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luxury real estate for sale Chappaqua, United States

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13

House with garden and terrace Chappaqua (United States)

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.

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$3,350,000
531
4bedrooms
7bathrooms
land 0.4ha

By Annonceur International

35

House Chappaqua (United States)

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!

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$950,000
3bedrooms
2bathrooms
land 0.4ha

By Julia B. Fee Sotheby's International Realty

44

House with pool and terrace Chappaqua (United States)

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!

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$4,500,000
5bedrooms
7bathrooms
land 1.8ha

By Julia B. Fee Sotheby's International Realty

590 listings near Chappaqua

Nearby
34

House Pleasantville (United States)

Welcome to 10 Crestview Drive, a beautifully updated 1990 colonial that perfectly blends classic elegance with updated modern luxury within the highly sought-after Heritage Court neighborhood. This exceptional property offers the rare combination of an intimate community feel and tremendous, serene privacy, all set on nearly an acre of flat, meticulously manicured grounds. Inside, you will find a bright and spacious layout featuring four well-proportioned bedrooms, all on the same level, and designed for ultimate comfort. The main floor features a three-car garage, mudroom, eat-in-kitchen with easy access to the deck, and backyard beyond, open floor plan, living room, dining room, and office. Also of note, this turnkey gem provides an unparalleled and truly unique opportunity for the next lucky buyers: a rare, one-time option to choose between the Chappaqua or the Byram Hills School District at closing. This is turnkey luxury at its finest!

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$2,200,000
4bedrooms
4bathrooms
land 0.4ha

By Julia B. Fee Sotheby's International Realty

Nearby
34

House with pool Ossining (United States)

A rare Hudson Valley country estate, Rose Lodge offers exceptional privacy, scale and versatility on 17.9 acres, with a private lake, beautifully sited pool, terraced gardens, sweeping level lawns and multiple residences, all less than an hour from Manhattan by express train. Rich in history and once owned by the Gilded Age Van Cortlandt family, the beautifully restored 1840 main residence is not landmarked, allowing its historic character to coexist with modern living. Inside, a striking checkerboard marble foyer introduces gracious, light-filled rooms with beautifully preserved period details. Elegant formal spaces flow naturally into a welcoming family room and bar surrounded by windows overlooking the grounds. A 2026 spacious chef's kitchen with center island and adjoining butler's pantry is equally suited to everyday living and entertaining. The private quarters offer remarkable flexibility. The spacious primary suite enjoys elevated views toward the lake, while additional bedrooms accommodate family and guests. A dedicated home office and private theater provide exceptional work-from-home and leisure spaces, and the uppermost level offers two expansive rooms ideal for additional bedrooms, studios or creative space. Beyond the main residence, an impressive five-car garage connects by breezeway to the stable complex. A completely remodeled one-bedroom apartment above the stable wing and a separate two-bedroom stone cottage create exceptional possibilities for guests, extended family, private offices or independent living. With nearly 18 acres of landscaped grounds, mature trees, nature paths, substantial level lawn, pool, private lake, stonework and multiple outbuildings, Rose Lodge offers the increasingly rare opportunity to create a true private compound in the Lower Hudson Valley, combining the space and serenity of country living with convenient access to New York City.

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$2,200,000
7bedrooms
7bathrooms
land 7.3ha

By Julia B. Fee Sotheby's International Realty

Nearby
38

House Millwood (United States)

