Chappaqua Central School District, NY homes for sale & real estate

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ABOUT THIS HOME
Chappaqua Central School District, NY Homes for Sale
Welcome to this sophisticated 4-bedroom, 3.5-bath contemporary residence, perfectly designed for today’s lifestyle with a seamless blend of modern style and functional comfort. Set on a gracious property, this home offers open, luminous living spaces flooded with natural light and thoughtful architectural detail throughout. At the heart of the home, a beautifully appointed kitchen opens to a spacious family room—ideal for relaxed gatherings and everyday living. The formal living room is a true standout, featuring near wall-to-wall windows that frame the surrounding landscape and bathe the room in sunlight. A formal dining room provides a refined setting for entertaining, while

$1,650,000

4 beds3.5 baths3,244 sq ft

6 Whippoorwill Lake Rd, Chappaqua, NY 10514

1.47 acre lot • 2 garage spots • Built 1979

Listing by Compass Greater NY, LLC

ABOUT THIS HOME
Chappaqua Central School District, NY Homes for Sale
Welcome to 26 Kings Court, Chappaqua, a storybook, village Colonial enchantingly set among towering trees on a quiet cul-de-sac just a short stroll to schools, shops, town and train. If your Brooklyn brownstone could move to the suburbs, this would be it. Regal, barrel-vaulted front portico. Welcoming front entry. French doors introduce the gracious front-facing living room warmed by morning sun and a wood-burning fireplace and accented with built-in cabinetry and hardwood flooring. Adjoining is a traditional formal dining room with chair-rail molding and hardwood flooring. Afternoon sunshine streams into the wonderful white, designer kitchen outfitted with high-end, stainless-steel applian

$1,159,000

4 beds2.5 baths2,060 sq ft

26 Kings Ct, Chappaqua, NY 10514

0.39 acre lot • Garage • Built 1931

Listing by William Raveis-New York, LLC

ABOUT THIS HOME
Chappaqua Central School District, NY Homes for Sale
Welcome to 58 Spring Lane – A stunning chalet-style retreat nestled at the end of a private lane just a short walk from the town of Chappaqua and Metro North train. This special home exudes timeless elegance and abundant period charm with its cathedral-vaulted ceilings, original gothic doors, expansive windows and versatile entertaining spaces. The main floor primary suite is a true sanctuary – like waking up in a forest canopy – and features an adjoining room with pocket doors ideal for a home office, nursery, or sitting area. Upstairs, three additional spacious bedrooms and full bath are complemented by a delightful nook, perfect for storage or a whimsical playroom. Abun

$1,575,000

4 beds2.5 baths3,457 sq ft

58 Spring Ln, Chappaqua, NY 10514

2 acre lot • Built 1917 • Listed 4 days

Listing by Compass Greater NY, LLC

ABOUT THIS HOME
Chappaqua Central School District, NY Homes for Sale
Beautifully updated 2-bedroom, 2.5-bath townhouse in the desirable Old Farm Lake community. The open layout features new hardwood floors on the main level, freshly painted interiors, and renovated baths. Upstairs offers two generous bedrooms with ensuite baths, including a primary suite with ample closet space and an updated bath. Relax on your private patio with lake views and enjoy community amenities—pool, tennis, basketball, clubhouse, and fitness center. With low taxes and a prime Chappaqua location near schools, shops, and train, this home is a must-see!

$745,000

2 beds2.5 baths1,244 sq ft

30 Rambling Brook Rd, Chappaqua, NY 10514

$610 HOA • Garage • Community pool

Listing by Nestedge Realty

ABOUT THIS HOME
Chappaqua Central School District, NY Homes for Sale
Timeless elegance meets modern comfort in this beautifully updated Colonial home. Double entry front doors open to a gracious foyer, setting the stage for the home’s expansive and light-filled layout. At its center, the renovated chef’s kitchen impresses with gleaming Caesarstone countertops, professional-grade stainless steel appliances, dual dishwashers, an oversized island with prep sink, ample counter seating, and abundant pantry and cabinet storage. Designed as the true heart of the home, the kitchen flows into a sun-drenched four-season sunroom—an inviting space for casual dining, quiet reading, or relaxed evenings. Off the kitchen is an elegant dining room and spaci

