Prevu by reAlpha
BuySellBlogBrowse Listings

86-88 Pearl StreetBoston, MA 02129

For Sale

$1,600,000

Smart Buyer Rebate $8,000

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

·

Gibson Sotheby's International Realty

·

617-669-8449

Last updated January 26, 2026

·

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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.