The Dexter Road Farmhouse, Circa 1800 In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic nearby backroads to write “Stopping by the Woods on a Snowy Evening." Dating back more than 225 years, this charming farmhouse offers a rare opportunity to own a piece of Vermont history while embracing the slower pace and natural beauty that define the region. Tucked away at the end of a peaceful, tree-lined town road, the property is ideally suited as a second home, creative retreat, or year-round residence. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship. Wide pine floors, original moldings, classic woodwork, traditional wall and ceiling boards, and a gracious entrance hall create a warm and authentic farmhouse atmosphere. Set on approximately 40 acres with a picturesque skating pond, the property offers abundant space to explore, garden, walk, and enjoy the pastoral surroundings. Writers, artists, and those seeking respite from city life will appreciate the quiet setting, changing seasonal views, and inspiring natural landscape. Whether painting, writing, working remotely, or simply unwinding, the setting encourages creativity and reflection. The spacious floor plan includes four bedrooms, three bathrooms, an inviting country kitchen, formal dining room, living room with wood-burning fireplace, library, and bonus room. A bright office overlooking the pond includes a Murphy bed, providing flexible space for guests, a studio, or a private workspace. Offering exceptional privacy while remaining convenient to the cultural, recreational, and dining attractions of Vermont's Northshire region, this remarkable property presents a rare opportunity to own a true Vermont retreat. With a town trail right out your back door, snowshoeing and cross-country skiing opportunities are close at hand. Bromley and Stratton Mountain ski resorts are within a 40 minute drive.
Active
Listed by: TPW Real Estate • Kristin Comeau
Price cut: $76K (6/20)
$799,000
636 Dexter Road, Shaftsbury, VT 05262
4beds
2,462sqft
Single Family Residence
Built in 1800
40 Acres Lot
$772,800 Zestimate®
$325/sqft
$-- HOA
What's special
Charming farmhouseChanging seasonal viewsClassic woodworkPicturesque skating pondExceptional privacyQuiet settingWide pine floors
- 148 days
- 785
- 40
Zillow last checked:
Listing updated:
Listed by:
Kristin Comeau,
TPW Real Estate 802-366-1430,
Elliott Nachwalter,
TPW Real Estate
Source: PrimeMLS,MLS#: 5083102
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 1
- 3/4 bathrooms: 2
Heating
- Oil, Forced Air
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Microwave, Refrigerator, Electric Water Heater, Owned Water Heater
- Laundry: 2nd Floor Laundry
Features
- Dining Area, Hearth, Natural Light, Natural Woodwork, Walk-In Closet(s)
- Flooring: Softwood, Wood
- Basement: Concrete Floor,Dirt Floor,Partially Finished,Interior Stairs,Unfinished,Basement Stairs,Interior Entry
- Has fireplace: Yes
- Fireplace features: Wood Burning
Interior area
- Total structure area: 3,194
- Total interior livable area: 2,462 sqft
- Finished area above ground: 2,267
- Finished area below ground: 195
Property
Parking
- Total spaces: 6
- Parking features: Dirt, Gravel, Driveway, Garage, On Site, Parking Spaces 6+, Unpaved
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Has view: Yes
- View description: Mountain(s)
- Frontage length: Road frontage: 2155
Lot
- Size: 40 Acres
- Features: Conserved Land, Country Setting, Field/Pasture, Open Lot, Secluded, Timber, Views, Wooded, Rural
Details
- Additional structures: Outbuilding
- Zoning description: RR80
- Other equipment: Standby Generator
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard Exterior, Wood Siding
- Foundation: Concrete
- Roof: Metal
Condition
- New construction: No
- Year built: 1800
Utilities & green energy
- Electric: 100 Amp Service
- Sewer: Concrete, Private Sewer
- Utilities for property: Cable
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Battery Smoke Detector
Location
- Region: Shaftsbury
Financial & listing details
- Price per square foot: $325/sqft
- Annual tax amount: $11,826
- Date on market: 4/10/2026
- Road surface type: Dirt, Gravel
Estimated market value
$772,800
$734,000 - $811,000
$4,374/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/20/2026 | Price change | $799,000-8.7%$325/sqft |
Source: | ||
| 4/10/2026 | Listed for sale | $875,000-11.2%$355/sqft |
Source: | ||
| 1/6/2026 | Listing removed | $985,000$400/sqft |
Source: | ||
| 9/15/2025 | Price change | $985,000-14.3%$400/sqft |
Source: | ||
| 6/26/2025 | Listed for sale | $1,150,000$467/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 05262
Nearby schools
Schools provided by the listing agent
- Elementary: Shaftsbury Elem. School
- Middle: Mt. Anthony Union Middle Sch
- High: Mt. Anthony Sr. UHSD 14
- District: Shaftsbury School District
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.



