Very Cool Houses

MLS Number 5056089

• Commercial
• Address 170 Vt Route 100
• Year Built 1985
• Square Feet 8,841
• Acreage 309.24

Own a Piece of Killington History - Sunrise Base Lodge & Mountain! A rare and iconic opportunity awaits in the heart of Killington, Vermont. The legendary Sunrise Base Lodge and Mountain, currently operating as the home of Snowmobile Vermont and ATV Tours, is now available for the visionary buyer. This historic and storied property is more than just real estate-it's a gateway to endless potential. Spanning across a private mountain landscape with a well-established trail network, this unique offering delivers an unmatched blend of natural beauty, commercial viability, and development potential. With panoramic views, direct/indirect access to major trail systems including VAST, and the infrastructure already in place from a successful year-round recreational business, the property is perfectly suited for continued operation or a bold new venture. Whether you dream of expanding the existing business, developing a boutique mountain resort, creating a luxury eco-lodge, or preserving the land as your own secluded retreat, this property provides the perfect foundation. The lodge itself, nestled into the landscape, offers a functional base of operations and could easily be reimagined into a hospitality, residential, or event-focused facility. Opportunities like this are incredibly rare in Killington-Vermont's premier four-season resort town. With the demand for outdoor adventure, private sanctuaries, and investment properties at an all-time high.

Listed by Will Spanos of KW Vermont-Killington

MLS Number 5096918

• Multifamily
• Address 1000 Investors Lane
• Units 35
• Acreage 4.29
• Square Feet 33,801

Exceptional opportunity to acquire a well-established Vermont investment portfolio consisting of 10 properties inclusive of 33 residential units and 2 commercial units located across the desirable communities of Brattleboro, Ludlow, Manchester, Cavendish, Shaftsbury, Proctorsville, and Chester. This diverse portfolio has been thoughtfully maintained and professionally managed, with many long-term tenants providing stable occupancy and consistent income. The properties have been meticulously cared for over the years, reflecting pride of ownership and minimizing deferred maintenance. Several sites offer potential for future expansion or additional value-add opportunities, providing upside for the next owner. Whether you're looking to grow an existing portfolio or establish a strong presence in Southern Vermont, this rare offering combines geographic diversity, reliable cash flow, and long-term investment potential in some of the region's most sought-after communities. A truly unique opportunity for the next investor to build upon a solid foundation.

Listed by The Nancy Jenkins Team of Nancy Jenkins Real Estate

MLS Number 5095013

• Residential Single Family
• Full Bath 3
• Construction Existing
• Bedrooms 4
• Bathroom 6

Magnificent views of Mt. Mansfield, a spring-fed swimming pond, clay tennis court, and 21 private acres create an exceptional setting at 217 Logging Hill Road. Offering a rare vantage point over the Green Mountains, the property combines remarkable privacy with a collection of outdoor amenities seldom found in a single offering. Thoughtfully positioned to capture the scenery, the home's living room, dining area, sunroom, and spacious main-level primary suite all enjoy views of Vermont's highest peak. The upper level includes a second ensuite bedroom, two additional bedrooms, and a full bath, providing comfortable accommodations for family and guests. A walk-out lower level offers casual gathering space for games, television, and entertaining, with direct access to the grounds. The landscape is a defining feature of the property. The pond serves as a centerpiece for summer enjoyment, while a brook flows through the property over natural boulders. Mature perennial gardens provide seasonal color throughout the grounds, and the clay tennis courts offer a rare opportunity for recreation in a spectacular mountain setting. An attached three-car garage includes a dedicated workroom, while the detached Hobby Barn provides flexible space for a studio, fitness area, workshop, storage, or RV parking. An additional equipment barn supports the maintenance and enjoyment of the property's extensive acreage. Combining panoramic mountain views, exceptional privacy, and amenities that are increasingly difficult to find, 217 Logging Hill Road represents a compelling opportunity to own one of Stowe's distinctive estate properties.

Listed by Meg Kauffman of LandVest,Inc.

