Here's a great opportunity to own a property on Chester's busy Main Street, Route 103 and Route 11. Situated between the Jiffy Mart and the General Dollar Store, there are many possibilities here for a commercial enterprise. Or you can use one unit for a nice business office and continue to rent the other two existing apartments. There is good road frontage for plenty of parking. Consider the options here and take a look today!
Active
Listed by: Barrett and Valley Associates Inc.
$299,000
41 VT Route 103 South, Chester, VT 05143
--beds
--baths
2,702sqft
Est.:
Multi Family
Built in 1900
-- sqft lot
$265,500 Zestimate®
$111/sqft
$-- HOA
What's special
- 124 days |
- 604 |
- 8 |
Zillow last checked: 7 hours ago
Listing updated: March 23, 2026 at 09:30am
Listed by:
Glenn Olney,
Barrett and Valley Associates Inc. 802-875-2323
Source: PrimeMLS,MLS#: 5070146
Tour with a local agent
Facts & features
Interior
Heating
- Gas Heater
Cooling
- None
Features
- Basement: Dirt,Partial,Interior Stairs,Unfinished,Interior Entry
Interior area
- Total structure area: 3,230
- Total interior livable area: 2,702 sqft
- Finished area above ground: 2,702
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Parking features: Gravel
Features
- Levels: 1.75
- Frontage length: Road frontage: 320
Lot
- Size: 0.5 Acres
- Features: Level, Major Road Frontage, In Town, Near Shopping, Near Skiing
Details
- Zoning description: Commercial
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Wood Frame
- Foundation: Stone
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Electric: 100 Amp Service, Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Propane, Phone Available
Community & HOA
Location
- Region: Chester
Financial & listing details
- Price per square foot: $111/sqft
- Annual tax amount: $6,013
- Date on market: 11/19/2025
- Road surface type: Paved
Estimated market value
$265,500
$215,000 - $316,000
$1,887/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/19/2025 | Listed for sale | $299,000$111/sqft |
Source: | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$2,035/mo
Principal & interest
$1542
Property taxes
$493
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Climate risks
Neighborhood: Chester-Chester Depot
Nearby schools
GreatSchools rating
- 5/10Chester-Andover Usd #29Grades: PK-6Distance: 0.5 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 0.5 mi
Local experts in 05143
- Vermont
- Windsor County
- Chester
- 05143
- Chester-Chester Depot
- 41 VT Route 103 South



