Very Cool Houses

MLS Number 5101688

• Residential Single Family
• PricePerSqFt 683.12
• Full Bath 2
• Construction Existing
• Bedrooms 5

4BR MAIN HOUSE, 1BR BARN APARTMENT, AND SEPARATE RESTORED VINTAGE BARN | Tucked along a quiet back road with the gentle sounds of the flowing Winhall River, this beautifully restored Vermont farmhouse feels worlds away, yet is just 10 minutes from Stratton Mountain Resort. Blending authentic character, exceptional craftsmanship, and modern comfort, the property offers a rare sense of privacy and retreat while keeping the mountain and year-round recreation within easy reach. Once the summer residence of renowned art historian Meyer Schapiro, the property retains the riverside beauty and creative spirit that have long defined it. Thoughtfully renovated by Vermont Country Builders, the home preserves its historic soul while providing quality and efficiency suited for each season. The main house spans three levels. An expanded kitchen with soapstone countertops opens to a spacious dining room and cozy sitting area with a gas fireplace. Original wide-plank floors, antique doors, and a classic clawfoot tub celebrate the home's heritage. Improvements include modern insulation, electrical, plumbing, a new foundation, sheetrock, a high-efficiency propane boiler, HRV ventilation, mini-splits, Marvin windows, and an improved floor plan. Additional upgrades include standing-seam roofs on all buildings, custom gutters and snow guards, updated baths, custom built-ins, new appliances, and AZEK decks. A separate guest house, originally Schapiro's art studio, offers a 1BR apartment with SMEG appliances, in-unit laundry, and a private hot tub. Below are heated storage and a screened porch. The restored barn offers parking and an EV charger. Extensive stonework, thoughtful landscaping, gardens, decks, a stone patio, and a welcoming front porch complement the peaceful setting along the Winhall River. Direct access to the West River Rail Trail makes it easy to walk, bike, swim, and explore right from home. Listing agent is related to seller. See neighboring property MLS #5101689.

Listed by Cheyanne Pugliese of The Haven Group

MLS Number 5102474

• Residential Single Family
• PricePerSqFt 447.04
• Full Bath 2
• Address 31 South Hollow Road
• Construction Existing

Welcome to 31 South Hollow Road, a gorgeous 4-bedroom home with mountain views surrounded by long rolling meadows overlooking stone walls and a private pond. On the first floor, you will find a large open concept kitchen/dining room with idyllic views of the pond, meadows and mountains, along with a cozy fireplace, a spacious pantry area, and a mudroom that sits adjacent to a sun-filled room perfect for putting on or taking off your gear. Also on the first floor is a living room with access to a covered porch area, a ½ bathroom, and an office which can also be converted to a bedroom on the main floor if desired. The second floor comes with a large primary bedroom with en suite bath and walk-in closet, as well as two other nicely sized bedrooms that share a full bathroom and a laundry room. The third floor has an unfinished room that could become an amazing private office, and a large finished space that had plumbing installed for an eventual third floor bathroom. This home also features a full basement with previously installed plumbing from when the home was originally built so that it could be converted into a finished space. The basement has both interior access and exterior access through a Bilco door. Outside, you will find 16.65 +/- acres of Pure Vermont with two open meadows, the largest of which is entirely fenced in with multiple gated entries and a small barn. This home is located in a very scenic, private area that is minutes from Sugarbush Resort, Sugarbush Golf Course, Sunset Rock and Warren Village. Come take a look around and imagine the possibilities of this spectacular property.

