luxury real estate 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.

Half Moon Bay offers one of the most exceptional lifestyle opportunities in Croton-on-Hudson, recognized by USA Today as the best place to live in New York State. Set within one of Westchester County’s most desirable Hudson River communities. This elegant 3 bedroom, 2 1/2 bath townhome offers a rare opportunity to enjoy effortless comfort, everyday convenience, and resort-style living in a truly exceptional waterfront setting. This gated waterfront community provides 24-hour security and an impressive array of resort-style amenities, including two pools, two clubhouses, two tennis courts, a playground, marina access, and a complimentary jitney to Croton-Harmon Metro-North with a 46 min express to NYC. Half Moon Bay offers a truly one-of-a-kind lifestyle in one of the most convenient locations north of New York City. Nothing compares to this extraordinary blend of waterfront living, natural beauty, and everyday ease. Taxes with STAR approximately $10,697.

Resort style living at its best! Experience luxury living in this beautiful, sun filled end unit offering 3 bedrooms, 3 full bathrooms, a detached garage, and a spacious wrap around Trex deck with unobstructed Hudson River views in a desirable gated community. Enjoy your morning coffee and breathtaking evening sunsets from the wrap around deck while taking in the spectacular river views. This stunning home features vaulted ceilings, an open floor plan, wide plank maple hardwood floors, a marble fireplace, fresh paint, new heating and central air, and Andersen sliding doors and windows that fill the home with natural light. The updated kitchen is a chef's dream with a Wolf stove, Sub Zero refrigerator, stainless steel appliances, Corian countertops, a pantry, and abundant cabinetry.The oversized primary suite offers a sitting area, walk in closets, and a beautifully updated ensuite bath with double sinks. A full marble tiled bathroom, washer and dryer, and quality finishes throughout complete this exceptional home. Enjoy outstanding amenities including a scenic Riverwalk, marina, two heated pools, tennis courts, fitness center, gym, sauna, clubhouse, and a jitney to the Croton Harmon train station. Conveniently located just 1 mile from the Croton Harmon train station for an easy commute to Grand Central Terminal, and close to schools, parks, coffee shops, restaurants, and major highways. Don't miss this rare opportunity to own a move in ready home with spectacular Hudson River views!

A front-row seat to the beauty of the Hudson River. Introducing The Hudson, Croton-on-Hudson's newest luxury condominium offering, where timeless design, modern comfort and unforgettable sunset views create an extraordinary place to call home. Experience living at The Hudson, a boutique collection of thoughtfully designed one-and two-bedroom residences with 1 (1 bds) - 2 (2beds) deeded assigned garage spots per unit in the heart of Croton-on-Hudson. Each spacious home features open-concept layouts, curated designer finishes, Kitchens with GE Cafe signature appliance collection, beautifully appointed bathrooms with brushed brass Kohler fixtures, zero entry showers (soaking tub in two bed second bathrooms) and expansive balconies or patios; seamlessly blending modern design with timeless comfort. Residents enjoy a well appointed fitness center fully equipped for every workout from cardio and strength training to stretching and recovery. The Rooftop: An elevated lifestyle with an impressive rooftop oasis offering sunset views, spaces for grilling/dining alfresco, socializing, wellness and recreation, all set against the dramatic backdrop of the Hudson River. Set within Croton's vibrant and storied river village, known for its fresh air, parks, kayaking, sailing, biking, hiking/walking trails, scenic charm, local flavor and as one of Westchester's most desirable communities. The Hudson captures the perfect balance of tranquility and sophistication. A rare opportunity to enjoy natural beauty and contemporary comforts in a charming river town. Easy connection to Manhattan on the express train to Grand Central station. *Model unit shown in photos is a replica of this Premier 2 Bedroom/2 full Bath residence #108. All residences, will reflect the same curated finishes/quality craftsmanship. Pet Friendly. Onsite Preferred Lenders. See you at The Hudson!

Wake up to breathtaking Hudson River views at The Hudson, Croton-on-Hudson's newest luxury condominium community. This brand-new second-floor Premier Model two-bedroom, two-bath residence offers the perfect blend of modern design, comfort, and effortless riverfront living. From the moment you enter, oversized windows fill the open-concept living space with natural light and frame stunning water views, creating a home that feels both sophisticated and serene. The beautifully designed kitchen features sleek finishes and GE Café appliances, while the spacious living room and primary bedroom, opens to two private balconies. The private primary suite offers a peaceful retreat with a spa-inspired bathroom featuring a zero-entry walk-in shower. A second bedroom and full bath provide flexibility for guests, a home office, or additional living space. Enjoy the convenience of two deeded parking spaces in the secure indoor garage, elevator access, secure building entry, EV charging capability, and gym. The rooftop terrace is truly exceptional, offering panoramic river views, grilling stations, and stylish lounge areas. Located just minutes from Metro-North, waterfront parks, restaurants, hiking and biking trails, and all that Croton-on-Hudson has to offer, The Hudson delivers a rare opportunity to enjoy brand-new luxury living with small-town charm and an easy commute to New York City. Come experience a home where every day feels like a getaway.

