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New Castle, NY Houses for Sale

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  • /38

    $1,175,000

    • 3 Beds
    • 3 Baths
    • 3,728 Sq Ft

    57 Hamilton Dr, Chappaqua, NY 10514

    Welcome to a sleek contemporary home that seamlessly blends indoor comfort with an exceptional outdoor retreat. From the moment you enter, you'll appreciate the design's focus on chic, easy living, bathed in natural light and showcasing exposed beams, custom built-ins, and premium appointments. This home boasts an open concept and has been fully updated, living generously like a 4 or 5-bedroom

    Agent Photo

    Sherry Wiggs

    Houlihan Lawrence Inc.

    (914) 862-7931

    57 Hamilton Dr, Chappaqua, NY 10514
  • /49

    $2,200,000

    • 5 Beds
    • 4.5 Baths
    • 4,172 Sq Ft

    77 Haights Cross Rd, Chappaqua, NY 10514

    Timeless elegance meets modern comfort in this enchanting 1901 hunting lodge, masterfully restored in 1991 and recently enhanced. Set on beautifully landscaped grounds with lush gardens, this distinguished home features a dramatic front portico, high ceilings, intricate millwork, and unique architectural details throughout. Grand living spaces include a library/home office with French doors and

    Joshua Rogull Julia B Fee Sothebys Int. Rlty

    77 Haights Cross Rd, Chappaqua, NY 10514
  • /48

    $1,099,000

    • 5 Beds
    • 3 Baths
    • 3,972 Sq Ft

    83 McDonald Rd, Ossining, NY 10562

    Stunning Colonial Home Set on 1.8 Acres in Westchester County, NYWelcome to your dream home! Nestled down a picturesque 300-foot driveway, this exquisite colonial-style residence offers the perfect blend of elegance and comfort on a serene 1.8-acre lot. With 5 spacious bedrooms and 3 full bathrooms, this 3,900 square foot home (with an additional 1,100 square foot finished walk out

    Karen Gilmore Redfin Real Estate

    83 McDonald Rd, Ossining, NY 10562
  • /34

    $2,195,000

    • 4 Beds
    • 3.5 Baths
    • 4,004 Sq Ft

    4 Circle Dr, Mount Kisco, NY 10549

    Brand New Construction in the award-winning Chappaqua School District set on over one level acre. Ready for occupancy at the end of July or early August 2025 – just in time for the new school year. With 4 bedrooms and 3.1 bathrooms, it offers a flexible and functional layout with spacious, sunlit interiors that feel welcoming and refined. The open-concept living and dining areas are complemented

    Aurora Banaszek Compass Greater NY, LLC

    4 Circle Dr, Mount Kisco, NY 10549
  • /43

    $1,599,000

    • 3 Beds
    • 3.5 Baths
    • 3,635 Sq Ft

    9 Florence Dr, Chappaqua, NY 10514

    Welcome to this beautifully updated and meticulously maintained 3-bedroom Colonial that lives like a four-bedroom, ideally located on a quiet cul-de-sac with quick access to town, schools, and train.Step inside to discover a spacious and inviting layout featuring gleaming hardwood floors throughout, two wood-burning fireplaces(one in the formal living room, one in the finished lower

    Krystyna Biziaieva Compass Greater NY, LLC

    9 Florence Dr, Chappaqua, NY 10514
  • /36

    $1,795,000

    • 4 Beds
    • 3.5 Baths
    • 4,576 Sq Ft

    20 Little Pine Rd, Mount Kisco, NY 10549

    Located at the end of a quiet cul-de-sac, 20 Little Pine Road is a Modern Farmhouse Colonial situated on over an acre of beautifully landscaped grounds. Interior spaces are light and fresh with a wonderful floorplan for everyday living. Approximately 4600 square feet, it houses nine main rooms on two levels. There is additional finished living space in the walk-out lower level. Interior spaces

