OFF_MARKETRisky Deal11 days on market

4 Gloucester St

4 Gloucester St, Boston, MA 02115, Boston, MA 02115
$18,885,000

Listing Price

Property image 1
4 Gloucester St, Boston, MA 02115
Loc: Boston, MA
Days Listed
11
Tax Assessed
$7620k
Lot Size
2,520 sqft
Rent Estimate
$7,964/mo
Est. Cash Flow base
Type
single family

More Than Just a Property

We believe a home extends beyond its walls. That's why we help you explore the pulse of the community—from top-rated schools to essential emergency services. Your safety, well-being, and connection to the neighborhood matter to us.

4.9
Safety Score
A+
Schools

Nearby Schools

Educational options and performance ratings in the area.

4

Mel H King Elementary

2-12
0.8 mi away
N/A

Carter School

8-12
0.8 mi away
2

Snowden Int'L High School

9-12
0.4 mi away

Property Overview

A stunning investment opportunity in a prime location. This property features modern amenities, spacious living areas, and strong rental potential.

Features & Amenities

Open Floor PlanHardwood FloorsModern KitchenStainless Steel AppliancesCentral Heat/AirLarge BackyardParkingNear Transit

Haven AI Verdict

Recommendation
Pending...
Confidence Score: 0/10
Exercise caution due to potential market volatility.
Cap Rate
-0.46%
Total ROI
-51.1%
Cash Flow
$-105,177/mo
DSCR
-0.07
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10-Year Price Projection

Price & Tax History

Price History

DateEventPricePrice/sqft
2026-07-26Listing removed$18,885,000$1,903
2026-03-03Listed for sale$18,885,000$1,903
2025-12-02Listing removed$18,885,000$1,903
2025-09-10Price change$18,885,000$1,903
2024-09-27Listed for sale$19,995,000$2,015
2020-05-23Listing removed$1,850
2020-04-22Listed for rent$1,850
2013-08-12Listing removed$12,975,000$1,307
2013-06-28Listed for sale$12,975,000$1,307
2002-04-01Sold$1,450,000$146
2000-03-09Sold$645,000$65
1999-01-14Sold$995,000$100
1997-01-09Sold$525,000$53

Tax History

YearProperty TaxTax Assessment
2025$88,242$7,620,200
2024$79,618$7,304,400
2023$78,449$7,304,400
2022$74,652$6,861,400
2021$71,775$6,726,800
2020$68,852$6,520,100
2019$65,411$6,206,000
2018$60,807$5,802,200
2017$8,723.39$4,254,943
2016$38,469$3,497,166
2015$47,437$3,917,200
2014$67,923$5,399,300
2013$65,356$4,973,800
2012$52,338$4,013,640
2011$54,558$4,265,640
2010$47,732$4,017,870
2009$42,599$4,007,400
2008$37,385$3,407,905
2007$23,342$2,123,950
2006$23,908$2,150,016
2005$24,395$2,273,500
Nathaniel Pitchon-Getzels Logo
Getzels Group
Haven Team
CalRE #01884947
Call / Text
818.535.5337

Property Specs

Beds
7
Baths
8
Sq Ft
9,924
Institutional Underwriting Ledger

Investment Numbers & Operating Model

Standardized cash flow underwriting modeled with state tax schedules, regional insurance hazard risk, and disciplined operating reserves.

Data Sources:MLS List Price: $18,885,000Rent Basis: Observed Comp Model ($7,964/mo)State Tax Benchmark: 1.23% (MA)Hazard Reserve: $5,508/mo
Haven ScoreRisky
0/ 10

Multi-factor yield grade

Cap Rate (Unleveraged)
-0.46%

NOI: $-86,237/yr

Cash-on-Cash Yield
-29.1%

On $4,343,550 invested

DSCR Ratio
-0.07x

Negative debt coverage

5-Yr Leveraged ROI
+-51.1%

Equity + cumulative cash

Financing Scenario Controls
Adjust down payment & rates to model your personalized return

Monthly Cash Flow Breakdown

Monthly Operating Deductions
Property Taxes (1.23% of basis)-$7,811/mo
Homeowner / Hazard Insurance-$5,508/mo
Vacancy Reserve (5% of rent)-$398/mo
Repairs & Maintenance (10% of rent)-$796/mo
Property Management (8% of rent)-$637/mo
Total Pure Operating Expenses-$15,150/mo
Net Investor Cash Flow
Gross Scheduled Rent+$7,964/mo
Less: Operating Expenses-$15,150/mo
Net Operating Income (NOI)+$-7,186/mo
Less: Debt Service (30yr @ 6.75%)-$97,990/mo
Net Cash Flow
$-105,177/mo
$-1,262,120/year
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