1 / 39Active
$2,850,000
4 bd · 3.5 ba · 3,446 sqft · Single Family
16 Chestnut Street
Charlestown, Boston, MA 02129
Listing courtesy of Zachary Endicott, RE/MAX Encore · MLS PIN #73512592
1 / 40
Under Agreement · PendingListed 57 days ago
$2,500,000
51 Chestnut Street, Charlestown, Boston, MA 02129
- 4
- beds
- 3.5
- baths
- 3,593
- sqft
- Lot sizeThe land that comes with the home, as reported to the MLS.
- 2,136 sqft
- Year builtThe year the building was originally built, as reported by the listing agent.
- 1865
- On the marketDays since the home was listed. New listings tend to move fastest.
- 57 days ago
- Property type
- Single Family Residence
- Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
- $696
- ParkingSpaces that come with the home, as reported to the MLS.
- 1 space
- Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
- $30,728
What’s Special
- Central Air
- Deck - Roof
- Garden
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 to live in the "owner's unit" and keep a tenant in 1st floor unit; or buyers looking to convert into a spectacular single family home; or a developer/investor to convert into two high-end condos. 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/fireplace 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. An unfinished basement offers future expansion capabilities, and a lush garden patio completes this special offering.
Listing courtesy of Nancy Roth, Gibson Sotheby's International Realty · MLS PIN #73573036
Facts & Features
- Status
- Under Agreement
- Active status flag
- Pending
- Bedrooms
- 4
- Bathrooms
- 3 full, 1 half
- Living area
- 3,593 sqft
Interior
13- Bathroom - Full
- Bathroom - Tiled With Shower Stall
- Lighting - Overhead
- Dining Area
- Beadboard
- Lighting - Pendant
- Archway
- Vestibule
- Chair Rail
Exterior
3- Deck - Roof
- Patio
- Garden
Parking
2- Detached
- Leased
Laundry
1- Third Floor
Heating
3- Forced Air
- Baseboard
- Natural Gas
Cooling
1- Central Air
Appliances
14- Gas Water Heater
- Water Heater
- Tankless Water Heater
- Range
- Dishwasher
- Disposal
- Microwave
- Refrigerator
- Freezer
MLS PIN #73573036 · Listed September 8, 2026
Location
51 Chestnut Street, Charlestown, Boston · All Charlestown homes
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