    Mary Dowdle Ginnel Real Estate

    20 Little Pine Rd, Mount Kisco, NY 10549
  • /37

    $2,675,000

    • 4 Beds
    • 4.5 Baths
    • 5,541 Sq Ft

    17 Hammond Ridge Rd, Mount Kisco, NY 10549

    Welcome to Hammond Ridge, the sought after neighborhood in Bedford Corners. This majestic Colonial offers the perfect balance of sophistication and comfort for today’s modern living. The approach up the driveway reveals a home with a stately and welcoming presence. Inside, natural light pours through large picture windows filling every room with warmth and openness. The layout is designed for

    Susan Slotnick William Raveis Real Estate

    17 Hammond Ridge Rd, Mount Kisco, NY 10549
  • /43

    $2,225,000

    • 6 Beds
    • 6 Baths
    • 5,234 Sq Ft

    50 Overlook Dr, Chappaqua, NY 10514

    50 Overlook Drive, an elegant 6-bedroom colonial Tudor set in a quiet, tree-lined neighborhood. With fresh upgrades completed this month, including interior repainting, carpet-removal to expose wood floors. This one-of-a-kind home is a must see. Meticulously maintained heating and cooling systems, brick exterior, and a classic-tile roof are some of the exceptional features this home can

    Wendy Nolan Houlihan Lawrence Inc.

    50 Overlook Dr, Chappaqua, NY 10514
  • /33

    $1,799,999

    • 4 Beds
    • 3 Baths
    • 3,009 Sq Ft

    200 Millwood Rd, Chappaqua, NY 10514

    Tucked away in a 3+ acre private storybook setting, this reimagined farmhouse blends timeless charm with modern comfort. Set back from the road on a scenic, private property with gorgeous mature landscaping, two tranquil ponds, and wide-open views, this 4-bedroom home is a peaceful retreat unlike any other.Inside, the open, sunlit layout features oversized windows that invite the outdoors in,

    Sari Shaw Compass Greater NY, LLC

    200 Millwood Rd, Chappaqua, NY 10514
  • /50

    $1,979,000

    • 4 Beds
    • 4.5 Baths
    • 4,543 Sq Ft

    56 Annandale Rd, Chappaqua, NY 10514

    Welcome to 56 Annandale Road – a sleek & sophisticated Contemporary Colonial tucked into the prestigious Lawrence Farms East enclave, with panoramic views of the Mount Kisco Country Club’s fairways & pool. This rare offering delivers a perfect blend of privacy, style, & convenience in one of Westchester’s most sought-after communities. Set on almost an acre & a half of beautifully landscaped

    Michael Levy eXp Realty

    56 Annandale Rd, Chappaqua, NY 10514
  • /16

    $1,450,000

    • 4 Beds
    • 5 Baths
    • 2,875 Sq Ft

    136 Roaring Brook Rd, Chappaqua, NY 10514

    Experience the pinnacle of refined living in this newly reimagined modern farmhouse, perfectly sited on a secluded, tree-lined acre in the heart of Chappaqua. With over 2,800 square feet of exquisitely finished space, this residence blends timeless architectural detail with sophisticated, high-end design for the ultimate in quiet luxury. Andersen 400 series windows and doors throughout, most are

    Aric Wiser Douglas Elliman Real Estate

    136 Roaring Brook Rd, Chappaqua, NY 10514
  • /50

    $1,299,000

    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    7 Kisco Park Dr, Mount Kisco, NY 10549

    Beautifully updated 4-bedroom, 2.5-bath Dutch Colonial in the sought-after Kisco Park neighborhood, located within the Chappaqua School District. Set on 0.48 acres of park-like property with mature trees, stone walls, patios, and a quiet cul-de-sac setting. The sun-filled interior features refinished oak hardwood floors, crown moldings, and an open, functional layout. The high-end eat-in kitchen

    Alicja Bohmrich Houlihan Lawrence Inc.

