List Price: $479,000 | $316 per sq.ft. | 3 Bedroom | 3 Bathroom | 1.5 Story Single Family Home
Date Listed Sunday Aug 16, 2026 | MLS# 5105259


Address: 253 Lookout Road Pittsfield VT
Listed by Kyle Kershner Killington Pico Realty
Description:
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.

Room Information:
Total Rooms: 8
Total Baths: 3
Flooring: Carpet | Combination | Hardwood | Tile
Full Baths: 1
1/2 Baths: 1
3/4 Baths: 1
Bedrooms: 3
Basement: Crawl Space

Construction Information:
Year Built: 1975
Type: Wood Frame | Vertical Siding | Wood Siding

Building Info
Finished Sq.Ft.: 1518
Above Grade Sq.Ft.: 1518
Below Grade Sq.Ft.: 0
Apx Below Grade Unfinished Sq.Ft.: 0

Exterior Info
Style: Chalet
Exterior Color Brown
Roof: Architectural Shingle | Standing Seam

Utilities
Electric: Circuit Breaker(s)
Water: Drilled Well | Private
Sewer: Private | Septic

Land Description:
Wooded | Neighborhood
Lot size: 1.8 acres
Zoned: None
Surveyed: Unk
Flood Zone: No
Seasonal: No
Road Frontage: 197
Driveway: Gravel

Additional Information
Docs Available : Deed | Property Disclosure
Easement - Unknown
Taxes $5,735
Assesed Value Not Reported
Schools
Elementary School: Choice
Middle School: Choice
High School: Choice

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