- ELEVATED LIVING, LIGHT-FILLED DESIGN - This home has been transformed through a combination of new construction and thoughtful remodeling, blending classic Colonial proportions with a fresh, light-filled interior built for gracious living and effortless entertaining. The rebuild includes all-new HVAC, plumbing, and electrical systems and a full-house 25kW Generac generator. This lovely residence features 4 well-proportioned bedrooms and 4 bathrooms (3 full, 1 half) thoughtfully arranged across 3 finished levels, including a full lower-level recreation room. At the heart of the home is a sprawling, sun-drenched great room where kitchen, dining, and family room flow together beneath soaring vaulted ceilings, a true showpiece for entertaining on any scale. The chef's kitchen commands the space with a grand quartzite island large enough to gather a crowd around, a full Thermador appliance suite, and custom Bilotta designed cabinetry, all opening onto a stone fireplace lounge or out to the rear deck for seamless indoor-outdoor living. A series of solar-powered skylights washes the main and second floors in natural light, lending the home an elevated, airy quality, a kind of California-meets-East-Coast serenity rarely found north of the city. For quieter moments, a separate formal living room with French doors offers refined, intimate gathering space, while an attached two-car garage adds everyday convenience. Upstairs, the primary suite delivers a true retreat, with a private sitting area, an oversized walk-in closet, and a spa-caliber bath with a freestanding soaking tub and oversized large glass shower. Three additional bedrooms and a second-floor laundry room complete the level with equal care. Set on an acre of flat, landscaped grounds, the property offers privacy, space, and room to entertain outdoors with space reserved for your growing needs. Architectural details include a considered blend of modern and traditional materials creating exceptional curb appeal and lasting quality. The coveted Millwood location offers the best of community living, with proximity to local shops and restaurants, the Taconic State Parkway, and Chappaqua schools, Westorchard Elementary, Seven Bridges Middle, and Horace Greeley High. At last, your perfect home awaits, where classic architecture meets modern open-plan living in beautiful Millwood. Note: The neighborhood section on Zillow is showing the incorrect neighborhood, house is located at 230 Pinesbridge Road.

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$2,200,000
4bedrooms
4bathrooms
land 0.4ha

By Julia B. Fee Sotheby's International Realty

Nearby
12

House Briarcliff Manor (United States)

Luxury rental living in downtown Briarcliff Manor! This brand new construction elevator building is now offering studio, 1 bedroom and 2 bedroom units. A unique boutique-style rental opportunity, with only 8 units available. Unit 3B is a one bedroom apartment featuring an open layout and a separate home office or 2nd bedroom. 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 laundry 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 municipal parking directly behind the building. Walk-to-town, shops, restaurants,. EVERY UNIT RECEIVES A FREE STORAGE UNIT IN THE BUILDING SIZE 10' x 10'! Dogs allowed under 35lbs.

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$4,350
1bedroom
1bathroom
land 1,052

By Julia B. Fee Sotheby's International Realty

Nearby
28

Apartment Pleasantville (United States)

Welcome home to effortless, low-maintenance living in the highly sought-after Greenwood Condominium complex. Located on the first floor with seamless, step-free access, this bright and inviting 2-bedroom home pairs mid-century charm with smart, modern updates. Inside, refinished hardwood floors and generous natural light frame serene views of the beautifully landscaped grounds. The thoughtful layout features an updated eat-in kitchen, an expansive living and dining area, 2 generously sized bedrooms, a full hall bath, and six impressive closets - including an oversized front hall closet. Best of all, the unit comes with a one-car garage that offers covered parking and ample storage. There is also plenty of on-site guest parking and nearby common laundry. Situated in the heart of the Village of Pleasantville - just steps from the Pleasantville Metro North station, the renowned Jacob Burns Film Center, local dining, boutique shops, the Pleasantville famer's market, Pleasantville schools, and the PACE University campus - the location is unbeatable. With low monthly HOA and annual taxes, this property is an ideal match for first-time homebuyers, downsizers, or anyone seeking an easy Westchester commute.

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$475,000
2bedrooms
1bathroom

By Julia B. Fee Sotheby's International Realty

Nearby
18

Property Pleasantville (United States)

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!

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$389,000
1bedroom
1bathroom

By Julia B. Fee Sotheby's International Realty

Nearby
30

House with pool Armonk (United States)

Set majestically on nearly three gated acres in Armonk’s coveted Wrights Mill Estates, this extraordinary hand-cut stone manor with over 12,000 sq ft of classic architecture, artisan craftsmanship, and resort-caliber living. A breathtaking foyer leads to the two-story great room with an impressive window wall and fireplace. A richly paneled study and sunlit conservatory offer space for dual home offices. A family room, dining room, chef’s kitchen with pantry and breakfast room, complete the main level. The upper level offers a grand primary suite, a luxurious retreat featuring a fireplace, dual spa baths, separate dressing rooms, and a third-floor private wellness space with sauna. Additionally, upstairs, four ensuite bedrooms, laundry room and den are joined by a dramatic enclosed bridge leading to a private guest wing. The lower level rivals a private club with lounge, wet bar, wine cellar, theater, gym, hot yoga studio, bedroom, bath and second laundry. Outdoor amenities are designed for both relaxation and entertaining, featuring a beautifully integrated pool, an independent spa, expansive terraces and patios and a built-in outdoor grill. The flat, beautifully manicured grounds are complemented by an elegant courtyard with eight garage bays providing generous space for prized automobiles and collections alike. Combining timeless-inspired grandeur with modern luxury, this remarkable estate presents a rare opportunity to enjoy a private country-club lifestyle just minutes from downtown Armonk and Greenwich, with convenient access to New York City. A truly exceptional opportunity for the most discerning buyer.

