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187 Highland StBoston, MA 02119

For Sale

$1,000,000

Smart Buyer Rebate $5,000

Elevate your portfolio with a rare 8-bedroom powerhouse in the heart of Historic Fort Hill. This isn’t just a two-family; it’s a strategic asset for the visionary who refuses to settle.Unit 1 offers a solid 3-bedroom foundation. Above, Unit 2 unveils a massive 5-bedroom bi-level sanctuary spanning the top two floors, bathed in natural light. Inside, the narrative is "Modern Grit meets Timeless Soul." Cool granite countertops and stainless steel kitchens meet century-old hardwoods. The custom river-rock rainfall shower adds a touch of spa-level luxury that commands premium attention.Situated moments from Roxbury Community College, the demand is relentless. Most will wait for a sign; the elite will recognize this as the deal of a lifetime. In a market this tight, the door is open—but it won’t stay that way. Seize the legacy before someone else does.

Listed by Alex E. Edwards

·

Thumbprint Realty, LLC

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857-453-0148

Listed by Joanna Edwards

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Thumbprint Realty, LLC

Last updated February 27, 2026

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Source: MLSPin #73476890

Listing Facts

  • TypeMulti-family
  • NeighborhoodHighland Park
  • Bedrooms8
  • Bathrooms2
  • Days on Prevu28
  • Taxes$10,227/year
  • Size2,868 sqft
  • Price per sqft$349

Amenities

  • Parking

Location

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Listing History

02/16/2026
Listed by Thumbprint Realty, LLC
$1,000,000

Property Details for 187 Highland St

Exterior

Construction

  • Number Of Units Total: 2
  • Stories: 3
  • Stories Total: 3
  • Year Built: 1910
  • Year Built Details: Actual

Measurements

  • Building Area Total: 2,868
  • Building Area Units: Square Feet
  • Lot Features: Easements
  • Lot Size Acres: 0.06
  • Lot Size Area: 0
  • Lot Size Square Feet: 2,497
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: W:11 P:00531 S:000,3396438
  • Tax Annual Amount: $10,227.00
  • Tax Assessed Value: $883,200.00
  • Tax Year: 2025

Interior

Measurements

  • Living Area: 2,868
  • Living Area Source: Public Record

Rooms

  • Basement: Full
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 8
  • Rooms Total: 13

Utilities

Equipment

  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this multi-family home have?

There are 8 bedrooms and 2 bathrooms in this multi-family home at 187 Highland St.

What are the annual taxes for 187 Highland St?

Annual taxes for this multi-family home are estimated at $10,227.

How does 187 Highland St compare to other multi-family homes in Highland Park?

This multi-family home is listed 74% below the average price for multi-family homes in Highland Park and has been on the market for 7 more 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 2,868 sqft.

187 Highland St is a 8-bedroom, 2-bath multi-family home for sale in Boston MA 02119. Available on Prevu for 28 days at $1,000,000. This residence features 2,868 square feet of living space, located in Boston. The median listing price for multi-family homes in this area is $849,900. The home offers 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.