Very Cool Houses

MLS Number 5072035

• Residential Single Family
• Full Bath 1
• Address 249 Sawyer Road
• Construction Existing
• Bedrooms 3

Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary residence is perfectly sited to overlook Woodstock's iconic Mount Tom and the Marsh-Billings Museum, Vermont's only National Park. The property sits at the end of a quiet road with only one other neighboring residence and is surrounded by over 400 acres of conserved land. There is a bedroom suite on each of the three levels, allowing family members or guests to claim their own space. The open living room on the main level is a natural gathering place, either by the fire in the winter, or out on the deck in the summertime to take in the views. The adjoining 1,040-sqft modern pool house was completed in 2023, providing a luxurious new extension of the home. Inside is an open floor plan, where floor-to-ceiling windows showcase unobstructed mountain views to the North and West. Thoughtfully designed with a custom Viking kitchen, spa-style walk-in shower, and guest bed, the pool house is ideal for entertaining guests, hosting family parties, or relaxing apres-ski. The outdoor heated pool is a centerpiece of the property, providing four-season enjoyment.

Listed by Andrew Bustin and T Story Jenks of LandVest,Inc/Woodstock

MLS Number 5094600

• Residential Single Family
• Full Bath 4
• Address 5798 South Road
• Construction Existing
• Bedrooms 8

Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered stonewalls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first floor primary suite with private bath, vaulted ceilings and new large walk in closet. Kitchen features thermador appliances and quartz counters anchored by a large dining room with stunning wood floors. An expansive cozy living room centered by a handsome brick fireplace to curl up with a book on a snowy day. The rooms are spacious and inviting with an abundance of light, exposed original hand-hewn beams and easy access for outdoor entertaining on the brick patio or the new east terrace. Enjoy a separate 3 bedroom Guest House for friends/family with good rental income history. New Tesla Tower for backup power. Located in the heart of horse country and the village of South Woodstock. Enjoy skiing, championship golf and fly fishing on the Black River. Easy access to shopping, restaurants and Upper Valley. Only 8 minutes to Woodstock, 2.5 hours to Boston and 5 hours to NYC. Kedron Valley Farm is a stunning, quintessential farm in the heart of GMHA.

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

MLS Number 5081997

• Residential Single Family
• Full Bath 4
• Construction Existing
• Bedrooms 5
• Bathroom 6

Welcome to Green Peak Orchard in Dorset, Vermont, where timeless architecture and exceptional craftsmanship define this custom Greek Revival residence on 9.9 private acres. Surrounded by mature landscaping, stone walls, and slate terraces, this remarkable home blends classic New England elegance with modern comfort. Designed with meticulous attention to detail, the home features wide-plank floors, hand-plastered walls and ceilings, custom moldings, historic reproduction lighting, finely crafted wainscoting and cabinetry, plus premium materials including slate and copper roofs, Vermont marble, and soapstone. A brick-floored mudroom opens to the heart of the home; an expansive, sun-filled chef's kitchen with butler's pantry, dining area, and bar. Just beyond, a charming kitchen garden provides fresh herbs and seasonal blooms. The adjoining keeping room with fireplace flows into a rustic family/sunroom anchored by a dramatic Vermont fieldstone fireplace. French doors from both rooms open to a gracious slate terrace, creating seamless indoor-outdoor living and entertaining. A hardwired audio system enhances the home's inviting atmosphere. The main level also offers a book-lined library and a private guest bedroom with full bath. Upstairs, the primary suite is a peaceful retreat with a spacious spa-inspired bath. Three additional bedrooms and two full baths provide generous accommodations. Radiant heat throughout ensures year-round comfort. The full basement, complete with radiant heat and a half bath, offers outstanding potential for additional finished living space. Landscaped grounds feature mature gardens, stonework, an outdoor shower, and a hot tub for relaxing beneath the night sky. Completing the property are a two-story attached barn/workshop, a two-car garage with loft storage, and an attached tractor shed. A rare offering which must be seen to fully appreciate. Measurements approximate.

