Very Cool Houses

MLS Number 5077313

• Residential Single Family
• Full Bath 6
• Construction Existing
• Bedrooms 5
• Bathroom 7

Solitude home at the top of the hill awaits! Solitude on Okemo Mountain, where this exceptional five-bedroom home captures the ultimate ski location, breathtaking long-range views, and unparalleled privacy. Perfectly positioned to embrace the beauty of the surrounding mountains, this residence offers a rare opportunity to enjoy true slope-side living in one of Vermont's most sought-after resort communities. The main floor offers a sunken living room with views of the Okemo Valley. Off the living room is a dining room and kitchen with a large island and room for entertaining. The family room off the kitchen has a full bathroom and access to the large deck with a hot tub overlooking the ski trail. From the main floor, you can access the heated garage. Above the garage is a primary suite. The primary suite has a vaulted ceiling,a gas fireplace, a balcony, and a soaking tub with window views. The bathroom has a large shower, a double vanity, and a walk-in closet. Back down to the main level, you can access another second floor with 2 en-suites, each with a full bathroom. There is a den and a full bathroom to complete the second level. The basement area offers a full game room and family room, 2 additional bedrooms, a full bathroom, a half-court basketball room, and a mudroom, which opens to the bridge that brings you to the ski trail. The current homeowner has thoughtfully enhanced the property with numerous upgrades, including new mechanical systems and additional improvements that enhance efficiency and livability. Step outside and experience mountain living at its finest in this secluded setting, where serenity meets adventure right at your doorstep. Whether you're relaxing after a day on the slopes or entertaining while taking in the sweeping vistas, this home delivers the very best of resort lifestyle. If you're looking for the best of the best, call us today to schedule your private showing and discover this extraordinary mountain retreat.

Listed by Katherine Burns of William Raveis Real Estate Vermont Properties

MLS Number 5083683

• Residential Single Family
• Full Bath 1
• Address 166 Jewett Road
• Construction Existing
• Bedrooms 5

Stately hilltop home built by Silas Banister c.1800, recently undergone a complete restoration. Quality materials & craftsmanship throughout. It has gorgeous views of nearby Ascutney Mountain & long-range views of NH. The property consists of 98 acres made up of fields, hard & softwoods, trails, a large sugarbush (potential for a future boiling operation). Conserved by Upper Valley Land Trust, enrolled in Current Use. The main floor offers a new kitchen which boasts a beautiful 11' quartzite island & counters. Dining & Family Room with soapstone woodstove, Living Room with a new Rumford Fireplace with rod iron & glass doors for efficiency. A large Sunroom with slate floor, more than an entry it's a nice transitional space to enjoy, 3 BR/3 BA and a Sitting area on the 2nd floor with a tranquil view of the back fields. 2 additional BRs and a half bath on the 3rd floor. All new wiring, plumbing, new Bosch propane furnace supplies radiant heat, triple pane, Anderson low-E4 windows, sheetrock, DaVinci slate-like rubber roof & cherry floors. Fully insulated, extremely efficient. Custom built trim, wide baseboards, wainscoting & cabinets. 200+ year old pine boards from the house were used to craft bathroom vanities, 3rd floor stairs & beautiful doors. Outdoor amenities include in ground pool, gardens & lovely stone patio. A large-3600 sq ft former dairy barn with new wiring & FHA furnace & oil tank. Now used as a garage, workshop & abundant storage space offers ENDLESS possibilities!

