3466 VT Route 103 N Chester, VT $ 399,000
3466 VT Route 103 N
$ 399,000
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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
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Single Family Home for sale in Chester, VT

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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Single Family Active

Price

$ 399,000

Bedrooms

2

Full Bath

2

Property Type

Single Family

Taxes

$ 0

Style

Antique,Historic Vintage

Lot Size

0.76

Year Built

1874

Town/City

Chester

County/Region

Windsor

MLS | Web ID

5074728

Features
Interior
Basement 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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General
Road 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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Exterior
Lot 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 Features
List By
Betsy Adamovich

Listing Agent

Real Broker Llc

Broker

(802) 384-0155

Phone

betsyvtre@gmail.com

Email

Affordability Calculator

$2,457
Per Month
100%
0%
0%
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.
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Nearby
1784476 Elementary School
1009082 Middle School
Green Mountain UHSD #35 High School High School
Pricing History
DatePricePrice ChangeDescription
1/22/2026$399,000 Listed Price

Map


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3466 VT Route 103 N, Chester, VT, 05143 is a Single Family Home for sale at $399,000 with 2,751 sqft and a lot size of 0.76. 3466 VT Route 103 N has 2 bedrooms, 2.0 baths, and was built in 1874. The property's zip code is 05143 which is in Chester, VT