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Investing in Winthrop Multi-Family Homes

A live snapshot of the Winthrop, MA multi-family market — 17 active listings.

Active listings17
Median price$1,199,900
Median cap rate
Avg Signal Score
Median $/unit$424,950
Price range$699,000$4,724,900
5/10
Winthrop Market Score — Balanced
$649,500 median · -7.1% YoY · 40 days on market · ~15 sales/mo
Based on the last 6 months of recorded sales vs. the prior year. Updated regularly.

Winthrop is one of Greater Boston's active multi-family markets, with 17 income properties currently for sale at a median price of $1,199,900. Whether you're buying your first two- or three-family or expanding a portfolio, the listings below are each scored for investment potential so you can compare deals at a glance.

Top Winthrop multi-families

View all 17
117 Revere St, Winthrop MA 02152
$1,225,000
117 Revere St, Winthrop MA 02152
3 units 9 bd3 ba3,621 sqft
50 Main St, Winthrop MA 02152
$779,986
50 Main St, Winthrop MA 02152
2 units 6 bd2 ba2,560 sqft
22 Adams St, Winthrop MA 02152
$1,299,000
22 Adams St, Winthrop MA 02152
3 units 7 bd3 ba3,989 sqft
193-195 Winthrop St, Winthrop MA 02152
$1,199,900
193-195 Winthrop St, Winthrop MA 02152
3 units 5 bd4 ba2,799 sqft
1001 Shirley St, Winthrop MA 02152
$4,724,900
1001 Shirley St, Winthrop MA 02152
5 units 10 bd15 ba9,156 sqft
66 Sunnyside Ave, Winthrop MA 02152
$999,888
66 Sunnyside Ave, Winthrop MA 02152
2 units 5 bd2 ba2,635 sqft
21 Hutchinson, Winthrop MA 02152
$1,260,000
21 Hutchinson, Winthrop MA 02152
2 units 4 bd6 ba3,705 sqft
32 Irwin St, Winthrop MA 02152
$1,100,000
32 Irwin St, Winthrop MA 02152
4 units 6 bd4 ba2,949 sqft
516 Pleasant St, Winthrop MA 02152
$1,499,000
516 Pleasant St, Winthrop MA 02152
3 units 5 bd3 ba2,889 sqft

Prices in Winthrop currently run from $699,000 to $4,724,900, or about $424,950 per unit at the median. Multi-family inventory moves quickly when the numbers work, so save a search to get alerted the moment a new Winthrop deal hits the market — or open any listing and run your own numbers in the property analyzer.

Winthrop multi-family — questions & answers

How many multi-family homes are for sale in Winthrop?

There are currently 17 active multi-family listings in Winthrop, MA.

What is the median multi-family home price in Winthrop?

The median list price is about $1,199,900, or roughly $424,950 per unit.

What cap rate do multi-families in Winthrop offer?

Cap rate estimates depend on local rents; contact us for a current read.

Justin Rollo, Broker Associate at Signal Real Estate
Justin RolloBroker Associate, Signal Real Estate · MA Lic. #9534264

Justin Rollo is a Broker Associate with Signal Real Estate (MA Lic. #9534264) and a lifelong Massachusetts resident. Over 14 years and hundreds of transactions, he has worked investment properties — multi-families and house-hacking — across Greater Boston full-time. Away from real estate, Justin is a proud dad, youth coach and local school-committee member — and a former professional poker player who still loves golf and following local sports.

📞 978-790-4381📍 25 Braintree Hill Park, Suite 200, Braintree, MA 02184
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