$390,000
 $2,094 est/mo Sourced by Back At You

663 Depot Street,Chester, VT 05143

Chester, VT 05143

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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.

Details

MLS #5086202
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
Status(31) Under Contract - Active Under Contract
Year1890
Days On Site161
Listing Provided ByReal Broker LLC | Betsy Adamovich

Features

Bed(s)3
Bath(s) 2 Total
Garage1
BasementY
Story(s)3
Zoningres
Acreage1.00

Interior

Rooms Total12
CoolingNone
HeatingBaseboard
Interior FeaturesBlinds, Ceiling Fan(s), Dining Area, Laundry Hook-ups, Living/Dining, Natural Light, Skylight, Basement Laundry, Smart Thermostat
AppliancesDishwasher, Range Hood, Microwave, Refrigerator, Electric Stove, Exhaust Fan, Water Heater

Exterior

Exterior FeaturesBarn, Other, Covered Porch
RoofMetal, Standing Seam
Construction MaterialsWood Frame, Clapboard
Foundation DetailsBlock, Stone
Lot FeaturesLevel, Sidewalks, In Town, Near Shopping, Near Skiing, Neighborhood, Near Public Transit, Near Railroad

Parking

Garage Yes / NoYes
Parking FeaturesDriveway, Paved, Barn

Utilities

UtilitiesCable Available, Propane, Phone Available
Electric200+ Amp Service, Circuit Breakers
SewerPublic

Taxes

Tax Annual Amount2682
Tax Year2024

Area Information

StateVT
CountyWindsor
CityChester
Zip Code05143
AreaVT Windsor
School DistrictTwo Rivers Supervisory Union
Elementary SchoolChester-Andover Elementary
High SchoolGreenMount
Listing VS Median (in 05143)
Price:
$390,000
low | high
Med:
$0
On site:
161
low | high
Med:
Sourced by Back At You

Market Activity 05143

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Learn More About This Property

StateVT
CountyWindsor
CityChester
Zip Code05143
AreaVT Windsor
School DistrictTwo Rivers Supervisory Union
Elementary SchoolChester-Andover Elementary
High SchoolGreenMount
Listing VS Median (in 05143)
Price:
$390,000
low | high
Med:
$0
On site:
161
low | high
Med:
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $292K - $487K
sqft: 0 - 0
Nearby Listings Property ImageNearby Listings Details
3208 Green Mountain Turnpike Property Photo 1
$449,000
3208 Green Mountain Turnpike
Chester, VT 05143
Listing Updated: October 6, 2026 at 8:42:38 AM PDT