luxury houses for sale Ossining, United States

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 Rd exudes a blend of historical charm and opulence. Spanning over 9 acres, the expansive 15,000+ sq. ft. residence features 14 bedrooms, 7.1 bathrooms, a private entertainment hall, a bar, an atrium, and an indoor pool, all highlighted by distinctive architectural elements. The wood paneling throughout the estate, imported from The Baxter Church in England, has been meticulously preserved. In 1928, The Manor House served as a clubhouse for the Metropolitan Masons with a golf course on property and was once the venue for a notable boxing match between Jack Sharkey and Carl Brisson in the early 1930s. Designed with input from the Olmstead Brothers, renowned landscape architects behind Manhattan's Central Park, the estate still features remnants of their work, including waterfalls, retaining walls, statues, gazebos, and greenhouses. Neighbors to the Manor House have included prominent families such as the Rockefellers, Shepherds, Speyers, Macys, Webbs, and Astors. This is a rare opportunity to restore and own a significant piece of history. Don't miss the chance to make this extraordinary estate your own. Additional Information: HeatingFuel:Oil Above Ground, Property being sold As-Is.

Nestled in a quiet neighborhood, this spacious townhome offers the perfect combination of comfort, convenience, and privacy. The open-concept living and dining area is filled with natural light and features sliding doors leading to a private deck-an ideal spot for morning coffee, outdoor dining, or simply relaxing in a peaceful setting. The large eat-in kitchen offers ample space for cooking and gathering, featuring extensive cabinetry and room for casual dining. Upstairs, you'll find three generously sized bedrooms, including a primary suite with its own private bath with a large soaking tub-a perfect space for unwinding at the end of the day. The finished walkout lower level adds exceptional versatility, including an additional bedroom, a full bathroom, and a spacious recreation room with direct access to a private outdoor space. This gives you the flexibility to create an area for guests, a home office, or an extended living space. A two-car garage and an unbeatable location directly across from the complex clubhouse, pool, and playground make it easy to enjoy all of the community amenities just steps from your front door. This beautifully maintained home offers abundant living space, thoughtful features, and a tranquil setting making it an exceptional opportunity to enjoy easy townhome living at its best.

Luxury rental living in downtown Briarcliff Manor! This brand new construction elevator building is a unique boutique-style rental opportunity. Unit 2C is a one bedroom apartment featuring an open layout. This corner unit is bright and sunny thanks to the large windows bringing in natural light. As you step inside, you'll be greeted by a large custom kitchen boasting high-end stainless appliances and a large island with quartz countertops. The interior is thoughtfully designed with WASHER/DRYER in the unit for added convenience. The bathroom is a true retreat, featuring radiant heated floors, lighted medicine cabinet and custom tile design. Individually controlled ductless high-efficiency heat and a/c units. For security and convenience, the building is equipped with a video intercom system. Walk-to-town, shops, restaurants. Pets allowed under 25lbs. Free municipal parking directly behind the building or indoor paid parking is available for $125/month. EVERY UNIT RECEIVES A FREE STORAGE UNIT IN THE BUILDING! Photos of similar units in building with same finishes. Check attached floor-plan for exact layout.

Luxury rental living in downtown Briarcliff Manor! This brand new construction elevator building is a unique boutique-style rental opportunity, with only 8 units available. Unit 3A is a two bedroom apartment featuring an open layout. This corner unit is bright and sunny thanks to the large windows bringing in natural light. As you step inside, you'll be greeted by a large custom kitchen boasting high-end stainless appliances and a large island with quartz countertops. The interior is thoughtfully designed with full-sized WASHER/DRYE in the unit for added convenience. The bathroom is a true retreat, featuring radiant heated floors, lighted medicine cabinet and custom tile design. Individually controlled ductless high-efficiency heat and a/c units. For security and convenience, the building is equipped with a video intercom system. Indoor paid parking is available, or FREE PARKING directly behind the building. Walk-to-town, shops, restaurants,. Top-ranked schools and recreation facilities. Close proximity to Metro North into NYC. Pets allowed under 25lbs. EVERY UNIT RECEIVES A FREE STORAGE UNIT IN THE BUILDING!

