach. New septic system and whole house generator. The two car garage added in 2024 has radiant heat, corian finish floor , and a timber carport, along with a newly paved driveway. The sunny garden area has an outdoor shower and hot tub with cold plunge are on the granite patio. Come enjoy the pasture, fruit trees, blueberry bushes and 5 acres of fields perfect for animals and gardening. Entire property has electric fence for dog containment. House sits on the corner of Piper Hill rd and Old Tavern rd with stone walls lining both sides of property. Come see this beautiful setting and enjoy one level living at its best! Close to Okemo and Stratton and mins to the Weston village. Owner is a licensed real estate agent. See Listing Details & 50 images.

Under Contract Weybridge VT Home for sale $574,900 $278 per sq.ft.

$574,900 $278 per sq.ft. Weybridge VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2068  |  Acres: 0.4
Listed on Monday Mar 16, 2026
Description: Charming and full of rich, Vermont character - a place you'll be proud to call home! According to local legend, in it's early years, this was the office for the Pulp Mill. Fast forward a few years and a local family decided to make it their home. Then for the next 50+ years this home has been continually expanded, improved and updated by the people who have loved living here! Today's home offers gleaming hardwood floors, antique and functional fixtures alongside modern amenities like heat pumps and power for an electric car charging hookup. The first floor spaces include a welcoming mudroom - adjacent to the laundry room which is key when you come in from the garden or the pool - an updated kitchen with newer appliances including an induction stovetop and tons of cabinet/counter space, a spacious living room with a woodstove insert (the Winter Warmer from VT castings), a dedicated dining room, cozy den and storage room with custom shelving to keep things neat and tidy. On the second floor you'll find two guest rooms sharing a full bath and a primary suite with a private full bathroom and a heat pump. If entertaining is in your future, the backyard patio, gardens and in-ground pool with the sweetest pool house, is likely where you'll find yourself surrounded by friends and family. Weybridge is a sweet community with Chicken Pie Suppers and home to the Monument Farms Dairy all while being so close to Middlebury that you can easily walk across the road, onto a sidewalk all the way into town! See Listing Details & 46 images. Includes a Virtual Tour

$695,000 $182 per sq.ft. Weybridge VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 3827  |  Acres: 5.25
Listed on Friday Jul 3, 2026
Description: Set on 5.25 picturesque acres offering access to 1,200 acres of Snake Mountain Wildlife Management Area, this beautifully restored farmhouse offers exceptional privacy, timeless character, and breathtaking Green Mountain views. Extensively renovated while preserving its historic charm, the home seamlessly blends classic Vermont architecture with modern comfort. The welcoming foyer opens to sun-filled living spaces featuring hardwood floors, exposed beams, original woodwork, and oversized windows framing spectacular vistas. The updated kitchen is designed for everyday living and entertaining with granite countertops, stainless steel appliances, abundant cabinetry, and an adjoining breakfast area. Multiple gathering spaces provide flexibility for formal entertaining, relaxed evenings, or working from home. The spacious primary suite is a peaceful retreat, while four additional bedrooms offer room for family and guests. Updated baths combine fresh finishes with farmhouse style. A finished lower-level recreation room with wood stove creates the perfect place to gather after hiking, skiing, or exploring the surrounding countryside. Outside, enjoy expansive lawns, mature trees, gardens, and direct access to miles of nearby trails. Whether relaxing on the porch with morning coffee or taking in unforgettable sunsets over the Adirondacks and Green Mountains, every season offers a stunning backdrop. Located just minutes from Middlebury, this remarkable property provides convenient access to shopping, dining, Middlebury College, and area recreation while maintaining the serenity of a private country setting. Rarely does a home offer this combination of acreage, restored character, modern updates, extraordinary views, and immediate access to Vermont's natural beauty. Experience the best of country living in one unforgettable property. Greenhouse included. 1,300 sq ft in-law apartment vaulted ceiling, separate entrance, rentable for income. This is Vermont living at its finest. See Listing Details & 17 images.

