5+ Family - 5+ Units Side by Side at 36-38 Regent St, Boston MA 02119, Boston
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27 photos

$3,800,000

36-38 Regent St, Boston MA 02119
Boston, MA 02119
Listed by Mission Realty Advisors
Bedrooms
23
Bathrooms
12
Living area
7,950 sqft
Year built
1900

About this home

A rare opportunity to acquire a fully renovated, institutional-quality multifamily asset with a 7.4% cap rate in place. Roxbury is one of Boston's fastest-growing neighborhoods. Ideally located between Nubian Square and Fort Hill, 36-38 Regent Street offers exceptional access to the Longwood Medical Area, Downtown Boston, major universities, public transportation, and the rapidly evolving Roxbury corridor. A comprehensive down-to-the-studs renovation was completed in 2025, this turnkey investment consists of six luxury, condo-quality residences totaling approximately 7,950 square feet. The unit mix includes five 4-bedroom, 2-bath apartments and one 3-bedroom, 2-bath apartment, each thoughtfully designed with modern finishes, efficient layouts, and amenities that continue to drive exceptional rental demand. Virtually every major building system was replaced, including new electrical, plumbing, HVAC, roofing, windows, insulation, and high-end interior finishes, allowing an investor to acquire a virtually new asset with minimal anticipated capital expenditures for years to come. The property is 100% occupied, with all six apartments leased through August 31, 2027, generating approximately $26,925 per month in gross rental income while providing exceptional income stability from day one. Perched above the neighborhood, the property also enjoys beautiful city views, further distinguishing it from competing rental properties and enhancing its long-term appeal. Elevated setting with impressive neighborhood and city views. Turnkey multifamily assets of this quality, scale, and yield rarely become available in Boston. Whether you're completing a 1031 exchange, expanding a multifamily portfolio, or seeking a long-term generational investment, 36-38 Regent Street offers an exceptional combination of strong in-place cash flow, long-term lease stability, and virtually maintenance-free ownership in one of Boston's most dynamic neighborhoods.Proforma available upon request.

Property details

MLS #
73573397
Property type
5+ Family - 5+ Units Side by Side
Subdivision
N/A
Status
Active
Days on market
16
On market date
September 8, 2026
Stories
5
Total bathrooms
12
Garage spaces
1
Parking spaces
1
Lot size
0.07 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Nathan Hale
0.33 mi away · Grades -1-6
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
172
Student:teacher ratio
14.3:1
District
Boston
Middle
Higginson/Lewis K-8
0.32 mi away · Grades 3-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
188
Student:teacher ratio
7.5:1
District
Boston
HighCharter
City on a Hill Charter Public School Circuit Street
0.19 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
229
Student:teacher ratio
11.5:1
District
City on a Hill Charter Public School (District)

Walkability

Blended score for Boston's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

70
Walkable
out of 100
EPA National Walkability Index
14.0 / 20 -- Above average walkable

Market position

How this listing compares to current activity in Boston, from live MLS data.

On the market 16 days -- 100 fewer days than Boston's current average of 116 days.
For reference, the median list price across 7,888 active listings in Boston right now is $7,500.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$23,034/mo
$760,000 down
$3,040,000 loan
Principal & interest$19,717
Property tax (est.)$3,167
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 13 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.