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23 Hillside St, Boston MA 02120

Boston, MA 02120 • Mission Hill
$3,250,000
Est. $19,673/month
13
Beds
7
Baths
5,457
Sq Ft
$596
Price/Sq Ft
0.16
Acres
1905
Year Built
7
Garage Spaces
22
Days on Market
Pending Listed May 11, 2026 • MLS# 73516256 Copied! • Updated Jun 4, 2026

About this home

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.

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Recently Sold Nearby

Property History

Market Insights

Property Timeline

📋
Status: Active under contract
May 21, 2026
Active → Active Under Contract
Pending Sale
May 20, 2026
Offer accepted, sale pending
🏠
Listed for Sale
May 11, 2026
$3,250,000
Original listing
Agent: David Hassman Office: Boston Property Services, LLC

Tax History

Year Taxes Assessment
2025 $36,475 $2,913,400

Financial Details

Annual Property Tax
$36,475
Tax Year 2025
Assessed Value
$2,913,400

Facts & Features

7 Car Garage

Home Facts

Type Residential Income
Style 3 Family
Year Built 1905
Living Area 5,457 sq ft
Lot Size 0.16 acres
Bedrooms 13
Full Baths 7
Total Rooms 26

Investment Metrics

Units 3
Unit 1 Rent $7,500/mo · Y
Unit 2 Rent $6,500/mo · Y
Unit 3 Rent $6,000/mo · Y
Total Monthly Rent $20,000/mo
Gross Income $259,200
Net Operating Income $240,000
Cap Rate 7.38%
Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Fireplaces 3
Basement None
Laundry None
Features None
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Garage Spaces 7
Has Garage Yes
Features Paved Drive
Total Spaces 14
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $36,475
Assessed Value $2,913,400
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Photos Digitally Enhanced.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Sq Ft Disclosures Sq ft based on public record, buyer to do all due diligence.
Documents None
County Suffolk
Total market time (incl. prior listings) 24 days

Property Overview

Property Type
3 Family
Listing Type
For Sale
Year Built
1905
Bedrooms
13
Full Bathrooms
7
Living Area
5,457 sq ft
Total Rooms
26
Stories
4
Levels
4

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Laundry:
Security:

Construction & Materials

Year Built: 1905
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter, Stone
Stories: 4

Heating, Cooling & Utilities

Heating:
Cooling:
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features: Level
Road Surface:

Parking & Garage

Garage Spaces: 7
Total Parking Spaces: 14
Parking Features: Paved Drive

Special Features

Fireplaces: 3
Fireplace Type:
Community Amenities: Public Transportation, Park, Medical Facility, T-Station, University
School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
1.8% below state avg
E

Elementary Schools

3 schools
F
Tobin K-8 School
0.2 mi | #344 of 352 | Score: 25.1
Dropped 8 spots from last year
-33.1 below state avg
364 students Diverse
Grades PK-08
Our Lady of Perpetual Help Mission Grammar School
0.3 mi
Grades K-08
Paige Academy
0.3 mi
Grades PK-01
M

Middle Schools

3 schools
Timilty Middle
0.5 mi
Nativity Prep School
0.6 mi
Grades 05-08
F
Higginson/Lewis K-8 School
0.9 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
H

High Schools

3 schools
Fenway High
< 0.1 mi
D
Fenway High School
< 0.1 mi | #319 of 346 | Score: 33.3
Dropped 13 spots from last year
-24.9 below state avg
362 students Diverse
13 sports • 176 athletes
Early College Program
Grades 09-12
Kennedy Health Careers Academy
0.5 mi
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Monthly Payment Calculator

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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $3,040
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Mission Hill

23 Hillside St, Boston MA 02120

Boston, MA 02120

Listing Information

Listing Agent David Hassman
Listing Office Boston Property Services, LLC
Office Phone 617-274-8655
Agent MLS ID NB113493
Office MLS ID NB5324
Listing Data Updated Jun 4, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
Steven Novak
BMN Boston Real Estate
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Steven Novak

Steven Novak

BMN Boston Real Estate

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