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.

Listing Tools

More Info

Tax Information

  • Tax Year2024

Parking

  • Parking Spaces1
  • GarageYes
  • Parking DescriptionDriveway, Paved, Barn

Basic Information

  • MLS Number5086202
  • MLS StatusActive
  • StatusACT
  • Property TypeSingle Family
  • List Price$390,000
  • Listing Agent NameBetsy Adamovich
  • Broker NameReal Broker LLC

Location

  • Building Number663
  • StreetDepot Street
  • TownChester
  • StateVT
  • Zip05143
  • CountyWindsor
  • DistrictTwo Rivers Supervisory Union
  • Elementary SchoolChester-Andover Elementary
  • Junior HighGreen Mountain UHSD #35
  • High SchoolGreen Mountain UHSD #35
  • Flood Zone Y/NNo
  • Address663 Depot Street

Building

  • Year Built1890
  • Building ConstructionWood Frame, Clapboard Exterior
  • ConstructionExisting
  • Property StyleOther, Victorian
  • Bedrooms3
  • Bathroom2
  • Total Baths2
  • 3/4 Baths2
  • Total Rooms12
  • Square Feet1,304
  • APX Unfin Below Grade630
  • BasementBasement Stairs, Climate Controlled, Concrete Floor, Daylight, Exterior Access, Full, Insulated, Interior Access, Locked Storage, Storage Space, Walkout
  • FoundationBlock, Stone

Property

  • Acreage1
  • Lot DescriptionLevel, Sidewalks, In Town, Near Shopping, Near Skiing, Neighborhood, Near Public Transportatn, Near Railroad
  • AreaVT-Windsor
  • DrivewayPaved
  • RoadsPaved, Public

Interior

  • Interior FeaturesBlinds, Ceiling Fan, Dining Area, Laundry Hook-ups, Living/Dining, Natural Light, Skylight, Basement Laundry, Smart Thermostat
  • Room 1 TypeEat-in Kitchen
  • Room 1 Level1
  • Room 1 Dimensions19'3"x11'8"
  • FloorsCeramic Tile, Concrete, Wood
  • Room 2 TypeLiving/Dining
  • Room 2 Level1
  • Room 2 Dimensions19'2"x11'2"
  • Room 3 TypeBathroom Three Quarter
  • Room 3 Level1
  • Room 3 Dimensions7'11"x5'4"
  • Room 4 TypeBedroom
  • Room 4 Level1
  • Room 4 Dimensions17'4"x10'5"
  • Room 5 TypeBedroom
  • Room 5 Level2
  • Room 5 Dimensions10'6"x6'10"
  • Stories3
  • Room 6 TypeOther
  • Room 6 Level2
  • Room 6 Dimensions9'11"x9'5"
  • Room 7 TypeBathroom Three Quarter
  • Room 7 Level2
  • Room 7 Dimensions10'7"x8'1"
  • Room 8 TypeBedroom
  • Room 8 Level2
  • Room 8 Dimensions13'5"x11'2"
  • Room 9 TypeMudroom
  • Room 9 LevelBasement
  • Room 9 Dimensions17'4"x10'4"
  • Room 10 TypeLaundry Room
  • Room 10 LevelBasement
  • Room 10 Dimensions10'10"x9'5"
  • Room 11 TypeUtility Room
  • Room 11 LevelBasement
  • Room 11 Dimensions19'4"x11'7"
  • Room 12 TypeUtility Room
  • Room 12 LevelBasement
  • Room 12 Dimensions11'6"x9'4"

Exterior

  • Exterior FeaturesBarn, Other, Covered Porch
  • RoofMetal, Standing Seam

Utilities

  • Heat SystemBaseboard
  • WaterPublic
  • SewerPublic
  • Electric200+ Amp Service, Circuit Breaker(s)
  • UtilitiesCable Available, Propane, Telephone Available

Amenities

  • AmenitiesCO Detector, Dehumidifier, Smoke Detector
  • PricePerSqFt299.08

Other

  • SeasonalNo
  • Page29
  • Date Listed04/30/2026
  • View Count2

Map Location

Listed by Betsy Adamovich of Real Broker LLC
Broker Reciprocity 

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 15, 2026 1:09 PM EDT

 

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