Dimensions9.833333333 x 14.25
FeaturesCeiling Fan(s), Closet, Flooring - Wood, Lighting - Overhead
LevelThird
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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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
1 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1865
Living Area
3,593 sq ft
Lot Size
0.05 acres
Bedrooms
4
Full Baths
3
Half Baths
1
Total Rooms
10
Interior
Heating
Forced Air, Baseboard, Natural Gas
Cooling
Central Air
Flooring
Wood, Tile, Carpet, Marble, Hardwood, Flooring - Stone/ceramic Tile, Flooring - Wood, Flooring - Hardwood
Appliances
Gas Water Heater, Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Stainless Steel Appliance(s), Gas Cooktop
Fireplace
Family Room, Living Room, Master Bedroom
Fireplaces
4
Basement
Full, Interior Entry, Unfinished
Laundry
Third Floor
Features
Bathroom - Full, Bathroom - Tiled With Shower Stall, Lighting - Overhead, Dining Area, Beadboard, Lighting - Pendant, Archway, Vestibule, Chair Rail, Bathroom, Kitchen, Foyer, Living/dining Rm Combo
Exterior
Construction
Conventional (2x4-2x6)
Architecture
Italianate
Roof
Rubber
Features
Deck - Roof, Patio, Garden
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck - Roof, Patio
Parking
Garage Spaces
1
Has Garage
Yes
Features
Detached, 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
Sq Ft Disclosures
There is an additional 1,230 sqft of unfinished basement space with egress to the patio via bulkhead
Documents
None
County
Suffolk
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1865
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,593 sq ft
Total Rooms
10
Main Level Bedrooms
2
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,593 sq ft above grade
1,230 sq ft below grade
Dimensions15.416666666 x 16.25
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Bathroom - With Shower Stall, Skylight, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Marble, Countertops - Stone/Granite/Solid, Recessed Lighting, Lighting - Pendant
LevelThird
Dimensions13.083333333 x 19.666666666
FeaturesBathroom - Full, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wood, Recessed Lighting, Tray Ceiling(s)
LevelThird
Dimensions15.083333333 x 12
FeaturesFlooring - Wood, Countertops - Stone/Granite/Solid, Kitchen Island, Recessed Lighting, Stainless Steel Appliances, Peninsula, Lighting - Pendant
LevelSecond
FeaturesBathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Lighting - Overhead, Pedestal Sink
LevelSecond
Dimensions14.25 x 16.416666666
FeaturesFlooring - Wood, Chair Rail, Recessed Lighting, Lighting - Pendant, Pocket Door, Tray Ceiling(s)
LevelSecond
Dimensions15.083333333 x 19.083333333
FeaturesCeiling Fan(s), Closet, Closet/Cabinets - Custom Built, Flooring - Wood, Recessed Lighting, Lighting - Overhead
LevelSecond
Dimensions24.5 x 17.416666666
FeaturesFlooring - Wood, Recessed Lighting, Lighting - Overhead, Archway
LevelSecond
Dimensions13.75 x 16.583333333
FeaturesCloset/Cabinets - Custom Built, Flooring - Wood, French Doors, Recessed Lighting, Lighting - Overhead, Decorative Molding
LevelMain,First
Dimensions13.666666666 x 15.916666666
FeaturesFlooring - Wall to Wall Carpet, Lighting - Pendant, Decorative Molding
LevelMain,First
Dimensions5.25 x 8.166666666
FeaturesBathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Sconce, Lighting - Pendant
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
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, Flooring - Stone/Ceramic Tile, Flooring - Wood, Flooring - Hardwood
Appliances:
Gas Water Heater, Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Stainless Steel Appliance(s), Gas Cooktop
Interior Features:
Bathroom - Full, Bathroom - Tiled With Shower Stall, Lighting - Overhead, Dining Area, Beadboard, Lighting - Pendant, Archway, Vestibule, Chair Rail, Bathroom, Kitchen, Foyer, Living/Dining Rm Combo
Windows:
Basement:
Full, Interior Entry, Unfinished
Laundry:
Third Floor
Security:
Construction & Materials
Style:
Italianate
Year Built:
1865
Structure Type:
Exterior Materials:
Conventional (2x4-2x6)
Roof:
Rubber
Foundation:
Granite
Heating, Cooling & Utilities
Heating:
Forced Air, Baseboard, Natural Gas
Heating Zones:
4
Cooling:
Central Air
Cooling Zones:
2
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck - Roof, Patio, Garden
Patio & Porch:
Deck - Roof, Patio
Fencing:
Other Structures:
Lot Features:
Other
Road Surface:
Parking & Garage
Garage Spaces:
1
Total Parking Spaces:
1
Parking Features:
Detached, Leased
Special Features
Fireplaces:
4
Fireplace Type:
Family Room, Living Room, Master Bedroom
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.
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Monthly Payment Breakdown
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Property Tax
$2,561
Homeowners Insurance
$200
PMI (if <20% down)
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Loan Summary
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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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 11:27 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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