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$5,850,000
1,147
6bedrooms
8bathrooms
land 1.2ha

By Annonceur International

Nearby
30

House with garden and terrace Briarcliff Manor (United States)

This elegantly appointed, new construction Colonial, built by noted local builder, is set on 1.45 landscaped acres in a newly created Briarcliff Manor cul-de-sac. A dramatic two-story foyer with herringbone floors and finely crafted millwork introduces light-filled interiors designed for gracious entertaining and effortless everyday living. The expansive living room, anchored by a sleek fireplace, flows seamlessly into the spectacular chef’s kitchen, where an oversized waterfall-edge island, custom cabinetry, professional-style appliances and a generous pantry create a striking culinary centerpiece. A formal dining room, private office and first-floor en suite bedroom complete the main level. Upstairs, the serene primary suite is a luxurious retreat with fireplace, custom dressing room and spa bath featuring a freestanding soaking tub, double vanity, water closet, and an oversized glass shower. Two additional en suite bedrooms, a spacious loft with bonus room and well-equipped laundry room offer exceptional comfort and flexibility. The finished lower level provides an impressive recreation room, full bath and additional space for a gym, media room or guest accommodations, while a vast walk-up attic offers further possibilities. Outdoors, broad lawns, plantings and a stone patio invite relaxed gatherings. Geothermal heating and cooling, a generator and attached two-car garage complete this remarkable new home in the acclaimed Briarcliff Manor school district.

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$3,700,000
570
4bedrooms
6bathrooms
land 0.5ha

By Annonceur International

Nearby
29

House with pool Briarcliff Manor (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.

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$2,900,000
14bedrooms
8bathrooms
land 3.8ha

By Julia B. Fee Sotheby's International Realty

Nearby
28

Apartment with terrace and pool Ossining (United States)

A tri-level gem, just minutes from downtown Ossining, this three-bedroom home is perfect for those who need more space but want less maintenance. Park either in the driveway or pull into the garage (with extra storage space). There is additional parking shortly down the street. Entering the home on the first floor, you will find a flexible bonus room, great for storage, an office or more. There are multiple closets here as well. Up one level is the open living and dining room. Centered on a wood-burning fireplace with granite hearth and featuring new floors, this is a wonderful space. There are sliding doors here, out to the rear deck and tree ensconced lawn beyond. The eat-in kitchen is well laid out, with good counter and cabinet space. Off of the kitchen, find the large balcony - a great place to enjoy a cup of tea in the early morning, or something a little stronger at the end of the day. Also on this floor is the hall bathroom and the large laundry closet. Up one more level, we reach the bedrooms. The primary bedroom, with an ensuite bathroom that has a tub and a shower, has a deep walk-in closet. In this room, and every bedroom, natural light shines through oversized windows with views out to trees. The second and third bedrooms share a full hall bath with a tub. In Ossining, there are few options for three-bedroom condominiums. The Deerfield community has a beautiful, large pool - a perfect place to sunbathe even if you don't swim. There are also walking trails, easily accessible from this unit. All of this, just a short drive to shopping, restaurants and parks, and easily accessible to commuting by train or highway. What more can you ask for?

