29

Ossining, NY Houses for Sale

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  • /35

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    110 Morningside Dr, Ossining, NY 10562

    Welcome Home and discover this charming ranch-style residence nestled in one of Ossining’s most sought-after neighborhoods. Surrounded by nature and set on nearly an acre (0.85 acres) of beautifully landscaped property, this Single Family home offers comfort with 3 beds and 2 baths, lives like 2,000+ sq/ft with finished Basement, 2+ Car Garage, privacy, and timeless appeal.Enjoy a sun-filled

    Luis Morgado HomeSmart Homes & Estates

    110 Morningside Dr, Ossining, NY 10562
  • /22

    $695,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    19 Donald Ln, Ossining, NY 10562

    Located along a peaceful cul-de-sac in Ossining, there is a quiet grace to 19 Donald Lane. This beautifully maintained home welcomes you with sun-filled rooms and a sense of calm. As you walk up the new flagstone walkway and enter through the front door, you're greeted by the spacious living room lit by bay windows setting the tone for relaxed mornings or hosting evening guests. The open layout

    Luke Joachim Redfin Real Estate

    19 Donald Ln, Ossining, NY 10562
  • /50

    $1,350,000

    • 6 Beds
    • 7 Baths
    • 4,495 Sq Ft

    9 Gualtiere Ln, Ossining, NY 10562

    Panoramic Hudson River Views | Custom Architecture | Resort-Style Amenities |Discover an extraordinary sanctuary, where every detail has been carefully curated to create an unparalleled living experience. This architecturally stunning residence seamlessly blends sophisticated design with the natural beauty of its coveted river view location.Make a memorable entrance through the property’s

    Irina Fiorella Coldwell Banker Realty

    9 Gualtiere Ln, Ossining, NY 10562
  • /37

    $849,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 1,302 Sq Ft

    63 Cedar Ln, Ossining, NY 10562

    Welcome to 63 Cedar Lane – Your Hudson River Retreat! Perched on one of Ossining’s most sought-after streets, 63 Cedar Lane is a beautifully renovated 4-bedroom, 3-bathroom single-family home that perfectly blends modern luxury with breathtaking natural beauty. Enjoy sweeping Hudson River views from the oversized, maintenance-free deck. Watch the harvest moon rise and the fall foliage glow,

    Cindy Kief Corcoran Legends Realty

    63 Cedar Ln, Ossining, NY 10562
  • /6

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 2,693 Sq Ft

    94 Somerstown Rd, Ossining, NY 10562

    Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is abrand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first

    David Turner Compass Greater NY, LLC

    94 Somerstown Rd, Ossining, NY 10562
  • /24

    $999,000

    • 4 Beds
    • 3 Baths
    • 2,606 Sq Ft

    54 Allapartus Rd, Ossining, NY 10562

    Welcome to your dream home in the heart of Ossining, New York! This bright 4-bedroom, 3-bathroom ranch offers an unparalleled living experience with its exquisite design and premium features. Set on a serene and private two-acre lot, the property boasts abundant natural light throughout, creating an inviting atmosphere. Step into the expansive, renovated chef's kitchen with professional stainless

    Hope Stone Compass Greater NY, LLC

    54 Allapartus Rd, Ossining, NY 10562
  • /38

    $1,425,000

    • 6 Beds
    • 3.5 Baths
    • 4,264 Sq Ft

    409 Central Dr, Briarcliff Manor, NY 10510

    Gracious, sun-drenched Colonial in the Briarcliff School District, set in a coveted estate area. Designed for both comfortable living and effortless entertaining, this beautifully maintained home offers a seamless flow inside and out, with a screened porch and open patio overlooking serene natural vistas. The second level features 6-bedrooms and 3-bathrooms, providing flexible spaces for guests,

    Susan Strawgate Code Houlihan Lawrence Inc.

