Set on a beautifully landscaped parcel just minutes from the heart of historic Grafton, this meticulously maintained residence offers timeless New England charm, exceptional craftsmanship, and inviting spaces. Surrounded by mature trees, perennial gardens, and lush lawns, the property provides a peaceful setting with the perfect balance of privacy and convenience. Inside, warm hardwood floors, abundant natural light, and classic architectural details create a welcoming atmosphere. The spacious living room is anchored by a wood-burning fireplace, creating a warm and inviting gathering space for family and friends. Just beyond, the library/den offers a quiet retreat to unwind with a favorite book in front of the home's second wood-burning fireplace, making it one of the home's most inviting spaces. The kitchen blends timeless character with everyday functionality. Rich cabinetry, generous workspace and a spacious walk-in pantry that provides abundant storage along with additional prep space ideal for entertaining. The screened porch offers a peaceful place to enjoy morning coffee, summer dinners, or a quiet afternoon while overlooking the beautifully landscaped grounds. Protected from the elements yet open to the fresh Vermont air, it becomes a favorite gathering place throughout the warmer months. Each bedroom features its own private en-suite bath, providing exceptional comfort and privacy for family and guests. The primary suite serves as a relaxing retreat with hardwood floors, abundant natural light, and a well-appointed bath. Outside, perennial gardens frame the home with colorful blooms throughout the growing season, complementing the stone walkways and classic Vermont landscaping. An attached two-car garage provides convenience and additional storage. Located just minutes from the charming village of Grafton, you'll enjoy one of Vermont's most treasured communities.
Active
Listed by: Four Seasons Sotheby's Int'l Realty • Betsy Wadsworth
$734,000
258 Chester Road, Grafton, VT 05146
3beds
4,285sqft
Single Family Residence
Built in 1952
3.5 Acres Lot
$-- Zestimate®
$171/sqft
$-- HOA
What's special
Wood-burning fireplaceSecond wood-burning fireplaceAttached two-car garageScreened porchClassic vermont landscapingClassic architectural detailsWarm hardwood floors
- 7 days |
- 452 |
- 33 |
Zillow last checked:
Listing updated:
Listed by:
Betsy Wadsworth,
Four Seasons Sotheby's Int'l Realty 802-464-1200,
Mike Masters,
Four Seasons Sotheby's Int'l Realty
Source: PrimeMLS,MLS#: 5097081
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 5
- Full bathrooms: 2
- 3/4 bathrooms: 1
- 1/2 bathrooms: 2
Heating
- Oil, Baseboard, Hot Water
Cooling
- Central Air
Appliances
- Included: Down Draft Cooktop, Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Oil Water Heater, Wine Cooler
- Laundry: In Basement
Features
- Ceiling Fan(s), Dining Area, Primary BR w/ BA, Natural Light, Soaking Tub, Indoor Storage, Walk-In Closet(s), Walk-in Pantry
- Flooring: Ceramic Tile, Hardwood, Wood
- Basement: Full,Interior Access,Exterior Entry,Interior Entry
- Number of fireplaces: 2
- Fireplace features: 2 Fireplaces
Interior area
- Total structure area: 6,085
- Total interior livable area: 4,285 sqft
- Finished area above ground: 4,285
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Paved, Direct Entry, Attached, Detached
- Garage spaces: 3
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio, Enclosed Porch, Screened Porch
- Exterior features: Garden, Natural Shade
- Waterfront features: Stream
- Frontage length: Road frontage: 366
Lot
- Size: 3.5 Acres
- Features: Country Setting, Landscaped, Level, Open Lot, Sloped, Wooded, Near Shopping, Rural
Details
- Additional structures: Barn(s), Gazebo
- Parcel number: 24907910539
- Zoning description: Village
- Other equipment: Standby Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Frame, Shake Siding
- Foundation: Block, Concrete
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1952
Utilities & green energy
- Electric: 200+ Amp Service, Generator
- Sewer: 1000 Gallon
- Utilities for property: Propane, Telephone at Site
Community & HOA
Community
- Security: Security System, Smoke Detector(s), Hardwired Smoke Detector
Location
- Region: Grafton
Financial & listing details
- Price per square foot: $171/sqft
- Tax assessed value: $612,900
- Annual tax amount: $14,784
- Date on market: 6/27/2026
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
$4,257/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/27/2026 | Listed for sale | $734,000-11%$171/sqft |
Source: | ||
| 10/5/2021 | Listing removed | -- |
Source: | ||
| 5/26/2021 | Listed for sale | $825,000+174.9%$193/sqft |
Source: | ||
| 3/13/2000 | Sold | $300,125$70/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $612,900 |
| 2023 | -- | $612,900 |
| 2022 | -- | $612,900 |
| 2021 | -- | $612,900 -4.6% |
| 2020 | -- | $642,200 |
| 2019 | -- | $642,200 |
| 2018 | -- | $642,200 |
| 2017 | -- | $642,200 |
| 2016 | -- | $642,200 +9900% |
| 2015 | -- | $6,422 |
| 2014 | -- | $6,422 |
| 2013 | -- | $6,422 |
| 2012 | -- | $6,422 |
| 2011 | -- | $6,422 |
| 2010 | -- | $6,422 |
| 2009 | -- | $6,422 +22.2% |
| 2008 | -- | $5,255 |
| 2007 | -- | $5,255 |
| 2006 | -- | $5,255 +71.5% |
| 2003 | $8,640 | $3,064 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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: 05146
Nearby schools
GreatSchools rating
- NAGrafton Elementary SchoolGrades: PK-6,8Distance: 0.4 mi
- 5/10Bellows Falls Uhsd #27Grades: 9-12Distance: 9 mi
Schools provided by the listing agent
- Elementary: Grafton Elementary School
- District: Athens/Grafton School District
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
- Windham County
- Grafton
- 05146
- 258 Chester Road





