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.
Adjust the payment calculatorTrack this home for price, status, and open-house alerts.
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.
View in the App
Save this property, schedule tours instantly, and get alerts when the price drops
Scan with phone
Public Records & Permits
Log in to view assessor & tax records, ownership history, and recent building permits for this property.
BMN Estimate
Get the number an algorithm can't give you
A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.
Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Sep 23, 2026
$2,699,000
Original listing
Agent: Tracy Shea
Office: Coldwell Banker Realty - Boston
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/23/2026 | 🏠 Listed for Sale | $2,699,000 | - | - | Original listing |
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
Parking
Features
None
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$22,928
Assessed Value
$2,182,800
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
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.
Additional Details
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
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
Interactive room guide
Floor Layout
Finished Area
2,402 sq ft above grade
600 sq ft below grade
Display Options
Outdoor Areas
Patio & porchDeck, Patio
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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
Heating, Cooling & Utilities
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:
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
Elementary Schools
10 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
|
#593 of 825
|
Score: 41.1
Dropped 185 spots from last year
-17.1 below state avg
315 students
Very Diverse
Diverse Student Body
Grades PK-06
D
Horace Mann School for the Deaf Hard of Hearing
0.4 mi
|
#374 of 346
|
Score: 33.9
Same rank as last year
78 students
Diverse
Diverse Student Body
Grades PK-12
A
Eliot K-8 Innovation School
0.8 mi
|
#47 of 352
|
Score: 57.5
Improved 3 spots from last year
-0.7 below state avg
779 students
Diverse
Strong Attendance
Grades PK-08
St. John Elementary School
0.9 mi
Grades PK-08
C+
Mario Umana Academy
1.1 mi
|
#11 of 16
|
Score: 26.5
Improved 333 spots from last year
-31.7 below state avg
585 students
Less Diverse
Rising School
Grades PK-08
East Boston Central Catholic School
1.2 mi
Grades PK-08
Advent School
1.3 mi
Grades K-06
D
O'Donnell Elementary School
1.3 mi
|
#784 of 825
|
Score: 29.9
Dropped 59 spots from last year
-28.3 below state avg
248 students
Less Diverse
Grades PK-06
B+
Alighieri Dante Montessori School
1.3 mi
|
#5 of 12
|
Score: 45.2
Improved 124 spots from last year
-13 below state avg
100 students
Diverse
Rising School
Strong Attendance
Grades PK-06
Middle Schools
10 schools
Middle School Academy
2.9 mi
F
Higginson/Lewis K-8 School
3.9 mi
|
#349 of 352
|
Score: 23.2
Improved 3 spots from last year
-35 below state avg
246 students
Diverse
Grades 03-08
Nativity Prep School
4.2 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
4.4 mi
|
#4 of 16
|
Score: 42.5
Improved 187 spots from last year
-15.7 below state avg
1,225 students
Diverse
Rising School
College Ready Curriculum
Grades 05-08
Dearborn Middle School
4.8 mi
Mother Caroline Academy
4.8 mi
Grades 05-08
Epiphany School
5.7 mi
Grades 05-08
C
Ohrenberger School
9.0 mi
|
#266 of 352
|
Score: 35.0
Improved 19 spots from last year
-23.2 below state avg
458 students
Diverse
Diverse Student Body
Grades 03-08
Edwards Middle
0.4 mi
UP Academy
2.9 mi
High Schools
10 schools
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
C-
East Boston High School
1.5 mi
|
#300 of 346
|
Score: 38.2
Improved 36 spots from last year
-20 below state avg
1,181 students
Moderate
14 sports
• 584 athletes
Early College Program
Rising School
Grades 07-12
Newman School
1.9 mi
Grades 07-12
C
Quincy Upper School
1.9 mi
|
#279 of 346
|
Score: 44.4
Dropped 7 spots from last year
-13.8 below state avg
575 students
Very Diverse
12 sports
• 208 athletes
Diverse Student Body
Grades 06-12
Cathedral High School
2.4 mi
9 sports
• 430 athletes
Grades 07-12
A+
Boston Latin School
3.2 mi
|
#20 of 346
|
Score: 73.7
Improved 60 spots from last year
+15.5 above state avg
2,382 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
3.3 mi
|
#90 of 346
|
Score: 61.6
Improved 94 spots from last year
+3.4 above state avg
1,518 students
Very Diverse
High Graduation Rate
Rising School
College Ready Curriculum
Diverse Student Body
Grades 07-12
B
Dearborn STEM Academy
3.5 mi
|
#13 of 25
|
Score: 33.4
Improved 356 spots from last year
-24.8 below state avg
565 students
Moderate
10 sports
• 242 athletes
Early College Program
Rising School
Grades 07-12
C
Ruth Batson Academy
4.1 mi
|
#20 of 25
|
Score: 29.1
Improved 345 spots from last year
-29.1 below state avg
584 students
Diverse
8 sports
• 128 athletes
Early College Program
Rising School
Grades 07-12
A+
Boston Latin Academy
4.2 mi
|
#2 of 25
|
Score: 64.9
Improved 214 spots from last year
+6.7 above state avg
1,669 students
Very Diverse
17 sports
• 1,298 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 07-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
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
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
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
Loading map...
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 23, 2026 9:36 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
Contact Us
Ask about this property — free, no obligation.
Similar Homes for Sale
Comparable Properties
Customize Comparable Search
Finding comparable properties...
Loading market insights for Boston.