Historically known as the Frank Harris House, this distinguished circa 1880 Queen Anne style Victorian commercial building on .75+/- acres has long been a landmark presence in the village of Chester. With its welcoming veranda and timeless charm, the property has served as a thriving office for many years and has many period architectural details throughout such as, a unique, colored transom window in the first floor meeting room, a white brick decorative fireplace with accent mirror in the large office/reception area, graceful bay windows, a mix of hardwood and softwood floors and a slate roof with diamond patterned bands. The heating system has recently been upgraded with a new direct vent boiler and efficient hydronic wall units to ensure comfort throughout the seasons. Additional features include a spacious kitchen area, 1.5 baths, a handicap access ramp and public water and sewer. The attached rustic two-story barn offers additional storage space and there is a large, second story three-season porch! Whether your vision involves refreshing the property for use as office space, transforming it to a multi-unit investment property or restoring it to a grand, single family home, the Harris House presents a rare opportunity—centrally located in the heart of Chester and within walking distance to the town green, shops, elementary school and recreation area. Also listed as under MLS #5058558.
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.
Welcome to your dream home – This meticulously maintained New England-style gem is bursting with charm and modern convenience. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by the beautiful hardwood floors that add warmth and character to every room. Bask in the great natural light that fills every corner of this lovely abode, making every day feel bright and inviting. This home includes a main level bedroom, dining room and family room. In addition there is an attached garage and a barn for all your hobbies. This home is perfect for families and outdoor enthusiasts alike. Imagine being just a short stroll away from the village store for all your essentials and enjoying nearby skiing adventures in winter, along with shopping and restaurants year-round! Don't miss out on this incredible opportunity to own a piece of paradise in the heart of it all! Schedule your visit today and get ready to fall in love – your perfect home awaits!
This delightful ranch home located in a desirable cul-de-sac neighborhood, is where you can enjoy a nice evening walk and chat with the neighbors. Enter from the front porch to the bright living room with a lovely fireplace and hardwood floors, to enjoy a fire on those cool evenings. The nice sized kitchen adjoins the lovely dining room which features easy access to the large screened-in porch, perhaps to enjoy dessert after dinner. Three bedrooms and 2 baths complete the main level. The lower level features the oversize family room, with a brick wall feature. An additional bedroom will provide room for guests. The utility side of the basement offers space for a workshop, as well as options for storage, workout space and more. This home enjoys a spacious fenced in level lot hosting options for flower or veggie gardens. A 2 car garage has more room for storage.
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!
Nestled on over an acre +/- of level land, this well-maintained home offers a wealth of space and potential for any lifestyle. With a large shed, a 3-car carport/workshop, and even a chicken coop, you'll have plenty of room to store, work, and play. The first floor features a generously-sized bedroom with bay windows, a beautifully refinished bathroom with a walk-in shower, a large kitchen, dining area, and living room. Additionally, there's a convenient storage room with an attached half bath. Upstairs, you'll find four more spacious bedrooms and a newly updated half bath, along with a bonus room that could serve as a home office or a playroom. The second floor also houses the laundry area for added convenience. The third floor has been thoughtfully converted into a private apartment or in-law suite, complete with its own kitchen and full bathroom, perfect for multi-generational living or guest accommodations. The basement has been transformed into a fully functional workshop with pressure-treated flooring, a solid upgrade over the original dirt floors. Plus, the home is heated by a pellet furnace that holds 4.75 tons of pellets, conveniently blown in from the outside - no need to lug heavy bags up and down the stairs. Recent updates include new click-lock flooring throughout much of the home, updated windows, and a durable new metal roof on the workshop/carport. Don't miss a chance to see it for yourself!
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!
Beautifully set in total privacy, this cozy cabin is the perfect retreat! Nestled on a secluded, level lot, this charming home offers a peaceful escape surrounded by nature. Inside, you’ll find wide pine floors, granite countertops, and a freshly painted interior and exterior that give the space an updated feel. The spacious layout includes large rooms and a versatile loft ideal for guests, a small home office, or extra storage. Unwind in the large Jacuzzi jet tub after a long day, or step outside to enjoy the beautifully landscaped grounds. A serene, oversized pond adds to the tranquil setting, while a fenced-in garden area is perfect for growing your own vegetables or flowers. Relax or entertain under the covered stone patio, and enjoy the many thoughtful touches throughout the property that make it truly special. Whether you're looking for a weekend getaway or a full-time home, this private cabin has everything you need and more!
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.
Nicely maintained 3BR/3BA ranch home just waiting for a new family. This home features large, updated eat-in kitchen with sliders to a deck, main floor laundry, gas fireplace, home office/den, partially finished basement has a 3/4 bath, workshop area, partially finished rooms that could be additional bedrooms and a large partially finished area for family room. Primary bedroom with bath and lots of closet space, a walk-in, a closet full of shelves and additional for whatever you like. Seller will entertain all offers.
The view from the road does not give you the fact that behind the house is a beautiful and private backyard! This property has great possibilities for you to create your own vision of what it can become. You could either do some improvements to the existing gambrel structure which has been a comfortable residence for many years, or you could use it as some kind of allowed business or rental and turn the really nice barn into your new house. The barn sits in a really nice spot overlooking the open landscaped property, with a nice private woodsy area behind. Offered for sale for the first time in almost 40 years!
Open House Thursday, September 11, 4:00 - 6:00 Welcome to your Vermont retreat, an inviting one bedroom, one bath home sat on 2.5 acres at the end of a dead end road in Chester. This 528 square-foot cottage has been thoughtfully updated for four season, comfort, featuring full insulation, a woodstove for cozy evenings, and efficient mini-splits providing both heating and air-conditioning. Recent upgrades include a brand new three bedroom septic system, making expansion a future option and a detached two car garage that offers excellent storage for vehicles, ski gear, or workshop space, along with an electric car charging station hookup. The property is dotted with mature sugar maples, already tapped, bringing an authentic Vermont sugaring tradition right to your doorstep. Just minutes from Chester‘s, charming Village center, and Springfield amenities, and a short drive to Okemo Mountain resort, this location is ideal for year-round, living, a ski getaway, or a weekend retreat. Whether you’re seeking a low maintenance primary residence or a charming, second home, this property blends, rustic appeal with modern convenience in quintessential Vermont setting.
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