Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 16%
$32.50 /mo
$390 billed annualy
MONTHLY
$39 /mo
billed monthly
7 day free trial. Cancel anytime

Let's keep in touch

Subscribe to our newsletter for timely insights and actionable tips on your real estate journey.

By signing up, you indicate that you agree to the BiggerPockets Terms & Conditions
Copied
Photo
Copied
Photo
Photo
Unbranded Virtual Tour
Photo
See all photos

$5,995,000

For Sale - Active
41 Chestnut St, Boston, MA 02108
5 Beds
4 Baths
3,849 Square Feet
0.03 Acres Lot
Built in 1900
For Sale - Active
Units n/a
Checked: 17 hours ago
Updated: Oct 30, 2025 at 10:12AM

Investment Summary


Monthly Cash Flow
-$25,942
Cap Rate
0.5%
Cash-on-Cash Return
-22.6%
Debt Coverage Ratio
0.09
Internal Rate of Return (5 years)
-17.8%

Property Description


0.03 Acres Lot
Built in 1900
For Sale - Active
Units n/a

Prime Beacon Hill--Private Townhouse with many updates. Sunny South Facing! Perfectly placed on Prime sought after Chestnut St near Charles St, Acorn St, Louisburg Square + the Entrance to the Frog Pond. 5 beds/3.5 baths. Stunning Historic Architectural details: Soaring ceilings, tall windows, fireplaces, intricate moldings, medallions, millwork + one of the prettiest bay windows on Chestnut St. Grand Double Living + Dining with service Pantry + easy access to the Private Deck + Yard/Garden--perfect for morning coffee, entertaining + dining al fresco. Huge + Sleek Designer kitchen--on its own entire floor-- quartz center island + breakfast bar + wine/coffee pantry. Kitchen also has an amazing breakfast/dining area overlooking the garden + additional separate casual living area. Primary bedroom suite with marble bath, separate dressing area + custom built ins. Central AC. Laundry room. Great storage. Live near shops, cafes, Public Garden, The Common + more out your door

Build Your Team


Quickly find investor-friendly professionals who can help you succeed in real estate investing at any stage of the investing journey.

Avatar
Avatar
Avatar

Agents

Match with investor-friendly agents who can help you find, analyze, and close your next deal

Find an Agent
Avatar
Avatar
Avatar

Lenders

Get the best funding…find investor-friendly lenders who specialize in your deal strategy

Find a Lender
Avatar
Avatar
Avatar

Property Managers

Transition to passive investing. Find a trusted property management partnership that lasts.

Find a Property Manager
Avatar
Avatar
Avatar

Tax Pros & Accountants

Taxes and financial reporting made easy—find experts to create tax savings strategies, file taxes, and more

Find a Tax Pro

Location


Property Details


Parking

  • Description: Detached, Deeded
  • Details: Leased, On Street
  • Garage Spaces: 0
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 5

Bathroom Information

  • # of Baths (Full): 3
  • # of Baths (Partial): 1
  • # of Baths (Total): 4.0

Interior Features

  • # of Rooms: 10
  • # of Stories: 3
  • Basement: Yes
  • Basement Description: Partial
  • Fireplace: Yes

Exterior Features

  • Exterior Walls Materials: Brick
  • Foundation: Stone
  • Roof Type: Flat
  • Roof Material: Rubber

Land Information

  • Land Use: Residential
  • Land Use Subtype: Single Family Residential

Lot Information

  • Parcel ID: CHARW:02P:03407S:000
  • Lot Size: 1322 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Federal
  • Year Built: 1900

Tax Information

  • Annual Tax: $53,659

Utilities

  • Water & Sewer: Public
  • Heating: Natural Gas
  • Cooling: Central Air

Location

  • County: Suffolk

Investment Summary


Monthly Cash Flow
-$25,942
Cap Rate
0.5%
Cash-on-Cash Return
-22.6%
Debt Coverage Ratio
0.09
Internal Rate of Return (5 years)
-17.8%

Purchase Details

Find an Agent

Purchase price:
$5,995,000
Amount financed:
-$4,796,000
Down payment:
$1,199,000
Closing costs:
$179,850
Rehab costs:
$0
Initial cash invested:
$1,378,850
Square feet:
3,849
Cost per square foot:
$1,558
Monthly rent per square foot:
$2.60

Financing Details

Find a Lender

Loan amount:
$4,796,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
5.875%
Principal & interest:
$28,370
Property tax:
$4,472
Insurance:
$700
Private mortgage insurance (PMI):
$0
Monthly payment:
$33,542

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$10,000 $120,000
Vacancy loss: (6%)
6% -$600 -$7,200
Operating income:
$9,400 $112,800

Operating Expenses


% Rent Monthly Yearly
Property taxes: (45%)
45%-$4,472-$53,660
Insurance: (7%)
7%-$700-$8,400
Property management: (8%)
8%-$800-$9,600
Repairs & maintenance: (5%)
5%-$500-$6,000
Capital expenditures: (5%)
5%-$500-$6,000
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (70%)
70%-$6,972-$83,660

Cash Flow


Monthly Yearly
Net operating income:
$2,428 $29,136
Mortgage payments:
-$28,370 -$340,440
Cash flow:
-$25,942 -$311,304