Amjad Khan

51 Chestnut Street

Boston, MA
$ 2,500,000 Beds 4 Baths 3.5 Sq 3,593
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 2,500,000
  • City
  • Boston
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • SUFFOLK
  • Half Bathrooms
  • 1
  • Area
  • Charlestown
  • Lot Size
  • 0.05 Acres
  • Zip
  • 02129
  • Sqr Footage
  • 3,593
  • Year Built
  • 1865
  • Taxes
  • $ 30727
  • Style
  • Italianate
  • MLS#
  • 73573036
Listed By: Nancy Roth with Gibson Sotheby's International Realty.
Data Source: Massachusetts MLS Property Info Network (MLSPIN)

Features

General

Sewer Public Sewer
Heating Forced Air,Baseboard,Natural Gas
Cooling Central Air
Utilities for Gas Range
Roof Rubber
Appliances Gas Water Heater,Water Heater,Tankless Water Heater,Range,Dishwasher,Disposal,Microwave,Refrigerator,Freezer,Washer,Dryer,Range Hood,Stainless Steel Appliance(s),Gas Cooktop
Zoning Multi-Fam
Garage Spaces 1
Patio/Porch Features Deck - Roof,Patio
Architectural Style Italianate
Construction Materials Conventional (2x4-2x6)
Exclusions 2nd Floor Dining Room Brass Uplight.
Year Built 1865
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 0203412000,3356557
Community Features Public Transportation,Shopping,Pool,Tennis Court(s),Park,Walk/Jog Trails,Medical Facility,Laundromat,Bike Path,Conservation Area,Highway Access,House of Worship,Marina,Private School,Public School,T-
County Suffolk
Property Type Residential
HOA No
Attached Garage No
Subdivision Name Charlestown
Garage Y/N Yes
Waterview Yes
Total Rooms 10
Full Baths 3
Status Active
Directions Monument Square to Chestnut Street
High School Bps
City Boston
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
Senior Community Y/N No
MLS Area Charlestown
Lot Size Units Acres
Lot Size Square Feet 2136
Carport Y/N No
Elementary School Bps
Property Attached Y/N Yes
Year Built Details Actual
Tax Annual Amount 30727.7
Home Warranty Y/N No
Middle/Junior High School Bps
Building Area Units Square Feet
Primary Bedroom Level Third
Standard Status Active
Year Built Source Public Records
Tax Assessed Value 2454500
Certified Treated Unknown

Interior Features

Interior Amenities Bathroom - Full,Bathroom - Tiled With Shower Stall,Lighting - Overhead,Dining Area,Beadboard,Lighting - Pendant,Archway,Vestibule,Chair Rail,Bathroom,Kitchen,Foyer,Living/Dining Rm Combo
Basement Full,Interior Entry,Unfinished
Flooring Wood,Tile,Carpet,Marble,Hardwood,Flooring - Stone/Ceramic Tile,Flooring - Wood,Flooring - Hardwood
Total Fireplaces 4
Fireplace Features Family Room,Living Room,Master Bedroom
Kitchen Level Second
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N Yes
Above Grade Finished Area 3593
Half Baths 1
Laundry Features Third Floor
Total Bedrooms 4
Below Grade Finished Area 1230
Living Room Level Second
Main Level Bedrooms 2
LivingAreaSource Public Record
Kitchen Features Flooring - Wood,Countertops - Stone/Granite/Solid,Kitchen Island,Recessed Lighting,Stainless Steel Appliances,Peninsula,Lighting - Pendant
Total Baths 4
Primary Bathroom Features Yes
Living Room Features Flooring - Wood,Recessed Lighting,Lighting - Overhead,Archway
Bedroom 4 Features Ceiling Fan(s),Closet,Flooring - Wood,Lighting - Overhead
Bedroom 3 Features Flooring - Wall to Wall Carpet,Lighting - Pendant,Decorative Molding
Bedroom 2 Features Closet/Cabinets - Custom Built,Flooring - Wood,French Doors,Recessed Lighting,Lighting - Overhead,Decorative Molding
Dining Room Features Flooring - Wood,Chair Rail,Recessed Lighting,Lighting - Pendant,Pocket Door,Tray Ceiling(s)
Kitchen Area 181
Kitchen Length 15.083333333
Kitchen Width 12
Primary on Main 228.020833333
Second Bedroom Length 13.75
Second Bedroom Width 16.583333333
Bedroom 3 Area 217.527777777
Bedroom 3 Length 13.666666666
Bedroom 3 Width 15.916666666
Bedroom 4 Area 140.125
Bedroom 4 Length 9.833333333
Bedroom 4 Width 14.25
Dining Room Area 14.25
Dining Room Width 16.416666666
Family Room Area 287.840277777
Family Room Length 15.083333333
Living Room Area 426.708333333
Living Room Length 24.5
Living Room Width 17.416666666
Primary Bedroom Area 257.305555555
Primary Bedroom Features Bathroom - Full,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Wood,Recessed Lighting,Tray Ceiling(s)
Primary Bedroom Length 13.083333333
Primary Bedroom Width 19.666666666
Family Room Width 19.083333333
Family Room Level Second
Family Room Features Ceiling Fan(s),Closet,Closet/Cabinets - Custom Built,Flooring - Wood,Recessed Lighting,Lighting - Overhead
Dining Room Level Second
Dining Room Area 233.9375
Bedroom 4 Level Third
Bedroom 3 Level Main,First
Second Bedroom Level Main,First
Bathroom 1 Level First
Bathroom 2 Level Second
Bathroom 3 Level Third

Exterior Features

Exterior Amenities Deck - Roof,Patio,Garden
Parking Features Detached,Leased
Lot Features Other
Water Source Public
Total Parking 1
Lot Size Area 0.05
Foundation Details Granite
Spa No
Building Area Total 3593
Lot Size Acres 0.05
Waterfront Y/N No
Covered Spaces 1
Road Frontage Type Public

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the North Andover, MA office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School BPS Elementary School
Middle School BPS Middle School
High School BPS High School

Price History

9/8/2026 Listed $2,500,000

Property vs Zip Code Average in 02129

Price
AVG $2.05M
$2.5M
Taxes
AVG $16,048
$30,727
Year Built
AVG 1890
1865
Visits
AVG 61
7
Data Provided by Inside Real Estate®

In The Neighborhood

Areas That We Cover

51 Chestnut Street Boston, MA is a Single Family Home for sale at $2500000 with 3593 sqft and a lot size of 0.05 Acres Acre(s). 51 Chestnut Street Boston has 4 bedrooms, 3 baths and was built in 1865. The property's zip code is 02129 which is in Boston, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Amjad Khan

Amjad Khan

978-961-4190

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