MLS Number 5058692

• Residential Single Family
• Address 63 Avalon Beach Road
• Construction Existing
• Bathroom 1
• Square Feet 1,152

SUMMIT TO SHORELINE, An Exclusive World Overlooking Vermont's largest Freshwater Lake. Perched high above the shimmering waters of Lake Bomoseen, this 66-acre sanctuary offers a rare blend of privacy, grandeur, and boundless possibility, complete with 165 feet of owned, direct shoreline for private access to the lake itself. A darling vineyard cottage, complete with water and sewer, is already in place, ideal for living on-site while building your dream estate and easily converted into a charming guest cottage afterward. Multiple access points invite the creation of an extraordinary estate, a collection of multi-generational homes, or a private compound that will stand as a legacy for generations. Its ideal southern exposure invites solar possibilities, blending sustainability with elegance. From this commanding vantage, the lake stretches below like a jewel, framed by rolling hills and mountain ranges that dissolve into the horizon. Year-round activities abound, from boating, fishing, and swimming to skiing at Killington Resort, the largest ski area in the Northeast. Just minutes away, the charming town of Castleton offers the cultural energy of Vermont State University, local dining, and quintessential country stores. You're also only a short ride to the Ethan Allen Express, offering an easy day trip to the heart of New York City. Put down roots in Vermont, ranked the Safest State in America by U.S. News & World Report, and savor our beautiful lifestyle. LIVE VERMONT!

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

MLS Number 5064653

• Residential Single Family
• Full Bath 1
• Address 282 Westview Drive
• Construction Existing
• Bedrooms 5

Step inside this timeless 6,000+ SF home where classic New England architecture meets modern comfort. With 5 bedrooms and 5+ baths, the layout offers both elegant gathering spaces and private retreats. The grand foyer with slate floors and sunlight-filled staircase opens to a cozy den, paneled office, and a chef's kitchen with oversized island, Wolf range, and seamless flow into the dining area, living room with fireplace, and spectacular octagon sunroom wrapped in windows. Upstairs, a serene primary suite offers dual walk-in closets and a spa-worthy bath with double vanity, soaking tub, and glass shower. A guest suite includes a private ¾ bath, while two additional bedrooms share a remodeled bath with steam shower and thoughtful finishes. A first-floor hallway, lined with windows, connects to a laundry room and dual workstations. Two mudrooms and a private apartment above the garage add versatility, complete with its own kitchen, living space, bath, and back entrance. Set on 4.2 landscaped acres with bluestone patio, heated pool, covered porch, and pond, this home offers a rare blend of refinement and livability in a truly exceptional setting.

Listed by Nancy Warren of Coldwell Banker Hickok and Boardman

MLS Number 5096846

• Residential Single Family
• Full Bath 5
• Address 816 Black Bear Road
• Construction Existing
• Bedrooms 4

Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mt Snow ski resorts. The moment you arrive; the home’s striking presence is undeniable. A porte-cochre welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chef’s kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island.Douglas fir beams and wide oak floors lend warmth and character, while a masonry fireplace in the great room offers the perfect setting to unwind after a day on the slopes. One of the home’s most captivating features is its silo with a winding staircase illuminated by gas lanterns. A bonus playroom above the three-car garage provides additional space for recreation, while a custom wine room and private movie theater elevate the home’s entertainment offerings. The seamless connection between indoor and outdoor living is one of the home’s greatest attributes. Heated pool, hot tub and fireplace sit against a backdrop of vast mountain views. The landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

MLS Number 5097419

• Condo
• Square Feet 2,796
• Bedrooms 4
• New Contruction Existing
• Complex Spruce Peak Mt Cabin

Experience the ultimate slopeside retreat in this beautifully renovated 4-bedroom, 5-bath mountain cabin at Stowe Mountain Resort. Perfectly positioned for true ski-in/ski-out access, this exceptional home offers the rare opportunity to step outside and onto the slopes while enjoying refined alpine living. Designed for both relaxation and entertaining, the cabin features a mountain-view primary ensuite complete with a cozy propane fireplace, along with a private guest ensuite and two additional rooms sharing a full bath. The open-concept main level showcases a bright and inviting living space with high-end appliances, two fireplacesone in the great room and another in the living roomcreating warm gathering spaces after a day on the mountain. The finished lower level expands the home’s living and entertaining options, featuring a bunk room ideal for guests, family, or aprs-ski fun. Step outside to your private outdoor hot tub, where you can relax while watching skiers glide past, or take in the scenic mountain views fireside from the comfort of indoors. Located in the heart of the resort, this home offers effortless access to the best of Stowe Mountain Resortincluding world-class skiing, village dining, the spa, golf, pool, pickleball, ice skating, concerts, and year-round outdoor adventure. Whether you're seeking a luxury mountain getaway or the ultimate year-round basecamp for alpine living, this extraordinary slopeside cabin delivers the very best of Stowe!

