34 Church St #2

Stockbridge, MA 01262 Directions
$745,000
  • 6Bed
  • 2/2Baths
  • 2,730Sqft
  • 0.48Acres
  • 1890Built
  • $273Price/Sqft

Property Highlights

  • Neighborhood: Middle Registry
  • Style: Other, Cottage
  • Exterior Features: Accessible Full Bath
  • Days on Market: 7
  • MLS: 249504

Property Highlights

  • Neighborhood: Middle Registry
  • Style: Other, Cottage
  • Exterior Features: Accessible Full Bath
  • Days on Market: 7
  • MLS: 249504

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...

Property Highlights

  • Neighborhood: Middle Registry
  • Style: Other, Cottage
  • Exterior Features: Accessible Full Bath
  • Days on Market: 7
  • MLS: 249504

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 At the rear of the property sits a separate cottage with the best views. Already equipped with plumbing, heat, and electricity, it offers exciting potential as an Airbnb, guest house, studio, or private retreat with some updating and patch work. Additional features include a two-car garage for storage and parking, plus an unbeatable location near Berkshire Botanical Garden, Tanglewood, and Stockbridge Bowl. From here, the very best of the Berkshires is just minutes away.

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 At the rear of the property sits a separate cottage with the best views. Already equipped with plumbing, heat, and electricity, it offers exciting potential as an Airbnb, guest house, studio, or private retreat with some updating and patch work. Additional features include a two-car garage for storage and parking, plus an unbeatable location near Berkshire Botanical Garden, Tanglewood, and Stockbridge Bowl. From here, the very best of the Berkshires is just minutes away.

Read MoreRead Less
  • Lot Details
    • Has View: Yes
    • Lot Description: Wooded, Landscaped, Few Trees
    • Water: Public
  • Additional Information
    • Basement Description: Unfinished, Full
    • Days On Market: 7
    • Elementary School: Muddy Brook Reg.
    • High School: Monument Mountain
    • Living Area SqFt: 2730
    • Middle School: W.E.B. Du Bois Reg.
    • On Market Date: 2026-05-13
    • Sewer: Public Sewer
    • Style: Other, Cottage
    • Tax Amount: $3,126
    • Tax Year: 2025
    • Unit Count: 2
    • View: Mountain(s), Scenic
    • Year Built: 1890
    • Zoning: Business, Residential
William Pitt / Julia B. Fee Sotheby's International Realty

Great Barrington Brokerage

306 Main Street
Great Barrington, MA 01230
Listing Courtesy of Lisa Kelley of MACCARO REAL ESTATE.
Click to view full screen