Condominium at 58 Pleasant Street # 2, Brookline MA 02246, Brookline
Condominium at 58 Pleasant Street # 2, Brookline MA 02246, Brookline, photo 2 of 16
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$865,000

58 Pleasant Street # 2, Brookline MA 02246
Brookline, MA 02246
Listed by Sandra Morgan
Bedrooms
2
Bathrooms
2
Living area
687 sqft
Year built
1920

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 details

MLS #
73571471
Property type
Condominium
Subdivision
N/A
Status
Active
Days on market
35
On market date
September 3, 2026
Stories
2
Total bathrooms
2
Garage spaces
N/A
Parking spaces
N/A
Lot size
N/A
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Florida Ruffin Ridley School
0.23 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
830
Student:teacher ratio
11.4:1
District
Brookline
Middle
Putnam Avenue Upper School
1.58 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
262
Student:teacher ratio
7.5:1
District
Cambridge
High
Brookline High
0.94 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,087
Student:teacher ratio
10.9:1
District
Brookline

Walkability

Blended score for Brookline's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

93
Highly walkable
out of 100
EPA National Walkability Index
17.5 / 20 -- Most walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores19
Parks20
Schools20
Transit stops20
Pharmacies16

Market position

How this listing compares to current activity in Brookline, from live MLS data.

On the market 35 days -- 66 fewer days than Brookline's current average of 101 days.
For reference, the median list price across 838 active listings in Brookline right now is $9,600.

Mortgage calculator

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Est. monthly payment
$5,359/mo
$173,000 down
$692,000 loan
Principal & interest$4,488
Property tax (est.)$721
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated September 7, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.