Listed by Lauren Handrahan of Spruce Peak Realty LLC

MLS Number 5096230

• Residential Single Family
• Full Bath 1
• Address 2236 River Road
• Construction Existing
• Bedrooms 5

Set on more than 18 picturesque acres along desirable River Road in Manchester Village, this extraordinary, converted farm offers a rare blend of historic character, modern comfort, & endless possibilities. Thoughtfully transformed into a multi-use residential compound, the property features four distinct living, working, & entertaining spaces, each with its own personality and purpose. Throughout the property, authentic antique details have been carefully preserved & integrated into the design. Original barn doors, handcrafted woodwork, exposed beams, & custom trim accents create a warm & inviting atmosphere while seamlessly blending with modern updates & amenities. The former horse barn stalls have been creatively reimagined into a charming office, library, & 3/4 bath, providing an inspiring space for work, study, or quiet retreat. A covered walkway leads to an impressive barn, ideal for large gatherings, celebrations, creative pursuits, or even a prized car collection.. A third living area serves as an exceptional landing place for family, guests, or multigenerational living. Barn-inspired architectural elements continue throughout, complemented by multiple bedrooms, and bathrooms, Completing the compound is a separate one-bedroom cottage, offering privacy & flexibility for guests, caretakers, or your personal slice of serenity. Outside, the grounds are equally captivating. Mature plantings & meticulously maintained landscaping showcase several perennial gardens that bloom throughout the seasons. A heated in-ground pool provides the perfect place to relax. Across the street, additional acreage framed by classic Vermont stone walls and a large stream-fed pond adds another dimension to the estate, with space for future residences, guest accommodations, or a private family compound. A truly exceptional offering in the heart of Historic Manchester Village.

Listed by Carol O'Connor of Four Seasons Sotheby's Int'l Realty

MLS Number 5062504

• Residential Single Family
• Full Bath 2
• Address 1950 Collins Road
• Construction Existing
• Bedrooms 4

Exceptional 177+ Acre Estate with Luxury Log Home, Event Venue & Craft Beverage Facilities. Experience unmatched luxury and opportunity on this remarkable 177+ acre estate. Featuring an 8,000+ sq ft timber frame log home, a 7,100 sq ft finished event venue, and on-site winery, craft brewery, and champagne-making facilities, this turn-key property is ideal as a private residence, retreat, or destination business. The custom log home showcases vaulted ceilings, radiant in-floor heating, hardwood and stone flooring, and imported Italian tile. A chef’s kitchen and expansive 800’ wraparound deck offer the perfect space to entertain while enjoying stunning 360-degree mountain, vineyard, and valley views. The boutique vineyard supports in-house wine production, complemented by a dedicated beer brewing system and traditional mthode champenoise champagne facilityperfect for tastings or exclusive label production. The event venue includes a second commercial kitchen, two custom bars, elegant restrooms, and a 7,900 sq ft stone patio with cascading fountainsideal for weddings, retreats, and celebrations. Freshly painted and impeccably maintained, this estate offers total privacy with year-round recreation nearby, including Wilmington’s fine dining, Sunset Lake, and Hermitage Golf Club. A rare opportunityschedule your private tour today.

Listed by Margretta Fischer of Wohler Realty Group

MLS Number 5064468

• Commercial
• Address 1950 Collins Road
• Year Built 2002
• Square Feet 24,148
• Acreage 177.4

Exceptional 177+ Acre Estate with Luxury Log Home, Event Venue & Craft Beverage Facilities. Experience unmatched luxury and opportunity on this remarkable estate. Featuring an 8,000+ sq ft timber frame log home, a 7,100 sq ft finished event venue, and on-site winery, craft brewery, and champagne-making facilities, this turn-key property is ideal as a private residence, retreat, or destination business. The custom log home showcases vaulted ceilings, radiant in-floor heating, hardwood and stone flooring, and imported Italian tile. A chef’s kitchen and expansive 800’ wraparound deck offer the perfect space to entertain while enjoying stunning 360-degree mountain, vineyard, and valley views. The boutique vineyard supports in-house wine production, complemented by a dedicated beer brewing system and traditional mthode champenoise champagne facilityperfect for tastings or exclusive label production. The event venue includes a second commercial kitchen, two custom bars, elegant restrooms, and a 7,900 sq ft stone patio with cascading fountainsideal for weddings, retreats, and celebrations. Freshly painted and impeccably maintained, this estate offers total privacy with year-round recreation nearby, including Wilmington’s fine dining, Sunset Lake, and Hermitage Golf Club. A rare opportunityschedule your private tour today.

Listed by Margretta Fischer of Wohler Realty Group