Recently Sold New Castle, NY Homes

• 

  $827,000 Sold Jul 03, 2025

  • 2,460 Sq Ft
  • $336/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1962

  25 Highview Rd, Ossining, NY 10562

  Welcome to 25 Highview Road, a charming and well-maintained colonial-style home nestled on a picturesque cul-de-sac in the desirable New Castle area of Ossining. Making its debut on the market, this hidden gem seamlessly blends space, comfort, and accessibility, offering an ideal setting for your next chapter! Resting on a green acre, the property boasts abundant outdoor space for relaxation and

  Yarden Ronen-van Heerden Compass Greater NY, LLC

  25 Highview Rd, Ossining, NY 10562
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• 

  $836,900 Sold Jul 03, 2025

  • 2,338 Sq Ft
  • $358/SF
  • 27 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2006

  428 Saw Mill River Rd, Millwood, NY 10546

  Spacious 3 Bedroom young Colonial (2006) on a level 1/4 acre property in the Chappaqua School District. Main level has Living Room with wood burning fireplace, Kitchen, Dining Room, Family Room and Full Bath. Rocking chair front porch and covered side entry porch. Close to shopping - Millwood Plaza includes bank, grocery store, deli, P.O and the Taconic State Pkwy is only mile away. Large

  Janet Auer Coldwell Banker Realty

  428 Saw Mill River Rd, Millwood, NY 10546
• 

  $1,650,000 Sold Jul 02, 2025

  • 3,432 Sq Ft
  • $481/SF
  • 41 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1965

  7 Taylor Rd, Mount Kisco, NY 10549

  Welcome to this stunning 4-bedroom, 3.5-bathroom colonial on a level, park-like property in the highly sought-after Lawrence Farms East neighborhood. Located within the top-rated Chappaqua School District, this home seamlessly blends modern updates with timeless charm.The heart of the home is the renovated chef’s kitchen, complete with premium stainless steel appliances, including Sub-Zero,

  Wendy Nolan Houlihan Lawrence Inc.

  7 Taylor Rd, Mount Kisco, NY 10549
• 

  $1,411,000 Sold Jul 01, 2025

  • 2,516 Sq Ft
  • $561/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1964

  19 Courtmel Rd, Mount Kisco, NY 10549

  Welcome to this beautifully maintained, turn-key Colonial located within the sought-after Chappaqua School District. This 4-bedroom, 3.5-bath home has been freshly painted throughout, creating a bright, clean, and move-in-ready space. The main level features a spacious living room, a formal dining room, a sun-drenched sunroom perfect for relaxing, and a cozy den just off the kitchen — ideal for a

  Sari Shaw Compass Greater NY, LLC

  19 Courtmel Rd, Mount Kisco, NY 10549
• 

  $1,690,995 Sold Jun 30, 2025

  • 3,335 Sq Ft
  • $507/SF
  • 199 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2024

  18 Dewitt Dr Unit 71, Chappaqua, NY 10514

  HOME NOT COMPLETED YET- 3 BR Millwood Elite home. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. Includes 3 BR + 2 offices, loft and outdoor terrace w built in grill and linear fireplace and interior wet bar in loft. The open concept great room and kitchen allow for large family gatherings. The open island with

  Thomas Jacovino Toll Brothers Real Estate Inc.

  18 Dewitt Dr Unit 71, Chappaqua, NY 10514
• 

  $2,250,000 Sold Jun 27, 2025

  • 4,807 Sq Ft
  • $468/SF
  • 18 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1993

  97 Random Farms Dr, Chappaqua, NY 10514

  Nestled in the prestigious Random Farms community, this beautifully updated 4-bedroom Colonial blends timeless elegance with modern convenience. Designed for effortless living, the open-flow layout seamlessly connects the renovated chef’s kitchen to a sun drenched great room, featuring a sophisticated fireplace as its centerpiece, while formal living and dining spaces add refinement. A dedicated

  Sari Shaw Compass Greater NY, LLC

  97 Random Farms Dr, Chappaqua, NY 10514
• 

  $950,000 Sold Jun 27, 2025

  • Land
  • 26 Acres
  • $35,849 per Acre

  • 96 Days On Market

  249 Croton Dam Rd, Ossining, NY 10562

  DO NOT ACCESS THIS PROPERTY, THERE ARE SURVEILLANCE CAMERAS,OWNERS WILL CALL THE POLICE. Land for sale, zoning for 2 acres SF homes. Set on 26.50 acres, serene private property with original plantings untouched for over 100 years. Hiking trails throughout this property is adjacent to the Ossining Nature preserve. Also available for sale mls #6297365. As per sellers request please submit proof of

  Christina DiMinno Julia B Fee Sothebys Int. Rlty

  249 Croton Dam Rd, Ossining, NY 10562
• 

  $1,320,000 Sold Jun 26, 2025

  • 2,287 Sq Ft
  • $577/SF
  • 29 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 1988

