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.
Active under contract
Listed by: William Raveis Real Estate Vermont Properties
$340,000
335 North Street, Chester, VT 05143
3beds
2,096sqft
Single Family Residence
Built in 1950
1.69 Acres Lot
$-- Zestimate®
$162/sqft
$-- HOA
What's special
Exposed beamsDedicated officeConvenient laundry room
- 94 days |
- 13 |
- 0 |
Zillow last checked:
Listing updated:
Listed by:
Brendan McNamara,
William Raveis Real Estate Vermont Properties Off:802-228-8877
Source: PrimeMLS,MLS#: 5080199
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Forced Air
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer, Wine Cooler
Features
- Ceiling Fan(s), Dining Area, Kitchen Island, Kitchen/Dining, Natural Light, Natural Woodwork, Vaulted Ceiling(s)
- Flooring: Carpet, Tile, Vinyl, Wood
- Windows: Blinds
- Basement: Dirt Floor,Interior Stairs,Unfinished,Interior Access,Interior Entry
Interior area
- Total structure area: 2,096
- Total interior livable area: 2,096 sqft
- Finished area above ground: 2,096
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Dirt, Driveway, Garage, Off Street, On Site, Unpaved, Detached
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Porch, Covered Porch
- Exterior features: Deck, Garden, Natural Shade, Shed, Storage
- Has private pool: Yes
- Pool features: Above Ground
- Frontage length: Road frontage: 108
Lot
- Size: 1.69 Acres
- Features: Country Setting, Landscaped, Level, Ski Area, In Town, Near Golf Course, Near Shopping, Near Skiing, Near Snowmobile Trails, Neighborhood, Near School(s)
Details
- Parcel number: 14404511835
- Zoning description: Village
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Post and Beam, Wood Frame
- Foundation: Stone
- Roof: Metal
Condition
- New construction: No
- Year built: 1950
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Utilities for property: Cable
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
Location
- Region: Chester
Financial & listing details
- Price per square foot: $162/sqft
- Tax assessed value: $189,500
- Annual tax amount: $5,513
- Date on market: 3/21/2026
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 3/21/2026 | Listed for sale | $340,000+319.8%$162/sqft |
Source: | ||
| 7/31/1989 | Sold | $81,000$39/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $189,500 |
| 2023 | -- | $189,500 |
| 2022 | -- | $189,500 |
| 2021 | -- | $189,500 |
| 2020 | -- | $189,500 -6.6% |
| 2019 | -- | $202,900 |
| 2018 | -- | $202,900 |
| 2017 | $3,223 | $202,900 |
| 2016 | -- | $202,900 +9900% |
| 2015 | -- | $2,029 |
| 2014 | -- | $2,029 |
| 2013 | -- | $2,029 |
| 2012 | -- | $2,029 |
| 2011 | -- | $2,029 |
| 2010 | -- | $2,029 |
| 2009 | -- | $2,029 +3.8% |
| 2008 | -- | $1,954 +75.2% |
| 2007 | -- | $1,115 |
| 2006 | -- | $1,115 |
| 2003 | $2,843 | $1,115 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: Chester-Chester Depot
Nearby schools
GreatSchools rating
- 6/10Chester-Andover Usd #29Grades: PK-6Distance: 0.7 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 1.6 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.
A local agent can set up tours, give advice and negotiate with sellers.
- Vermont
- Windsor County
- Chester
- 05143
- Chester-Chester Depot
- 335 North Street



