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21 Oak St # 1, Boston MA 02129

Boston, MA 02129 • Charlestown
$1,297,500
Est. $8,191/month
2
Beds
1.5
Baths
1,581
Sq Ft
$821
Price/Sq Ft
0.11
Acres
1920
Year Built
Condominium
Type
19
Days on Market
Active Listed Mar 25, 2026 • MLS# 73491508 Copied!

About this home

Prime Location Meets Contemporary Luxury! This custom-designed duplex offers nearly 1,600 sq ft of sophisticated living across two levels in a welcoming Charlestown neighborhood. The bright open-concept layout features hardwood floors throughout, windows on three sides equipped with custom remote-control shades, and a striking double-sided gas fireplace connecting the foyer to the living area.A chef’s kitchen boasts stainless appliances, granite countertops, wood cabinetry, and a breakfast bar. The spacious primary suite features dual closets and a newly remodeled spa-style bath, complemented by a generous second bedroom and guest half-bath.Additional upgrades include a new furnace and tankless water heater. Enjoy the convenience of private deeded parking, central air, in-unit laundry, and extra storage. Live steps from Whole Foods and Charlestown’s best dining, including Monument Restaurant & Prima, and Warren Tavern. With easy access to parks and transit.

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Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
1920
Bedrooms
2
Full Bathrooms
1
Half Bathrooms
1
Living Area
1,581 sq ft
Total Rooms
5
Stories
2
Entry Level
1

Facts & Features

Central AC

Home Facts

Type Residential
Style Condominium
Year Built 1920
Living Area 1,581 sq ft
Lot Size 0.11 acres
Bedrooms 2
Full Baths 1
Half Baths 1
Total Rooms 5

Interior

Heating Forced Air, Natural Gas
Cooling Central Air
Flooring Wood, Tile
Appliances Energy Star Qualified Refrigerator, Energy Star Qualified Dryer, Energy Star Qualified Dishwasher, Energy Star Qualified Washer, Range, Oven
Fireplace None
Fireplaces 1
Basement N
Laundry In Unit
Features None

Exterior

Construction Frame
Architecture None
Roof Shingle

Parking

Features Off Street, Deeded, Driveway
Total Spaces 1

Utilities

Electric 110 Volts
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range

Financial

Annual Tax $13,562
Assessed Value $1,171,200

Interior Features

Flooring: Wood, Tile
Appliances: ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, Range, Oven
Interior Features:
Windows: Insulated Windows
Basement: N
Laundry: In Unit
Security:

Construction & Materials

Year Built: 1920
Effective Year (Renovated): 2008
Structure Type: 2/3 Family
Exterior Materials: Frame
Roof: Shingle
Foundation:
Stories: 2

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Heating Zones: 1
Cooling: Central Air
Cooling Zones: 1
Hot Water:
Water Source: Public
Sewer: Public Sewer

Parking & Garage

Total Parking Spaces: 1
Parking Features: Off Street, Deeded, Driveway

Special Features

Fireplaces: 1
Fireplace Type:

Location

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Neighborhood

Charlestown

21 Oak St # 1, 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
D
Horace Mann School for the Deaf Hard of Hearing
0.1 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
0.6 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
C+
Mario Umana Academy
1.4 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
1.4 mi
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
1.6 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
6.0 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
0.1 mi
UP Academy
3.4 mi
H

High Schools

10 schools
D
Charlestown High School
0.4 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
1.7 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
4.5 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
Learn about these ratings
School data provided by BMN Schools

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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,130
Homeowners Insurance $200
HOA Fee $300/mo
PMI (if <20% down) $0

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Payment Over Time

Interest
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Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Property History

Property Timeline

🏠
Listed for Sale
Mar 25, 2026
$1,297,500
Original listing
Agent: Lisa Sheehan Office: Berkshire Hathaway HomeServices Robert Paul Properties

Price & Status History

Date Event Price Change
Mar 25, 2026 New Listing Added $1,297,500 —

Market Statistics

Days on Market
19 days
Price per Sq Ft
$821

Tax History

Year Taxes Assessment
2025 $13,562 $1,171,200

Financial Details

Annual Property Tax
$13,562
Tax Year 2025
HOA Fee
$300
Monthly
Assessed Value
$1,171,200

Listing Information

Listing Agent Lisa Sheehan
Listing Office Berkshire Hathaway HomeServices Robert Paul Properties
Agent MLS ID E9500664
Office MLS ID AN6521
Listing Data Updated Mar 30, 2026 5:44 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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