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Homes for Sale in 10514

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  • /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
  • /44

    $1,774,000

    • 3 Beds
    • 3.5 Baths
    • 3,614 Sq Ft

    21 Wallace Way, Chappaqua, NY 10514

    Better than new at Chappaqua Crossings Carriages! Be among the first to experience this spectacular new community featuring a delightful and charming village atmosphere in the heart of Westchester, Chappaqua, NY. This stunning “Byram Newhaven model” situated in a prime location within the community, offers great curb appeal with its expansive front porch, stone walls and specimen plantings; and

    Ken Wile Redfin Real Estate

    21 Wallace Way, Chappaqua, NY 10514
  • /46

    $2,699,000

    • 4 Beds
    • 4.5 Baths
    • 6,640 Sq Ft

    17 Byram Meadows Rd, Chappaqua, NY 10514

    Meticulously maintained, beautifully appointed 4-bedroom, 4 full and 1 half-bath Colonial set on a level acre at the end of a quiet cul-de-sac in prestigious Inglenook Farm in the coveted Byram Hills Schools. A grand and light-filled two-story entry welcomes you into this refined home featuring 9-foot ceilings on 1st and 2nd levels, oak flooring, and custom moldings and trim throughout. Formal

    Cindy Glynn Compass Greater NY, LLC

    17 Byram Meadows 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
  • /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
  • /43

    $2,000,000

    • 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
  • /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
  • /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
  • /43

    $775,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,549 Sq Ft

    77 Further Ln, Chappaqua, NY 10514

    Discover exceptional living in this well maintained 2-bedroom, 2-bath townhome.A true gem within Chappaqua's coveted Old Farm Lake community. Enjoy lake views from your back deck or use the electric roller shades for the living room view. This unique unit boasts a front lawn, inviting patio, and lush landscaping overlooking a picturesque pond. The kitchen features new appliances,

    Clayton Livingston McGrath Realty Inc

    77 Further Ln, Chappaqua, NY 10514
  • /24

    $830,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    5 Grove Mews, Chappaqua, NY 10514

    All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.

    Karin Kimtis Compass Greater NY, LLC

    5 Grove Mews, Chappaqua, NY 10514
  • /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
  • /2

    $690,000

    • 1 Bed
    • 1.5 Baths
    • 1,052 Sq Ft

    1008 King St, Chappaqua, NY 10514

    Major Renovation required.Property being sold As Is. Verify Taxes with municipality. Price includes New Construction and Engineering Plans with Clean Asbestos Abatement Certificate. Underground Oil Tank has been removed with a Clear D.E.C; Certificate.

    Joseph Vitulli Elite Properties

    1008 King 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

    $875,000 Open Sun 1PM - 3PM

    • 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
  • /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 Open Sat 11:30AM - 1PM

    • 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
  • /28

    $799,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 1,767 Sq Ft

    149 King St Unit 4, Chappaqua, NY 10514

    Experience the vibrancy and user-friendly vibe of the Hamlet of Chappaqua in this very special move-in ready, end-unit townhouse, which could be the one you’ve been waiting for. Perfectly located, it is walkable to train, schools, restaurants, shops, farmer’s market, town hall, library and more. It offers generous space with flexibility of use featuring two large bedrooms, plus loft, lower level

    Nancy Jones Julia B Fee Sothebys Int. Rlty

    149 King St Unit 4, Chappaqua, NY 10514
  • /49

    $824,000

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    249 Mill River Rd, Chappaqua, NY 10514

    Contemporary bi-level 4 beds 2 Bath home. Enjoy comfort and sophistication with red oak hardwood flooring, recent upgrades like a new roof, boiler, and sanitary system. Large living room with ample space for holiday gatherings. Entertain effortlessly with three freshly stained multi-level decks, perfect for parties and functions. Large yard to enjoy outdoor activities, with three sheds, offers

    Harry Donofrio Town and Village Real Estate

    249 Mill River Rd, 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

    $1,099,000

    • 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 Open Sat 11AM - 1PM

    • 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
  • /30

    $1,240,000

    • 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
  • /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
  • /41

    $2,300,000

    • 5 Beds
    • 4.5 Baths
    • 5,183 Sq Ft

    3 Boulder Trail, Chappaqua, NY 10514

    Turn-key, custom-built 5-bedroom center-hall colonial in Chappaqua’s desirable Hardscrabble Lake community. First floor includes an open floor plan between the updated kitchen and family room with wood-burning fireplace and sliders to the oversized, new Trex deck, a large living room with french doors to the library with access to the deck, formal dining room, powder room, mudroom and door to

    Nancy Strong Douglas Elliman Real Estate

    3 Boulder Trail, Chappaqua, NY 10514
  • /2

    $775,000

    • Land
    • 5 Acres
    • $143,785 per Acre

    35 Kerry Ln, New Castle, NY 10514

    Discover the perfect canvas for your dream home on this exceptional 5-acre lot, nestled in a sought-after location that offers both convenience and tranquility. Enveloped by mature trees, this property provides privacy while still being just minutes from local amenities, schools, and major transportation routes. With utilities accessible, and endless possibilities for development, this lot is

    Joanne Georgiou William Raveis-New York, LLC

    35 Kerry Ln, New Castle, NY 10514
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