14

Ossining, NY Homes for Sale with Acreage

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  • /44

    $1,330,000

    • 4 Beds
    • 2.5 Baths
    • 3,568 Sq Ft

    30 Cottonwood Ln, Briarcliff Manor, NY 10510

    Charming classic Dutch Colonial offers transitional style throughout and is perfectly situated on a private 1.15-acre lot in a sought-after cul-de-sac. Formal living spaces include an expansive living room, a formal dining room and a family room with a wood burning fireplace, ideal for every day living or entertaining. A first-floor bonus room, once used to house an expansive train collection,

    Agent Photo

    Maria Teresa Duguet

    Houlihan Lawrence Inc.

    (914) 567-4698

    30 Cottonwood Ln, Briarcliff Manor, NY 10510
  • /48

    $1,099,000 Open Sat 10AM - 12PM

    • 5 Beds
    • 3 Baths
    • 3,972 Sq Ft

    83 McDonald Rd, Ossining, NY 10562

    Stunning Colonial Home Set on 1.8 Acres in Westchester County, NYWelcome to your dream home! Nestled down a picturesque 300-foot driveway, this exquisite colonial-style residence offers the perfect blend of elegance and comfort on a serene 1.8-acre lot. With 5 spacious bedrooms and 3 full bathrooms, this 3,900 square foot home (with an additional 1,100 square foot finished walk out basement) is

    Karen Gilmore Redfin Real Estate

    83 McDonald Rd, Ossining, NY 10562
  • /50

    $1,700,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 4,300 Sq Ft

    383 Illington Rd, Ossining, NY 10562

    Welcome to 383 Illington Road – an amazing, oversized colonial nestled on over 5 acres of picturesque, level land in the highly sought-after Yorktown Central School District. This exceptional property offers privacy, space, and convenience, just minutes from the Taconic Parkway. Inside, you’ll find a warm and inviting atmosphere featuring a stunning stone wood-burning fireplace as the centerpiece

    Annette Cicinelli Keller Williams Realty Partner

    383 Illington Rd, Ossining, NY 10562
  • /50

    $3,300,000

    • 5 Beds
    • 7 Baths
    • 7,931 Sq Ft

    36 Revolutionary Rd, Briarcliff Manor, NY 10510

    Luxury Meets History: Discover 36 Revolutionary Road, a true Westchester Treasure. Welcome to this private 3.83-acre estate that is perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary

    Elaine Wasserman Houlihan Lawrence Inc.

    36 Revolutionary Rd, Briarcliff Manor, NY 10510
  • /36

    $2,900,000

    • 14 Beds
    • 7.5 Baths
    • 15,530 Sq Ft

    139 Scarborough Rd, Briarcliff Manor, NY 10510

    Seize this rare opportunity to own an iconic estate rich in history, dating back to the 1890s. This distinguished property, known as “The Manor House,” was built for and live in by Walter Law, the founder of The Village of Briarcliff Manor. Constructed on Brier Cliff Farms, originally acquired from James Stillman, then-President of National City Bank (now Citibank), the estate at 139 Scarborough

    Elana Zimmerman Julia B Fee Sothebys Int. Rlty

    139 Scarborough Rd, Briarcliff Manor, NY 10510
  • /46

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,067 Sq Ft

    1002 Kitchawan Rd, Ossining, NY 10562

    Charming Farmhouse Retreat on Over an Acre – Next to IBMWelcome to your private wooded haven, perfectly situated on an acre of serene land just moments from IBM. This farmhouse-style beauty offers the perfect blend of rustic charm and modern updates, with a wraparound porch that invites peaceful morning coffees and evening relaxation.Inside, you'll find an updated kitchen with recessed lighting,

    Joanne Debellis Debellis Real Estate LLC

    1002 Kitchawan Rd, Ossining, NY 10562
  • /30

    $799,900

    • 3 Beds
    • 2 Baths
    • 2,658 Sq Ft

    459 Illington Rd, Ossining, NY 10562

    For Sale – Charming Colonial in Yorktown Heights' Sought-After Teatown Neighborhood.Move right into this charming three-bedroom colonial, beautifully situated in the highly desirable T-Town neighborhood. Set on two serene, park-like acres with protected, undeveloped land directly across the road, this home offers both privacy and natural beauty. The spacious interior includes a large eat-in

