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New Castle, NY Homes for Sale with Garage

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  • /49

    $1,100,000

    Open Sat 2PM - 4PM
    • 4 Beds
    • 3 Baths
    • 3,200 Sq Ft

    88 Pines Bridge Rd, Mount Kisco, NY 10549

    Welcome to this lovingly updated home at 88 Pines Bridge Road, offering the perfect blend of charm, space, and future potential. Featuring 4 oversized bedrooms plus an additional den ideal for a home office, guest space, or playroom, this home has been thoughtfully maintained and updated for comfortable living.The home boasts beautifully updated bathrooms with stylish finishes and modern

    Agent Photo

    Kristin Poellot

    Keller Williams Prestige Prop

    (914) 350-2694

    88 Pines Bridge Rd, Mount Kisco, NY 10549
  • /46

    $1,095,000

    $105K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,867 Sq Ft

    27 Allapartus Cir, Ossining, NY 10562

    This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning

    Agent Photo

    Mary Stetson

    Stetson Real Estate

    (914) 685-6022

    27 Allapartus Cir, Ossining, NY 10562
  • /23

    $999,000

    Open Sat 11:30AM - 1:30PM $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,581 Sq Ft

    10 Horseshoe Rd, Mount Kisco, NY 10549

    Set on an acre in the desirable Rolling Fields neighborhood and located within the highly sought-after Chappaqua School District, this well maintained home offers comfortable living with a flexible layout that lives larger than its 3-bedroom configuration. The main level features an inviting kitchen with stainless steel appliances and granite countertops, open to the dining area for easy everyday

    Agent Photo

    Deena Bouchier

    Compass Greater NY, LLC

    (914) 685-6242

    10 Horseshoe Rd, Mount Kisco, NY 10549
  • /50

    $2,699,000

    • 4 Beds
    • 4.5 Baths
    • 5,918 Sq Ft

    40 Hamilton Dr, Chappaqua, NY 10514

    Tucked away on over two exquisitely landscaped acres in one of Chappaqua’s most prestigious enclaves, this exceptional newly constructed modern home redefines luxury living through a masterful blend of architectural sophistication, cutting-edge efficiency, and timeless elegance. Designed with a discerning eye and crafted with uncompromising quality, this magazine-worthy residence offers the

    Matthew Valvano Berkshire Hathaway HS NY Prop

    40 Hamilton Dr, Chappaqua, NY 10514
  • /39

    $1,199,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 3.5 Baths
    • 2,708 Sq Ft

    25 Cabin Ridge Rd, Chappaqua, NY 10514

    Escape to your own private retreat on 3.44 acres of wooded land, where rustic charm meets modern comfort. This unique residence was thoughtfully expanded in 2005 and refined with modern luxuries while preserving its timeless character. The beautifully crafted, freshly painted 2,708-square-foot home offers 3 bedrooms and 4 bathrooms in a serene, nature-filled setting. Inside, you'll find a

    Jia Wei Keller Williams Realty Group

    25 Cabin Ridge Rd, Chappaqua, NY 10514
  • /45

    $1,395,000

    • 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 cul-de-sac 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
  • /49

    $1,600,000

    • 11 Beds
    • 9 Baths

    120 Spring Valley Rd, Ossining, NY 10562

    Rare multi-residence property offering exceptional flexibility, income potential, and a picturesque setting on beautifully landscaped grounds with scenic views of a shared pond. Nestled among mature trees and expansive lawns, this unique offering features three separate residential structures situated on one parcel, creating an outstanding opportunity for investors, owner-occupants,

    Alfred Bruno Berkshire Hathaway HS NY Prop

    120 Spring Valley Rd, Ossining, NY 10562
  • /8

    $2,895,000

    • 4 Beds
    • 5.5 Baths
    • 4,589 Sq Ft

    39 Barnes Ln, Chappaqua, NY 10514

    Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion in August 2026. Early buyers will have the rare chance to customize many of the final finishes and tailor the home to their personal style. This thoughtfully designed home offers 4 bedrooms and 5.1 bathrooms, with a highly desirable layout that lives

    Karin Kimtis Compass Greater NY, LLC

    39 Barnes Ln, Chappaqua, NY 10514
  • /30

    $1,050,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 3 Baths
    • 2,160 Sq Ft

    568 Saw Mill River Rd, Millwood, NY 10546

    Private access to the scenic North County Trailway, offering miles of paved trails for walking, running, and biking, is just one of the many highlights of this beautifully maintained home. Not to be missed, this sun-filled 3-bedroom, 3-bath raised ranch offers a comfortable layout ideal for both everyday living and entertaining. Set privately on over 1.3 level acres and screened from the road by

