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Jessica Samples
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663 Depot Street, Chester, VT 05143

$390,000
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Active
BEDS3 BATHS2 full SQUARE FEET1,304 MLS#5086202
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLTwo Rivers Supervisory Union

Listing Courtesy of: Real Broker LLC
Agency Phone: 855-450-0442
Associate Name: Betsy Adamovich
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Property 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.

663 Depot Street | MLS# 5086202

This single family home located at 663 Depot Street, Chester, VT 05143 is currently listed for sale with an asking price of $390,000. This property was built in 1890 and has 3 bedrooms and 2 full baths with 1304 sq. ft. Depot Street is located within the Two Rivers Supervisory Union school district. Search Chester real estate on jessicasamples.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Climate Controlled, Concrete Floor, Daylight, Full, Insulated, Locked Storage, Storage Space, Walkout, Interior Access, Exterior Access, Basement Stairs
Cooling: None
Garage: 1
Heating: Baseboard
Home Style: Other, Victorian
Lot Size: 1.00 Acres
Roof Type: Metal, Standing Seam
Stories: 3.0
Taxes: $2,682
Year Built: 1890

Amenities

Blinds
Ceiling Fan
Dining Area
Laundry Hook-ups
Living/Dining
Natural Light
Skylight
Basement Laundry
Smart Thermostat
Barn
Other
Covered Porch

Feature Descriptions

Appliances: Dishwasher, Range Hood, Microwave, Refrigerator, Electric Stove, Exhaust Fan, Water Heater
Baths 3/4: 2
Construction: Wood Frame, Clapboard Exterior
Construction Status: Existing
Days on Site: 34
Driveway: Paved
Electric: 200+ Amp Service, Circuit Breaker(s)
Equipment: CO Detector, Dehumidifier, Smoke Detector
Exterior: Wood Frame, Clapboard Exterior
Flood Zone: No
Flooring: Ceramic Tile, Concrete, Wood
Foundation: Block, Stone
Lot: Level, Sidewalks, In Town, Near Shopping, Near Skiing, Neighborhood, Near Public Transportatn, Near Railroad
Number of Rooms: 12
Parking: Driveway, Paved, Barn
Roads: Paved, Public
Sewer: Public
Sq. Ft. Above Grade Finished: 1304
Sq. Ft. Total Finished: 1304
Total Stories: 3
Water: Public
Zoning: res

Room Sizes

Eat-in Kitchen: 19.3x11.8 Level - 1
Living/Dining: 19.2x11.2 Level - 1
Bathroom Three Quarter: 7.11x5.4 Level - 1
Bedroom: 17.4x10.5 Level - 1
Bedroom: 10.6x6.10 Level - 2
Other: 9.11x9.5 Level - 2
Bathroom Three Quarter: 10.7x8.1 Level - 2
Bedroom: 13.5x11.2 Level - 2
Mudroom: 17.4x10.4 Level - Basement
Laundry Room: 10.10x9.5 Level - Basement
Utility Room: 19.4x11.7 Level - Basement
Utility Room: 11.6x9.4 Level - Basement

Local Schools

High School: Green Mountain UHSD #35
Middle School: Green Mountain UHSD #35
Elementary School: Chester-Andover Elementary
School District: Two Rivers Supervisory Union

Listed By / Shown By

Listed By

Agency Name: Real Broker LLC
Agent Name: Betsy Adamovich
Agency Phone: 855-450-0442

agent picture

Shown By

Agent Name: Jessica Samples
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 1,205.22 per month $867.97 Principal & Interest $223.50 Property Tax $113.75 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/04/2026. The listing information on this page last changed on 06/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 06/04/2026 12:04:50 AM EST) or MLSPIN MLS (last updated Wed 06/03/2026 11:38:42 PM EST) or Prime MLS (last updated Wed 06/03/2026 11:33:45 PM EST) or MREIS (last updated Wed 06/03/2026 11:55:16 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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 2026-06-03 23:33:45

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