51 Chestnut Street, Boston, MA 02129
Local realty services provided by:ERA M. Connie Laplante Real Estate
51 Chestnut Street,Boston, MA 02129
$2,500,000
- 4 Beds
- 4 Baths
- 3,593 sq. ft.
- Single family
- Active
Listed by: nancy roth, colin boylan
Office: gibson sotheby's international realty
MLS#:73573036
Source:MLSPIN
Price summary
- Price:$2,500,000
- Price per sq. ft.:$695.8
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 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....
Contact an agent
Home facts
- Year built:1865
- Subdivision & Development:Charlestown
- Listing ID #:73573036
- Updated:September 27, 2026 at 10:50 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Rooms Total:10
- Flooring:Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wood, Hardwood, Marble, Tile, Wood
- Dining Description:Chair Rail, Dining Area, Living/Dining Room Combo, Pendant, Pocket Door, Recessed Lighting, Wood
- Bathrooms Description:Bathroom, Bathroom - Full, Bathroom - Tiled With Shower Stall
- Kitchen Description:Countertops - Stone/Granite/Solid, Dishwasher, Disposal, Flooring - Wood, Freezer, Kitchen, Kitchen Island, Lighting - Pendant, Microwave, Peninsula, Range, Range Hood, Recessed Lighting, Refrigerator, Stainless Steel Appliances
- Basement Description:Full, Interior Entry, Unfinished
- Living area:3,593 sq. ft.
Heating and cooling
- Cooling:2 Cooling Zones, Central Air
- Heating:Baseboard, Forced Air, Natural Gas
- Central air:Yes
Structure and exterior
- Roof:Rubber
- Year built:1865
- Building area:3,593 sq. ft.
- Lot area:0.05 Acres
- Architectural Style:Italianate
- Construction Materials:Conventional (2x4-2x6)
- Exterior Features:Deck - Roof, Garden, Patio
- Foundation Description:Granite
Schools
- High school:Bps
- Middle school:Bps
- Elementary school:Bps
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$2,500,000
- Price per sq. ft.:$695.8
- Tax amount:$30,727 (2026)
Features and amenities
- Appliances:Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer
- Laundry features:Dryer, Third Floor, Washer
- Amenities:Foyer, Gas Water Heater, Lighting - Overhead, Vestibule
Parking
- Total parking spaces:1
- Parking description:Detached, Leased
- Garage:Yes
- Garage spaces:1
New listings near 51 Chestnut Street
- Coming Soon
$699,000Coming Soon2 beds 2 baths960 sq. ft.139 W 6th St #2, Boston, MA 02127
MLS# 73582785Listed by: Leading Edge Real Estate - Coming Soon
$825,000Coming Soon2 beds 1 baths805 sq. ft.636 Beacon St #601, Boston, MA 02215
MLS# 73581715Listed by: Craft Realty - Coming Soon
$599,000Coming Soon2 beds 2 baths1,671 sq. ft.294 Paris Street #294, Boston, MA 02128
MLS# 73580778Listed by: RE/MAX Harmony - Coming Soon
$1,599,000Coming Soon2 beds 2 baths1,801 sq. ft.377 West First #6, Boston, MA 02127
MLS# 73580642Listed by: RE/MAX Realty Plus - New
$529,000Active4 beds 1 baths1,620 sq. ft.22 Barry St, Boston, MA 02136
MLS# 73582875Listed by: Insight Realty Group, Inc. - New
$1,965,000Active2 beds 2 baths1,323 sq. ft.171 Beacon St. #5-2 5-3 PH, Boston, MA 02116
MLS# 73582973Listed by: Boston Homes Realty - New
$1,045,000Active5 beds 3 baths2,348 sq. ft.128 Lexington St., Boston, MA 02128
MLS# 73582935Listed by: United Brokers - New
$559,000Active3 beds 2 baths1,343 sq. ft.199 E Cottage St #1, Boston, MA 02125
MLS# 73582915Listed by: The Galvin Group, LLC - New
$2,699,000Active3 beds 4 baths3,104 sq. ft.555 E Broadway #555, Boston, MA 02127
MLS# 73582896Listed by: Joyce Lebedew Real Estate - Open Sun, 1 to 2:30pmNew
$765,000Active2 beds 2 baths1,393 sq. ft.29 Tilesboro St #1, Boston, MA 02122
MLS# 73582897Listed by: Olde Towne Real Estate Co.