Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.
Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and period details. The kitchen and living areas are perfect for entertaining or relaxing with family. Upstairs, the bedrooms offer privacy and comfort, with plenty of storage throughout. Warm and efficient forced hot water heating. The back apartment has potential to turn the attic into living space: think office, den, TV room, or mediation space. Your ideas await!
Enjoy the peaceful backyard, ideal for gardening, BBQ, play, or quiet evenings under the stars.
Whether you're looking to settle into the vibrant Great Barrington community or invest in a high-demand rental market, 41 Pearl Street is a rare opportunity to own a piece of Berkshire history with all the comforts of today.
This is a fantastic opportunity to breaking into the GB investment game. Great rental and income history. Potential buyers could live on one side and rent the other or take on as just a total investment property. There is the ability to change back to a single-family home as an additional option. New roof in 2019. The home could use some updating and refreshing but the bones are beyond good!
For sale
Price cut: $34.9K (8/21)
$365,000
41 Pearl St #1-2, Great Barrington, MA 01230
4beds
1,964sqft
Multi Family
Built in 1900
-- sqft lot
$347,200 Zestimate®
$186/sqft
$-- HOA
What's special
Classic period charmHardwood floorsPeriod detailsPlenty of storage throughoutWelcoming floor planAmple natural light
- 350 days
- 388
- 22
Zillow last checked:
Listing updated:
Listed by:
David Carlson 413-329-1279,
FAIRGROUND REAL ESTATE, INC
Source: BCMLS,MLS#: 248169
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Oil, Propane, Furnace
Appliances
- Included: Dryer, Range, Range Hood, Refrigerator, Washer
- Laundry: In Basement, In Unit
Features
- Cable Avail
- Flooring: Carpet, Laminate, Wood
- Basement: Unfinished,Interior Entry,Full,Concrete,Bulk head
Interior area
- Total structure area: 1,964
- Total interior livable area: 1,964 sqft
Property
Parking
- Total spaces: 4
- Parking features: Off Street
Features
- Patio & porch: Porch, Patio
- Has view: Yes
- View description: Seasonal, Hill/Mountain, Distant
- Waterfront features: Close to Water
Lot
- Size: 0.25 Acres
Details
- Parcel number: GREA M:011.0 B:0000 L:0043.0
- Zoning description: Residential
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Colonial
- Property subtype: Multi Family
Materials
- Roof: Asphalt
Condition
- Fixer
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Satellite Available
Community & HOA
Location
- Region: Great Barrington
Financial & listing details
- Price per square foot: $186/sqft
- Tax assessed value: $390,800
- Annual tax amount: $5,627
- Date on market: 11/4/2025
Estimated market value
$347,200
$330,000 - $365,000
$2,634/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/21/2026 | Price change | $365,000-8.7%$186/sqft |
Source: | ||
| 7/23/2026 | Price change | $399,900-11.1%$204/sqft |
Source: | ||
| 4/30/2026 | Price change | $449,900-5.3%$229/sqft |
Source: | ||
| 1/27/2026 | Price change | $474,900-5%$242/sqft |
Source: | ||
| 1/5/2026 | Price change | $499,900-4.8%$255/sqft |
Source: | ||
| 11/23/2025 | Price change | $525,000-4.5%$267/sqft |
Source: | ||
| 11/4/2025 | Listed for sale | $549,900$280/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 01230
Nearby schools
Schools provided by the listing agent
- Elementary: Muddy Brook Reg.
- Middle: W.E.B. DuBois Middle School
- High: Monument Mountain
Source: BCMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