    Stacey Sporn William Raveis Real Estate

    568 Saw Mill River Rd, Millwood, NY 10546
  • /23

    $1,590,000

    Open Sat 12:30PM - 2PM $35K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,576 Sq Ft

    17 Lila Ln, Chappaqua, NY 10514

    Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor

    Jocelyn Cloder Compass Greater NY, LLC

    17 Lila Ln, Chappaqua, NY 10514
  • /42

    $1,799,000

    Open Sat 12:30PM - 2:30PM $100K PRICE DROP
    • 2 Beds
    • 3.5 Baths
    • 3,574 Sq Ft

    2 Dewitt Dr, Chappaqua, NY 10514

    Welcome to 2 DeWitt Drive — a stunning 2025-built carriage home offering refined luxury and effortless living in one of Chappaqua’s most desirable communities. This light-filled corner residence spans 3,574 square feet with 2 spacious bedrooms (lives like a 3BR) and 3.5 baths, thoughtfully designed with high-end finishes and sophisticated upgrades throughout. Expansive windows flood the home with

    Joann Galluccio William Raveis-New York LLC

    2 Dewitt Dr, Chappaqua, NY 10514
  • /39

    $2,195,000

    • 6 Beds
    • 5.5 Baths
    • 6,563 Sq Ft

    22 Random Farms Cir, Chappaqua, NY 10514

    Set on a picturesque property in sought-after Random Farms, this stunning 6-bedroom residence offers dramatic views, soaring ceilings, and exceptional living spaces designed for both everyday comfort and elegant entertaining. A breathtaking double-height entry welcomes you into sun-drenched interiors featuring walls of windows, rich hardwood floors, and seamless open-concept flow

    Sari Shaw Compass Greater NY, LLC

    22 Random Farms Cir, Chappaqua, NY 10514
  • /41

    $1,600,000

    • 4 Beds
    • 3.5 Baths
    • 3,138 Sq Ft

    14 Crossways, Chappaqua, NY 10514

    Most “walk-to-town” homes ask you to compromise on space, privacy, or both. At 14 Crossways, you get all three. Set less than a mile from the Chappaqua station, it combines true walkability with more than 3,100 square feet of well-organized living space on a private, level half-acre. Carefully maintained and thoughtfully improved, it is also a house designed for entertaining. At its center, the

    Jonathan Cape Julia B Fee Sothebys Int. Rlty

    14 Crossways, Chappaqua, NY 10514
  • /37

    $825,000

    $265K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,990 Sq Ft

    81 Glendale Rd, Ossining, NY 10562

    Fully Available. Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with

    Helena Macintyre North Country Sothebys Int Rlt

    81 Glendale Rd, Ossining, NY 10562
  • /28

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,606 Sq Ft

    54 Allapartus Rd, Ossining, NY 10562

    Set on two peaceful acres in the desirable New Castle area, this thoughtfully updated home offers a rare balance of privacy, space, convenience, and flexibility. Positioned on a corner lot and set far back from the road, the property provides a quiet and secluded feel while still being conveniently located approximately 15 minutes from downtown Chappaqua, the Chappaqua Train Station, shopping,

    Derek Greene Greene Realty Group

    54 Allapartus Rd, Ossining, NY 10562
  • /27

    $49,500,000

    • 8 Beds
    • 10 Baths
    • 26,079 Sq Ft

    Unlisted Address

    ONE OF NEW YORK'S MOST COVETED ESTATES. Enter a world where timeless elegance meets state-of-the-art luxury. Originally built in 1901 for renowned financier J. Borden Harriman, this legendary estate - historically known as Devonshire, and earlier as Uplands - stands as a rare example of Gilded Age grandeur, reimagined for modern living. When it last sold in 2012, it set a record as the highest

    Brian Sheerin William Raveis-New York LLC

    Unlisted Address
  • /47

    $3,499,000

    • 5 Beds
    • 7 Baths
    • 5,640 Sq Ft

    22 Petersville Rd, Mount Kisco, NY 10549

    Located in the highly desirable Petersville Farm neighborhood and within the coveted Chappaqua School District, this exceptional 5-bedroom, 5.2-bath Craftsman-inspired Colonial enjoys sweeping panoramic views overlooking the pristine fairways of the Mount Kisco Country Club. Perfectly sited on over 3 completely flat, park-like acres on a private estate street, this extraordinary residence

