Ossining, NY Houses for Sale

Welcome Home to Modern Comfort and Relaxed Living!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 of the basement door & exterior concrete staircase in 2018, which turned the once dark and below grade 800+ sq/ft basement into a

Luis Morgado HomeSmart Homes & Estates

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

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

Karen Gilmore Redfin Real Estate

Set on nearly an acre of beautifully landscaped property in a quiet cul-de-sac, this updated four-bedroom, three-and-a-half-bathroom Contemporary split-level home offers bright, open living spaces. Located in the desirable Briarcliff Manor School District, this home is perfect for both entertaining and everyday living. The main level features a spacious living room with a wood burning fireplace,

Cindy Glynn Compass Greater NY, LLC

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

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

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

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

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

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.

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

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

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

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

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

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.

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

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

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

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

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 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

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.

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

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

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

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

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

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

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

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.