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$645,000
143
3bedrooms
3bathrooms

By North Country Sotheby's International Realty

Nearby
37

House Armonk (United States)

Set within one of Armonk's most sought-after locations, this exceptional custom-built stone Colonial offers a rare combination of privacy, scale, and refined craftsmanship. Privately positioned behind a gated entrance on nearly five level acres, the property showcases sweeping lawns, newly designed landscaping, and breathtaking open vistas—creating an ideal setting for both everyday living and grand entertaining. A dramatic entry introduces the home's impressive interior, highlighted by a striking double floating staircase and a sun-filled, two-story living room with radiant heated floors. The thoughtfully designed open layout seamlessly connects formal and informal spaces, offering both elegance and comfort. At the heart of the home, the chef's kitchen flows effortlessly into inviting gathering areas centered around a timeless stone fireplace, with French doors leading out to an expansive stone patio complete with its own outdoor fireplace. The grounds are equally impressive, featuring a wide, usable backyard perfect for recreation or future enhancements, including an ideal pool site. Whether hosting large gatherings or enjoying a quiet afternoon, the outdoor spaces offer endless possibilities. Inside, the home features two luxurious primary suites—one on the main level and one upstairs—along with two additional bedrooms. Six full bathrooms and two powder rooms are beautifully appointed with high-end finishes, including marble baths, soaking tubs, and steam showers. The walk-out lower level is designed for both work and leisure, offering a spacious office, fireplace, home theater, and an elegant wine cellar. Additional highlights include radiant heated floors in select areas, abundant storage, and a heated three-car attached garage. Located just minutes from the heart of Armonk, with easy access to major roadways, Westchester Airport, and the North White Plains train station, this home combines serene estate living with everyday convenience. All within the award-winning Byram Hills School District.

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$4,100,000
4bedrooms
8bathrooms
land 1.9ha

By Julia B. Fee Sotheby's International Realty

Nearby
45

House Thornwood (United States)

Stunning new construction nestled in the highly sought-after Rolling Hills section of Thornwood, this exceptional residence offers refined modern living in one of the area's most desirable settings. Bathed in natural light, the home showcases designer finishes, custom statement lighting, and thoughtfully curated details throughout. Designed for both everyday comfort and effortless entertaining, the highly functional layout flows seamlessly between indoor and outdoor spaces. Elegant French doors open to a spacious first-floor office, creating the perfect work-from-home retreat. The formal dining room provides generous space for hosting gatherings, while the expansive outdoor patio offers a tranquil setting ideal for al fresco dining and relaxed entertaining. At the heart of the home, the beautifully appointed chef's kitchen features gold tone accent detailing and connects effortlessly to the inviting living room and adjacent powder room. Every element has been carefully considered to balance style and practicality. Upstairs, four generously sized bedrooms provide exceptional comfort. The luxurious primary suite is a true sanctuary, complete with its own private home office, walk-in closet with built in closet system, and a spa-inspired en-suite bath featuring dual vanities and a whirlpool tub. The second level also includes a fully equipped with two additional full bathrooms, ample closet space, dedicated laundry room, and convenient attic access. A remarkable bonus room with a striking beam ceiling and half bath offers flexible space for recreation, media, or guests, with direct access leading toward the kitchen for added convenience. Adding exceptional versatility, the property also includes a separate Bonus House—ideal for guests, or private workspace—featuring a summer kitchen, full bath, and its own stackable washer and dryer for complete independence and convenience The substantial unfinished basement, featuring a separate exterior entrance, presents endless possibilities—ideal for additional living space, wellness amenities, a home theater, or recreation area. Built with modern efficiency and thoughtful construction standards, this newly completed residence is a seamless opportunity to enjoy turnkey luxury living from day one.

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$3,495,000
4bedrooms
6bathrooms
land 0.5ha

By Julia B. Fee Sotheby's International Realty

Nearby
32

House Ossining (United States)

Beautifully renovated one-bedroom townhouse with loft and attached garage in desirable Hudson Watch, tucked away on a cul-de-sac. This sun-filled home features hardwood floors, a stunning stone fireplace in the living room, and an open-concept floor plan perfect for modern living. The updated kitchen boasts white cabinetry, stainless steel appliances, quartz countertops, and recessed lighting, seamlessly flowing into the living and dining areas. Sliding doors lead to a private deck, ideal for relaxing or entertaining. Additional highlights include new central air conditioning and skylights (approximately 4 years old), bringing abundant natural light throughout. The spacious loft provides flexible additional living space, perfect for a home office, guest area, family room, or fitness space. Enjoy all that Hudson Watch has to offer, including a community pool and playground. Conveniently located close to the Croton-Harmon train station for an easy commute to NYC and just minutes from the Peekskill and Ossining waterfront with its restaurants, shops, and entertainment.