    7 Kisco Park Dr, Mount Kisco, NY 10549
  • /47

    $3,699,000

    • 4 Beds
    • 7 Baths
    • 7,708 Sq Ft

    5 Sutton Farm Dr, Chappaqua, NY 10514

    Nestled on over 5 private, professionally landscaped acres in the exclusive cul-de-sac of Sutton Farm within Chappaqua’s esteemed Whippoorwill area, this custom-designed and custom-built Shingle Style home is a rare and refined first opportunity. Completed in 2008 by a renowned builder and architect, the 4+ bedroom home (lives like a 5/6) has been meticulously detailed with luxurious, high-end

    Cindy Glynn Compass Greater NY, LLC

    5 Sutton Farm Dr, Chappaqua, NY 10514
  • /36

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,447 Sq Ft

    21 Kipp St, Chappaqua, NY 10514

    Step into this beautifully updated 4-bedroom, 2.5-bathroom home, just a short stroll from the vibrant shops, dining, and charm of downtown Chappaqua. Perfectly situated for an easy city commute, this home offers the ideal blend of convenience and tranquility. Inside, you'll find generously sized rooms filled with natural light. The serene primary suite provides a peaceful retreat at the end of

    Vanessa Catalano Julia B Fee Sothebys Int. Rlty

    21 Kipp St, Chappaqua, NY 10514
  • /21

    $1,099,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    10 Barnes Ln, Chappaqua, NY 10514

    Move right into this beautifully updated three bedroom, two bathroom ranch, perfectly situated within the award-winning Chappaqua school district. Thoughtfully renovated from top to bottom, this home offers modern comfort and timeless charm. The heart of the home is the stylish kitchen featuring classic oak cabinetry, sleek quartz countertops, and ample space for cooking and entertaining. Both

    Alexander Marks William Raveis-New York LLC

    10 Barnes Ln, Chappaqua, NY 10514
  • /14

    $625,000

    • 3 Beds
    • 2 Baths
    • 880 Sq Ft

    380 Whippoorwill Rd, Chappaqua, NY 10514

    This charming cottage has been completely reimagined, seamlessly blending timeless character with modern luxury. Fully gut-renovated and thoughtfully redesigned from top to bottom, this inviting home offers the perfect retreat—whether you're seeking a serene weekend escape or a full-time residence.Ideally located just minutes from downtown Chappaqua and seconds from Chappaqua Crossing, Horace

    Christine Anderson Compass Greater NY, LLC

    380 Whippoorwill Rd, Chappaqua, NY 10514
  • /32

    $849,000

    • 4 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    73 S Bedford Rd, Chappaqua, NY 10514

    Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 bedroom and 2.5 full bathroom house is located in the award-winning Chappaqua school district. Step inside to discover gleaming hardwood floors throughout, a cozy living room with a wood-burning fireplace, and a bright, charming dining room. The kitchen features ample cabinetry, granite countertops, and

    Thomas Hennerty

    73 S Bedford Rd, Chappaqua, NY 10514
  • /43

    $1,149,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    29 Meadow Ln, Chappaqua, NY 10514

    Location, Location, Location. Welcome to the sought-after hamlet of Chappaqua! 29 Meadow Lane is nestled on a charming Cul-De-Sac in a quiet and beautiful neighborhood, this lovely home sitting on over a half-acre offers the perfect blend of comfort, elegance, and versatility. The open concept main floor features a spacious sun-lit dining area, kitchen, living room and sunroom. With 4 bedrooms

    Daniel Berger RE/MAX Prestige Properties

    29 Meadow Ln, Chappaqua, NY 10514
  • /39

    $979,000

    • 6 Beds
    • 4 Baths
    • 4,559 Sq Ft

    210 Seven Bridges Rd, Mount Kisco, NY 10549

    A truly one-of-a-kind investment opportunity in the sought-after Chappaqua School District—2 houses for the price of one! This eclectic & historic property offers unmatched versatility, character & endless potential. Originally built in 1926 as a horse stable & previously home to a Houlihan Lawrence office, the property has served multiple uses over time, including commercial space & residential

    Scott O'Shea Howard Hanna Rand Realty

    210 Seven Bridges Rd, Mount Kisco, NY 10549
  • /41

    $1,275,000

    • 3 Beds
    • 2.5 Baths
    • 2,111 Sq Ft

    4 Southview Rd, Chappaqua, NY 10514

    Fabulous 3 Bedroom Home which lives like 4 Bedroom on rare and lovely cul-de-sac within a 5-minute walk to the nationally ranked Horace Greeley High School, part of the award-winning Chappaqua School District, and to Chappaqua Crossing with its charming shops and restaurants, including Whole Foods, Life Time Gym, Starbucks, and the Chappaqua Performing Arts Center. It is also in close proximity

    Wendy Nolan Houlihan Lawrence Inc.

