$574,900 $240 per sq.ft. West Windsor VT Home »

Price Change! Reduced by $24,100 down 4% on July 29th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3200  |  Acres: 3.2
Saturday May 2, 2026
Description: This is one of those homes you simply have to experience in person. The views alone are worth the visit. Perched above the valley with commanding, panoramic views of Mount Ascutney, this exceptional custom-built home offers a front-row seat to some of Vermont's most breathtaking scenery. From sunrise over the mountains to spectacular evening sunsets, every window showcases a landscape that changes beautifully with the seasons. Designed for comfortable everyday living and effortless entertaining, this thoughtfully crafted four-bedroom, three-bath home features the convenience of a first-floor primary suite, while three spacious upstairs bedrooms provide room for family, guests, or dedicated home office space. The finished walkout lower level adds even more flexibility with a bonus bedroom, expansive recreation room, and the potential for an in-law suite, guest quarters, or private workspace with its own entrance. Step outside onto the impressive 900-square-foot deck, where you'll enjoy outdoor dining, morning coffee, and unforgettable gatherings overlooking the mountains and valley below. The spacious yard offers plenty of room for gardening, recreation, or simply enjoying Vermont's abundant wildlife. A charming, well-built chicken coop adds a touch of country living and farmhouse appeal. Built with efficiency in mind, the home's passive solar greenhouse roof system captures and stores natural heat, helping reduce energy costs while embracing sustainable Vermont living. Located in the highly desirable West Windsor community, you'll enjoy easy access to Mount Ascutney, Ascutney Outdoors, miles of hiking and biking trails, the renowned VAST snowmobile trail system, and world-class skiing at Okemo and Killington. The villages of Woodstock, Brownsville, and the Upper Valley are all within easy reach, making this an ideal year-round residence or Vermont getaway. Custom homes with this level of craftsmanship, flexible living space, and truly unforgettable views are rare. See MLS Property & Listing Details & 58 images.

$575,500 $357 per sq.ft. West Windsor VT Home »

Price Change! Reduced by $24,000 down 4% on August 20th 2026
1 Beds | 2 Baths |   Total Sq. Ft. 1611  |  Acres: 5.15
Friday Jul 31, 2026
Description: Welcome to the Carriage House, a rustic chic hideaway set on 5.13 acres overlooking a private pond in the bucolic West Windsor countryside. The recent, complete renovation of this exceptional property is truly a work of art, blending refined design with effortless comfort. The open main level is thoughtfully designed for both entertaining and everyday living, with a gourmet kitchen featuring high-end appliances, elegant quartz countertops, and beautiful custom cabinetry flowing seamlessly into a spacious dining and living area. A stylish half bath and a unique climate-controlled pet sanctuary complete the main level, adding an unexpected touch of luxury and convenience to this extraordinary property. The spacious upper-level primary suite offers a serene retreat, complete with a spectacular stone-tiled bath and an inviting elevated reading nook. From the suite, step out onto a private deck overlooking the peaceful landscape and pond. Mini-splits on both levels provide efficient year-round comfort, while both an attached three-car garage and a detached three car barn/garage add exceptional flexibility and endless possibilities. The Carriage House, warm yet sophisticated, will capture your heart! Take in multi-seasonal recreation and the arts just minutes away at Ascutney Outdoors and Brownsville Butcher & Pantry for terrific local dining. Easy access to Woodstock, Killington and Okemo. See MLS Property & Listing Details & 31 images.

$589,000 $276 per sq.ft. West Windsor VT Home »

Price Change! Reduced by $56,000 down 10% on July 30th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2515  |  Acres: 10.27
Thursday Jul 9, 2026
Description: Quietly sited off a private secluded road, sits a finely hand-crafted family home and outbuildings on 10.27 acres. The lot features an open yard, gardens, stone walls, woodland trails & nearby brooks. The main house features post and beam construction with sweeping cathedral ceilings, 2 bedrooms, 1.5 baths, a loft, finished lower level, and many custom-built features. The kitchen is well appointed with custom cabinetry and stone counters. A stand-out bonus feature comprises a detached 2 bedroom in-law or rental apartment above an 1150 sq. foot office/woodworking shop prefect for hobbies or a commercial home business. This property is perfectly sited in close proximity to State Forest for hiking, biking trails on Mt Ascutney, easy access to Interstate 91, Woodstock VT, Hanover NH, Dartmouth, and all recreation. See MLS Property & Listing Details & 35 images.

