Very Cool Houses

MLS Number 4972272

• Residential Single Family
• PricePerSqFt 672.18
• Full Bath 1
• Address 662 Howe Farm Road
• Construction Existing

Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities. This property is subject to an Act 250 permit and enrolled in Vermont Current Use Program, securing its natural beauty for the future. Whether you are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round!

Listed by Andie Fusco and Tara van de Velde of Four Seasons Sotheby's Int'l Realty

MLS Number 5076149

• Residential Single Family
• PricePerSqFt 528.88
• Full Bath 3
• Address 33 Stone Lodge Road
• Construction New Construction

Experience Premiere Luxury living in this newly built mountain residence with extraordinary panoramic views . Just minutes to Stratton Mountain'sTrails and move in ready, no detail has been overlooked with superior craftsmanship, energy efficiency and contemporary design. The handcrafted Timber Frame great room , defined by cathedral ceilings, wood burning stone hearth and expansive windows, showcases breathtaking views and the natural beauty of the Green Mountains.Every detail showcases a design with performance and comfort in mind:Premium lighting , hardware and plumbing fixtures, exceptional wood flooring and tile baths. A gourmet kitchen with Bosch appliances and a separate scullery offers a design well suited for entertaining and apres ski gatherings. Three levels, 4 Bedrooms/3.5 Bathswith 2 ensuite primaries, a lower level with a mega bedroom designed with bunks in mind ,a spacious game and media room that opens to the outdoors- just ready foryour active lifestyle.With the mountain enthusiast in mind, you'll appreciate the custom mud room, laundry room, and the oversized 2 car garage with expansion space above. Central AC, Water filtration system, standing seam roof and much more.You'll have the space and conveniences you look for in a Vermont mountain retreat. This home is prime for your winter season and one that you must visit in person to appreciate the exceptional quality and design. Located just minutes to the StrattonMountain Resort, this home offers an ideal balance of luxury, efficiency and Stratton's natural beauty. Neighborhood shuttle to the Stratton Base Lodge is scheduled for2027. Simply unrivaled in the marketplace. Time to settle into Mountain Living before the snow flies!

Listed by Kim Morgan-Wohler of Wohler Realty Group, Britt Wohler of WOHLER REALTY GROUP

MLS Number 5080285

• Residential Single Family
• PricePerSqFt 480.18
• Full Bath 2
• Address 111 Lakeside Avenue
• Construction Existing

Extraordinary Lakefront Estate with 200' of Vermont Waterfront: Set on a private 2-acre peninsula with 200 feet of pristine lake frontage, this custom-built 2020 estate offers a rare blend of Vermont craftsmanship and modern luxury. Over 6,400 square feet unfold across a smart, sound-insulated floor plan governed by a high-end Elan home automation system controlling lighting, security, climate, irrigation, and whole-house audio. The kitchen is a showpiece - handmade Amish black walnut and maple cabinetry, dual Fisher & Paykel refrigerators, a Dacor 48" range, marble backsplash, and zoned Klipsch copper speakers. Vaulted Douglas fir ceilings anchor the great room, while the primary suite occupies its own private wing with a steam shower, chromatherapy soaking tub, heated bidet, and a 500+ sq ft closet with in-suite laundry. Outside, entertain by the salt-water, auto-chemical-balanced pool beneath a custom pergola, or unwind at the bluestone fire pit overlooking the water. Grounds include three custom water features, a private dock, greenhouse, apple orchard, and 70 flowering hydrangeas along the shoreline. A detached executive office/ADU adds a full gym, sound-proofed workspace, and three additional heated garage bays: six-plus total. Full-home Generac backup, Tesla Powerwalls, whole-house water and air purification, and Wifi 7 throughout ensure effortless, self-sufficient luxury. A true four-season Vermont retreat, minutes from everyday convenience.

Listed by Erin McCormick of KW Vermont

MLS Number 5091682

• Residential Single Family
• PricePerSqFt 584.15
• Full Bath 2
• Address 1462 Lake Road
• Construction Existing

