- beds
- 3
- baths
- 2
- sq ft
- 2,034
- Built
- 1825
2238 Upper Michigan Road
Pittsfield, VT 05762
Residential · Active Under Contract · MLS #5097001
Listing Courtesy of Killington Pico Realty | Kyle Kershner
The home
About this home
Tucked away at the end of Upper Michigan Road on 54.4 private acres bordering the Green Mountain National Forest, this remarkable 1825 Vermont farmhouse offers breathtaking long-range mountain views in an unforgettable setting. Rich in authentic character, the home showcases rustic knotty pine walls, exposed hand-hewn beams, wide plank floors, and a fieldstone fireplace hearth. The home's low ceilings and gently uneven floors are not imperfections — they are reminders of a time when homes were built by hand and meant to last. A thoughtfully designed addition in 1996 blends seamlessly with the original home, providing modern comfort with a spacious primary bedroom featuring 10-foot ceilings and custom built-ins, a guest bedroom, and a beautifully updated full bath. The expansive living area offers inviting spaces to gather around the woodstove, enjoy movie nights, or relax with family and friends. The vintage-inspired kitchen and dining area, with vaulted ceilings, warm pine finishes, and a picnic-style dining table, is ideal for casual entertaining. Upstairs, two additional guest bedrooms and a powder room provide comfortable accommodations. Outside, more than 30 acres of managed woodland extend along both sides of the town road, complemented by open lawns, mature perennial gardens, and endless opportunities to enjoy the spectacular southern views. A detached two-car garage with overhead storage provides ample space for vehicles and outdoor gear. Snowmobiling, ATV riding, hiking, mountain biking, and snowshoeing are all accessible directly from the property. A state wastewater permit for an additional three-bedroom home offers exceptional flexibility for future expansion or a family compound. This is a rare opportunity to own a legacy Vermont property where history, privacy, recreation, and extraordinary natural beauty come together.
Property information
Details at a glance
Interior4 property facts
- Rooms
- 6
- Heating
- Baseboard, Hot Water, Wood, Wood Stove
- Cooling
- None
- Flooring
- Carpet, Vinyl, Combination, Softwood
Building6 property facts
- Style
- Single Family Residence
- Year built
- 1825
- Garage
- 2
- Parking
- 2
- Foundation
- Stone
- Roof
- Shingle
Land & utilities4 property facts
- Lot size
- 54.4 acres
- Water
- Well, Private
- Sewer
- Septic Tank
- Zoning
- None
Financial2 property facts
- Annual taxes
- $6,310
- Assessment year
- 2025
Plan your purchase
Estimated monthly cost
Explore costs at the $745,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$4,293 / monthAdjust
- Principal & interest
- $3,767
- Property tax
- $526
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $6,310. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
Listing history
Price and status timeline
No additional listing history is available for public display.
Compare with confidence
Price & market context
See how this home compares with active listings in Pittsfield.
| Metric | This home | Local listings |
|---|---|---|
| List price | $745,000 | $617,45021% above local |
| Price / sq ft | $366 | $30919% above local |
| Days on market | 5 | 4288% below local |
Active city listing statistics from PrimeMLS as of September 11, 2026. Asking prices are not completed-sale values.
Keep exploring
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Common questions
About 2238 Upper Michigan Road
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