Beautifully updated and move-in ready, this split-level home offers bright, open living and beautiful outdoor space in one of Briarcliff Manor's most sought-after neighborhoods. The main level features a seamless, open layout where the living room, dining area, and kitchen connect naturally for both everyday living and entertaining. A sun-filled family room, lined with expansive windows, brings in abundant natural light and overlooks the surrounding greenery. A few steps upstairs, the home offers three well-proportioned bedrooms, including a primary suite with its own bath, along with two generously sized bedrooms and a spacious hall bathroom. The lower level provides additional flexibility with a dedicated home office and den, well suited for today's evolving living needs. The finished storage basement offers approximately 500 square feet of additional space suitable for a variety of uses. Set on a quarter-acre lot, the property features a beautiful, usable backyard with a flat lawn and a spacious patio, ideal for outdoor dining and entertaining. Located in a highly walkable neighborhood, the home offers convenient access to local shops, parks, and Briarcliff's many recreation amenities in the village center. Thoughtfully updated over time, the home reflects a consistent level of care and maintenance. Please refer to the List of Improvements for further details. Garage is equipped with Tesla charger.

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 your living experience. The home borders 2 state parks: the Old Croton Aqueduct and Rockwood Hall with its curated paths and vistas. As you step inside, you'll immediately feel at home. The main level greets you with soaring 9' ceilings and an open floor plan that flows effortlessly throughout. The expansive windows bring the stunning views of the river and parks right into your living space. From the lovely entry, you'll move into the formal dining room, ideal for hosting guests, and a custom library featuring a cozy gas fireplace that invites you to relax. For those who need a dedicated workspace, a separate office awaits. The fabulous chef's kitchen is a true highlight, boasting commercial-grade appliances, two dishwashers, a bright breakfast room and much more! The adjoining family room, with its inviting wood-burning fireplace, opens through French doors to an impressive 1,000+ square-foot deck, perfect for entertaining or simply soaking in the views. Upstairs, you'll find five beautifully appointed bedrooms, including a luxurious primary suite with three walk-in closets, a spa-inspired bath, and its own gas fireplace. A separate two-bedroom suite offers a shared sitting area and full bath, while two additional en suite bedrooms provide comfort and privacy for family or guests. Completing the second level is a convenient spacious laundry room with 2 washers and 2 dryers. The lower level offers river views and an amazing place to entertain with a 1,200 bottle temperature controlled wine cellar, a wet bar, relaxing TV viewing space, gym, bedroom, full bath and more finished space for any needs. Located with direct access to outdoor activities, walk or bike the extensive trails within the adjacent state parks, including the breathtaking Rockefeller State Park Preserve with trout fishing and equestrian trails. The property is also ideally situated near the Sleepy Hollow Country Club. With countless exceptional features, this home offers sophistication, comfort, and an unparalleled lifestyle. Close to Hackley and Masters Private Schools. A complete features list is available upon request.

Experience elevated riverfront living at The Hudson, Croton-on-Hudson's premier new luxury condominium community. This brand new second-floor Premier Model 2-bedroom, 2-bath residence offers sweeping Hudson River views, sophisticated modern finishes, and the ease of low-maintenance luxury living in one of Westchester's most desirable river towns. Designed with both style and comfort in mind, the spacious open-concept layout features oversized windows, abundant natural light, a designer kitchen with GE Café appliances, spa-inspired baths, and two private balconies perfect for enjoying sunsets over the water. The luxurious primary suite includes a beautifully designed bath with a zero-entry walk-in shower for a sleek, modern feel. This exceptional residence also includes two deeded parking spaces in a secure indoor garage, offering added convenience, security, and easy year-round maintenance. Residents enjoy premium amenities including elevator access, secure entry, EV charging capability, a fitness center, and an energy-efficient all-electric building design. The spectacular rooftop terrace features panoramic Hudson River views, grilling stations, bar and lounge areas, creating the perfect space for entertaining or relaxing above it all. Ideally located just moments from Metro-North, waterfront parks, restaurants, and hiking and biking trails, this is a rare opportunity to enjoy modern luxury living with small-town charm and an easy NYC commute.

