Very Cool Houses

MLS Number 5089552

• Residential Single Family
• PricePerSqFt 382.4
• Full Bath 3
• Address 1522 Barnard Road
• Construction Existing

Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef's kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces-including a wood-burning and gas-ready-add warmth and character throughout the home. The flexible floor plan includes 3-4 bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garage-ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of America's first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bay-offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New England's most iconic villages.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

MLS Number 5095133

• Residential Single Family
• PricePerSqFt 854.78
• Address 2717 Oregon Road
• Construction Existing
• Bedrooms 2

755 acres. Complete privacy. Two ponds, miles of trails, a brook, a workshop, a barn, and independent energy systems, all anchored by a newer residence completed in 2022. This extraordinary Northeast Kingdom estate offers a rare opportunity to own a substantial tract of Vermont land with the infrastructure already in place for a private recreational retreat, working homestead, hunting property, or self-sufficient lifestyle. Set approximately one-half mile from the public road at the end of a gated driveway, the home offers an open concept layout with a well-appointed kitchen featuring quartz countertops, a large center island, and walk in pantry. Polished concrete floors and radiant heat provide comfort and durability. A state approved 4 bedroom septic system is already installed, offering flexibility for future expansion. Designed for energy independence, the residence is served by a drilled well, 17 kW solar array, 70 kWh battery storage system, 1,000-gallon propane tank, and Cummins 20 kW backup generator. The land is the heart of this remarkable offering. More than two miles of interior roads and miles of trails provide access throughout the property for hunting, hiking, horseback riding, ATVing, snowmobiling, and exploring. Scales Brook runs the length of the property, while two ponds, one with a dock and stocked with trout, enhance its natural beauty, wildlife habitat, and recreational appeal. About 20 acres are currently open, offering opportunities for livestock, farming, or equestrian use. Additional improvements include a 40' x 40' fully insulated workshop with its own 16 kW solar array and 81 kWh battery storage system, plus a 30' x 40' barn. The combination of acreage, water features, established roads and trails, agricultural land, and extensive energy infrastructure makes this much more than a home it is a private Vermont estate built for recreation, productivity, and long term independence.

Listed by Jennifer Allen of Lisa Hampton Real Estate

MLS Number 5094275

• Residential Single Family
• PricePerSqFt 470.49
• Full Bath 2
• Address 514 Robinson Road
• Construction Existing

Experience the essence of Vermont living at Lanes End Farm, a meticulously rebuilt farmhouse estate blending New England charm with modern luxury. Set at the end of a tree lined, town maintained gravel road, the property offers serenity, seclusion, and sweeping mountain views. Inside, an open plan creates effortless flow between the light filled kitchen, dining, and living areas. A wood burning fireplace anchors the living space, while west facing windows capture unforgettable sunsets. Step onto the wraparound rear deck, partially covered for all season use, to enjoy al fresco dining, stargazing, and the panoramic scenery. Upstairs, the primary suite provides a peaceful escape with a walk in closet and spa like bath. A separate guest wing with its own staircase includes two bedrooms and a full bath, ideal for hosting family and friends. Designed for today's flexible lifestyle, the home also features a bonus room over the heated 3 bay garage, perfect for an office, studio, or media lounge, and a finished walkout basement suited for a home gym, recreation, or guest space. Modern comforts include radiant heat, a second floor laundry room, and a whole house generator. The 73 acre property features a handsome two story Vermont barn with five or more stalls for equestrian use, hobby farming, or storage, along with a rustic cabin ready to become a guest house, studio, or caretaker's residence. Offered furnished with farm equipment negotiable, this beautifully maintained property is ready for immediate enjoyment. Located in the quintessential Vermont town of Shrewsbury, known for scenic beauty, historic farms, and its beloved general store, the property is a short drive to Rutland Regional Airport and world class skiing at Killington, Pico, and Okemo. Whether seeking a luxury farmhouse, country estate, equestrian farm, or four season retreat near major ski destinations, Lanes End Farm delivers an unmatched Green Mountain lifestyle.

Listed by Steve Stettler of Four Seasons Sotheby's Int'l Realty

MLS Number 5110412

• Residential Single Family
• PricePerSqFt 607.84
• Full Bath 1
• Address 2033 South Road
• Construction Updated/Remodeled

