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$1,100,000 Just Listed

For Sale
Active
Multi-Family
2 Units
9 Total Beds
0.1 Acres
Updated 10 hours ago

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Property Description

Rarely available and cherished by the same family for over 30 years, this classic Dorchester two-family home presents an incredible opportunity on the edge of the highly sought-after Savin Hill area. Boasting over 3,200 square feet of multi-level living space, this robust property is perfect for savvy investors looking to add a premier asset to their portfolio, or owner-occupants ready to start their real estate journey off strong with built-in rental income.The building offers grand-scale proportions, highlighted by a massive, unfinished basement featuring impressive 6-foot ceilings that offer immense potential for future expansion (basement square footage is not included in the official total). Situated a short distance from the Savin Hill and JFK/UMass T-stations, local beaches, and vibrant neighborhood favorites like McKenna's Cafe, this is a true urban oasis.Bring your vision to this longtime family gem and anchor yourself in one of Boston's most dynamic markets. (Some photos virtually enhanced for visualization purposes.)

Full Property Details

Full Property Details for 66 Pleasant

General

Price: $1,100,000
Taxes: $12,264 (2026)
Status: Active
Type: Multi-Family
MLS ID: 73583097
Updated: 9/27/2026
Added to Site: 1 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2

Bedrooms

Total Bedrooms: 9

Location

County: Suffolk

Structural Information

Basement: Yes
Stories/Levels: 3
Square Feet: 3,204
Year Built: 1928

Lot Features

Lot Size (Acres): 0.1

Financial Considerations

Tax Amount: $12,264
Tax Year: 2026

Disclosures and Reports

Disclosures/Rstr.: As-Is. Estate sale. Court approval required. Seller/Head Of Estate, has not occupied the home in 20+ years. Buyers and buyers agent to do their own due diligence. Some images virtually enhanced for visualization
Property ID: 23733643

Listed by Keller Williams Realty Boston South West, Danielle Canty

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Listing agent

— 66 Pleasant —

Danielle Canty

Keller Williams Realty Boston South West

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Schools

Schools serving 66 Pleasant

School District:Boston School District

Name	Grades	Distance
Everett Elementary School 71 Pleasant Street, Boston, MA 02125	PK-5	0 mi
Mather Elementary School 24 Parish Street, Boston, MA 02122	PK-5	0.4 mi
Roger Clap Elementary School 35 Harvest Street, Boston, MA 02125	PK-5	0.6 mi
McCormack Middle School 315 Mt Vernon Street, Boston, MA 02125	6-8	0.8 mi
Lilla G. Frederick Middle School 270 Columbia Road, Boston, MA 02121	6-8	0.9 mi
Jeremiah E Burke High School 60 Washington Street, Boston, MA 02121	9-12	1.2 mi
Community Academy Of Science And Health 11 Charles Street, Boston, MA 02122	9-12	0.9 mi
Boston Arts Academy 11 Charles Street, Boston, MA 02122	9-12	0.9 mi
Dorchester Academy 11 Charles Street, Boston, MA 02122	9-12	0.9 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 66 Pleasant Get Price Alerts and Save Property

Date

Details

Price

Change

Source

9/27/2026

Listed

$1,100,000

727.07%

MLS

11/27/1991

Sold

$133,000

—

Public Record

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Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History

Tax History for 66 Pleasant

Year

Property Taxes

Change

Tax Assessment

Change

2025

$10,808

12%

$933,300

2024

$9,612

$881,800

—

2023

$9,471

$881,800

10%

2022

$8,721

$801,600

—

2021

$8,553

19%

$801,600

18%

2020

$7,177

15%

$679,600

15%

2019

$6,229

13%

$591,000

12%

2018

$5,528

$527,500

2017

$5,320

$502,400

10%

2016

$5,024

$456,700

13%

2015

$4,898

11%

$404,500

15%

2014

$4,418

—

$351,200

—

View All

Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost

Estimate the Cost for 66 Pleasant

66 Pleasant, Boston, MA 02125 (MLS# 73583097) is a Multi-Family property with 2 units containing 9 bedrooms and 2 full bathrooms. 66 Pleasant is currently listed for $1,100,000 and was received on September 27, 2026. Want to learn more about 66 Pleasant? Do you have questions about finding other Multi-Family real estate for sale in Dorchester? You can browse all Dorchester real estate or contact a Coldwell Banker agent to request more information.

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66 Pleasant Boston, MA 02125