Brand-new luxury condominium. Move in this summer and experience a lifestyle of comfort, convenience, and sophisticated design. More living. Less upkeep. Welcome home to The Hudson, Croton-on-Hudson's Newest Luxury Condominiums. Experience refined water view living at The Hudson, a boutique collection of thoughtfully designed one-and two-bedroom residences w/ 1 (1 bds), 2 (2beds) assigned garage spots per unit in the heart of Croton-on-Hudson. Each spacious home features open-concept layouts, curated designer finishes, Kitchens with GE Cafe signature appliance collection, beautifully appointed bathrooms with brushed brass Kohler fixtures, zero entry showers (soaking tub in two bed second bathrooms) and expansive private balconies or patios; seamlessly blending modern design with timeless comfort. Residents enjoy a well appointed fitness center fully equipped for every workout from cardio and strength training to stretching and recovery. The Rooftop: An elevated lifestyle with an impressive rooftop oasis offering sunset views, spaces for grilling/dining alfresco, socializing, wellness and recreation, all set against the dramatic backdrop of the Hudson River. Set within Croton's vibrant and storied river village, known for its fresh air, parks, kayaking, sailing, biking, hiking/walking trails, scenic charm, local flavor and as one of Westchester's most desirable communities. The Hudson captures the perfect balance of tranquility and sophistication. A rare opportunity to enjoy natural beauty and contemporary comforts in a charming river town. Easy connection to Manhattan on the express train to Grand Central station. Occupancy this year. Additional details on the finishes and layouts are on the livethehudsonny website. *Model unit shown in photos is a 2 Bedroom/2 full Bath residence. All other residences, will reflect the same curated finishes/quality craftsmanship. Pet Friendly. Onsite Preferred Lenders. Closings starting soon at The Hudson. Now is the perfect time to make your move.

Live the Lifestyle today. More living. Less upkeep. Introducing The Hudson, Croton-on-Hudson's Newest Luxury Condominiums. Experience refined water view living at The Hudson, a boutique collection of thoughtfully designed one-and two-bedroom residences with 1 (1 bds) -2 (2beds) deeded assigned garage spots per unit in the heart of Croton-on-Hudson. Each spacious home features open-concept layouts, curated designer finishes, Kitchens with GE Cafe signature appliance collection, beautifully appointed bathrooms with brushed brass Kohler fixtures, zero entry showers (soaking tub in two bed second bathrooms) and expansive balconies or patios; seamlessly blending modern design with timeless comfort. Residents enjoy a well appointed fitness center fully equipped for every workout from cardio and strength training to stretching and recovery. The Rooftop: An elevated lifestyle with an impressive rooftop oasis offering sunset views, spaces for grilling/dining alfresco, socializing, wellness and recreation, all set against the dramatic backdrop of the Hudson River. Set within Croton's vibrant and storied river village, known for its fresh air, parks, kayaking, sailing, biking, hiking/walking trails, scenic charm, local flavor and as one of Westchester's most desirable communities. The Hudson captures the perfect balance of tranquility and sophistication. A rare opportunity to enjoy natural beauty and contemporary comforts in a charming river town. Easy connection to Manhattan on the express train to Grand Central station. *Model unit shown in photos is the Premier 2 Bedroom/2 full Bath residence. Unit #211 is a Signature two bedroom, east facing condo. All other residences, will reflect the same curated finishes/quality craftsmanship. Pet Friendly. Onsite Preferred Lenders. See you at The Hudson!

Welcome to Pleasantville! This bright and inviting second-floor one-bedroom condo at Greenwood Condominium offers a wonderful blend of mid-century charm, thoughtful updates, and an unbeatable village location. Freshly painted and featuring brand-new Berber carpeting, this sun-filled home enjoys serene views of beautifully landscaped grounds. The spacious layout includes an expansive living and dining area, a generously sized bedroom, a full hall bath with tub and impressive closet space. The updated bath adds a fresh, modern touch while maintaining the home's comfortable character. A major bonus is the deeded one-car garage, providing covered parking and ample additional storage. The complex also offers plenty of guest parking, with convenient common laundry nearby. Ideally located in the heart of the Village of Pleasantville, you will l be just steps from the Pleasantville Metro-North station, renowned Jacob Burns Film Center, local restaurants, boutique shops, the popular Pleasantville Farmers' Market, Pleasantville schools, and Pace University's campus. Enjoy the convenience of village living with easy access to everything Pleasantville has to offer. With low monthly HOA fees and annual property taxes, this is a fantastic opportunity to own in one of Westchester's most desirable communities. A wonderful home in an exceptional location—this one will not last!