Listed by Dana Waters and Paula Waters of Dark Horse Realty

MLS Number 5096396

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

Newly constructed and impeccably designed, this mountain modern luxury estate is privately set in a peaceful woodland landscape with beautiful views of Mount Mansfield from multiple vantage points throughout the home and grounds. Thoughtfully curated with high end finishes and exceptional craftsmanship, the property offers a rare blend of elegance, comfort, and resort style living. The outdoor spaces are equally impressive, designed for both entertaining and quiet retreat. Enjoy a heated in-ground pool with automatic cover, covered pavilion, hot tub, and stone fire pit, all set within beautifully landscaped grounds that create a true private sanctuary surrounded by nature. Inside, soaring 30-foot ceilings and expansive walls of glass fill the home with natural light while perfectly framing the mountain views and surrounding landscape. The main living area is centered around a dramatic floor-to-ceiling stone hearth with a gas two-sided fireplace, creating a warm yet striking focal point. The gourmet kitchen is designed for gathering and everyday living alike, featuring a large center island, Aga range, butler's pantry, and open dining area. The main level includes a luxurious primary suite with a spa inspired bath and custom walk-in closet. Just off the attached two car garage, a spacious and beautifully finished custom mudroom adds function and style, while a private one bedroom apartment offers ideal flexibility for guests, extended family, or rental income potential. Upstairs, an open landing leads to a home gym, two generously sized guest bedrooms with a shared bath, and a spacious family room. The finished lower level provides additional room for recreation and entertaining with a large game room. An oversized detached barn offers exceptional flexibility,perfect for a wood shop, antique car collection, RV storage, or recreational equipment. This is a rare opportunity to own a thoughtfully designed luxury retreat just minutes from the best of Stowe.

Listed by Smith Macdonald Group of Coldwell Banker Carlson Real Estate

MLS Number 5097162

• Residential Single Family
• Full Bath 6
• Construction Existing
• Bedrooms 7
• Bathroom 7

Set across 38 private acres, this extraordinary Vermont estate offers a rare blend of natural beauty, privacy, and refined country living. Rolling lawns, curated perennial gardens, a tranquil private pond, and sweeping mountain vistas create a setting that feels both serene and cinematic-an authentic Vermont retreat designed to be experienced in every season. The residence spans over 8,000 square feet and is thoughtfully designed for both comfort and entertaining. It features 7 bedrooms, including a private in-law suite and a first-floor guest suite with its own patio. The updated kitchen serves as the heart of the home, while multiple ensuite bedrooms ensure privacy and ease for family and guests alike. A luxurious primary bathroom includes a Jacuzzi soaking tub, and additional amenities such as a private sauna and whole-house air conditioning elevate everyday living. Throughout the home, expansive windows frame stunning mountain views, bringing the outdoors in. More than a home, this is a lifestyle property. Meandering garden paths invite quiet morning walks, while afternoons can be spent on the private tennis court or enjoying the open landscape that includes recreational space for golf. Evenings unfold by the pond, where the setting sun reflects across the water in a calm, golden glow. Located just minutes from Waitsfield Village and within easy reach of Sugarbush Resort and Mad River Glen, the estate offers rare proximity to world-class skiing, dining, and recreation while maintaining complete seclusion. It is a unique balance of privacy, convenience, and year-round outdoor living in one of Vermont's most sought-after regions. Property comes complete with all equipment to maintain the grounds, Check out the amazing URL video.

Listed by Bobby Roberts of Rusty Nail Real Estate

MLS Number 5090134

• Residential Single Family
• Full Bath 4
• Construction Existing
• Bedrooms 5
• Bathroom 5

The Drake House is a rare Vermont landmark, nearly two centuries in the making and thoughtfully carried forward by generations of careful stewards. Built in 1825 by Asaph Drake and his wife, this distinguished brick Federal home has long held an important place in the Middlebury area, with later connections to the Morgan Horse Farm, ownership by a Middlebury College president, and listing on the National Register of Historic Places. Most recently purchased in 2023, the 5,030-square-foot home has been meticulously modernized for contemporary living while preserving the character, craftsmanship, and soul that make it irreplaceable. Light-drenched interiors feature original pumpkin pine floors, historic brickwork, marble accents, reclaimed oak flooring, a restored archway, and elevated updates throughout, including a custom kitchen with coffered ceilings, walnut island, Fisher & Paykel dishwasher, and black enamel AGA propane range. Surrounded by approximately 650 acres of conserved land just five minutes from Middlebury village, the property feels deeply private while remaining closely connected to the landscape, with gardens, a pond, outdoor living spaces, and access to the MALT system's 18-mile trail network. Inside, gracious gathering spaces, a parlor with fireplace and beehive/pizza oven, a serene primary wing with office and cedar sauna, and a wine cellar create a home that is both historic and deeply livable. A post-and-beam barn/garage with guest apartment, additional barn, and second driveway complete this beautifully renewed Federal-era retreat, ready for its next chapter.