    409 Central Dr, Briarcliff Manor, NY 10510
  • /38

    $899,000

    • 3 Beds
    • 3 Baths
    • 2,614 Sq Ft

    40 Magnolia Rd, Briarcliff Manor, NY 10510

    Welcome home to this inviting 3-bedroom, 3-bathroom residence where a thoughtful open-concept design creates a seamless flow for daily life and entertaining. The main floor is a showstopper, with a bright and airy living room with two-sided fireplace that connects effortlessly to the dining area and kitchen. Preparing meals is a dream in this designer kitchen with Sub-Zero and Bosch appliances

    Denyse Fecteau Denyse M. Fecteau

    40 Magnolia Rd, Briarcliff Manor, NY 10510
  • /47

    $975,000

    • 3 Beds
    • 3.5 Baths
    • 3,388 Sq Ft

    6 Greenwood Ct, Briarcliff Manor, NY 10510

    This elegant colonial-style residence is located within the prestigious gated community of Rosecliff. The property offers both luxurious surroundings and exceptional convenience, set at the end of a tranquil cul-de-sac to ensure maximum privacy for its owners. Upon entry, guests are welcomed into a spacious foyer adjacent to a modern kitchen equipped with stainless steel appliances and an eat-in

    Christine Iarocci Coldwell Banker Realty

    6 Greenwood Ct, Briarcliff Manor, NY 10510
  • /37

    $1,090,000

    • 3 Beds
    • 2.5 Baths
    • 3,990 Sq Ft

    81 Glendale Rd, Ossining, NY 10562

    Fully Available. Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with

    Helena Macintyre North Country Sothebys Int Rlt

    81 Glendale Rd, Ossining, NY 10562
  • /50

    $1,499,000

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

    383 Illington Rd, Ossining, NY 10562

    Welcome to 383 Illington Road – an amazing, oversized 3 bedroom colonial that lives like a 4 bedroom, with 10 foot ceilings, 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, including an additional lot with an adorable treehouse for everyone to enjoy. All just minutes

    Annette Cicinelli Keller Williams Realty Partner

    383 Illington Rd, Ossining, NY 10562
  • /33

    $899,222

    • 4 Beds
    • 2.5 Baths
    • 3,551 Sq Ft

    1 Noel Dr, Ossining, NY 10562

    Sprawling Cape Cod style home with first floor primary suite on a fabulous, private setting. Kitchen has stainless appliances and stone counters, formal dining room has large bay window looking out at the fenced-in property, and living room has high ceilings and a fireplace. Sun Room off the kitchen has 3 skylights and the covered patio off the kitchen overlooks the lush landscaping, backing up

    Mark Seiden Mark Seiden Real Estate Team

    1 Noel Dr, Ossining, NY 10562
  • /43

    $1,259,000

    • 3 Beds
    • 2.5 Baths
    • 3,078 Sq Ft

    12 Country Club Ln N, Briarcliff Manor, NY 10510

    Elegant 3-Bedroom Retreat with Hudson River Views near Sleepy Hollow Country Club. Nestled on a peaceful cul-de-sac, this stately 3 bedroom, 2.5 bath home offers refined living with breathtaking views of the Hudson River. Step inside to discover a sun-drenched formal living room featuring a beautiful bay window for taking in the view. The spacious family room was made for cozy nights, anchored by

    Michael Criscuolo Houlihan Lawrence Inc.

    12 Country Club Ln N, Briarcliff Manor, NY 10510
  • /32

    $629,000

    • 3 Beds
    • 1.5 Baths
    • 1,610 Sq Ft

    8 Eldridge Ave, Ossining, NY 10562

    This Charming Village Colonial comes complete with a classic front porch and swing, offering the perfect spot to relax and enjoy your surroundings. Welcome home to this beautiful 3 bedroom, 1.5 bath Colonial that seamlessly blends timeless character with modern updates.The inviting living room with fireplace and custom built-in bookcases create a warm, welcoming space ideal for both relaxing

    Janet Brand Houlihan Lawrence Inc.