  136 Ruxton Rd, Mount Kisco, NY 10549

  Chappaqua school district end unit townhome in the very desired Riverwoods community filled with every amenity you could dream of. Lives like a 3 bedroom!! Primary suite on the first floor as well as another en suite bedroom. En suite Playroom up stairs with a separate office area. Walk out lower level with exceptionally high ceilings, double deck, on gas and sewer. Lower walk out level has an

  Yona Strougo Compass Greater NY, LLC

  136 Ruxton Rd, Mount Kisco, NY 10549
• 

  $956,000 Sold Jun 25, 2025

  • 2,684 Sq Ft
  • $356/SF
  • 17 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1968

  21 Vails Ln, Ossining, NY 10562

  Discover the perfect blend of elegance and comfort in this stunning 5-bed, 3.5-bath colonial home situated on 1 acre with a pool, circular driveway, in the vibrant town of Ossining.Step inside through the formal entry into an oversized living room, bathed in abundant natural light and featuring gleaming hardwood floors. Entertain in the formal dining room, which boasts sliders leading out to an

  Sherry Wiggs Houlihan Lawrence Inc.

  21 Vails Ln, Ossining, NY 10562
• 

  $1,450,000 Sold Jun 25, 2025

  • 2,533 Sq Ft
  • $572/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1950

  132 Devoe Rd, Chappaqua, NY 10514

  Welcome to this lovely home within the very desirable Hillholme community in Chappaqua. Perfectly maintained and set beautifully on a flat large acre for all to enjoy. The bedrooms are all very spacious, there is a dedicated home office/study that ensures productivity, while the basement adds a great space for a play area. The backyard is a dream - lush green grass, deck and patio for barbecues

  Yona Strougo Compass Greater NY, LLC

  132 Devoe Rd, Chappaqua, NY 10514
• 

  $1,495,322 Sold Jun 23, 2025

  • 3,200 Sq Ft
  • $467/SF
  • 14 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 1998

  66 Burr Farms Rd, Mount Kisco, NY 10549

  A beautifully maintained Bravo model end-unit tucked away in a private location in the Riverwoods Community in Mount Kisco, NY. This bright, spacious, and versatile layout lives like a 3-bedroom. The open layout on the main level features high ceilings, oversized windows, a formal living room and dining area, an eat-in kitchen with center island and family room with fireplace and custom

  Edward Holmes William Raveis-New York, LLC

  66 Burr Farms Rd, Mount Kisco, NY 10549
• 

  $3,000,000 Sold Jun 23, 2025

  • 6,333 Sq Ft
  • $474/SF
  • 21 Days On Market

  • 6 Beds
  • 7.5 Baths
  • Built 1994

  66 Kerry Ln, Chappaqua, NY 10514

  Welcome Home to Your Dream Colonial in the Chappaqua School District. Discover luxury and comfort in this sunlit center-hall colonial, boasting over 6,333+ square feet of living space. Set back on 2.25 private, level acres, this home features a fenced-in backyard with a heated saltwater pool, an automatic cover, and expansive patio and deck spaces perfect for entertaining and recreation.

  Stacey Sporn William Raveis Real Estate

  66 Kerry Ln, Chappaqua, NY 10514
• 

  $1,402,970 Sold Jun 23, 2025

  • 2,945 Sq Ft
  • $476/SF
  • 142 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2024

  8 Dewitt Dr Unit 66, Chappaqua, NY 10514

  HOME IS UNDER CONSTRUCTION. MOVE in SUMMER 2025. 2 BR, 3 Full, 1 half primary on main floor, finished basement with full bath and media room. Additional Information: ParkingFeatures:2 Car Attached,

  Thomas Jacovino Toll Brothers Real Estate Inc.

  8 Dewitt Dr Unit 66, Chappaqua, NY 10514
• 

  $1,250,000 Sold Jun 20, 2025

  • 2,144 Sq Ft
  • $583/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  64 Stornowaye St, Chappaqua, NY 10514

  Inside & outside blend seamlessly together throughout this sleek, modern 3-bed/2-bath contemporary, wrapped by a massive deck front, side & rear, and privately set back from the road on two peaceful, sylvan acres on a cul-de-sac in the sought-after Whippoorwill neighborhood. Great layout for entertaining. Arts & crafts-inspired living room illuminated by large front-facing windows & topped with a

  Stacy Levey William Raveis-New York, LLC

  64 Stornowaye St, Chappaqua, NY 10514
• 

  $281,250 Sold Jun 18, 2025

  • Land
  • 1.95 Acres
  • $144,231 per Acre

  • 27 Days On Market

  648 Pinesbridge Rd, Ossining, NY 10562

  Discover the perfect blend of privacy and convenience with this 1.95-acre wooded lot on Pinesbridge Road in Southern Yorktown. Nestled in a serene setting, this ready-to-build property offers an approvable space for a 3-bedroom home, with the potential for a 4-bedroom approval pending additional testing. Enjoy the tranquility of nature while remaining just a short drive from town centers,