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$550,000
1bedroom
2bathrooms

By Julia B. Fee Sotheby's International Realty

Nearby
31

House with terrace Ossining (United States)

A Rare 200-Year-Old Log Cabin Sanctuary with Subdivision/Expansion Potential! Step back in time without sacrificing an ounce of modern comfort in this enchanting, hand-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history, contemporary ease, and incredible future value with a potential buildable lot included. The interior showcases exceptional craftsmanship, featuring original wide-plank wood floors, a majestic stone fireplace, and a genuine Dutch door. The versatile layout includes two bedrooms plus an alcove and 1.5 baths highlighted by a hand-painted sink. A large, vintage-inspired country kitchen serves as the heart of the home, boasting a herringbone-patterned original brick floor, 1940s decor, and modern appliances including a dishwasher and washer-dryer. The exterior is a true nature lover's sanctuary, featuring a cedar shingle roof, a classic porch with Adirondack furniture, and a sophisticated bluestone slate patio. The expansive grounds are home to a picturesque pond and babbling brook that attract magnificent wildlife. While providing total seclusion, this property is remarkably accessible, located just five minutes from the Croton-on-Hudson train station and local supermarkets. Enjoy being minutes away from Hudson River dining, boating, and Teatown Lake Reservation, with an easy commute of less than one hour to New York City and a 50-minute drive to Thunder Ridge skiing. It is located in a Historic area near Old Croton Aqueduct and Senesqua Park. The community offers 17 parks, including a Westchester River Walk, hiking trails, views of the Hudson, and the Haverstraw-Ossining Ferry. Amenities include an indoor town pool, a Farmers Market, and local dining options. Community events include the Hudson River Music Festival and Teatown Annual Hudson River EagleFest.

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$799,000
2bedrooms
2bathrooms
land 2.6ha

By Julia B. Fee Sotheby's International Realty

Nearby
6

House Ossining (United States)

Welcome to 14 Church Street, Apartment 2A. A bright, modern one-bedroom, one-bathroom home spanning 750 square feet in the heart of Ossining. Hardwood floors run throughout the residence, lending a warm, cohesive feel to the open living space. The apartment's clean, modern finishes create a move in ready backdrop for any lifestyle, while an in-unit washer/dryer adds everyday convenience you will not find in most homes at this price point. It holds a large bedroom with 2 closets and is ready to accommodate a queen bedroom set, and the well-appointed bathroom completes the floor plan. Set in a charming, historic river town, 14 Church Street puts you within easy reach of downtown Ossining, easy access to Main Street, where local favorites like First Village Coffee and The Boathouse anchor a growing food and coffee scene. Spend weekends exploring Louis Engel Waterfront Park along the Hudson, or the trails of Teatown Lake Reservation just outside town. Commuters will love the proximity to the Ossining Metro North station on the Hudson Line, offering a direct, scenic ride to Grand Central in about an hour, making this the perfect blend of small-town charm and city convenience.

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$2,595
1bedroom
1bathroom
land 2,064

By Julia B. Fee Sotheby's International Realty

Nearby
46

Apartment Ossining (United States)

Don't miss this opportunity to own a charming owner occupied only two family home full of character, situated on a beautiful corner lot with a welcoming front porch, great curb appeal, and a detached 2 car garage. This sun filled home features oversized windows, high ceilings, hardwood floors, original wood doors, thick floor moldings, and high hats throughout both units, blending timeless character with modern updates. The main level offers an updated kitchen with granite countertops, stainless steel appliances, a gas Viking stove, laundry, and access to a private backyard. The oversized primary bedroom features elegant arch and tray ceilings. The walk out basement includes a finished recreation room and plenty of storage. The second floor apartment features an updated kitchen, three bedrooms, two full bathrooms, and access to a finished attic with a wainscoted ceiling, providing excellent income potential or additional living space. Conveniently located just 0.5 miles from the Ossining train station and close to downtown restaurants, shops, the farmers market, parks, schools, and major highways. A fantastic opportunity for homeowners and investors alike!