A rare opportunity to own this well-constructed brick home, perched on top of a hill, that was originally built by a builder for his own family. Designed as a spacious home on a beautiful piece of park-like lushly landscaped property. Located on a quiet, tree-lined street in the charming hamlet of Briarcliff Manor. Briarcliff Manor is a highly desirable enclave renowned for its beautiful, wooded landscapes, historic homes, and peaceful suburban lifestyle, making it an ideal place to live in Westchester County. This bright and inviting home boasts three bedrooms and three full bathrooms, with a library/office that can easily be converted into a fourth bedroom. The layout includes an eat-in kitchen, formal dining room, large family room, and a spacious living room with a wood-burning fireplace and picture windows overlooking the level backyard and in-ground swimming pool. The lower level features an oversized playroom with a full bath, providing flexible space for a recreation room, gym, guest area, or potential au pair suite. Step outside to a private backyard oasis, featuring a 16' x 36' swimming pool with a solar cover and a 15-foot-deep end, surrounded by mature landscaping. A patio for al fresco dining and storage sheds add practical convenience. Important highlights include three-zone air conditioning and a generous 0.95 – acre property, offering ample space for relaxation and entertaining. The home is ideally located near Briarcliff Middle and High Schools, Rockefeller State Park Preserve, and the North County Trailway, with the Pleasantville train station (Harlem Line) just 0.9 miles away for easy commuting. Residents also enjoy low Mount Pleasant taxes and access to the highly regarded Briarcliff Manor Union Free School District. Walking distance to shops, restaurants, entertainment, and recreation, this home offers a wonderful blend of space, privacy, comfort, and accessibility, making it an ideal choice for those seeking a peaceful suburban lifestyle.

This distinctive four-bedroom, four-bath home in the Heart of Pocantico Hills features a New roof (January 2024), Brand New Primary Bath (January 2026). The chef's kitchen opens to a captivating Great Room, highlighted by exquisite woodwork and soaring vaulted ceilings—a stunning centerpiece for entertaining or relaxing. The main floor also includes a sun-filled home office, a screened-in porch, and a full bath for added convenience. Upstairs, the Primary Suite offers a serene retreat complete with Newly renovated full bathroom with a spacious walk-in shower, sleek glass doors, and an elegant double vanity, two cedar walk-in closets, and abundant storage. Set on pristine private grounds, this home enjoys easy access to the Rockefeller State Preserve, where scenic trails and outdoor recreation abound. Residents of Pocantico Hills also benefit from exceptional community amenities, including a pool, tennis courts, and access to Pocantico Elementary and Middle Schools, with choice of Pleasantville, Briarcliff, or Sleepy Hollow High Schools.

Welcome to this truly stunning residence in Pocantico Hills, where timeless design meets modern updates-all complemented by remarkably low taxes. This exceptional home features four spacious bedrooms and four full baths, including a brand-new roof (January 2024) and a newly painted chef's kitchen designed for both function and style. At the heart of the home is the breathtaking Great Room, inspired by the historic Hingham Meeting House, showcasing intricate woodwork and soaring vaulted ceilings that create a dramatic yet inviting space. The main level offers a bright home office, a screened-in porch perfect for relaxing, and a full bath for added convenience. Upstairs, the primary suite serves as a private retreat, featuring a recently updated full bath (January 2026) and generous storage, including two cedar walk-in closets. Three additional bedrooms complete the upper level, two of which include their own en-suite full baths. The lower level provides abundant storage, while a separate Two-Story Guest House above the three-car garage adds incredible versatility, offering Two Additional bedrooms and two full baths—ideal for extended family or guests. Set on pristine, private grounds, the property is just moments from the scenic trails and outdoor beauty of Rockefeller State Preserve. Residents of Pocantico Hills benefit from a strong Pre-K through 8th grade program, along with high school choice options including Pleasantville, Briarcliff Manor, and Sleepy Hollow. The community also features exceptional amenities such as an Olympic-sized swimming pool, tennis and pickleball courts, basketball courts, playgrounds, and ball fields. 2 Brand Above Ground New Oil Tanks (May 2026) This is a rare opportunity to own a truly distinctive home!

