51 Chestnut Street, Boston MA 02129
Boston, MA 02129 • Charlestown
$2,500,000
Est. $15,402/month
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About this home
Located on a gas-lit street near Monument Square, this rarely available, 4BR/3.5BA, two-family home offers 3,593+sf and an extraordinary opportunity for an owner occupant, investor/developer, or buyer looking to convert into a spectacular single family home. The grand entrance is defined by soaring ceilings, period moldings, and a sweeping staircase that leads to an impressive formal living room. An elegant dining room flows into a chef’s kitchen with luxury finishes and top-tier appliances. A charming family room w/wet bar and gas FP provides an inviting hub for daily living. A spacious primary suite w/FP has ample closet space and marble spa bath. An addt’l bedroom and full bath complete this level. The separate entrance, 1BR rental unit in the rear of the first floor is well maintained. The crown jewel is an expansive 480sf private roof deck w/head house, wet bar, and panoramic views of the harbor, Monument, and Boston skyline. A lush garden patio completes this special offering.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Sep 8, 2026
$2,500,000
Original listing
Agent: Nancy Roth
Office: Gibson Sotheby's International Realty
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/08/2026 | 🏠 Listed for Sale | $2,500,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $30,728 | $2,454,500 |
Financial Details
Annual Property Tax
$30,728
Tax Year 2026
Assessed Value
$2,454,500
Facts & Features
Central AC
Home Facts
Type
Residential Income
Style
Multi Family
Year Built
1865
Living Area
3,593 sq ft
Lot Size
0.05 acres
Stories
4
Bedrooms
4
Full Baths
3
Half Baths
1
Total Rooms
10
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
$3,100/mo · Y
Total Monthly Rent
$3,100/mo
Gross Income
$37,200
Interior
Heating
Central, Baseboard, Natural Gas, Forced Air
Cooling
Central Air
Flooring
Wood, Tile, Carpet, Marble, Hardwood, Stone/ceramic Tile
Appliances
Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
Fireplace
Wood Burning, Electric, Gas
Fireplaces
4
Basement
Unfinished
Laundry
None
Features
Ceiling Fan(s), Storage, Stone/granite/solid Counters, Walk-in Closet(s), Bathroom With Shower Stall, Living Room, Dining Room, Kitchen, Family Room, Laundry Room, Office/den, Sunroom
Exterior
Construction
Frame
Architecture
None
Roof
Rubber
Features
Balcony/deck, Garden
Pool
None
Spa
Bath
Fencing
None
Patio/Porch
Deck - Roof, Patio
Parking
Features
Leased
Total Spaces
1
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range
Financial
Annual Tax
$30,728
Assessed Value
$2,454,500
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
4 Fireplaces: 1 Electric Fireplace In Entry Parlor; 1 Gas Fireplace In Den Off Kitchen, And The Two Wood Burning Fireplaces Are In 2nd Floor Living Room And Primary Bedroom. Neither Of These Wood Fp Chimneys Are Lined. Seller Does Not Use As A Result.
Exclusions
2nd Floor Dining Room Brass Uplight.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Mauve
Sq Ft Source
Public Record
Documents
None
County
Suffolk
Property Overview
Property Type
Multi Family
Listing Type
For Sale
Year Built
1865
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,593 sq ft
Total Rooms
10
Stories
4
Levels
4
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,593 sq ft above grade
1,230 sq ft below grade
Display Options
Outdoor Areas
SpaBath
Patio & porchDeck - Roof, 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:
Wood, Tile, Carpet, Marble, Hardwood, Stone/Ceramic Tile
Appliances:
Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
Interior Features:
Ceiling Fan(s), Storage, Stone/Granite/Solid Counters, Walk-In Closet(s), Bathroom with Shower Stall, Living Room, Dining Room, Kitchen, Family Room, Laundry Room, Office/Den, Sunroom
Windows:
Skylight(s), Insulated Windows
Basement:
Unfinished
Laundry:
Security:
Construction & Materials
Year Built:
1865
Structure Type:
Exterior Materials:
Frame
Roof:
Rubber
Foundation:
Granite
Stories:
4
Heating, Cooling & Utilities
Heating:
Central, Baseboard, Natural Gas, Forced Air
Heating Zones:
4
Cooling:
Central Air
Cooling Zones:
2
Hot Water:
Natural Gas, Tank, Tankless
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Balcony/Deck, Garden
Patio & Porch:
Deck - Roof, Patio
Fencing:
Other Structures:
Lot Features:
Other
Road Surface:
Parking & Garage
Total Parking Spaces:
1
Parking Features:
Leased
Special Features
Fireplaces:
4
Fireplace Type:
Wood Burning, Electric, Gas
Community Amenities:
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station, University
Nearby Schools
School information not available for this location.
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
$2,561
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
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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
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Neighborhood
Charlestown
51 Chestnut Street, Boston MA 02129
Boston, MA 02129
Listing Information
Listing Agent
Nancy Roth
Listing Office
Gibson Sotheby's International Realty
Office Phone
617-242-4222
Agent MLS ID
H8000088
Office MLS ID
BB9059
Listing Data Updated
Sep 8, 2026 11:26 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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