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$399,000
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Property Description
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.
Full Property Details
Full Property Details for 3466 Vt Route 103 N
General
- Price: $399,000
- Taxes: $5,909 (2025)
- Status: Active
- Type: Single Family
- Source: PrimeMLS
- MLS ID: 5074728
- Updated: 2/4/2026
- Added to Site: 13 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: Attic with Hatch/Skuttle, Ceiling Fan, Dining Area, Furnished, Hot Tub, Living/Dining, Primary BR w/ BA, Natural Light, Walk-In Closet, 1st Floor Laundry
- Appliances: Gas Cooktop, Dryer, Freezer, Microwave, Refrigerator, Washer, Gas Stove
- Flooring: Carpet, Hardwood, Laminate, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Bathroom 1: Bathroom Full, 8.8 x 8.8, Level 1
Bedrooms
- Total Bedrooms: 2
- Primary Bedroom: 23.10 x 24, Level 2
- Primary Suite: 17.7 x 9.10, Level 2
- Bedroom 1: 29.9 x 18.11, Level 2
- Bedroom 2: 17.10 x 9.6, Level 1
Other Rooms
- Living Room: 20.5 x 16.7, Level 1
- Kitchen: Kitchen, 8.11 x 14.3, Level 1
- Dining Room: Dining Room, 29.9 x 10.5, Level 1
- Sun Room/Solarium: 23.10 x 7.5, Level 1
- Other Room 1: 23.10 x 24, Level 1
Additional Information
- Equipment: Window AC, CO Detector, Smoke Detector, Wood Stove
Exterior
- Exterior Features: Deck, Garden Space, Hot Tub, Natural Shade, Other, Enclosed Porch, Shed
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking: Driveway, Garage, Off Street, Attached
Location
- County: Windsor
School Information
- School District: Two Rivers Supervisory Union
- Elementary School: Chester-Andover Elementary
- Middle School: Green Mountain UHSD #35
- High School: Green Mountain UHSD #35
Heating & Cooling
- Cooling Type: None
- Heating Type: Propane, Oil, Baseboard, Hot Air, Hot Water
Utilities
- Sewer: Private, Septic
Structural Information
- Construction Status: Existing
- Basement Entrance: Interior
- Basement Desc.: Gravel, Sump Pump, Unfinished, Interior Access
- Roof: Metal, Slate
- Stories/Levels: 1.5
- Square Feet: 2,751
- Finished Total: 2,751 Sq. Ft.
- Finished Above Grnd: 2,751 Sq. Ft.
- Year Built: 1874
Lot Features
- Lot Size (Acres): 0.76
- Lot Size (Sq. Ft.): 33,106
- Frontage: Yes Road Frontage
- Frontage Feet: 230
- Driveway/Sidewalk: Paved
- Potential Use: Commercial, Mixed Use, Residential
- Zoning: Residential Commercial
Financial Considerations
- Price Per Sq. Ft.: $145.04
- Tax Amount: $5,909.18
- Tax Year: 2025
Disclosures and Reports
- APN: 144-045-11230
Listed by Real Broker LLC, Betsy Adamovich
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Price & Sales History for 3466 Vt Route 103 N
Date
Details
Price
Change
Source
1/22/2026
Listed
$399,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 3466 Vt Route 103 N
Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,626
16%
$202,800
—
2022
$4,837
-3%
$202,800
—
2021
$4,977
—
$202,800
-14%
2019
$4,954
2%
$236,000
—
2018
$4,857
4%
$236,000
—
2017
$4,671
-2%
$236,000
—
2016
$4,763
-3%
$236,000
—
2015
$4,891
100%
$236,000
—
2013
—
$236,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 3466 Vt Route 103 N
3466 Vt Route 103 N, Chester, VT 05143 (MLS# 5074728) is a Single Family property with 2 bedrooms and 2 full bathrooms. 3466 Vt Route 103 N is currently listed for $399,000 and was received on January 22, 2026. Want to learn more about 3466 Vt Route 103 N? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.
