5 Bedroom Homes for Sale in Chappaqua, NY

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1-8 of 8 Homes
5+ beds
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
$1,150,000 | 28 Barnes Road, Ossining, NY 10562
1/34
Compass Coming Soon

$1,150,000

5
Bedrooms
2,621
Square Feet
1.32
Acres

28 Barnes Road, Ossining, NY 10562

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$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
$2,650,000 | 3 Pondfield Drive South, Chappaqua, NY 10514
1/42

Listing Courtesy of Houlihan Lawrence Inc.

Coming SoonOpen: 3/28 12:30PM - 03:30PM

$2,650,000

5
Bedrooms
4,975
Square Feet
1.08
Acres

3 Pondfield Drive South, Chappaqua, NY 10514

$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
$3,695,000 | 115 Old Roaring Brook Road, Mount Kisco, NY 10549
1/11

Listing Courtesy of Houlihan Lawrence Inc.

New

$3,695,000

5
Bedrooms
6,500
Square Feet
11.98
Acres

115 Old Roaring Brook Road, Mount Kisco, NY 10549

a view of a house with a yard and sitting area
a front view of a house with garden
a view of a house with a yard
a view of a house with a yard
a view of a house with a yard
a front view of a house with garden
a view of a house with a yard
a house view with a outdoor space
a view of a house with a yard and sitting area
a view of a backyard of the house
a view of a yard with large trees
a front view of a house with a yard
a view of a house with a yard
a view of a house with backyard
a front view of a house with a yard
a front view of a house with porch
a garden with trees in front of it
a front view of a house with garden
a front view of a house with a yard
a view of a house with a yard and sitting area
a view of a house with a yard and plants
a view of a house with a yard
a view of backyard with green space
a view of a volley ball court
a sign that is on the wall of building
a sign that is sitting on a road
a view of a hallway with stairs
a city street lined with buildings and cars
a sign on the side of a building
a view of a street sign under an umbrella
a view of a street sign
a view of a house with a backyard and a tree
a view of path along with living room
a view of a back yard
a view of a lush green forest
a view of a lake with green space
a house view with a outdoor space
a view of an ocean
$999,000 | 210 Seven Bridges Road, Unit A, Chappaqua, NY 10514
1/39

Listing Courtesy of Howard Hanna Rand Realty

$999,000

6
Bedrooms
4,559
Square Feet
1.12
Acres

210 Seven Bridges Road, Unit A, Chappaqua, NY 10514

a front view of a house with a yard
an aerial view of a house with a yard and garden
a kitchen with stainless steel appliances granite countertop counter space a sink and cabinets
a kitchen with a stove a refrigerator and a dining table
a view of a dining room with furniture windows and wooden floor
a kitchen with a stove a counter space and a refrigerator
a living room with furniture a fireplace and a large window
a living room with furniture a fireplace and a large window
a dining room with furniture a chandelier and window
a view of a dining room with furniture a chandelier and wooden floor
a living room with furniture and a fireplace
a living room with furniture and a floor to ceiling window
a bathroom with a granite countertop toilet a sink and a mirror
a bedroom with a bed and a fireplace
a spacious bedroom with a large bed and a fireplace
a bathroom with a granite countertop sink mirror and bathtub
a view of a granite countertop sink and a granite counter top
a spacious bedroom with a bed a couch and large window
a bathroom with a toilet a sink and mirror
a spacious bedroom with a bed and a couch
a bathroom with a sink a toilet and shower
a living room with furniture and a window
a bathroom with a granite countertop toilet sink and mirror
a bedroom with furniture and a closet
a very nice looking room with a window
a utility room with sink dryer and washer
a view of front door with stairs
a bedroom with a bed and a window
a bathroom with a sink a toilet and a mirror
a view of a storage & utility room
a view of a chairs and table in a room
a living room with furniture and a rug
a room with furniture pool table and windows
a bathroom with a shower and a sink
a bathroom with a toilet a sink and a window
a roof deck with table and chairs potted plants and a palm tree
a view of a city
$4,100,000 | 26 Hollow Ridge Road, Bedford Corners, NY 10549
$4,100,000 | 26 Hollow Ridge Road, Bedford Corners, NY 10549
1/39

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

$4,100,000

5
Bedrooms
9,074
Square Feet
6.29
Acres

26 Hollow Ridge Road, Bedford Corners, NY 10549

$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
1/48

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

$4,500,000

5
Bedrooms
7,608
Square Feet
4.45
Acres

150 Old Farm Road North, Chappaqua, NY 10514

a front view of a house with garden
an aerial view of a house with swimming pool and outdoor space
aerial view of a house with a yard and potted plants
a backyard of a house with outdoor seating and green space
a view of a house with swimming pool and sitting area
a view of entryway and hall with wooden floor
a living room with fireplace furniture and a large window
a living room with furniture and a large window
a living room with furniture large window and a fireplace
a living room with furniture and a large window
a living room with furniture and wooden floor
a living room with furniture and a flat screen tv
a view of a dining room with furniture window and outside view
a living room with furniture and wooden floor
a large kitchen with stainless steel appliances a large counter top
a kitchen with stainless steel appliances granite countertop a sink and a microwave
a large kitchen with kitchen island a sink appliances and a large window
a kitchen with counter top space a sink and appliances
a workspace with furniture window and wooden floor
a living room with furniture and a flat screen tv
a view of an empty room with wooden floor and a window
a bathroom with a granite countertop sink and a mirror
a view of an empty room with wooden floor and a window
a bed sitting in a bedroom next to a window
a view of an empty room with wooden floor and a window
a bathroom with a granite countertop sink and a mirror
a view of an empty room with wooden floor and a window
a view of an empty room with a window
a view of a backyard of the house
a view of a tennis ground with large trees
a view of a house with yard and sitting area
an aerial view of a house with swimming pool and garden
a picture of a park
a picture of a floor plan
a picture of a rug with a white wall
1/35

Listing Courtesy of Houlihan Lawrence Inc.

$3,450,000

6
Bedrooms
8,200
Square Feet
4.11
Acres

20 Bessel Lane, Chappaqua, NY 10514

$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
$6,400,000 | 335 Croton Dam Road, Ossining, NY 10562
1/45

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

$6,400,000

11
Bedrooms
9,481
Square Feet
20
Acres

335 Croton Dam Road, Ossining, NY 10562

For Sale:
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Chappaqua

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The name of this picturesque wooded hamlet comes from tribes of the Mohegan Confederation, who called it “Shepequa” because of its plentiful water sources. Today, Chappaqua’s abundance of natural beauty—parks, trails, and nature preserves—continues to nourish its long-time residents and lure newcomers.

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