Ossining, NY Houses for Sale

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

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 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

Welcome to 2 Lewiston Court, a beautifully updated residence nestled in the highly sought-after gated community of Rosecliff. This move-in-ready home features 3 spacious bedrooms, 2 full baths and 2 half-baths.As you enter this beautiful home, you will immediately notice the light pouring in from the skylights above the foyer. Just through the foyer you will enter the renovated kitchen featuring

Allison Tintenfass Compass Greater NY, LLC

Rosecliff stunner – this beautiful, 3,500+ SF home has been fully renovated; not just remodeled but redesigned, reconfigured and rebuilt. From the roof to the utilities, nothing has been overlooked. This home has been spray foamed throughout, new oak flooring throughout, new plumbing installed, electric upgraded, new roof, new Trex decking, Azek exterior trim, new furnace and AC (6 zones), Led

Jamey Gelardi Houlihan Lawrence Inc.

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

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

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

**FREE EGGS!** Seize the opportunity to own this incredible farmhouse, perfectly designed for those who dream of expansive property, vibrant gardens, lush fresh berries, and the delight of raising chickens right in your backyard. This enchanting antique farmhouse, originally built in 1868, has undergone a meticulous renovation that seamlessly integrates modern conveniences while preserving the

Cindy Kief Corcoran Legends Realty

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

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 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 into

Rob Lowenthal Corcoran Legends Realty

Charming 3-Bedroom Ranch with endless potential in a desirable neighborhood!Discover the possibilities in this cozy 3-bedroom, 1-bath ranch nestled in a sought-after community. Featuring wood floors, an eat-in kitchen, and a full walkout basement, this home is brimming with potential. Freshly painted and ready for your personal touch, a little TLC will go a long way to make this the perfect place

Kelly Molloy Coldwell Banker 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

Welcome to this charming vintage front porch Colonial with modern upgrades throughout. Entry hall presents detailed woodworking and stained glass windows. Impressive high ceilings and hardwood floors on the first floor lead into a large living room with crown molding and formal dining room or flexible space. These dual formal rooms are also ideal for a more casual centered lifestyle.

Penny Carino Houlihan Lawrence Inc.

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

Set on a picturesque, tree-lined street in the highly sought-after village of Briarcliff Manor, 10 Crest Drive is a striking Tudor brimming with curb appeal. Step into the screened-in porch, where a serene atmosphere invites you to relax and unwind for hours. Inside, you're welcomed by a charming foyer that leads into a beautifully appointed living room, featuring a wood-burning fireplace,

Mark Nadler Berkshire Hathaway HS NY Prop

HOME SWEET HOME!! Welcome to this beautiful 3 bedroom, 1 bathroom RANCH style home - sitting on a CUL-DE-SAC in the "Birchbrook Estates" neighborhood! Enter into the Living room, and you will appreciated the oak hardwood floors, and the front facing bay window. The Dining area boasts oak hardwood floors, and a bay window also. The Eat-in-Kitchen has solid wood cabinetry, pantry, along with access

Elizabeth Kamp Kane & Associates

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

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

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

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, and transportation. The Croton Aqueduct Trail is one block away. Three

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

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.

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.

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

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

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