Homes in ZIP Code 10514

• 

  

  

  /37

  $950,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,380 Sq Ft

  42 Hollow Oak Rd, Chappaqua, NY 10514

  Welcome to 42 Hollow Oak Road, a captivating 3-bedroom, 2-bathroom sanctuary nestled in the heart of Chappaqua. Spanning 2,380 square feet, this home perfectly balances suburban tranquility with modern convenience. Step inside to discover a bright, airy layout flooded with natural light. The spacious living areas feature warm hardwood floors, fireplace and a seamless flow, ideal for daily living

  Bradley Brammer Julia B Fee Sothebys Int. Rlty

  42 Hollow Oak Rd, Chappaqua, NY 10514
• 

  

  

  /25

  Starting at $3,237 Per Month

  • 2 Beds

  480 Bedford Rd, Chappaqua, NY 10514

  Wilder Balter Partners, Inc., Hudson valley's premier developer of luxury homes has written a new chapter for the iconic reader's digest building. The four-story structure has undergone an unprecedented renovation, and the finished product embraces the nostalgia of the old media empire's headquarters with the extravagance of contemporary housing. Chappaqua Crossing Apts is now open! Please call

  Chappaqua Crossing Apartments

  

  480 Bedford Rd, Chappaqua, NY 10514
• 

  $1,600,000

  Sold Feb 27, 2026

  36 Pond Hill Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 2,866 Sq Ft
  • Built 1952

  Last Sold Summary

  • 23% Above List Price
  • $558/SF
  • 11 Days On Market

  Current Estimated Value $1,599,474

  Last Listing Agent Danae Richards William Raveis-New York, LLC

  36 Pond Hill Rd, Chappaqua, NY 10514
• 

  Est $1,466,000

  Not Listed For Sale

  27 Hardscrabble Hill Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 1,995 Sq Ft
  • Built 1960

  27 Hardscrabble Hill Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Pamela Akin Douglas Elliman Real Estate
• 

  

  

  /3

  $1,599,000

  Coming Soon

  • 8 Beds
  • 8 Baths
  • 5,798 Sq Ft

  600 Bedford Rd, Chappaqua, NY 10514

  There are houses you pass without a second thought, and then there are houses you remember.For years, set quietly behind a canopy of mature trees along Bedford Road, this stately white Georgian has inspired curiosity. What is behind those walls? What could it become?Now, offered for the first time in decades, the doors to 600 Bedford Road are opening and with them comes a remarkable

  Kile Boga-Ibric Houlihan Lawrence Inc.

  600 Bedford Rd, Chappaqua, NY 10514
• 

  

  /42

  $5,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,623 Sq Ft
  • Condo for Rent

  109 Woods End Rd, Chappaqua, NY 10514

  Welcome to 109 Woods End Road, a beautifully updated 2-bedroom, 2-bathroom townhouse in desirable Chappaqua. The home features a renovated open-concept kitchen with a waterfall island, quartz countertops, and matching backsplash, bright living spaces, and a beautiful backyard perfect for relaxing or entertaining. Includes a one-car enclosed garage with basement storage and an additional outdoor

  Cecilia Espino-Pelaez eRealty Advisors, Inc

  109 Woods End Rd, Chappaqua, NY 10514
• 

  $2,825,000

  Sold Dec 15, 2025

  70 Haights Cross Rd, Chappaqua, NY 10514

  • 5 Beds
  • 9 Baths
  • 8,775 Sq Ft
  • Built 2005

  Last Sold Summary

  • 10% Below List Price
  • $322/SF
  • 159 Days On Market

  Current Estimated Value $3,178,173

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  70 Haights Cross Rd, Chappaqua, NY 10514
• 

  Est $1,578,000

  Not Listed For Sale

  265 Mill River Rd, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 4,811 Sq Ft
  • Built 2010

  265 Mill River Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Sandra Cappucci Julia B Fee Sothebys Int. Rlty
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  /34

  $1,188,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,953 Sq Ft

  11 Kitchel Rd, Mount Kisco, NY 10549

  Smartly updated, multi-level home offers room for everyone. Living room with wood-burning fireplace. Transom windows frame the entries to the thoughtfully designed eat-in kitchen with wood cabinetry, Miele induction cooktop and in-wall convection oven, Bosch refrigerator/freezer and dishwasher, GE microwave and granite counter tops, which adjoins the family room with slider to the deck on one

