Very Cool Houses

MLS Number 5092556

• Residential Single Family
• Full Bath 4
• Village Brownsville
• Address 310 Pierce Hill Road
• Construction Existing

With sweeping views of Mount Ascutney, this exceptional home offers the Vermont lifestyle so many buyers dream of. A place where family and friends gather, traditions begin, and every season brings new adventures. Thoughtfully expanded over time, it blends two living spaces into one inviting home, offering generous room to be together while providing comfort and privacy for everyone. The newer addition features an open concept kitchen, dining, and living area anchored by a custom stone fireplace and dramatic floor to ceiling windows framing the mountain views. A sun-filled deck invites morning coffee, summer entertaining, or cozy aprs ski evenings. The primary suite is a private retreat with its own deck, ensuite bath, walk in closet, and dedicated office. The original wing offers four additional bedrooms, a kitchen, living area, and its own deck, creating an ideal space for guests or extended family. Whether enjoyed as one expansive residence, configured for private guest accommodations, or explored for its income-producing rental potential, the flexible layout adapts to a variety of lifestyles. Located in the heart of Brownsville. Just minutes from Mount Ascutney's trails and outdoor recreation, and within easy reach of Woodstock, Okemo, Killington, and the Upper Valley, this is a rare opportunity to own a true Vermont retreat where unforgettable memories are made all year long, with the added flexibility of potential rental income when you're away.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

MLS Number 5103949

• Residential Single Family
• Full Bath 2
• Address 343 Black Bear Run
• Construction Existing
• Bedrooms 3

Set at the end of a quiet road just south of Stowe Village, this well-maintained three-bedroom home enjoys a peaceful setting abutting conserved land and an extensive trail network. Thoughtfully updated over the years, the floor plan centers on a newly renovated kitchen and inviting living room anchored by a wood-burning fireplace. Three bedrooms and an office comfortably accommodate family and guests, while two covered porches invite morning coffee, evening reading, or simply relaxing in the quiet surroundings. The spacious backyard provides room for gardening, recreation, or unwinding amid the natural setting. With convenient access to Stowe Mountain Resort, Trapp Family Lodge, Cady Hill Forest, shopping, and dining, this home offers a wonderful combination of location, privacy, and value.

Listed by Meg Kauffman of LandVest,Inc.

MLS Number 5103229

• Residential Single Family
• Full Bath 2
• Address 39 Snowy Owl Lane
• Construction Existing
• Bedrooms 5

Experience the best of mountain living at this exceptional custom residence in Hawk Resort, offered fully furnished for a turnkey opportunity. Set on 1.33 private acres with seasonal views of Lake Amherst and Okemo Mountain, this impeccably maintained home offers over 3,500 square feet of thoughtfully designed living space between Okemo's Jackson Gore Base and Killington's Skyship Gondola. Built with an uncompromising commitment to quality, craftsmanship, and energy efficiency, where exceptional construction extends beyond what meets the eye. Carefully engineered for Vermont's climate, every detail was carefully considered, from its superior mechanical systems and premium materials to the care and improvements that have kept the property in exceptional condition. The kitchen, dining area, and great room flow effortlessly together, making it the heart of the home and creating an inviting space where family and friends gather together. The home features soaring cathedral ceilings, expansive windows, and a dramatic floor-to-ceiling stone fireplace. The great room and primary bedroom provide access to the three-season porch and expansive composite deck, creating effortless indoor-outdoor living. The lower level is complete and features a walkout to a beautifully crafted paver patio, where you can enjoy the property's serene natural setting year-round. Offering five bedrooms, two full and one three quarter baths, a flexible floor plan includes a finished walkout lower level with a spacious family room, a recreation area, a dedicated office, and ample space for family and guests, and 5 zone heating and cooling on the main level . Meticulously landscaped grounds, a paved driveway, and an exceptional 34'x28' garage with extra-deep bays allowing room for vehicles, recreational equipment, a workshop, and extensive storage above. A rare offering where timeless craftsmanship, exceptional quality, and an unmatched mountain lifestyle come together in one remarkable property.

Listed by Heidi Matusik of Ski Country Real Estate

MLS Number 5092809

• Residential Single Family
• Full Bath 6
• Address 413 Hibbard Road
• Construction Existing
• Bedrooms 6

Spanning an incredible 110 acres, this exceptional Vermont estate offers a rare opportunity to own an expansive piece of the countryside with endless possibilities. Rolling fields, wooded acreage, scenic hillsides, and panoramic views of Jay Peak, Mount Mansfield, and Camel's Hump create an unforgettable setting for farming, equestrian pursuits, maple sugaring, recreation, or the ultimate private retreat. At the heart of the property is a custom designed home offering more than 5,000 square feet of living space across three levels. Thoughtfully designed for comfort and flexibility, the home features radiant heat throughout, indoor and outdoor wood furnaces, a luxurious primary suite with a jetted tub, dual shower heads, and double vanity, a room-to-room intercom and music system, surround sound in the living room, an air purification system, home security system, central vacuum, and laundry capability on every floor. A walkout basement apartment and an oversized heated garage provide additional living and storage options. The restored barn includes 6+ stalls with room to expand and a spacious hayloft above, making it ideal for horses or agricultural use. Adjacent to the barn, a charming cottage offers additional storage and the potential to be expanded into a permitted one-bedroom accessory dwelling unit for guests, caretakers, or rental income. Approximately 80 acres are currently in active use, including an established maple sugaring operation with more than 200 tapped trees and significant room for expansion.

