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Active

58 Pleasant Street #2

Brookline, MA 02246

$865,000
2Bedrooms
2Bathrooms
687Square feet
1920Year built

Residential · Active · MLS #73571471
Listing Courtesy of Boston City Properties | Sandra Morgan

MLS PIN data

About this home

A Rare Coolidge Corner Opportunity — One Home, So Many Possibilities...Discover a truly distinctive brownstone condo in the heart of Brookline’s highly sought-after Coolidge Corner. Offering the flexibility to live as a 1-bedroom with an exceptionally large private office/flex space—or as a 2-bedroom, this spacious home adapts beautifully to your lifestyle.Set within a charming brownstone, the residence combines classic character with thoughtful updates, including soaring 9-foot ceilings, a spacious kitchen with a vented hood, and two full bathrooms.,The private primary suite is located on its own level, accessed by a distinctive spiral staircase. The open staircase creates a loft-like connection to the main living area, while offering a separate and private-feeling retreat.But the real surprise is outside. Step into your own private outdoor oasis, featuring an expansive deck and covered patio—an uncommon luxury in Coolidge Corner and the perfect setting for morning coffee, entertaining friends, gardening, or simply enjoying your own space. Whether you need a true second bedroom, a dedicated home office, creative studio, guest space, or simply room to spread out, this home gives you options that are hard to find in Brookline .Flexible. Spacious. Private. Full of possibilities. Come see why this unique Coolidge Corner residence deserves a closer look.

Property information

Details at a glance

Interior

Rooms
5
Heating
Hot Water, Heat Pump, Other
Cooling
Window Unit(s), Ductless
Flooring
Tile, Hardwood

Building

Style
Condominium
Year built
1920

Land & utilities

Water
Public
Sewer
Public Sewer
Zoning
RES

Financial

Annual taxes
$6,875
Assessment year
2026
HOA fee
680

Listing history

Price and status timeline

  1. Exp

    $899,000 · Jul 2, 2026

Property value estimate

An informed starting point

Estimated value$862,790

Estimated range $831,877$893,704

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jul 17, 2026$950,000

22 River Street #7

Sold Jun 9, 2026$850,000

29 Windsor #29

Sold Jun 30, 2026$787,000

34 Clark St #5

Photo insights

Condition signals

Overall presentationabove average

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Brookline

MetricThis propertyBrookline
List price$865,000$1,497,00042% below local
Price / sq ft$1,259$92736% above local
Days on market45593% below local
Explore homes in Brookline

Active city listing statistics from MLS PIN as of September 7, 2026. Asking prices are not completed-sale values.

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Bean Group guidance

Useful next steps

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Common questions

About 58 Pleasant Street #2

Can I schedule a private showing?

Yes. Request a tour of 58 Pleasant Street #2 and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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