$1,599,000

4 beds3.5 baths3,732 sq ft

35 Whitlaw Ln, Chappaqua, NY 10514

1.13 acre lot • 2 garage spots • Built 1982

Listing by Compass Greater NY, LLC

Property at 136 Harriman Rd, Mount Kisco, NY 10549, 3 beds, 1.5 baths

$725,000

3 beds1.5 baths1,360 sq ft

136 Harriman Rd, Mount Kisco, NY 10549

Listing by Coldwell Banker Realty

Property at 16 Club Way, Mount Kisco, NY 10549, 4 beds, 5 baths

$2,250,000

4 beds5 baths4,981 sq ft

16 Club Way, Mount Kisco, NY 10549

Listing by Compass Greater NY, LLC

Property at 74 Pheasant Run, Millwood, NY 10546, 2 beds, 3.5 baths

$795,000

2 beds3.5 baths2,700 sq ft

74 Pheasant Run, Millwood, NY 10546

Listing by Christie's Int. Real Estate

Property at 20 Bessel Ln, Chappaqua, NY 10514, 6 beds, 5.5 baths

$3,677,000

6 beds5.5 baths8,200 sq ft

20 Bessel Ln, Chappaqua, NY 10514

Listing by Houlihan Lawrence Inc.

Property at 56 Annandale Dr, Chappaqua, NY 10514, 4 beds, 4.5 baths

$1,799,000

4 beds4.5 baths4,543 sq ft

56 Annandale Dr, Chappaqua, NY 10514

Listing by William Raveis-New York, LLC

Property at 10 Grove Mews, Chappaqua, NY 10514, 2 beds, 2.5 baths

$699,000

2 beds2.5 baths1,479 sq ft

10 Grove Mews, Chappaqua, NY 10514

Listing by Compass Greater NY, LLC

Property at 550 Saw Mill River Rd, Millwood, NY 10546, 3 beds, 3 baths

$849,000

3 beds3 baths1,692 sq ft

550 Saw Mill River Rd, Millwood, NY 10546

Listing by At Home With Yara Realty

Property at 20 Pamela Pl, Millwood, NY 10546, 4 beds, 2.5 baths

$1,318,000

4 beds2.5 baths3,103 sq ft

20 Pamela Pl, Millwood, NY 10546

Listing by Houlihan Lawrence Inc.

Property at 20 Wallace Way, Chappaqua, NY 10514, 2 beds, 2.5 baths

$1,699,000

2 beds2.5 baths2,906 sq ft

20 Wallace Way, Chappaqua, NY 10514

Listing by Corcoran Legends Realty

Property at 27 Deepwood Hl, Chappaqua, NY 10514, 3 beds, 2.5 baths

$1,550,000

3 beds2.5 baths2,830 sq ft

27 Deepwood Hl, Chappaqua, NY 10514

Listing by Houlihan Lawrence Inc.

Property at 22 Daly Cross Rd, Mount Kisco, NY 10549, 3 beds, 1.5 baths

$839,000

3 beds1.5 baths1,457 sq ft

22 Daly Cross Rd, Mount Kisco, NY 10549

Listing by Compass Greater NY, LLC

Property at 136 Roaring Brook Rd, Chappaqua, NY 10514, 4 beds, 5 baths

$1,375,000

4 beds5 baths2,875 sq ft

136 Roaring Brook Rd, Chappaqua, NY 10514

Listing by Douglas Elliman Real Estate

Property at 18 Cross River Rd, Mount Kisco, NY 10549, 2 beds, 2.5 baths

$1,179,000

2 beds2.5 baths2,135 sq ft

18 Cross River Rd, Mount Kisco, NY 10549

Listing by Houlihan Lawrence Inc.

Property at 81 Hidden Hollow Ln, Millwood, NY 10546, 4 beds, 2.5 baths

$1,050,000

4 beds2.5 baths2,368 sq ft

81 Hidden Hollow Ln, Millwood, NY 10546

Listing by Houlihan Lawrence Inc.

