Waitsfield Vermont Real Estate

A rare opportunity to be part of a unique collective of homes that address the challenges of housing in the 21st Century. Designed and built by Yestermorrow founder John Connell, and recipient of a 2026 Preservation Award, this home is creative and whimsical, but also highly efficient and exciting. Sit on the cantilevered deck overlooking the Mad River and you'll feel like you're floating in mid-air. Inside you'll enjoy natural sunlight and an open, airy feeling created by the vaulted ceilings and a distinct lack of walls. There are curved bridges atop open staircases leading to multi-level areas that can serve as bedrooms, offices, or entertainment space. Custom crafted woodwork is evident from the truly magical front door which features the building's footprint, to the angled custom cabinetry throughout the interior. Take advantage of easy access to the Mad River Path from an easement running through the property. Enjoy a refreshing dip into the Mad River or jump on your mountain bike and explore the local trails right from your doorstep. Whatever sport you choose, it's right out your front door!

Nestled in the heart of the Mad River Valley, this property is more than just land and buildings it’s a chance to shape your dreams. Here, the tranquil flow of the Mill Brook sets the soundtrack, while the sweeping views of Wu Ledges remind you daily of the beauty that surrounds you. For those seeking a home, it offers privacy, gardens bursting with color, a welcoming fieldstone patio, and the shade of mature trees. Imagine mornings with coffee in hand, the sounds of water drifting through the air, and evenings spent under starlit skies. It’s not just a place to live, it’s a place to breathe. For those with a vision, the property is already steeped in history and success. For over 25 years, its walls have carried the warmth of healing, serving as a beloved massage therapy practice. It's not in the process of being converted back to a single family home, with a new kitchen being installed. And the future is wide open—recent rezoning has approved the addition of up to four more dwelling units. Whether you dream of creating a wellness retreat, an inspiring community hub, or a residential haven with rental opportunities, the foundation is already here. Step outside and you’ll find yourself perfectly positioned—walking distance to the Mad River Path, restaurants, shops, the new Recreation & Mountain Biking Hub. Just a short drive brings you to the legendary slopes of Sugarbush Resort and Mad River Glen. This is more than property, it's a canvas.

Experience the perfect blend of serenity and convenience at 78 Pinebrook Road in Waitsfield. This exceptional property offers a quiet, retreat-like atmosphere while remaining just minutes from the local amenities of town and the legendary skiing at both Sugarbush Resort and Mad River Glen. It is a rare find that captures the very best of the Mad River Valley lifestyle. The interior of the home features a tastefully updated kitchen and a cozy living area anchored by a beautiful brick hearth fireplace, perfect for warming up after a day on the mountain. Providing incredible versatility, the property includes a two-car oversized heated garage with a 900sf finished room above. This open space has been tastefully finished with local hardwood, offering a warm and inviting framework for a guest quarters or a home office. The grounds are a true paradise for those who love to entertain or live off the land. The outdoor living area is designed for gathering, featuring a pizza oven, covered counter space for outdoor cooking projects, and custom stonework surrounding a dedicated fire pit. Multiple custom-built bluestone patio spaces invite you to relax and enjoy the landscape. For the aspiring homesteader, the property is ready for use with chicken and duck coops, raised garden beds, and multiple storage sheds both with and without power. Whether you are looking for a homesteaders haven or a premier four-season getaway, showings begin Friday 1/9 and open house on Saturday 11AM to 1PM.

Welcome to Estes Landing! This cape style home is less than two months from completion and will hav a 5+ Star energy rating and ready for you to move in. You will find great attention to detail and high quality finishes throughout. The open floor plan is ideal for family gatherings or entertaining guests. This home features a first floor primary bedroom suite with a walk-in closet and separate linen closet. The spacious mudroom off the attached 2-car garage has a built in bench and large closet. The first floor also includes a powder room and laundry room. Upstairs you will find two more bedrooms and another full bath. The entire home is equipped with a multi-zone heat pump and air recovery system to keep you warm in the winter and cool in the summer. The living room also has an efficient pellet stove for additional warmth and ambiance. Estes Landing combines desirable single family home living with the convenience of condominium-style exterior grounds maintenance and services. The best of both worlds!

