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66 School St, Boston MA 02129

Boston, MA 02129 • Charlestown
$1,399,000
Est. $8,179/month
3
Beds
2
Baths
1,789
Sq Ft
$782
Price/Sq Ft
0.02
Acres
1870
Year Built
Single Family Residence
Type
14 hours 7 minutes
Time on Market
Active Open House Listed Feb 24, 2026 • MLS# 73479707 Copied!

About this home

This beautifully updated single-family home in the heart of Charlestown offering the perfect blend of charm, space, and city convenience. This inviting 3-bedroom, 2-bath residence offers an open, sun-filled layout ideal for modern living. The main level features gleaming hardwood floors, a spacious living room, and a stylish kitchen with granite countertops, stainless-steel appliances, and white cabinetry flowing into a cozy dining area framed by an exposed brick mantel. Upstairs, the primary bedroom includes double closets and a versatile nook perfect for a home office or reading space. The finished lower level adds bonus living area or gym space and a full bath, while the private rear deck and patio offer an ideal retreat for outdoor entertaining. Set on one of Charlestown’s most desirable streets, this home is just minutes from the Bunker Hill Monument, the Navy Yard, and an array of local restaurants, cafés, and shops.

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1870
Bedrooms
3
Full Bathrooms
2
Living Area
1,789 sq ft
Total Rooms
7

Open House Schedule

28
Feb
Saturday, February 28
12:30 PM - 2:00 PM EST
01
Mar
Sunday, March 1
12:30 PM - 2:00 PM EST

Facts & Features

Home Facts

Type Residential
Style Single Family Residence
Year Built 1870
Living Area 1,789 sq ft
Lot Size 0.02 acres
Bedrooms 3
Full Baths 2
Total Rooms 7

Interior

Heating Baseboard
Cooling Ductless
Flooring Wood
Appliances Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Fireplace None
Fireplaces 1
Basement None
Laundry None
Features None

Exterior

Construction None
Architecture Other (see Remarks)
Roof Shingle
Features Deck, Patio, Patio - Enclosed
Pool None
Spa None
Fencing None
Patio/Porch Deck, Patio, Enclosed

Parking

Features On Street

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range

Financial

Annual Tax $10,859
Assessed Value $1,219,200

Interior Features

Flooring: Wood
Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Windows:
Basement:
Laundry:
Security:

Construction & Materials

Style: Other (See Remarks)
Year Built: 1870
Structure Type:
Exterior Materials:
Roof: Shingle
Foundation: Concrete Perimeter, Stone, Brick/Mortar

Heating, Cooling & Utilities

Heating: Baseboard
Cooling: Ductless
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

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

Parking & Garage

Parking Features: On Street

Special Features

Fireplaces: 1
Fireplace Type:
Community Amenities: Public Transportation, Shopping, Highway Access, House of Worship, Public School

Location

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Neighborhood

Charlestown

66 School St, Boston MA 02129

Boston, MA 02129

Walkability

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Nearby Schools

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
A-
Warren-Prescott K-8 School
< 0.1 mi | #85 of 352 | Score: 51.3
Improved 4 spots from last year
-7 below state avg
507 students Diverse
Grades PK-08
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
C
Harvard-Kent Elementary School
0.3 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
1.0 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
C+
Mario Umana Academy
1.1 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
St. John Elementary School
1.2 mi
Grades PK-08
East Boston Central Catholic School
1.3 mi
Grades PK-08
D
O'Donnell Elementary School
1.3 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
B+
Alighieri Dante Montessori School
1.4 mi | #5 of 12 | Score: 45.3
Improved 124 spots from last year
-12.9 below state avg
109 students Diverse
Rising School
Grades PK-06
C-
Kennedy Patrick J Elementary School
1.4 mi | #670 of 824 | Score: 37.5
Improved 47 spots from last year
-20.7 below state avg
279 students Less Diverse
Rising School
Grades PK-06
M

Middle Schools

10 schools
Middle School Academy
3.2 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
4.7 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
5.0 mi
Mother Caroline Academy
5.0 mi
Grades 05-08
Epiphany School
5.9 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
3.2 mi
H

High Schools

10 schools
D
Charlestown High School
0.2 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
1.5 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
2.2 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
2.6 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
3.5 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
3.7 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
Ruth Batson Academy
4.3 mi | #19 of 25 | Score: 27.6
Improved 346 spots from last year
-30.6 below state avg
604 students Diverse
8 sports • 128 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin Academy
4.5 mi | #2 of 25 | Score: 63.9
Improved 214 spots from last year
+5.7 above state avg
1,693 students Very Diverse
17 sports • 1,298 athletes
High Graduation Rate Rising School Strong Athletics Diverse Student Body
Grades 07-12
Learn about these ratings
School data provided by BMN Schools

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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $905
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Feb 24, 2026
$1,399,000
Original listing
Agent: The Roach & Sherman Team Office: Compass

Price & Status History

Date Event Price Change
Feb 24, 2026 New Listing Added $1,399,000 —

Market Statistics

Time on Market
14 hours 7 minutes
Price per Sq Ft
$782

Tax History

Year Taxes Assessment
2026 $10,859 $1,219,200

Financial Details

Annual Property Tax
$10,859
Tax Year 2026
Assessed Value
$1,219,200

Listing Information

Listing Agent The Roach & Sherman Team
Listing Office Compass
Agent MLS ID TM315310
Office MLS ID AN2383
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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