58 PLEASANT ST #2, BROOKLINE, MA 02446
Property image
Property image
FOR SALE

$865,000

  • 2 Beds
  • 2 Baths
  • 687 sqft

58 PLEASANT ST #2, BROOKLINE, MA 02446

Est. Mortgage $6,126/mo*
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Home Highlights

Condo
Built in 1920
$1,259/sqft
HOA $680/mo

Local Information

  • Map ViewExplore the area around 58 PLEASANT ST #2.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Distinctive spiral staircaseExpansive deckCovered patioPrivate outdoor oasisDistinctive brownstone condo
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.
Last check for updates: about 18 hours ago
Listing courtesy of Sandra Morgan, (507) 429-9931
Amo Realty - Boston City Properties, (617) 247-1933
Sandra Morgan, (507) 429-9931
Source: MLS PIN, MLS#73571471
Also Listed on MLS PIN.

Home Details for 58 PLEASANT ST #2

Interior Features

Interior Details
Number of Rooms: 5Types of Rooms: Master Bedroom, Bedroom 2, Master Bathroom, Bathroom 1, Bathroom 2, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 687 Square Feet
Appliances & Utilities
Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer/Dryer, Range HoodDishwasherDisposalLaundry: In UnitMicrowaveRefrigerator
Heating & Cooling
Heating: Hot Water,Heat Pump,OtherHas CoolingAir Conditioning: Window Unit(s),DuctlessHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
No FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Tile, Hardwood
Levels, Entrance, & Accessibility
Number of Stories: 2Entry Location: Unit Placement(Below Grade, Street)Floors: Tile, Hardwood
Security
Security: Intercom

Exterior Features

Exterior Home Features
Fencing: Security
Parking & Garage
No Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 687Finished Area (below surface): 351

Days on Market

Days on Market: 20

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ResidentialProperty Subtype: CondominiumStructure Type: BrownstoneArchitecture: Brownstone
Building
Construction Materials: StoneDoes Not Include Home Warranty
Property Information
Parcel Number: 29796

Price & Status

Price
List Price: $865,000Price Per Sqft: $1,259

Active Status

MLS Status: Active

Location

Direction & Address
City: Brookline

Agent Information

Listing Agent
Listing ID: 73571471

Building

Building Area
Building Area: 687 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, Public School, T-Station, UniversityNot Senior Community

HOA

HOA Fee Includes: Heat, Water, Sewer, Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal, TrashHOA Fee: $680/Monthly

Offer

Listing Terms: Lender Approval Required

Miscellaneous

BasementMls Number: 73571471Above Grade Unfinished Area: 687

Additional Information

HOA Amenities: Hot Water,Storage

Around this home

What Locals Say about Brookline

At least 422 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 90 % Say it's dog friendly

  • 87 % Say it's walkable to restaurants

  • 87 % Say it's walkable to grocery stores

  • 84 % Say people would walk alone at night

  • 81 % Say streets are well-lit

  • 67 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 59 % Say there's wildlife

  • 52 % Say parking is easy

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say it's quiet

  • 48 % Say neighbors are friendly

  • 40 % Say car is needed

  • 39 % Say yards are well-kept

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Very dog friendly "
    0
    Flag
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
    0
    Flag
  • Kai Hsin Chang
    "Very convenient to do grocery and most people live here use public transportation because there’s no street parking. People who want to do street parking should apply for parking permits."
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    Flag
  • Sydney Reitz
    "Events at the Coolidge corner theatre, Brookline day on Harvard street in Coolidge corner, open holiday meals at the United Parish church"
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    Flag
  • Sydney Reitz
    "The sidewalks and streets are well-maintained even in inclement weather. Traffic is only bad around the Longwood medical area and major streets around rush hour. Pub trans is easy and safe."
    0
    Flag
  • Austin Wozniak
    "Multiple dog friendly, off-leash parks in the community and many great places to walk a dog. The community is very dog friendly. "
    0
    Flag
  • Loming1986
    "Only limited (a hand-full) dog parks available, I wish there are more. Many neighbors have dogs and it’s a very dog friendly neighborhood."
    0
    Flag
  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
    0
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  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
    0
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  • Trulia User
    "I’v stayed in a hotel in this neighborhood. It is a beautiful area with many shops to explore. Hope to move to this area. "
    0
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  • Trulia User
    "Near everything. Train across the street, restaurants, coffee shops, etc JP is part of Boston. Vibrant community. Diverse. High incomes mixed with low. "
    1
    Flag
  • Trulia User
    "Yes, the area has many dog parks, both on and off leash. Most apartment buildings are dog friendly and neighbors have been very accepting. "
    0
    Flag
  • Aliana P.
    "It’s a quick commute to downtown, especially if you live on the D line. Very convenient. It’s also a very walkable area with all stores and necessities close by. "
    1
    Flag
  • Juana B.
    "It’s very safe and great school system!! I been leaving here for 11 years and I love it and my kids too"
    2
    Flag
  • Jiyoung W.
    "Lots of other friendly dog owners, plus lots of little parks and green space for pups to run around (especially Amory Park!). Lots of businesses in the area have dog treat jars too!"
    1
    Flag
  • Adriana P.
    "It seems let friendly. Lots of parks and spaces for dogs to run. I don’t have a dog but I have friends with dogs"
    0
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  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
    0
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  • Deiabarroso86
    "Very safe, with a lot of stores around.. Beacon Street is a beautiful street and we have the Reservoir nearby, which is a good place for a walk."
    1
    Flag
  • Josie E.
    "The kids walk to school on a tree-lined street and neighbors know each other. A little oasis in the city "
    4
    Flag
  • Caroline
    "Drive to Watertown or take shuttle provided by my place of employment. Easy access to city via C or D green line. "
    0
    Flag
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
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  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Scottcunha311
    "Halloween’s are very popular especially on clark rd. Great location to Cleveland circle and both bu and bc can take train anywhere or easily get a bus there’s no shortsge of things to do"
    0
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  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Courtney C.
    "Safe and homey - education is good but property tax is rising. Commute is perfect - only ten minute drive away from my work site. "
    0
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  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
    0
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  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
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  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
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  • Oliver L.
    "I walk to work in the medical area. T stops make getting to the center easy. It is quite possible to live without a car."
    0
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  • Sophie
    "The community center holds a lot of interesting activities like Mahjong, movies, reading, yoga and concerts. Also we have a greeeat library here!"
    0
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  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
    0
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  • Heli C.
    "The schools are excellent, and neighbors tend to know each other. We are a ‘suburb’ of Boston but also officially a town with numerous distinct village neighborhoods, most of which are walkable to restaurants and amenities. Brookline has a fairly international mix of people, with families from all over the world coming here to study and work at the nearby Harvard teaching hospitals."
    0
    Flag
  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
    0
    Flag
  • Pat B.
    "There's some strange people who are around, but they're harmless. There's lots of daycare places, so if someone has a young kid there's lots of options nearby."
    1
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag

Market trends in Brookline

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
55 Sewall Ave #1C, Brookline, MA
0.19
Condo
$715,888
06/01/26
2
1.5
842
123 Sewall Ave #2K, Brookline, MA
0.27
Condo
$700,000
08/07/26
2
1.5
850
51 John St #201, Brookline, MA
0.14
Condo
$949,000
02/09/26
2
2
1,050
106 Browne St #2, Brookline, MA
0.14
Condo
$1,050,000
10/21/25
2
2
1,090
1265 Beacon St #404, Brookline, MA
0.14
Condo
$930,000
11/14/25
2
2
1,244
14 James St #3, Brookline, MA
0.07
Condo
$875,000
06/01/26
2
1
1,060
63 Babcock St #B1, Brookline, MA
0.11
Condo
$810,000
10/02/25
2
1
1,073
52 Babcock St #5, Brookline, MA
0.16
Condo
$775,000
04/21/26
2
1
964
1265 Beacon St #501, Brookline, MA
0.14
Condo
$1,125,000
11/13/25
2
2
1,382

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
32 James St #1, Brookline, MA 02446
0.04
$912,900
2
1
1,100
Off Market
22 James St, Brookline, MA 02446
0.06
-
3
2
1,931
Off Market
22 James St #22A, Brookline, MA 02446
0.06
-
3
2
1,931
Off Market
22 James St #6, Brookline, MA 02446
0.06
$951,900
2
1
1,250
Off Market
22 James St #2, Brookline, MA 02446
0.06
$1,007,500
2
1
1,192
Off Market
22 James St #1, Brookline, MA 02446
0.06
$962,100
2
1
1,146
Off Market
17 James St #1, Brookline, MA 02446
0.06
$2,250,000
3
2
2,300
Recently Sold
14 James St #3, Brookline, MA 02446
0.07
$875,000
2
1
1,060
Recently Sold
58 Pleasant St #3, Brookline, MA 02446
0.00
$810,500
2
1
948
Off Market
58 Pleasant St #6, Brookline, MA 02446
0.00
$535,000
1
1
636
Recently Sold
15-17 James St #2, Brookline, MA 02446
0.06
$1,501,000
4
2
2,310
Recently Sold

Price and Tax history

DateEventPrice
Sep 3, 2026
Source: MLS PIN #73571471
Listed For Sale
$865,000
Sep 1, 2026
Source: MLS PIN #73544351
ListingRemoved
$899,000
Jul 15, 2026
Source: MLS PIN #73544351
PriceChange
$899,000
Price decreased by 7%
Jul 2, 2026
Source: MLS PIN #73544351
Listed For Sale
$965,000
Mar 13, 2023
Source: MLS PIN #73057636
Sold
$735,000

LGBTQ Local Legal Protections

Sandra Morgan, Amo Realty - Boston City Properties, (617) 247-1933
Agent Phone: (507) 429-9931
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

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Frequently asked questions about 58 PLEASANT ST #2

  • What is the estimated monthly payment for 58 PLEASANT ST #2?
    Based on a $865,000 list price with 20% down at today's rates, the estimated monthly payment for 58 PLEASANT ST #2 in BROOKLINE, MA is approximately $5,508 (about $4,698 principal & interest, $735 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 58 PLEASANT ST #2 compare to homes in BROOKLINE?
    58 PLEASANT ST #2 in BROOKLINE, MA is listed at $865,000, about 30% below the $1.24M median sale price in BROOKLINE.
  • What do residents say about BROOKLINE?
    Residents describe BROOKLINE, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See homes for sale in BROOKLINE, MA.
  • What are the closest schools to 58 PLEASANT ST #2?
    The closest schools to 58 PLEASANT ST #2 in BROOKLINE, MA are Brookline High School (rated 8/10), Florida Ruffin Ridley School (Pre-K/Elementary/Middle, rated 9/10), Lawrence School (Elementary/Middle, rated 10/10).
  • Does 58 PLEASANT ST #2 have air conditioning?
    Yes, 58 PLEASANT ST #2 in BROOKLINE, MA has air conditioning.
  • Does 58 PLEASANT ST #2 have laundry facilities?
    Yes, 58 PLEASANT ST #2 in BROOKLINE, MA has laundry facilities.
58 PLEASANT ST #2, BROOKLINE, MA 02446 is a 2 bedroom, 2 bathroom, 687 sqft condo built in 1920. This property is currently available for sale and was listed by MLS PIN on Sep 3, 2026. The MLS # for this home is MLS# 73571471.