    4 Southview Rd, Chappaqua, NY 10514
  • /47

    $3,199,000

    • 4 Beds
    • 4.5 Baths
    • 6,542 Sq Ft

    93 Haights Cross Rd, Chappaqua, NY 10514

    Exceptional and sophisticated Nantucket shingle style Colonial on 3.66 private acres in one of Chappaqua’s most desirable neighborhoods, offers the perfect balance of casual elegance and resort-style living. Just 45 minutes from NYC and minutes to town, train, and top-rated schools, this turnkey home offers unmatched convenience and luxury. Designed for both everyday comfort and effortless

    Cindy Glynn Compass Greater NY, LLC

    93 Haights Cross Rd, Chappaqua, NY 10514
  • /46

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,918 Sq Ft

    124 Seven Bridges Rd, Chappaqua, NY 10514

    This beautiful Chappaqua house sits on 3.25 acres surrounded by formal gardens and woods. Designed by the renowned Westchester architect James Renwick Thomson in the 30's, this home seamlessly incorporates both elements of formal sophistication along with more casual charm. It is a one-of-a-kind gem, containing Palladian windows, vaulted ceiling, custom wood work, bay windows, Dutch doors,

    Douglas Dill Houlihan Lawrence Inc.

    124 Seven Bridges Rd, Chappaqua, NY 10514
  • /30

    $879,000

    • 3 Beds
    • 3 Baths
    • 1,692 Sq Ft

    550 Saw Mill River Rd, Millwood, NY 10546

    The Pride of Homeownership Starts Here. Tucked away in the highly sought-after Chappaqua School District, this meticulously maintained Raised Ranch blends comfort, style, and functionality in all the right ways. Step inside to find a bright and open layout—perfect for everyday living and entertaining. The spacious living room flows effortlessly into the dining

    Yara Annechiarico At Home With Yara Realty

    550 Saw Mill River Rd, Millwood, NY 10546
  • /48

    $3,499,999

    • 4 Beds
    • 7 Baths
    • 7,305 Sq Ft

    5 Briarcliff Rd, Chappaqua, NY 10514

    This distinguished 7,300-square-foot Colonial residence, constructed in 2007, is ideally situated on a level, professionally landscaped property, offering a rare blend of timeless architectural elegance and modern luxury. Meticulously designed and impeccably maintained, this exceptional home features four en-suite bedrooms with space for a fifth , a spacious bonus room/office, and a thoughtfully

    Sari Shaw Compass Greater NY, LLC

    5 Briarcliff Rd, Chappaqua, NY 10514
  • /30

    $1,265,000

    • 5 Beds
    • 3 Baths
    • 3,200 Sq Ft

    26 Mayberry Rd, Chappaqua, NY 10514

    Welcome to 26 Mayberry Road, a charming and spacious 5-bedroom expanded ranch-style home on a quiet cul-de-sac street in the Chappaqua school district. Set on a private, landscaped acre, this home offers scenic views from the elevated deck and large stone patio just off the walkout lower level. The main floor features a versatile and inviting layout with formal living and dining rooms, a kitchen

    Edward Holmes William Raveis-New York, LLC

    26 Mayberry Rd, Chappaqua, NY 10514
  • /44

    $2,950,000

    • 4 Beds
    • 4.5 Baths
    • 7,371 Sq Ft

    2 Cerf Ln, Mount Kisco, NY 10549

    This meticulously designed Colonial in the prestigious Chappaqua Central School District provides a true haven for those who appreciate refined living with a contemporary turnkey design aesthetic. The blend of traditional and contemporary vibes creates an exquisite mix of sophistication and relaxed comfort for entertaining and everyday living. Featuring high-end finishes throughout, every level