Historic character, beautifully reimagined for modern Vermont living. Minutes from Woodstock Village, this extensively renovated four-bedroom home pairs the warmth and authenticity of its 150-year-old wide-pine floors and exposed beams with a remarkable collection of recent improvements. At the heart of the home is a brand-new, high-end kitchen with Bosch appliances and newly installed natural bluestone radiant heat flooring, complemented by thoughtfully updated baths, including one with a beautifully executed marble walk-in shower. A dramatic new three-story addition, wrapped in oversized casement windows, introduces abundant natural light and generous new living space while creating a compelling architectural counterpoint to the original home. Nearly every major element has been addressed: new ultra-durable Everlast Advanced Composite siding, interior paint, new roof, all new windows, heat and AC pumps throughout, and a whole-house generator provide the comfort, efficiency, and peace of mind of a thoroughly updated property. Outside, the setting is quintessential Vermont. A new natural bluestone patio and walkway open to an expansive, level lawn bordered by the Kedron Valley Brook, where natural swimming holes invite summer afternoons by the water. Established landscaping, a pond, firepit, and the sound of the brook create an unexpectedly private retreat remarkably close to town. The property also features a historic 2,100-square-foot classic red barn with approved septic plans, offering incredible potential for unique expansion. Just minutes from Woodstock Village, with excellent proximity to the Mt. Peg trail system, Woodstock Inn & Resort amenities, and GMHA, this is a rare opportunity to enjoy the soul and craftsmanship of an historic Vermont home with the ease, light, and livability of a comprehensive modern renovation. Old Vermont soul. Entirely new chapter. Showings begin Saturday, 9/19/2026, with an open house from 1-3:30.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

MLS Number 5104362

• Residential Single Family
• PricePerSqFt 503.97
• Full Bath 1
• Address 2615 North Road
• Construction Updated/Remodeled

At 2615 North Road, the landscape is ever-present. Expansive decks and walls of windows invite the mountains into everyday life, from the first light across the hills to the rich colors of a Vermont sunset. Set along one of Barnard's most coveted roads, this fully renovated five-bedroom, 5.5-bath home brings a sophisticated point of view to country living...beautifully considered, effortlessly comfortable and entirely move-in ready. At its heart is an expansive living room anchored by a stone faced wood-burning fireplace which flows into the dining area and gourmet kitchen. Walls of windows keep the scenery constantly in sight. The first-floor primary suite is a private sanctuary featuring a sitting area, walk-in closet, deck and spa-like bath. This exquisite bath includes a self-heating soaking tub, Waterworks fixtures and a steam room. A second en-suite bedroom on the main level offers graceful single-level living, while two additional en-suite bedrooms upstairs provide privacy for family and guests. The lower level features a fully equipped one-bedroom guest suite with distinctive mid-century flair, laundry and a generous unfinished space ready to become a gym, media room or game room. Private, peaceful and impeccably finished, this is Vermont without compromise. Mountain scenery, fireside winters, summer days at nearby Silver Lake and easy access to Killington skiing. Endless year-round adventure are all close at hand. This property offers the polish, comfort and sophistication of a true turnkey country home, just 20 minutes to Woodstock and 2.5 hours to Boston. Note: Some photos virtually enhanced.

Listed by Susan Hickey and Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

MLS Number 5112992

• Residential Single Family
• PricePerSqFt 448.12
• Full Bath 3
• Address 529 Coldbrook Road
• Construction Existing

Perfectly positioned just across from the entrance to The Hermitage Club, this beautifully appointed mountain home offers the ideal balance of comfort, convenience, and Vermont charm. Whether you're heading to the slopes, enjoying a round at Haystack Golf, exploring nearby snowmobile trails, or spending the day at Lake Whitingham, this location places you in the heart of everything the Deerfield Valley has to offer. Inside, warm natural wood finishes, reclaimed barn board accents, soaring cathedral ceilings, and a dramatic wall of windows create a welcoming mountain retreat filled with natural light. The open-concept living area is anchored by a beautiful stone fireplace, offering the perfect gathering space after a day outdoors. The spacious kitchen features granite countertops, stainless steel appliances, custom cabinetry, and a generous center island that flows seamlessly into the dining and living areas, making entertaining effortless. The home offers three comfortable bedrooms plus a bonus room for additional guests or flexible living space, along with three beautifully updated bathrooms. The primary suite provides a peaceful retreat with a spa-inspired bath featuring a tiled walk-in shower, soaking tub, and quality finishes throughout. The finished lower level expands the living space with a large recreation room, perfect for movie nights, game days, or relaxing with family and friends. A two car garage offers ample room for vehicles and all of your Vermont gear. Outside, the expansive deck invites you to unwind in the private hot tub, dine outdoors, or simply enjoy the peaceful woodland setting. Whether you're looking for a full-time residence, a weekend getaway, or a four-season vacation home, 529 Coldbrook Road delivers exceptional craftsmanship, inviting living spaces, and one of the area's most desirable locations just moments from The Hermitage Club and a short drive to Mount Snow, downtown Wilmington.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

MLS Number 5096878

• Residential Single Family
• PricePerSqFt 425.86
• Full Bath 1
• Address 777 Mccooey Drive
• Construction Existing