$995,000 $515 per sq.ft. Weybridge VT Home »

1 Beds | 1 Baths |   Total Sq. Ft. 1932  |  Acres: 22.9
Listed on Monday Apr 13, 2026
Description: Set gracefully along a quiet ridgeline in the picturesque village of Weybridge, Vermont--just minutes from Middlebury College and the vibrant charm of downtown Middlebury--this exceptional custom residence offers a rare balance of seclusion, intention, and refined simplicity. Designed and built by its current owners with extraordinary care, this one-bedroom home with a separate studio is a true sanctuary for those seeking privacy, creativity, and connection to the natural landscape. Every detail reflects a thoughtful commitment to quality and timeless design. Black-framed Marvin Integrity windows create a striking contrast against the crisp white interior and exterior, while wide-plank French oak floors bring warmth and continuity throughout the living spaces. Tumbled quartzite tile underfoot in the kitchen and bath adds subtle texture and enduring elegance. Drawing inspiration from classic English design, the home is enriched with carefully curated elements sourced abroad--from elegant fixtures and bespoke hardware to understated, timeless lighting--creating a quiet sense of character and authenticity. Radiant heat ensures comfort in every season, while a wood stove offers a welcoming focal point on snowy Vermont evenings and crisp autumn days. Guided by a "less is more" philosophy, the layout is both efficient and inspiring. The lofted bedroom provides a peaceful retreat, while the open-concept living and dining areas are designed for connection and ease. A custom 10-foot dining table anchors the space--perfect for intimate gatherings, study sessions, or creative pursuits. Just across the drive, a detached studio offers exceptional flexibility--ideal as a private office, artist's studio, wellness space, or guest accommodations. The property is comprised of three parcels, two of which offer the potential to be sold separately. Creating a unique opportunity for future investment. Set in complete privacy, for those seeking a tranquil Vermont lifestyle. See Listing Details & 59 images.

$535,000 $369 per sq.ft. Wheelock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1448  |  Acres: 30
Listed on Tuesday Jul 14, 2026
Description: Discover the perfect blend of Vermont country living, homesteading potential, and entrepreneurial opportunity on this exceptional 30± acre Wheelock property. Offering a spacious 3-bedroom, 3-bath home with sweeping long-range views, this property features a beautiful mix of open pasture, mature forest, established gardens, and thoughtfully designed outbuildings ready to support a variety of agricultural or commercial ventures. The attached garage has been extensively outfitted with commercial-grade electrical service, ventilation, climate-control capabilities, and flexible workspaces, ideal for greenhouse production, specialty crops, indoor agriculture, seedling propagation, workshops, or countless other creative uses. A separate barn offers excellent space for horses, livestock, equipment, or additional agricultural pursuits. Outside, enjoy established currants, blueberries, and grapevines, along with dedicated garden areas ready for your next harvest. Whether your vision includes a hobby farm, equestrian property, specialty greenhouse business, market gardening, or simply enjoying the peace and privacy of Vermont's Northeast Kingdom, this property offers incredible flexibility. Located in the charming town of Wheelock, residents also enjoy the distinction of eligibility for the historic Sons of Wheelock Scholarship at Dartmouth College for qualifying students admitted to Dartmouth, a unique educational opportunity associated with the town. A rare opportunity where country lifestyle, self-sufficiency, and future possibilities come together See Listing Details & 58 images.

$549,900 $208 per sq.ft. Wheelock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2640  |  Acres: 2.06
Listed on Tuesday Nov 25, 2025
Description: Beautiful family home on dead end road. 3 bedrooms, 3 baths. Open kitchen, dining and living room. Office/den. Kitchen with built-ins and island. Large family room with access to deck with propane fire pit and enclosed screen room. Laundry area. 1 car garage under house. Oversized 2 car heated garage with extra 2 door storage for your snow mobiles, ATVs. Short drive to Burke Mt. and Kingdom Trails. Choice High School. Wheelock allows ATVs on town roads. Wheelock offers to qualifying students the opportunity to attend Dartmouth tuition-free. Nice level yard and close to VAST Trails. See Listing Details & 36 images.

