Ossining, NY Multifamily Homes & Duplexes for Sale

/42
$799,000
- 4 Beds
- 3 Baths
- 1,368 Sq Ft
143 N Highland Ave, Ossining, NY 10562

Legal 3-family home, located in the heart of Ossining. Excellent 1st time buyer opportunity to live in one and rent two other units and parking lot to help pay the mortgage or great investment opportunity for passive income and build equity. Prime location-close to all, easy access to transportation, downtown, and Hudson River waterfront.

Abraham Mathew

CENTURY 21 DAWNS GOLD

(914) 867-0383

143 N Highland Ave, Ossining, NY 10562
Explore Ossining
/34
$949,000
- 7 Beds
- 3 Baths
- 2,224 Sq Ft
25 William St, Ossining, NY 10562

This spacious three-family home in Ossining offers three full stories plus a finished basement, perfect for multi-generational living or rental income. Each unit features its own living areas, kitchen, and bedrooms, providing privacy and flexibility for family members or tenants. The first floor includes a living room, central kitchen and dining area, three bedrooms, and a full bath. The second

Etan Hakimi Mitra Hakimi Realty Group LLC

25 William St, Ossining, NY 10562
/29
$828,000
- 5 Beds
- 3 Baths
- 2,812 Sq Ft
139 Spring St, Ossining, NY 10562

Nestled in the heart of Ossining, this charming two-family home combines space, flexibility, and opportunity under one roof. Offering three full stories plus a finished basement, it features multiple living areas, two kitchens, and plenty of bedrooms, making it ideal for multi-generational living or rental income.The first unit includes a welcoming living and dining area, two spacious

Etan Hakimi Mitra Hakimi Realty Group LLC

139 Spring St, Ossining, NY 10562
/21
$629,900
- 4 Beds
- 2 Baths
- 1,935 Sq Ft
90 Broadway, Ossining, NY 10562

This Colonial TWO-FAMILY dwelling is located in the heart of the village. The large 3BR Apartment is the entire 2.5 story dwelling! High first floor ceilings, generous Living & Dining areas, and a covered side porch are noted amenities. The Kitchen counter is granite, and the adjacent laundry area is a welcomed convenience. The bedrooms and hall bath are on the second floor. The walk-up Attic

Greg Kane Kane & Associates

90 Broadway, Ossining, NY 10562
/34
$709,000
- 4 Beds
- 3 Baths
- 2,880 Sq Ft
26-28 Lincoln Place, Ossining, NY 10562

EXCEPTIONAL Ossining legal 2 family: Unbeatable Location near the bustling downtown.This duplex built in 1989 offers ideal owner occupy.......live in One unit and rent the second to help carry costs...or a great opportunity for investor.. 3 level unit with cozy fireplace, family room and wood deck for summer entertaining.. The second unit has 2 bedrooms and bath..But the perks don’t stop

Jayne Begley William Raveis Real Estate

26-28 Lincoln Place, Ossining, NY 10562
/36
$760,000
- 5 Beds
- 3 Baths
- 2,840 Sq Ft
37 Secor Rd, Ossining, NY 10562

Why buy just a single family home when you can buy a single family and two family in a bundle. Live on once side and rent the other or rent the whole building. Two tax lots on ONE deed. Enjoy spectacular unobstructed views of the Hudson river. Convenient Garage parking below the single family side and Municipal lot parking behind the building for your tenants. The basement offers tons of

Monica Cooper THD Homes LLC

37 Secor Rd, Ossining, NY 10562
/27
$1,250,000
- 7 Beds
- 4 Baths
- 2,967 Sq Ft
858 Pleasantville Rd, Briarcliff Manor, NY 10510

Don't miss this rare opportunity in the coveted Briarcliff Manor School District; Welcome to this exceptional multi-family home located in the highly desirable village of Briarcliff Manor, offering a unique potential to live in one unit while collecting rental income from the others. Located within the award-winning Briarcliff Manor School District, this property presents a unique blend of

Nancy Beard Houlihan Lawrence Inc.

858 Pleasantville Rd, Briarcliff Manor, NY 10510
/17
$372,600
- 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,

Jamarr Zellner REALHome Services & Solutions

4 William St, Ossining, NY 10562

New York Westchester County Ossining

Why Live in Ossining

Ossining, NY, located in Westchester County, is a diverse town with river access and a growing downtown scene. The town includes the Villages of Ossining and Briarcliff Manor, each with its own unique residential areas such as Crotonville and Scarborough. Homes in Ossining range from split-levels, Colonial Revivals, and Cape Cods to historic mansions in Scarborough, with prices varying significantly. The downtown area, primarily along Main Street and Spring Street, is experiencing a business boom with new and modern establishments supported by recent grant funding. Market Square hosts the Ossining Down to Earth Farmers Market every Saturday, offering fresh produce and homemade goods. The town is known for its packed event schedule, including the RiverJam summer concert series at Louis Engel Waterfront Park and the annual Candy Cane Run organized by the Ossining Police Department. The park is set for renovations funded by a state grant, with community input on updates. Ossining's safety is notable, with crime rates lower than state and national averages. The town offers multiple commuting options to Manhattan, approximately 35 miles away, including the Metro-North Rail Road and Westchester County’s Bee-Line buses. The Ossining Union Free School District and Briarcliff Manor Union Free School District are highly rated, serving the town's educational needs. Residents enjoy easy access to the Hudson River for fishing and boating, and recreational spots like Croton Point Park and the Trump National Golf Club Winchester.

Learn more about living in Ossining

Home Trends in Ossining, NY

On average, homes in Ossining, NY sell after 42 days on the market compared to the national average of 53 days. The median sale price for homes in Ossining, NY over the last 12 months is $582,500, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$582,500

Median Single Family Sale Price

$660,000

Median Townhouse Sale Price

$595,000

Median 2 Bedroom Sale Price

$447,500

Median 1 Bedroom Sale Price

$319,000

Average Price Per Sq Ft

$351

Number of Homes for Sale

Last 12 months Home Sales

223

Months of Supply

2.10

Median List Price

$571,200

Median Change From 1st List Price

-2%

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 8 multi-family homes for sale, providing an appealing investment opportunity for buyers. With multi-family homes priced between $372,600 to $1,250,000, there's a range to accomodate every budget. As of November, 2025 the median home price in Ossining is $571,200, while the average sale price is $581,101, offering insights into the local housing market. On average, multi-family homes spend 42 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

More About Living in Ossining

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