Ossining, NY Multifamily Homes & Duplexes for Sale

/36
$849,000 Open Sun 12PM - 3PM
- 5 Beds
- 3 Baths
- 2,840 Sq Ft
37 Secor Rd, Ossining, NY 10562

A Multi Family and Single family being sold as a package. Left side is a 2 Bedroom, One Bath Single family (one level - like an apartment) home with a garage below and basement. Multi family is a 1Bedroom over 1 Bedroom w/ access to basement. Basement extends full length of both homes and is unfinished. Above ground Oil tank. One furnace, 3 Meters. Garage parking for 1 to 2 cars. Unobstructed

Monica Cooper THD Homes LLC

37 Secor Rd, Ossining, NY 10562
/38
$899,000
- 8 Beds
- 4 Baths
- 2,380 Sq Ft
39 Terrace Ave, Ossining, NY 10562

Welcome to 39 Terrace Avenue, a well-maintained and versatile three-family property nestled on a 0.20-acre lot in the vibrant Village of Ossining. With a total of 2,380 square feet across three distinct residential units—including a detached rear cottage—this offering is perfect for primary residency AND investors seeking strong income potential and long-term upside.**Unit 1 – First Floor

James Schunk Schunk Realty Group

39 Terrace Ave, Ossining, NY 10562
/28
$719,900 Open Sat 2PM - 4PM
- 6 Beds
- 2 Baths
- 1,944 Sq Ft
94 Linden Ave, Ossining, NY 10562

Welcome to this legal 2 family Stucco Colonial home style in the heart of it all! Great opportunity for those looking to owner-occupy one unit, and rent the other unit to offset some of your carrying cost or a great investment opportunity! This unique property offers character, charm, and details one expects from this vintage. Unit 1: The main floor: the gracious entry leads you to an enclosed

Maria Vele Keller Williams Realty Partner

94 Linden Ave, Ossining, NY 10562
/20
$599,000
- 4 Beds
- 2 Baths
- 1,408 Sq Ft
58 Yale Ave, Ossining, NY 10562

Welcome to this fantastic 2-family multi-family home in the heart of Ossining, NY! Enjoy the perfect blend of convenience and comfort in this exceptional property. Located in a prime spot, you'll be just steps away from shops, restaurants, and entertainment, with easy access to trains and public transportation. Great investment opportunity with potential for rental income and long-term

Chaim Lebrecht eRealty Advisors, Inc

58 Yale Ave, Ossining, NY 10562
/2
$398,200
- 3 Beds
- 2 Baths
- 1,160 Sq Ft
4 William St, Ossining, NY 10562

The property is occupied so all potential buyers are asked to check with city and tax records to determine actual bedroom, bathroom counts and all details on this property listed above to their satisfaction. This is an AS-IS foreclosed/REO property. Do not disturb occupants or walk on property. Buyers’ premium paid at closing by buyer. *** Seller makes no guarantees about property’s condition,

Christopher Rose REALHome Services & Solutions

4 William St, Ossining, NY 10562
/8
$679,000 Pre-Foreclosure
- 3 Beds
- 3.5 Baths
- 2,820 Sq Ft
37 Washington Ave, Ossining, NY 10562

Large 2 family Great location older victorian style 9 ft ceilings Across street from scenic park

Louis Zazzarino ZAZZARINO LOUIS

37 Washington Ave, Ossining, NY 10562

New York Ossining

About Ossining

Ossining is a town in Westchester County with two villages, the Hudson River along the western edge and a growing downtown scene. The Sintsink Native American tribe lived in the area first, leading to the village’s first name — “Sing Sing.” The Sing Sing Prison caused controversy in the 20th century, so the town name was changed to Ossining in 1901 to separate the town from the prison’s reputation and avoid public confusion.

Greg Young has been an Ossining resident since 2020 and owns Ossining Riverworks, a local coworking community. “My wi ...

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Home Trends in Ossining, NY

On average, homes in Ossining, NY sell after 41 days on the market compared to the national average of 47 days. The average sale price for homes in Ossining, NY over the last 12 months is $611,321, up 3% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)

$582,000

Median Single Family Price

$672,000

Median Townhouse Price

$582,000

Median 2 Bedroom Price

$436,166

Median 1 Bedroom Price

$355,000

Average Price Per Sq Ft

$347

Number of Homes for Sale

Last 12 months Home Sales

245

Months of Supply

2.50

Median List Price

$575,000

Median Discount From 1st List Price

-3%

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Ossining, there are currently 6 multi-family homes for sale, providing an appealing investment opportunity for buyers. With multi-family homes priced between $398,200 to $899,000, there's a range to accomodate every budget. As of April, 2025 the median home price in Ossining is $575,000, while the average sale price is $611,321, offering insights into the local housing market. On average, multi-family homes spend 41 days listed before being sold. Multi-family homes include a variety of property types, from duplexes, triplexes, and fourplexes, to apartment complexes, all within a single building divided to accommodate multiple families living separately. These multi-family properties for sale offer investors the chance to generate rental income. Whether you're considering a duplex for a beginner investment or an apartment complex for a more substantial venture, there are investment properties available to meet your requirements. Explore the range of multi-family homes for sale in Ossining, NY.

Ossining Types of Homes for Sale

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Multi-Family Homes in Nearby Neighborhoods

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