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INVESTMENT SNAPSHOT
About this property
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.
Property details
| Units | 2 |
| Living area | 3,593 sqft |
| Lot size | 2,136 sqft |
| Year built | 1865 |
| Price / sqft | $696 |
| County | Suffolk |
| MLS # | 73573042 |
Listing status
| Days on market | 0 days |
| Listed on | September 8, 2026 |
Taxes & financials
| Annual property tax | $30,728 |
| Tax year | 2026 |
| Assessed value | $2,454,500 |
| Zoning | Multi-Fam |
| Gross income (actual) | $37,200/yr |
| Net operating income (actual) | $0/yr |
| Total actual rent | $3,100/mo |
Building & lot
| Stories | 4 |
| Total rooms | 10 |
| Lot size | 0.05 acres |
| Garage spaces | 0 |
| Parking spaces | 1 |
| Parking | Leased |
| Basement | Unfinished |
| Foundation | Granite |
| Roof | Rubber |
| Construction | Frame |
| Flooring | Wood, Tile, Carpet, Marble, Hardwood, Stone/Ceramic Tile |
Utilities & systems
| Heating | Central, Baseboard, Natural Gas, Forced Air |
| Cooling | Central Air |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range |
| Appliances | Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood |
Location
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Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.
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Questions & answers
Auto-generated from the listing data — richer AI answers coming with the live site.
How many units does 51 Chestnut Street, Boston MA 02129 have?
It is a 2-unit multi-family property with 3,593 sqft of living area, built in 1865.
How long has 51 Chestnut Street, Boston MA 02129 been on the market?
51 Chestnut Street, Boston MA 02129 has been listed for 0 days (since September 8, 2026).
What is the price per unit?
At a list price of $2,500,000 across 2 units, that works out to roughly $1,250,000 per unit.
What are the property taxes on 51 Chestnut Street, Boston MA 02129?
Annual property taxes are $30,728 (2026), on an assessed value of $2,454,500.
What is the price per square foot?
At $2,500,000 for 3,593 sqft, that's about $696 per square foot.
Is there parking?
1 total parking space (leased).
Where is this property located?
51 Chestnut Street, Boston MA 02129 is in Boston, Suffolk County, MA 02129.
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