    Alaina Bainlardi William Raveis-New York LLC

    2 Cerf Ln, Mount Kisco, NY 10549
  • /44

    $2,499,000

    • 5 Beds
    • 4.5 Baths
    • 4,348 Sq Ft

    482 Armonk Rd, Mount Kisco, NY 10549

    Welcome to Mill Stream Farm, privately set on13.7 picture book acres with a sweeping entrance through towering trees, & a terrace with firepit overlooking a scenic pond and stream with waterfall. Experience the magic of a private lake, cascading waterfalls, and your own private mountain range. Historical and breathtaking beauty surrounds this special home. Live your dreams now. The stunning

    Sena Baron William Raveis-New York, LLC

    482 Armonk Rd, Mount Kisco, NY 10549
  • /38

    $3,150,000

    • 5 Beds
    • 9 Baths
    • 8,775 Sq Ft

    70 Haights Cross Rd, Chappaqua, NY 10514

    Welcome to 70 Haights Cross, a stunning turn-key 5 bedroom, 7.2 bath colonial designed by noted architect Tasos Kokoris. Located in a coveted neighborhood, this home is set on 2 plus private professionally landscaped acres with a Gunite pool with waterfall and jacuzzi. The heart of the home lies in the gourmet kitchen featuring a Wolf-6-burner range, warming and fridge drawer, 2 Bosch dishwashers

    Wendy Nolan Houlihan Lawrence Inc.

    70 Haights Cross Rd, Chappaqua, NY 10514
  • /43

    $3,149,000

    • 5 Beds
    • 5.5 Baths
    • 7,238 Sq Ft

    2 Heathcote Dr, Mount Kisco, NY 10549

    A rare opportunity to move into this exceptionally young 2012 custom built well maintained, one owner home sited on over 2 acres of leveled, idyllic, private property in one of Chappaqua's most coveted neighborhoods. A private, gated drive introduces this 5+ bedroom, 7,200+sq ft home, exuding quality construction and meticulous workmanship in every detail. Designed with luxury finishes and

    Usha Subramaniam Compass Greater NY, LLC

    2 Heathcote Dr, Mount Kisco, NY 10549
  • /50

    $848,000

    • 3 Beds
    • 2 Baths
    • 1,441 Sq Ft

    23 Kathleen Ln, Mount Kisco, NY 10549

    The time is now for this incredible opportunity to live and love a home and its beautiful surroundings! Property is GORGEOUS and offers plenty of space for relaxation, play, and al fresco dining. Welcome to 23 Kathleen Lane, Mt. Kisco, New York, in the beautiful Rolling Fields neighborhood in the Chappaqua School District!At first glance, this split-level cottage home is adorable as a

    Anthony DeBellis Douglas Elliman Real Estate

    23 Kathleen Ln, Mount Kisco, NY 10549
  • /40

    $1,295,000

    • 2 Beds
    • 2 Baths
    • 2,344 Sq Ft

    5 Shingle House Rd, Millwood, NY 10546

    Retreat into a world of elegance and charm in this Enchanted Storybook Cottage located in the Chappaqua School District. Privately sited down a long private drive on 3.2 maturely landscaped acres, sits this whimsical craftsman style home. The well maintained impressive interior features elegant tile, wide plank wood flooring, pocket doors, archways, hand hewn beams and 2 magnificent stone

    Amber Thomas Compass Greater NY, LLC

    5 Shingle House Rd, Millwood, NY 10546
  • /46

    $6,400,000

    • 11 Beds
    • 6.5 Baths
    • 9,481 Sq Ft

    335 Croton Dam Rd, Ossining, NY 10562

    Nestled in the heart of the picturesque Hudson Valley, this stunning Tudor-style mansion is a true dream estate. Boasting an impressive 9,481 sq ft of living space, this magnificent property is situated on 50 acres of meticulously landscaped gardens, making it one of the most sought-after locations in the county.The estate features a 3-acre lake with a charming boathouse, a sparkling pool, a