Listed by Michael Brodeur of Bradley Brook Real Estate

MLS Number 5108291

• Residential Single Family
• PricePerSqFt 529.75
• Full Bath 1
• Address Lot 2 Lockerby Lane
• Construction New Construction

Scheduled for completion by Late November2026, this exceptional Isle La Motte waterfront residence was meticulously constructed by award-winning Hayward Design Build to harmonize with the island’s rugged natural beauty while delivering cutting edge energy efficiency and an uncompromising lakeside lifestyle. Set slightly above the shore with direct private frontage on the Isle La Motte Passage and Broad Lake, the property offers panoramic Lake and Green Mountain views with a gradual, stair-free access from the home to your private beach. The light-filled main living level showcases an airy open design with 10-foot ceilings and expansive floor-to-ceiling windows framing spectacular views to the south and east. The state-of-the-art kitchen features a clean modern aesthetic with Yorktowne Iconic soft close cabinetry, quartz countertops, walk-in pantry, an island with seating, and GE Caf stainless appliances, including an induction range with a double oven. Premium 100% waterproof Coretec XL LVP flooring extends throughout the living areas, while sliding doors open to large covered porches and patios ideal for al fresco dining on warm evenings. A Vermont Hearthstone wood stove provides cozy warmth and ambiance on cool autumn evenings. The thoughtfully designed 3 bedroom residence offers 2 primary suites. All suites enjoy lake and mountain views, ceiling fans, ample closets, and beautifully appointed private baths with custom tile, spacious walk-in showers. Advanced smart-home technology integrates Ecobee thermostats with intuitive remote monitoring and management. The fully conditioned 2 car garage includes two 50 amp outlets for level 2 car charging. ***Some Photos are of Home on Lot 3 ( next door) which is exact same home size , building specifications with the floor plan reversed.

Listed by Franz Rosenberger of Coldwell Banker Islands Realty

MLS Number 5112138

• Residential Single Family
• PricePerSqFt 667.35
• Construction Existing
• Bedrooms 5
• Bathroom 4

Exceptional Vermont Log Home on 23.13 Acres with Horse Property & Mountain Living Appeal. Meticulously maintained and beautifully landscaped, this stunning five-bedroom, four-bath log home offers the perfect blend of rustic charm, modern comfort, and exceptional amenities. Set on 23+ private acres, the property features covered porches, a relaxing hot tub deck, stone patio, and expansive outdoor spaces designed for enjoying every season. Inside, the main level welcomes you with a spacious kitchen that flows seamlessly into the large dining area and cozy office nook. The impressive 29' x 16' family room showcases a dramatic floor-to-ceiling wood-burning fireplace, creating a warm and inviting gathering space. Oversized windows throughout fill the home with natural light and frame the beautiful views. The upper level features a private primary bedroom with en-suite bath, two additional guest bedrooms, and a ¾ bath. The lower level offers flexible living space with both interior stairs and walkout access, including a generous mudroom, entertainment area with built-ins, two additional bedrooms, a ¾ bath, laundry area, second oven, and mechanical room. Equestrian enthusiasts will appreciate the three-stall barn with tack room, hay loft and paddock, run-in, plus generous fenced pastures. You can navigate the developed trail system on foot or four wheeler, snow-shoe across rolling pastures; or snowmobile with direct VAST Trail access.The heated garage/workshop has a concrete floor, forced hot air furnace and plenty of storage, ideal for projects or recreational equipment. Recent updates include a new Buderus boiler, water heater, and well pump in 2023. All three buildings feature durable standing seam metal roofs. With its exceptional craftsmanship, equestrian amenities, and peaceful acreage setting, this remarkable log home is a rare opportunity to enjoy the best of Vermont living. Less than 15 minutes to Okemo!!! This turn-key property is offered "mostly" furnished.

Listed by McLaughlin Team of Mary W. Davis Realtor & Assoc.,Inc.

MLS Number 5104621

• Residential Single Family
• PricePerSqFt 520.83
• Full Bath 4
• Address 111 Pine Tree Lane
• Construction Existing