    Cindy Glynn Compass Greater NY, LLC

    22 Petersville Rd, Mount Kisco, NY 10549
  • /44

    $799,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft

    18 Ridge Rd, Mount Kisco, NY 10549

    Located in the highly sought after Chappaqua Central School District in the desirable Smith Park neighborhood, this one of a kind Contemporary with striking Modern Mansard architecture. Offering open concept living, soaring 12 foot ceilings in the dramatic living room with fireplace, clean architectural lines, and expansive windows, this home is filled with natural light and designed for today’s

    Alicja Bohmrich Houlihan Lawrence Inc.

    18 Ridge Rd, Mount Kisco, NY 10549
  • /31

    $725,000

    Open House 6/13 Coming Soon
    • 2 Beds
    • 2.5 Baths
    • 1,818 Sq Ft

    134 Bayberry Close Unit 134, Chappaqua, NY 10514

    Welcome to 134 Bayberry Close in the sought-after Old Farm Lake community, in the heart of Chappaqua. This spacious 2-bedroom, 2.5-bathroom townhouse offers over 1,800 sq ft of living space across three levels, including a finished walk-out lower level. The main level features an eat-in kitchen, a dining area with sliding glass doors to the deck, and a sun-filled living room with cathedral

    Mark Boyland Keller Williams Realty Partner

    134 Bayberry Close Unit 134, Chappaqua, NY 10514
  • /50

    $1,900,000

    • 9 Beds
    • 8 Baths
    • 5,337 Sq Ft

    51 Pinesbridge Rd, Ossining, NY 10562

    Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities.The beautifully renovated 5,337-square-foot Main House features 5 spacious

    Cathy DeBow William Raveis Real Estate

    51 Pinesbridge Rd, Ossining, NY 10562
  • /41

    $699,222

    Open Sun 10:30AM - 12PM
    • 3 Beds
    • 2.5 Baths
    • 2,270 Sq Ft

    10 Lakeview Rd, Ossining, NY 10562

    Bring your vision and make this spacious split-level home your own! Set on over an acre of level, park-like property, this home offers a rare opportunity to create the lifestyle you've been dreaming of in a serene and convenient location. Freshly enhanced with newly painted exterior surfaces, a brand-new walkway, front patio, and a new above-ground oil tank, the property is ready for its next

    Mark Seiden Mark Seiden Real Estate Team

    10 Lakeview Rd, Ossining, NY 10562
  • /44

    $1,725,000

    • 4 Beds
    • 3.5 Baths
    • 3,010 Sq Ft

    16 Fox Den Rd, Mount Kisco, NY 10549

    Welcome to this outstanding center hall colonial in the Chappaqua school district, perfectly situated on 1.15 stunning park-like level acres in a sought-after cul-de-sac neighborhood. Offering over 3,000 square feet of beautifully maintained living space, this 4-bedroom, 3.1 bath home is truly move-in ready. The renovated eat-in kitchen is a showstopper, featuring inset panel white cabinetry,

    Sena Baron William Raveis-New York, LLC

    16 Fox Den Rd, Mount Kisco, NY 10549
  • /25

    $3,695,000

    New Construction
    • 5 Beds
    • 6.5 Baths
    • 6,500 Sq Ft

    115 Old Roaring Brook Rd, Mount Kisco, NY 10549

    Experience the pinnacle of new construction in one of Chappaqua’s most coveted locations within the award winning Chappaqua Schools. Built by a highly regarded local builder known for exceptional craftsmanship and thoughtful design, this stunning 5-bedroom, 6.5-bathroom residence offers approximately 6,500 square feet across three finished levels.Privately set on over 11 acres, the property

    Sharon Bodnar Briskman Houlihan Lawrence Inc.

    115 Old Roaring Brook Rd, Mount Kisco, NY 10549
  • /35

    $2,990,000

    $687K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 8,200 Sq Ft

    20 Bessel Ln, Chappaqua, NY 10514

    Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinger offers three levels of striking contemporary design. The residence features a soaring three-story curved ceiling, a dramatic floating staircase, and expansive open-plan living and entertaining spaces that frame the home’s private setting. The main-level primary suite provides

    Tianying Xu Houlihan Lawrence Inc.