$699,500 $331 per sq.ft. West Windsor VT Home »

Price Change! Reduced by $50,000 down 7% on August 20th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2112  |  Acres: 5.01
Wednesday Jul 29, 2026
Description: Welcome to The Rock House! A beautiful hillside retreat set on a private, lush landscape with captivating views of Mount Ascutney. The home's spectacular great room is the heart of the property, featuring soaring cathedral ceilings, rich hardwood floors, a dramatic floor to ceiling stone fireplace, and walls of windows that flood the space with natural light while showcasing the breathtaking mountain vistas. Thoughtfully designed for both comfortable everyday living and effortless entertaining, this inviting gathering space perfectly captures the warmth, character, and natural beauty that make the Rock House so special. The beautifully updated kitchen features quartz countertops, quality cabinetry, and an efficient layout that makes meal preparation both functional and enjoyable. The spacious main-level primary suite offers a peaceful retreat, complete with an attached sunroom featuring radiant floor heat, an ideal spot to relax year-round while taking in the surrounding landscape. Two additional bedrooms and a three-quarter bath complete the main level, providing comfortable accommodations for family and guests. Privately tucked away on the upper level, an additional ensuite bedroom offers flexibility as a guest suite, home office, or secluded retreat. The exterior is landscaped with two stone patios and level lawn area with fire pit seating area perfect for relaxing and entertaining. Modern comforts and energy efficiency abound with mini-splits, new furnace, solar array, tesla battery, and heated two car garage. Combining timeless architectural appeal with thoughtful updates and an exceptional setting, The Rock House offers a rare opportunity to enjoy Vermont living at its finest.Take in multi-seasonal recreation and the arts just minutes away at Ascutney Outdoors and Brownsville Butcher & Pantry for some terrific local dining. Easy access to Woodstock, Killington and Okemo. Showings to begin at the See MLS Property & Listing Details & 37 images.

$775,000 $245 per sq.ft. West Windsor VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3168  |  Acres: 2.5
Tuesday Jul 7, 2026
Description: Located in the heart of Sheddsville-West Windsor's earliest settlement, this lovingly stewarded historic Greek Revival Farmhouse imbues the true character of the Vermont vernacular. Improved over the centuries to accommodate modern living, all while preserving the the period detail and charm with original pine plank floors, 6/6 sash windows and hewn beams. The home was well built of solid and sound plank construction, providing insulation throughout. The beautiful Great Room addition is anchored by a handsome wood burning fireplace with custom cherry mantel, and connects to the exterior spaces through French doors stepping out to a covered porch and a spacious deck overlooking a sweeping level lawn, mature maple trees, established perennial beds, and a firepit at the edge of a four-season stream. Open concept eat in kitchen with farmer sink and butcher block counters, formal dining room, library- TV room, study with a half bathroom. Two mudrooms complete the main level. Moving upstairs, there's a generous primary bedroom ensuite with a wood stove, a laundry room, three additional bedrooms and a shared bathroom. Leased Tesla back up battery provides peace of mind in the event of a power outage. The ample three-bay barn can be used as parking, equipment storage, workshop, or for farm animals. Extensive dirt road, and trail systems (ideal for equine interests, hiking, cycling) are just out side your door. Easy access to all recreation, Interstate, Woodstock, Hanover NH. 2.25 Hours to Boston. 4.5 hours to NYC. Showings begin with an Open House on Saturday July 11 from 11:00 to 12:30 See MLS Property & Listing Details & 42 images. Includes a Virtual Tour

$799,900 $355 per sq.ft. West Windsor VT Home »

Price Change! Reduced by $50,000 down 6% on August 24th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 3392  |  Acres: 3.03
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 MLS Property & Listing Details & 44 images. Includes a Virtual Tour