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!

Nestled at the end of a private cul-de-sac in highly desirable Upper Nyack, this exceptional property offers a serene and private setting. Located within the award-winning Nyack School District, the site borders Hook Mountain, a protected nature preserve with scenic hiking trails. This spectacular 5,072-square-foot custom home features 6 bedrooms and 4.5 bathrooms, thoughtfully designed with an expansive open-concept floor plan and 10-foot ceilings throughout the first floor, creating an airy and elegant living environment. Architectural highlights include a gracious wrap-around porch, multiple balconies, and a luxurious primary suite complete with a private fireplace. The home also features a spacious guest suite with a private sitting area and en-suite bathroom, providing exceptional comfort and privacy for overnight guests. Additional features include a 3-car garage with a 13-foot ceiling and a private elevator providing convenient access to all levels, seamlessly combining luxury, comfort, and accessibility. Residents will enjoy the perfect blend of privacy, natural beauty, and convenience, just minutes from the charming village of Nyack, known for its acclaimed restaurants, boutique shopping, weekly farmers market, and the renowned Nyack Street Fair. The location is also ideal for commuters, with easy access to the New York State Thruway and major roadways, and approximately 30 minutes from Manhattan. This is a rare opportunity to own a distinctive property in one of Rockland County’s most sought-after locations.

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.

Perched on Hook Mountain West and surrounded by 80 acres of protected parkland and open space, Llama Ridge is among the most private and commanding properties in the Hudson Valley. A short walk from the house, a breathtaking overlook reveals the full sweep of the Hudson River — a view that feels both earned and intimate. This is not simply a home. It is a setting for a life lived with intention: a place to create, to think, or simply to exist within one of the most beautiful natural landscapes in the Northeast. THE ARCHITECTURE: Llama Ridge is the newly completed work of Hudson Valley architect Douglas McClure, built by Eric Bosley. McClure’s guiding concept was a modern reinterpretation of the New England connected farmstead — those rambling 19th- and early 20th-century structures where extended families joined barn and home by breezeway as their lives expanded. The result is a home of remarkable presence. Three crisp, contemporary volumes are arranged along the mountain ridge, each articulated with rows of finely detailed farmhouse windows. With its focus on clean lines and expansive views, the composition is striking from every angle, the geometry of the architecture playing against the organic drama of the landscape. THE INTERIOR: With south and west exposures, Llama Ridge is flooded with natural light throughout the day. The great room — an extraordinary 60-foot expanse anchored by custom tray ceilings that quietly organize the space — becomes a theater of shifting light and shadow as the sun moves across the sky, the slender mullions of the farmhouse windows casting ever-changing patterns on the walls and wide plank oak floors. Tall ceilings, a generous floor plan exceeding 6,100 square feet, and meticulously selected finishes combine to create interiors that feel both grand and intimately livable. Every detail reflects the standard of a premier luxury residence, newly completed and built for lasting distinction. A RICH PROVENANCE: The story of this mountain site is as layered and remarkable as the Hudson Valley itself. A modest Cape-style house and an older barn, believed to significantly predate it, occupied the land around the time of World War II. The barn later found new life as an off-the-beaten-path antique shop, drawing curious visitors up the mountain road in search of hidden treasures. In time, four llamas came to live on the mountain, roaming as a close-knit herd for years and drawing local schoolchildren up the road to meet them. Greenhouses on the northern side of the land were filled with orchids that flourished in this magical microclimate. The stone foundation of one greenhouse remains visible today, quiet evidence of the life this land has held — and perhaps a hint at what it might hold again. THE LOCATION: Llama Ridge borders Upper Nyack and sits within easy reach of some of the region’s most celebrated river towns, including Nyack, Piermont, Irvington, and Tarrytown. New York City is genuinely accessible — 45 minutes by car to Midtown, with convenient mass transit options as well. Llama Ridge is a singular property. More than a home, it’s a lifestyle.

