Chappaqua, NY rental listings

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ABOUT THIS HOME
Chappaqua, NY Rental Listings
Beautifully renovated and sparkling, this modern 3-bedroom, 2.5-bath home is a true gem in immaculate condition, located at the peaceful end of Bischoff Ave. Nestled in a tranquil neighborhood, this h

$6,100/mo

3 beds2.5 baths1,550 sq ft

50 Bischoff Ave, Chappaqua, NY 10514

Dogs welcome • Laundry in unit • A/C

ABOUT THIS HOME
Chappaqua, NY Rental Listings
This beautifully updated rental offers a bright, open layout and a prime location just under a mile from downtown Chappaqua and the Metro North station--perfect for easy commuting and enjoying all the

$6,250/mo

3 beds2 baths1,912 sq ft

235 Douglas Rd, Chappaqua, NY 10514

Parking • Dishwasher • Car-dependent

ABOUT THIS HOME
Chappaqua, NY Rental Listings
Smartly renovated 1930's Colonial walking distance to town, train, shops & school. Impressive columned front portico w/double-door entry. Formal living room w/fireplace & crown molding. Formal dining

$9,500/mo

4 beds4 baths3,000 sq ft

306 Quaker Rd, Chappaqua, NY 10514

Parking • A/C • Car-dependent

ABOUT THIS HOME
Chappaqua, NY Rental Listings
Picture perfect center hall colonial. Ideal executive rental, walk to town and train. Living room with fireplace, dining room with sliders to large deck, and modern eat-in kitchen. Bedroom and full b

$8,500/mo

4 beds3 baths3,141 sq ft

49 Commodore Rd, Chappaqua, NY 10514

Available 12/15 • Laundry in unit • Parking

3D WALKTHROUGH

ABOUT THIS HOME
Chappaqua, NY Rental Listings
A Rare Blend of Timeless Charm & Modern Luxury in the Heart of Chappaqua Step back in time while indulging in the comforts of today in this exquisitely reimagined Stately Colonial, nestled within the

$7,500/mo

3 beds3.5 baths4,780 sq ft

790 Hardscrabble Rd, Chappaqua, NY 10514

A/C • Dishwasher • Car-dependent

ABOUT THIS HOME
Chappaqua, NY Rental Listings
Luxurious Estate Rental with Scenic Views & Ultimate Entertaining Space. Discover refined living in this stunning 5-bedroom, 5.5-bath Colonial home nestled on 2.2 acres on semi-private lane in the pre

$11,000/mo

5 beds5.5 baths5,356 sq ft

105 Hardscrabble Lake Dr, Chappaqua, NY 10514

Dogs welcome • Parking • A/C

Property at 7 Valley View Rd Unit 1, Chappaqua, NY, 10514, 2 beds, 2 baths, [object Object]

$4,050/mo

2 beds2 baths1,100 sq ft

7 Valley View Rd Unit 1, Chappaqua, NY 10514

Property at 547 King St Unit B, Chappaqua, NY, 10514, 2 beds, 1 bath, [object Object]

$4,400/mo

2 beds1 bath1,100 sq ft

547 King St Unit B, Chappaqua, NY 10514

Property at 150 N Bedford Rd Unit 5A, Chappaqua, NY, 10514, 1 bed, 1 bath, [object Object]

$2,800/mo

1 bed1 bath900 sq ft

150 N Bedford Rd Unit 5A, Chappaqua, NY 10514

End of results (Download All)

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ABOUT THIS HOME
Chappaqua, NY Rental Listings
Situated on the Hudson River in Westchester County, Ossining is a spirited town with a rich history, stunning natural beauty, and charming homes in a range of architectural stylings. From the bustling

1 bd: $2,299

2 bd: $2,995

Audubon Living LLC

| 38 1/2 Wolden Rd, Ossining, NY 10562

3 units match • Pets welcome • Dishwasher

LOWERED FEESTOP VIEWED

ABOUT THIS HOME
Chappaqua, NY Rental Listings
Tucked in a peaceful tree-lined neighborhood in Ossining, New York, Cortlandt Living is the inviting community you seek. Our spacious one, two, three, and four bedroom apartments and townhomes come wi

Studio: $2,000

1 bd: $2,299 • 2 bd: $2,850

Cortlandt Living

| 24 Claremont Gdns, Ossining, NY 10562

4 units match • Pets welcome • Dishwasher

LOWERED FEES

ABOUT THIS HOME
Chappaqua, NY Rental Listings
Waterview Living, located in Ossining NY, offers beautiful views of the Hudson River, with updated apartments and wonderful amenities. The property is situated between major highways, easy access to M

1 bd: $2,399

2 bd: $2,995

Waterview

| 42 Cedar Ln, Ossining, NY 10562

3 units match • Pets welcome • Dishwasher

LOWERED FEES

ABOUT THIS HOME
Chappaqua, NY Rental Listings
Our Sherwood Avenue Property is located in Ossining NY, Has updated apartments and wonderful amenities. The Property has easy access to Metro North, and a short distance from the bustling downtown are