With west-facing views across Lake Champlain to the Adirondack Mountains, extensive lake frontage, and approximately 4,100 square feet of living space, 1462 Lake Road is an exceptional waterfront retreat set on nearly 17 private acres. The property offers direct access to Lake Champlain for swimming, boating, fishing, and days on the water. Stairs to the beach provide convenient shoreline access, and the property can accommodate both a dock and mooring. Inside, lake and mountain views take center stage from the moment you enter. The dramatic living room features 12-foot-plus ceilings, two fireplaces, and a wall of west-facing glass doors framing the Adirondacks beyond. The spacious kitchen opens to an inviting breakfast and family room, creating a comfortable gathering space at the heart of the home. The primary suite offers a peaceful retreat, while two separate two-bedroom guest suites, connected to the main residence by breezeways, provide privacy for family and guests. A flexible second-floor room above the garage is ideal for an office, studio, or additional guest space. Outdoors, beautifully maintained perennial gardens surround the home, complemented by a gunite pool, greenhouse, enclosed garden with raised beds, and expansive lawns leading toward the lake. A long, cedar-lined drive creates a wonderful sense of arrival and enhances the privacy of the property. Morning coffee might be accompanied by bald eagles and osprey overhead, while evenings bring Adirondack sunsets, time on the deck, and the unmistakable call of loons across the water. Despite its private setting, the property is within an easy 20- to 30-minute drive of Middlebury and Vergennes, with convenient access to restaurants, shopping, theater, golf, medical services, and other area amenities. With five bedrooms and four-and-a-half baths, 1462 Lake Road offers a rare combination of privacy, recreation, generous accommodations, and a remarkable connection to Lake Champlain.

Listed by Wade Weathers and Averill Cook of LandVest,Inc-Burlington

MLS Number 5063234

• Residential Single Family
• PricePerSqFt 399.17
• Full Bath 5
• Address 56 Handle Road
• Construction Existing

Incredible Legacy Property. This extraordinary estate blends timeless elegance with modern comfort. The first floor features a welcoming den, gourmet eat in kitchen with DCS range, stainless appliances, sub- zero refrigerator and wet bar. A dining room, gracious living room, office, and butler's panty with fridge and ice maker make entertaining effortless. Five fireplaces, custom-built-ins, wood floors and beautifully tiled baths create a warm refined atmosphere. Upstairs the primary suite offers a fireplace and luxurious bath. An additional en-suite bedroom and three more bedrooms, laundry room, and two full baths provide plenty of space for family and guests. Dual staircases, tiled entry, and both front and back foyers highlight the home's thoughtful design. The grounds are equally impressive with a covered front porch that overlooks the sprawling south facing lawn with winter views of haystack. A serene screened veranda, back deck and stone patio with fire pit invite outdoor gatherings. An oversized-attached two car garage, whimsical children's playhouse and an incredible post and beam barn with full lower level perfect for all your recreational vehicles complete the offering. Exquisite gardens, stone walls and meticulous land scaping surround this rare property, ideally located across from the esteemed Hermitage Inn and exclusive Hermitage Club with easy access to all area activities.

Listed by Richard Caplan of Deerfield Valley Real Estate

MLS Number 5093135

• Residential Single Family
• PricePerSqFt 339.29
• Full Bath 7
• Address 241 Main Street
• Construction Existing

Escape the noise, traffic, and stress of metropolitan living and embrace the timeless Vermont innkeeper lifestyle with this exceptional hospitality property near Jay Peak Resort in the heart of the Northeast Kingdom. Surrounded by rolling mountains, fresh air, and four-season recreation, this unique property offers the rare opportunity to live and work in one of New England's most scenic and sought-after destinations. Perfectly located near Jay Peak-renowned for some of the highest snowfall totals in the nation-this established inn attracts visitors year-round for skiing, snowboarding, hiking, mountain biking, golf, fall foliage, and destination travel. Whether you envision operating a boutique inn, farm-to-table restaurant, wedding venue, ski lodge, wellness retreat, or multi-use hospitality business, the possibilities here are truly endless. At the heart of the property is a welcoming restaurant and tavern space with seating for approximately 70 guests, creating an ideal setting for both travelers and locals alike. The fully equipped commercial kitchen and bar provide the infrastructure needed for a successful dining operation, special events business, or expanded hospitality concept. Cozy dining spaces, warm wood interiors, and classic Vermont character create an inviting atmosphere that guests remember and return to year after year. The inn offers comfortable guest accommodations, relaxing common areas, and the authentic charm today's travelers seek when searching for a Vermont getaway experience. Guests can unwind after a day on the slopes beside a crackling fire, enjoy the peaceful mountain setting, and immerse themselves in the beauty of the Northeast Kingdom. This highly versatile property presents incredible opportunities for entrepreneurs seeking a lifestyle change, remote investors pursuing a hospitality venture, or anyone dreaming of trading city life for mountain living.

