Active
6 Days on market
58 Pleasant Street #2 Brookline — Photo 1 of 16

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.

View Standard Listing

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

Original Price$865,000
Annual Taxes$6,874.6
HOA Fee$680

Parking

Garage0
Off-Street0

Interior Specifications

Total Rooms5
FireplacesNone
FlooringTile, Hardwood
BasementY

Climate & Utilities

HeatingHot Water, Heat Pump, Other
CoolingWindow Unit(s), Ductless
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionStone
Roof--
Foundation--
ZoningRES

Property & Lot

Acres--
SqFt Lot--
Lot Features--

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

First
Living RoomKitchenBedroom 2Bathroom 2
Basement
Master BedroomBathroom 1
Living Room
Lvl First

Flooring - Hardwood, Window(s) - Bay/Bow/Box

Kitchen
Lvl First

Flooring - Laminate, Balcony / Deck

Master Bedroom
Lvl Basement

Bathroom - Full, Closet, Flooring - Hardwood

Bedroom 2
Lvl First
Bathroom 1
Lvl Basement

Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile

Bathroom 2
Lvl First

Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen

Property History

Listed
$865,000

Sep 3, 2026

MLS® 73571471

Expired
$899,000

Aug 31, 2026

MLS® 73544351

Listed
$899,000

Jul 2, 2026

MLS® 73544351

Listing Provided By

Listing Agent: Sandra Morgan

Listing Office: Boston City Properties

MLS® Number: 73571471