51 Chestnut St

3,593 Sq. Ft.
$751 / Sq. Ft.
3,593
Sq. Ft.
$751
per Sq. Ft.

Description

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...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.
  1. Listed by Nancy Roth • Gibson Sotheby's International Realty
  2. Listed by Colin Boylan • Gibson Sotheby's International Realty
  3. Listed by Fiona Coxe • Gibson Sotheby's International Realty

Property Details for 51 Chestnut Street

Town
Boston
MLS Area
Charlestown
Area
MA-Boston-Charlestown, MA-Boston
Style
Garden
Garage Spaces
0
Open Parking Spaces
1.00
Parking Spaces Total
1
LISTING UPDATED: 06/12/2026 12:42 PM

Property Details for 51 Chestnut Street

StatusContingent
MLS #73533495
Days on Market2
Taxes$30,728 / year
HOA Fees-
Property TypeMulti Family
MLS TypeMulti-family / 2 Family
Year Built1865
CountySuffolk County

Location

Listing Courtesy of Gibson Sotheby's International Realty, Nancy Roth; Gibson Sotheby's International Realty, Colin Boylan; Gibson Sotheby's International Realty, Fiona Coxe
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Building Information for 51 Chestnut Street

Stories4Residences2Year Built1865Building Size-Lot Size0.05 AC / 2,136 SF

Payment Calculator

$16,015 per month

30 year fixed, 6.36% Interest

Principal and Interest

$13,454

Property Taxes

$2,561

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 51 Chestnut Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station, University
  • Living Area: 3593.0
  • Color: Mauve
  • SqFt with Basement: No
  • Total Units: 2
  • Waterfront: No
  • Water View: Yes
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Bps
  • High School: Bps
  • Middle School: Bps
Features
Interior Features
  • Appliances: Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
  • Basement Features: Unfinished Basement
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceFeatures: Wood Burning, Electric, Gas
  • FireplaceYN: Yes
  • Fireplaces: 4
  • Flooring: Wood, Tile, Carpet, Marble, Hardwood, Stone/Ceramic Tile
  • Interior Features: Ceiling Fan(s), Storage, Stone/Granite/Solid Counters, Walk-In Closet(s), Bathroom with Shower Stall, Living Room, Dining Room, Kitchen, Family Room, Laundry Room, Office/Den, Sunroom
  • Spa Features: Bath
  • SpaYN: No
  • Window Features: Skylight(s), Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Balcony/Deck, Garden
  • Exterior Features: Garden Area, Deck - Roof, Patio
  • Lot Description: Other
  • Patio And Porch Features: Deck - Roof, Patio
  • Roof Material: Rubber
  • Waterview Features: Harbor
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Leased
  • Parking Features: Leased
  • Parking Features: Leased
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Central, Baseboard, Natural Gas, Forced Air
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • 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.
Tax Information
  • Tax ID: 0203412000,3356557
  • Assessments: $2,454,500
  • Book: 56406
  • Tax Year: 2026
  • Zoning: Multi-Fam
Building / Association Information
Living Characteristics
  • Beds Total: 4
  • Total Living Levels: 4
Other Building Characteristics
  • Foundation: Granite
  • Levels: 4
  • Cooling Units: 2
  • Cooling Zones: 2
  • Heat Units: 2
  • Heat Zones: 4
Income / Expenses
  • GOI: $37,200.00
  • NOI: $.00
Complex & Association Information
  • Adult Community: No
Unit Information
Unit 1 Description
  • Floor U1: 1
  • Lease U1: N
  • Levels U1: 3
Unit 2 Description
  • Floor U2: 1
  • Lease U2: Y
  • Levels U2: 1
Rental Info
Rental Info
  • Total Actual Rent: $3,100.00

Property History for 51 Chestnut Street

DateEvent & SourcePriceAppreciation
Jun 12, 2026

Contingent

MLS PIN #73532468

Jun 11, 2026

Contingent

MLS PIN #73533495

Jun 10, 2026

Listed (Active)

MLS PIN #73533495

$2,700,000
DateEvent & SourcePrice
06/12/2026

Contingent

MLS PIN #73532468

06/11/2026

Contingent

MLS PIN #73533495

06/10/2026

Listed (Active)

MLS PIN #73533495

$2,700,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 51 Chestnut Street

Taxable ValueLand$736,100Additions$1,670,300Total$2,406,400
Tax Record2025$27,866 ($2,322 / month)
Home Facts
Baths3.5Total Finished SqFt3,593 SqFtAbove Grade Finished SqFt3,593 SqFtStories3Lot Size2,136 SqFtStyleDuplexYear Built1865Year Renovated2017ZoningR2CountySUFFOLKAPNCHAR W:02 P:03412 S:000Fireplace TypeHas Fireplace

Schools near 51 Chestnut Street

This home is within Boston Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - PK to 8
Public - 7 to 12
Public - PK to 8
Rating
School
Distance
Harvard-Kent Elementary School
PublicPK to 6

Warren-Prescott K-8 School
PublicPK to 8

Charlestown High School
Public7 to 12

Eliot K-8 Innovation School
PublicPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Charlestown
Charlestown
A historic city neighborhood with small-town sensibility. A historic Boston neighborhood nestled between the Mystic and Charles Rivers. Families love Charlestown because it feels like a quaint New England town within Boston, the city’s culture and businesses just a bridge away.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Gibson Sotheby's International Realty, Nancy Roth; Gibson Sotheby's International Realty, Colin Boylan; Gibson Sotheby's International Realty, Fiona Coxe

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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 or leasing 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 or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.