3466 VT Route 103 N
Chester, VT, 05143 $ 399,000
Bedrooms2 Baths2.0 Sq 2,751 Monthly Estimate*
$ 2,457
Listed by Betsy Adamovich, Real Broker LLC, 802-384-0155, betsyvtre@gmail.com
for $399,000 with 2 bedrooms and 2 full baths. This 2,751 square foot home was built in 1874 on a lot size of 0.76.
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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FeaturesInteriorBasement Description Gravel Sump Pump Unfinished Interior Access
Interior Amenities 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
Basement Yes
Flooring Carpet Hardwood Laminate Vinyl
Beds 2
Total Rooms 6
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GeneralRoad Frontage Yes
Sewer Private Septic
Heating Propane Oil Baseboard Hot Air Hot Water
Cooling None
Utilities Cable Available Propane Telephone Available
Roof Metal Slate
Appliances Gas Cooktop Dryer Freezer Microwave Refrigerator Washer Gas Stove
Garage Yes
Flood Zone No
Zoning Residential Commercial
3/4 Baths 0
Full Baths 2
Half Baths 0
Bathrooms 2
Year Built 1874
Electric Circuit Breaker(s)
Style Antique Historic Vintage
Stories Count 1.5
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 0
Covenants Unknown
Construction Materials Wood Frame Clapboard Exterior
High School Green Mountain UHSD #35
City Chester
Other Equipment Window AC CO Detector Smoke Detector Wood Stove
School District Two Rivers Supervisory Union
Seasonal No
Elementary School Chester-Andover Elementary
Middle School Green Mountain UHSD #35
DOM 9
Price Per Sq Ft Total AG 145.04
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ExteriorLot Features Country Setting Level Pond
Exterior Amenities Deck Garden Space Hot Tub Natural Shade Other Enclosed Porch Shed
Driveway Paved
Lot Size Area 0.76
Water Source Drilled Well Private
Parking Features Driveway Garage Off Street Attached
Garage Capacity 2
Foundation Block Stone
Water Body Access No
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* Excluded FeaturesList ByBetsy AdamovichListing Agent
Affordability Calculator
- Monthly Principal & Interest
- $2,457
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Chester, VT
Average List Price $451,067
Percent of Sale Price 13%
About Chester, VT 3,243 Population
7% Since 2002
$ 47,944 Median Income
49.29 Median Age
23% Households with Children
Trends Information provided by ATTOM Data Solutions.
1784476 Elementary School
1009082 Middle School
Green Mountain UHSD #35 High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 1/22/2026 | $399,000 | | Listed Price |