List Price: $399,000 | $145 per sq.ft. | 2 Bedroom | 2 Bathroom | 1.5 Story Single Family Home Under Contract
Listed Thursday Jan 22, 2026 | MLS# 5074728
3466 VT Route 103 N Chester VT
Listed by Betsy Adamovich Real Broker LLC
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.
Flooring: Carpet | Hardwood | Laminate | Vinyl
Total Rooms: 6
Total Baths: 2
Full Baths: 2
Total Bedrooms: 2
Living Room: Room Dimensions: Floor: 1
Dining Room : Room Dimensions: 29.9x10.5 Floor: 1
Kitchen : Room Dimensions: 8.11x14.3 Floor: 1
Bathroom Full : Room Dimensions: 8.8x8.8 Floor: 1
Sunroom : Room Dimensions: 23.10x7.5 Floor: 1
Primary BR Suite : Room Dimensions: 17.7x9.10 Floor: 2
Primary Bedroom : Room Dimensions: Floor: 2
Bedroom : Room Dimensions: 29.9x18.11 Floor: 2
Basement: Gravel | Sump Pump | Unfinished | Interior Access
Year Built: 1874
Type: Wood Frame | Clapboard Exterior

Building Info
Finished Sq.Ft.: 3561
Above Grade Sq.Ft.: 2751
Below Grade Sq.Ft.: 0
Apx Below Grade Unfinished Sq.Ft.: 810

Exterior Info
Style: Antique | Historic Vintage
Roof: Metal | Slate

Utilities
Electric: Circuit Breaker(s)
Water: Drilled Well | Private
Sewer: Private | Septic

Land Description:
Country Setting | Level | Pond
Lot size: 0.76 acres
SuitableUse: Commercial | Mixed Use | Residential
Zoned: Residential Commercial
Surveyed: Unk
Flood Zone: No
Seasonal: No
Road Frontage: 230
Driveway: Paved



Taxes $5,909
Assesed Value Not Reported
Schools
School District: Two Rivers Supervisory Union
Elementary School: Chester-Andover Elementary
Middle School: Green Mountain UHSD #35
High School: Green Mountain UHSD #35

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