Chester VT
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Under Contract
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$350,000 | $295 per sq.ft.
3 Whitten Road
3 Beds | 2 Baths | Total Sq. Ft. 1188 | Acres: 3.5
Welcome to this beautifully maintained 3-bedroom, 2-bathroom ranch-style home nestled in the serene town of Chester, Vermont. This property combines comfort, convenience, and a unique connection to the great outdoors, making it a great retreat or year-round residence. Step inside to discover a bright and inviting living space with a large, combined living room, dining area, and kitchen. The home's layout offers both functionality and warmth, with ample natural light and high ceilings. The three bedrooms provide plenty of room for family, guests, or a home office, while the two full bathrooms offer modern comfort and convenience as well as one of those being attached to the primary bedroom. This home has been lovingly cared for and is in excellent condition, ready for you to move in and make it your own. Outdoor enthusiasts will adore the location! You'll find yourself just steps away from the renowned Vast snowmobile trails, offering endless adventures in every season. Additionally, a short stroll up the class IV portion of Wyman falls road takes you to the wonderful Wyman Falls, where you can enjoy the calming sounds of cascading water and the beauty of nature. Located in charming Chester, this home offers the perfect blend of small-town charm and easy access to Vermont's outdoor treasures. This is your opportunity to own a slice of Vermont paradise. See
MLS Property & Listing Details & 21 images.
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$425,000 | $144 per sq.ft.
196 North Street
3 Beds | 3 Baths | Total Sq. Ft. 2960 | Acres: 0.7
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 hydrangea bush, charming bridge, small pond and stone bench overlooking the picturesque village. See
MLS Property & Listing Details & 54 images.
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$429,000 | $238 per sq.ft.
Price Change! reduced by $15,000 down 3% on September 13th 2024
3057 VT Rte 11 East
3 Beds | 2 Baths | Total Sq. Ft. 1800 | Acres: 10.08
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. See
MLS Property & Listing Details & 43 images. Includes a Virtual Tour
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$509,000 | $390 per sq.ft.
Price Change! reduced by $10,000 down 2% on January 1st 2025
663 Depot Street
3 Beds | 2 Baths | Total Sq. Ft. 1304 | Acres: 1
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. See
MLS Property & Listing Details & 44 images. Includes a Virtual Tour
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Under Contract
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$599,000 | $197 per sq.ft.
Price Change! reduced by $50,000 down 8% on September 13th 2024
656 Main Street
3 Beds | 3 Baths | Total Sq. Ft. 3040 | Acres: 0.37
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. See
MLS Property & Listing Details & 56 images. Includes a Virtual Tour
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$1,200,000 | $408 per sq.ft.
Price Change! reduced by $100,000 down 8% on January 4th 2025
354 Miner Road
3 Beds | 4 Baths | Total Sq. Ft. 2941 | Acres: 53.16
Chase Brook Farm is at the end of a quiet country road, offering complete privacy on 53 acres and yet just 10 miles from Okemo Ski Resort, fine dining, and shopping. The views are punctuated by bucolic vistas of the Green Mtns including Steadman Hill, the highest peak in Chester. At the center of this property is a 2,941 s.f. farmhouse, built in 2008 and inspired by countless visits to Sturbridge Village. Thoughtfully designed to evoke the charm of a historic home, it features hand-planed boards, painted wide pine floors, wrought iron latches, and soapstone countertops while providing the comfort of modern amenities, including new mechanicals, updated wiring, and a large, dry basement. This property invites year-round enjoyment. In winter, sled down hills out back, or clear the pond for skating parties. Snowmobilers, skiers, and snowshoers will appreciate the room to roam and easy access to the VAST trail. After a day in the snow, warm up by one of the two cozy fireplaces or take a soak in the hot tub. In summer, enjoy a swim or cast a line in the stocked pond, or gather berries from the 80+ blueberry bushes and raspberry patch. The fall season brings apple picking and the land is suitable for livestock, offering versatility for a variety of uses. Chase Brook weaves in and out along the border to the East. Additional features include an attached 1-bay garage, a 3-bedroom caretaker's house with a 3-bay garage, and fiber optic internet. Showings begin October 11. See
MLS Property & Listing Details & 37 images. Includes a Virtual Tour
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