Beautifully renovated Vermont farmhouse in a convenient Waitsfield location, offering easy access to the year-round recreation, dining, and amenities of the Mad River Valley, including Sugarbush Resort and Mad River Glen. Designed for gathering, the expansive open-concept main living area is anchored by a chef’s kitchen on one end and a two-sided gas fireplace on the other; perfect for relaxing after a day on the slopes, trails, or river. The first floor also features a spacious bunk room sleeping six, a comfortable TV/lounge area, two full baths, and laundry. Upstairs are four private bedrooms, each appointed with king beds, plus two additional full baths. Enjoy morning coffee from the expansive covered front porch while taking in sunrise views over the Northfield Range. Set on nearly 15 acres, the property offers room to explore, create a private trail network, or potentially subdivide for future development. Offered fully furnished, pack your bags and start living your Vermont dream.

Located at the end of a private road, this expertly crafted residence features open-concept living with high ceilings that enhance the sense of spaciousness. A covered veranda with stone walls and mature landscaping welcomes you to the home. Inside, cherry hardwood floors lead to a living room highlighted by a striking floor-to-ceiling stone fireplace. The kitchen showcases a distinctive, reclaimed, antique apothecary island topped with marble flowing into a sizable dining area. Large windows provide abundant natural light and serene garden views. The first-floor bedroom is accompanied by a hall bath and a private stone patio. An internal garage door from the 2-car garage opens to a versatile room ideal for a workshop or fitness area. Upstairs, two generously sized bedrooms each include dressing rooms and share a bathroom featuring a glass-enclosed shower, whirlpool tub, and antique vanity. The property is sold furnished with minimal exclusions.

Privately tucked away on the eastern slope of the Northfield Range, this perfect gem of a home features 5 bedrooms, 4 bathrooms, and awe-inspiring western views overlooking the Valley from almost every room. The main floor has an expansive open floor plan and boasts black granite radiant heat floors with 10’ ceilings, 8’ doors, recessed lighting, a wood-powered fireplace, and custom white ash woodwork throughout. In addition, large windows from the kitchen to the great room allow for beautiful views of the Mad River Valley below. The main floor also features a large en suite primary bedroom with an expansive closet space that boasts magnificent views to wake up to every morning, views that can also be experienced from the jacuzzi tub. Adjacent to the primary bedroom is an office space for when work has to be done and a formal entry to the home. On the 2nd floor, you will find four bedrooms that share two full bathrooms. Each bedroom comes with unbelievable views that are really going to impress your guests when they come to visit. Outside, you have an easily maintained front yard with rustic stone walls and a pristine sugar maple forest that has potential for a future 3 lot conceptual subdivision sketched by Bannon Engineering, Mark Bannon consultation. Add to this incredible walking trails nearby, an electric car charger pre-installed, reliable fiber optic internet, and you get an extremely well-built home in a secluded private location where you can come and go as you like. Stop by to take a look and imagine the possibilities!

Set across 38 private acres, this extraordinary Vermont estate offers a rare blend of natural beauty, privacy, and refined country living. Rolling lawns, curated perennial gardens, a tranquil private pond, and sweeping mountain vistas create a setting that feels both serene and cinematic—an authentic Vermont retreat designed to be experienced in every season. The residence spans over 8,000 square feet and is thoughtfully designed for both comfort and entertaining. It features 7 bedrooms, including a private in-law suite and a first-floor guest suite with its own patio. The updated kitchen serves as the heart of the home, while multiple ensuite bedrooms ensure privacy and ease for family and guests alike. A luxurious primary bathroom includes a Jacuzzi soaking tub, and additional amenities such as a private sauna and whole-house air conditioning elevate everyday living. Throughout the home, expansive windows frame stunning mountain views, bringing the outdoors in. More than a home, this is a lifestyle property. Meandering garden paths invite quiet morning walks, while afternoons can be spent on the private tennis court or enjoying the open landscape that includes recreational space for golf. Evenings unfold by the pond, where the setting sun reflects across the water in a calm, golden glow. Located just minutes from Waitsfield Village and within easy reach of Sugarbush Resort and Mad River Glen, the estate offers rare proximity to world-class skiing, dining, and recreation while maintaining complete seclusion. It is a unique balance of privacy, convenience, and year-round outdoor living in one of Vermont’s most sought-after regions. Property comes complete with all equipment to maintain the grounds, Check out the amazing URL video.