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$899,000
4bedrooms
3bathrooms
land 0ha

By Julia B. Fee Sotheby's International Realty

Nearby
17

Property Ossining (United States)

Welcome to this chic, beautifully renovated 2-bedroom, 2-bathroom condominium in Ossining's iconic 1820 schoolhouse conversion. Originally built as a schoolhouse and thoughtfully converted in 2007 into an intimate 12-unit condominium, this one-of-a-kind residence seamlessly blends a Soho-inspired aesthetic with the warmth, character and charm of the Hudson Valley. Step inside to a spacious, open-concept interior featuring soaring ceilings and a huge sun-filled living room. The elevated kitchen offers granite countertops and new stainless steel appliances (2025). The open-layout allows the kitchen, dining and living areas to flow effortlessly together, creating a sophisticated yet comfortable sense of space. The private bedroom area offers two beautiful bedrooms, including a large primary ensuite designed as a serene retreat. The primary bedroom is filled with natural light through large windows, complemented by automated window treatments for effortless comfort and privacy. A fews steps down lead to tastefully renovated primary bathroom, featuring a sophisticated, modern design complete with radiant heated floors. A walk-in custom organized closet completes this exceptional primary suite. The generously sized second bedroom is ideal for guests or a home office. Just beyond is the distinctive, updated second bathroom that adds another layer of style and sophistication to this home. The unit also comes with an assigned parking spot(#11) and private laundry. Fabulous location with easy access to the scenic Croton Aqueduct trail and all that Ossining has to offer. This vibrant, welcoming community has a cool vibe, with a Recreation Center offering something for everyone, from adult basketball to children's programs, as well as a stunning riverfront and close proximity to the Metro North Train station. Enjoy delicious local restaurants, an amazing famers market, lively street fairs, outdoor summer concerts and so much more-all adding to the energy that makes Ossining such a special place to call home.

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$469,900
2bedrooms
2bathrooms

By Julia B. Fee Sotheby's International Realty

Nearby
29

House Ossining (United States)

Modern, Lindal Cedar Home! If you are looking for a special, well-built home with privacy but also convenience, this is it! Open floor plan with 3 bedrooms, 2 baths, lots of windows, beamed ceilings, 2-car attached heated garage and rec room/office. Expansive flat yard has room for pool, if so desired. This 2.2-acre property is located just minutes to RR Station and under an hour commute to Manhattan. Also close to major highways and Teatown Preserve for nature hikes and wonderful summer camp for youngsters. Recent improvements are: new roof 2024, driveway, new Trex back deck, above ground oil tank October 2025, AC upgrade March 2025, exterior painted June 2024, interior painted July 2026, front walkway redone June 2026, remodeled bathrooms on the main floor and master bedroom suite. Also included are a fire sprinkler system, central vacuum, water filtration system. The house also has a transfer switch and wiring for a compatible portable generator for any power outages.

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$865,000
199
3bedrooms
2bathrooms
land 0.9ha

By North Country Sotheby's International Realty

Nearby
48

House with pool and garden Briarcliff Manor (United States)

Welcome to 778 Sleepy Hollow Road, an extraordinary custom Colonial estate nestled on 10.72 private acres in the heart of Briarcliff Manor. Originally built in 1996 and extensively renovated with uncompromising attention to detail, this exceptional residence seamlessly blends timeless elegance with today's most sophisticated luxury amenities. The estate was also featured in Netflix's The Diplomat, adding to its distinctive appeal and cinematic presence. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this magnificent estate offers an unparalleled lifestyle. A grand approach leads to beautifully designed interiors featuring exquisite craftsmanship, sun-filled living spaces, and state-of-the-art technology throughout. The spectacular chef's kitchen has been completely redesigned with premium finishes and top-of-the-line appliances, while every bathroom has been luxuriously remodeled, including elegant Japanese smart toilets. A distinguished mahogany-paneled study, featuring rich mahogany walls and ceiling, provides an elegant and sophisticated setting for work or private retreat. The stunning primary suite serves as a private sanctuary, complete with a breathtaking spa retreat featuring a hot tub on the terrace overlooking the iconic Manhattan skyline—creating the perfect setting to unwind while enjoying unforgettable sunsets. Designed for both grand-scale entertaining and everyday living, the home features a fully renovated lower level with an impressive entertainment lounge and custom bar, acoustically designed home theater, professional home gym, and beautifully updated mudroom. Five automatic Mendota fireplaces add warmth and ambiance throughout the residence. Outside, the resort-style grounds rival those of a private country club. Enjoy a spectacular swimming pool with pool house, tennis court, guest cottage, expansive terraces, and meticulously landscaped grounds offering complete privacy. A six-car garage provides abundant space for collectors and enthusiasts alike. No detail has been overlooked in the extensive capital improvements, which include a sophisticated Lutron lighting system, automatic custom draperies, a state-of-the-art Bowers & Wilkins sound system, Honeywell Vista 128 security system, 32-camera surveillance system, 2N Verso gated entry with keypad and vehicle camera monitoring, all-new windows and doors throughout the home, updated designer lighting, custom cast-iron staircase railings, new well water filtration system, and countless additional enhancements. An exceptional advantage of this remarkable property is its Mount Pleasant taxes while enjoying a prestigious Briarcliff Manor address, along with the unique opportunity to choose between the Pocantico Hills or Briarcliff Manor school districts. This is a rare offering where timeless architecture, cutting-edge technology, resort-caliber amenities, and one of Westchester County's most desirable locations come together to create an estate unlike any other.

