Very Cool Houses

MLS Number 5095836

• Residential Single Family
• PricePerSqFt 602.21
• Full Bath 3
• Address 106 Cliff Mull Lane
• Construction Existing

Welcome to Whitewood on Lake Morey. Offered for the first time in its history, this unique property is reminiscent of turn of the century great camps, replete with stately character and historic charm. It sits facing south directly on the waters of Lake Morey, jutting out on a secluded peninsula near the north end of the lake. Enter your oasis by a shared driveway, which ends with plenty of parking for you and your guests. The interior is centered around a large living room with a wood burning fireplace and seating for all. Four bedrooms and three bathrooms complete the house, with more than enough room for all to stay comfortably. With a recently installed septic system, roof, and completely new foundation, the property has all the most important updates made. Although the upper two floors of the property are not insulated the property has been given conditional year-round use approval that conveys. Showings begin 6/28.

Listed by Sal Cania of BHHS Verani Upper Valley

MLS Number 5087347

• Residential Single Family
• PricePerSqFt 370.9
• Full Bath 2
• Village So. Londonderry
• Address 95 Middletown Road

One of a Kind Vermont Lifestyle Property Home, Income & Creative Opportunity Welcome to an exceptional Southern Vermont offering that blends refined country living with rare income and lifestyle flexibility. Set on 2.4 picturesque acres in South Londonderry, this beautifully restored 1865 property is first and foremost a warm and inviting 4-bedroom home rich in character, thoughtfully updated, and designed for everyday living. Originally an inn and lovingly reimagined by its current owners, the residence offers comfortable living spaces alongside multiple options for creative use, hosting, or generating income. A separate rental ADU, classic Vermont barn, greenhouse, and expansive grounds bordered by historic stone walls create a setting that feels both private and full of possibility. Adding to the property's versatility is the space currently home to the nationally recognized SoLo Farm & Table. An award-winning farm-to-table restaurant with a loyal following. Fully equipped with a state-of-the-art kitchen, wood-fired masonry grill, sound-insulated dining rooms, and curated wine display, this space is ideal for a turnkey culinary venture or could be reimagined as a studio, event venue, workshop, or expanded residential use. Outdoor living is equally compelling, featuring a beautifully designed stone patio with a custom-built whole animal cooker, a hard-wired generator, established growing spaces, and room to gather, create, and unwind. Whether you envision continuing a celebrated culinary destination, cultivating a home-based business, or simply enjoying a distinctive Vermont property with room to grow, this offering presents a rare opportunity to live, work, and thrive in one remarkable setting.

Listed by Eric Nathan of Nathan Auction & Real Estate Inc.

MLS Number 5035725

• Residential Single Family
• PricePerSqFt 488.3
• Full Bath 1
• Address 314 Lincoln Street
• Construction Existing

314 Lincoln Street is a residential property located in Waterbury Vermont encompassing 108.3 acres of land in a picturesque country setting with an historical residence. The parcel is located 0.5 miles from Interstate 89, Exit 10, and 1 mile from Waterbury Village. The land consists of bucolic pastures, a portion of Graves Brook, some wooded hills, and pastoral views of the Green Mountains. Waterbury is located at the crossroads of Interstate 89 and VT Route 100 in the heart of the Green Mountains. It's an easy commute to both Burlington and Montpelier and is a 30-minute drive from Burlington International Airport as well as a 2-hour drive to Montreal. Waterbury is known for its proximity to skiing, hiking, biking, golfing, and fishing destinations. Tucked between Stowe Mountain Resort and Sugarbush Resort this location is at the epicenter of Vermont's outdoor recreation. Downtown Waterbury boasts a number of small shops and excellent restaurants and breweries as well as regional employers and a large state office complex. The property also abuts the Country Club of Vermont.