$595,000 $263 per sq.ft. Wheelock VT Home »


Price Change! Reduced by $64,000 down 11% on June 6th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2264  |  Acres: 77
Listed on Tuesday May 26, 2026
Description: This beautiful Vermont farm is beckoning you. Encompassing over 77 acres of rolling landscapes. Bask in the beauty of 27 acres of south-facing fields, with an additional 5 acres of open land surrounding the homestead. Framed by breathtaking mountain views and dotted with over 50 mature apple trees plus a pear and a peach tree, this land invites exploration. Wander through a serene mix of hardwoods and softwoods on 2 miles of private trails that connect to the Vast trail system, and discover tranquil beaver ponds, and observe abundant wildlife in their natural habitat. A 72' x 30' south-facing greenhouse with water access adds to the potential. The property is anchored by a magnificent 45' x 55' barn with a poured concrete floor, ready for your agricultural or creative pursuits. Inside the barn, an insulated workshop with power offers further versatility. The owners just built a 16' x 8' chicken coop. Whether you envision farming, recreation, or building your dream country estate, this property offers limitless inspiration and possibilities. A newly installed solar array generates enough power to heat and cool the home year-round and charge an electric car. The house features five strategically placed mini-splits and a new solar-powered electric hot water heater. This system, originally costing close to $50,000, is fully paid for and comes with the property. Complementing the landscape is a sprawling country farmhouse where comfort meets timeless character. Enter a tiled, glassed-in sunroom; a thoughtfully designed kitchen with a generous walk-in pantry; a spacious family room with soaring cathedral ceilings; a dining room warmed by a cozy wood stove,. an office and a full bath with soaking tub, and laundry. Upstairs, a loft room, three well-proportioned bedrooms, and a second full bath.Did you know that full-time residents of Wheelock are given free tuition at Dartmouth College, if accepted in to this Ivy League school. A $70,000 a year perk! See Listing Details & 57 images.

Under Contract Wheelock VT Home for sale $595,000 $329 per sq.ft.

$595,000 $329 per sq.ft. Wheelock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2256  |  Acres: 78.5
Listed on Friday Jun 5, 2026
Description: Welcome to a remarkable Northeast Kingdom retreat where comfort, privacy, and Vermont's natural beauty come together. Among the trees and surrounded by acres of forest, this bright and inviting 4-bedroom, 2-bath home offers a unique treehouse like living experience with long range views toward Burke Mountain and Mount Washington. The open concept main level features granite countertops, a walk-in pantry, first floor laundry and spacious gathering areas filled with natural light. Large windows frame the surrounding landscape, while the partially finished walkout basement provides flexible space for recreation, hobbies, storage, or a home office. Upstairs, you'll find four bedrooms and a full bath. Step onto the deck to enjoy mountain views, sunrise and the sounds of nature. Enrolled in Vermont's Current Use Program, the property offers a diverse landscape of northern hardwood forest, cedar stands, wetlands and intermittent streams. High-quality sugar maples are complemented by cherry, ash, beech, and birch. Miles of marked trails provide opportunities for recreation, wildlife observation, and the potential for sugaring activities. Those seeking a homestead lifestyle will appreciate the established garden space with piped water, blueberry bushes, raspberries and apple trees. Chaga can also be found throughout portions of the property. Additional features include an RV parking area equipped with water and a septic hookup. Wildlife and birds are frequent visitors, enhancing the peaceful setting. Offering a rare combination of a comfortable home, extensive recreational opportunities, productive growing spaces and exceptional privacy, this property presents an opportunity to enjoy the natural beauty and outdoor lifestyle that defines Vermont's Northeast Kingdom. A property to enjoy today and steward for generations to come. See Listing Details & 57 images. Includes a Virtual Tour

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