Skip to content
51 Chestnut Street — Photo 11 / 30

$2,700,000

Active

51 Chestnut Street

Boston, MA 02129

Charlestown

4Beds
3.5Baths
3,593Sq Ft
$751$/Sq Ft
2,136 sqftLot
1865Built
1Days on Market

Listed by Nancy Roth at Gibson Sotheby's International Realty

Listing courtesy of Nancy Roth, Gibson Sotheby's International Realty

Location

Open in Maps

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

Key Facts

Property Type

Single Family

Style

Garden

Year Built

1865

Living Area

3,593 sqft

Lot Size

2,136 sqft

Rooms

10

Bedrooms

4

Bathrooms

3.5 (3 full, 1 half)

Construction

Exterior

Professional Landscaping

Basement

Full Basement

Flooring

Softwood, Wall to Wall Carpet, Hardwood, Slate, Laminate

Parking Spaces

1

Garage Spaces

1

Systems & Utilities

Heating

Hot Water Baseboard, Steam, Coal

Cooling

Central Air

Water

City/Town Water

Sewer

City/Town Sewer

Financial

Taxes (2026)

$30,727/yr

Price / Sqft

$751/sqft

MLS #

73532468

Days on Market

1

Price History

Listed

Jun 9, 2026

$2,700,000

No price changes recorded.

Explore the Neighborhood

ShareLinkedInFacebook

Listing Courtesy Of

Nancy Roth · Gibson Sotheby's International Realty
(617) 242-4222

MLS #73532468

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated June 10, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.

Home Value