Briarcliff, NY Homes

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  /47

  $3,499,000 Pending

  • 4 Beds
  • 7 Baths
  • 7,708 Sq Ft

  5 Sutton Farm Dr, Chappaqua, NY 10514

  Nestled on over 5 private, professionally landscaped acres in the exclusive cul-de-sac of Sutton Farm within Chappaqua’s esteemed Whippoorwill area, this custom-designed and custom-built Shingle Style home is a rare and refined first opportunity. Completed in 2008 by a renowned builder and architect, the 4+ bedroom home (lives like a 5/6) has been meticulously detailed with luxurious, high-end

  Cindy Glynn Compass Greater NY, LLC

  5 Sutton Farm Dr, Chappaqua, NY 10514
• 

  $752,000 Sold Aug 19, 2025

  375 Quaker Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 1910

  Last Sold Summary

  • 16% Above List Price
  • $361/SF
  • 17 Days On Market

  Current Estimated Value $830,815

  Last Listing Agent Stacy Levey William Raveis-New York, LLC

  375 Quaker Rd, Chappaqua, NY 10514
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  /15

  Est $2,136,000 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,254 Sq Ft

  430 Riversville Rd, Greenwich, CT 06831

  430 Riversville Rd, Greenwich, CT 06831
• 

  

  

  /50

  $850,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,906 Sq Ft

  14 Halsey Place, Valhalla, NY 10595

  Park like level property - just shy of 1 acre. Phenomenal opportunity to renovate or expand to make this wonderful home a true gem on a highly sought after street. Being sold completely as is - appears to only need cosmetic renovations.

  Renata Douglass Houlihan Lawrence Inc.

  14 Halsey Place, Valhalla, NY 10595
• 

  $1,050,000 Sold Nov 21, 2025

  13 Colonial Ln, Valhalla, NY 10595

  • 4 Beds
  • 2.5 Baths
  • 2,028 Sq Ft
  • Built 1971

  Last Sold Summary

  • 8% Above List Price
  • $518/SF
  • 20 Days On Market

  Last Listing Agent Gregory McCarthy Houlihan Lawrence Inc.

  13 Colonial Ln, Valhalla, NY 10595
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  /21

  Est $3,305,000 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 11,121 Sq Ft

  397 Riversville Rd, Greenwich, CT 06831

  397 Riversville Rd, Greenwich, CT 06831
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  /36

  $2,499,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,482 Sq Ft

  34 Pebblebrook Way, Chappaqua, NY 10514

  The only triple mint move-in condition house in Chappaqua schools. Nestled within 1.65 acres in the sought-after Hardscrabble Lake development and Chappaqua school district, this rare find modern Center Hall Colonial home epitomizes luxury living. If you are searching for a masterpiece beautifully finished home that is turnkey inside and out, this is your home. This meticulously thought-out

  Natalia Wixom Compass Greater NY, LLC

  34 Pebblebrook Way, Chappaqua, NY 10514
• 

  $700,000 Sold Jul 01, 2025

  251 Brady Ave, Hawthorne, NY 10532

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $362/SF
  • 21 Days On Market

  Current Estimated Value $723,163

  Last Listing Agent Cyndi David William Raveis-New York, LLC

  251 Brady Ave, Hawthorne, NY 10532
• 

  Est $2,015,690 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,492 Sq Ft

  10 Gray Rock Park Rd, Mount Kisco, NY 10549

  10 Gray Rock Park Rd, Mount Kisco, NY 10549
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  /25

  $5,995,000

  • 5 Beds
  • 5.5 Baths
  • 8,208 Sq Ft

  20 Cutler Rd, Greenwich, CT 06831

  A rare blend of privacy, luxury and modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres with a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living and entertaining spaces. Primary suite features vaulted ceiling and dual dressing rooms, while a dramatic family room showcases soaring ceiling and three walls

  B.K. Bates Houlihan Lawrence

  20 Cutler Rd, Greenwich, CT 06831
• 

  $2,960,000 Sold Dec 26, 2025

  93 Haights Cross Rd, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 6,542 Sq Ft
  • Built 1979

  Last Sold Summary

  • 15% Below List Price
  • $452/SF
  • 102 Days On Market

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  93 Haights Cross Rd, Chappaqua, NY 10514
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  Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 3,101 Sq Ft

  45 Lila Ln Unit 62, Chappaqua, NY 10514

  45 Lila Ln Unit 62, Chappaqua, NY 10514
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  /35

  $1,875,000

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  162 Bedford Rd Unit 16, Armonk, NY 10504

  Welcome to Armonk Close, a luxurious condo community in the heart of Armonk, New York. This exclusive development, completed in 2024, offers 20 modern units designed for sophisticated living. Each townhouse features a private 2-car garage, private balcony, and 400 SF rooftop deck, perfect for enjoying the surrounding views. High-end finishes include Bosch stainless steel appliances, gas cooking,

  Sandra Scarano William Raveis Real Estate

  162 Bedford Rd Unit 16, Armonk, NY 10504
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  $375,000 Sold Jul 31, 2025

  54 Lawrence Dr Unit B, White Plains, NY 10603

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Above List Price
  • $357/SF
  • 20 Days On Market