Move right into this beautifully updated Colonial and start enjoying life in one of Pleasantville's most convenient locations—Just a 1/2 mile from the Metro-North train station, Pleasantville's acclaimed restaurants, shops, the Jacob Burns Film Center, and Saturday's Farmers Market. Inside, the home feels bright, easy, and welcoming from the moment you step in. Gleaming hardwood floors and custom details set the tone, while the living room flows naturally into the dining room with built-ins and a cozy window seat—perfect for everyday living or hosting friends. The updated kitchen brings it all together with a center island, wine fridge, and an open connection to the family room with a gas fireplace. Sliding doors lead right out to a Trex deck and level, fenced-in yard—great for barbecues, play, or just unwinding. Upstairs, the primary suite is a true retreat with a walk-in closet, private bath, lots of natural light, and a tray ceiling. Three additional bedrooms with custom closets share a full hall bath and complete the second floor. Downstairs, the finished lower level adds approximately 800 sq. ft. of finished storage space with access to the one-car garage. With a full-house generator and thoughtful upgrades throughout, everything is ready for you to move in and enjoy from day one. This turnkey gem is not to be missed.

An expanded cottage in The Trails, this one-level living home is set in a private, wooded oasis, yet is mere minutes to downtown. Sited on the first of three lots, totaling just shy of two acres, you will reach this home by traveling over quaint, beautiful country roads. There is ample parking here - and the only sound for a moment is the rustle of wind in the trees. From here, look up to the home, perched on an outcropping and waiting for the right buyer to bring it to its full potential. Enter through the enclosed porch and sliding doors into the large living room, with a wood-burning stove set inside a stone fireplace. The wood floors shine from the natural light that streams through the windows. Despite being in the middle of a beautiful forest, there are few trees directly around the home, making it a bright house. Past the living room, find the central hallway. To the right, a bedroom and full hall bath. To the left, an unheated space that could have many uses. Ahead, we find the eat-in kitchen with classic wood cabinets. From here, we can look out to the woods beyond through the bay window. Off of the kitchen is the primary bedroom, with a vaulted ceiling, two closets and a full, private bathroom. Step from the bedroom to the large rear deck. From here, you can see the rear yard and two other connected lots, including one that fronts on the road below. Stone walls wind their way at the edge of the property and the steps down from the deck lead to a path. Will you walk further into the beautiful woods to the other lots, or back around to the front of the home? All of this beauty, tranquility and possibility, just minutes to the restaurants, shops and services of downtown Croton-on-Hudson!

Welcome to Pleasantville! This beautifully maintained 3-bedroom, 2-bathroom home offers space, comfort, and exceptional value in a picturesque setting. Step into a light-filled living room featuring an oversized bay window that creates a warm and inviting atmosphere. The space flows seamlessly into a formal dining area, perfect for entertaining and everyday gatherings. Glass sliders open to a private deck—ideal for morning coffee or evening relaxation. The bright kitchen features granite countertops and ample cabinetry, making it both functional and enjoyable for cooking and hosting. A spacious lower-level recreation room provides excellent flexibility for a family room, home office, gym, or den. The lower level also includes private laundry and a walk-out basement leading to a large backyard. Upstairs, you'll find three generously sized bedrooms, each offering abundant closet space. The primary bedroom includes its own private bathroom for added comfort and convenience. Outside, enjoy a beautifully manicured yard surrounded by mature trees, creating a peaceful and private outdoor retreat. Conveniently located near schools, parks, and the Metro-North Railroad station with easy access to Manhattan, this home perfectly blends suburban tranquility with commuter-friendly living.