    Jonathan Gumowitz Coldwell Banker Signature Prop

    459 Illington Rd, Ossining, NY 10562
  • /45

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,876 Sq Ft

    125 Hawkes Ave, Ossining, NY 10562

    A peaceful escape awaits at 125 Hawkes Avenue. Tucked away on two lush acres, this charming Colonial-style home in Ossining welcomes you with warmth and serenity—a perfect full-time haven or relaxing weekend retreat just outside New York City. Outdoors, the property features a picturesque duck pond in the front yard and a fully fenced, private backyard—creating a tranquil oasis ideal for

    Lisa Cassella Compass Greater NY, LLC

    125 Hawkes Ave, Ossining, NY 10562
  • /45

    $1,223,000 Open Sun 1PM - 3:30PM

    • 4 Beds
    • 3 Baths
    • 2,950 Sq Ft

    320 Illington Rd, Ossining, NY 10562

    Kitchawan Farmhouse built approx. 1850 featuring all up-to-date amenities. Stylish Kitchen w/cherry wood cabinetry, granite counters, Wolf gas stove, Subzero Refrig. & additional 2 refrigerator draws in cabinets.. Enter the Formal Dining Room and extra large Living Room with wood burning original fireplace and freshly stained & polished wide plank floors. Continue on to the Family Room,

    Janet Auer Coldwell Banker Realty

    320 Illington Rd, Ossining, NY 10562
  • /46

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    1121 Estates Dr, Ossining, NY 10562

    Discover your dream home at 1121 Estates Drive in Ossining, NY! Nestled on a picturesque 1.8-acre lot, this amazingly renovated gem offers the perfect blend of modern amenities and serene suburban living within the highly sought-after Yorktown School District.Step inside and be captivated by the gleaming, newly refinished hardwood floors and the light-filled, oversized rooms, perfect for

    Annette Cicinelli Keller Williams Realty Partner

    1121 Estates Dr, Ossining, NY 10562
  • /46

    $6,400,000

    • 11 Beds
    • 6.5 Baths
    • 9,481 Sq Ft

    335 Croton Dam Rd, Ossining, NY 10562

    Nestled in the heart of the picturesque Hudson Valley, this stunning Tudor-style mansion is a true dream estate. Boasting an impressive 9,481 sq ft of living space, this magnificent property is situated on 50 acres of meticulously landscaped gardens, making it one of the most sought-after locations in the county.The estate features a 3-acre lake with a charming boathouse, a sparkling pool, a

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    335 Croton Dam Rd, Ossining, NY 10562
  • /2

    $3,000,000

    • Land
    • 6 Acres
    • $506,757 per Acre

    0 van Wyck St Unit KEY834077, Ossining, NY 10562

    Property located at Snowden Avenue & van Wyck Street. Site plan approval required. Plans available to review see attached flyer.Planned and designed for 48 unit four story building with views of Hudson River. 36 two bedroom & 16 one bedroom. Roof-top terrace overlooking the Hudson River, swimming pool, fitness area, pedestrian path connecting Van Wyck Street through the site and

    Barry Synnott Coldwell Banker Realty

    0 van Wyck St Unit KEY834077, Ossining, NY 10562
  • /37

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,310 Sq Ft

    255 Chadeayne Rd, Ossining, NY 10562

    Yorktown municipality, Yorktown Schools in the Kitchawan area. Set back from the road sits this stately home. Rich hardwood floors open floor plan and gorgeous natural light. The lower-level area is absolutely enormous and can accommodate ping pong, pool table and with the intimate fireplace, the entertainment options are limitless. With four bedrooms upstairs and an office downstairs could be

    Douglas Dill Houlihan Lawrence Inc.

    255 Chadeayne Rd, Ossining, NY 10562
  • /49

    $4,300,000

    • 6 Beds
    • 7 Baths
    • 6,571 Sq Ft

    177 Old Briarcliff Rd, Briarcliff Manor, NY 10510

    Welcome to Boxwood: A Timeless RetreatBoxwood offers a unique blend of classic Williamsburg Colonial architecture and thoughtful modern upgrades, creating a warm and inviting home that caters to both comfort and elegance. Situated on 3.895 acres of beautifully maintained grounds, this gated property provides a peaceful escape while remaining functional and accommodating for modern living.The home

    Timothy Hegarty Houlihan Lawrence Inc.

    177 Old Briarcliff Rd, Briarcliff Manor, NY 10510

Home Trends in Ossining, NY

Housing Trends

Median Sale Price
$597,500
Median Single Family Sale Price
$700,000
Median Townhouse Sale Price
$605,000
Median 2 Bedroom Sale Price
$435,000
Median 1 Bedroom Sale Price
$364,000
Average Price Per Sq Ft
$349
Number of Homes for Sale
57
Last 12 months Home Sales
246
Months of Supply
2.80
Median List Price
$595,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
8%
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