663 Depot Street

Active Under Contract
Active Under Contract
Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Gallery Image 31
Gallery Image 32
Gallery Image 33
Gallery Image 34
Gallery Image 35
Gallery Image 36
Gallery Image 37
Gallery Image 38
Gallery Image 39
Gallery Image 40
Gallery Image 41
Gallery Image 42
Gallery Image 43
Gallery Image 44
Gallery Image 45
Gallery Image 46
Gallery Image 47
Gallery Image 48
Gallery Image 49
Gallery Image 50
Gallery Image 51
$390,000
3 beds1,304 sqft$299/sqft
663 Depot St, Chester, VT 05143
Est: $2,206/moGet pre-approved

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...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 UPDATED: 07/22/2026 01:55 PM

  1. Listed by Betsy Adamovich • Real Broker LLC

Property Details for 663 Depot Street

Status
Active Under Contract
MLS #
5086202
Days on Market
81
Taxes
$2,682 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family
Year Built
1890
Lot Size
1.00 AC / 43,560 SF
County
Windsor County
Zoning
res

Location

Listing Courtesy of Real Broker LLC
Add your commute

Building Information for 663 Depot Street

Stories3Year Built1890Building Size-Lot Size1.00 AC / 43,560 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$2,206 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,982

Property Taxes

$224

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 663 Depot Street

Summary
Location and General Information
  • City: Chester
  • County: VT-Windsor
  • Directions: GPS is accurate.
  • Latitude: 43.269397000000019
  • Longitude: -72.589689830688471
  • Road Frontage: TBD
  • Seasonal: No
  • State: VT
  • Street Designation: Street
  • Zip Code: 05143
Taxes and HOA Information
  • SPAN Number: 144-045-10612
  • Tax Year: 2024
  • Taxes TBD: Unknown
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Paved
Property
Lot Information
  • Lot Features: Level, Sidewalks, In Town, Near Shopping, Near Skiing, Neighborhood, Near Public Transport, Near Railroad
  • Lot Size Acres: 1.0
  • Total Finished Area: 1304.0
  • Above Grade Finished Area: 1304.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 630.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 43560.0
  • Total Area: 1934.0
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1890
  • School District: Two Rivers Supervisory Union
  • High School: Green Mountain UHSD #35
  • Middle/Jr School: Green Mountain UHSD #35
  • Elementary School: Chester-Andover Elementary
Utilities
  • Electric Company: Green Mountain Power
  • Cable Company: None - VTelevision avail.
  • Fuel Company: Bart Energy
  • Electric: 200+ Amp Service, Circuit Breaker(s)
  • Sewer: Public
  • Water Source: Public
  • Utilities: Cable Available, Propane, Telephone Available
  • Internet: Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Clapboard Exterior
  • Roof: Metal, Standing Seam
Interior Features
  • Appliances: Dishwasher, Range Hood, Microwave, Refrigerator, Electric Stove, Exhaust Fan, Water Heater
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Climate Controlled, Concrete Floor, Daylight, Full, Insulated, Locked Storage, Storage Space, Walkout, Interior Access, Exterior Access, Basement Stairs
  • Rooms: Level 1: Level 1: Bedroom, Level 1: 3/4 Bathroom, Level 1: Eat-in Kitchen, Level 1: Living/Dining
  • Rooms: Level 2: Level 2: Bedroom, Level 2: 3/4 Bathroom, Level 2: Other
  • Rooms: Level B: Level B: Laundry Room, Level B: Mudroom, Level B: Utility Room
  • Flooring: Ceramic Tile, Concrete, Wood
  • Heating: Baseboard
  • Cooling: None
  • Total Stories: 3
  • Rooms Total: 12
  • Bathrooms Full: 0
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 2
  • Bedrooms Total: 3
  • Bathrooms Total: 2
Room Information
Room 1
  • Room Dimensions: 19'3"x11'8"
  • Room Level: 1
  • Room Type: Eat-in Kitchen
Room 2
  • Room Dimensions: 19'2"x11'2"
  • Room Level: 1
  • Room Type: Living/Dining
Room 3
  • Room Dimensions: 7'11"x5'4"
  • Room Level: 1
  • Room Type: Bathroom Three Quarter
Room 4
  • Room Dimensions: 17'4"x10'5"
  • Room Level: 1
  • Room Type: Bedroom
Room 5
  • Room Dimensions: 10'6"x6'10"
  • Room Level: 2
  • Room Type: Bedroom
Room 6
  • Room Dimensions: 9'11"x9'5"
  • Room Level: 2
  • Room Type: Other
Room 7
  • Room Dimensions: 10'7"x8'1"
  • Room Level: 2
  • Room Type: Bathroom Three Quarter
Room 8
  • Room Dimensions: 13'5"x11'2"
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 17'4"x10'4"
  • Room Level: Basement
  • Room Type: Mudroom
Room 10
  • Room Dimensions: 10'10"x9'5"
  • Room Level: Basement
  • Room Type: Laundry Room
Room 11
  • Room Dimensions: 19'4"x11'7"
  • Room Level: Basement
  • Room Type: Utility Room
Room 12
  • Room Dimensions: 11'6"x9'4"
  • Room Level: Basement
  • Room Type: Utility Room