At the end of a tree-lined cul-de-sac, you’ll find 19 Flower Lane. Warm and inviting, this meticulously maintained home (including new roof) with a legal accessory apartment is being offered for the first time by its original owners. Thoughtfully designed and beautifully cared for, this inviting home combines spacious living with quality craftsmanship. A soaring entry foyer welcomes you with an elegant chandelier, half-moon transom window, and sidelights that fill the space with natural light. Just a few steps up, the open main living level flows effortlessly from the sun-filled living room with a large bay window to the formal dining room featuring a tray ceiling. The recently renovated kitchen is appointed with porcelain tile flooring, oak cabinetry, quartz countertops, a movable center island, and stainless steel appliances, including a refrigerator (2025) and microwave (2023). Adjacent to the kitchen, the vaulted family room provides the perfect gathering space for everyday living and entertaining. Oversized Anderson energy-efficient windows throughout the home allow in plenty of sunshine and frame the picturesque views. Gleaming hardwood floors, recessed lighting and central air conditioning enhance the elegance of the living space. Completing the main floor are three bedrooms and two full baths. The primary bedroom, with a spacious walk-in closet, offers a completely renovated (2022) luxury, spa-like bathroom, featuring a double vanity, exquisite polished-marble tiles, walk-in double shower with dual shower heads, and an oversized deep, jetted soaking tub. The fully finished lower level offers exceptional flexibility with a legal accessory apartment featuring a private entrance, full kitchen, dining area, spacious family room with walkout access to the patio and backyard, a fourth bedroom, and a full bath—ideal for extended family, guests, or additional living space. This level also includes an additional large bonus room, laundry and utility room with a whole-house Culligan water softener, pantry, abundant storage, and interior access to the one-car garage. Step out back to your charming patio and expansive level yard that wraps around the house, includes two sheds and is bordered by mature trees for added privacy. A rare find in a picturesque setting—this home is a true Valley Cottage gem. Enjoy everything this hamlet offers, including miles of hiking, biking trails, and scenic views. Within the Nyack School District and only a few miles to downtown Nyack, you can enjoy the riverside village with charming shops, art galleries, theaters, restaurants, and multiple commuting options.

Welcome to 42 Hollow Oak Road, a captivating 3-bedroom, 2-bathroom sanctuary nestled in the heart of Chappaqua. Spanning 2,380 square feet, this home perfectly balances suburban tranquility with modern convenience. Step inside to discover a bright, airy layout flooded with natural light. The spacious living areas feature warm hardwood floors, fireplace and a seamless flow, ideal for daily living and entertaining. The heart of the home is a well-appointed kitchen with granite counters. Retreat to the comfortable primary suite, while two additional bedrooms and a hall bath offer versatility for everyone. Lower-level family room, laundry and a home office compliment the flexibility of this home. Outside, the property boasts a serene, wooded backdrop, offering a private oasis for outdoor dining and relaxation on the deck. Well maintained with newer windows, baths, HVAC systems, walkways, lower-level flooring, improved attic insulation and many more updates. Located in the highly acclaimed Chappaqua School District, this home is just minutes from the charming town center, local dining, and the Metro-North station for an easy NYC commute. Your dream home awaits!

1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original interior stone walls and soaring ceilings that strike a perfect balance between grand scale and intimate warmth. Anchored by three distinctive hearths, the home is designed for both elegant living and everyday ease. A sun-drenched chef's kitchen showcases a central island, dramatic overhead skylight, and professional-grade appliances. Unique architectural moments—including a circular-skylit Stargazer's Nook—add character and charm, while the versatile five-bedroom layout offers both a magnificent two-story primary wing and a coveted first-floor private suite. Set on more than four exceptionally private acres, the grounds unfold as a true outdoor sanctuary, featuring a beautiful pool and spa (32x20), refined pergola terraces ideal for entertaining, and a private tennis court. From its commanding hilltop position, the estate delivers an unparalleled sense of privacy, security, and timeless elegance. Welcome home!

Exciting all new construction by highly regarded local builder, Tavo Development, along with noted architect Teo Siguenza, aiming for a Fall 2026 completion. This refined, 5,712 sq ft Colonial blends classic architecture with sophisticated modern living. The light-filled main level, with 10’ ceilings, offers a seamless open floorplan featuring a chef’s kitchen with island and service pantry, breakfast room with terrace access, formal dining room, private library, and an inviting family room with fireplace. A dramatic two-story entry foyer, generous mudroom with laundry, and attached 3-car garage complete the level. Upstairs, the luxurious primary suite is a true retreat, highlighted by a vaulted ceiling, fireplace, dressing room with island, and a spa-inspired dual bath with soaking tub and oversized shower with separate entries. Three additional ensuite bedrooms and a second laundry provide comfort and functionality. Nearly one acre of usable grounds, with town approved pool site, creates the ideal backdrop for the finest outdoor living. Next to 2026 new build by Tavo, in the Chappaqua school district. Convenient to town, schools, highways, and approximately 50 minutes to NYC. House has a 5 bedroom septic system.