Welcome to this delightful 3-bedroom, 1-bath home nestled in the picturesque village of Chester, Vermont. Perfectly situated within walking distance to local shops, schools, and restaurants, this property offers the ideal blend of convenience and small-town charm. Step inside to find a spacious mudroom and laundry area — a practical entryway for Vermont living. The open kitchen and dining area provide plenty of room for gatherings, while the cozy living room invites relaxation after a long day. A full bathroom completes the main level for easy accessibility. Upstairs, you’ll find three comfortable bedrooms filled with natural light. The attached back barn offers exciting potential for additional living space, a workshop, or studio. Outside, enjoy your private fenced backyard with garden space, a fire pit, and even a bar area — perfect for entertaining family and friends. This inviting village home combines charm, functionality, and opportunity — come experience all that Chester has to offer! Visit the Okemo real estate community today. Taxes are based on current town assessment.
Active
Listed by: William Raveis Real Estate Vermont Properties
Price cut: $30.1K (3/19)
$359,900
531 Main Street, Chester, VT 05143
3beds
1,608sqft
Est.:
Single Family Residence
Built in 1880
0.25 Acres Lot
$-- Zestimate®
$224/sqft
$-- HOA
What's special
Fire pit
- 115 days |
- 1,241 |
- 53 |
Zillow last checked: 7 hours ago
Listing updated: March 19, 2026 at 09:07am
Listed by:
Katherine K Burns,
William Raveis Real Estate Vermont Properties Off:802-228-8877
Source: PrimeMLS,MLS#: 5070720
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Oil, Hot Air
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
- Laundry: 1st Floor Laundry
Features
- Dining Area, Kitchen Island, Kitchen/Dining, Natural Light
- Flooring: Carpet, Tile, Wood
- Windows: Blinds, Skylight(s)
- Basement: Insulated,Partial,Roughed In,Interior Stairs,Storage Space,Unfinished,Interior Access,Interior Entry
- Furnished: Yes
Interior area
- Total structure area: 1,608
- Total interior livable area: 1,608 sqft
- Finished area above ground: 1,608
- Finished area below ground: 0
Property
Parking
- Parking features: Dirt, Driveway, Off Street, On Site, Unpaved
- Has uncovered spaces: Yes
Features
- Levels: Two,Multi-Level
- Stories: 2
- Patio & porch: Covered Porch
- Exterior features: Natural Shade
- Frontage length: Road frontage: 50
Lot
- Size: 0.25 Acres
- Features: Curbing, Landscaped, Level, Major Road Frontage, Sidewalks, Ski Area, In Town, Near Golf Course, Near Shopping, Near Skiing, Near Snowmobile Trails, Neighborhood, Near School(s)
Details
- Parcel number: 14404511528
- Zoning description: Residential Village
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape,Contemporary
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard Exterior, Wood Exterior
- Foundation: Stone
- Roof: Corrugated,Metal,Shingle,Standing Seam
Condition
- New construction: No
- Year built: 1880
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Utilities for property: Cable Available, Phone Available
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
Location
- Region: Chester
Financial & listing details
- Price per square foot: $224/sqft
- Tax assessed value: $133,700
- Annual tax amount: $3,895
- Date on market: 11/26/2025
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/19/2026 | Price change | $359,900-7.7%$224/sqft |
Source:  PrimeMLS #5070720 Report a problem | ||
| 1/9/2026 | Price change | $390,000-8.2%$243/sqft |
Source: PrimeMLS #5070720 Report a problem | ||
| 11/26/2025 | Listed for sale | $425,000+203.6%$264/sqft |
Source: PrimeMLS #5070720 Report a problem | ||
| 10/18/2021 | Sold | $140,000+3.7%$87/sqft |
Source: PrimeMLS #4869201 Report a problem | ||
| 10/26/2019 | Listing removed | $135,000$84/sqft |
Source: Barrett and Valley Associates, Inc/Chest #4774501 Report a problem | ||
| 10/2/2019 | Price change | $135,000-9.1%$84/sqft |
Source: Barrett and Valley Associates, Inc/Chest #4774501 Report a problem | ||
| 9/4/2019 | Listed for sale | $148,500+30.3%$92/sqft |
Source: Barrett and Valley Associates, Inc/Chest #4774501 Report a problem | ||
| 6/3/2015 | Listing removed | $114,000$71/sqft |
Source: Coldwell Banker Watson Realty #4382875 Report a problem | ||
| 4/11/2015 | Price change | $114,000-4.2%$71/sqft |
Source: Coldwell Banker Watson Realty/ Ludlow #4382875 Report a problem | ||
| 10/20/2014 | Price change | $119,000-17.9%$74/sqft |
Source: Coldwell Banker Watson Realty #4382875 Report a problem | ||
| 9/10/2014 | Listed for sale | $145,000+12.4%$90/sqft |
Source: Coldwell Banker Watson Realty #4382875 Report a problem | ||
| 12/5/2013 | Listing removed | $129,000$80/sqft |
Source: Coldwell Banker Watson Realty #4231389 Report a problem | ||
| 8/24/2013 | Price change | $129,000-13.4%$80/sqft |
Source: Coldwell Banker Watson Realty #4231389 Report a problem | ||
| 7/18/2013 | Price change | $149,000-6.3%$93/sqft |
Source: Coldwell Banker Watson Realty #4231389 Report a problem | ||
| 6/1/2013 | Price change | $159,000-11.2%$99/sqft |
Source: Coldwell Banker Watson Realty #4231389 Report a problem | ||
| 5/19/2013 | Price change | $179,000-5.3%$111/sqft |
Source: Coldwell Banker Watson Realty #4231389 Report a problem | ||
| 4/23/2013 | Listed for sale | $189,000-5%$118/sqft |
Source: Coldwell Banker Watson Realty #4231389 Report a problem | ||
| 10/8/2011 | Listing removed | $199,000$124/sqft |
Source: Barrett & Valley Associates Inc #4061531 Report a problem | ||
| 5/11/2011 | Listed for sale | $199,000+73%$124/sqft |
Source: Barrett & Valley Associates Inc #4061531 Report a problem | ||
| 6/25/2003 | Sold | $115,000$72/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $133,700 |
| 2023 | -- | $133,700 |
| 2022 | -- | $133,700 |
| 2021 | -- | $133,700 |
| 2020 | -- | $133,700 -42.8% |
| 2019 | -- | $233,800 |
| 2018 | -- | $233,800 |
| 2017 | $4,812 | $233,800 |
| 2016 | -- | $233,800 +9900% |
| 2015 | -- | $2,338 |
| 2014 | -- | $2,338 |
| 2013 | -- | $2,338 |
| 2012 | -- | $2,338 |
| 2011 | -- | $2,338 +1.4% |
| 2010 | -- | $2,305 |
| 2009 | -- | $2,305 |
| 2008 | -- | $2,305 +138.9% |
| 2007 | -- | $965 |
| 2006 | -- | $965 |
| 2003 | $2,461 | $965 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,450/mo
Principal & interest
$1856
Property taxes
$594
More affordability tools
Climate risks
Neighborhood: Chester-Chester Depot
Nearby schools
GreatSchools rating
- 5/10Chester-Andover Usd #29Grades: PK-6Distance: 0.5 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 1.4 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.
Local experts in 05143
- Vermont
- Windsor County
- Chester
- 05143
- Chester-Chester Depot
- 531 Main Street
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