A rare development / investment opportunity in Charlestown available for the first time. The combined 3,500± sq ft lot features 50'+ of street frontage which includes an existing curb cut with off-street parking for 3 or more vehicles—an exceptional advantage in this neighborhood. Zoned 3F-2000, the property offers meaningful flexibility for future redevelopment or renovation. Currently configured as a side by side two-family, it provides income potential while allowing a buyer to evaluate long-term value creation. The wide frontage and generous lot open highest-and-best-use scenarios aligned with zoning. The property would also be an incredible single-family project where an owner would enjoy beautiful yard space and plenty of room to grow. Ideally located just off Bunker Hill St, the property is close to shops, parks, restaurants, MBTA & other neighborhood amenities. One of the few remaining multi-family offerings in Charlestown that combines parking, potential and scale.
Listed by Jesse MacDonald
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Gibson Sotheby's International Realty
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617-669-8449
Last updated January 26, 2026
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Source: MLSPin #73470882
Listing Facts
TypeMulti-family
NeighborhoodThompson Square - Bunker Hill
Bedrooms7
Bathrooms2
Days on Prevu8
Taxes$17,557/year
Size2,690 sqft
Price per sqft$595
Amenities
Parking
Location
Mortgage Calculator
Listing History
01/22/2026
Listed by Gibson Sotheby's International Realty
$1,600,000
Property Details for 86-88 Pearl Street
Exterior
Construction
Number Of Units Total: 2
Stories: 4
Stories Total: 4
Year Built: 1930
Year Built Details: Approximate
Measurements
Building Area Total: 2,690
Building Area Units: Square Feet
Lot Size Acres: 0.08
Lot Size Area: 0
Lot Size Square Feet: 3,500
Lot Size Units: Acres
Financial
Taxes
Parcel Number: W:02 P:01768 S:000,1280128
Tax Annual Amount: $17,557.00
Tax Assessed Value: $1,415,900.00
Tax Year: 2026
Interior
Measurements
Living Area: 2,690
Living Area Source: Public Record
Rooms
Basement: Unfinished
Bathrooms Full: 2
Bathrooms Total Integer: 2
Bedrooms Total: 7
Rooms Total: 11
Parking
Parking
Open Parking Spaces: 3
Open Parking: Yes
Parking Features: Paved Drive, Off Street, Paved
Parking Total: 3
Utilities
Equipment
Sewer: Public Sewer
Water Source: Public
Frequently Asked Questions
How many bedrooms and bathrooms does this multi-family home have?
There are 7 bedrooms and 2 bathrooms in this multi-family home at 86-88 Pearl Street.
Does this multi-family home have parking?
Yes, there are 3 parking spaces available for 86-88 Pearl Street.
What are the annual taxes for 86-88 Pearl Street?
Annual taxes for this multi-family home are estimated at $17,557.
How does 86-88 Pearl Street compare to other multi-family homes in Thompson Square - Bunker Hill?
This multi-family home is listed 54% below the average price for multi-family homes in Thompson Square - Bunker Hill and has been on the market for 29 less days than the typical home in this area.
What is the square footage on this multi-family home?
According to the MLS, this listing is 2,690 sqft.
86-88 Pearl Street is a 7-bedroom, 2-bath multi-family home for sale in Boston MA 02129. On Prevu for 8 days at $1,600,000. This residence features 2,690 square feet of living space, located in Thompson Square - Bunker Hill. The median listing price for multi-family homes in this area is $1,164,450. Property amenities include parking. View other multi-family home listings in Boston.
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