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51 Chestnut Street, Boston MA 02129

$2,700,000

Estimated $6,939/month Calculator

Multi Family

Total Units: 2

Price Per Unit: $1,350,000

Total Rent: 37200/year

Estimated CAP Rate:

4 Bedrooms

Baths

3593

Total Parking: 1

2,136 (0.05)

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.

This home has been viewed 17 times

Last Checked: June 24th, 2026 at 5:43am (Source: MLS PIN #73533495)

Gross Income: $37,200

Gross Expenses: $30,727

Net Income Calc: $6,473

Water Views

Annual Expenses for 51 Chestnut Street, Boston MA 02129

Total Gross Expenses (Calculated)$30,727/year

APOD AvailableNo

Heating

Electricity

Water

Gas

Insurance

Sewer

Trash Removal

Repair & Maintenance

Management

Miscellaneous

Real Estate Tax30727.7

Annual Income & Unit Breakdown for 51 Chestnut Street, Boston MA 02129

Total Gross Income (Calculated)$37,200

Unit 1

Rental Income$0

LeaseN

Bedrooms3

Bathrooms3 Full, 1 Half

Floor1

Levels in Unit3

Rent IncludesHeat

Unit 2

Rental Income$0

LeaseY

Bedrooms1

Bathrooms1 Full

Floor1

Levels in Unit1

Rent IncludesHeat

General Information for 51 Chestnut Street, Boston MA 02129

Listing ID73533495

Property TypeMulti Family

Price2700000 ($751.46/SqFt)

StyleMulti Family

CityBoston

CountySuffolk

MLS AreaCharlestown

Neighborhood(s)

Approximate Living Area Total3593

Approximate Lot Size (Acres)0.05

Total Parking1

Garage Parking0

Year Built1865

Year Built SourcePublic Records

Year Built DetailsActual

WaterPublic

SewerPublic Sewer

Electric

Hot Water

Roof MaterialAsphalt/fiberglass Shingles

BasementFull

Construction MaterialsFrame

Lot FeaturesGentle Sloping

Foundation Description

Accessible Features

Outdoor SpaceCovered

ZoningMulti-Fam

Water ViewsYes

Water Views FeaturesBay

Waterfront0

Waterfront Features

Terms

Disclosures for 51 Chestnut Street, Boston MA 02129

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

ExclusionsWasher/Dryer

Financial Data Source

Total Gross Expenses By Broker

Total Gross Income By Broker

Total Net Income By Broker

Short Sale / Forclosure (Bank Owned)

Compensation Based On

Financial Information for 51 Chestnut Street, Boston MA 02129

Real Estate Taxes30727.7

Tax Year2026

Assessed Value$2,454,500

Financial Data Source

Total Gross Expenses By Broker

BostonRealEstate.com Gross Expenses

Total Gross Income By Broker

BostonRealEstate.com Gross Income

Total Net Income By Broker

BostonRealEstate.com Gross NOI

CAP Rate (based on Broker info)

Location Information for 51 Chestnut Street, Boston MA 02129

Elementary SchoolBps

Middle SchoolBps

High SchoolBps

Neighborhood(s)

MLS AreaCharlestown

Area AmenitiesWalk/jog Trails

Contact Information for 51 Chestnut Street, Boston MA 02129

Agent

Name: Nancy Roth

Office

Name: Gibson Sotheby's International Realty

Phone: 617-242-4222

Team Members

Name: Colin Boylan

Payment Calculator

, Interest

Property Taxes 2560.64

Principal & Interest 16636.54

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Gibson Sotheby's International Realty

Nancy Roth

Agent Phone

Office Phone

(617) 242-4222

Text Agent Call Agent Call Office

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    [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 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.
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    [unparsed] => 51 Chestnut Street, Boston MA 02129
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EXIT

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