Waitsfield Vermont Real Estate

Jaw dropping views from this three bedroom, two bathroom ranch in a highly sought after East Warren Road address. Set in the center of the valley floor, this property enjoys extraordinary 360 degree views and is accessed entirely by paved roads. Just minutes from world-class skiing and year-round recreation at Sugarbush Resort and Mad River Glen, and moments from Blueberry Lake, the home offers exceptional access to outdoor adventures. Cross-country skiing trails are nearby, while the shops, restaurants, and amenities of Waitsfield are just a short paved drive away. A breezeway connects the home to the spacious garage, and abundant perennial gardens enhance the peaceful setting. The unfinished basement offers excellent expansion potential, while a new high-efficiency heating system provides modern comfort and efficiency. Ready for updates and improvements to make it your own, this property is being sold as-is. Privately situated amid an abundance of surrounding farmland, the home captures sweeping views from nearly every window, along with dramatic open skies and a true sense of Vermont countryside living. Make this home yours today!

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!

Move right into this charming Cape ideally located in the heart of the Mad River Valley. Extensively renovated from the ground up just a few years ago, this home offers the perfect blend of classic character and modern efficiency. The house was lifted to accommodate a brand-new poured concrete foundation with a full basement, creating valuable storage and utility space. Major exterior improvements included new windows and siding, while inside, the kitchen and both bathrooms were completely remodeled with quality finishes throughout. Significant mechanical upgrades provide peace of mind, including the replacement of the original electric baseboard heat with an efficient hot water baseboard heating system, a high-efficiency boiler, on-demand hot water, and a water treatment and filtration system. Outside, thoughtful site improvements included drainage enhancements, fresh gravel, and a new culvert to effectively manage water runoff. With almost 5 acres there is room to add a garage or outbuilding. The heavy lifting is already done, all that's left is to add your personal touch with your favorite paint colors. Conveniently located just 8 minutes from Sugarbush Resort and 10 minutes from Mad River Glen, this property offers easy access to skiing, mountain biking, hiking, and all the outdoor recreation that makes the Mad River Valley such a special place to call home.

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!

This hillside retreat is brimming with possibilities! Set on 17 private acres with views, development potential, perennial gardens, solar panels, multiple possible additional building sites. Located in the charming Mad River Valley, where year-round outdoor adventure is a way of life. The bestoke, timber-frame house-on-the-hill is right in town, yet as private as you can get. Just minutes from Mad River Glen, Mt Ellen and Sugarbush. Build your legacy here! This is a great investment opportunity. Home is a handyman’s delight — being sold “as-is”, after a basement fire. Price Reduced!!!

Prime opportunity for an investor, a homeowner or an aspiring inn-keeper, this immaculate 9 bedroom & 10 bath home has been lovingly updated with modern heating and cooling, energy efficient updates and a timber-framed solar canopy that powers it all. This historic farmhouse is located in the heart of the Mad River Valley, perched on a hillside by the eponymous Mad River, close to shops, schools, skiing, swimming, hiking and biking - everything you love Vermont for, this gem has everything you're looking for, and a few things you've only dreamed of. Large enough for a huge family gathering, perfect for a multi-family investment, and so full of charm it could shine as that quintessential Vermont inn. This property has been a private home, a successful B & B, and most recently as a highly productive investment property, with good financials to back up the asking price. The interior features 9 bedrooms, each featuring mini-split heating and cooling, multiple bedrooms with ensuite bathrooms, a variety of interior living spaces including 2 fireplaces, a formal dining room, fantastic kitchen, family room, living room, a large multi-teared rec room for games, media or just curling up with a good book. The exterior features comfortable green spaces, a beautiful garden, mountain views, a solar canopy with parking/EV charging for multiple vehicles and a 2BR/2BA caretaker/innkeeper/owners cottage. Located along Vermont's Scenic Byway, this Mad River Valley home is close to every attraction Vermont has to offer, perfectly situated to draw in your friends and family. This beautiful property begs to be filled with guests, laughter, feet on the hearth to warm by the fire, skis by the door, and muddy shoes on the porch. Stop scrolling the real estate listings. Stop dreaming. Stop waiting until tomorrow. Start living the dream today. Slide into the good life in the Green Mountains of Vermont. Come home for good, to the Mad River Valley.

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.