$596,000 $231 per sq.ft. Westminster VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3325  |  Acres: 0.4
Tuesday Aug 11, 2026
Description: Dramatic two-story foyer flaunting elegance and craftsmanship. The kitchen is designed with custom cabinetry, generous workspace, 5burner DCS range, skylight, and dining area. The living room features a beautiful gas fireplace and a Honduran Mahogany entertainment center. oversized Low-E Andersen windows filled w/light. In the evenings, customized recessed lighting. On the first floor is the spacious MB that offers a peaceful retreat with a unique hydrotherapy soaking tub alcove with skylight and power shades. Grand columns invoke luxury and relaxation. An ensuite bathroom includes tiled walk-in shower and double vanity sinks. The second level are wo bedrooms, featuring hard ample closet space, a full bath and a third bonus room that overlooks the foyer. Step into the backyard through the glass, French doors to experience a space that was created for gathering with guest and friends. The covered stone patio includes a built-in Lynx grill, separate gas cooktop, refrigerator, expansive granite countertops, stacked stone finishes, ceiling fan, extensive lighting choices, gas fire pit, and a fountain. With beautiful landscaped grounds, 2 car detached garage with workshop and shed. Also, For buyers seeking additional space, a concrete foundation pad is already in place beside the primary bedroom, and the property previously received Town of Westminster approval for a walk-in closet addition. See MLS Property & Listing Details & 50 images.

$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
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 MLS Property & 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
Waterfront on Pond
2 Beds | 2 Baths |   Total Sq. Ft. 1896  |  Acres: 30
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 MLS Property & Listing Details & 45 images.

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

4 Beds | 2 Baths |   Total Sq. Ft. 2077  |  Acres: 0.66
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 MLS Property & Listing Details & 48 images.

$670,000 $144 per sq.ft. Weston VT Home »

Price Change! Reduced by $29,000 down 4% on August 27th 2026
7 Beds | 6 Baths |   Total Sq. Ft. 4642  |  Acres: 0.15
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 MLS Property & Listing Details & 47 images. Includes a Virtual Tour

$850,000 $376 per sq.ft. Weston VT Home »

Price Change! Reduced by $475,000 down 56% on August 22nd 2026
3 Beds | 4 Baths |   Total Sq. Ft. 2913  |  Acres: 5.75
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 MLS Property & Listing Details & 50 images.

$895,000 $290 per sq.ft. Weston VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3086  |  Acres: 6.7
Thursday Aug 27, 2026
Description: Classic Alpine Chalet with Guest House and Amenities. Embrace the Vermont mountain lifestyle in this four-season retreat, where classic 1970's alpine design meets the beauty of its natural surroundings. More than a private retreat, this property is a gateway to the many pleasures of Southern Vermont, from skiing and snowshoeing in winter to hiking, tennis, gardening, farmers markets, antiquing, galleries, Manchester shopping, the Weston Playhouse and Northshire Bookstore throughout the year. Set on a picturesque property with a private pond, tennis court and delightful gardens, the estate offers peace, privacy and plenty of opportunities to enjoy the outdoors. The main residence was designed to bring the outdoors in, with dramatic cathedral ceilings and expansive walls of glass that fill the rooms with light and frame views of the mountains, gardens and woods. A cozy den with brick fireplace is a comfortable spot to unwind, while a game room offers space for entertaining. There are three spacious bedrooms, including a private en-suite, along with two additional baths, one featuring a jetted tub and private sauna. A massive wraparound deck provides a wonderful place to take in the mountain setting. A split-rail fence creates a courtyard where you will find a curated flower garden, and the tennis court offers hours of play. The separate guest house provides complete privacy and includes a cathedral-ceilinged main room, bedroom and full bath, adding approximately 1,000 square feet of living space not included in the main house square footage or room count. A meandering path winds through the woods to a serene pond. Just 2 miles from Weston Village, 25 minutes to Manchester and within 30 minutes of four ski areas, this is a special Vermont retreat and a wonderful base for enjoying all that the area has to offer in every season. See MLS Property & Listing Details & 50 images. Includes a Virtual Tour

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

3 Beds | 2 Baths |   Total Sq. Ft. 2311  |  Acres: 10.1
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 MLS Property & Listing Details & 41 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
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 MLS Property & Listing Details & 17 images.