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Fully renovated from top to bottom, this Chester property offers the kind of peace of mind that’s hard to find in an older Vermont home. Major systems including electrical, plumbing, heating, insulation, drywall, and windows, have all been updated, allowing the next owner to step in without a long to-do list. Inside, the home strikes a thoughtful balance between character and clean updates. Refinished wide plank floors bring warmth throughout, while the kitchen features granite countertops and a farmhouse sink. Upstairs, a vintage Martini pedestal sink adds a distinctive, curated touch to the bathroom. Outside, the level lawn provides usable space for everything from gardening to entertaining, and the substantial post-and-beam barn opens the door to a wide range of future uses, storage, workshop space, or potential expansion. Located just minutes from Chester’s Stone Village, the Grist Mill, and Smitty’s Market, and within easy reach of Okemo, Bromley, Killington, Stratton, and Mount Snow, this is a strong option for both full-time living and recreational use. Currently used as a long-term rental and previously operated as a successful Airbnb and personal vacation home, the property offers flexibility for a variety of ownership goals. †
Property Location
663 Depot Street Chester
Property Details
List Price $390,000
Total Rooms 12
List Date Apr 30th, 2026
Cooperation Fee Unknown
Lot Size 1 Acres
Taxes $2,682
MLS# 5086202
Days on Market 71 Days
Tax Year 2024
Type House
Stories 3
Road Frontage
Bedrooms 3
Style Other, Victorian
Water Frontage
Full Bathrooms 0
Finished 1,304 Sqft
Construction No, Existing
3/4 Bathrooms 2
Above Grade 1,304 Sqft
Seasonal No
Half Bathrooms 0
Below Grade 0 Sqft
Year Built 1890
1/4 Bathrooms 0
Garage Size 1 Car
County Windsor
Interior Features
Equipment & AppliancesDishwasher, Refrigerator, Microwave, Refrigerator, Electric Stove, Exhaust Fan, Water Heater
Lot DescriptionLevel, Sidewalks, In Town, Near Shopping, Near Skiing, Neighborhood, Near Public Transport, Near Railroad
Garage & Parking
Road Frontage Type Paved,Public
Water Access
Suitable Use
Water Type
Driveway Paved
Water Body
Flood Zone No
Zoning res
School District Two Rivers Supervisory Union
Middle Green Mountain UHSD #35
Elementary Chester-Andover Elementary
High Green Mountain UHSD #35
Heating Baseboard
Items Excluded
Cooling None
Negotiable Washer, Dryer, Furnishings
Sewer Public
Parcel Access ROW
Water Public
ROW for Other Parcel
Water Heater
Financing
Cable Co None - VTelevision avail.
Documents Property Disclosure, Deed
Electric 200+ Amp Service, Circuit Breaker(s)
Tax ID 144-045-10612
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† The remarks published on this webpage originate from Listed By Betsy Adamovich of Real Broker LLC via the PrimeMLS IDX Program and do not represent the views and opinions of Coldwell Banker Hickok & Boardman. Coldwell Banker Hickok & Boardman cannot be held responsible for possible violations of copyright resulting from the posting of any data from the PrimeMLS IDX Program.