
58 Pleasant Street #2 Brookline — Photo 1 of 16
$865,000
Investment Analysis — 58 Pleasant Street #2
Brookline, MA 02246
Based on HUD Small Area Fair Market Rent, a 6-unit multi-family in 02246 carries an estimated $6,048/mo in gross rent — about a 5.58% cap rate and $48,283/yr in estimated NOI at the $865,000 list price. Adjust every assumption in the calculator below.
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.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
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