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

MLS Number 5051212

• Residential Single Family
• Full Bath 3
• Village Ludlow
• Construction Existing
• Bedrooms 5

Welcome to your mountain sanctuary in the heart of Solitude VillageOkemo’s premier slopeside community. This luxurious 5-bedroom, 3-bathroom retreat offers true ski-on/ski-off access, allowing you to hit the Rising Star Trail or Moon Shadow right from your doorstep. Step inside to a warm, elegant interior featuring radiant-heated tile and rich hardwood floors throughout. The expansive great room, with its stunning stone fireplace and vaulted ceilings, creates the perfect aprs-ski gathering space. Just off the great room, a custom beverage bar with seating for three invites you to unwind with a cocktail while watching the snow fall. The chef’s kitchen is appointed with high-end appliances, granite countertops, and custom cabinetryideal for entertaining. The dining room comfortably seats twelve, making it perfect for holidays and celebrations. After a day on the slopes, drop your gear in the well-designed mudroom with built-in cubbies before heading down to the walkout lower levelcomplete with a pool table, exercise space, sauna, and hot tub for ultimate relaxation. A large game room with tons of comfortable seating for movie watching. The spacious primary suite includes a private balcony, perfect for morning coffee with mountain views. Additional features include a dramatic carport entry, two-car garage, ample storage, and timeless craftsmanship throughout. Whether you're seeking a serene winter escape or an active four-season retreat, this home delivers. ROFR

Listed by Joseph Karl of William Raveis Real Estate Vermont Properties

MLS Number 5050485

• Residential Single Family
• Full Bath 5
• Construction Existing
• Bedrooms 7
• Bathroom 6

Back on market through no fault of seller. Sweeping views of Lake Champlain and the Adirondacks from this beautiful home with wraparound decks, a heated pool, and hot tub, perfect for entertaining or quiet retreats. With space to build additional residences, this rare, once in a lifetime, opportunity is ideal for a legacy estate. Experience the ultimate in privacy and prestige with this exceptional 7 bedroom, 6 bath Swedish Cope log estate, spanning over 9,200 sq. ft. and set on 100 acres of pristine Vermont countryside. Designed for the discerning buyer, this architectural masterpiece blends rustic elegance with modern luxury featuring soaring ceilings, a chef's kitchen, expansive living areas, and ensuite bedrooms throughout. Minutes to Hinesburg and close to Burlington, yet worlds away in peaceful seclusion this is luxury living at its finest.

Listed by Lejla Merina of Rockstar Real Estate Collective

MLS Number 5089125

• Residential Single Family
• Full Bath 6
• Construction Existing
• Bedrooms 4
• Bathroom 7

Set behind a gated entrance and approached by a winding private drive, this custom-designed fully-furnished residence is surrounded by 63.15 acres of beautifully landscaped, estate-like grounds offering exceptional privacy just minutes from Essex Junction and Burlington. Thoughtfully positioned to capture the natural beauty of the property, the home offers a rare balance of quiet seclusion and convenient access to nearby golf, dining, and Vermont's mountains. Designed for both refined entertaining and comfortable daily living, the home blends expansive gathering spaces with warm, inviting interiors. At the center of the main level, the chef's kitchen features a Wolf cooktop, oversized island, walk-in pantry, and custom copper-lined sink, flowing easily into both formal and casual living areas. Large windows and outdoor access throughout the home create a seamless connection to the surrounding landscape and expansive rear deck. With four bedrooms and 6.5 baths, the layout offers privacy and flexibility for hosting. The primary suite serves as a peaceful retreat with a spa-like bath, soaking tub, and generous walk-in closet, while three additional en suite bedrooms provide exceptional comfort. A third-level media room, bonus spaces, and a distinctive cupola with sweeping views add to the character and versatility you'll find throughout this home. The walkout lower level was designed with entertaining in mind, featuring a recreation room, bar, wine cellar, office, and full bath. Outdoors, the property continues to unfold as a private Vermont retreat with a pond and dock, raised garden beds, fire pit area, and professionally designed landscaping that brings color and enjoyment throughout the seasons. Offering the scale and setting of a country estate without sacrificing proximity to Greater Burlington conveniences, this is a property for those who value privacy, open space, and an elevated Vermont lifestyle.

Listed by Sarah Harrington of Coldwell Banker Hickok and Boardman