Properties Near 663 Depot Street Chester, VT

The Laurin Whiting House, circa 1850, is a Greek Revival style home with 5 bedrooms and 7 baths on 1 +/- acre. The curved, multi-bay veranda wraps around the front of the house with neo-classical columns and an oculus that punctuates the front gable end. A light-filled living room has French doors that open to the lovely porch and adjoin a large bedroom and full bath. The formal dining room connects with the eat-in kitchen with side entrance. An elegant foyer staircase leads to the large landing area on the second floor and a large, ensuite primary bedroom. A third bedroom adjoins a full bath and connects to a back stairway and two additional bedrooms and a bath. The convenient mudroom with adjoining half bath and laundry room connects the house to the barn/event space. The original barn is redesigned to function as a conference center. The meeting space has a separate bar area, two half baths, a tv/game room with exposed beams and a second floor billiard room. The potential uses for this multi-faceted property are many- a spacious full-time home with a business, a duplex, vacation home, ski club or an investment property with rental potential. A large, level yard offers space for gardening, badminton or croquet and a back deck for enjoying summer evenings. Walk to the Town Green for Summer Concerts, shopping and festivals and to the Town Rec area around the corner for year-round exercise and fun!

The possibilities are endless with this beautiful property that has been in the same family since 1964! You will not find a nicer piece of Vermont land than this, with approx. 34 acres of open pastureland bordered by hundreds of feet of the Williams River. This stream offers some great summertime activities such as swimming and fishing! The house and attached barns can be a showplace with some love, and this property is looking for that person who can bring it back to its former glory days. As they say, the buildings have good bones, so consider this a blank canvas to do whatever you please for renovations. Since it's very original, you can update without having to tear out former "improvements" that might have taken away the antique charm. Since it was a working farm at one time, it still has the old silo. Years ago, this was made into a 4-level living unit. You can bring this back to life and use it as a very unique vacation rental or keep it as a very cool place for your kids and grandkids - much cooler than a treehouse! The attached barn is huge and for years it was used as a barn antique store. You could do that again, or you could use it for animals. With the open land which supplies a big supply of hay each year, this property would be great for horses, cows, and other large animals. There is also a sugar house, plus a separate building out front that was also used for the antique business. Several apple trees, a huge rhubarb patch, and more! Don't wait on this one!

HUGE PRICE REDUCTION! OWNER HAS MOVED SO THE PROPERTY MUST BE SOLD. POSSIBLE OWNER FINANCING!! This Hilltop Homestead/Mini farm boasts 5 acres of mostly open land and a sprawling 4,000 plus sq. ft. ranch style home with a full finished walkout basement with attached 2 car garage and numerous barns and outbuildings. Easy access to Springfield or Chester and I-91. The home features a huge primary bedroom suite, two other bedrooms and another full bath on the main level, modern kitchen that flows into a living/dining open concept area with access to the back decks and views of the private back yard and mountain tops beyond. There is a combination of Bamboo, vinyl plank, slate and tile floors throughout the main level, two fireplaces, a second living/family room and 1st floor laundry with breezeway to the attached garage. The basement offers a small kitchenette, the 3rd bath, an additional bedroom, recreation/exercise room, workshop and much more. Outside you'll find plenty of outdoor space for gardening, animals, family time, cookouts/events or outdoor recreation. The back and side yards are completely fenced with gates to allow mowers and other equipment but also creates an ideal situation for animals and pets. The current owners have cleared additional forested land to add to the open/level land and also have trails through the remaining wooded acreage. There is an old gambrel timber frame barn plus a new heated Jamaica Cottage barn for animals. This is a DEAL!

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.

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. 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. Schedule a visit today!

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.

This lovingly maintained manufactured home is just waiting for its new owner to enjoy! Located less than 10 mins from North Springfield and just 20 mins to Ludlow on a quiet dirt road. Enter through the large multi-purpose room with views of the pond and perennial gardens. Laundry is conveniently located in the hallway off the kitchen. A wood stove in the living room adds charm and warmth. Enjoy a meal at either the dining room table or bar seating that overlooks the kitchen. Ample counter space and cabinets make cooking a breeze. Portable generator hookup ensures uninterrupted enjoyment no matter the weather. The generator is even included! Windows and furnace were all replaced in 2018/19. Three included outbuildings have room for car, toy or tool storage! Watch wildlife across the rolling lawn or install a fence in the field for your own animals to enjoy. Live the Vermont life in an idyllic location!