Experience the perfect blend of timeless craftsmanship and mountain living in this exceptional custom built 3 bedroom, 5 bathroom home in Fayston's sought after Hiddenwood community, ideally situated between Mad River Glen and Sugarbush Resorts. Offering three finished levels plus a beautifully appointed bonus dwelling, this property captures the warmth and character of a true Vermont retreat. Inside, 9 foot ceilings, smooth plaster walls, new hardwood floors, exposed timber details, and a custom solid fir staircase create an inviting atmosphere. The chef's kitchen features handcrafted pecan cabinetry, Brazilian soapstone countertops, a native soapstone island, and generous workspace. The adjoining dining and living areas center around a cozy wood burning fireplace, while expansive windows showcase peaceful woodland views. The second floor offers an open loft ideal for an office or additional living space, plus two spacious bedroom suites. The vaulted primary suite includes a walk-in closet and luxurious Carrara marble en-suite bath. The full daylight lower level, warmed by radiant heat, features a large recreation room, additional bedroom, full bath with slate and quartz finishes, abundant storage, and flexible space for guests or entertaining. Above the garage, a stunning luxury living space offers custom cabinetry, high end appliances, stone details, built-ins, radiant heat, a custom tile bath with river-rock shower floor, exposed beams, barn-board ceilings, and premium finishes, ideal as a guest retreat, private residence, or potential rental. Additional features include an outdoor hot-water shower, utility sink, RV hookup with power and sewage, and integrated water service. With hiking, backcountry skiing, mountain biking, and year round recreation just outside your door, this extraordinary property offers luxury, comfort, versatility, and the authentic Mad River Valley lifestyle. Make this home yours today!

Listed by Brian Kitchens of Vermont Real Estate Company

MLS Number 5064426

• Residential Single Family
• PricePerSqFt 556.98
• Full Bath 2
• Address 72 Wood Road
• Construction Existing

Dual residential hilltop with a river view and commercial property located on US Route 4 in Vermont - the scenic east-west crossroad carrying travelers from the New York border, across the Green Mountains, to the Connecticut River at the New Hampshire border. The property boasts a 1.5 story Cape (3 bedrooms, large first floor office/sitting room, or B & B room with quaint clawfoot tub private bath); upstairs office, and more! Built in the 1850's, the residence has 2,334 sq ft. A successful farmers market for many years, the property has greenhouse capabilities, two large barns, a farmer's garage, milkhouse, dairy milking parlor, and a shed for ducks next to the pond, as well as additional farmstand space. Close proximity to the Killington Ski Area - with highway frontage between Quechee and Woodstock - and minutes from Dartmouth College in Hanover, NH; the intersection of I-89 and 91 at the Connecticut River; as well as Northern New England's major DH Medical complex and Cancer Center in Lebanon, NH, and the VA Hospital in White River Junction. Professional design plans for a Vermont-style Inn and restaurant could be available with a Buyer Agreement. On the hilltop above Route 4, with a great view of a bend in the Ottauquechee River, this truly is a 'must see' home and business opportunity.

Listed by Terry Boone of Bassette Real Estate Group

MLS Number 5107328

• Residential Single Family
• PricePerSqFt 420.85
• Full Bath 3
• Construction Existing
• Bedrooms 4

Welcome to 334 Upland Mowing Road , a truly special Waterbury property where privacy, nature, and Vermont living come together. Set on 23.54 acres along a quiet country road, this property offers a peaceful retreat surrounded by mature hardwoods, open meadow, forested trails, gardens, and a pond. From the moment you make your way down the winding drive, it is easy to appreciate the sense of seclusion and tranquility this property provides. The land creates a wonderful backdrop for enjoying the outdoors, whether you are exploring the trails, relaxing in the gardens, or simply sitting quietly and taking in the sounds of nature. Wildlife is abundant here, making this a special place for anyone who appreciates Vermont's natural beauty. Deer, birds, and other woodland visitors are frequent sights, and the changing seasons bring something new to enjoy throughout the year. The custom contemporary home was thoughtfully designed to take advantage of its natural surroundings, with expansive windows, vaulted ceilings, abundant natural light, and an open-concept layout. The property offers multiple spaces for relaxing and entertaining, while the surrounding acreage provides plenty of room to breathe and enjoy the privacy that is increasingly hard to find. Located just minutes from the conveniences of Waterbury and Stowe while feeling worlds away, 334 Upland Mowing Road offers a rare opportunity to own a substantial piece of Vermont land in a peaceful, private setting. Come experience the quiet, the wildlife, and the unmistakable feeling that you have found your own little corner of Vermont.

