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Ossining, NY Multifamily Homes & Duplexes for Sale

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  • /21

    $675,000

    • 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
  • /30

    $629,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    15 Dale Ave, Ossining, NY 10562

    A rare opportunity to own this well built 1880's Duplex home with covered front porch & perimeter fence! Nestled in the 'Upper Hollow' neighborhood within the village, the immediate proximity to Washington Square shops, Library, and bus stop, are appreciated amenities & conveniences. Updates are noted to the main roof, gas hw heating system, electrical panels & gas meters, vinyl siding &

    Greg Kane Kane & Associates

    15 Dale Ave, Ossining, NY 10562
  • /34

    $729,000

    • 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

    $785,000 Open Sun 12PM - 2PM

    • 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
  • /33

    $799,999

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    33 Park Ave, Ossining, NY 10562

    Welcome to 33 Park Avenue, Ossining, NY—a charming multi-family (2) home that seamlessly blends modern comfort with classic appeal. With 2,160 sq ft of living space nestled on a generous 7,797 sq ft lot, this home offers ample room for both indoor and outdoor enjoyment. As you enter the front door into the 1st floor apartment, you are greeted in a spacious living room, separated dining room,

    Joseph Lukic Compass Greater NY, LLC

    33 Park Ave, Ossining, NY 10562
  • /17

    $928,000

    • 8 Beds
    • 3 Baths
    • 3,648 Sq Ft

    175 Croton Ave, Ossining, NY 10562

    Versatile Multi-Family Investment! This well maintained property features three units: one with 4 bedrooms and two with 2 bedrooms each! Ideal for rental income, owner occupancy, or multi-generational living. Highlights include a large basement with ample storage, off-street parking, and available garage space. Located just minutes from local shops, public transportation, and neighborhood

    Owen Leggio Leggio Realty Group

    175 Croton Ave, Ossining, NY 10562
  • /16

    $935,000

    • 4 Beds
    • 6 Baths
    • 2,868 Sq Ft

    177 Croton Ave, Ossining, NY 10562

    Welcome to this beautifully modern two-family home, where comfort meets convenience in every detail. Each spacious apartment is thoughtfully designed with large, light-filled rooms that create a bright and airy atmosphere throughout. The kitchens feature sleek, modern appliances, perfect for everyday living or entertaining guests with ease. Whether you're looking for a multi-generational living

    Owen Leggio Leggio Realty Group

    177 Croton Ave, Ossining, NY 10562
  • /27

    $1,350,000

    • 7 Beds
    • 4 Baths
    • 4,800 Sq Ft

    858 Pleasantville Rd, Briarcliff Manor, NY 10510

    Rare Investment Opportunity in Coveted Briarcliff Manor; Welcome to this exceptional multi-family home located in the highly desirable village of Briarcliff Manor, offering both a strong income-producing investment and the 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

    Nancy Beard Houlihan Lawrence Inc.

    858 Pleasantville Rd, Briarcliff Manor, NY 10510
  • /15

    $565,000

    • 4 Beds
    • 2 Baths
    • 1,560 Sq Ft

    37 Ann St, Ossining, NY 10562

    Opportunity Knocks in Ossining, NY!Don’t miss this incredible investment opportunity in a sought-after location! This income-producing 2-family home offers a steady revenue stream and is priced to sell. Whether you're a savvy investor or a first-time buyer looking to live in one unit and rent the other, this property delivers.Located in the heart of Ossining, close to transportation,

    Chaim Lebrecht eRealty Advisors, Inc

    37 Ann St, Ossining, NY 10562
  • /50

    $650,000

    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    23 Ann St, Ossining, NY 10562

    TWO FAMILY HOME - FULLY AVAILABLE - temp off market 100% renovation. Quality materials and workmanship. First level has 2 Br, second floor has 2 large Br and one small one. The attic is a big walk up finished storage area. Newer boiler and oil tank. Short walk to everything that makes Ossining a great place to live. Coffee Shops, Farmers Market, restaurants', Fairs, Festivals, River Front

    Eric Schatz Schatz Realty Group

    23 Ann St, Ossining, NY 10562
  • /24

    $699,000

    • 5 Beds
    • 3 Baths
    • 2,000 Sq Ft

    33 Ann St, Ossining, NY 10562

    Two-Family Home!! Here is a wonderful opportunity for a picturesque Colonial home near the Hudson River in desirable Ossining. Originally built in 1902, the charming clapboard property with its cute green shutters has since been expanded and is currently configured as a two-family residence. The possibilities are endless!The home presents beautifully with its postcard-perfect fenced

    Matthew Bizzarro Bizzarro Agency, LLC

    33 Ann St, Ossining, NY 10562
  • /26

    $675,000

    • 4 Beds
    • 2 Baths
    • 1,408 Sq Ft

    58 Yale Ave, Ossining, NY 10562

    Exceptional Two-Family Opportunity in Ossining, NY! This versatile property offers a fantastic chance for first-time buyers or investors to maximize their investment. With one unit freshly vacated, move right in and rent out the second to help cover your mortgage. The home features an attached two-car garage, providing ample parking and storage space. What truly sets this property apart is the

    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

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.

Home Trends in Ossining, NY

Housing Trends

Median Sale Price
$396,000
Median Single Family Sale Price
$887,111
Median Townhouse Sale Price
$527,000
Median 2 Bedroom Sale Price
$435,000
Median 1 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$286
Number of Homes for Sale
8
Last 12 months Home Sales
110
Months of Supply
0.90
Median List Price
$300,000
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
3%
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