Listed by The Gardner Group of RE/MAX North Professionals

MLS Number 5058944

• Residential Single Family
• Full Bath 2
• Address 1099 E Shore Road
• Construction Existing
• Bedrooms 2

This charming 2015 contemporary ranch sits on 1.95 acres with 156 ft of pristine Lake Champlain frontage, offering a rare blend of comfort, elegance, and natural beauty. Filled with natural light and designed with a cathedral ceiling and an open concept layout, the home features 1,829 sqft. of refined living space centered around a striking stone fireplace with a wood stove insert. Quality craftsmanship is evident throughout, including an insulated double garage and a full basement. A beautiful wrap around concrete covered balcony enhances the home's appeal, creating an elegant outdoor living space perfect for enjoying peaceful mornings or relaxing with evening sunsets. The expansive private yard adds to the home's charm, offering a serene setting ideal for gardening, entertaining, or simply unwinding. Located on a quiet paved dead end road, this lakeside retreat provides exceptional privacy while remaining close to walking and cycling routes and a full range of water activities. A rare opportunity to own a stunning and beautifully designed waterfront home in one of Isle La Motte's most tranquil and picturesque settings.

Listed by Derek Greene of Derek Greene

MLS Number 5088273

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 4
• Bathroom 3

Imagine a time where taverns were the heart of the community, where laughter echoed off thick brick walls and stories were told by firelight. Now see yourself enjoying the ease of Single Floor Living that includes an enormous primary ensuite, with laundry! Start your day in the completely updated kitchen and move effortlessly into the dining area and living room with an easy to light cozy propane fireplace. This majestic 4 bedroom, 3 bath 1820's Brick Federal has been meticulously preserved and offers that rare, storied tactile history but now as a reimagined luxury home just minutes from downtown and three area ski resorts! You'll be embraced by refined details, high ceilings and then, stunned to find an historic tavern and additional living space including a wine cellar in the finished basement. Auto enthusiasts will love the 4 bay detached barn with office and space for an additional dwelling unit. Equestrians will love the immediate proximity to a famous Morgan Horse Farm and living just minutes to the Annual Summer Festival in Dorset. Step into a story with sweeping Vermont mountain views that's already over two centuries old, but brand new at the same time and make it your own. Contact us today to schedule your private tour. All measurements Approximate.

Listed by Greg Cutler of Four Seasons Sotheby's Int'l Realty

MLS Number 5076119

• Residential Single Family
• Full Bath 3
• Address 411 Wood Road
• Construction Existing
• Bedrooms 4

Open House 10-2 Saturday 6/13 - Commanding a spectacular position atop 35 pristine acres, this extraordinary contemporary estate offers sweeping, long-range panoramas of the Quechee Valley, the Woodstock hills, and the Quechee Ski Hill. Designed as a true sanctuary, the home spans over 4,000 square feet of impeccably curated living space, where architectural elegance and natural beauty exist in perfect harmony. Sliding doors invite the landscape indoors, while custom millwork, tile and wood floors, and radiant heat create a refined yet welcoming atmosphere throughout. The main level is an entertainer's showpiece, anchored by a chef's kitchen and enormous pantry flowing seamlessly into a dramatic great room defined by soaring ceilings and a gas fireplace, ideal for both intimate evenings and elevated gatherings. The primary suite is a private retreat of light and serenity, featuring dual walk-in closets and a spa-inspired ambiance. A beautifully appointed in-law suite, with both interior and private access, offers exceptional flexibility for guests or multi-generational living, all while preserving privacy and independence. In total, the residence includes four bedrooms, three full baths, and a half bath at the entry. The lower level extends the living experience with a generous media room perfect for cinematic evenings or game-day entertaining, accompanied by two additional bedrooms and a full bath. Beyond the home, rolling pastoral meadows transition into timeless Vermont woodland, creating a secluded four-season haven alive with wildlife and tranquility. A 26' x 36' barn offers versatile space for storage, studio, or workshop use, while a two-car garage and ample parking ensure effortless convenience. Ideally situated just minutes from golf courses and fine dining, near Woodstock's shops and trails, and within easy reach of Dartmouth College, DHMC, and Killington, just 20 miles west. A rare offering delivers privacy and prestige - Not in QLLA.