    8 Eldridge Ave, Ossining, NY 10562
  • /42

    $645,000

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft

    5 Sabrina Ln, Ossining, NY 10562

    Welcome to this beautiful split-level ranch featuring 3 bedrooms, 3 full baths, and a two-car garage. Enjoy energy efficiency with solar panels and a spacious layout designed for comfort and entertaining. Upstairs living room has a bay-window with a cozy fireplace. The large finished lower level offers the perfect gathering space with a sliding glass doors, and access to a paved patio ideal for

    Elizabeth Harlow Compass Greater NY, LLC

    5 Sabrina Ln, Ossining, NY 10562
  • /26

    $349,222

    • 2 Beds
    • 1.5 Baths
    • 972 Sq Ft

    42 Campwoods Grounds, Ossining, NY 10562

    This beautifully updated home now features several new upgrades, including a fully reconstructed floor on the main level, professionally rebuilt for lasting stability and comfort. Step back in time and discover the charm of this turn-of-the-century cottage, nestled in the heart of the historic Campwoods Grounds Community. Enjoy the unique blend of community living and the privacy of a

    Mark Seiden Mark Seiden Real Estate Team

    42 Campwoods Grounds, Ossining, NY 10562
  • /35

    $709,000

    • 5 Beds
    • 2.5 Baths
    • 3,656 Sq Ft

    33 Ryder Rd, Ossining, NY 10562

    Want to WOW your family/friends this Thanksgiving? Imagine welcoming your guests in this Center Hall Colonial Farmhouse, situated on almost an acre of pristine land. Own a piece of Westchester County history with this 1826 built farmhouse, enjoy 7' high ceilings, wide planked hardwood floors, and three working fireplaces. The only thing scary about the full size basement is how DRY and BIG it is!

    Justin Landon Howard Hanna Rand Realty

    33 Ryder Rd, Ossining, NY 10562
  • /40

    $699,222

    • 6 Beds
    • 3 Baths
    • 3,254 Sq Ft

    7 Grandview Ave, Ossining, NY 10562

    Expanded 6 bedroom, 3 bath home on fenced-in property! This spacious home offers comfort, functionality, and room to grow. Nestled on a lovely level lot, the property features a newly painted rear deck, a storage shed, and a fully fenced yard—perfect for outdoor enjoyment. Inside, the first floor boasts a primary bedroom suite along with two additional bedrooms, ideal for flexible living

    Mark Seiden Mark Seiden Real Estate Team

    7 Grandview Ave, Ossining, NY 10562
  • /36

    $452,000

    • 2 Beds
    • 2 Baths
    • 1,243 Sq Ft

    14 Steven Dr, Ossining, NY 10562

    The one you’ve been waiting for! Walk right into this beautiful and spacious ground floor end unit with detached garage, featuring an open layout with kitchen overlooking the dining room to living room with fireplace and sliders out to deck. The home features a primary bedroom with crown molding with an impressive remodeled on suite bath with all the modern features, convenient laundry pantry and

    Robert Mulvey William Raveis Real Estate

    14 Steven Dr, Ossining, NY 10562
  • /27

    $505,000

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    39 Ann St, Ossining, NY 10562

    Welcome to this single-family home located in the heart of the vibrant town of Ossining. This residence features an inviting open-concept floor plan that offers excellent flow perfect for both everyday living.The main level includes a spacious living and dining area that seamlessly connects to the kitchen, along with a conveniently located first floor bedroom. Upstairs, you'll find two

    Susan Fraietta BHHS River Towns Real Estate

    39 Ann St, Ossining, NY 10562
  • /9

    $379,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    135 N Highland Ave, Ossining, NY 10562

    Great Investment Opportunity in the Heart of Ossining! This 2-bedroom, 1-bath single-family home is perfect for contractors, investors, or handy buyers looking to build equity. Perfect opportunity to design, renovate and add value. Zoned for a two-family home, this property offers the opportunity for future expansion and conversion (buyer to verify). Conveniently located near local shops,

    Wendy Galvan Century 21 Marciano

    135 N Highland Ave, Ossining, NY 10562
  • /48

    $5,500,000

    • 7 Beds
    • 5.5 Baths
    • 5,700 Sq Ft

    433 Arcady Rd, Ossining, NY 10562

    Old Dam Farm — A Rare Hudson Valley LegacySet on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season.At its heart stands a

    Nancy Kennedy

    433 Arcady Rd, Ossining, NY 10562
  • /50

    $3,300,000

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

    36 Revolutionary Rd, Briarcliff Manor, NY 10510

    The Essence of Westchester Luxury. A Grand Briarcliff Manor Estate Nestled on 3.83 Private Acres. Perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and Metro North train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary suite with a cozy

    Elaine Wasserman Houlihan Lawrence Inc.

    36 Revolutionary Rd, Briarcliff Manor, NY 10510
  • /27

    $699,000

    • 5 Beds
    • 3 Baths
    • 2,100 Sq Ft

    20 Pine Ave, Ossining, NY 10562

    This huge 5-bedroom, 3-bathroom home, is beautifully maintained and tucked away on a quiet, tree-lined residential street in the heart of Ossining has 2 bedrooms conveniently located on the main level for folks not wanting to walk up steps, guest accommodations, or a private home office setup.Even more room downstairs, the fully renovated basement which has a separate entrance and full

    Marc Giles eXp Realty

    20 Pine Ave, Ossining, NY 10562
  • /5

    $550,000

    • 3 Beds
    • 1 Bath
    • 1,276 Sq Ft

    14 Gates Ave, Ossining, NY 10562

    Welcome to 14 Gates Avenue, a unique opportunity in the heart of Ossining. This charming single-family home is being sold as-is, offering endless potential for renovation, expansion, or investment. Included in the sale is a valuable additional parcel of land, providing added privacy, space, or future development possibilities.Set on a quiet, tree-lined street, this property features a

    Tim Rothman Compass Greater NY, LLC

    14 Gates Ave, 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

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    335 Croton Dam Rd, Ossining, NY 10562
  • /49

    $3,900,000

    • 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

    Timothy Hegarty Houlihan Lawrence Inc.

    177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
  • /25

    $329,900

    • 5 Beds
    • 1.5 Baths
    • 2,880 Sq Ft

    20 Maple Place, Ossining, NY 10562

    According to the Town Of Ossining this house is uninhabitable and it is unsafe to enter. As such, interior showings are not permitted. Sold Strictly As Is. Buyer will be responsible for any and all debris removal. Buyer will be responsible for any and all Open Permits and/or Violations. Buyer to pay NY State Transfer Tax. Again, interior inspections are not available due to deteriorating property

    Gary Leogrande Keller Williams NY Realty

    20 Maple Place, Ossining, NY 10562
  • /42

    $3,400,000

    • 6 Beds
    • 5.5 Baths
    • 6,754 Sq Ft

    24 Country Club Ln, Briarcliff Manor, NY 10510

    Experience breathtaking, panoramic views of the majestic Hudson River from this exceptional sanctuary in Briarcliff Manor, NY. Reimagined and completely rebuilt in 2011, this unique home seamlessly blends elegance with serenity, offering a true connection between indoor and outdoor living. The property is designed to immerse you in nature’s beauty, with every space thoughtfully crafted to elevate

    Elizabeth Hargraves Julia B Fee Sothebys Int. Rlty

    24 Country Club Ln, Briarcliff Manor, NY 10510

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
$582,000
Median Single Family Sale Price
$652,500
Median Townhouse Sale Price
$595,000
Median 2 Bedroom Sale Price
$452,507
Median 1 Bedroom Sale Price
$319,000
Average Price Per Sq Ft
$350
Number of Homes for Sale
36
Last 12 months Home Sales
229
Months of Supply
1.90
Median List Price
$572,500
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
6%
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