Winchester, MA Duplexes for sale

Updated: May 9

Two-Unit Duplex with Garages

63-65 Harvard Street, Winchester, MA 01890

$1,110,000

2,186 sqft 0.12 AC lot

Two‑family duplex with 2,186 square feet on a 0.1175‑acre lot
Upper residence spans the second and third floors with 3 bedrooms and 2 full baths
First‑floor unit includes 2 bedrooms and 1 full bath
Dedicated garage space for each unit
Long driveway provides additional parking

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Updated: Oct 23

Two-Family Residential Duplex

16-18 Russell Rd, Winchester, MA 01890

$1,049,000

2,226 sqft 0.09 AC lot

Two separate units: upper level has 3 bedrooms and 1 bath; lower level has 1 bedroom and 1 bath
2,226 square feet on a 0.0918‑acre lot
Lower apartment has stated potential for a second bedroom
Ductless mini‑split heating and cooling, plus gas forced air in the basement
Off‑street parking and yard

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Duplex with Separate Utilities

419-421 Washington St, Winchester, MA 01890

$1,249,000

Two independent central HVAC systems support the property's two-family layout.

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3 active listings match your search: Duplex for sale in Winchester, MA. Based on your search, we've also compiled 4 Potential Opportunities for your consideration: 4 properties in nearby cities.

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Duplex with Pond Views

39 Buckman St, Woburn, MA 01801

$1,138,000

2,725 sqft

Multiple living areas, two garages, and outdoor spaces support a flexible residential configuration near Horn Pond.

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Side-by-Side Duplex

13 Gregg Street, Woburn, MA 01801

$949,000

2,100 sqft

Each residence has three bedrooms, one bath, an eat-in kitchen, and laundry hookups.

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Two-Unit Duplex with Garage

54 Century St, Medford, MA 02155

$979,000

0.13 AC lot

One residence is vacant, while the other is leased through May 2027.

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Classic Two-Family in West Medford

40 Century St, Medford, MA 02155

$995,000

0.12 AC lot

Two-family home with income potential in a prime location.

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Winchester, MA Duplexes Market Trends and Statistics

Explore 3 duplexes for sale in Winchester, MA, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 4,412 square feet of properties for sale, with an estimated market value of $3,408,000.

Sale prices for two-family homes in Winchester, MA start at $1,049,000, averaging $1,136,000, and reaching up to $1,249,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Neighborhood	Average Price
01890	$1.1M

Neighborhood

Average Price

01890

$1.1M