23 Hillside St

5,457 Sq. Ft.
$596 / Sq. Ft.
5,457
Sq. Ft.
$596
per Sq. Ft.

Description

Premier 3-unit Investment with 6 Garage Parking located on highly desirable Hillside St, fully leased through August 2027 with gross monthly Rent Roll of $21,600. The building consists of three spacious units 5-bed, 4-bed, and 4-bed with 7 full bathrooms and 6 garage parking spaces. These top-tier rentals feature open layouts, large living rooms, custom built-in cabinetry, gas fireplaces, HVAC, high ceilings, private outdoor space, renovated kitchens and bathrooms, in-unit washer/dryer, and hardwood...Premier 3-unit Investment with 6 Garage Parking located on highly desirable Hillside St, fully leased through August 2027 with gross monthly Rent Roll of $21,600. The building consists of three spacious units 5-bed, 4-bed, and 4-bed with 7 full bathrooms and 6 garage parking spaces. These top-tier rentals feature open layouts, large living rooms, custom built-in cabinetry, gas fireplaces, HVAC, high ceilings, private outdoor space, renovated kitchens and bathrooms, in-unit washer/dryer, and hardwood floors throughout. See floor plan for unit layouts. Units are separately sub-metered for individual unit water use. Fully sprinkled with 3 newer gas water heaters in basement utility room. Located close to Universities, Medical Area and Public Transportation. First showings by appointment only Thursday May 14th 1pm - 2:30pm. Professionally managed and fully occupied.
  1. Listed by David Hassman • Boston Property Services, LLC

Property Details for 23 Hillside Street

Town
Boston
MLS Area
Mission Hill
Area
MA-Boston-Mission Hill, MA-Boston
Garage Spaces
7
Open Parking Spaces
7.00
Parking Spaces Total
14
LISTING UPDATED: 05/21/2026 05:57 AM

Property Details for 23 Hillside Street

StatusContingent
MLS #73516256
Days on Market10
Taxes$36,475 / year
HOA Fees-
Property TypeMulti Family
MLS TypeMulti-family / 3 Family
Year Built1905
CountySuffolk County

Location

Listing Courtesy of Boston Property Services, LLC, David Hassman
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Building Information for 23 Hillside Street

Stories4Residences3Year Built1905Building Size-Lot Size0.16 AC / 6,982 SF

Payment Calculator

$19,235 per month

30 year fixed, 6.36% Interest

Principal and Interest

$16,195

Property Taxes

$3,040

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 23 Hillside Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Park, Medical Facility, T-Station, University
  • Living Area: 5457.0
  • SqFt with Basement: No
  • Total Units: 3
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Num of Baths: 7.0
  • Num of Full Baths: 7
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 7.00
  • Bathrooms Total Integer: 7
  • FireplaceYN: Yes
  • Fireplaces: 3
  • SpaYN: No
Exterior Features
  • Lot Description: Level
Parking Features
  • Covered Spaces: 7.00
  • Garage: Yes
  • Garage Parking: Paved Drive
  • Open Parking: Yes
  • Parking Features: Paved Drive
Utilities
  • Sewer: City/Town Sewer
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Disclosures: Photos digitally enhanced.
Tax Information
  • Tax ID: W:10 P:00701 S:000,3399745
  • Assessments: $2,913,400
  • Book: 55607
  • Tax Year: 2025
  • Zoning: R3
Building / Association Information
Living Characteristics
  • Beds Total: 13
  • Total Living Levels: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter, Stone
  • Levels: 4
Income / Expenses
  • Annual Expenses Source: Pro. Forma Available
  • GOI: $259,200.00
  • NOI: $240,000.00
Complex & Association Information
  • Adult Community: No
Unit Information
Unit 1 Description
  • Floor U1: 1
  • Lease U1: Y
  • Levels U1: 2
Unit 2 Description
  • Floor U2: 2
  • Lease U2: Y
  • Levels U2: 1
Unit 3 Description
  • Floor U3: 3
  • Lease U3: Y
  • Levels U3: 1
Rental Info
Rental Info
  • Total Actual Rent: $21,600.00

Property History for 23 Hillside Street

DateEvent & SourcePriceAppreciation
May 20, 2026

Contingent

MLS PIN #73516256

—
May 11, 2026

Listed (Active)

MLS PIN #73516256

$3,250,000—
Jan 15, 2016

Sold (Public Record)

Public Record #564222688

$2,500,000

+9347.5% / yr

DateEvent & SourcePrice
05/20/2026

Contingent

MLS PIN #73516256

—
05/11/2026

Listed (Active)

MLS PIN #73516256

$3,250,000
01/15/2016

Sold (Public Record)

Public Record #564222688

$2,500,000

+9347.5% / yr

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

Public Records for 23 Hillside Street

Taxable ValueLand$801,800Additions$2,111,600Total$2,913,400
Tax Record2025$33,737 ($2,811 / month)
Home Facts
Baths7Total Finished SqFt5,457 SqFtAbove Grade Finished SqFt5,457 SqFtStories3Lot Size6,982 SqFtStyleTriplexYear Built1905Year Renovated2014ZoningR3CountySUFFOLKAPNROXB W:10 P:00701 S:000Fireplace TypeHas Fireplace

Schools near 23 Hillside Street

This home is within Boston Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Public - K to 8
Public - PK to 1
Rating
School
Distance
Tobin K-8 School
PublicPK to 8

Fenway High School
Public9 to 12

James W. Hennigan School
PublicK to 8

Elc - West Zone
PublicPK to 1

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.

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Listing Courtesy of Boston Property Services, LLC, David Hassman

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.