Listed by Brooks Reavill and Sandy Reavill of Willow Brook Realty

MLS Number 5099245

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 6
• Bathroom 6

Set on approximately 105 acres of picturesque Vermont countryside, this extraordinary property offers exceptional privacy, natural beauty, and the rare advantage of two separate homes-perfectly suited for a primary residence with an entertaining guest house, multi-generational living, or short-term rental opportunity. This one-of-a-kind offering provides space, comfort, and endless four-season recreational potential. The main home is filled with natural light, highlighted by expansive windows that frame the surrounding landscape. Thoughtfully designed for both everyday living and hosting, it features two bedrooms, two and a half baths, and a dedicated office space ideal for remote work. Two inviting living rooms create flexible gathering spaces, while the fully equipped kitchen serves as the heart of the home. Rooftop access offers a unique vantage point to take in sweeping countryside views, and central air ensures year-round comfort. The second home functions beautifully as an entertaining guest house, offering four bedrooms, two and a half baths, an additional kitchen and living room designed for hosting family and friends. A bonus room provides even more versatility for recreation, a game room, gym, or studio. Below the homes, a substantial four-bay garage offers abundant storage for vehicles, outdoor equipment, and seasonal gear. The land itself is a private playground, complete with a pond and expansive acreage to create trails for hiking, snowshoeing, or ATV riding. Enjoy sledding in winter, wildlife watching, and peaceful seclusion in every season. Ideally located near Pico Mountain, Killington Resort, and Okemo Mountain Resort, as well as the charming town of Manchester, the property is approximately three hours to Boston and four and a half hours to New York City. A rare opportunity to own a truly special Vermont retreat offering both lifestyle and investment appeal.

Listed by Hughes Group Team of Casella Real Estate

MLS Number 5090923

• Residential Single Family
• Full Bath 2
• Address 10 Hedgehog Hill
• Construction Existing
• Bedrooms 3

Set on 16 beautiful acres in picturesque Underhill, Vermont, this extraordinary custom-built country property offers timeless beauty, exceptional craftsmanship, and an idyllic rural setting. Surrounded by mountain views, a stunning pond, and an expansive antique orchard, this is a truly rare Vermont retreat. The thoughtfully designed home features warm wood floors, beautiful custom woodwork, large crown moldings, coffered ceiling, and a welcoming wood-burning fireplace. The spacious kitchen is beautifully appointed with granite countertops, custom cabinetry, a pantry, and an adjoining mudroom designed for everyday Vermont living. Two large porches and a deck overlooking the pond and orchard create seamless indoor-outdoor living and the perfect setting to relax or entertain. With four bedrooms plus a vaulted bonus room overlooking the barns and rolling land, the home offers generous living space filled with natural light. The remarkable orchard includes around 100 apple trees with over a dozen varieties, offering beauty, history, and abundance throughout the seasons. The scenic pond is wonderful for swimming in the summer and skating in the winter. Terraced perennial gardens, rich landscaping, and ample space for a large vegetable garden complete the property's extraordinary outdoor appeal. A rare opportunity to own a spectacular Vermont country estate where craftsmanship, history, and natural beauty come together in an unforgettable setting.

Listed by Sara Puretz of Coldwell Banker Hickok and Boardman

MLS Number 5099479

• Residential Single Family
• Full Bath 1
• Address 183 Morrie Road
• Construction Existing
• Bedrooms 3

An extraordinary opportunity to own a true Vermont legacy farm. Set on 218.5 conserved acres among the rolling hills of Washington, Vermont, this remarkable property offers the rare combination of historic agricultural character, extensive farm infrastructure, privacy, and breathtaking natural beauty. Protected through the Vermont Land Trust to preserve its agricultural future, this property is designed for those who value stewardship, sustainability, and a meaningful connection to the land. Whether envisioned as a working farm, regenerative agriculture operation, homestead, equestrian property, or multi-generational Vermont retreat, the foundation is already in place. The classic farmhouse offers over 2,100 finished square feet with timeless country charm, including a convenient first-floor primary bedroom overlooking peaceful sunrise views and two additional bedrooms upstairs. The surrounding acreage is a diverse Vermont landscape of open pasture, productive farmland, orchards, gardens, sugar woods, trails, and three spring-fed ponds. Established perennial gardens, garlic beds, apple trees, walnut trees, and abundant open land create endless opportunities for agricultural pursuits. Farm infrastructure is exceptional. Features include two hoop houses for growing and livestock use, a horse barn with stalls, tack room, and hay storage, milk house, fenced animal areas, paddocks with water access, and a farm-wide electric fencing system. A massive 6,000 sq. ft. steel barn on a reinforced concrete slab provides incredible flexibility for equipment, storage, agricultural operations, or future business needs. Additional improvements include a detached garage, insulated workshop with a 12,000 lb. truck lift, and a dedicated sugar house. With mountain views, over 4,400 feet of public road frontage, subdivision potential subject to applicable approvals and conservation requirements, and access to Vermont's outdoor lifestyle, this is more than a farm, it's a legacy.

Listed by Kathleen OBrien and Alex Pintair of Four Seasons Sotheby's Int'l Realty