
Active
58 Pleasant Street #2
Brookline, MA 02246
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
- Exp
$899,000 · Jul 2, 2026
Property value estimate
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Comparable sales
Recent properties for context


29 Windsor #29

34 Clark St #5
Photo insights
Condition signals
Generated from listing photography; not a substitute for an inspection.
Local market context
How this home compares 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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Similar homes nearby
Same city and within 25% of the asking price, matched by property type and bedroom count when available and ranked by size and price.
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About 58 Pleasant Street #2
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Yes. Request a tour of 58 Pleasant Street #2 and a Bean Group agent will help coordinate an available time with the listing side.
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Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
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