  Stacy Levey William Raveis-New York, LLC

  11 Kitchel Rd, Mount Kisco, NY 10549
• 

  

  /20

  $4,750 Per Month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  82 Douglas Rd Unit B, Chappaqua, NY 10514

  Beautifully renovated second-floor 2-bedroom, 1-bath apartment just a short walk to the Chappaqua train station, downtown shops and restaurants. This light-filled home offers approximately 1,200 square feet of thoughtfully updated living space featuring hardwood floors throughout, a stunning designer kitchen with quartz countertops, stainless steel appliances, shaker cabinetry, subway tile

  Michael Parelli Mike Parelli Real Estate LLC

  82 Douglas Rd Unit B, Chappaqua, NY 10514
• 

  $1,345,014

  Sold Jul 29, 2026

  14 Aldridge Rd, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,478 Sq Ft
  • Built 1920

  Last Sold Summary

  • 8% Above List Price
  • $543/SF
  • 20 Days On Market

  Current Estimated Value $1,297,447

  Last Listing Agent Sena Baron William Raveis-New York, LLC

  14 Aldridge Rd, Chappaqua, NY 10514
• 

  Est $844,980

  Not Listed For Sale

  70 Leroy Rd, Chappaqua, NY 10514

  70 Leroy Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Jaimme Pudalov Houlihan Lawrence Inc.
• 

  

  /50

  $2,649,000

  $50K PRICE DROP Pending

  • 4 Beds
  • 4.5 Baths
  • 5,918 Sq Ft

  40 Hamilton Dr, Chappaqua, NY 10514

  Tucked away on over two exquisitely landscaped acres in one of Chappaqua’s most prestigious enclaves, this exceptional newly constructed modern home redefines luxury living through a masterful blend of architectural sophistication, cutting-edge efficiency, and timeless elegance. Designed with a discerning eye and crafted with uncompromising quality, this magazine-worthy residence offers the

  Matthew Valvano Berkshire Hathaway HS NY Prop

  40 Hamilton Dr, Chappaqua, NY 10514
• 

  

  /18

  $4,400 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Apartment for Rent

  91 Bedford Rd Unit 2, Chappaqua, NY 10514

  This lovely 2 bed 2 bath end unit features an EIK with glamorous modern style quartz counters, bright open floor plan. Individual balcony. Storage closet. HW/heater, washer/dryer. Quality construction built by highly regarded local builder. Amenities of this architecturally inspired building include Access control intercom/security cameras. FOB. Steel & concrete frame, rock wool insulation. Pre

  Grace Priore ERA Insite Realty Services

  91 Bedford Rd Unit 2, Chappaqua, NY 10514
• 

  $805,000

  Sold Nov 21, 2025

  149 King St Unit 4, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,767 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $456/SF
  • 105 Days On Market

  Last Listing Agent Nancy Jones Julia B Fee Sothebys Int. Rlty

  149 King St Unit 4, Chappaqua, NY 10514
• 

  Not Listed For Sale

  10 Carriage Ln Unit 85, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft
  • Built 2025

  10 Carriage Ln Unit 85, Chappaqua, NY 10514

  Last Sold Summary

  • 137 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.
• 

  

  /48

  $1,998,999

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,124 Sq Ft

  4 Old House Ln, Chappaqua, NY 10514

  Nestled on over an acre of beautifully landscaped grounds in the highly sought-after Chappaqua School District, this exceptional residence offers a rare blend of privacy, craftsmanship, and versatility. Behind a gated entrance, mature specimen plantings, expansive lawns, and a tranquil natural setting create a true private retreat just minutes from downtown Chappaqua and

  Laura Lulgjuraj Houlihan Lawrence Inc.

  4 Old House Ln, Chappaqua, NY 10514
• 

  

  /28

  $5,750 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,130 Sq Ft
  • House for Rent

  480 King St, Chappaqua, NY 10514

  Welcome to this pristine 2-bedroom Cape Cod-style home , offering a versatile layout that effortlessly lives like a 3-bedroom. Exuding charm and meticulous care throughout, the residence features 2 full bathrooms and a convenient half-bath. Its center-of-town location puts local shops, dining, and community conveniences right at your doorstep, making it a perfect blend of style, comfort, and

  Nancy Musich Houlihan Lawrence Inc.