    20 Bessel Ln, Chappaqua, NY 10514
  • /24

    $725,000

    • 4 Beds
    • 2 Baths
    • 1,307 Sq Ft

    65 Laurelton Rd, Mount Kisco, NY 10549

    CHARMING 1930'S. The perfect country house. Wood-Shingle Cape in the Heart of Stanwood. Beautifully updated four-bedroom home-circa 1937. Sun-filled rooms with Fir floors. Living Room with stone fireplace. Dining Area opening to renovated Kitchen with granite countertops and stainless appliances. Four Bedrooms with Two full Baths. Spacious rear deck for summer barbecues and outdoor entertaining.

    Claudia Atkinson Ginnel Real Estate

    65 Laurelton Rd, Mount Kisco, NY 10549
  • /39

    $820,000

    • 2 Beds
    • 2 Baths
    • 2,059 Sq Ft

    122 Harriman Rd, Mount Kisco, NY 10549

    Timeless Charm Meets Modern Living in This 1935 CottageStep into a truly special home where character and comfort come together effortlessly. This distinctive 1935 cottage offers a rare blend of vintage appeal and an open, airy layout designed for today’s lifestyle. Privately set and surrounded by nature, the home is filled with natural light that enhances its warm wood floors, inviting

    Theresa Crozier Houlihan Lawrence Inc.

    122 Harriman Rd, Mount Kisco, NY 10549
  • /17

    $569,000

    $30K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    150 Bedford Rd Unit 12A, Chappaqua, NY 10514

    Welcome to this move-in-ready 2-bedroom, 2-bath residence in highly sought-after Chappaqua Commons. Recently refreshed with thoughtful updates throughout, this sun-filled home combines modern finishes with effortless convenience.The spacious open-concept living and dining area features brand-new flooring (2025) and a seamless flow to the updated kitchen, boasting new countertops and

    Sari Shaw Compass Greater NY, LLC

    150 Bedford Rd Unit 12A, Chappaqua, NY 10514
  • /37

    $3,900,000

    • 4 Beds
    • 5.5 Baths
    • 9,284 Sq Ft

    16 Taylor Rd, Mount Kisco, NY 10549

    Designed without compromise and executed to perfection, this custom Georgian Colonial by Nasser Nakib Architect sets a new standard for luxury living. Eleven-foot ceilings, an effortless open layout, and walls of windows create a light-filled, airy feel throughout. A front-to-back foyer with floating staircase makes a striking first impression, while wide plank wood floors, a slate roof, and full

    Kimberly Zwickel Houlihan Lawrence Inc.

    16 Taylor Rd, Mount Kisco, NY 10549
  • /38

    $2,900,000

    $600K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 5,502 Sq Ft

    83 Somerstown Rd, Ossining, NY 10562

    Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    83 Somerstown Rd, Ossining, NY 10562
  • /6

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 2,682 Sq Ft

    94 Somerstown Rd, Ossining, NY 10562

    Phase Two at Moradia is now offering a fabulous to-be-built new modern on Lot One. Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is a brand-new community of high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated

    David Turner Compass Greater NY, LLC

    94 Somerstown Rd, Ossining, NY 10562
  • /43

    $2,499,000

    • 3 Beds
    • 4 Baths
    • 6,115 Sq Ft

    33 Greenbriar Dr, Chappaqua, NY 10514

    Set on beautifully landscaped grounds in one of Chappaqua’s most coveted neighborhoods, this exceptional luxury Colonial blends timeless architecture, designer finishes, and an unmatched indoor-outdoor lifestyle within the award-winning Chappaqua school district. Privately positioned against acres of preserved land, this premier Westchester County property offers both tranquility and convenience,

    Wendy Nolan Houlihan Lawrence Inc.

    33 Greenbriar Dr, Chappaqua, NY 10514
  • /50

    $1,150,000

    • 6 Beds
    • 2.5 Baths
    • 2,826 Sq Ft

    23 Byram Lake Rd, Mount Kisco, NY 10549

    Step into a truly one-of-a-kind home where history, character and modern comfort come together seamlessly. Originally built in 1777 and once part of a grand estate-and even formerly an Inn- this remarkable 5 bedroom 2.5 bath residence offers a rare opportunity to own a property with a story to tell. Set on beautifully landscaped grounds with mature plantings, the property is as impressive

    Grace Vinciguerra RE/MAX Classic Realty

    23 Byram Lake Rd, Mount Kisco, NY 10549
  • /6

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 2,693 Sq Ft

    94 Somerstown Rd, Ossining, NY 10562

    Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is abrand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first

    David Turner Compass Greater NY, LLC

    94 Somerstown Rd, Ossining, NY 10562
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