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.

Listing Tools

More Info

Tax Information

  • Tax Year2025

Parking

  • Parking Spaces1
  • GarageYes
  • Parking DescriptionDriveway, Garage, Off Street, On-Site, Unpaved, Detached

Rooms

  • Full Bath1

Basic Information

  • MLS Number5080199
  • MLS StatusActive Under Contract
  • StatusActive With Contract
  • Property TypeSingle Family
  • List Price$340,000
  • Listing Agent NameBrendan McNamara
  • Broker NameWilliam Raveis Real Estate Vermont Properties

Location

  • Building Number335
  • StreetNorth Street
  • TownChester
  • StateVT
  • Zip05143
  • CountyWindsor
  • DistrictTwo Rivers Supervisory Union
  • Elementary SchoolChester-Andover Elementary
  • Junior HighGreen Mountain UHSD #35
  • High SchoolGreen Mountain UHSD #35
  • Flood Zone Y/NNo
  • Address335 North Street

Building

  • Year Built1950
  • Building ConstructionPost and Beam, Wood Frame
  • ConstructionExisting
  • Property StyleContemporary, Single Level
  • Bedrooms3
  • Bathroom1
  • Total Baths1
  • Total Rooms7
  • Square Feet2,096
  • BasementDirt Floor, Interior Stairs, Unfinished, Interior Access
  • FoundationStone

Property

  • Acreage1.69
  • Lot DescriptionCountry Setting, Landscaped, Level, Ski Area, In Town, Near Golf Course, Near Shopping, Near Skiing, Near Snowmobile Trails, Neighborhood, Near School(s)
  • AreaVT-Windsor
  • DrivewayDirt
  • RoadsPaved, Public, Public Maintained Road
  • Road Frontage108

Interior

  • Interior FeaturesBlinds, Ceiling Fan, Dining Area, Kitchen Island, Kitchen/Dining, Natural Light, Natural Woodwork, Vaulted Ceiling
  • Room 1 TypePrimary Bedroom
  • Room 1 Level1
  • Room 1 Dimensions16'4x11'3
  • FloorsCarpet, Tile, Vinyl, Wood
  • Room 2 TypeBedroom
  • Room 2 Level1
  • Room 2 Dimensions15'10x9'1
  • Room 3 TypeBedroom
  • Room 3 Level1
  • Room 3 Dimensions11'11x10'5
  • Room 4 TypeBathroom Full
  • Room 4 Level1
  • Room 4 Dimensions9'3x9'7
  • Room 5 TypeKitchen
  • Room 5 Level1
  • Room 5 Dimensions11'1x17'5
  • Stories1
  • Room 6 TypeDining Room
  • Room 6 Level1
  • Room 6 Dimensions9'5x17'4
  • Room 7 TypeLiving Room
  • Room 7 Level1
  • Room 7 Dimensions16'8x15'9
  • Room 8 TypeLaundry Room
  • Room 8 Level1
  • Room 8 Dimensions6'3x7'2
  • Room 9 TypePorch
  • Room 9 Level1
  • Room 9 Dimensions11'3x18'5

Exterior

  • Exterior FeaturesDeck, Garden Space, Natural Shade, Above Ground Pool, Porch, Covered Porch, Shed, Storage
  • RoofMetal

Utilities

  • Heat SystemForced Air
  • WaterPublic
  • SewerPublic
  • ElectricCircuit Breaker(s)
  • UtilitiesCable

Amenities

  • AmenitiesCO Detector, Smoke Detector
  • PricePerSqFt162.21

Other

  • SeasonalNo
  • Page125-126
  • Date Listed03/21/2026
  • View Count2

Map Location

Listed by Brendan McNamara of William Raveis Real Estate Vermont Properties (Off: 802-228-8877)
Broker Reciprocity 

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 May 15, 2026 2:00 PM EDT

 

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