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

MLS Number 5104390

• Residential Single Family
• PricePerSqFt 799.86
• Full Bath 4
• Construction Existing
• Bedrooms 4

An exceptional estate offering sweeping views of Scragg Mountain from nearly every room, this remarkable property captures the very essence of life in the Mad River Valley. Thoughtfully designed, the residence features a recently renovated primary suite on the first floor, creating a private sanctuary with mountainous views. Upstairs, two generously appointed ensuite bedrooms are complemented by a versatile bonus room. The main level is defined by an open-concept design, where the kitchen flows gracefully into the dining and living areas. Just beyond the living room, a heated circular sunporch with floor-to-ceiling glass offers year-round enjoyment. With southern exposure, the home has extraordinary natural light, while the wraparound deck provides a front-row seat to breathtaking sunsets. The basement is fully finished which makes for a wonderful flex space. Equestrian enthusiasts will appreciate the well-appointed barn, complete with a heated tack room, one-car parking, and a beautifully finished one-bedroom, one-and-a-half-bath apartment. The apartment features a soaking tub and a private deck overlooking rolling pastures, an idyllic vantage point from which to watch horses graze peacefully. An additional parcel of 24+/- acres with a 5 bedroom wastewater permit is located just beyond the barn. Crafted for those who cherish Vermont's four-season lifestyle, this property is your opportunity to experience the beauty of the Mad River Valley.

Listed by Eliza Graves of Vermont Real Estate Company

MLS Number 5099394

• Residential Single Family
• PricePerSqFt 690.28
• Full Bath 3
• Address 241 High Hill Road
• Construction Existing

Perched on a hillside in one of the area's most sought-after in-town locations, this special property offers a rare combination of privacy, breathtaking mountain views, and a picturesque pond, all just moments from local shops, restaurants, and amenities. Surrounded by established landscaping and filled with natural light, the home captures the beauty of its setting through expansive windows on both sides, bringing the outdoors in from nearly every room. The comfortable five-bedroom home features a main-level primary suite with a spacious walk-in closet, an inviting eat-in kitchen, a separate dining room, and a welcoming living room anchored by a fireplace. Mini-split systems provide efficient heating and cooling, while abundant storage and an attached garage add everyday convenience. Outdoor living is just as inviting, with decks and patios that take full advantage of the spectacular mountain views. Spend your mornings with coffee overlooking the landscape, entertain friends outdoors, or unwind beside the tranquil pond. Whether you're looking to enjoy the home as it is or envision future updates, this exceptional property offers privacy, views, and endless potential.

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

MLS Number 5090495

• Residential Single Family
• PricePerSqFt 265.71
• Full Bath 4
• Address 55 Cherry Hill
• Construction Existing

Steeped in history and timeless elegance, this extraordinary circa-1860 Georgian Colonial estate offers over 8,000 square feet of refined living space where classic architecture meets remarkable craftsmanship. From the moment you enter, you are greeted by stunning period details including exquisite crown moldings, grand proportions, soaring ceilings, and beautifully preserved finishes that showcase the home's rich character and sophistication. Designed with both elegance and comfort in mind, the spacious floor plan offers an unparalleled sense of scale and flow, creating exceptional spaces for entertaining, gathering, and everyday living. Every room reflects the quality and artistry of a bygone era while providing the versatility desired for modern lifestyles. Set atop a picturesque 2-acre retreat, the property is complemented by a three-car garage, a charming 1930s greenhouse filled with vintage appeal, and an additional storage building offering endless possibilities. Surrounded by mature landscaping and peaceful grounds, this one-of-a-kind estate presents a rare opportunity to own a truly distinguished and iconic property.

Listed by Joseph Castelluccio of Winhall Real Estate

MLS Number 5098424

• Residential Single Family
• PricePerSqFt 659.21
• Full Bath 3
• Construction Existing
• Bedrooms 5

Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by antique stonewalls. This 5 bedroom, 4 bathroom extended cape styled home was renovated approx 15 years ago with handsome hardwood floors throughout. Large kitchen with Calcutta Marble, Electrolux stainless appliances and ample storage that opens into the dining room- The formal living room also has expansive views beyond the french doors to a covered porch across the back of the house for entertaining family and friends. The living room is anchored by a traditional propane fireplace, custom book shelves, lovely pocket doors... it's easy to want to curl up with a good book in the wintertime. Generous primary suite with custom built-ins, walk in closet and expansive bathroom located on first floor. There is a second guest bedroom with full bath on the first floor as well as a cozy den surrounded by built-in bookcases. Second floor features 3 very large bedrooms and 2.5 bathrooms including a clawfoot tub. A walk out basement for easy access to store patio furniture. Ample storage or potential for a workshop. There is a generator on site, 2 bay attached garage and barn/stables down below the property. The majority of the property is open and mowed to perfection. This estate has been well maintained and in a superior location. Killington/Pico and Okemo a short distance. Easy access to historic Woodstock, championship golf, tennis, cross country skiing and shopping. Come take a look. Not many properties with this exceptional view!

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty