Chester VT
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![CHESTER VT Lake House for sale $$169,000 | $845 per sq.ft.]()
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$169,000 | $845 per sq.ft.
3019 Popple Dungeon Road
Waterfront Owned 200 Ft. of shoreline | 1 Beds | 1 Baths | Total Sq. Ft. 200 | Acres: 1
Discover serene beauty in this charming 200 Sq Ft Tiny House, nestled on a picturesque 1-acre lot alongside the South Branch of the Williams River. A unique opportunity awaits as the tiny house is conveniently adjacent to a 2-bedroom cottage in need of renovation. Waiting for its new owner to continue the transformation. This property offers numerous options, allowing you to live in the cozy tiny house while working on the original home. Consider the possibility of removing the older structure to make way for something new, or simply use the tiny house as your Vermont getaway. A stone walkway leads gracefully down to the river, providing a tranquil connection to nature. Both structures are believed to be elevated above the flood zone, ensuring peace of mind in all seasons. This lovely property is a nature lover's dream and a rare opportunity to embrace the essence of Vermont's natural beauty. See
MLS Property & Listing Details & 20 images.
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$225,000 | $170 per sq.ft.
160 Depot Street
3 Beds | 1 Baths | Total Sq. Ft. 1327 | Acres: 0.13
Don't miss this incredible opportunity to own a lovingly maintained turn-key Victorian home nestled in the heart of charming Chester, Vermont. Whether you're seeking a warm and welcoming ski retreat or a comfortable year-round residence, this timeless property offers the perfect blend of historic character and modern convenience. Step inside and you are immediately welcomed by the large foyer, which is a great space to store the skis, poles and helmets from a great day of skiing. The main level features a generous living room anchored by a classic wood-burning fireplace ideal for cozy winter evenings. The sunny eat-in kitchen provides ample space for meals and gatherings, while the full bath with laundry adds everyday practicality. All windows were replaced in 2019, offering energy efficiency and bright natural light throughout. Upstairs, you'll find three spacious bedrooms, including a stunning turret space that creates a bright and airy nook perfect for reading or relaxing under the sun-drenched windows. The original woodwork and architectural details throughout highlight the craftsmanship of a bygone era. Outside, the covered wrap-around porch invites you to unwind and enjoy the peaceful sounds of the nearby babbling brook. Take a short stroll to the local market or explore the picturesque village with its shops, restaurants, and small-town charm. This home is more than just a place to stay it's a place to create lasting memories. All only 15 miles from Okemo Mountain! See
MLS Property & Listing Details & 26 images.
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$250,000 | $219 per sq.ft.
New Listing!
202 Mountain View
3 Beds | 2 Baths | Total Sq. Ft. 1140 | Acres: 0.25
There's something quietly reassuring about a home that's stood the test of time--and this classic dormered Cape in Chester delivers just that, with a clean, updated feel that suits today's lifestyle. Built circa 1945, the home offers three comfortable bedrooms--including a convenient ground-floor bedroom--and 1.5 baths, giving you flexibility for guests or single-level living. The layout is practical and easy to live in, and the enclosed rear entry porch adds everyday function--perfect for muddy boots, groceries, or easing into the house after a long Vermont day. Out back, the porch doubles as a relaxed hangout space, or step out onto the sun-filled deck for a bit more light and fresh air. It's an easy, inviting setup for morning coffee or winding down at the end of the day. Downstairs, a full basement provides solid storage or workspace potential, while the detached two-car garage--with workshop space and automatic openers--offers flexibility for projects, hobbies, or extra gear. The paved driveway, standing seam metal roof, and straightforward systems like the oil-fired hot water setup all point toward low-maintenance ownership--something buyers appreciate more and more. The home is being offered with key appliances already in place, including an electric range, refrigerator, microwave, washer, dryer, and dehumidifier, making for an easy transition whether you're just starting out or simplifying your next chapter. Set in one of Southern Vermont's most loved villages, this is the kind of property that works just as well as a first home as it does for downsizing. Simple, solid, and well-located--if Chester's been on your radar, this one's worth a closer look before it slips by. See
MLS Property & Listing Details & 20 images.
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