Two houses in one! Renovated and expanded, this stunning raised ranch in the hamlet of Congers offers the ultimate flexible floor plan for multi-generational living. From the moment you step inside, you will be greeted by an abundance of natural light, a crisp neutral color palette, and striking, dark-stained hardwood flooring. The heart of the main level is a spacious open-concept living area, where recessed lighting and a cozy wood-burning fireplace create a warm, inviting atmosphere. Off the main living space, a gorgeous, expanded bonus room offers the perfect footprint for a bright home office, sunroom, or playroom. Down the hall, a primary bedroom checks off all the boxes, complete 2 closets and an ensuite bathroom as well as two additional bedrooms and renovated full bathroom with Carrara Marble tile. The massive lower level is a true game-changer, offering an incredibly rare, fully legal in-law floor plan designed for loved ones or long-term guests. This self-contained walkout layout includes a full second kitchen, a comfortable living room, a private bedroom, and a full bathroom. It seamlessly connects to a spacious lower-level den of the main house that features a second wood-burning fireplace, making it a warm and inviting retreat. Equipped with central AC for year-round comfort, the entire home is in pristine, absolute move-in condition. The spectacular living space extends outdoors to a beautiful, flat, and fully fenced-in yard with tons of lush green grass for play, pets, or gardening. Entertaining is effortless with three distinct outdoor areas, including a wooden deck right off the main level, a gorgeous lower-level paver patio perfect for summer barbecues, and a second covered patio area for shaded relaxation. Situated in the highly sought-after Clarkstown Central School District, this rare gem is exactly what you needed in Clarkstown!

Outstanding four-level brick townhouse located in the highly sought-after Clarkstown School District. This bright & airy unit perfectly combines a blend of modern amenities with a maintenance-free lifestyle. This extra-large townhome ensures your weekends are your own while the HOA meticulously tends to outdoor chores. The main level is designed for easy living featuring an inviting living room with glass slider opening to a wooden balcony, an eat-in kitchen, a formal dining area and a powder bathroom. The second level showcases a spacious primary ensuite with newly finished primary bathroom, as well as an additional bedroom and renovated full bathroom located off the hallway. The top level is a truly flexible space that serves as the third bedroom or can be used for a massive chill hangout. For additional versatility, the finished lower level provides an ideal space for a home media room, office or gym, with direct access to the attached two-car garage. This is a great option for those looking for an entry point into the school district!

Welcome to Pleasantville! This beautifully maintained 5-bedroom, 2-bathroom home is set on a generous 0.35-acre lot and offers space, comfort, and exceptional value in a tranquil setting. Step into a light-filled living room featuring an oversized bay window, creating a warm and inviting atmosphere. The space flows seamlessly into a formal dining area, perfect for gatherings. Glass sliders open to a private deck—ideal for morning coffee or evening entertaining. The eat-in kitchen provides ample cabinetry and counter space, making it both functional and enjoyable. A cozy lower-level recreation room offers flexibility as a home office, or den. The lower level also features a walk-out basement with private laundry and direct access to a large paved patio. Upstairs, you will find five generously sized bedrooms, each with plenty of closet space. The primary bedroom features a private deck that doubles as the roof of a covered carport below. Outside, enjoy a beautifully manicured yard surrounded by mature trees, offering both privacy and charm. Conveniently located near schools, parks, and the train station with easy access to Manhattan, this home combines peaceful suburban living with commuter-friendly convenience.

Welcome to Pleasantville! Tucked at the end of a picturesque cul-de-sac, this move-in ready home offers exceptional privacy, abundant natural light, and modern comfort throughout. With 4 bedrooms, a dedicated home office, and 3 full baths, it's thoughtfully designed for today's lifestyle. The sun-filled main level features an expansive living room with oversized picture windows and a beautifully updated eat-in kitchen with rich cherry wood cabinetry. The kitchen flows seamlessly into an open dining area—perfect for everyday living and entertaining—while a separate formal dining room offers flexible use as an additional sitting area or den. Step outside to a deck and large patio overlooking a private backyard, ideal for effortless indoor-outdoor living. A half-flight down from the kitchen leads to a versatile bonus level with an additional bedroom, office space, large laundry room, utility room, and a well-placed mudroom for everyday convenience. Upstairs, the generous primary suite includes a Juliette balcony, walk-in closet, two additional closets, and a private en-suite bath. Two additional bedrooms and a full hall bath complete this level. The expansive lower level offers even more flexible living space, featuring a recreation room with sliding doors that open to a paver patio. Set on beautifully landscaped, park-like grounds with mature plantings, this home combines tranquility with convenience. Just minutes from downtown Pleasantville and the Chappaqua train station, it offers easy access to shopping, and dining and more.

Fantastic opportunity just steps from downtown Chappaqua. Only a short three minute walk to the heart of town, this property sits on a generous lot with great outdoor space and endless potential. Currently used as a single family home, the Business Retail zoning allows for a variety of uses whether you are an investor, looking for a live work setup, or considering a residential conversion. An unbeatable location close to shops, restaurants, and the Metro North. Bring your ideas and make it your own.

Beautifully updated and exuding timeless elegance, this classic Colonial in the Village of Pleasantville blends historic charm with a relaxed, modern sensibility. A gracious wraparound porch sets the tone—welcoming, unhurried, and distinctly at home in its surroundings. Inside, the flow feels natural from the moment you enter. Sunlight moves easily through the living spaces, creating an environment that adapts effortlessly to the day—morning coffee in the kitchen, afternoons that spill outdoors, evenings gathered with friends. The kitchen, equipped with Sub-Zero and Wolf appliances, anchors it all, connecting seamlessly to both living areas and the backyard for an intuitive and easy indoor-outdoor lifestyle. Upstairs, the primary bedroom suite offers a quiet retreat, complete with a gas fireplace and stunning bath with a soaking tub and separate shower. Three additional generous bedrooms and a full hall bath complete the second floor, while the third level adds two more bedrooms, a full bath, and flexible space ready to become whatever the day calls for—workspace, studio, or guest retreat. Life here naturally extends into the Village. Start your Saturday at the farmers market, enjoy the afternoon exploring Rockefeller Preserve or relax at the Village pool before spending the evening at the Jacob Burns Film Center. Dinner, cafes, shops, and the train are all minutes away, making it just as easy to head into the city as it is to stay close to home. This is Pleasantville living—connected, accessible, and effortlessly part of your everyday.

Welcome to 20 Robbins Road—perfectly set on a quiet cul-de-sac on a half-acre with a fenced in backyard in one of Westchester’s most desirable communities. Step inside to an inviting living and dining area where oversized windows and a cathedral ceiling with skylight fill the space with natural light. A cut-stone fireplace, recessed lighting, and oak floors create a warm, stylish setting for everyday living and entertaining. At the heart of the home, the spacious chef’s dream eat-in kitchen impresses with cherry wood cabinetry, quartz countertops, skylight, slate tile floors, and premium stainless appliances including a six-burner Viking range, GE Monogram refrigerator, wine cooler and Bosch dishwasher. Sliding doors open to an attractive Trex deck overlooking the serene rear property—perfect for summer dining and weekend gatherings. The main level is completed with three bedrooms, including an oversized primary suite, and an updated hall bath. The primary suite offers a generous walk-in closet with pocket door, ceiling fan, custom cabinetry, a wall of windows for abundant light, and a window seat with additional storage, plus a gorgeous updated en-suite bath. Downstairs, enjoy a spacious recreation/TV room with beadboard trim and sliders to the backyard. A paver walkway leads to a patio designed for effortless outdoor entertainment. A second family room/TV space features built-in custom cabinetry and vinyl floating flooring. The lower level also includes an office/bedroom, laundry area, and an updated bath—ideal for guests, work-from-home, or multi-generational flexibility. Just minutes from vibrant downtown Pleasantville—dining, the Jacob Burns Film Center, schools, library, shopping, farmers market, and community pool—with easy access to the Metro-North train station, Saw Mill River Parkway, and Sprain Brook Parkway.