Very Cool Houses

MLS Number 5093229

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

Perched atop a scenic hill on over 60 acres of pristine countryside, this exceptional Timberpeg home offers breathtaking views of Jay Peak and the perfect blend of luxury, efficiency, and rural elegance. Surrounded by sweeping views and abundant privacy, this extraordinary property combines timeless craftsmanship, modern efficiency, and the tranquility of Vermont's countryside, creating a truly rare opportunity to own a one-of-a-kind estate. Designed for comfort in every season, the home features radiant heat, hot water baseboard heat, four mini-split units, a propane fireplace, and a standby generator for peace of mind. Additional quality features include a drilled well, 200-amp electrical service, central vacuum system, and a radon mitigation system already in place. The thoughtfully designed floor plan offers convenient first-floor living with a spacious primary suite and laundry room on the main level, while three additional bedrooms upstairs provide ample space for family and guests. The heated three-car garage adds year-round convenience. Equestrians and hobby farmers will appreciate the beautiful horse barn located a short distance from the main residence, offering endless possibilities for horses, livestock, or equipment storage.

Listed by Larry Faust of Big Bear Real Estate

MLS Number 5101688

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 5
• Bathroom 4

10 MINUTES TO STRATTON RESORT | 4BR main house, 1BR barn apartment, and separate restored vintage barn | Just minutes from Stratton Mountain Resort, this beautifully restored Vermont farmhouse blends authentic character, exceptional craftsmanship, and modern comfort. 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 finished levels. An expanded kitchen with soapstone countertops opens to a spacious dining room and cozy sitting area with gas fireplace. Original wide-plank floors, antique doors, and a classic clawfoot tub celebrate the home's heritage. Extensive improvements include modern insulation, electrical, plumbing, a new foundation, sheetrock, high-efficiency propane boiler, HRV ventilation, mini-splits, Marvin windows, and an improved floor plan. Additional upgrades include standing-seam roofs on all three 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 self-contained one-bedroom apartment with SMEG appliances, in-unit laundry and private hot tub. Below is a large heated storage area and screened porch. The vintage barn has been stabilized and restored with parking and EV charger. Extensive stonework, thoughtful landscaping, gardens, decks, a stone patio, and welcoming front porch complement the 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. Less than a mile from Honeypie and Rawsonville Market and only minutes from Stratton Mountain Resort. Listing agent is related to seller. See neighboring property MLS # 5101689.

Listed by Cheyanne Pugliese of The Haven Group

MLS Number 5077720

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

Gorgeous, renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient mini-split systems, and a Tesla Powerwall provides added energy independence and peace of mind. The main house offers four bedrooms, a fabulous chef's kitchen with quality finishes and generous workspace, and warm, inviting living areas filled with abundant natural light. Magnificent views of Mount Anthony and the sweeping five-acre meadow below can be enjoyed from the kitchen, dining room, living room, and screened porch-where wildlife is often part of the daily landscape. A new large enclosed porch further expands the living space, creating the perfect setting to relax or entertain year-round. Set on 17+ picturesque acres framed by classic stone walls, the property offers lovely views, open meadow, and wooded privacy with ample outdoor space to explore and enjoy. A three-car detached garage provides excellent space for vehicles, storage, or hobby use, while a workshop and spacious woodshed add exceptional functionality. Equestrian enthusiasts will appreciate the charming pony barn and paddock, completing this truly special setting. A rare opportunity to own a beautifully expanded home with multiple living options, sustainable features, and breathtaking views in a serene and private landscape.

Listed by Kelley McCarthy of Mahar McCarthy Real Estate

MLS Number 5093727

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 3
• Bathroom 2

They say land remembers. On Rush Meadow Road-where rolling fields meet the quiet rhythm of the seasons-there is a place that has been held, cared for, and passed down for over a century. This 103-acre estate is not something that was assembled. It was lived. Worked. Protected. For generations, it operated as a dairy farm, and the land still reflects that stewardship-lush hayfields, a ready-to-tap sugarbush, rich soil for gardening and beautiful solar exposure across every acre. It's the kind of property that continues to give, year after year. At its heart sits a classic Vermont farmhouse with 3 bedrooms and 1.5 baths, grounded by its traditional woodshed ell and surrounded by substantial garage and equipment space. It's practical, authentic, and full of quiet character-equally suited as a full-time residence or a welcoming guest house. To the west, the land opens into sweeping fields with one of the most compelling building sites in the region-long-range views stretching to Mt. Ascutney, expansive and uninterrupted. Whether you envision a private compound, a retreat, or preserving the land as it has been for generations, the setting invites something meaningful. Consider your dream home resting at the height of the land, the beginning to your own heritage. Moments from Brownsville, with easy access to trails across Ascutney Mountain, coffee at local favorites like the Butcher & Pantry, and the culture of Woodstock just 25 minutes down the road, this property offers both connection and complete escape. This is not simply a farm. It is a legacy-waiting for its next chapter