  Last Listing Agent Vincent Vetrano Douglas Elliman Real Estate

  54 Lawrence Dr Unit B, White Plains, NY 10603
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  Est $1,345,953 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,498 Sq Ft

  2 Whippoorwill Crossing, Armonk, NY 10504

  2 Whippoorwill Crossing, Armonk, NY 10504
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  /49

  $1,350,000 Pending

  • 3 Beds
  • 4 Baths
  • 3,095 Sq Ft

  69 Whippoorwill Rd, Armonk, NY 10504

  Nestled in the heart of Armonk sits 69 Whippoorwill Rd, a timeless 1790 antique gem set on 1.4 lush green acres. Brimming with historic character and modern comforts, the main home is a beautifully preserved 3-bedroom abode that lives like a 5-bedroom with unmatched charm throughout - original doors, wide plank floors, and hand-hewn exposed wooden beams honor the home’s rich heritage. The first

  Catherine Orsini Compass Greater NY, LLC

  69 Whippoorwill Rd, Armonk, NY 10504
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  $750,000 Sold Oct 06, 2025

  206 Myrtle Ave, Hawthorne, NY 10532

  • 3 Beds
  • 1.5 Baths
  • 2,003 Sq Ft
  • Built 1970

  Last Sold Summary

  • 14% Below List Price
  • $374/SF
  • 28 Days On Market

  Current Estimated Value $769,712

  Last Listing Agent Joseph Monticelli Coldwell Banker Signature Prop

  206 Myrtle Ave, Hawthorne, NY 10532
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  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  62 Lawrence Ct Unit A, White Plains, NY 10603

  62 Lawrence Ct Unit A, White Plains, NY 10603
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  /33

  $3,874,400

  • 2 Beds
  • 2.5 Baths
  • 2,672 Sq Ft

  570 Bedford Rd Unit 6- PHB, Armonk, NY 10504

  Summit Club Residences designed by Granoff Architects set high up above the golf course w/ expansive vista views. 2 Bed, 2.1 BA + den is 2,672 SF w/ an extensive 487+ SF outdoor terrace w/ FP, gas line for grill & has south west exposures. Walk in to foyer w/ stone flooring, great rooms w/ marble surround FP, custom cabinetry & dining area for 10-12 guests. Modern chef’s kitchen w/ a high end

  Jennifer Danzi-glenn JBM Realty Capital Corp.

  570 Bedford Rd Unit 6- PHB, Armonk, NY 10504
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  $525,000 Sold Oct 16, 2025

  380 Whippoorwill Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 880 Sq Ft
  • Built 1927

  Last Sold Summary

  • 16% Below List Price
  • $597/SF
  • 61 Days On Market

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  380 Whippoorwill Rd, Chappaqua, NY 10514
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  15 Lawrence Dr Unit C, White Plains, NY 10603

  15 Lawrence Dr Unit C, White Plains, NY 10603
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  /45

  $3,895,000

  • 7 Beds
  • 8 Baths
  • 9,267 Sq Ft

  43 Sterling Rd, Greenwich, CT 06831

  Exceptional 6.5 acre country compound located in a private gated association in Greenwich. This bucolic property unfolds with so much to offer. Manicured lawns, mature plantings and vistas complement the amenities which include a pool & spa, pool house, tennis & basketball courts & art studio or apartment. The home has a masterful blend of timeless architecture with hipped roofs, horizontal lines

  Barbara Wells Houlihan Lawrence

  43 Sterling Rd, Greenwich, CT 06831
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  $535,000 Sold Dec 23, 2025

  1 Troy Ln, North Castle, NY 10506

  • Land
  • 2.04 Acres
  • $262,255 per Acre

  Last Sold Summary

  • 35% Above List Price
  • 27 Days On Market

  Last Listing Agent Ellen Schwartz Julia B Fee Sothebys Int. Rlty

  1 Troy Ln, North Castle, NY 10506
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  Est $428,104 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft

  887 Franklin Ave, Thornwood, NY 10594

  887 Franklin Ave, Thornwood, NY 10594
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  /34

  $4,693,650 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,237 Sq Ft

  570 Bedford Rd Unit BLDG 6 UNIT PHA, Armonk, NY 10504

  Summit Club Residences designed by Granoff Architects set high up above the golf course w/ expansive vista views. 3 Bed, 3.1 BA + den PH is 3,237 SF w/ an extensive 530+/-SF outdoor terrace w/ FP, gas line for grill & has south west exposures. Foyer w/ stone flooring, great rooms w/ marble surround FP, custom cabinetry & dining area for 10-12 guests. Modern chef's kitchen w/ a high end

  Jennifer Danzi-glenn JBM Realty Capital Corp.