  480 King St, Chappaqua, NY 10514
• 

  $1,250,000

  Sold Sep 01, 2026

  21 Campfire Rd, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,207 Sq Ft
  • Built 1928

  Last Sold Summary

  • 4% Above List Price
  • $566/SF
  • 11 Days On Market

  Current Estimated Value $1,221,038

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  21 Campfire Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  8 Carriage Ln Unit 84, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft
  • Built 2025

  8 Carriage Ln Unit 84, Chappaqua, NY 10514

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.
• 

  

  /27

  $1,325,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,238 Sq Ft

  35 Marcourt Dr, Chappaqua, NY 10514

  A private drive leads to your own secluded oasis. 35 Marcourt is a picture perfect colonial tucked away in a peaceful wooded setting located in the coveted Dodge Farm neighborhood. This home is filled with character, charm and architectural details making it one-of-a-kind. The classic center hall opens to both the formal dining room and a living room with a beamed ceiling, custom built-ins and a

  Bitsy Maraynes Houlihan Lawrence Inc.

  35 Marcourt Dr, Chappaqua, NY 10514
• 

  

  /16

  $5,850 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Townhouse for Rent

  56 Rambling Brook Rd, Chappaqua, NY 10514

  Spacious and sun drenched 3 bedroom, 2.5 bath townhouse with an attached 1 car garage, private driveway, and abundant storage in the highly desirable Old Farm Lake community, located within the award winning Chappaqua School District. This bright, updated, and well maintained home offers comfortable living space, thoughtfully designed for both everyday living and entertaining. Enjoy a private

  Wendy Nolan Houlihan Lawrence Inc.

  56 Rambling Brook Rd, Chappaqua, NY 10514
• 

  $810,000

  Sold Feb 20, 2026

  17 Ledgewood Commons, Millwood, NY 10546

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Above List Price
  • $368/SF
  • 18 Days On Market

  Current Estimated Value $726,305

  Last Listing Agent Lindsay Silverman Compass Greater NY, LLC

  17 Ledgewood Commons, Millwood, NY 10546
• 

  Not Listed For Sale

  4 Carriage Ln Unit 82, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,614 Sq Ft
  • Built 2025

  4 Carriage Ln Unit 82, Chappaqua, NY 10514

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.
• 

  

  /41

  $5,750,000

  • 6 Beds
  • 7.5 Baths
  • 9,247 Sq Ft

  24 Trails End, Chappaqua, NY 10514

  Welcome to 24 Trails End, an unparalleled private resort estate redefining luxury living on over 9 pristine, park-like acres. This majestic brick Colonial, quietly positioned at the end of a prestigious cul-de-sac, overlooks a scenic, spring-fed pond. Inside, classic architectural sophistication meets modern design, highlighted by a soaring double-height great room, dual home offices, and a rich

  Brian Milton Compass Greater NY, LLC

  24 Trails End, Chappaqua, NY 10514
• 

  

  /32

  $5,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,553 Sq Ft
  • Townhouse for Rent

  17 Rambling Brook Rd, Chappaqua, NY 10514

  Move In Ready, Recently Remodeled Townhouse in Old Farm Lake, Chappaqua. Discover this beautifully updated end unit townhouse offering 3 bedrooms, 3 baths, one car garage, deck, and a bonus room on each level. With a natural organic feel to compliment quiet community settings and landscaping, your new home offers calming sensory attentive features throughout to fit any mood. Enjoy New Designer

  Lauren Zaccaria Houlihan Lawrence Inc.

  17 Rambling Brook Rd, Chappaqua, NY 10514
• 

  $1,905,000

  Sold Jun 02, 2026

  110 Marcourt Dr, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,921 Sq Ft
  • Built 1961

  Last Sold Summary

  • 34% Above List Price
  • $652/SF
  • 6 Days On Market

  Current Estimated Value $1,797,665

  Last Listing Agent Stephanie Garbuio Houlihan Lawrence Inc.

