3 Family at 20 Shepherd St, Gloucester MA 01930, Gloucester

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41 photos

$799,000

20 Shepherd St, Gloucester MA 01930

Gloucester, MA 01930

Listed by Salvatore DiMercurio

Bedrooms

Bathrooms

Living area

2,904 sqft

Year built

1900

About this home

Well-maintained three-family property offering an excellent investment or owner-occupant opportunity in desirable Gloucester. All three units feature two bedrooms and one full bath, providing functional layouts with strong rental appeal. Driveway offers off-street parking for multiple vehicles. Current rents are below market value, presenting excellent potential for increased cash flow. Conveniently located near downtown Gloucester, shopping, restaurants, beaches, the waterfront, Route 128, and the MBTA commuter rail. A fantastic opportunity to own a well-kept, income-producing property with room for future growth.

Property details

MLS #: 73561763
Property type: 3 Family
Subdivision: N/A
Status: Active
Days on market: 45
On market date: August 11, 2026
Stories: 6
Total bathrooms: 3
Garage spaces: N/A
Parking spaces: 5
Lot size: 0.11 acres

Location

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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary

Veterans Memorial

0.76 mi away · Grades 0-5

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: 216
Student:teacher ratio: 8.6:1
District: Gloucester

Middle

Ralph B O'Maley Middle

0.98 mi away · Grades 6-8

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: 630
Student:teacher ratio: 11.3:1
District: Gloucester

High

Gloucester High

0.64 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: 830
Student:teacher ratio: 10.5:1
District: Gloucester

Walkability

Blended score for Gloucester's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

Highly walkable

out of 100

EPA National Walkability Index

18.7 / 20 -- Most walkable

Nearby-amenity density

100 / 100

Restaurants & cafes20

Grocery stores9

Parks17

Schools12

Transit stops20

Pharmacies2

Market position

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

On the market 45 days -- 56 fewer days than Gloucester's current average of 101 days.

For reference, the median list price across 232 active listings in Gloucester right now is $599,000.

Mortgage calculator

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

Home price

Down payment

Interest rate

Loan term

Adjust tax / insurance estimates

Property tax

% / yr

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/mo

Est. monthly payment

$4,962/mo

$159,800 down

$639,200 loan

Principal & interest$4,146

Property tax (est.)$666

Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 26 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.