High Meadow Homes for Sale

High Meadow Homes for Sale

Welcome to High Meadow, a picturesque development nestled in the heart of Winhall, Vermont, in the stunning Bennington County. This charming community offers a unique blend of natural beauty and modern living, making it an ideal destination for those seeking a serene escape or a year-round residence.

High Meadow boasts an array of beautifully designed homes for sale, each thoughtfully crafted to harmonize with the surrounding landscape. With spacious layouts, contemporary finishes, and ample outdoor space, these residences cater to a variety of lifestyles. Whether you’re looking for a cozy retreat or a family-friendly abode, High Meadow has something for everyone.

The development is surrounded by the breathtaking Green Mountains, offering residents endless opportunities for outdoor adventures. In the winter, hit the slopes at nearby Stratton Mountain Resort or enjoy snowshoeing and cross-country skiing in the crisp, fresh air. During the warmer months, explore the numerous hiking trails, pristine lakes, and vibrant fall foliage that Vermont is renowned for.

Conveniently located, High Meadow is just a short drive from charming local shops, restaurants, and cultural attractions in Winhall and the surrounding areas. The community embodies a tranquil lifestyle while remaining connected to the vibrant energy of nearby towns.

Discover your dream home in High Meadow, where nature meets comfort, and every day feels like a vacation. Don’t miss the opportunity to be part of this enchanting community—explore the homes for sale today and embrace the Vermont lifestyle you’ve always desired!

Newest High Meadow Homes for Sale

$2,350,000
5 Beds 4 Baths 5101868 MLS
Set within the exclusive High Meadow community, one of Stratton's most prestigious mountain enclaves, 6 Sunset Ridge is an extraordinary resort residence of post and beam architecture & impeccable craftsmanship. Positioned to capture sweeping views of Stratton Mountain, this exceptional residence offers an unparalleled lifestyle in one of Stratton's most sought-after luxury neighborhoods. From the moment you arrive, the home's commanding presence is unmistakable. A classic cedar shake roof and classic architectural design create an atmosphere of refined mountain elegance while framing spectacular views from nearly every angle. A magnificent floor-to-ceiling fireplace anchors the grand living room, creating a dramatic yet inviting space for entertaining & cozy après-ski evenings. An additional family room offers a comfortable game and gathering space, while the thoughtfully designed floor plan provides exceptional comfort & privacy. The chef's kitchen is beautifully appointed with rustic mountain character and timeless craftsmanship. Rich custom wood cabinetry, exposed timber beams, premium appliances, abundant storage, & a generous center island create the perfect setting for everyday living & effortless entertaining. The dining area is filled with natural light & picturesque mountain views. Designed with comfort in mind, the home features 5 generously sized bedrooms. The primary suite is a private sanctuary with an expansive layout, spacious walk-in closet, & oversized spa-inspired ensuite bath. Four additional bedrooms provide inviting accommodations for family & guests. Oversized covered porches & an impressive stone patio extend the living spaces outdoors. Perfectly located to take advantage of year round recreation, the winter shuttle picks you up at the driveway and delivers you to the Base Lodge, while summer biking trails and golf are just 5 minutes away. Residence is Sports Center eligible, is served by the resorts water and sewer. Extraordinary Residence!

6 Sunset Ridge Rd, Winhall

$1,100,000
5 Beds 5 Baths 5090234 MLS
Tucked into Stratton Mountain Resort’s sought after High Meadow neighborhood, 6 Old Ridge Road offers the rare combination of substantial square footage, significant recent exterior improvements, and the opportunity to personalize the interior aesthetic to your own taste. Encompassing over 4,600 sq. ft. across three finished levels, this expansive mountain home is designed for gathering, relaxing, and enjoying all four seasons in Vermont. Recent exterior improvements have significantly enhanced the home’s appearance and overall exterior presentation. Extensive work included reconstruction and upgrading of major exterior sections, along with new windows, roofing, trim, upgraded siding, exterior refinishing, and fresh paint. Complemented by a standing seam metal roof and updated exterior detailing, the home now offers a refreshed mountain exterior with a warm and inviting presence. Inside, the layout is exceptionally functional and inviting. The main level features an open kitchen, dining area, and vaulted living room with fireplace, along with a sunroom, screened porch, stone patio, and private primary suite. A mudroom with half bath off the attached two-car garage adds convenience for ski season and everyday living. Upstairs offers three additional bedrooms, a full bath with double vanity, and an airy loft overlook. The finished walkout lower level is built for entertaining and flexible living, featuring a spacious family room with wood stove and sliders, custom bar area, guest bedroom and bath, additional half bath, laundry, utility areas, and wide hallways throughout. Located just minutes from the slopes, golf course, village, and shuttle access, this is a rare opportunity to own a substantial Stratton mountain home with significant exterior improvements already completed, while still offering the chance to bring your own vision and style to the interior spaces.

6 Old Ridge Rd, Winhall

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