35

Ossining, NY Houses for Sale

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  • /33

    $565,000

    • 3 Beds
    • 1.5 Baths
    • 1,264 Sq Ft

    110 Pine Ave, Ossining, NY 10562

    Fall in love with this charming colonial-style home offering endless potential to make it your own. As you enter, you’re greeted by a welcoming enclosed front porch, perfect for enjoying morning coffee or adding a touch of seasonal charm. Inside, the spacious living room flows effortlessly into the dining area and office/den, creating a comfortable space for everyday living. The kitchen features

    Ana Bermeo Keller Williams Realty Partner

    110 Pine Ave, Ossining, NY 10562
  • /50

    $1,450,000

    • 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
  • /48

    $1,099,000

    • 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

    Karen Gilmore Redfin Real Estate

    83 McDonald Rd, Ossining, NY 10562
  • /42

    $796,400

    • 3 Beds
    • 4 Baths
    • 2,068 Sq Ft

    31 Murray Ln, Ossining, NY 10562

    Welcome to 31 Murray Avenue – where style, charm, and convenience converge in the heart of Ossining. Ideally located close to the elementary and middle schools, this thoughtfully designed home also offers seasonal Hudson River views and easy access to nearby parks, the riverfront, and Ossining’s vibrant downtown filled with shops and restaurants. Inside, you'll find sun-drenched living spaces and

    Daniella Ingenito Compass Greater NY, LLC

    31 Murray Ln, Ossining, NY 10562
  • /50

    $1,125,000

    • 4 Beds
    • 2.5 Baths
    • 3,246 Sq Ft

    32 Waterview Dr, Ossining, NY 10562

    Located within the renowned Waterview Estates in Ossining, this house and property is simply STUNNING! Starting outside, the curb appeal of 32 Waterview is immediately on display. This classic Colonial with a rocking chair front entry porch, the handsome circular stone wall with a Japanese Maple as its centerpiece, and double wide driveway to comfortably accommodate residents' and guests'

    Eric Lebenson ERA Insite Realty Services

    32 Waterview Dr, Ossining, NY 10562
  • /39

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 2,416 Sq Ft

    144 Hungerford Rd N, Briarcliff Manor, NY 10510

    AO 7/27, inspection 7/27. Impeccably maintained and tastefully updated Split Colonial offers an expansive yet intimate environment for comfortable living and great flow for entertaining. As you enter you will notice living room boasts gleaming hardwood flooring, crown molding, and flows nicely into newer kitchen with stainless steel appliances, quartz counters, and ample storage. Formal dining

    Jeanne Beckley Howard Hanna Rand Realty

    144 Hungerford Rd N, Briarcliff Manor, NY 10510
  • /32

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    111 Narragansett Ave, Ossining, NY 10562

    Brand new thoughtfully designed modern farmhouse offers 3 bedrooms, 2.5 bathrooms, hardwood flooring throughout the main level, blends modern comfort with timeless style. At the heart of the home, the kitchen features a custom wood peninsula, Silestone quartz countertops, cabinetry with undermount lighting, and a layout that brings everyone together with ease. Best part? Everything is new! There

    Suzanne Welch Coldwell Banker Realty

    111 Narragansett Ave, Ossining, NY 10562
  • /39

    $1,200,000

    • 5 Beds
    • 3.5 Baths
    • 3,866 Sq Ft

    173B Chappaqua Rd, Briarcliff Manor, NY 10510

    Nestled on a tranquil private road, this stunning Colonial home seamlessly blends timeless elegance with modern comfort. Featuring five spacious bedrooms and four bathrooms with recent upgrades including new roof, HVAC and water heater. This home offers the perfect balance of charm, functionality, and luxury.From the inviting rocking chair front porch to the resort-style backyard, every

    Christine DiChiara Coldwell Banker Realty

    173B Chappaqua Rd, Briarcliff Manor, NY 10510
  • /2

    $850,000

    • 3 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    23 Liberty St, Ossining, NY 10562

    THIS IS NOT JUST ANOTHER LISTING! Don't miss this RARE opportunity to own a newly constructed home in the heart of Westchester County. This thoughtfully designed, three-level residence is currently being built with modern energy-efficient standards and fitted with premium, top-tier appliances. Every aspect of this home has been crafted to deliver both style and functionality for today’s

    Paige Castiello Keller Williams Realty Group

    23 Liberty St, Ossining, NY 10562
  • /31

    $862,500

    • 3 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    175 Chappaqua Rd, Briarcliff Manor, NY 10510

    Beautiful home on .83acre is a pure gem. Magnificent tiered landscaped rear is a literal "Garden of Eden" which stretches so far back one thinks one is on a nature walk. Seeing is believing.Besides this priceless piece of land, this white brick home with black trim is consistent with the style of today's home preference. This home offers 7 rooms, entrance foyer, living room, dining room,

    Kathleen Zaccagnino Rye Port Real Estate, Inc.

    175 Chappaqua Rd, Briarcliff Manor, NY 10510
  • /20

    $799,900

    • 3 Beds
    • 1.5 Baths
    • 1,828 Sq Ft

    19 Leicester Rd, Briarcliff Manor, NY 10510

    Sundrenched in natural light this home offers an expansive single-level layout ready for your personal touch. Features living room with fireplace, large eat-in-kitchen, formal dining room with French doors overlooking private yard with pool, primary bedroom, two family sized bedrooms. In addition, full basement with high ceilings and laundry. 2 car garage for parking. The location cannot be

    Lena O'Neill Howard Hanna Rand Realty

    19 Leicester Rd, Briarcliff Manor, NY 10510
  • /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
  • /4

    $875,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,840 Sq Ft

    58 Narragansett Ave, Ossining, NY 10562

    Welcome Home to Modern Comfort and Relaxed Living!Discover this beautifully updated 4-bedroom, 2.5-bath detached single-family home offering 2,840 sq ft of thoughtfully designed living space on a generous 0.29-acre lot. Nestled in a quiet, family-friendly neighborhood, this home seamlessly blends style, comfort, and convenience.Step into the bright, open-concept living areas featuring

    Luis Morgado HomeSmart Homes & Estates

    58 Narragansett Ave, Ossining, NY 10562
  • /22

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,975 Sq Ft

    3 Ivanhoe Place, Briarcliff Manor, NY 10510

    Enjoy Seasonal Hudson River Views from this beautifully renovated 3-bedroom home situated on a quiet cul-de-sac in Briarcliff Manor in the Tarrytown/Sleepy Hollow School District. The Park Like Property could accommodate a Pool or Tennis Court and features a Fire Pit. Additionally, there is a beautiful terrace for entertaining. An open plan features a fabulous Gourmet kitchen and 2 new full

    Judith Cascone Julia B Fee Sothebys Int. Rlty

    3 Ivanhoe Place, Briarcliff Manor, NY 10510
  • /13

    $599,000 Open House 8/10

    • 3 Beds
    • 2 Baths
    • 971 Sq Ft

    7 Belleview Ave, Ossining, NY 10562

    Charming Hilltop Retreat with Hudson River Views - Welcome to this storybook 3-bedroom, 2-bath home, perched on a quiet hill with seasonal Hudson River views and breathtaking sunsets all year round.This home has been thoughtfully updated, featuring:• A modern kitchen with new appliances• Stylish bathrooms with contemporary finishes• Freshly painted interior• New front

    Gloria Correa Cepin eXp Realty

    7 Belleview Ave, Ossining, NY 10562
  • /19

    $328,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    17 Campwoods Grounds, Ossining, NY 10562

    A home is something so special, it is indescribable. It is not about the structure or the place or the house, but it is about feelings, important things like being with the people you love, great experiences and memories. A home should make you feel safe, loved, and special.This two bedroom 1 bath updated cottage gives everyone who enters its threshold comfort, warmth, and intimacy. This home

    Rob Lowenthal Corcoran Legends Realty

    17 Campwoods Grounds, Ossining, NY 10562
  • /29

    $389,000

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    92 Dale Ave, Ossining, NY 10562

    Perched atop a quiet hill, this inviting 2-bedroom, 1-bath ranch is the perfect starter home and a smart alternative to condo living. The home features original hardwood floors as seen, complemented by new laminate flooring for easy maintenance and comfort. A spacious deck and surrounding lawn area offer room to relax, entertain, or garden.The full basement includes a washer/dryer hookup and

    Concetta Connie Gallo Howard Hanna Rand Realty

    92 Dale Ave, 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
  • /50

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,385 Sq Ft

    21 Tappan Terrace, Briarcliff Manor, NY 10510

    This marvelous house on a quiet cul-de-sac is an absolute gem! With a huge Office/Den and Recreation Room downstairs NOT included in the square footage, this house truly lives like a much larger home than many in this desired neighborhood. These extra spaces also will give any new owner tremendous flexibility to make the home THEIRS, with so many possibilities for comfort and convenience. On the

    Eric Lebenson ERA Insite Realty Services

    21 Tappan Terrace, Briarcliff Manor, NY 10510
  • /15

    $495,000

    • 4 Beds
    • 1 Bath
    • 1,268 Sq Ft

    35 Ann St, Ossining, NY 10562

    Charming Colonial in Prime Ossining Location!Welcome to this well-maintained single-family Colonial nestled in the heart of Ossining, NY. This inviting home offers 4 spacious bedrooms and 1 full bathroom, with the convenience of a first-floor bedroom—perfect for guests or flexible living arrangements.Located in a great neighborhood, this property combines classic charm with modern

    Chaim Lebrecht eRealty Advisors, Inc

    35 Ann St, Ossining, NY 10562
  • /46

    $698,000

    • 4 Beds
    • 3 Baths
    • 1,932 Sq Ft

    18 Jenkins Ct, Ossining, NY 10562

    Tucked away at the end of a quiet cul-de-sac, this charming Cape cod is the kind of home that just feels good from the moment you arrive. With 4 bedrooms, and 3 full bathrooms, there’s plenty of room to spread out, grow, and make lasting memories. Step inside through a stylish glass-paneled front door and into a sunlit foyer that sets the tone for the rest of the house. The kitchen—spacious and

    Eva Casoria eXp Realty

    18 Jenkins Ct, Ossining, NY 10562
  • /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
  • /20

    $670,000

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    5 Sabrina Ln, Ossining, NY 10562

    Beautifully maintained raised ranch nestled in a quiet Ossining Neighborhood-just minutes from Hudson River trails,local parks,and Metro North.Whether you’re commuting to NYC or escaping into nature,this home offers the best of both worlds.Featuring:3 bedrooms,2 full bathrooms,1,604 sqft interior on a 7,405 sqft lot.large kitchen,finished basement with laundry.2 car garage,long driveway,Built in

    Brad Turner AVWAR Realty

    5 Sabrina Ln, Ossining, NY 10562
  • /5

    $599,000

    • 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 classic

    Tim Rothman Compass Greater NY LLC

    14 Gates Ave, 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
  • /30

    $1,899,000

    • 5 Beds
    • 3.5 Baths
    • 4,034 Sq Ft

    205 River Rd, Briarcliff Manor, NY 10510

    Welcome to 205 River Road, a rare opportunity to own a fully renovated luxury home in Westchester County with breathtaking Hudson River views. This 5-bedroom, 3.5-bath colonial sits on a beautifully landscaped large lot in Briarcliff Manor’s highly desirable River Road neighborhood overlooking the majestic Hudson River, a quiet, tucked-away setting known for its natural beauty, privacy, and

    Lindsay DiLoreto Houlihan Lawrence Inc.

    205 River Rd, Briarcliff Manor, NY 10510
  • /30

    $775,000

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

    459 Illington Rd, Ossining, NY 10562

    Yorktown School District – Charming Colonial in 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
  • /34

    $700,000

    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    11C Piping Rock Dr, Ossining, NY 10562

    Nestled at the end of the serene and private Piping Rock Drive, this stunning colonial home offers a perfect blend of elegance, comfort, and convenience. As you approach, the expansive driveway ensures ample parking, while the attached one-car garage provides seamless access to the property. To the side of the garage, a charming, covered patio invites you to enjoy morning coffee or unwind in the

    Paige Castiello Keller Williams Realty Group

    11C Piping Rock Dr, Ossining, NY 10562
  • /47

    $1,223,000

    • 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
  • /34

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,488 Sq Ft

    16 Forest Ave, Ossining, NY 10562

    Welcome to 16 Forest Avenue, an elegant retreat nestled in the charming enclave of Ossining, NY. This beautifully appointed residence offers an exquisite blend of sophistication and comfort across a generous 1,488 square feet.Step inside and be greeted by gleaming hardwood floors that lead you through a spacious layout featuring four well-appointed bedrooms and two pristine bathrooms.

    Korab Krasniqi Compass Greater NY, LLC

    16 Forest 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 pool, a

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    335 Croton Dam Rd, Ossining, NY 10562
  • /36

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,526 Sq Ft

    25 Belleview Ave, Ossining, NY 10562

    Choose your Hudson view from your front porch or second floor enclosed balcony in this superb village stunner. This 3 bedroom home has preserved its vintage charm, thanks to the owner's care, with an attractive and artistic color scheme, hardwood floors, sconce lights, and artisan early 20th century millwork. The kitchen has a breakfast bar, and a pass through to the formal dining room,

    J. Philip Faranda Howard Hanna Rand Realty

    25 Belleview Ave, 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
  • /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
  • /33

    $750,000

    • 6 Beds
    • 2.5 Baths
    • 3,720 Sq Ft

    33 Ryder Rd, Ossining, NY 10562

    Calling all antique lovers! On the hilltop of Ryder Road in Ossining sits an historic property going back centuries, on the market for the first time in decades. The 33 Ryder Road 1826 farmhouse, claimed to be Ossining's oldest residence by The Citizen Register of 1936, is oozing with original charm, including its huge rocking chair front porch, 7' high ceilings, wide plank hardwood floors and

    Lynn Harmonay North Country Sothebys Int Rlt

    33 Ryder Rd, 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
$417,500
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
$288
Number of Homes for Sale
6
Last 12 months Home Sales
112
Months of Supply
0.60
Median List Price
$389,900
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
8%
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