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

MLS Number 5093109

• Residential Single Family
• Full Bath 1
• Address 198 Brackett Road
• Construction Existing
• Bedrooms 3

Extraordinary VT Estate & Recreational Property - 213.9± acres across 4 parcels-A truly rare opportunity to own a legacy property with a rich history, exceptional acreage, multiple residences, and breathtaking natural beauty. Encompassing approximately 213.9 acres across 4 separate parcels, this remarkable property offers an unparalleled combination of residential, recreational, agricultural, & investment potential. The primary parcel consists of 142.6 acres and features a 3-bed, 2-bath main residence, a 2-bed, 1-bath secondary home, a large workshop with a 1-bed, 1-bath apartment, & small horse barn, providing ample flexibility for multi-generational living, rental income, guest accommodations, or a home-based business. Adding to the appeal are 3 additional parcels totaling 71.3 acres. One parcels encompasses 34 acres and includes a State-approved septic design for a 3-bed home, presenting an outstanding opportunity for future development. This parcel boasts magnificent views overlooking the CT River, creating an exceptional homesite surrounded by Vermont's natural beauty. The property is a true outdoor enthusiast's paradise, featuring an incredible 13 ponds scattered throughout the landscape, attracting abundant wildlife & enhancing the property's scenic appeal. From select vantage points, enjoy views of Lake Morey & Lake Fairlee, adding to the property's already impressive collection of natural features. Accessed by a privately maintained rd, the property offers exceptional privacy while remaining accessible year-round. Formerly known as Record Ridge Hunting, the land has a longstanding reputation as a premier destination for outdoor recreation. The diverse terrain, extensive acreage, ponds, and wildlife habitat make it ideal for hunting, hiking, horseback riding, ATV use, or simply enjoying the peace and solitude of a large VT landholding. Whether you're searching for a family compound, sporting property, or investment opportunity, this property is a must see.

Listed by Laurie Kirkpatrick of Coldwell Banker LIFESTYLES - Hanover

MLS Number 5091062

• Residential Single Family
• Full Bath 2
• Address 66 Hollow Farm Road
• Construction Existing
• Bedrooms 5

CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef's kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead-with its native timbers and stone fireplace-creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House-a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience.

Listed by David Donegan of Snyder Donegan Real Estate Group

MLS Number 5096174

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

Gorgeous 5+ acre Charlotte, Lake Champlain oasis with stunning views and picturesque grounds. This artfully updated contemporary waterfront home integrates a large rolling green landscape approaching 480'+/- of owned lake frontage with comfortable living including serene swimming pool that highlights the beautiful surroundings from every angle. The 4 bedroom, 4 bathroom home offers over 3,500 sq. ft. of living space. The front door opens to a spacious living room with clean sight lines of the lake and lawn through a beautiful southern bank of windows. The meticulously renovated kitchen by Dovetail Designs features soapstone counters, Plato cabinets, and ingenious built-ins that flow seamlessly between workspace and dining while capturing stunning water views and ample sunlight. A cozy den and sitting room exude warmth with a gas fireplace installed in 2025. Upstairs, the primary suite offers elevated views of the lake and mountains, a walk-in closet, and a luxurious full bathroom with soaking tub and water views all its own. A second bedroom with bonus/office space and an additional full bathroom complete the level. The lower level features a spacious family room with French doors opening to the rolling lawn and lake beyond, two additional bedrooms, a bonus room, and a ¾ bath with laundry. Recent updates include refinished floors, new roof, painted exterior, new French doors, kitchen renovation, gas fireplace, and more. The grounds are extraordinary - fruit trees, gardens, berry patches, and mowed paths lead to the expansive lakefront with dock included. A true boater's paradise nestled within Town Farm Bay, overlooking Point Bay Marina. Two outbuildings offer exciting expansion potential. A truly remarkable property on Charlotte's sought after Thompsons Point.

Listed by David Parsons of RE/MAX North Professionals - Burlington

MLS Number 5080212

• Residential Single Family
• Full Bath 4
• Address 46 Deer Run
• Construction New Construction
• Bedrooms 3

EXCEPTIONAL BRAND-NEW SKI HOME IN KILLINGTON! Nestled on 0.88 acres in one of Killington's most sought-after locations, this brand-new multi-bedroom with five sleeping rooms-including three officially designated bedrooms-and four bathrooms, this home offers a high level of comfort, luxury, craftsmanship, and energy efficiency with arguably one of the best views in town. Enjoy soaring ceilings-28 feet in the den, 12 feet in the upstairs common areas and primary suite, and 10 feet in the basement-plus Anderson windows that flood the space with natural light. A real masonry fireplace with native granite stone anchors the open living area. The chef's kitchen features GE Profile appliances, three ovens, septic-safe disposal, and a Blanco barn sink. Moen matte finishes, custom woodwork, and ¾" knotty pine tongue-and-groove accents create a warm mountain retreat, complemented by Danaher-finished yellow pine floors with a durable oil coating. Each bath showcases Chicago brick tile for rustic charm. Built for efficiency, the home exceeds standards by 20% with whole-house spray foam, high-end plumbing, multi-zone HVAC with high-efficiency AC, heated garage, ski room with custom cubbies, 1,000-gallon propane tank, and generator readiness. Also, offer 3,000 + additional unfinished square footage for a total of over 7000 sq/ft. The exterior features CertainTeed cedar impression siding and a standing seam metal roof with snow guards. Just minutes from lifts and Killington's famous access road, this rare offering blends luxury, durability, and location. Easy to show or make sure to watch the video.

