
58 Pleasant Street #2 Brookline — Photo 1 of 16
$865,000
58 Pleasant Street #2, Brookline, MA 02246
Brookline, MA 02246
Beds
2
Baths
2
SqFt
687
Style
Condominium
Built
1920
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.
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Brookline, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Range • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer/Dryer • Range Hood
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Bike Path
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstFlooring - Hardwood, Window(s) - Bay/Bow/Box
Kitchen
Lvl FirstFlooring - Laminate, Balcony / Deck
Master Bedroom
Lvl BasementBathroom - Full, Closet, Flooring - Hardwood
Bedroom 2
Lvl FirstBathroom 1
Lvl BasementBathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl FirstBathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen
Property History
$865,000
Sep 3, 2026
MLS® 73571471
$899,000
Aug 31, 2026
MLS® 73544351
$899,000
Jul 2, 2026
MLS® 73544351
Listing Agent: Sandra Morgan
Listing Office: Boston City Properties
MLS® Number: 73571471
Related Insights

Brookline Property Tax Break Owner-Occupants Need

Brookline Property Tax: Owners vs Investors

Brookline Launch Plans for Runkle, Ridley & Lincoln

Massachusetts Buyers Face a Supply Crunch, Not a Crash

Massachusetts Nonresident Sellers’ Net-Gain Election

Why Massachusetts Property Tax Bills Can Rise Under Prop 2½
Browse More Homes in Brookline
Explore other active listings in the area.
$499,90019 Alton Court Unit 2Brookline, MA1 bd1 ba597 sqft
$925,00035 White Pl Unit 3Brookline, MA2 bd2 ba1,028 sqft
$789,000648 Washington St Unit 5Brookline, MA2 bd1 ba1,101 sqft
$550,0001895A Beacon Unit 1895ABrookline, MA2 bd1 ba1,042 sqft
$649,0001490 Beacon St Unit 3Brookline, MA1 bd1 ba925 sqft
$2,950,000120 Seaver Street Unit C102Brookline, MA3 bd4 ba3,445 sqft