Property at 5 Grove Mews, Chappaqua, NY 10514, 2 beds, 2.5 baths

$799,000

2 beds2.5 baths1,500 sq ft

5 Grove Mews, Chappaqua, NY 10514

Listing by Compass Greater NY, LLC

Property at 134 Ruxton Rd, Mount Kisco, NY 10549, 2 beds, 3 baths

$1,499,000

2 beds3 baths3,185 sq ft

134 Ruxton Rd, Mount Kisco, NY 10549

Listing by William Raveis-New York, LLC

Property at 29 Meadow Ln, Chappaqua, NY 10514, 4 beds, 2.5 baths

$1,120,000

4 beds2.5 baths2,600 sq ft

29 Meadow Ln, Chappaqua, NY 10514

Listing by RE/MAX Prestige Properties

Property at 61 Carolyn Pl, Chappaqua, NY 10514, 5 beds, 5.5 baths

$2,500,000

5 beds5.5 baths5,907 sq ft

61 Carolyn Pl, Chappaqua, NY 10514

Listing by Julia B Fee Sothebys Int. Rlty

Property at 10 Barnes Ln, Chappaqua, NY 10514, 3 beds, 2 baths

$1,099,000

3 beds2 baths1,776 sq ft

10 Barnes Ln, Chappaqua, NY 10514

Listing by William Raveis-New York LLC

Property at 73 S Bedford Rd, Chappaqua, NY 10514, 4 beds, 2.5 baths

$849,000

4 beds2.5 baths1,584 sq ft

73 S Bedford Rd, Chappaqua, NY 10514

Listing by Thomas S. Hennerty

Property at 149 King St #4, Chappaqua, NY 10514, 2 beds, 2.5 baths

$799,000

2 beds2.5 baths1,767 sq ft

149 King St #4, Chappaqua, NY 10514

Listing by Julia B Fee Sothebys Int. Rlty

Property at 5 Sutton Farm Dr, Chappaqua, NY 10514, 4 beds, 6 baths

$3,699,000

4 beds6 baths7,708 sq ft

5 Sutton Farm Dr, Chappaqua, NY 10514

Listing by Compass Greater NY, LLC

Property at 210A Seven Bridges Rd, Mt Kisco, NY 10549, 6 beds, 4 baths

$979,000

6 beds4 baths4,559 sq ft

210A Seven Bridges Rd, Mt Kisco, NY 10549

Listing by Howard Hanna Rand Realty

Property at 17 Hammond Ridge Rd, Mount Kisco, NY 10549, 4 beds, 4.5 baths

$2,475,000

4 beds4.5 baths5,541 sq ft

17 Hammond Ridge Rd, Mount Kisco, NY 10549

Listing by William Raveis Real Estate

Property at 2 Cerf Ln, Mount Kisco, NY 10549, 4 beds, 4.5 baths

$2,950,000

4 beds4.5 baths7,371 sq ft

2 Cerf Ln, Mount Kisco, NY 10549

Listing by William Raveis-New York LLC

Property at 25 Wells Ln, Mount Kisco, NY 10549, 2 beds, 4 baths

$1,250,000

2 beds4 baths2,450 sq ft

25 Wells Ln, Mount Kisco, NY 10549

Listing by William Raveis-New York, LLC

Property at 482 Armonk Rd, Mount Kisco, NY 10549, 5 beds, 4.5 baths

$2,499,000

5 beds4.5 baths4,348 sq ft

482 Armonk Rd, Mount Kisco, NY 10549

Listing by William Raveis-New York, LLC

Property at 500 Hardscrabble Rd, Briarcliff Manor, NY 10510, 4 beds, 6.5 baths

$2,995,000

4 beds6.5 baths5,488 sq ft

500 Hardscrabble Rd, Briarcliff Manor, NY 10510

Listing by Houlihan Lawrence Inc.

Property at 70 Haights Cross Rd, Chappaqua, NY 10514, 5 beds, 8 baths

$3,150,000

5 beds8 baths8,775 sq ft

70 Haights Cross Rd, Chappaqua, NY 10514

Listing by Houlihan Lawrence Inc.

Property at 181 Somerstown Rd, Ossining, NY 10562

$239,000

— beds— baths— sq ft

181 Somerstown Rd, Ossining, NY 10562

Listing by Houlihan Lawrence Inc.

$775,000

— beds— baths— sq ft

35 Kerry, Chappaqua, NY

Listing by William Raveis-New York, LLC

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Based on information submitted to the MLS GRID as of Mon Sep 15 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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