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32 Properties

32 Properties Available In Chappaqua

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NY >Chappaqua >
Market Insights
10 North LN, Chappaqua, NY 10514
1/45 45

$1,395,000

Open Sun 10AM-12PM

Single Family

3 Beds 3 Baths 3,155 SqFt

10 North LN, Chappaqua, NY 10514

Welcome to 10 North Lane, a spacious 3-bedroom, 3-bath home offering 3,155 square feet of comfortable living in the hear...

Listed by Keller Williams Realty Partner

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
249 Mill River RD, Chappaqua, NY 10514
1/33 33

$899,000

New

Single Family

4 Beds 2 Baths 2,100 SqFt

249 Mill River RD, Chappaqua, NY 10514

Welcome to this beautifully maintained raised ranch offering the perfect blend of space, comfort, and convenience in a h...

Listed by Town and Village Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
33 Greenbriar DR, Chappaqua, NY 10514
1/43 43

$2,499,000

Open Sun 1:30PM-3PM

Single Family

3 Beds 4 Baths 6,115 SqFt

33 Greenbriar DR, Chappaqua, NY 10514

Set on beautifully landscaped grounds in one of Chappaqua's most coveted neighborhoods, this exceptional luxury Colonial...

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
790 King ST, Chappaqua, NY 10514
1/49 49

$2,350,000

Open Sat 1PM-3PM

Single Family

4 Beds 5 Baths 4,385 SqFt

790 King ST, Chappaqua, NY 10514

A Rare Opportunity Where History Meets Modern Living.<br>Built in 1750 and thoughtfully renovated in 2005. White clapboa...

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
14 Annandale RD, Chappaqua, NY 10514
1/41 41

$2,599,000

Active

Single Family

4 Beds 4 Baths 3,523 SqFt

14 Annandale RD, Chappaqua, NY 10514

Nestled in the heart of the coveted Lawrence Farms East neighborhood, 14 Annandale Road is a rare offering that seamless...

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
39 Barnes LN, Chappaqua, NY 10514
1/8 8

$2,895,000

Active

Single Family

4 Beds 6 Baths 4,589 SqFt

39 Barnes LN, Chappaqua, NY 10514

Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built wit...

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
368 N Greeley AVE, Chappaqua, NY 10514
1/21 21

$510,000

Active

Condo

1 Bed 2 Baths 1,207 SqFt

368 N Greeley AVE, Chappaqua, NY 10514

Welcome to Chestnut Oaks, a sought-after condominium community just moments from downtown Chappaqua. This sun-filled 1-b...

Listed by Coldwell Banker Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
816 Hardscrabble RD, Chappaqua, NY 10514
1/36 36

$1,299,000

Open Sat 1PM-3PM

Single Family

3 Beds 3 Baths 2,444 SqFt

816 Hardscrabble RD, Chappaqua, NY 10514

Just north of NYC, this move-in ready CHAPPAQUA home delivers effortless, elevated living—done RIGHT.<br>3 min drive to ...

Listed by eXp Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
82 Douglas RD, Chappaqua, NY 10514
1/27 27

$2,600,000

Active

Multi Family

6 Beds 4 Baths 0.61 Acres Lot

82 Douglas RD, Chappaqua, NY 10514

UNIQUE HIGH-NET INVESTMENT OPPORTUNITY IN CHAPPAQUA SCHOOLS - 5 MIN WALK TO TRAIN. LIVE IN ONE UNIT AND COLLECT INCOME F...

Listed by Arch & Gable Realty LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
14 Crossways, Chappaqua, NY 10514
1/41 41

$1,600,000

Active

Single Family

4 Beds 4 Baths 3,138 SqFt

14 Crossways, Chappaqua, NY 10514

Most “walk-to-town” homes ask you to compromise on space, privacy, or both. At 14 Crossways, you get all three. Set less...

Listed by Julia B Fee Sothebys Int. Rlty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
2 Dewitt DR, Chappaqua, NY 10514
1/42 42

$1,799,000

Price Dropped by $100K

Condo

2 Beds 4 Baths 3,574 SqFt

2 Dewitt DR, Chappaqua, NY 10514

Welcome to 2 DeWitt Drive — a stunning 2025-built carriage home offering refined luxury and effortless living in one of ...

