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419 Main Street, Boston MA 02129

Boston, MA 02129 • Charlestown
$2,779,000
Est. $15,764/month
5
Beds
3.5
Baths
3,300
Sq Ft
$842
Price/Sq Ft
0.03
Acres
1880
Year Built
35
Days on Market
Pending Listed May 27, 2026 • MLS# 73524832 Copied! • Updated Jul 2, 2026

About this home

Rare opportunity to own a beautifully updated single family home rich in character and thoughtfully designed for modern living. This expansive 5BR/3.5BA residence blends timeless charm with functional updates across multiple levels of living space. Beautiful moldings throughout and stunning original marble mantels in four rooms add warmth and historic character. The recently renovated kitchen features quartzite countertops, heated floors, updated appliances, and seamless access to private outdoor space perfect for entertaining. Updated baths, refinished floors, custom walk-in closets, and 19 new casement windows enhance the home throughout. The finished lower level offers exceptional flexibility with additional living space, kitchenette, full bath, abundant storage, and one of two washer/dryer setups, with the second located on the third floor. Major system improvements include updated heating/cooling systems, on-demand hot water, and an extensive basement renovation.

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Recently Sold Nearby

Property History

Market Insights

Property Timeline

📋
Status: Active under contract
Jun 26, 2026
Active → Active Under Contract
Pending Sale
Jun 24, 2026
Offer accepted, sale pending
🏠
Listed for Sale
May 27, 2026
$2,779,000
Original listing
Agent: Tracy Shea Office: Coldwell Banker Realty - Boston

Tax History

Year Taxes Assessment
2026 $18,144 $1,800,800

Financial Details

Annual Property Tax
$18,144
Tax Year 2026
Assessed Value
$1,800,800

Facts & Features

Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1880
Living Area 3,300 sq ft
Lot Size 0.03 acres
Bedrooms 5
Full Baths 3
Half Baths 1
Total Rooms 13

Interior

Heating Forced Air
Cooling Central Air
Flooring Hardwood
Appliances Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Washer/dryer, Range Hood, Cooktop
Fireplace None
Basement Finished
Laundry None
Features None

Exterior

Construction Brick, Stone
Architecture Victorian
Roof Rubber
Features Patio - Enclosed
Pool None
Spa None
Fencing None
Patio/Porch Enclosed
Features Paved Drive, On Street
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $18,144
Assessed Value $1,800,800
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Rubber Roof Was Replaced In 2003. 5th Bedroom In Basement Is Not A Legal Bedroom.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Measured
Sq Ft Disclosures Sqft is from floorplans which are approximate
Documents None
County Suffolk
Total market time (incl. prior listings) 36 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1880
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,300 sq ft
Total Rooms
13

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom
Yes

Interior Features

Flooring: Hardwood
Appliances: Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Washer/Dryer, Range Hood, Cooktop
Interior Features:
Windows:
Basement: Finished
Laundry:
Security:

Construction & Materials

Style: Victorian
Year Built: 1880
Structure Type:
Exterior Materials: Brick, Stone
Roof: Rubber
Foundation: Brick/Mortar

Heating, Cooling & Utilities

Heating: Forced Air
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Patio - Enclosed
Patio & Porch: Enclosed
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Parking Features: Paved Drive, On Street
School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
1.8% below state avg
E

