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132 Outlook Ave, 
Cheshire, MA 01225

$549,900


3

Beds


3

Baths


2,134

Sq Ft


Single Family

Active

Listed by

Tonia L. Scalise

William Pitt Sotheby'S - Lenox

413-637-4402

Last updated:

December 29, 2025, 05:52 PM

MLS#

248459

Source:

MA BCMLS

About This Home

132 Outlook Ave

Classic country charm awaits you in the foothills of Cheshire Massachusetts and escape home to privacy and serenity in Central Berkshire to live and play in the great outdoors. Enjoy hiking out your door and follow the Appalachian Trail even reach Mount Greylock, bike ride north and south on the Ashuwillticook Trail exercising and exploring the beautiful farmlands and countryside as you immerse yourself in nature for miles and miles. Stay home and escape on your very own 4.5 wood acres for foraging mushrooms and enjoying your fairytale woodland animals with a trail cam in the comfort and warmth of this Berkshire traditional country colonial. Experience quality craftsmanship with wood paneled walls and ceilings blended beautifully with a country pallet of colors on sheet rocked walls. Soaring vaulted ceilings fill the rooms with natural light and add style from the balcony above for everyday sunlit living. Skylights with motorized shades reach your view to the sky's limit feeling and glimpses of the snow globe light flurry day. Cherry wood is an outstanding feature when you discover the hand milled cherry paneling specially sourced from this land enhancing the quality and glowing hues of your own natural resource. Formal living room focuses on the authentic field stone wood burning fireplace for curling up and relaxing by a roaring fire. A cozy front facing family room or play room adds to functionality of this floorplan. Rear sun-filled den-office or first floor bedroom can serve as an office, spa hot tub room, craft room, toy room or 4th 1st floor bedroom - you name it and make it yours. A quaint kitchen with cherry cabinets, stainless steel appliances and quartz countertops surrounds the breakfast nook with distant seasonal mountain views and is further complimented with the walkthrough cherry cabinet pantry for an abundance of storage and a wonderful bistro coffee station space or a dining room bar accompaniment. Rise up the center turning staircase to reach the balcony leading to a spacious primary suite complete with its own second floor-to- ceiling fieldstone fireplace. Snuggle and cuddle and stay in bed for the ultimate take me away feeling at the end of a busy day. A full length walk-in closet frames one end and the full bath offers privacy and convenience for the midnight marauder. Fully finished lower level family room showcases the hand-milled cherry paneling from this homesite. A great office, exercise, tv or game room for the any crowd or groups of family and friends. The mechanicals are high quality Buderus equipment, exceptional electrical including a back-up generator if needed and a cedar line closet for those precious woolen garments. Three garages offer an abundance of space for everyday parking utility, storage with a second story above and attached convenience and snow cover. In addition, a one car sized storage outbuilding can house all the countryside tools, recreational vehicles and the new farm tractor you buy when you move in. Sweet spaces inside and out, with a welcoming side porch entrance, an inviting mudroom, a wonderful south facing rear deck laced with lovely landscaping bushes for enjoyment each of the blooming season while taking in a glimpse of seasonal mountain views through the trees. 20 minutes to Pittsfield proper, Jiminy Peak skiing, Cheshire town center skating or lakeside fun, Whitney's Farm Stands for farm fresh vegetables and don't miss out on delectable dining at The Common Table. Truly a special combination of country privacy and city conveniences in the center of many Berkshire attractions with one of the lowest property taxes in the county. You can have it all here at home.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1987

Price Summary

549,900

$257 per Sq. Ft.

MLS #:

248459

Last Updated:

December 29, 2025, 05:52 PM

Added:

1 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,134 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,134 Sq. Ft.

Year Built:

1987


Lot

Lot Size (Sq. Ft):

188,179


Finances & Disclosures

Finances

Price:

$549,900

Price per Sq. Ft:

$257 per Sq. Ft.

Source:MA BCMLS
The data relating to real estate for sale on this web page comes in part from the Internet Data Exchange (IDX) of the Southern Missouri Regional MLS, LLC, Inc. Real estate listings held by Brokerage firms other than Coldwell Banker Choice Properties are marked with the IDX logo and detailed information about them includes the name of the listing Brokers. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information being provided is not guaranteed, and all information should be verified by the consumer. Any representation that a web site contains all listings shall only mean that the website contains all listing available to the public through the IDX data feed. There may be other properties offered through a REALTOR® that have not been displayed on this site. © 2026 Southern Missouri Regional MLS, LLC. All rights reserved. www.somomls.com

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.