Listed by Jeff Nick of J. L. Davis Realty

MLS Number 5078597

• Residential Single Family
• PricePerSqFt 424.55
• Full Bath 1
• Address 2167 Myers Road
• Construction Existing

Welcome to Hidden Ponds Farm - a breathtaking retreat set on 40 sprawling acres where history and refined country living meet in perfect harmony. This extraordinary early 1800s post-and-beam converted barn has been thoughtfully reimagined, preserving its authentic character while seamlessly integrating modern comforts. A magnificent 1,000-foot hand-placed stone wall winds gracefully across the landscape, framing two picturesque ponds and twin orchards that offer seasonal beauty and fresh harvests. The outdoor amenities elevate this property into a private resort: an inviting in-ground pool, hot tub, propane fire pit, and an impressive 90-foot deck with retractable awning, ideal for effortless entertaining and long summer evenings under the Vermont sky. For collectors, hobbyists, or outdoor enthusiasts, the property offers exceptional versatility. A detached four-bay garage with second-story loft provides abundant storage, while an additional outbuilding easily accommodates a large Class A motor home or boat. Separate pump houses serve both the pond and pool, ensuring functionality meets convenience. A dramatic post-and-beam great room addition, completed in 1997, creates a striking focal point within the home. Anchored by a soaring floor-to-ceiling stone fireplace, this grand yet welcoming space captures the essence of rustic elegance. Above, a charming loft offers the perfect reading nook, studio, or private office retreat. The renovated kitchen blends contemporary appliances and thoughtful design with the warmth and character of the original barn structure. Three spacious bedrooms and three beautifully updated bathrooms, including one featuring a luxurious steam shower, provide comfort and privacy for family and guests. Hidden Ponds Farm is a rare and remarkable offering, a timeless estate where history, natural beauty, and modern living come together in one unforgettable property.

Listed by Kelley McCarthy of Mahar McCarthy Real Estate

MLS Number 5094741

• Residential Single Family
• PricePerSqFt 738.68
• Construction Existing
• Bedrooms 1
• Bathroom 2

Taplin Hill Farm conveys a sense of quiet, privacy, and connection to the Vermont countryside. The 180± acres of rolling pasture, woodland, stone walls, trails, and open sky frame sweeping views to the White Mountains. From the ridge, the pond, and the farm's many lookout points, the landscape unfolds with a calm and natural beauty that feels both expansive and deeply peaceful. The property includes three distinct dwellings, each offering its own experience of the land. Cabin Hill is a secluded off-grid cabin high above the valley with a kitchenette, full bath, and expansive deck overlooking the mountains. The Modern Farmhouse blends antique and contemporary design with one bedroom, large windows, and views across the fields and hills. The Cottage on Mulligan's Pond overlooks the pond with a full kitchen, screened porch, upper-level deck, and quiet spaces for work, rest, or guests. With miles of trails, open fields, wooded paths, a pond, and grazing Scottish Highland cattle and horses nearby, Taplin Hill Farm offers an inviting combination of privacy, simplicity, and Vermont hill country beauty. Located approximately 30 minutes from Hanover and 40 minutes from Montpelier, this thoughtfully maintained farm property is prepared for the next generation of owners to enjoy.

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

MLS Number 5090426

• Residential Single Family
• PricePerSqFt 739.6
• Full Bath 3
• Construction Existing
• Bedrooms 4

Perched on the side of Mount Aeolus and conveniently located near Manchester, this exceptional 4-bedroom, 3-bath contemporary retreat offers privacy, sophistication, and year-round natural beauty across 21 picturesque acres. Thoughtfully designed to embrace its surroundings, the property features rolling meadows, mature woodland, vibrant perennial gardens, and sweeping views of the Green Mountains from every room. A striking exterior with modern architectural lines, standing seam roofing, marble accents, and expansive glass entryways sets the tone upon arrival. Inside, an airy open-concept layout is flooded with natural light through oversized windows that frame the mountain landscape like artwork. Ideal for entertaining, the home offers multiple inviting gathering spaces from the elegant living and dining area with rich cherry floors and a fireplace, to the expansive great room complete with a sun-filled solarium, wood stove lounge, wet bar, and chef-inspired kitchen featuring stainless steel appliances and generous wraparound cabinetry. Radiant heated slate floors warm the oversized family room, while the main level also includes a serene primary suite, spacious mudroom, and a flexible bonus room suited for a studio, office, or fitness space. Step outside to two oversized decks with electric awnings or unwind in the marble-surrounded hot tub beneath the stars. The lower-level optimizes a geothermal design and hosts three bright guest bedrooms, including one with its own fireplace and covered deck access, along with two additional baths and a laundry room. A survey is available identifying potential opportunities for subdivision or additional building sites, offering flexibility for future expansion, investment, or multi-generational living. Blending refined modern living with the tranquility of Vermont's landscape, this one-of-a-kind property is a rare mountain sanctuary designed for comfort, connection, and escape.

