Proctorsville, VT homes for sale & real estate

Proctorsville, VT Homes for Sale

Welcome to this enchanting, historic Cape nestled on 75.56 pristine acres along the scenic Mill Brook. Ideally located just five miles from GMHA, the property spans both sides of Baileys Mill Road, offering abundant opportunities for equestrians, hobby farmers & nature lovers alike. The land is a rare mix of open pastures, mature woodlands, flowing streams, and panoramic valley views. A network of trails weaves through the property, perfect for hiking, biking, horseback riding, cross-country skiing & more. A recently added 20x50 detached five-car garage, just two years old, offers versatile potential and could easily be converted into a beautiful barn to suit your needs. The mai

Proctorsville, VT Homes for Sale

This Cozy cabin tucked away along the outskirts of Chester is sure to impress. With a brand new roof, heating system and more this is the perfect turn key retreat. The property features both open lawn and forest to explore, just up the road from snowmobiling and hiking trails this property has the ability to be your home base for all your favorite activities year around. Including close proximity to Okemo for downhill skiing and snowboarding in the winter as well as the Chester village and downtown Springfield being only about a 10 minute drive to the local shops, restaurants and more. In a quiet and serene setting this cozy cabin is well maintained, private and has so much to offer!

Proctorsville, VT Homes for Sale

Set on a spacious and level lot in the scenic countryside of Reading, Vermont, this raised ranch offers room to spread out both inside and out. With 4 bedrooms and 4 bathrooms, the home provides flexible living options across two levels—perfect for larger households, multi-generational living, or hosting guests. The bright main floor features an open layout with a comfortable living area, an eat-in kitchen, and easy access to outdoor spaces. One large barn and a ranger shed on the property offer endless potential for hobbies, storage, animals, or even a small homestead. With endless perennial gardens, beautiful pond, and the perfect deck, you won't tire of the outdoors. Surrounded by

Proctorsville, VT Homes for Sale

This warm and welcoming home combines classic charm with practical comfort, offering cozy spaces that invite you to unwind and make yourself at home. There’s so much to love here—from the spacious layout and warm interior touches to thoughtful features like the heated driveway and sun-filled rooms. The sun-drenched kitchen features white cabinetry, stainless appliances, and a spacious breakfast bar that flows easily into the open dining area. Off the main living space, a wall of sliding glass doors opens to an expansive sunroom with peaceful wooded views and a cozy wood stove—ideal for year-round relaxation. Upstairs, you’ll find generously sized bedrooms with natura

Proctorsville, VT Homes for Sale

This lovingly restored Arts and Crafts style home is located just 10 minutes from Okemo Mountain. Built in 1928, this home sits on a peaceful, elevated street in Cavendish, just steps from the town’s sledding hill. Owned by the same family for 20 years, the memories made here are priceless. The children learned to ski at Okemo and with everyone grown, the family is ready to pass along this property. Quite a lot of updating has happened paying attention to detail and preserving the original features of the house. The custom kitchen cabinets were designed to fit with the style of the house and the granite island makes for a perfect gathering space. The dining room will also seat many an

Proctorsville, VT Homes for Sale

Discover the perfect blend of small-town charm and four-season adventure in the heart of Cavendish. Perched on a sunny corner lot with views of Hawks Mountain, this classic Vermont home offers easy access to everything from skiing at Okemo to hiking, biking, and swimming nearby. Step inside through the thoughtfully planned mudroom and enter a warm, updated eat-in kitchen—complete with tongue-and-groove pine ceilings, and modern recessed lighting. The wide-pine floors in the formal dining room add vintage charm and flow beautifully into the inviting, sunlit living room. Two bedrooms and a full bath on the main level make for comfortable one-level living. Upstairs, a spacious open loft