- beds
- 3
- baths
- 3
- sq ft
- 1,518
- Built
- 1975
253 Lookout Road
Pittsfield, VT 05762
Residential · Active · MLS #5105259
Listing Courtesy of Killington Pico Realty | Kyle Kershner
The home
About this home
Nestled among the woods of Pittsfield's coveted Townsend Brook area, this beautifully maintained and thoughtfully updated chalet captures the essence of the quintessential Vermont mountain getaway. Designed in the tradition of a European alpine chalet, the main living level occupies the second floor, maximizing natural light and creating a warm, inviting space for après-ski gatherings or quiet evenings by the fire. Recent improvements include an upper-level bump-out with a charming reading nook and convenient powder room, beautiful maple hardwood floors, modern lighting and ceiling fans, and beautifully remodeled bathrooms. An enclosed former storage shed has been transformed into a generous mudroom and first-floor laundry, complete with a wall of built-in cabinetry for skis, bikes, boots, and outdoor gear. A spacious wraparound deck extends the living space outdoors, offering both sunny and shaded spots for morning coffee, al fresco dining, or gathering with friends. Surrounded by the Green Mountains, miles of mountain biking and snowmobile trails are practically at your doorstep, while world-class skiing at Killington and Pico is just minutes away. With easy access from Montreal, Boston, and New York City, this turnkey retreat offers an appealing combination of comfort, recreation, and value - equally suited to weekend escapes, investment income, or year-round living.
Property information
Details at a glance
Interior3 property facts
- Rooms
- 8
- Heating
- Baseboard, Electric
- Flooring
- Carpet, Hardwood, Tile, Combination
Building6 property facts
- Style
- Single Family Residence
- Year built
- 1975
- Garage
- 1
- Parking
- 1
- Foundation
- Block
- Roof
- Shingle
Land & utilities4 property facts
- Lot size
- 1.8 acres
- Water
- Well, Private
- Sewer
- Septic Tank
- Zoning
- None
Financial2 property facts
- Annual taxes
- $5,735
- Assessment year
- 2026
Plan your purchase
Estimated monthly cost
Explore costs at the $479,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$2,900 / monthAdjust
- Principal & interest
- $2,422
- Property tax
- $478
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $5,735. 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 | $479,000 | $617,45022% below local |
| Price / sq ft | $316 | $3092% above local |
| Days on market | 0 | 42100% 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 253 Lookout Road
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Request a tour of 253 Lookout Road and a Bean Group agent will help coordinate an available time with the listing side.
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