Listed by Annette Gallo and Stephanie Sugden of Real Broker LLC

MLS Number 5098268

• Residential Single Family
• PricePerSqFt 533.59
• Full Bath 3
• Address 84 Frost Pond Road
• Construction Existing

**Privacy. Design. Nature. Possibility.** Tucked away on 12.3 acres, this exceptional contemporary retreat is the kind of property that makes you slow down the moment you arrive. A peaceful pond, mature woodlands, and complete privacy create an extraordinary setting, while the home's thoughtful architecture brings the beauty of the outdoors into every room. Wrapped in beautiful clear cedar siding, the residence is modern without feeling stark-warm, inviting, and incredibly livable. Expansive windows flood the home with natural light and capture tranquil views in every season. Rich ash floors add warmth and texture, while the dramatic circular fireplace provides a striking architectural focal point and an unforgettable gathering space. The open-concept main level is designed for **effortless single-level living**, with an easy flow from the kitchen to dining and living spaces and directly outdoors. Whether you're hosting a crowd or enjoying a quiet morning overlooking the pond, the home feels connected to its surroundings at every turn. Downstairs, the finished lower level offers room to spread out, with flexible space for guests, a home office, media room, gym, studio, or recreation. There is space here for everyone-and for whatever comes next. Outside is where the magic really happens. Wander down to the pond, explore your acreage, entertain on a summer evening, or gather around the fire as the stars come out. This is Vermont living at its best: private, peaceful, beautiful, and completely your own. And then there is the **additional building lot**, a rare and valuable bonus that opens the door to a guest house, studio, family compound, future expansion, or investment opportunity, subject to approvals. **A contemporary Vermont retreat with soul, exceptional privacy, architectural character, and room to dream. Come for the house, stay for the setting-and imagine what you could create here.**

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

MLS Number 5111623

• Residential Single Family
• PricePerSqFt 911.17
• Full Bath 2
• Construction Existing
• Bedrooms 3

HILLSIDE FARM - SOUTH WOODSTOCK, VERMONT. Hillside Farm estate presents an exceptional opportunity to embrace the quintessential Vermont country lifestyle on 10.1 picturesque acres in prestigious South Woodstock. Offered TURNKEY and FULLY FURNISHED, the sale includes an extraordinary array of shop equipment, mechanical equipment and property-maintenance and recreational equipment. Built by a master craftsman and builder, the residence showcases handsome timber-frame construction, warm woodwork and enduring craftsmanship throughout. Rolling meadows and pastures, woodland, two streams and a scenic pond create an idyllic setting for equestrian, agricultural and recreational pursuits. At the heart of the home, the spacious country kitchen features cherry cabinetry, gas cooktop, and an antique Stewart woodstove. The 20' x 18' great room offers wide pine floors, exposed framing and a soaring cathedral ceiling, overlooking a lovely 14 foot deep pond and scenic vista. The primary suite includes double closets and an ensuite bath with radiant heat, Jacuzzi tub and shower. Additional bedrooms, dining room, and a home office provide flexible living space. The lower level offers a game room with woodstove and pool table, a small kitchenette, and 3/4 bath. The property is remarkably well equipped with a greenhouse, two-stall horse stable, multiple barns and outbuildings, garage workshop, mechanic's shop, and a substantial 23' x 35' woodworking shop. Tucked into the woods is a delightful rustic cabin complete with kitchenette, woodstove, porch and nearby outhouse; an inviting retreat surrounded by nature and set just above one of two babbling brooks. Located in the heart of South Woodstock's celebrated horse country, Hillside Farm enjoys proximity to the renowned GMHA and the area's extensive network of scenic riding trails. This is a rare opportunity to own a gentleman's farm that is move-in ready for a VT homestead or second home. Photos electronically decluttered.

