32 Pleasant Street, Boston MA 02129

Boston, MA 02129 • Charlestown
$2,699,000
Est. $15,758/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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3
Beds
3.5
Baths
3,002
Sq Ft
$899
Price/Sq Ft
0.03
Acres
1840
Year Built
20
Days on Market
For Sale Listed Sep 23, 2026 • MLS# 73581324 Copied! • Updated Sep 28, 2026

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About this home

Set in Charlestown’s coveted Gaslight District on Pleasant Street, this stately single-family home offers approximately 3,002 square feet across four beautifully finished levels. A classic façade with three distinctive gabled dormers gives way to an impressive interior blending historic character with refined modern finishes. The main level is designed for both everyday living and entertaining, featuring a spacious living and dining area, exposed brick, custom built-ins and a stunning chef’s kitchen with marble countertops and backsplash, Sub-Zero refrigeration, Thermador range and hood, and an oversized island. Just beyond, a private patio creates a seamless extension of the living space outdoors. Three generously sized bedrooms each feature their own en-suite bathroom, while the expansive top-floor primary suite offers exceptional privacy with a large walk-in closet, beautifully appointed marble bath and additional private balcony. A dedicated office with custom built-ins and a finished lower provide additional flexibility. An exceptional Charlestown home offering remarkable space, quality and location just moments from the Monument, Main Street, waterfront and Downtown Boston.

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Price & Status History

Property Timeline

🏠
Listed for Sale
Sep 23, 2026
$2,699,000
Original listing
Agent: Tracy Shea Office: Coldwell Banker Realty - Boston

Tax History

Year Taxes Assessment
2027 $22,928 $2,182,800

Financial Details

Annual Property Tax
$22,928
Tax Year 2027
Assessed Value
$2,182,800

Facts & Features

Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1840
Living Area 3,002 sq ft
Lot Size 0.03 acres
Bedrooms 3
Full Baths 3
Half Baths 1
Total Rooms 9

Interior

Heating Forced Air
Cooling Central Air
Flooring Hardwood
Appliances Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Fireplace None
Basement Full, Finished
Laundry None
Features None

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Deck, Patio
Pool None
Spa None
Fencing None
Patio/Porch Deck, Patio
Features None
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $22,928
Assessed Value $2,182,800
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures Taxes Are A 2027 Estimate By The City Of Boston And Do Not Reflect A Residential Exemption. Measured In 2026 For Floor Plan Purposes And Includes Approx. 600sf Of Finished Basement Space.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Other
Sq Ft Disclosures Measured in 2026 for floor plan purposes and includes approx. 600sf of finished basement space.
Documents None
County Suffolk
Total market time (incl. prior listings) 5 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1840
Bedrooms
3
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,002 sq ft
Total Rooms
9

Floor Layout

Interior Features

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

Construction & Materials

Style: Colonial
Year Built: 1840
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Brick/Mortar

Utilities & Systems

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

Exterior & Lot

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

Parking & Garage

Parking Features:
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

3 schools
A-
Warren-Prescott K-8 School
0.2 mi | #86 of 352 | Score: 50.9
Improved 3 spots from last year
-7.3 below state avg
544 students Diverse
Strong Attendance
Grades PK-08
C
Harvard-Kent Elementary School
0.3 mi | #594 of 825 | Score: 41.1
Dropped 186 spots from last year
-17.1 below state avg
315 students Very Diverse
Diverse Student Body
Grades PK-06
Harvard/Kent Elem
0.3 mi
M

Middle Schools

2 schools
Edwards Middle
0.4 mi
B+
Darby Vassall Upper School
1.3 mi | #119 of 352 | Score: 47.6
Improved 25 spots from last year
-10.6 below state avg
296 students Very Diverse
Rising School Diverse Student Body
Grades 06-08
H

High Schools

3 schools
Charlestown High
0.4 mi
D
Charlestown High School
0.4 mi | #319 of 346 | Score: 32.9
Improved 52 spots from last year
-25.4 below state avg
646 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
B-
Community Charter School of Cambridge
1.2 mi | #205 of 346 | Score: 51.9
Dropped 84 spots from last year
-6.3 below state avg
244 students Diverse
7 sports • 202 athletes
High Graduation Rate College Ready Curriculum
Grades 06-12
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,911
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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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.

Location

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Neighborhood

Charlestown

32 Pleasant 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 Sep 28, 2026 3:05 AM 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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Steve Novak Real Estate
Steve Novak Real Estate
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