



41 Pearl St #1-2, Great Barrington, MA, 01230
About This Home
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!
Getting Around
Schools
Construction
Condition
- Property condition: Fixer
- Year built: 1900
Materials
- Roof: Asphalt
Type & Style
- Home type: MultiFamily
- Architectural style: Colonial
- Property subType: Multi Family
Interior
Appliances
- Appliances included: Dryer,Range,Range Hood,Refrigerator,Washer
- Laundry features: In Basement,In Unit
Basement
- Has basement: Yes
- Basement: Unfinished,Interior Entry,Full,Concrete,Bulk head
Bedrooms & Bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Features
- Cable Avail
- Flooring: Carpet,Laminate,Wood
Heating
- Heating features: Oil,Propane,Furnace
Interior Area
- Total structure area: 1,964
- Total interior livable area: 1,964 sqft
Property
Details
- Parcel number: GREA M:011.0 B:0000 L:0043.0
- Zoning description: Residential
Features
- Patio & porch: Porch,Patio
- Has view: Yes
- View description: Seasonal,Hill/Mountain,Distant
- Waterfront features: Close to Water
Lot
- Lot size: 0.25 Acres
Parking
- Total spaces: 4
- Parking features: Off Street
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Inland Flooding
- Strong Wind
- Cold Wave
- Hurricane
- Ice Storm
- Lightning
- Winter Weather
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $2,022 | $24,264 |
| Home Insurance * | $115 | $1,380 |
| Property Taxes | $376 | $4,512 |
| Electricity | $387 | $4,647 |
| Total | $2,900 | $34,800 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
No zestimate history available
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-23 | Price change | $399,900 |
| 2026-04-30 | Price change | $449,900 |
| 2026-01-27 | Price change | $474,900 |
| 2026-01-05 | Price change | $499,900 |
| 2025-11-23 | Price change | $525,000 |
| 2025-11-04 | Listed for sale | $549,900 |