Listed by Michele Smedy of KW Vermont - Montpelier

MLS Number 5090122

• Residential Single Family
• PricePerSqFt 251.35
• Full Bath 4
• Construction Existing
• Bedrooms 5

Set high above the surrounding countryside with sweeping views toward Salem Lake and the mountains beyond, this exceptional Derby property offers a rare combination of luxury, privacy, and possibility in Vermont's Northeast Kingdom. Set on 14.8 acres, the custom-built home was thoughtfully designed for comfortable everyday living and unforgettable entertaining. Soaring ceilings, dramatic open spaces, a stunning stone fireplace, and walls of windows create a striking first impression while keeping the surrounding landscape front and center. The chef's kitchen is truly the heart of the home, featuring premium Miele and Dacor appliances, custom cabinetry, abundant workspace, and an effortless flow into the dining and living areas. The spacious primary suite offers a private retreat with its own deck, spa-inspired bath, and breathtaking views. Upstairs, generously sized guest bedrooms, charming architectural details, and inviting spaces provide room for everyone to feel at home. Expansive decking makes the most of the panoramic setting, whether hosting guests or simply enjoying Vermont's changing seasons. Additional highlights include a heated attached garage, substantial unfinished bonus space above the garage, and a radiant-heated walkout lower level with multiple exterior access points. These areas offer exceptional flexibility for future living space, recreation, a studio, workshop, or home office. Generator wiring and a whole-house fan add comfort and convenience. Whether you are seeking a luxury primary residence, a Vermont retreat, or an extraordinary property with privacy and room to grow, 1784 Nelson Hill Road is a truly special offering. For buyers seeking a larger estate, an additional 70.9 acres consisting of four separately subdivided parcels may also be purchased with the home. See MLS #5101089 for details.

Listed by Erika Pierce of Four Seasons Sotheby's Int'l Realty

MLS Number 5106325

• Residential Single Family
• PricePerSqFt 745.69
• Full Bath 2
• Address 200 Bryan Road
• Construction Existing

THOUGHTFULLY DESIGNED SPACES STUNNING MOUNTAIN VIEWS WONDERFULLY COMFORTABLE LARGE FAMILY ROOM ABUNDANT NATURAL LIGHT Experience contemporary comfort and peaceful seclusion in this remarkably well- redesigned home that has undergone an in-depth renovation, resulting in a residence that feels fresh, sophisticated, and filled with natural light. Enjoy breathtaking mountain views from the newly added deck that allows for cozy evenings or large family gatherings. Thoughtfully planned, the well-designed floor plan provides effortless flow between living spaces while capturing amazing views of Pinnacle Mountain. Located just a short walk to the local blueberry farm or your private, babbling creek, and a short drive to the Stowe Pinnacle trailhead, it's the ideal location for taking in all the year- round options available in Stowe. And downtown Stowe is less than 2 miles away! This house offers the space for dining indoors or out, entertaining, or simply taking in the surrounding landscape. The wonderfully comfortable, recently-added family room is a space you may never want to leave, with large windows to take in the scenic views, perfect for quiet evenings, but large enough for gatherings with family and friends. Upgrades to the heating and air conditioning systems provide comfort for all seasons. Extensively renovated from top to bottom, this distinctive home provides abundant natural light, thoughtfully designed spaces, and spectacular mountain views, resulting in a fabulous combination of contemporary style, comfort, and all the things that highlight the Vermont lifestyle. Highlights o Fully renovated with modern finishes o Quiet setting on low-traffic road o Stunning views of Pinnacle Mountain o New front deck and rear cooking deck o Two large detached sheds o Fully renovated kitchen and bathrooms o New low-temp mini-splits upstairs and downstairs o New metal roof o New flooring throughout o New swing windows and insulation o On-site babbling creek

Listed by Lea Van Winkle of Four Seasons Sotheby's Int'l Realty