Rare opportunity to own a substantial two-family home with a potential bonus Airbnb cottage in one of the most desirable locations in the Berkshires. Overlooking meadows, sheep pastures, mountains, and Naumkeag, this special property is also just a short walk to Stockbridge Main Street. Each spacious unit offers 3 bedrooms, 1.5 baths, and hardwood floors throughout. The grounds are truly magical, with mature trees and a peaceful setting that feels tucked away while remaining close to everything.Currently fully tenant occupied, one unit will become vacant in September, creating the perfect opportunity for owner occupancy while generating rental income from the second side. Multi-family properties in this area are exceptionally rare. See Supplement

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Based on information submitted to BCMLS as of May 15, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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Property Details of 34 Church Street

Property Details

Basic Information

Building

Location

Water

Interior Features

Bedrooms

Bathrooms

Basement

Utilities and Appliances

Utilities and Appliances

Community

Schools

Map Location

Driving Directions

Hi there! How can we help you?

Hi there! How can we help you?

Hi there! How can we help you?

Alton & Westall Real Estate Agency