# 253 Lookout Road, Pittsfield, VT 05762 > **TL;DR:** 3bd/3ba single family, $479,000 ($316/sqft), built 1975, 1,518 sqft. > Fireplace, Hardwood, A/C, 1-car garage. Est. $2,562/mo. Listed 79 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $479,000 | | Price/sqft | $316 | | Bedrooms | 3 | | Bathrooms | 1 full, 1 half | | Square Feet | 1,518 | | Year Built | 1975 | | Lot Size | 78,408 sqft (1.80 acres) | | Stories | 2 | | Garage | 1-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 79 | ## Why This Home Stands Out - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,422 | | Estimated Insurance | $140 | | **Total** | **$2,562** | ## Nearby Schools - **Elementary:** Choice - **Middle:** Choice - **High:** Choice ## Key Amenities - Fireplace - Hardwood - A/C - 1-car garage ## Property Highlights - Built in 1975 - 1.80 acre lot - 2 stories - Fireplace ## Description ### Agent 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 apres-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. ## Location - **Address:** 253 Lookout Road, Pittsfield, VT 05762 - **County:** VT-Rutland - **Coordinates:** 43.75599268, -72.82749171 - **Google Maps:** https://www.google.com/maps?q=43.75599268,-72.82749171 ## Virtual Tour & Media - **Video Tour:** https://vimeo.com/1216638596 ## Listing Agent - **Name:** Kyle Kershner - **Brokerage:** Killington Pico Realty - **Broker Phone:** (802) 422-3600 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/253-Lookout-Rd_Pittsfield_VT_05762_M97112-39753?f=listhub&s=NNERENNH&m=5105259&c=propsimple) ## Photos ![253 Lookout Road - Photo 1](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f281543084r.jpg) ![253 Lookout Road - Photo 2](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f683662839r.jpg) ![253 Lookout Road - Photo 3](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f3644182168r.jpg) ![253 Lookout Road - Photo 4](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f740329291r.jpg) ![253 Lookout Road - Photo 5](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f2625673125r.jpg) ![253 Lookout Road - Photo 6](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f1410322827r.jpg) ![253 Lookout Road - Photo 7](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f3004212790r.jpg) ![253 Lookout Road - Photo 8](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f134336242r.jpg) ![253 Lookout Road - Photo 9](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f90521884r.jpg) ![253 Lookout Road - Photo 10](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f3980424910r.jpg) ![253 Lookout Road - Photo 11](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f3923000534r.jpg) ![253 Lookout Road - Photo 12](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f3438174453r.jpg) ![253 Lookout Road - Photo 13](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f2611941173r.jpg) ![253 Lookout Road - Photo 14](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f1850914455r.jpg) ![253 Lookout Road - Photo 15](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f2296792428r.jpg) ![253 Lookout Road - Photo 16](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f1127774757r.jpg) ![253 Lookout Road - Photo 17](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f189220573r.jpg) ![253 Lookout Road - Photo 18](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f458518871r.jpg) ![253 Lookout Road - Photo 19](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f1988085369r.jpg) ![253 Lookout Road - Photo 20](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f3496984111r.jpg) ![253 Lookout Road - Photo 21](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f3542729464r.jpg) ![253 Lookout Road - Photo 22](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f1858558916r.jpg) ![253 Lookout Road - Photo 23](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f1534056197r.jpg) ![253 Lookout Road - Photo 24](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f2161483099r.jpg) ![253 Lookout Road - Photo 25](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f1102701239r.jpg) ![253 Lookout Road - Photo 26](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f1383235218r.jpg) ![253 Lookout Road - Photo 27](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f2983238549r.jpg) ![253 Lookout Road - Photo 28](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f4203151749r.jpg) ![253 Lookout Road - Photo 29](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f2065362971r.jpg) ![253 Lookout Road - Photo 30](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f1779449724r.jpg) ![253 Lookout Road - Photo 31](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f590423224r.jpg) ![253 Lookout Road - Photo 32](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f1277385480r.jpg) ![253 Lookout Road - Photo 33](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f843410018r.jpg) ![253 Lookout Road - Photo 34](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f2378570571r.jpg) ![253 Lookout Road - Photo 35](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f4229345028r.jpg) ![253 Lookout Road - Photo 36](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f3501999355r.jpg) ![253 Lookout Road - Photo 37](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f3097865599r.jpg) ![253 Lookout Road - Photo 38](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f2885415345r.jpg) ![253 Lookout Road - Photo 39](http://lh.rdcpix.com/09fb84d0979ebd051633a0b2f3094e7dl-f595075734r.jpg) --- **MLS#:** 5105259 | **Updated:** 2026-10-25 **Source:** listhub *Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/253-lookout-road-pittsfield-vt-05762-d25ab24487b444b19b726831f4ea30fd) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/253-lookout-road-pittsfield-vt-05762-d25ab24487b444b19b726831f4ea30fd#listing", "url": "https://www.propertysimple.ai/listing/253-lookout-road-pittsfield-vt-05762-d25ab24487b444b19b726831f4ea30fd", "name": "253 Lookout Road, Pittsfield, VT 05762", "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. 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