Listed by William Raveis-New York LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
17 Lila LN, Chappaqua, NY 10514
1/23 23

$1,625,000

Active

Condo

3 Beds 4 Baths 2,576 SqFt

17 Lila LN, Chappaqua, NY 10514

Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenanc...

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
73 S Bedford RD, Chappaqua, NY 10514
1/30 30

$829,000

Open Sat 11AM-12PM

Single Family

4 Beds 3 Baths 1,584 SqFt

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 h...

Listed by Thomas S. Hennerty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
335 Roaring Brook RD, Chappaqua, NY 10514
1/50 50

$1,200,000

Price Dropped by $149K

Single Family

3 Beds 3 Baths 3,112 SqFt

335 Roaring Brook RD, Chappaqua, NY 10514

"VICTORIAN SPLENDOR" - A unique opportunity to own an early Grand Victorian home on park-like property with 3 fireplaces...

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
201 Bedford RD, Chappaqua, NY 10514
1/17 17

$3,350,000

Active

Single Family

4 Beds 7 Baths 5,712 SqFt

201 Bedford RD, Chappaqua, NY 10514

Exciting all new construction by highly regarded local builder, Tavo Development, along with noted architect Teo Siguenz...

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
150 Old Farm RD, Chappaqua, NY 10514
1/48 48

$4,500,000

Active

Single Family

5 Beds 7 Baths 7,608 SqFt

150 Old Farm RD, Chappaqua, NY 10514

1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-...

Listed by Julia B Fee Sothebys Int. Rlty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
65 S Bedford RD, Chappaqua, NY 10514
1/6 6

$639,000

Active

Vacant Land

0.17 Acres

65 S Bedford RD, Chappaqua, NY 10514

A rare opportunity to build mixed use consisting of commercial/professional and multi-family with huge income potential....

Listed by REO Edge LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
150 Bedford RD #12A, Chappaqua, NY 10514
1/17 17

$569,000

Price Dropped by $30K

Condo

2 Beds 2 Baths 924 SqFt

150 Bedford RD #12A, Chappaqua, NY 10514

Welcome to this move-in-ready 2-bedroom, 2-bath residence in highly sought-after Chappaqua Commons. Recently refreshed ...

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
767 King ST, Chappaqua, NY
1/14 14

$1,750,000

Active

Vacant Land

12.92 Acres

767 King ST, Chappaqua, NY

Extremely rare and ultra-private 12.92 acres of waterfront land in the Whippoorwill Lake enclave of Chappaqua. An except...

Listed by William Raveis-New York, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
20 Bessel LN, Chappaqua, NY 10514
1/35 35

$2,990,000

Price Dropped by $460K

Single Family

6 Beds 6 Baths 8,200 SqFt

20 Bessel LN, Chappaqua, NY 10514

Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinge...

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
41 Rambling Brook RD, Chappaqua, NY 10514
1/29 29

$5,900

New

Condo

3 Beds 3 Baths 1,416 SqFt

41 Rambling Brook RD, Chappaqua, NY 10514

Updated 3-bedroom townhouse at Old Farm Lakes in Chappaqua, a beautiful renovated condo near everything. First floor: fo...

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
105 Douglas RD, Chappaqua, NY 10514
1/18 18

$6,500

Active

Single Family

2 Beds 2 Baths 2,220 SqFt

105 Douglas RD, Chappaqua, NY 10514

Set far back from the road in a private and peaceful setting, this beautifully maintained home offers exceptional flexib...

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
630 Quaker RD, Chappaqua, NY 10514
1/27 27

$5,200

Active

Single Family

2 Beds 3 Baths 2,700 SqFt

630 Quaker RD, Chappaqua, NY 10514

Nature at your doorstep. Beautiful with mature trees, a large level lawn, stone walls, stone walkway and patio set on 0....

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
170 Birchwood Close, Chappaqua, NY 10514
1/19 19

$3,300

Active

Condo

1 Bed 1 Bath 837 SqFt

170 Birchwood Close, Chappaqua, NY 10514

Spacious, bright unit in Old Farm Lake in Chappaqua School District. New appliances completely and tastefully updated th...

Listed by William Raveis Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
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