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Briana Burke
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3466 Vt Route 103 N, Chester, VT 05143

$399,000
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Active Under Contract
BEDS2 BATHS2 full SQUARE FEET2,751 MLS#5074728
STATUSActive Under Contract PROPERTY TYPEResidential - Single Family SCHOOLTwo Rivers Supervisory Union

Listing Courtesy of: Real Broker LLC
Agency Phone: 855-450-0442
Associate Name: Betsy Adamovich
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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.

3466 Vt Route 103 N | MLS# 5074728

This single family home located at 3466 Vt Route 103 N, Chester, VT 05143 is currently listed for sale with an asking price of $399,000. This property was built in 1874 and has 2 bedrooms and 2 full baths with 2751 sq. ft. Vt Route 103 N is located within the Two Rivers Supervisory Union school district. Search Chester real estate on brianaburke.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Gravel, Sump Pump, Unfinished, Interior Access
Cooling: None
Garage: 2 car attached
Heating: Propane, Oil, Baseboard, Hot Air, Hot Water
Home Style: Antique, Historic Vintage
Lot Size: 0.76 Acres
Roof Type: Metal, Slate
Stories: 1.5
Taxes: $5,909
Year Built: 1874

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
Deck
Garden Space
Hot Tub
Natural Shade
Other
Enclosed Porch
Shed

Feature Descriptions

Appliances: Gas Cooktop, Dryer, Freezer, Microwave, Refrigerator, Washer, Gas Stove
Baths Full: 2
Construction: Wood Frame, Clapboard Exterior
Construction Status: Existing
Days on Site: 53
Driveway: Paved
Electric: Circuit Breaker(s)
Equipment: Window AC, CO Detector, Smoke Detector, Wood Stove
Exterior: Wood Frame, Clapboard Exterior
Flood Zone: No
Flooring: Carpet, Hardwood, Laminate, Vinyl
Foundation: Block, Stone
Hot Tub: Yes
Lot: Country Setting, Level, Pond
Number of Rooms: 6
Parking: Driveway, Garage, Off Street, Attached
Road Frontage: 230
Roads: Paved, Public
Sewer: Private, Septic
Sq. Ft. Above Grade Finished: 2751
Sq. Ft. Total Finished: 2751
Total Stories: 1.5
Water: Drilled Well, Private
Water Access: No
Zoning: Residential Commercial

Room Sizes

Living Room: 20.5x16.7 Level - 1
Dining Room: 29.9x10.5 Level - 1
Kitchen: 8.11x14.3 Level - 1
Bedroom: 17.10x9.6 Level - 1
Bathroom Full: 8.8x8.8 Level - 1
Sunroom: 23.10x7.5 Level - 1
Other: 23.10x24 Level - 1
Primary BR Suite: 17.7x9.10 Level - 2
Primary Bedroom: 23.10x24 Level - 2
Bedroom: 29.9x18.11 Level - 2

Local Schools

High School: Green Mountain UHSD #35
Middle School: Green Mountain UHSD #35
Elementary School: Chester-Andover Elementary
School District: Two Rivers Supervisory Union

Listed By / Shown By

Listed By

Agency Name: Real Broker LLC
Agency Phone: 855-450-0442
Agent Name: Betsy Adamovich

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Shown By

Agent Name: Briana Burke
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 1,496.79 per month $888.00 Principal & Interest $492.42 Property Tax $116.38 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/17/2026. The listing information on this page last changed on 03/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/17/2026 12:00:06 AM EST) or MLSPIN MLS (last updated Mon 03/16/2026 11:38:19 PM EST) or Prime MLS (last updated Mon 03/16/2026 11:33:23 PM EST) or MREIS (last updated Mon 03/16/2026 11:55:19 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-03-16 23:33:23

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