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$399,000
2 Days On Site

3466 VT Route 103 N
Chester, VT 05143

For Sale|Single Family Residence|Active
2
Beds
2
Total Baths
2
Full Baths
2,751
SqFt
$145
/SqFt
1874
Built
County:
VT-Windsor
Listing courtesy of Betsy Adamovich of Real Broker LLC
Call Now: 802-254-6400
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802-254-6400
3466 VT Route 103 N3466 VT Route 103 N3466 VT Route 103 N3466 VT Route 103 N
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Mortgage Calculator

Monthly Payment (Est.)

$1,820
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Set on .76 acres in the peaceful Chester VT countryside, this former schoolhouse offers timeless farmhouse charm, rich history, and a setting that feels both private and inviting. Framed by classic stone walls, a pond site, and a gently wooded backdrop, the home sits just off a main road, providing easy access to town while maintaining a quiet, pastoral atmosphere. Originally serving the community as a schoolhouse until the early 1960s, the property was thoughtfully converted into a residence that honors its roots while offering comfortable modern living. The original schoolroom now anchors the home as a warm, open living space filled with natural light, where hardwood floors and tall windows create an airy yet cozy environment ideal for everyday living and gathering. The farmhouse-style kitchen flows seamlessly into the living area and features butcher block countertops, a professional-grade gas convection range with double ovens, and a breakfast bar with a charming pass-through window, perfect for casual meals and entertaining. A spiral staircase adds rustic character and leads to the upper level, offering a spacious bedroom or studio and flexible use for guests, creative space, or a private retreat. The primary suite serves as a peaceful sanctuary with vaulted ceilings, custom built-in shelving, a private full bath, and a cozy wood stove. Doors open to a rear deck overlooking the private yard and surrounding countryside. Additional features include a generous first-floor laundry area, enclosed sun porch, outdoor patio, a private hot tub with a heated walkway for truly maintenance-free winter access (no shoveling, ever!) and an attached two-car garage currently used as a game room, easily adapted back to garage space or reimagined as a workshop, studio, or home office. With commercial zoning, just 10 minutes from Okemo Mountain Resort, and a history as a successful Airbnb, this rare property offers character, flexibility, income potential, and true country charm.

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Listing Snapshot
Price 
$399,000
Days On Site 
2 Days
Bedrooms 
2
Inside Area (SqFt) 
2,751 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.76 Acres
Year Built 
1874
MLS® Number 
5074728
Status 
Active
Property Tax 
$5,909.18
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 days agoListing updated with changes from the MLS®
2 days agoListing first seen on site
General Features
Acres 
0.76
Additional Property Use 
CommercialMixed UseResidential
Foundation 
BlockStone
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
1
Parking 
PavedDrivewayGarageOff StreetAttached
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)Carbon Monoxide Detector(s)
Sewer 
Septic TankPrivate Sewer
SqFt Above 
2751
SqFt Total 
3561
Style 
AntiqueHistoric Vintage
Utilities 
Cable AvailablePropanePhone Available
Water Source 
PrivateWell
Zoning 
Residential Commercial
Interior Features
Appliances 
DryerFreezerRefrigeratorMicrowaveWasherGas Cooktop
Basement 
Sump PumpUnfinishedInterior Entry
Cooling 
Ceiling Fan(s)None
Electric 
Circuit Breakers
Flooring 
CarpetHardwoodLaminateVinyl
Furnished 
Furnished
Heating 
Forced AirWood StovePropaneOilBaseboardHot Water
Interior 
Walk-In Closet(s)High Speed Internet
Spa 
Yes
Bathroom 1 
Dimensions - 8.8x8.8
Bedroom 1 
Dimensions - 17.10x9.6
Bedroom 4 
Dimensions - 29.9x18.11
Dining Room 
Dimensions - 29.9x10.5
Kitchen 
Dimensions - 8.11x14.3
Living Room 
Dimensions - 20.5x16.7
Other Room 1 
Dimensions - 23.10x24
Primary Bedroom 
Dimensions - 17.7x9.10
Sunroom 
Dimensions - 23.10x7.5
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Exterior Features
Construction Details 
FrameClapboard
Exterior 
OtherGarden
Frontage 
230
Lot Features 
Level
Other Structures 
Shed(s)
Patio And Porch 
DeckEnclosedPorch
Roof 
MetalSlate
Spa 
Yes
Waterfront Features 
Pond
Community Features
Roads 
Paved
School District 
Two Rivers Supervisory Union
Schools
School District
Two Rivers Supervisory Union
Elementary School
Chester-Andover Elementary
Middle School
Green Mountain UHSD #35
High School
Green Mountain UHSD #35
Listing courtesy of Betsy Adamovich 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 display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Last checked: 2026-01-25 01:10 AM UTC
Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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