Listed by John Bassette of Bassette Real Estate Group

MLS Number 5077994

• Residential Single Family
• PricePerSqFt 401.35
• Full Bath 6
• Address 1295 Lime Kiln Road
• Construction Existing

Discover Hearthwood, a truly unique Vermont property offering the rare opportunity to enjoy an exceptional lifestyle while generating substantial income. Beyond its success as an Airbnb, Hearthwood is ideally suited for multigenerational living, offering abundant space and privacy for extended family members, aging parents, adult children, or guests. The flexible floor plan allows family members to live together while maintaining independent living areas, making it an increasingly valuable option in today's market. The spacious owner's quarters occupy the east side of the residence and feature a large, well-appointed kitchen, open living and dining spaces, two main-floor offices, a second-floor primary ensuite, two additional bedrooms, three bathrooms, a family room, and a craft room. Filled with natural light and creative design elements, these inviting spaces provide comfortable everyday living with room for everyone. On the guest side of the home, six private upscale ensuite rooms and a separate group living room offer tremendous flexibility. New owners may choose to continue operating all six guest suites or scale the Airbnb operation to fit their lifestyle, preserving a portion of the business and its strong revenue stream while creating even more living space for family and friends. The property's thoughtful layout makes it easy to balance private living with income-producing accommodations. Since 2013, Hearthwood has undergone extensive renovations and improvements, blending comfort, functionality, and timeless Vermont charm. Set on 8 private acres, the property features beautiful gardens and lawns, mature woodlands, pergolas, patios, and a relaxing outdoor sauna. Ideally located just minutes from Charlotte Beach, Mt. Philo State Park, Shelburne Farms, and Shelburne Village Dropbox link with photos and walk-through video available upon request.

Listed by Kathleen OBrien and Patrick O'Connell of Four Seasons Sotheby's Int'l Realty

MLS Number 5098992

• Residential Single Family
• PricePerSqFt 787.14
• Full Bath 2
• Address 769 West Hill Road
• Construction Existing

Thoughtfully reconstructed from top to bottom with oversized custom windows and doors throughout, this exceptional property blends refined craftsmanship with extraordinary versatility, offering a home that is equally suited for quiet evenings or memorable gatherings with family and friends for year-round enjoyment. Designed for both function and style, the chef's kitchen features a spacious butler's pantry and direct access to a grilling deck, while the open-concept kitchen, dining, and living areas flow seamlessly into a cozy den and out to a large, partially covered deck overlooking beautifully landscaped grounds and sweeping views from the Northfield Range to the Bradley Brook. The main level offers the convenience of a luxurious primary suite along with a comfortable guest bedroom. The walkout lower level expands the living space with endless possibilities, currently a spacious office but well suited as a library, game room, recreation room, or media lounge. Two additional bedrooms, a full bath, generous laundry room, fitness room, a root/wine cellar, and an enchanting Harry Potter-inspired children's nook complete the lower level. Outside, the magic continues. Follow the stairway to the peaceful Bradley Brook, creating a tranquil retreat right on the property. A sprawling meadow provides open space for recreation, entertaining, or even hosting special events, while also accommodating the property's solar array. The attached two-car garage includes an EV charger and ample storage for outdoor gear and copious storage on the upper level, complemented by a separate garden shed for maintaining the spectacular perennial gardens and exquisite rock gardens. Perfectly situated just minutes from Sugarbush Resort, the Robert Trent Jones Sr. Golf Course, and all the year-round recreation the Mad River Valley has to offer, this remarkable property offers a rare combination of luxury, privacy, and natural beauty in one unforgettable setting.

Listed by Erik Reisner of Mad River Valley Real Estate