Pittsfield, VT | 153 Eagle Rock Road

$449,000
MLS#: 5095878
3,108
Sq Ft
1.3
Acres
4
Baths
6
Bedrooms
Restore Properties
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.
Hidden away on a quiet dirt road in the heart of Pittsfield, this charming 6-bedroom chalet offers privacy, character, and endless potential. Surrounded by Vermont's natural beauty, you'll enjoy easy access to nearby hiking, biking, and snowmobile trails, while being just 20 minutes from Killington Resort. The home features three levels of living space, two cozy fireplaces/woodstoves, and an expansive deck accessed through two sets of sliding glass doors perfect for enjoying summer evenings in the mountains. With a classic 1965 chalet design and a fun 1970s-inspired aesthetic already in place, this property is ready for its next owner to embrace its vintage charm or bring it to the next level with light to moderate updates. Flat driveway that can fit 6 cars comfortably. Whether you're searching for a spacious country retreat, a vacation getaway, or an investment property with strong ski-rental potential, this secluded mountain home offers a rare opportunity to create something special. Enjoy the peace and privacy of a setting where neighbors are out of sight and nature takes center stage. Recent septic inspection performed and available.
EXTRA ACRE! EXTRA VALUE. PROPERTY NOW INCLUDES one more acre than previously listed. Take a look at this home in central Vermont- close to the premier Killington Mountain Ski Resort. This property is on an open 3 acre lot with plenty of sun and space for pets, gardens, greenhouses or farm animals. This Stockbridge home has an in-law apartment below- accessible by a separate driveway. It provides options for extended family, short or long term renters or vacationers, and allows space to spread out or mom and pop to have privacy. While technically it's a 2 bedroom, the layout could accommodate 6-8 with a little creativity. Or make it your forever home in the heart of Vermont with small towns Stockbridge and Rochester providing quality living: Summer tubing and river activities, hiking the Green Mountains, golf, local food and art scenes, Mad River, Sugarbush and Killington ski resorts- there is a lot to do in Vermont! Tenant occupied, please provide 12 hour notice for showings. Some of the room pictures are virtually staged.

© 2026 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NNEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice.