29

Ossining, NY Houses for Sale

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  • /40

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    58 Narragansett Ave, Ossining, NY 10562

    Welcome Home to Modern Comfort and Relaxed Living!Tucked back at the end of a tree lined driveway and away from the main road, making it an absolute private and quiet oasis, you will discover this beautifully updated 4-bedroom, 2.5-bath detached single-family home offering 2,202 sq ft of thoughtfully designed living space on a generous 0.29-acre lot. A beautiful and professional installation

    Luis Morgado HomeSmart Homes & Estates

    58 Narragansett Ave, Ossining, NY 10562
  • /33

    $550,000 Open Sun 1PM - 3PM

    • 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 Open Sat 3:30PM - 5:30PM

    • 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
  • /6

    $1,090,000

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

    81 Glendale Rd, Ossining, NY 10562

    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 possibility for in-law

    Helena Macintyre North Country Sothebys Int Rlt

    81 Glendale Rd, 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
  • /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

    $849,800

    • 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. This beautiful yard is very inexpensive to maintain. Flowers growing in rear are all perennials that come up every year. Besides this priceless piece of land, this white brick home with black trim is consistent with the style of

    Kathleen Zaccagnino Rye Port Real Estate, Inc.

    175 Chappaqua 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
  • /47

    $1,203,000

    • 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 Refrigerator. & 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
  • /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
  • /44

    $545,500

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft

    3 Forest Ave, Ossining, NY 10562

    Welcome to your ideal forever home!This cozy two bedroom, two bathroom ranch-style house in Ossining, New York is truly a gem of a home.Inside this picturesque home, You will find two cozy bedrooms including a well-sized primary bedroom and a main bathroom with heated floor. The walk-out basement is fully finished. There is an office which can be customized to your

    Jacqueline Elliott-Giambalvo HomeSmart Homes & Estates

    3 Forest Ave, Ossining, NY 10562
  • /36

    $725,000

    • 3 Beds
    • 1.5 Baths
    • 1,689 Sq Ft

    4 Redway Rd, Ossining, NY 10562

    A lovely Raised Ranch sitting on a quiet cul-de-sac, 4 Redway is a welcoming home on a level lot with an open floor plan. This charming 3 bedroom Raised Ranch with one full bath on the main level and a powder room on the lower level is perfect flow for entertaining. The roomy lower level features a wood burning fireplace, laundry room, powder room and easy access to the 2 car garage. The

    Maureen Verre Houlihan Lawrence Inc.

    4 Redway Rd, Ossining, NY 10562
  • /13

    $599,000

    • 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 Open Sat 11AM - 1PM

    • 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
  • /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
  • /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
  • /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
  • /39

    $1,650,000

    • 4 Beds
    • 5 Baths
    • 4,794 Sq Ft

    152 Tower Hill Rd, Briarcliff Manor, NY 10510

    Rare opportunity on coveted secluded road on the grounds of Sleepy Hollow Country Club, one of only a handful of homes. Move right in to this bright Contemporary home with wooded and river views, including an open floor plan and high ceilings. Large living room and family room, each with distinctive fireplaces. Recently redone first floor primary suite with many built ins including a lift for TV

    Andrea Martone Houlihan Lawrence Inc.

    152 Tower Hill Rd, 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
$372,500
Median Single Family Sale Price
$357,500
Median Townhouse Sale Price
$527,000
Median 2 Bedroom Sale Price
$396,000
Median 1 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$287
Number of Homes for Sale
10
Last 12 months Home Sales
120
Months of Supply
1.00
Median List Price
$290,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
-3%
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