Listed by Daniel Pol of Killington Pico Realty

MLS Number 5092853

• Residential Single Family
• Full Bath 4
• Address 2060 Townshend Road
• Construction Existing
• Bedrooms 6

A rare opportunity to own one of Southern Vermont's most remarkable private estates, Riverledge Farm encompasses more than 300 acres in the historic village of Grafton. Nestled in the Green Mountains, this exceptional property combines natural beauty, recreation, and a large homestead. A winding approach framed by mature maple trees and classic stone walls leads to the elegant white farmhouse, where timeless Vermont character meets modern comfort. The residence features six bedrooms, four bathrooms, and two kitchens, complemented by an impressive collection of outbuildings, including a 4,000+ square foot timber frame barn for events, five-bay garage with workshop and offices, seven-bay pole barn, and a three-stall horse barn with heated tack room. Additional accommodations include a separate guest or caretaker residence and two rustic cottages. The substantial acreage includes timberland and open pastures, a half-acre aerated pond, more than two miles of streams, and 6.7 miles of private roads and trails throughout the property. Bordering Mollie Beattie State Forest and the South Branch of the Saxtons River, the land offers opportunities for outdoor recreation, forestry, conservation, maple sugaring, and agricultural pursuits. Three access points to the VAST trail network add to the property's recreational appeal. Meticulously maintained grounds, diverse natural features, and a location near the village of Grafton complete this rare Vermont offering.

Listed by Erin McCormick of KW Vermont

MLS Number 5059095

• Residential Single Family
• Full Bath 1
• Address 56 Vistas Drive
• Construction Pre-Construction
• Bedrooms 4

NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of a single family home coupled with the convenience, service, and amenities of a homeowners association. Situated in the center of one of Killington's only ski on/ski off communities, the Vistas enables occupants to access the ski lifts and trails, and return home, without the need for a vehicle. The high quality homes being built offer 4 luxury bedroom suites each with a balcony and private bath, a great room with soaring fireplace, and a recreation room with walkout to a private deck. This home features a home office space, radiant heat, a ski storage/mudroom, and 1-car attached garage. Only 6 homes comprise the Vistas community on a 3.8 acre parcel of common land within the Sunrise community. Each home has full access to all Sunrise amenities including an indoor pool, outdoor summer pool, outdoor year round hot tub, fully equipped fitness center and locker rooms, tennis courts, and extensive trail network. Call now to hear more about this unique and limited opportunity to customize one of only three more homes being built at The Vistas. *Photos are representative of a previously constructed Vistas Home. Property for sale is yet to be built*

Listed by Heidi Bomengen and Kaitlyn Hummel of Prestige Real Estate of Killington

MLS Number 5085635

• Residential Single Family
• Full Bath 1
• Address 59 Garden Loop Road
• Construction New Construction
• Bedrooms 4

JULY 23 - Significant new price change today! - Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry areas. The well designed kitchen with Italian custom cabinetry offers an impressive honed granite island, Thor oven and 6 burner cooktop, Bosch dishwasher, Zline frig/freezer. Beautiful French oak floors throughout. Brizo hardware. Sonos sound system. Air conditioning. HVAC system is variable refrigerant flow (VRF). Weather Shield windows and doors. Heated two car garage. HOA fees include road and driveway maintenance, caretaking, lawn care and private winter shuttle service to Stratton's base lodge. We are nearing completion of Luna Thermowood exterior siding work with landscaping including blue stone patio next. (added digital image of lawn) Stylishly furnished. Experience captivating sunsets from most rooms, your deck and covered porch. We welcome your interest and enthusiasm, come take a look. This is not just a home but a mountain statement.

Listed by Terry Hill of Berkshire Hathaway HomeServices Stratton Home