Chester, VT | 663 Depot Street

Christie's International Real Estate
$390,000
MLS#: 5086202
1,304
Sq Ft
1
Acres
2
Baths
3
Bedrooms
General Property Information
Property Status
Active Under Contract
Price
$390, 000
Property Type
Single Family
County
VT-Windsor
Agency / Brokerage
Betsy Adamovich
Real Broker LLC
List Date
4/29/2026 8:00 PM
Acres
1
Year Built
1890
Bedrooms
3
Total Baths
2
Sq. Ft. (Total)
1,304
Tax Year
2024
Taxes
$2,682

Description

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.

Map

Interior Features
# Of Stories
3
Sq. Ft. (Total)
1,304
Sq. Ft. (Above Ground)
1,304
Sq. Ft. (Below Ground)
0
Sq. Ft. Unfinished
630
Rooms
12
Bedrooms
3
Baths
2
Interior Desc
Blinds, Ceiling Fan, Dining Area, Laundry Hook-ups, Living/Dining, Natural Light, Skylight, Basement Laundry, Smart Thermostat
Appliances Included
Dishwasher, Range Hood, Microwave, Refrigerator, Electric Stove, Exhaust Fan, Water Heater
Flooring
Ceramic Tile, Concrete, Wood
Heating
Baseboard
Basement Desc
Climate Controlled, Concrete Floor, Daylight, Full, Insulated, Locked Storage, Storage Space, Walkout, Interior Access, Exterior Access, Basement Stairs

Town Market Snapshot

Source: Data provided by PrimeMLS, graph generated by Pall Spera Company

Exterior Features
Style of Residence
Other, Victorian
Time Share
No
Exterior Details
Barn, Other, Covered Porch
Land Desc.
Level, Sidewalks, In Town, Near Shopping, Near Skiing, Neighborhood, Near Public Transport, Near Railroad
Roof Desc.
Metal, Standing Seam
Driveway Desc.
Paved
Foundation Desc.
Block, Stone
Sewer Desc.
Public
Garage / Parking
Yes
Garage Spaces
1
Road Frontage
0
Zoning
res
Elementary School
Chester-Andover Elementary
Middle School
Green Mountain UHSD #35
High School
Green Mountain UHSD #35

Affordability Estimate

Quick payment estimate for this listing. Not a loan offer — rates and terms vary.

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Estimate excludes taxes, insurance, HOA, and PMI. Consult a lender for accurate figures.

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