Listed by Katie Ladue Gilbert and Allison Griep of BHHS Verani Upper Valley

MLS Number 5089425

• Residential Single Family
• Full Bath 2
• Address 527 Sleighbell Lane
• Construction Existing
• Bedrooms 4

Set on over 11.5 private acres, this custom-built Colonial offers the kind of comfort, craftsmanship, and peace of mind that's increasingly hard to find. Thoughtfully designed and maintained since it was built in 2004, this home blends timeless style with practical features for everyday living. With over 4,300 square feet, the layout provides generous space without feeling overwhelming. The home is permitted for four bedrooms, with flexibility for additional rooms to accommodate guests, hobbies, or a home office. Five full bathrooms and a half bath ensure convenience for both residents and visitors. The main level is designed for ease and accessibility, featuring a spacious primary suite with a spa-like bathroom, complete with a soaking tub. A two-story great room with a striking floor-to-ceiling stone fireplace creates a welcoming gathering space, while hardwood floors and central air conditioning add comfort throughout. The kitchen is equipped with high-quality Viking appliances, ideal for those who enjoy cooking and entertaining. Outside, the property has been thoughtfully improved to enhance mountain views and to maximize natural light. Additional features include a heated two-car garage, a large laundry room, ample storage space, and a finished lower level with a recreation or fitness area that opens directly to a bluestone patio. An elevated screened porch offers a quiet place to relax and enjoy the surrounding landscape.

Listed by David Halligan of Four Seasons Sotheby's Int'l Realty

MLS Number 5096933

• Residential Single Family
• Full Bath 3
• Address 2643 Sugar Hill Road
• Construction Existing
• Bedrooms 4

A Private Vermont Sanctuary on 135 Spectacular Acres. Set on an extraordinary 135-acre parcel of rolling hills, open meadows, and peaceful woodlands, this lovely and stylish country retreat offers exceptional privacy and timeless Vermont beauty. Built in 1985, the contemporary home is enhanced by underground utilities that preserve the natural landscape and create a true sense of sanctuary. The interior features soaring vaulted ceilings, walls of windows that flood the home with natural light, and an open floor plan designed for comfortable living and entertaining. The beautifully renovated white kitchen flows seamlessly into the spacious family room, where rich brick flooring and two fireplaces create a warm and inviting gathering space. Offering four bedrooms and three full baths, the home features two primary suites-one on the first floor and another on the second making it ideal for family, guests, or multi-generational living. Originally owned by an equestrian, the restored historic barn has been thoughtfully converted into a five-stall horse barn with a spacious loft that has served as a basketball court and recreation area, offering endless possibilities. The solar energy system keeps electric costs to a minimum while underground power enhances the property's pristine appearance. Miles of open land provide opportunities for horseback riding, hiking, cross-country skiing, farming, gardening, or simply enjoying the abundant wildlife and spectacular mountain views. Located in one of Vermont's most desirable country settings, surrounded by beautiful homes and scenic landscapes, yet just minutes from world class skiing at Killington Resort, "The Beast of the East," and Okemo Mountain Resort. Manchester is nearby for upscale shopping, dining, galleries, and entertainment, while Rutland offers a vibrant downtown, renowned Farmers Market, the Paramount Theatre, excellent restaurants, and Amtrak's Ethan Allen Express with direct service to New York City.

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

MLS Number 5101746

• Residential Single Family
• Address 141 Allan Ridge Road
• Construction Existing
• Bedrooms 3
• Bathroom 3