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    335 Croton Dam Rd, Ossining, NY 10562
  • /43

    $6,495,000

    • 5 Beds
    • 6 Baths
    • 7,645 Sq Ft

    402 Sarles St, Mount Kisco, NY 10549

    A masterpiece of timeless elegance, this stately 1903 stone and shingle manor is set on 15 acres of impeccably landscaped grounds. Recently renovated with thoughtful attention to detail, the home seamlessly blends historic charm with modern luxury. Sun drenched rooms boast soaring ceilings, exquisite old growth black walnut floors and architecturally stunning windows and doors that enhance the

    Jody Rosen Julia B Fee Sothebys Int. Rlty

    402 Sarles St, Mount Kisco, NY 10549
  • /27

    $998,000 Open Sat 3PM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 3,264 Sq Ft

    569 Millwood Rd, Chappaqua, NY 10514

    A dramatic and stunning four-bedroom Contemporary home set on 1.2 professionally landscaped acres, designed by Jan Johnsen, former landscape architect for the New York Botanical Gardens. Surrounded by wooded privacy, this serene setting features two separate decks and a ground-level patio that surrounds the exterior of the home. Inside, this home offers a light-filled, modern, and open layout

    Edward Holmes William Raveis-New York, LLC

    569 Millwood Rd, Chappaqua, NY 10514
  • /45

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 3,155 Sq Ft

    10 North Ln, Chappaqua, NY 10514

    Welcome to 10 North Lane — a spacious 3-bedroom, 3-bath home offering 3,155 square feet of comfortable living in the heart of Chappaqua. Located within the highly acclaimed Chappaqua School District, this charming residence is perfectly positioned on a quiet, private dead-end street just minutes from the Taconic Parkway, shopping, and the vibrant Chappaqua town center. Enjoy a beautifully level

    Annette Cicinelli Keller Williams Realty Partner

    10 North Ln, Chappaqua, NY 10514
  • /50

    $1,125,000

    • 4 Beds
    • 2.5 Baths
    • 3,246 Sq Ft

    32 Waterview Dr, Ossining, NY 10562

    Located within the renowned Waterview Estates in Ossining, this house and property is simply STUNNING! Starting outside, the curb appeal of 32 Waterview is immediately on display. This classic Colonial with a rocking chair front entry porch, the handsome circular stone wall with a Japanese Maple as its centerpiece, and double wide driveway to comfortably accommodate residents' and guests'

    Eric Lebenson ERA Insite Realty Services

    32 Waterview Dr, Ossining, NY 10562
  • /32

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    816 Hardscrabble Rd, Chappaqua, NY 10514

    Chappaqua Gem—Welcome to 816 Hardscrabble Road located in a Top-Rated School District!Discover your opportunity to live in the coveted Chappaqua School District with this charming 3-bedroom, 2-bath Split-Level Ranch, nestled on a tranquil half acre lot.This home features a spacious Primary En-Suite, offering comfort and privacy. Recent upgrades include Roof, Liters & Gutters

    Daniel Berger RE/MAX Prestige Properties

    816 Hardscrabble Rd, Chappaqua, NY 10514
  • /45

    $5,800,000

    • 7 Beds
    • 7.5 Baths
    • 8,906 Sq Ft

    2 Terrace Cir, Armonk, NY 10504

    Nestled in the desirable Wood Hollow Estates neighborhood in Armonk NY, 2 Terrace Circle is a well scaled, custom built 7 bedroom, 7.5 bath home offering privacy and sophistication. An impressive 2-story foyer, showcasing coffered ceilings, exquisite mahogany millwork, classic moldings, and a flexible layout. The dining room features a large bay window and custom wall panels, flowing into a

    Brian Milton Compass Greater NY, LLC

    2 Terrace Cir, Armonk, NY 10504
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