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$9,750,000
6bedrooms
8bathrooms
land 4.3ha

By Julia B. Fee Sotheby's International Realty

Nearby
19

House Bedford Corners (United States)

Bring your vision, contractor and designer to transform this 4-bedroom, 2.5-bath Colonial into the masterpiece you've been seeking. Nestled in the desirable Cliffside Lane neighborhood, this property offers approximately 2,500 square feet of living space, supplemented by a lower level ready for you to create bespoke spaces. Whether you choose a full-scale luxury renovation or a complete architectural redesign, this peaceful and private lot provides an extraordinary canvas. Situated on a flat 0.5-acre property on a tree-lined street with cul-de-sac, the grounds feature a private backyard perfect for relaxing or hosting sophisticated outdoor gatherings, complete with a two-car attached garage and a soon to be new above-ground oil tank for added peace of mind. The property is located in the Bedford School District and offers an effortless commute to New York City by train or car, sitting just six minutes from the Metro-North station and moments from major parkways. To top it off, you are conveniently located within minutes of town to enjoy boutique shopping, vibrant local amenities, and an abundance of fine dining.

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$825,000
4bedrooms
3bathrooms
land 0.2ha

By Julia B. Fee Sotheby's International Realty

Nearby
44

House Bedford (United States)

Welcome to "Apple Blossom Farm", an extraordinary opportunity to own a remarkable private estate designed for grand-scale living, entertaining, and multi-generational enjoyment. Set on beautifully landscaped grounds in desirable Bedford Corners, this impressive 12,000-square-foot residence offers 8 bedrooms and an exceptional collection of indoor and outdoor amenities. Designed as the ultimate compound, the property comfortably accommodates both intimate gatherings and large groups, making it ideal as a private retreat, wellness destination, luxury vacation residence, or year-round estate. Expansive living and entertaining spaces create the perfect balance of grandeur, comfort, and privacy. A stunning glass-enclosed sunroom adjacent to the music room fills the home with natural light and showcases beautiful views of the surrounding property, creating a serene space for relaxation and entertaining. The lower-level fitness center offers ample space for a professional-caliber gym, easily accommodating strength-training equipment, cardio machines, and dedicated yoga or Pilates areas. Resort-style amenities abound, including a tennis court, sparkling swimming pool, and extensive outdoor spaces designed for recreation, relaxation, and unforgettable gatherings. Whether enjoying summer weekends by the pool, holiday celebrations with friends, or extended stays in a peaceful country setting, the estate delivers an unparalleled lifestyle experience. Beyond its exceptional residential appeal, Apple Blossom Farm has a proven history as a successful investment property, generating impressive returns while offering substantial income-producing potential for investors and owners alike. A truly rare offering that seamlessly combines luxury, versatility, and investment opportunity in one exceptional Bedford Corners estate. "Apple Blossom Farm" presents a unique chance to own a destination property where recreation, wellness, and hospitality come together in spectacular fashion.

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$5,880,000
8bedrooms
10bathrooms
land 3.1ha

By Julia B. Fee Sotheby's International Realty

Nearby
39

House Briarcliff Manor (United States)

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.

… 
$3,400,000
6bedrooms
6bathrooms
land 0.2ha

By Julia B. Fee Sotheby's International Realty

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