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.
Active under contract
Listed by: Real Broker LLC
$399,000
3466 VT Route 103 N, Chester, VT 05143
2beds
2,751sqft
Est.:
Single Family Residence
Built in 1874
0.76 Acres Lot
$-- Zestimate®
$145/sqft
$-- HOA
What's special
Peaceful chester vt countrysidePond siteCozy wood stoveEnclosed sun porchVaulted ceilingsHardwood floorsSpacious bedroom or studio
- 40 days |
- 1,501 |
- 75 |
Zillow last checked: 8 hours ago
Listing updated: February 16, 2026 at 07:45am
Listed by:
Betsy Adamovich,
Real Broker LLC 855-450-0442
Source: PrimeMLS,MLS#: 5074728
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Propane, Oil, Baseboard, Hot Air, Hot Water
Cooling
- None
Appliances
- Included: Gas Cooktop, Dryer, Freezer, Microwave, Refrigerator, Washer, Gas Stove
- Laundry: 1st Floor Laundry
Features
- Ceiling Fan(s), Dining Area, Living/Dining, Primary BR w/ BA, Natural Light, Walk-In Closet(s)
- Flooring: Carpet, Hardwood, Laminate, Vinyl
- Basement: Gravel,Sump Pump,Unfinished,Interior Access,Interior Entry
- Attic: Attic with Hatch/Skuttle
- Furnished: Yes
Interior area
- Total structure area: 3,561
- Total interior livable area: 2,751 sqft
- Finished area above ground: 2,751
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Paved, Driveway, Garage, Off Street, Attached
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Stories: 1.5
- Patio & porch: Enclosed Porch
- Exterior features: Deck, Garden, Natural Shade, Other, Shed
- Has spa: Yes
- Spa features: Heated
- Waterfront features: Pond
- Frontage length: Road frontage: 230
Lot
- Size: 0.76 Acres
- Features: Country Setting, Level
Details
- Parcel number: 14404511230
- Zoning description: Residential Commercial
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique,Historic Vintage
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard Exterior
- Foundation: Block, Stone
- Roof: Metal,Slate
Condition
- New construction: No
- Year built: 1874
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Private Sewer, Septic Tank
- Utilities for property: Cable Available, Propane, Phone Available, Fiber Optic Internt Avail
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
Location
- Region: Chester
Financial & listing details
- Price per square foot: $145/sqft
- Tax assessed value: $202,800
- Annual tax amount: $5,909
- Date on market: 1/22/2026
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 1/22/2026 | Listed for sale | $399,000+104.6%$145/sqft |
Source: | ||
| 10/27/2020 | Sold | $195,000+47.7%$71/sqft |
Source: Public Record Report a problem | ||
| 9/12/2001 | Sold | $132,000$48/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $202,800 |
| 2023 | -- | $202,800 |
| 2022 | -- | $202,800 |
| 2021 | -- | $202,800 |
| 2020 | -- | $202,800 -14.1% |
| 2019 | -- | $236,000 |
| 2018 | -- | $236,000 |
| 2017 | -- | $236,000 |
| 2016 | -- | $236,000 +9900% |
| 2015 | -- | $2,360 |
| 2014 | -- | $2,360 |
| 2013 | -- | $2,360 |
| 2012 | -- | $2,360 |
| 2011 | -- | $2,360 |
| 2010 | -- | $2,360 |
| 2009 | -- | $2,360 |
| 2008 | -- | $2,360 +121.2% |
| 2007 | -- | $1,067 |
| 2006 | -- | $1,067 -4.2% |
| 2003 | $2,841 | $1,114 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,551/mo
Principal & interest
$1893
Property taxes
$658
Climate risks
Neighborhood: 05143
Nearby schools
GreatSchools rating
- 5/10Chester-Andover Usd #29Grades: PK-6Distance: 4.2 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 5.1 mi
Schools provided by the listing agent
- Elementary: Chester-Andover Elementary
- Middle: Green Mountain UHSD #35
- High: Green Mountain UHSD #35
- District: Two Rivers Supervisory Union
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.





