Ossining, NY Houses for Sale

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

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

Waterfront!!! Experience your own slice of paradise in this charming colonial with direct Croton River frontage and access. This well-maintained home features spacious rooms, a renovated kitchen, and a walk-up attic, combining comfort and character. The level yard is ideal for outdoor activities, with kayaking, fishing, and bird watching just steps away. Ideally situated minutes from the Aqueduct

Ken Wile Redfin Real Estate

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, modern

Kathleen Zaccagnino Rye Port Real Estate, Inc.

Welcome to 96 Cherry Hill Court, a spacious Contemporary Colonial located on a sought-after cul-de-sac in the Briarcliff Manor school district. This expansive 4-bedroom home offers 4,000 square feet of living space set on .91 landscaped acres with privacy and spectacular views. Enter through the sun-drenched 2 story foyer, that maximizes natural light and spaciousness. The gourmet chef's

Bruce Banks Coldwell Banker Realty

This stunning colonial-style home is located in the prestigious gated community of Rosecliff, offering both luxury and convenience.Step inside to find a grand living room with soaring cathedral ceilings and a wood-burning fireplace, creating a welcoming atmosphere perfect for entertaining or unwinding. Adjacent to the living space is a cozy study or den, also featuring its own wood-burning

Christine Iarocci Coldwell Banker Realty

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

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

Eagle's Nest. Perched majestically on a breathtaking property overlooking the Hudson River, this historical architectural masterpiece will leave you amazed. A true marvel, this 5-bedroom, 4.5-bathroom single-family home was built for the legendary 1920s theater and film star, Jeanne Eagels. Prepare to be transported to a world of unparalleled charm and craftsmanship as you step into the

Nancy Kennedy

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

Bright and airy 4-bedroom split ranch in an unbeatable location! Filled with natural light, this sunlit home features skylights, central A/C, and a spacious fenced-in backyard—ideal for relaxing or entertaining. Enjoy a true walk-to-all lifestyle with top-rated schools, Nelson Park, shops, the year-round farmers market, and Westchester Community Theatre all nearby. Just minutes from public

Amy Dmytryshyn Corcoran Legends Realty

Commanding Presence! Majestic, exquisite and private! Distinctively designed and constructed Colonial in 1993, is a pure perfection. This outstanding home boasts beautifully proportioned rooms with the highest quality and sophistication, an open floor plan accented by soaring ceilings and grand two-story entryway, 3 fireplaces, extraordinary state-of-art-kitchen with center-island and top of

Alicja Bohmrich Houlihan Lawrence Inc.

WHAT AN INCREDIBLE OPPORTUNITY in this absolutely wonderful, four cul-de-sac neighborhood in Briarcliff Manor! Bring your vision to make this house your own!! Enjoy the private, quiet back yard with expansive deck, incredible entertaining area downstairs with door out to the large patio, and classic floor plan on the main level, with hardwood floors and nice flow for everyday life. This desired

Eric Lebenson ERA Insite Realty Services

Discover the perfect blend of comfort, charm, and functionality in this beautifully maintained 5-bedroom, 3-bathroom home, tucked away on a quiet, tree-lined residential street in the heart of Ossining. With two of the bedrooms conveniently located on the main level, this home offers incredible flexibility for folks not wanting to walk up steps, guest accommodations, or a private home office

Marc Giles eXp Realty

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

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

Welcome to 38 Ganung Drive in Ossining, where flexibility, space, and location come together in one exceptional property. This 4-bedroom, 3.5-bath home offers a versatile layout that works beautifully for a variety of needs. Whether you're looking for a mother/daughter setup or need space for extended living with a separate in-law suite, this home provides options that are hard to find.Set in an

Alex Mashkin Keller Williams Realty Partner

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

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

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.

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

Enjoy sweeping Hudson River views from every room in this turnkey ranch. The sunlit living room features hardwood floors, a brick wood burning fireplace, and sliding doors to an expansive 62' balcony overlooking the river. Enjoy meals with a view from the dining area or new eat in kitchen complete with island breakfast bar, quartz countertops, stainless steel appliances, and recessed lighting. A

Eric Stein RE/MAX Distinguished Hms.&Prop

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

"Won't you be my neighbor?" Step into a wonderful community where neighborhood means more than an address. Private updated 2 bedroom, 1.5 bath single family home with cathedral ceilings, new kitchen, bath, and carpet. Low taxes, low maintenance fee, and friendly neighbors/community. Close to parks and schools, walking distance to shops, and close to transportation, including the Metro-North

Rob Lowenthal Corcoran Legends Realty

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

Once in a LIFETIME opportunity to buy a piece of Westchester County history. This updated historic 1800 Sparta Farmhouse has tons of character, easy walk to the Scarborough Station to Manhattan, , walk to Starbucks and shopping. L shaped private yard is great for kids or the garden enthusiast. This home comes with TONS of upgrades: Newer basement/garage supports, full porch roof rebuild, historic

Justin Landon Howard Hanna Rand Realty

This spectacular move in ready, covered deck and massive back yard. Enjoy Ossining on your terms with this perfectly landscaped home that provides plenty of space with an open concert living and dining room and finished downstairs. The open concept living room with working fireplace flows perfectly into the dining area. The eat in kitchen is updated and the large window over the sink bring in

Matthew Bizzarro Bizzarro Agency, LLC

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

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

Come view this stunning, lovingly landscaped private property in Ossining. Charming ranch offers a bright and spacious living room with built-in shelves, an eat-in-kitchen with an island, granite counters and stainless steel appliances. Privacy abounds in this spacious, fenced-in yard. One car garage. Storage room in the basement. Ample off-street parking in the driveway. Close to shops, parks,

Maureen McEnroe Joyce Realty Corp

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

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.

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.

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

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

Welcome to this timeless 1912 Village Four-Square, perfectly perched on a serene hill in the heart of Ossining’s Village. This classic stucco home combines original charm with thoughtful modern updates, offering a unique blend of character and convenience. Having been lovingly cared for by only three families, the home features exquisite original chestnut wood moldings, custom cabinetry, original

Valerie Cascione Compass Greater NY, LLC

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