1 bd: $2,499

2 bd: $2,995

Sherwood Apartments LLC

| 7 Sherwood Ave, Ossining, NY 10562

2 units match • Pets welcome • Dishwasher

NEW 16 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Chappaqua, NY Rental Listings
Discover a modern living experience at Nob Hill. These beautiful homes feature spacious kitchens equipped with stainless-steel appliances, perfect for whipping up culinary delights. Enjoy the natural

1 bd: $2,665

2 bd: $2,780 • 3 bd: $3,720

32 Nob Hill Dr, Elmsford, NY 10523

22 units match • Pets welcome • Parking

ABOUT THIS HOME
Chappaqua, NY Rental Listings
Experience the perfect blend of comfort, convenience, and community at 280 West Street, a beautifully maintained apartment building nestled on a quiet street in Mount Kisco NY. Just minutes from the v

$2,550/mo

2 beds1 bath2,550 sq ft

280 West St, Mt Kisco, NY 10549

1 unit match • Car-dependent

Property at The Atwood - 1 Vanderbilt Ave, Pleasantville, NY, 10570, 1 bed, 1 bath, [object Object]

$3,660+/mo

1 bed1 bath732-822 sq ft

The Atwood

| 1 Vanderbilt Ave, Pleasantville, NY 10570

Property at York Farm Estates - 1870 Baldwin Rd, Yorktown Heights, NY, 10598, 2 beds, 1.5 baths, [object Object]

$3,000/mo

2 beds1.5 baths1,300 sq ft

York Farm Estates

| 1870 Baldwin Rd, Yorktown Heights, NY 10598

Property at Birch Brook Manor 85 - 85 S Highland Ave, Ossining, NY, 10562, 3 beds, 1 bath, [object Object]

$2,900/mo

3 beds1 bath1,200 sq ft

Birch Brook Manor 85

| 85 S Highland Ave, Ossining, NY 10562

Property at 119 Carpenter Ave, Mount Kisco, NY, 10549, 1 bed, 1 bath, [object Object]

$2,100/mo

1 bed1 bath800 sq ft

119 Carpenter Ave, Mount Kisco, NY 10549

Property at Harbor Square - 1 Harbor Sq, Ossining, NY, 10562, 1-2 bed, 1-2.5 bath, [object Object]

$3,150+/mo

1-2 bed1-2.5 bath744-1,448 sq ft

Harbor Square

| 1 Harbor Sq, Ossining, NY 10562

Property at Terraces on the Hudson - 217 N Highland Ave, Ossining, NY, 10562, 1-3 bed, 1-2 bath, [object Object]

$2,773+/mo

1-3 bed1-2 bath655-1,653 sq ft

Terraces on the Hudson

| 217 N Highland Ave, Ossining, NY 10562

Property at Emerson - 203 Legend Dr, Sleepy Hollow, NY, 10591, 1-2 bed, 1-2 bath, [object Object]

$3,267+/mo

1-2 bed1-2 bath744-1,326 sq ft

Emerson

| 203 Legend Dr, Sleepy Hollow, NY 10591

Property at Everbend - 1202 Crescent Dr, Tarrytown, NY, 10591, 1-2 bed, 1-2 bath, [object Object]

$2,545+/mo

1-2 bed1-2 bath658-1,064 sq ft

Everbend

| 1202 Crescent Dr, Tarrytown, NY 10591

Property at Manor at Mt Kisco - 101 Carpenter Ave, Mount Kisco, NY, 10549, 2 beds, 1 bath, [object Object]

$3,095/mo

2 beds1 bath1,200 sq ft

Manor at Mt Kisco

| 101 Carpenter Ave, Mount Kisco, NY 10549

Property at NorthLight - 2 Maxwell Dr, Sleepy Hollow, NY, 10591, 0-2 beds, 1-2 bath, [object Object]

$3,604+/mo

0-2 beds1-2 bath565-1,318 sq ft

NorthLight

| 2 Maxwell Dr, Sleepy Hollow, NY 10591

Property at Pleasantville Lofts - 70 Memorial Plz, Pleasantville, NY, 10570, 1-3 bed, 1-3.5 bath, [object Object]

$4,100+/mo

1-3 bed1-3.5 bath758-769 sq ft

Pleasantville Lofts

| 70 Memorial Plz, Pleasantville, NY 10570

Property at Custis Ave, White Plains, NY, 10603, 1 bed, 1 bath, [object Object]

$2,400/mo

1 bed1 bath892 sq ft

Custis Ave, White Plains, NY 10603

Property at 23 Custis Ave Unit 2nd floor, White Plains, NY, 10603, 3 beds, 1 bath, [object Object]

$3,500/mo

3 beds1 bath1,100 sq ft

23 Custis Ave Unit 2nd floor, White Plains, NY 10603

Property at 11 Wall Ave, Valhalla, NY, 10595, 3 beds, 3 baths, [object Object]

$5,850/mo

3 beds3 baths2,249 sq ft

11 Wall Ave, Valhalla, NY 10595

Based on information submitted to the MLS GRID as of Wed Oct 22 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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