335 North St

Chester, VT 05143

$340,000
Price
3
Beds
2,096 Sq. Ft.
$162 / Sq. Ft.
2,096
Sq. Ft.
$162
per Sq. Ft.
Get preapproved with Rocket Mortgage1

Description

Welcome to a charming village retreat in the heart of Chester, perfectly situated on Main Street in the historic Chester Stone Village. This inviting home blends classic Vermont character with comfortable, year-round living. Enter through a practical mudroom with ample space for all your seasonal gear—ideal for embracing Vermont’s four-season lifestyle. To the right, at the front of the home, you’ll find a bright and open living space featuring a spacious kitchen with a large island, seamlessly connected...Welcome to a charming village retreat in the heart of Chester, perfectly situated on Main Street in the historic Chester Stone Village. This inviting home blends classic Vermont character with comfortable, year-round living. Enter through a practical mudroom with ample space for all your seasonal gear—ideal for embracing Vermont’s four-season lifestyle. To the right, at the front of the home, you’ll find a bright and open living space featuring a spacious kitchen with a large island, seamlessly connected to the dining area and living room. A glass door leads to a covered porch, creating the perfect spot for morning coffee or relaxing evenings. The main level also offers a dedicated office, a full bathroom, and a convenient laundry room. Toward the back of the home, two bedrooms provide comfortable accommodations, and a stunning family room showcases vaulted ceilings, exposed beams, and walls of windows that fill the space with natural light. A glass slider opens to the back deck, where you’ll find an above-ground pool—perfect for summer enjoyment. Experience the charm of Vermont living in this village home, just moments from local shops, dining, and all that Chester has to offer. Visit the Okemo real estate community today. Taxes are based on town assessment.
  1. Listed by Brendan McNamara • William Raveis Real Estate Vermont Properties • Off: 802-228-8877

Property Details for 335 North Street

Zoning
Village
LISTING UPDATED: 03/21/2026 03:14 PM

Property Details for 335 North Street

StatusActive
MLS #5080199
Days on Market2
Taxes$5,513 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1950
Lot Size1.69 AC / 73,616 SF
CountyWindsor County
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Location

Listing Courtesy of William Raveis Real Estate Vermont Properties
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Building Information for 335 North Street

Stories1Year Built1950Building Size-Lot Size1.69 AC / 73,616 SF

Payment Calculator

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$2,109 per month

30 year fixed, 6.11% Interest

Principal and Interest

$1,650

Property Taxes

$459

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 335 North Street

Summary
Location and General Information
  • City: Chester
  • County: VT-Windsor
  • Directions: From Ludlow, follow Route 103 south. Follow Route 103 into Chester. The property is on the right side.
  • Latitude: 43.275370000001004
  • Longitude: -72.594341000000000
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Street
  • Zip Code: 05143
Taxes and HOA Information
  • SPAN Number: 144-045-11835
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Dirt
Property
Lot Information
  • Lot Features: Country Setting, Landscaped, Level, Ski Area, In Town, Near Golf Course, Near Shopping, Near Skiing, Near Snowmobile Trails, Neighborhood, Near School(s)
  • Lot Size Acres: 1.69
  • Road Frontage Length: 108.0
  • Total Finished Area: 2096.0
  • Above Grade Finished Area: 2096.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 0.0
  • Lot Size Square Feet: 73616.0
  • Total Area: 2096.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1950
  • School District: Two Rivers Supervisory Union
  • High School: Green Mountain UHSD #35
  • Middle/Jr School: Green Mountain UHSD #35
  • Elementary School: Chester-Andover Elementary
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Public
  • Water Source: Public
  • Utilities: Cable
  • Internet: Cable Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Post and Beam, Wood Frame
  • Roof: Metal
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer, Wine Cooler
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Dirt Floor, Interior Stairs, Unfinished, Interior Access
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Full Bathroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Laundry Room, Level 1: Living Room, Level 1: Primary Bedroom, Level 1: Porch
  • Flooring: Carpet, Tile, Vinyl, Wood
  • Heating: Forced Air
  • Cooling: None
  • Total Stories: 1
  • Rooms Total: 7
  • Bathrooms Full: 1
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 3
  • Bathrooms Total: 1
Room Information
Room 1
  • Room Dimensions: 16'4x11'3
  • Room Level: 1
  • Room Type: Primary Bedroom
Room 2
  • Room Dimensions: 15'10x9'1
  • Room Level: 1
  • Room Type: Bedroom
Room 3
  • Room Dimensions: 11'11x10'5
  • Room Level: 1
  • Room Type: Bedroom
Room 4
  • Room Dimensions: 9'3x9'7
  • Room Level: 1
  • Room Type: Bathroom Full
Room 5
  • Room Dimensions: 11'1x17'5
  • Room Level: 1
  • Room Type: Kitchen
Room 6
  • Room Dimensions: 9'5x17'4
  • Room Level: 1
  • Room Type: Dining Room
Room 7
  • Room Dimensions: 16'8x15'9
  • Room Level: 1
  • Room Type: Living Room
Room 8
  • Room Dimensions: 6'3x7'2
  • Room Level: 1
  • Room Type: Laundry Room
Room 9
  • Room Dimensions: 11'3x18'5
  • Room Level: 1
  • Room Type: Porch

Property History for 335 North Street

DateEvent & SourcePriceAppreciation
Mar 20, 2026

Listed (Active)

New England Real Estate Network #5080199

$340,000—
DateEvent & SourcePrice
03/20/2026

Listed (Active)

New England Real Estate Network #5080199

$340,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 335 North Street

Taxable ValueLand$45,400Additions$144,100Total$189,500
Tax Record2024$5,257 ($438 / month)
Home Facts
Beds3Baths1Total Finished SqFt2,096 SqFtAbove Grade Finished SqFt2,096 SqFtStories1Lot Size73,616 SqFtStyleSingle Family ResidenceYear Built1950CountyWINDSORAPN(045) 555022

Schools near 335 North Street

This home is within Green Mountain Unified School District.
Rating
School
Type
Grades
Distance
Chester-Andover Usd #29
Public - PK to 6
Green Mountain Uhsd #35
Public - 7 to 12
Rating
School
Distance
Chester-Andover Usd #29
PublicPK to 6

Green Mountain Uhsd #35
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 335 North Street, Chester, VT 05143

335 North Street is a single family home for sale in Chester, VT 05143. This property was listed for sale on March 20, 2026 by William Raveis Real Estate Vermont Properties, it's currently listed at $340,000. This listing's school district is Green Mountain Unified School District. Nearby schools include Chester-Andover Usd #29 and Green Mountain Uhsd #35. 335 North Street is a 3-bed, 1-bath, 2,096 sqft single family home built in 1950.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of William Raveis Real Estate Vermont Properties

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 03/22/2026 04:05 PM