Sweeping Green Mountain views, 3.6 private acres, and authentic timber-frame craftsmanship define this beautifully updated contemporary home just 3.7 miles from the village of Stowe. A picturesque private drive, with only a short stretch of dirt road, leads to this peaceful retreat where privacy, convenience, and year-round recreation come together minutes from world-class skiing, hiking, mountain biking, dining, and shopping. The dramatic great room features soaring ceilings, exposed post-and-beam timbers, a floor-to-ceiling stone gas fireplace, and integrated whole-house Sonos audio. It flows into the kitchen with a tile backsplash, five-burner cooktop, pull-out cabinetry, leathered granite countertops, and generous workspace. The main-level primary suite offers a walk-in closet and direct access to a three-season porch opening onto the expansive deck. The renovated bath features a walk-in steam shower with a linear drain and updated tile. The deck and attached screened porch provide exceptional outdoor living with long-range mountain views. A loft office and private balcony overlook the living space below. The finished lower level offers two spacious bedrooms, each large enough for two queen beds, a full bath, a family room ideal for guests or multigenerational living, and a custom wet bar. A central mudroom connects the home to the oversized attached two-bay garage with room for a substantial workbench. Above the garage, the finished bonus room with pool table is ideal as a game room, media room, home gym, or studio. Year-round comfort is provided by central air conditioning, a whole-house automatic generator, Rinnai on-demand propane hot water, forced-air propane heat with mini-split backup, and 200-amp electrical service. Offering more than 3,400± finished square feet, this exceptional home combines authentic timber-frame craftsmanship, flexible living space, and the privacy of a spectacular mountain setting just minutes from everything that makes Stowe

Listed by Zeph Bryant of Coldwell Banker Carlson Real Estate

MLS Number 5058749

• Residential Single Family
• Full Bath 3
• Address 932 Mcnamara Road
• Construction Existing
• Bedrooms 4

It's SUMMER in Dorset and Manchester Vermont and this home screams opportunity ! NEW ROOF and exterior maintenance all updated for new owner! Situated in a most beautiful 5.4 acre setting of mature trees, landscaping and privacy, tucked away at the end of a gently curved, tree-lined drive. Located just over the Manchester Dorset town line, where Three Maple Drive becomes MacNamara, you'll experience the rare combination of private country living with the convenience of being in the Manchester Village or Dorset Village in 5 minutes. This well built and maintained residence offers an abundance of space and an open floor plan ready for you to create your legacy home. Inside, locally sourced marble floors flow into rich cherry hardwoods, setting the tone for quality throughout. Soaring ceilings extend from the foyer into the formal living room with a wood-burning fireplace and into the relaxed family room, where a second fireplace with a dramatic floor-to-ceiling brick hearth creates a warm gathering space. The formal dining room opens to an expansive eat-in kitchen, designed with generous counter space for cooking, entertaining, and daily living. The serene primary suite offers oversized windows and a charming pellet stove, while the spa-like bath includes a soaking tub, walk-in shower, double vanity, and ample closets. A private guest suite with its own bath and a laundry/utility room complete the first floor. Upstairs are two additional guest bedrooms, a full bath, and a spacious recreation room with wet bar and wood finishes-ideal for a pool table or media space. A detached, heated and cooled studio offers the perfect home office, art studio, or retreat. Nestled on 5 picturesque acres and just a short stroll to the Equinox Highlands Natural Area, this property balances sophistication, comfort, and Vermont lifestyle.

Listed by Britt Wohler of WOHLER REALTY GROUP, Martina Dvorak-Grattan of Wohler Realty Group

MLS Number 5073797

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 3
• Bathroom 4

Custom built by its owners in 1987 and thoughtfully renovated over the years, this exceptional contemporary home blends timeless design with outstanding craftsmanship. Recent improvements include a new roof within the past five years, Marvin windows installed throughout over the last two years, and a new four-bedroom septic mound system completed in 2024. Designed with accessibility in mind, the home offers exceptional ADA features, including an elevator, a custom kitchen, and a beautifully designed primary suite with wheelchair-accessible cabinetry, generous clearances, and a luxurious bath with a roll-in tiled shower. The light-filled main living level features an open floor plan anchored by a dramatic wall of south-facing windows that brings the outdoors in. The renovated kitchen is the heart of the home, showcasing newer stainless-steel appliances, custom cabinetry, and a large island topped with a striking Sapele countertop, perfect for gathering with family and friends. A wood-burning stove creates a warm focal point for winter evenings, while the recently renovated deck and screened porch invite summer entertaining. The spacious primary suite is also located on this level, offering a walk-in closet and an elegant accessible bath. Upstairs, a private bedroom suite features its own walk-in closet and beautifully appointed custom bath. The entry level provides outstanding flexibility with a large recreation room, an additional bedroom and bath, direct access to the bluestone patio, and convenient elevator access to the main living level. Surrounded by a peaceful private setting, this property offers the perfect balance of tranquility and convenience. Charlotte Town Beach is just 12 minutes away, with Mt. Philo's hiking trails nearby. Shelburne Village, Burlington, UVM Medical Center, and the airport are all within an easy 20-minute drive, making this an extraordinary place to call home.

Listed by Mary Palmer of Four Seasons Sotheby's Int'l Realty