Properties Near 663 Depot Street Chester, VT

The Walter Austin House, a 3+ bedroom, 2.5 bath Queen Anne Victorian on .37 +/- acres in the Chester Village is a grand home that blends qualities from the Gilded Age with a more contemporary lifestyle. The first floor features a tiled mudroom, elegant foyer and spacious living room with an attractive marble gas fireplace. Original pocket doors open to the formal dining room. The efficient, classically styled kitchen has a breakfast bar, Corian countertops and accented glass-paned cabinets with a lovely picture window. The inviting Great Room has a cathedral ceiling, skylights and hardwood flooring with radiant heat and features a beautiful palladium-crowned triptych window overlooking the lovely pastoral view which delights in all seasons. The second floor features 3 bedrooms, a spacious bathroom with a clawfoot soaking tub and large tiled walk-in shower. The laundry room with half bath is across the hall and the finished third floor provides a quiet retreat with two finished rooms for office, study or guest overflow. The lovely, private grounds feature a deck with auto awning, a courtyard , a luxurious relaxing hot tub/swim spa, raised garden beds and established flower gardens. In addition to a one car garage, a two story post & beam barn provides additional garage and work space and a second floor rec room or office. Stroll to the Green or play Pickle Ball at the Rec area! Close to skiing, Summer theater, hiking and all the area has to offer. Showings begin on June 2nd.

Step into the charm of yesteryear with all the comforts of today at 663 Depot Street. This completely renovated 3-bedroom, 2-bathroom home combines historic character with modern convenience. Since 2022, everything from the insulation, drywall, electrical, plumbing, & HVAC has been updated, including a new furnace, water heater, fixtures, countertops, cabinets & appliances. The only original feature left untouched is the flooring- beautifully refinished original wood. The owners thoughtfully chose period-appropriate paint colors & preserved unique touches like exposed beams & original woodwork. You'll love the Victorian martini pedestal sink in the upper bathroom! There is also a 2-story attached post-and-beam barn—larger than the house itself—with a powered overhead door. Keep it as a garage or workshop, or explore the incredible potential to double your livable space by finishing it. Sited on 1 acre, the property has a sprawling lawn, fire pit for evenings under the stars & an unbeatable location near Chester's Stone Village, Grist Mill, Smitty's Market, & other local amenities. Just 15 min to Okemo Mtn & the lakes, 30 min to Bromley, & under an hr to Killington, Stratton, & Mt Snow—a prime spot for skiing, hiking, & year-round fun. Currently used as both a family getaway & a successful Airbnb, this property has serious income potential for those looking to maximize its use. Whether you’re searching for a primary home or an investment, this timeless home is not one to miss.

Exciting Red Brick Ranch in a Beautiful Serene Setting! This delightful red brick ranch combines the charm of one-level living with incredible potential! Nestled on a private lot, surrounded by breathtaking woods and offering a glimpse of Ascutney Mountain in the winter, this inviting residence features spacious bedrooms, a luxurious primary suite with large tub for soaking in after a long day. With an additional ensuite and a third full bathroom, comfort and convenience are at your fingertips for family and guests alike. Step inside and be captivated by the open-plan kitchen, living, and dining area that flows effortlessly into a stunning solarium, perfect for basking in natural light. The cozy rec room and games room in the basement are ideal for family fun or creating a vibrant play space for kids. Unwind in the sauna, and enjoy the added convenience of a dedicated laundry area off the kitchen. And dont forget the extra workshop space in the main house! Outdoor living truly shines here, with a sparkling in-ground pool and a pool house, surrounded by fruit trees and mature plantings. The three-bay heated garage offers ample storage, another workshop along with dedicated RV parking and a lean-to for extra space. With a separate one-bedroom rental or in-law apartment option, this is a versatile property. Recently painted and ready for your personal touch, this cute ranch invites you to create lasting memories. 30 Minutes to Okemo & Magic mountains and VAST access nearby!

This spacious 1800's home is filled with Vermont charm and located in the heart of Chester. Filled with natural light from newly installed windows, the home boasts beautiful wood floors throughout and antique door handles that capture the essence of the era. Spacious bedrooms provide ample comfort, while smart thermostats ensure modern convenience. A newly built, covered front porch welcomes you into the home, and a deck off the kitchen leads to an open, level backyard—perfect for gardening or outdoor activities. One of the standout features of this property is the versatile studio space. Accessible via its own entrance from Main Street, this expansive area features vaulted ceilings and two half baths, offering endless possibilities. Whether you're looking to create a storefront, set up an at-home business, or convert the space into a private apartment, the potential is limitless. This property offers a unique opportunity to live in a quintessential Vermont town while having the flexibility to tailor the space to your needs. It's a must-see for anyone seeking a charming, functional home with potential for growth!

A classic, easy maintenance four bedroom, two bath home in Chester village on .12 acres +/-, within walking distance to the Village Green for summer concerts, restaurants and shopping. The front porch is a focal point and a great way to meet your neighbors and passersby on the walking loop. The first floor features a large foyer, spacious living room, large dining room with corner built-in and elegant lighting, a country kitchen with marble tile flooring, first floor bath with tiled shower and an adjoining bedroom with a lovely reading/entertainment nook that connects with the dining room. The second floor has a large landing with two adjoining bedrooms, a full bath with radiant heat in the floor and a cool, private back bedroom. The basement has foam insulation and the windows, water heater and oil tank have been replaced. Ready for your enjoyment as primary, secondary or investment property. Close to Magic, Okemo, Bromley and Stratton Resorts, and year year-round recreational activities.

Unique Chester property on 10.08+/- acres with home business potential! This 3 bedroom, 1.5 bath Contemporary has lovely grounds that feature a pond, landscaped rock gardens, a vegetable garden and ample open space for more gardening endeavors. The detached 3-bay garage offers multiple large spaces and oversized doors. Whether you are an artist, contractor, carpenter or mechanic, the high ceilings and huge amount of work space will be appreciated. Set back from the road with plenty of parking area, there is room to add more outbuildings for business needs. The efficient house features a cozy living room, first floor bedroom, full bath and kitchen/dining that opens to the back deck overlooking the private pond. The second floor has a large common area adjoined by two bedrooms and a half bath with laundry. The whole house generator and Fiber Optic internet service will keep your systems and business running during power outages. Commutable to the Upper Valley, convenient to Springfield, skiing, shopping, Chester Village and all the area has to offer.

The Simeon Sherwin House, built in 1844, is one of three look-alike houses known as "Three Sisters". The house was owned by Olivia Goldsmith in the 1990's who wrote The First Wives Club. Her worldly, vibrant imprint is still evident in many of the home's unique features. Architecturally, the stone exterior is unique with large blocks (quoins) of schist and mica at the corners. Inside, there is a delightful three season sunroom and formal dining room with woodstove insert, chandelier and an array of full light doors which open to the large, bright kitchen and first floor full bath. A sitting room with a double-sided fireplace connects to the spacious living room. The inviting foyer leads to the second floor which features 3 bedrooms, 2 baths and a sitting room. An addition added by the author and named the Queen's Room during the current owners bnb tenure features built-ins, a partition wall with transom window and a wood stove insert flanked by cozy built-in seats. The primary bath features gold-plated fixtures, a skylight and soaking tub. The first floor also has a heated, retail space for a home business with a separate entrance and office above that has served as an antique shop. The two-car attached, garage has unfinished, overhead space. The exterior needs some sprucing up and a new owner will want to add cosmetic upgrades. The property on .70 acres has a lovely yard with a nice short range view and a small seasonal stream.