  110 Marcourt Dr, Chappaqua, NY 10514
• 

  Not Listed For Sale

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,353 Sq Ft
  • Built 2025

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.
• 

  

  /17

  $2,995,000

  $100K PRICE INCREASE

  • 4 Beds
  • 5.5 Baths
  • 4,589 Sq Ft

  39 Barnes Ln, Chappaqua, NY 10514

  Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion this November 2026. Early buyers will have the rare chance to customize some of the final finishes and tailor the home to their personal style. This thoughtfully designed home offers 4 bedrooms and 5.1 bathrooms, with a highly desirable layout that lives

  Karin Kimtis Compass Greater NY, LLC

  39 Barnes Ln, Chappaqua, NY 10514
• 

  /2

  $4,200 Per Month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  547 King St, Chappaqua, NY 10514

  Charming antique home ideally located in the heart of Chappaqua, just minutes to Armonk, Mount Kisco, major highways, and the Metro-North train station. Features include a bright white kitchen with stainless steel appliances, stone countertops, and tile backsplash, along with beautiful hardwood floors throughout. Enjoy the convenience of in-unit private laundry, private storage, and two driveway

  Alexandra Fischer Keller Williams Realty Group

  547 King St, Chappaqua, NY 10514
• 

  $1,465,000

  Sold Oct 01, 2025

  33 High Way, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 1,917 Sq Ft
  • Built 1938

  Last Sold Summary

  • 22% Above List Price
  • $764/SF
  • 11 Days On Market

  Current Estimated Value $1,537,091

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC

  33 High Way, Chappaqua, NY 10514
• 

  Not Listed For Sale

  22 Dewitt Dr Unit 73, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 3,352 Sq Ft
  • Built 2025

  22 Dewitt Dr Unit 73, Chappaqua, NY 10514

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.
• 

  

  /49

  $1,100,000

  Pending

  • 5 Beds
  • 3 Baths
  • 2,715 Sq Ft

  2 Turner Dr, Chappaqua, NY 10514

  Some homes have good bones. This one has great ones in a private setting. Nestled in Chappaqua's beloved Seven Bridges neighborhood, this 1934 Colonial sits on nearly three-quarters of an acre where tree-lined streets and a true sense of community appeal to buyers who embrace Chappaqua and remain for years. Original hardwood floors, a wood-burning fireplace, crown molding, and a screened porch

  Lauren Zaccaria Houlihan Lawrence Inc.

  2 Turner Dr, Chappaqua, NY 10514
• 

  $1,550,000

  Sold Jan 20, 2026

  100 Old Farm Rd N, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,971 Sq Ft
  • Built 2010

  Last Sold Summary

  • 19% Above List Price
  • $522/SF
  • 13 Days On Market

  Current Estimated Value $1,603,333

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  100 Old Farm Rd N, Chappaqua, NY 10514
• 

  Not Listed For Sale

  150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514

  • 1 Bed
  • 1 Bath
  • 814 Sq Ft
  • Built 1984

  150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.
• 

  

  /30

  $999,000

  $51K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  568 Saw Mill River Rd, Millwood, NY 10546

  Private access to the scenic North County Trailway, offering miles of paved trails for walking, running, and biking, is just one of the many highlights of this beautifully maintained home. Not to be missed, this sun-filled 3-bedroom, 3-bath raised ranch offers a comfortable layout ideal for both everyday living and entertaining. Set privately on over 1.3 level acres and screened from the road by

  Stacey Sporn William Raveis Real Estate

  568 Saw Mill River Rd, Millwood, NY 10546
• 

  $1,950,000

  Sold Aug 07, 2026

  105 Cross Ridge Rd, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 2,953 Sq Ft
  • Built 1963

  Last Sold Summary

  • 30% Above List Price
  • $660/SF
  • 6 Days On Market

  Current Estimated Value $1,506,654

  Last Listing Agent Sena Baron William Raveis-New York, LLC

  105 Cross Ridge Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  149 King St Unit 19, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,664 Sq Ft
  • Built 1988

  149 King St Unit 19, Chappaqua, NY 10514

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.
• 

  

  /49

  $1,495,000

  $200K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  676 Hardscrabble Rd, Chappaqua, NY 10514

  Renovated and Reimagined Colonial on Spectacular Park-Like Grounds, this exceptional residence includes a separate cottage-style bonus building that offers endless possibilities. Whether envisioned as a private home office, artist’s studio, yoga or fitness center, man cave or an inspiring creative workspace, this detached structure provides exceptional flexibility and privacy. Nestled amid the

  Elvira Aloia Corcoran Legends Realty

  676 Hardscrabble Rd, Chappaqua, NY 10514
• 

  $1,350,000

  Sold Apr 10, 2026

  200 S Bedford Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,364 Sq Ft
  • Built 1955

  Last Sold Summary

  • 17% Above List Price
  • $571/SF
  • 14 Days On Market

  Current Estimated Value $1,342,268

  Last Listing Agent Annette Cicinelli Keller Williams Realty Partner

  200 S Bedford Rd, Chappaqua, NY 10514

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