Properties Near 62 Circle Drive Chester, VT

This delightful home is sure to please. Set in a lovely wooded cul-de-sac, surround yourself with lovely, terraced landscaping, stone walls and a peaceful wooded setting to while away the hours. This beautiful well cared home features many delightful settings. The living room features a cathedral ceiling and stone fireplace, with a wood stove insert, along with many windows to bring in the outdoors. The kitchen is a cook's dream with lots of cabinets, counters with room for the family while making dinner. The adjacent dining room offers another option for a gas insert in the second stone fireplace. Enjoy your dessert in the 4-season room or perhaps the deck to as you enjoy the late afternoon peace. Additionally, there are 4 bedrooms and an additional room than can be used as an office or a study and 2 baths. The full basement has a room for a workout or hobby room. The 2 car garage and additional wood shed are added features This is a well-cared for home with many improvements in a great setting.

Everything you’ve been looking for in a Vermont home—completely renovated with care and character. Nearly every aspect of this Chester property is new: electrical, plumbing, heating, insulation, drywall, windows, and more—offering the low-maintenance peace of mind homeowners crave. The kitchen features a stylish farmhouse sink and stone countertops, while the upstairs bathroom includes a beautifully curated vintage Martini pedestal sink. Original wide plank wood floors have been lovingly refinished, preserving a sense of warmth and history. The standing seam metal roof offers long-term durability, and outside, the expansive level lawn and massive post-and-beam barn are overflowing with potential—whether for gardening, recreation, storage, or transforming into additional living space. A standout opportunity for anyone seeking a move-in-ready home with timeless charm and room to grow. This home is in a prime location near Chester’s Stone Village, Grist Mill, Smitty’s Market, and more. Just 15 min to Okemo and the lakes, 30 min to Bromley, and under an hour to Killington, Stratton, and Mount Snow, it’s ideal for year-round fun. Currently enjoyed as both a family getaway and a successful Airbnb, it offers strong income potential. Whether you’re looking for a primary home or investment, this timeless property is not to be missed.

Situated on a peaceful corner double lot, this beautifully updated home combines modern comfort with timeless charm. A bright, spacious mudroom welcomes you inside and leads to a dining area ideal for both everyday meals and holiday gatherings. The adjoining kitchen features a warm butcher-block island, custom cabinetry, under-cabinet lighting, and quality finishes that blend style with functionality. The inviting living room offers a comfortable space for relaxing or entertaining, with a sliding barn door leading to a stylish guest bath. The primary suite provides a private retreat with a generous walk-in closet, soaking tub, and convenient laundry chute. Upstairs, two additional bedrooms offer versatile space for guests, hobbies, or a home office, enhanced by lightning-fast fiber optic internet. Recent updates in the past few years inlcude include newer wiring, insulation, and an upgraded electric panel, ensuring the home is truly move-in ready. With its thoughtful updates, flexible floor plan, and double lot location, this property is a wonderful opportunity to enjoy a home that’s as practical as it is inviting.

Welcome to 34 Fox Chair Terrace, a peaceful, private three-bedroom, two-bath home set on a full acre just minutes from downtown Springfield and charming Chester, Vermont. Tucked away in a quiet rural setting, this spacious property offers the best of both worlds: privacy and nature, with easy access to shopping, schools, the local hospital, and other area amenities. Step inside to find a bright and comfortable layout. The partially finished basement adds valuable flexible space perfect for a home office, workout area, or playroom. The detached two-car garage keeps your vehicles and gear protected year-round. Whether looking for your forever home or a peaceful retreat, this property delivers comfort, space, and convenience in a beautiful Vermont setting.

Beautiful New Englander on two picturesque acres between Chester and Springfield, 5 minutes from local shopping and the hospital. The house sits on a quiet, paved and town-maintained road, with breathtaking views and wonderful privacy. Lots of flowers and berry bushes pepper an expansive and lovely lawn. Park your vehicles in a spacious 2-car electrified garage with an overhead storage area, and a new EV Charger! There's also a storage shed for lawn tools. Feel the charm as soon as you enter the enclosed sunroom, with a wall of windows overlooking scenic mountain vistas and wildlife. From here, step up into a cozy dining room, which flows into a quaint den looking out over the deck and onto an expansive and deep backyard. The dining room, den and kitchen ALL have heated floors, so feet stay warm on those winter night trips to the kitchen! A cozy living room sports new carpet (ALL carpeted surfaces have new carpet!). The kitchen boasts plenty of cabinet space and a small butler panty, as well as a brand new induction oven, safe for kids, as the stovetop does not get hot during cooking! Also on the first floor is a full bath, a laundry room, and an office. There are built-ins throughout the house. On the second level are 3 nice-sized bedrooms, a large, wide hallway, and another full bath, as well as a small area that has been used as another office. Recent electrical and exterior upgrades have brought this house to the next level. Bring your dreams to this well-loved home!

Off a peaceful road in the wonderful town of Springfield, VT sits a beautifully maintained 3-bedroom, 1.5-bath ranch nestled on a peaceful and private 2-acre lot. This easy-living home features freshly sanded hardwood floors throughout, offering a warm and timeless feel in every room. Enjoy the simplicity of single-level living with an efficient layout and low-maintenance design. The full walk-out basement provides excellent storage and future expansion potential, while the spacious shed/barn on the property offers endless possibilities for hobbies, animals, or additional storage. Conveniently located just minutes from Springfield Hospital, I-91, shopping, dining, and local schools, this home offers the perfect balance of rural charm and in-town accessibility. Outdoor enthusiasts will love the close proximity to Okemo Mountain, Mount Ascutney, snowmobiling, and trails/hiking. Whether you're starting out, downsizing, or seeking a peaceful Vermont retreat, this property blends comfort, convenience, and country character in one desirable package.