Elementary Schools

10 schools
D
Horace Mann School for the Deaf Hard of Hearing
0.2 mi | #374 of 346 | Score: 33.9
Same rank as last year
73 students Diverse
Diverse Student Body
Grades PK-12
A-
Warren-Prescott K-8 School
0.3 mi | #85 of 352 | Score: 51.3
Improved 4 spots from last year
-7 below state avg
507 students Diverse
Grades PK-08
C
Harvard-Kent Elementary School
0.7 mi | #589 of 824 | Score: 41.5
Dropped 181 spots from last year
-16.7 below state avg
334 students Very Diverse
Diverse Student Body
Grades PK-06
A
Eliot K-8 Innovation School
1.3 mi | #48 of 352 | Score: 57.2
Improved 2 spots from last year
-1.1 below state avg
784 students Diverse
Strong Attendance
Grades PK-08
St. John Elementary School
1.5 mi
Grades PK-08
C+
Mario Umana Academy
1.5 mi | #11 of 16 | Score: 26.9
Improved 333 spots from last year
-31.3 below state avg
634 students Less Diverse
Rising School
Grades PK-08
Advent School
1.6 mi
Grades K-06
D
O'Donnell Elementary School
1.6 mi | #777 of 824 | Score: 30.7
Dropped 52 spots from last year
-27.5 below state avg
256 students Less Diverse
Grades PK-06
East Boston Central Catholic School
1.7 mi
Grades PK-08
Park Street School
1.7 mi
Grades K-07
M

Middle Schools

10 schools
Middle School Academy
3.4 mi
F
Higginson/Lewis K-8 School
4.2 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
Nativity Prep School
4.4 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
4.8 mi | #4 of 16 | Score: 41.9
Improved 187 spots from last year
-16.3 below state avg
1,126 students Diverse
Rising School College Ready Curriculum
Grades 05-08
Dearborn Middle School
5.1 mi
Mother Caroline Academy
5.1 mi
Grades 05-08
Epiphany School
6.1 mi
Grades 05-08
C
Ohrenberger School
9.2 mi | #265 of 352 | Score: 34.9
Improved 20 spots from last year
-23.3 below state avg
477 students Diverse
Rising School Diverse Student Body
Grades 03-08
Edwards Middle
0.2 mi
UP Academy
3.4 mi
H

High Schools

10 schools
D
Charlestown High School
0.5 mi | #322 of 346 | Score: 31.0
Improved 49 spots from last year
-27.2 below state avg
754 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
C-
East Boston High School
1.8 mi | #305 of 346 | Score: 37.3
Improved 31 spots from last year
-20.9 below state avg
1,252 students Less Diverse
14 sports • 584 athletes
Early College Program Rising School
Grades 07-12
Newman School
2.1 mi
Grades 07-12
C
Quincy Upper School
2.3 mi | #268 of 346 | Score: 44.6
Improved 4 spots from last year
-13.6 below state avg
557 students Very Diverse
12 sports • 208 athletes
High Graduation Rate Diverse Student Body
Grades 06-12
Cathedral High School
2.7 mi
9 sports • 430 athletes
Grades 07-12
A+
Boston Latin School
3.4 mi | #19 of 346 | Score: 73.3
Improved 61 spots from last year
+15.1 above state avg
2,424 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
A-
O'Bryant School of Math & Science
3.6 mi | #90 of 346 | Score: 61.1
Improved 94 spots from last year
+2.9 above state avg
1,509 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
B
Dearborn STEM Academy
3.8 mi | #13 of 25 | Score: 31.7
Improved 356 spots from last year
-26.6 below state avg
565 students Diverse
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
C-
Boston Green Academy Horace Mann Charter School
4.4 mi | #312 of 346 | Score: 35.4
Improved 17 spots from last year
-22.8 below state avg
426 students Diverse
Career Tech Programs Diverse Student Body
Grades 07-12
D
Brighton High School
4.4 mi | #321 of 346 | Score: 31.3
Improved 43 spots from last year
-26.9 below state avg
667 students Diverse
11 sports • 520 athletes
Early College Program Rising School
Grades 07-12
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Neighborhood

Charlestown

419 Main Street, Boston MA 02129

Boston, MA 02129

Listing Information

Listing Agent Tracy Shea
Listing Office Coldwell Banker Realty - Boston
Office Phone 617-242-0025
Agent MLS ID BB804998
Office MLS ID AN6194
Listing Data Updated Jul 2, 2026 1:33 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
BMN Boston Real Estate
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