- 5 bds
- 3 ba
- -- sqft
LISTING BY: THE AYERS GROUP LLC, Mizan Ayers. Listing provided by NY State MLS
Rich wood detailing
Chappaqua NY Real Estate & Homes For Sale
13 results
- 1 Whippoorwill Lake Rd, Chappaqua, NY 10514
- 13 Deer Run, Chappaqua, NY 10514
- 2 bds
- 3 ba
- 1,244 sqft
LISTING BY: COMPASS GREATER NY, LLCOpen: Sun 12-2pm (11/8)
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- 24 Trails End, Chappaqua, NY 10514
- 6 bds
- 8 ba
- 9,247 sqft
LISTING BY: COMPASS GREATER NY, LLCMajestic brick colonial
- 406 Bedford Road, Chappaqua, NY 10514
- 4 bds
- 4 ba
- 2,913 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $31,000 (10/26)
- 676 Hardscrabble Road, Chappaqua, NY 10514
- 3 bds
- 3 ba
- 2,420 sqft
LISTING BY: CORCORAN LEGENDS REALTYNew roof
- 4 Hillside Place, Chappaqua, NY 10514
- 3 bds
- 3 ba
- 1,600 sqft
LISTING BY: HOULIHAN LAWRENCE INC.16 days on Zillow
- 131 Douglas Road, Chappaqua, NY 10514
- 3 bds
- 4 ba
- 2,690 sqft
LISTING BY: HOULIHAN LAWRENCE INC.Expansive deck
- 249 Mill River Road, Chappaqua, NY 10514
- 4 bds
- 2 ba
- 2,100 sqft
LISTING BY: TOWN AND VILLAGE REAL ESTATE177 days on Zillow
- 20 Hitching Post Lane, Chappaqua, NY 10514
- 5 bds
- 5 ba
- 4,661 sqft
LISTING BY: WILLIAM RAVEIS-NEW YORK LLC51 days on Zillow
- 40 days on Zillow
- 33 Greenbriar Drive, Chappaqua, NY 10514
- 3 bds
- 4 ba
- 6,115 sqft
LISTING BY: HOULIHAN LAWRENCE INC.182 days on Zillow
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- 765A Hardscrabble Road, Chappaqua, NY 10514
- 1.01 acres lot
LISTING BY: HOULIHAN LAWRENCE INC.Offering beautiful views
- Established luxury new-construction enclave
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Similar results nearby
Results within 3 miles- 16 Foxwood Drive #8, Pleasantville, NY 10570
- 2 bds
- 2 ba
- 1,298 sqft
LISTING BY: HOWARD HANNA RAND REALTYVillage tennis courts
- 457 Saw Mill River Road, Millwood, NY 10546
- 4 bds
- 2 ba
- 1,420 sqft
LISTING BY: HOULIHAN LAWRENCE INC.Powder room
- 82 Shingle House Road, Millwood, NY 10546
- 4 bds
- 6 ba
- 4,340 sqft
LISTING BY: CENTURY 21 ELITE REALTY115 days on Zillow
- 10 Horseshoe Road, Mount Kisco, NY 10549
- 3 bds
- 2 ba
- 1,581 sqft
LISTING BY: HOULIHAN LAWRENCE INC.One-level living
- 26 Cecilia Lane, Pleasantville, NY 10570
- 5 bds
- 5 ba
- 5,055 sqft
LISTING BY: JULIA B FEE SOTHEBYS INT. RLTYOpen: Sun 1-3pm (11/8)
- 48 Glen Wood Road, Millwood, NY 10546
- 3 bds
- 2 ba
- 1,344 sqft
LISTING BY: HOULIHAN LAWRENCE INC.Open: Sat 12-2pm (11/7)
- 32 Hillview Drive, Pleasantville, NY 10570
- 4 bds
- 3 ba
- 1,800 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATECharming split level home
- 767 King Street, Chappaqua, NY 10514
- 12.92 acres lot
LISTING BY: WILLIAM RAVEIS-NEW YORK, LLCLong private drive
- 35 Grandview Avenue, Pleasantville, NY 10570
- 3 bds
- 2 ba
- 1,745 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $56,000 (11/5)
- 8 Heritage Drive, Pleasantville, NY 10570
- 4 bds
- 3 ba
- 3,750 sqft
LISTING BY: COMPASS GREATER NY, LLCOpen: Sat 1-4pm (11/7)
- 73 Broadway #2J, Pleasantville, NY 10570
- 2 bds
- 1 ba
- 900 sqft
LISTING BY: RE/MAX ACE REALTYPrice cut: $9,000 (10/16)
- 11 Timber Ridge #11, Mount Kisco, NY 10549
- 3 bds
- 3 ba
- 1,875 sqft
LISTING BY: COLDWELL BANKER AMERICAN HOMESPrice cut: $900 (11/4)
- 97 Morningside Drive, Ossining, NY 10562
- 4 bds
- 2 ba
- 2,096 sqft
LISTING BY: TAG REALTY & PROPERTY MANG98 days on Zillow
- 6 Canterbury Court, Briarcliff Manor, NY 10510
- 4 bds
- 5 ba
- 5,382 sqft
LISTING BY: HOULIHAN LAWRENCE INC.72 days on Zillow
- 9 Ryder Avenue, Briarcliff Manor, NY 10510
- 5 bds
- 2 ba
- 1,438 sqft
LISTING BY: KANE & ASSOCIATESOne-level ranch
- (undisclosed Address), Bedford Corners, NY 10549
- 8 bds
- 10 ba
- 26,079 sqft
LISTING BY: WILLIAM RAVEIS-NEW YORK LLCState-of-the-art luxury
- 23 Inningwood Road, Ossining, NY 10562
- 3 bds
- 5 ba
- 6,091 sqft
LISTING BY: WOODFRONT REALTY, INC.Outdoor grilling area
- 517A Old Chappaqua Road, Briarcliff Manor, NY 10510
- 5 bds
- 5 ba
- 5,391 sqft
LISTING BY: MARK SEIDEN REAL ESTATE TEAM37 days on Zillow
- 94 Somerstown Road, Ossining, NY 10562
- 4 bds
- 4 ba
- 2,682 sqft
LISTING BY: COMPASS GREATER NY, LLCPrice cut: $25,000 (10/17)
- 15 Inningwood Road, Ossining, NY 10562
- 5 bds
- 4 ba
- 4,828 sqft
LISTING BY: BHHS RIVER TOWNS REAL ESTATEOpen: Sun 12-2pm (11/8)
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Based on information submitted to the MLS GRID as of 2026-11-06 20:23:16 PST 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. Some IDX listings have been excluded from this website. [Click here for more information](/mls-disclaimers/#778)
Buying a Home in Chappaqua NY: Frequently Asked Questions
How much do homes cost in Chappaqua NY?
The Zillow Home Value Index for Chappaqua, NY stands at $1,567,172 as of September 2026. It reflects the value of all homes in the area, not only those currently for sale. The median list price of homes on the market is $1,590,000, which sits above the index.
Are home values going up or down in Chappaqua NY?
Home values in Chappaqua, NY have increased 14.6% over the past year, as of September 2026. That movement brings the Zillow Home Value Index to $1,567,172.
Is Chappaqua NY a buyer's or seller's market?
Zillow Market Temperature labels Chappaqua, NY a seller's market, which generally means homes sell faster and buyers face more competition. Price cuts have been taken on 17.4% of current listings.
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