Set back from a quiet country road in Manchester, Vermont, this spacious Federal farmhouse style home offers a wonderful blend of comfort, privacy and Vermont charm. The classic white exterior with its attached red barn creates a welcoming first impression, while the home's thoughtful design provides plenty of space for everyday living, entertaining and enjoying the peaceful surroundings. Inside, wide-plank wood floors and abundant natural light create a warm and attractive atmosphere throughout. The main living areas are open and comfortable, featuring a modern kitchen, separate dining space and generous living areas with high ceilings and a stone fireplace in the living room, making gathering with family and friends easy. The layout offers both functionality and flexibility, creating spaces that feel connected while still providing room to spread out. The upper level features multiple bedrooms and bathrooms, including a spacious primary suite complete with an en-suite bath with glass-enclosed shower and marble finishes, walk-in closet and a second fireplace. A dedicated home office adds versatility for remote work, study, etc., while a bonus family room above the garage offers additional living space that can adapt to a variety of needs. Outdoor patios and gathering spaces with mountain views provide a natural extension of the home and a perfect spot for relaxing, dining or entertaining. Amidst a tranquil setting, yet conveniently located just minutes from Manchester's shops, restaurants and amenities, this inviting property combines contemporary living with the character and charm that make Vermont so special. All measurements approximate.

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

MLS Number 5096933

• Residential Single Family
• PricePerSqFt 449.55
• Full Bath 3
• Address 2643 Sugar Hill Road
• Construction Existing

14 MILES FROM OKEMO MTN. A Private FURNISHED Vermont Sanctuary on 135 Spectacular Acres. Set on an extraordinary 135-acre parcel of rolling hills, open meadows, a pond, and peaceful woodlands, this lovely, stylish country retreat offers exceptional privacy and timeless Vermont beauty. Built in 1985, the contemporary home features 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 low, 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". 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 5111343

• Residential Single Family
• PricePerSqFt 374.43
• Full Bath 3
• Address 49 Aster Lane
• Construction Existing

Set on 2.06 private acres along a quiet lane, this French Country-inspired home makes an entrance before you're even inside. A circular drive with a stone pier leads to a full stone facade, with two-story bay towers on either side of the entry, a steep front gable, and a tall arched window over the front door. Stone steps and lantern sconces finish the approach. Walk in and the two-story foyer does the talking, with a sweeping curved staircase and wrought iron railings, formal dining on one side and a sun-filled sitting room on the other. The home has been thoughtfully updated inside and out, and new stairs, freshly refinished floors, new first-floor flooring and fresh paint set the tone right away. The fully remodeled kitchen features a quartz waterfall island with seating for five, gas cooktop, double wall ovens and glass-front cabinetry, and opens to a windowed breakfast nook overlooking the back lawn. The great room offers a cathedral ceiling with skylights, a floor-to-ceiling stone fireplace and French doors to the patio. The home has four bedrooms and three and a half baths, including a primary suite with a remodeled bath, new hardwood floors and a custom walk-in closet. A main-floor flex room off the living room works well as a guest room or office. The finished lower level adds 1,674 sq ft, including a home gym and sauna, for 5,373 sq ft total. Recent improvements include a new boiler with five-zone heat; a new A/C condenser and air handler (2026) with two-zone central air, upstairs and down; a new metal roof section over the living room; and new gutters, front door, driveway, patio, retaining wall and drainage system. Additional features include a two-car attached garage, hardwood and tile flooring, a detached outbuilding and mature trees for privacy. Fifteen minutes to Burlington, five minutes to Taft Corners, CVU school district.

Listed by Skyler Davis of Four Seasons Sotheby's Int'l Realty

MLS Number 5094091

• Residential Single Family
• PricePerSqFt 570.43
• Full Bath 1
• Address 405 Harriet Drive
• Construction Existing

Experience exceptional single-level living with breathtaking panoramic views of Lake Champlain, the Adirondack Mountains, and Grand Isle. Perfectly positioned to capture Vermont's most spectacular sunsets, this stunning 3-bedroom, 3.5-bath home offers luxury, comfort, and an unparalleled lakeside lifestyle. Enjoy shared lake access with an impressive 900 feet of shoreline, along with the rare opportunity to add your own private dock or mooring. Outside, beautifully designed landscaping surrounds the property, creating a private retreat complete with an in-ground pool, hot tub, expansive deck, and lower-level patio with awning overlooking the pool and surrounding scenery. Inside, the open-concept main level is filled with natural light and showcases beautiful yellow birch hardwood floors throughout. The spacious living room features a soaring cathedral ceiling and flows seamlessly into the dining area, where a slider opens to the expansive back deck-perfect for entertaining or simply taking in the incredible views. The well-appointed kitchen is designed for both everyday living and hosting, offering rich cherry cabinetry, quartz countertops, tile backsplash, and a large center island. The primary suite is a true sanctuary, featuring a walk-in closet with custom built-ins and a luxurious ensuite bath complete with a dual vanity and oversized tiled shower. Two additional bedrooms and baths provide comfortable accommodations for family and guests. The finished walkout lower level offers endless possibilities as a future in-law suite, home office, recreation space, or fitness area, with direct access to the patio and pool area. Additional highlights include a 4+ car garage, central air conditioning, Tesla backup battery system, EV charger, and the convenience of one-level living paired with extraordinary indoor and outdoor spaces. This is a rare opportunity to own a premier Lake Champlain property where luxury, recreation, and stunning natural beauty come together.

Listed by Geri Reilly of Geri Reilly Real Estate