Property History for 663 Depot Street

DateEvent & SourcePriceAppreciation
Jul 21, 2026

Temporarily Off Market

New England Real Estate Network #5100904

—
Jul 21, 2026

Active Under Contract

New England Real Estate Network #5100904

—
Jul 21, 2026

Listed (Active)

New England Real Estate Network #5100904

$410,000—
DateEvent & SourcePrice
07/21/2026

Temporarily Off Market

New England Real Estate Network #5100904

—
07/21/2026

Active Under Contract

New England Real Estate Network #5100904

—
07/21/2026

Listed (Active)

New England Real Estate Network #5100904

$410,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 663 Depot Street

Taxable ValueLand$31,500Additions$65,200Total$96,700
Tax Record2025$1,805 ($150 / month)
Home Facts
Beds3Baths1Total Finished SqFt1,120 SqFtAbove Grade Finished SqFt1,120 SqFtUnfinished Basement SqFt791 SqFtStories1Lot Size43,560 SqFtStyleSingle Family ResidenceYear Built1940Year Renovated1940CountyWINDSORAPN(045) 585063

Schools near 663 Depot Street

This home is within Green Mountain Unified School District.
Rating
School
Type
Grades
Distance
Chester-Andover Usd #29
Public - PK to 6
Green Mountain Uhsd #35
Public - 7 to 12
Rating
School
Distance
Chester-Andover Usd #29
PublicPK to 6

Green Mountain Uhsd #35
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 05143

$650,000 | 3630 Highway 103, Chester, VT 05143
1/30

$650,000

3
Bedrooms
4,324
Square Feet
2
Acres

3630 Highway 103, Chester, VT 05143

$169,000 | 3019 Popple Dungeon Road, Chester, VT 05143
1/20

$169,000

1
Bedrooms
200
Square Feet
1
Acres

3019 Popple Dungeon Road, Chester, VT 05143

$399,000 | 40 Fenton Road, Chester, VT 05143
1/37

$399,000

4
Bedrooms
2,148
Square Feet
1.5
Acres

40 Fenton Road, Chester, VT 05143

$299,000 | 1397 Popple Dungeon Road, Chester, VT 05143
1/31
Active Under Contract

$299,000

3
Bedrooms
1,788
Square Feet
3.3
Acres

1397 Popple Dungeon Road, Chester, VT 05143

$879,999 | 201 Spruce Drive, Andover, VT 05143
1/60

$879,999

3
Bedrooms
3,310
Square Feet
5.5
Acres

201 Spruce Drive, Andover, VT 05143

$419,900 | 176 Meadow Road, Chester, VT 05143
1/43
Active Under Contract

$419,900

5
Bedrooms
1,982
Square Feet
0.27
Acres

176 Meadow Road, Chester, VT 05143

$549,000 | 3341 Trebo Road, Chester, VT 05143
1/47
Active Under Contract

$549,000

4
Bedrooms
2,464
Square Feet
2.13
Acres

3341 Trebo Road, Chester, VT 05143

$469,000 | 64 Maple Street, Chester, VT 05143
1/60
Active Under ContractVirtual Tour

$469,000

3
Bedrooms
2,676
Square Feet
2
Acres

64 Maple Street, Chester, VT 05143

$1,490,000 | 1302 Popple Dungeon Road, Chester, VT 05143
1/53
Virtual Tour

$1,490,000

5
Bedrooms
5,400
Square Feet
18
Acres

1302 Popple Dungeon Road, Chester, VT 05143

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Real Broker LLC

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 08/25/2026 06:45 PM