  570 Bedford Rd Unit BLDG 6 UNIT PHA, Armonk, NY 10504
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  /2

  $7,200,000 Sold Jan 31, 2025

  7 Close Rd, Greenwich, CT 06831

  • 7 Beds
  • 9 Baths
  • 9,897 Sq Ft
  • Built 1999

  Last Sold Summary

  • 10% Below List Price
  • $727/SF
  • 97 Days On Market

  Current Estimated Value $6,229,000

  Last Listing Agent Janet Milligan Sotheby's International Realty

  7 Close Rd, Greenwich, CT 06831
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  Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 3,101 Sq Ft

  39 Lila Ln Unit 59, Chappaqua, NY 10514

  39 Lila Ln Unit 59, Chappaqua, NY 10514
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  /31

  $35,000,000

  • 8 Beds
  • 9 Baths
  • 9,300 Sq Ft

  10 Cliffdale Rd, Greenwich, CT 06831

  Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

  Peter Janis BHHS New England Properties

  10 Cliffdale Rd, Greenwich, CT 06831
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  /43

  $2,900,000 Sold Jul 15, 2025

  66 Sumner Rd, Greenwich, CT 06831

  • 4 Beds
  • 5.5 Baths
  • 5,479 Sq Ft
  • Built 1979

  Last Sold Summary

  • 27% Below List Price
  • $529/SF
  • 353 Days On Market

  Current Estimated Value $3,144,000

  Last Listing Agent Amy Balducci Compass Connecticut, LLC

  66 Sumner Rd, Greenwich, CT 06831
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  Est $1,888,000 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,745 Sq Ft

  2 Point Place, Chappaqua, NY 10514

  2 Point Place, Chappaqua, NY 10514
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  /48

  $1,995,000 Coming Soon

  • 4 Beds
  • 3 Baths
  • 5,216 Sq Ft

  35 Neustadt Ln, Chappaqua, NY 10514

  Modern Masterpiece! Soaring contemporary on a serene cul-de-sac, this 4-bedroom, 5216 sq ft home is defined by walls of glass and dramatic, oversized rooms. Set amidst rock outcroppings on 2.39 wooded acres with towering pines and babbling brook, this one-of-a-kind home in the acclaimed Chappaqua School District is situated in one of the most desirable neighborhoods offering both privacy and

  Sena Baron William Raveis-New York, LLC

  35 Neustadt Ln, Chappaqua, NY 10514
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  $745,000 Sold Mar 25, 2025

  105 Rambling Brook Rd, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,296 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $575/SF
  • 63 Days On Market

  Current Estimated Value $771,240

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  105 Rambling Brook Rd, Chappaqua, NY 10514
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  Est $320,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft

  260 West St Unit 4C, Mount Kisco, NY 10549

  260 West St Unit 4C, Mount Kisco, NY 10549
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  /4

  $88,888

  • Land
  • 0.15 Acre
  • $592,587 per Acre

  0 Fairview Cir Unit LOT 149, Reunion, FL 33896

  EFATA ...WONDERFUL LOT, in Reunion Resort Golf Club, the preferred community of Kissimmee, with 24-hour private security, an excellent neighborhood, 7 swimming pools available, beautiful gardens, clubhouse, hotel with restaurants, world-renowned golf courses with competitions visited by professional athletes, build a productive house, for your family or for guaranteed vacation rent with an

  Ana Guerrero MACKEN REALTY INC

  0 Fairview Cir Unit LOT 149, Reunion, FL 33896
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  $1,631,110 Sold Feb 25, 2025

  26 Dewitt Dr Unit 75, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 3,335 Sq Ft
  • Built 2024

  Last Sold Summary

  • $489/SF
  • 5 Days On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  26 Dewitt Dr Unit 75, Chappaqua, NY 10514
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  56 Manville Rd Unit 1, Pleasantville, NY 10570

  56 Manville Rd Unit 1, Pleasantville, NY 10570
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  /33

  $17,500,000

  • 8 Beds
  • 13 Baths
  • 17,160 Sq Ft

  Unlisted Address

  This spectacular limestone French Manor estate sits on 10+ acres on Converse Lake with 100'+ of lakefront in the beautiful and secluded Conyers Farm, a guard gated community with private security. Custom designed for the current owners by architect James Davis, this meticulous home features impressive attention to detail. The main & garden level of the home are ideal for entertaining with an

  Danielle Claroni Sotheby's International Realty

  Unlisted Address
• 

  $950,000 Sold Feb 11, 2025

  290 Lake St, Pleasantville, NY 10570

  • 2 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1948

  Last Sold Summary

  • 5% Below List Price
  • $452/SF
  • 73 Days On Market

  Current Estimated Value $947,801

  Last Listing Agent Marina Kolmer William Raveis Real Estate

  290 Lake St, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  6 Lawrence Dr Unit A, White Plains, NY 10603

  6 Lawrence Dr Unit A, White Plains, NY 10603
• 

  

  /17

  $359,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  580 Bedford Rd Unit 20, Pleasantville, NY 10570

  Welcome to this inviting 1-bedroom condominium located in the desirable heart of Pleasantville Village offering a perfect blend of convenience, comfort, and classic village charm. Step inside to a bright and open living/dining combo that flows effortlessly, offering flexible space for relaxing, entertaining, and everyday living. The Kitchen with room for a breakfast tableideal for quick meals

  Rita Longo Howard Hanna Rand Realty

  580 Bedford Rd Unit 20, Pleasantville, NY 10570

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