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

18 homes

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COMING SOON

ABOUT THIS HOME
Chappaqua Central School District, NY Homes for Sale
Welcome to this unique and charming carriage home nestled in the heart of Chappaqua. Bright and sunny, set on a private 1.4-acre lot. This well-maintained residence blends timeless character with modern updates. Step inside to a welcoming entry foyer that leads to a spacious living room, complete with a cozy fireplace and French doors opening to a secluded patio — perfect for entertaining or quiet relaxation. The country-sized kitchen has been thoughtfully updated, featuring an informal seating island and space for a full dining table, making it the true heart of the home. Off the kitchen, a lovely pergola extends your living space outdoors. The main floor offers a primary bedroom al

$999,000

3 beds2 baths2,220 sq ft

105 Douglas Rd, Chappaqua, NY 10514

0.69 acre lot • 6 parking spots • Built 1935

Listing by Keller Williams Realty Group

ABOUT THIS HOME
Chappaqua Central School District, NY Homes for Sale
Nestled at the end of a quiet dead-end street and within the highly regarded Chappaqua school district, this delightful ranch-style home at 65 Red Oak Lane in Mount Kisco offers a perfect blend of comfort and charm. With 1,992 square feet of living space, plus an additional 789 square feet of a Partially finished basement with endless possibilities, the home sits gracefully alongside the serene Kisco River, providing a picturesque natural backdrop. Inside, you’ll find three bedrooms and two modern bathrooms, all enhanced by newly finished siding, a brand-new roof, and gleaming hardwood floors throughout. It’s a truly welcoming, move-in ready space in a top-tier school district,

$1,100,000

3 beds2 baths1,992 sq ft

65 Red Oak Ln, Mount Kisco, NY 10549

0.91 acre lot • 2 garage spots • Built 1976

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Chappaqua Central School District, NY Homes for Sale
Fantastic opportunity just steps from downtown Chappaqua. Only a short three minute walk to the heart of town, this property sits on a generous lot with great outdoor space and endless potential. Currently used as a single family home, the Business Retail zoning allows for a variety of uses whether you are an investor, looking for a live work setup, or considering a residential conversion. An unbeatable location close to shops, restaurants, and the Metro North. Bring your ideas and make it your own.

$649,000

3 beds1.5 baths1,292 sq ft

221 N Greeley Ave, Chappaqua, NY 10514

0.33 acre lot • Parking • Built 1911

Listing by Julia B Fee Sothebys Int. Rlty

ABOUT THIS HOME
Chappaqua Central School District, NY Homes for Sale
Welcome to 17 Ledgewood Commons in the highly desirable Chappaqua Central School District! This 3 bedroom, 3 bathroom condominium is ready to welcome you home! Upon entering you will find an updated eat-in-kitchen with stainless steel appliances and granite countertops. The open concept living room and dining room make entertaining a dream. Upstairs you will find the primary bedroom, complete with an ensuite bathroom and walk in closet. Two additional bedrooms, a full hall bathroom and the washer/dryer complete the second floor. Don't miss the newly finished basement with plenty of versatility for hanging out, office space, and a play area. Not to mention, tons of storage! Outside you will

$795,000

3 beds2.5 baths2,200 sq ft

17 Ledgewood Cmns, Millwood, NY 10546

Walk in closet • Granite countertops • Ensuite bathroom

Listing by Compass Greater NY, LLC

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ABOUT THIS HOME
Chappaqua Central School District, NY Homes for Sale
Discover the perfect balance of modern design and peaceful living at 341 Millwood Road. Set on nearly 2 acres of wooded privacy within the Chappaqua School District, this completely renovated 4-bedroom, 2.5-bath Raised Ranch has been transformed from top to bottom. Every detail shines - from new flooring, doors, moldings, lighting, and baths to a stunning eat-in kitchen with GE Cafe WiFi-connected stainless-steel appliances, quartz counters, marble backsplash and a picture window overlooking the scenic backyard. The lower level features a custom mudroom, laundry center with new washer and dryer, family room with wood-burning fireplace, a large guest room , cedar closet and half bath. Outdoo

$1,375,000

4 beds2.5 baths2,541 sq ft

341 Millwood Rd, Chappaqua, NY 10514

1.93 acre lot • 2 garage spots • Built 1964

Listing by Houlihan Lawrence Inc.

Property at 150 Bedford Rd Unit 12A, Chappaqua, NY 10514, 2 beds, 1.5 baths

$599,000

2 beds1.5 baths924 sq ft

150 Bedford Rd Unit 12A, Chappaqua, NY 10514

Listing by Compass Greater NY, LLC

Property at 675 Quaker Rd, Chappaqua, NY 10514, 5 beds, 5.5 baths

$1,799,000

5 beds5.5 baths4,616 sq ft

675 Quaker Rd, Chappaqua, NY 10514

Listing by Douglas Elliman Real Estate

Property at 356 North Greeley Ave, Chappaqua, NY 10514, 1 bed, 1.5 baths

$475,000

1 bed1.5 baths1,207 sq ft

356 North Greeley Ave, Chappaqua, NY 10514

Listing by Houlihan Lawrence Inc.

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

$699,995

3 beds1.5 baths1,360 sq ft

136 Harriman Rd, Mount Kisco, NY 10549

Listing by Coldwell Banker Realty

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

$669,000

2 beds2.5 baths1,479 sq ft

10 Grove Mews, Chappaqua, NY 10514

Listing by Compass Greater NY, LLC

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 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 218 Croton Ave, Mount Kisco, NY 10549, 5 beds, 7.5 baths

$3,495,000

5 beds7.5 baths8,519 sq ft

218 Croton Ave, Mount Kisco, NY 10549

Listing by Compass Greater NY, LLC

Property at 211 Bedford Rd, Chappaqua, NY 10514, 4 beds, 6 baths

$2,850,000

4 beds6 baths5,536 sq ft

211 Bedford Rd, Chappaqua, NY 10514

Listing by Compass Greater NY, LLC

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

$780,000

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

$3,450,000

6 beds5.5 baths8,200 sq ft

20 Bessel Ln, Chappaqua, NY 10514

Listing by Houlihan Lawrence Inc.

$775,000

— beds— baths— sq ft

35 Kerry, Chappaqua, NY

Listing by William Raveis-New York, LLC

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.

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Based on information submitted to the MLS GRID as of Sun Dec 07 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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