  Susan Pratt Coldwell Banker Realty

  648 Pinesbridge Rd, Ossining, NY 10562
• 

  $281,250 Sold Jun 18, 2025

  • Land
  • 1.88 Acres
  • $149,601 per Acre

  • 27 Days On Market

  644 Pinesbridge Rd, Ossining, NY 10562

  This rare 1.88 acre property in Southern Yorktown offers the perfect blend of privacy and convenience and is an approvable 5 bedroom septic lot. Located on Pinesbridge Road you’ll find a peaceful wooded setting yet just a short drive to town centers, Metro-North, and the Taconic Parkway, with easy access to the NYS Empire State Trail and Kitchawan Preserve for outdoor recreation. The adjacent

  Susan Pratt Coldwell Banker Realty

  644 Pinesbridge Rd, Ossining, NY 10562
• 

  $1,500,000 Sold Jun 17, 2025

  • 3,230 Sq Ft
  • $464/SF
  • 25 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1964

  23 Round Hill Rd, Chappaqua, NY 10514

  Welcome to 23 Round Hill Road, a picture-perfect, timeless, Center Hall Colonial on a premier street just minutes from Chappaqua schools, train station, & a variety of restaurants, shops & grocery stores (including Whole Foods & Starbucks), a prime location for convenience & lifestyle. Set on a beautifully landscaped property, this home exudes classic appeal. As you step through double front

  Michael Levy eXp Realty

  23 Round Hill Rd, Chappaqua, NY 10514
• 

  $1,382,000 Sold Jun 16, 2025

  • 2,684 Sq Ft
  • $515/SF
  • 11 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1964

  3 Courtmel Rd, Mount Kisco, NY 10549

  This 4-bedroom Colonial sits on 1.4 acres of private property in the Chappaqua school district. Step inside the spacious entry foyer that leads into a bright open floor plan. The living room features a wood-burning fireplace while the dining and family rooms have sliding doors to the deck and backyard. The updated eat-in kitchen, with granite counters and stainless-steel GE Cafe appliances,

  Edward Holmes William Raveis-New York, LLC

  3 Courtmel Rd, Mount Kisco, NY 10549
• 

  $1,610,000 Sold Jun 16, 2025

  • 3,858 Sq Ft
  • $417/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1969

  52 Old Lyme Rd, Chappaqua, NY 10514

  Updated and well appointed 3800+ sq ft, 4 bedroom Colonial on sewer and gas in a Chappaqua, close to town, prime location. This spacious Colonial offers an ideal blend of open flow, comfort, and convenience. A gracious expansive foyer welcomes you to the light-filled living and dining rooms, both featuring bay windows. The gourmet eat-in kitchen boasts top-of-the-line finishes and appliances,

  Cindy Glynn Compass Greater NY, LLC

  52 Old Lyme Rd, Chappaqua, NY 10514
• 

  $1,624,995 Sold Jun 13, 2025

  • 3,352 Sq Ft
  • $485/SF
  • 1 Day On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2025

  22 Dewitt Dr Unit 73, Chappaqua, NY 10514

  Under Construction. As you enter the Millwood Elite, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. A large center island in the kitchen overlooks the casual dining area. The great room is the perfect setting for relaxation with its cozy fireplace and ample natural light. The appealing primary bedroom suite boasts a lavish bath and ample

  Thomas Jacovino Toll Brothers Real Estate Inc.

  22 Dewitt Dr Unit 73, Chappaqua, NY 10514
• 

  $1,649,995 Sold Jun 13, 2025

  • 3,269 Sq Ft
  • $505/SF
  • 46 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2025

  9 Dewitt Dr Unit 80, Chappaqua, NY 10514

  Move-in Spring 2025! As you enter the Greeley Fairview, the exquisite foyer presents sweeping views of this home's luxurious finishes. The open-concept kitchen and great room provide the ideal space for entertaining. The casual dining area is adjacent to the kitchen and provides a convenient and intimate setting. The great room is the perfect setting for relaxation with its cozy fireplace and

  Thomas Jacovino Toll Brothers Real Estate Inc.

  9 Dewitt Dr Unit 80, Chappaqua, NY 10514
• 

  $1,200,000 Sold Jun 11, 2025

  • Land
  • 2.01 Acres
  • $597,015 per Acre

  • 16 Days On Market

  5 Hollow Ridge Rd, Armonk, NY 10504

  Seize the rare opportunity to build your dream home in the prestigious Thomas Wright Estates of Armonk. Now available, this exceptional 2.01-acre lot offers an incredible head start with sewer, gas, and utilities already brought to the property — an invaluable convenience for today’s luxury buyer. Bring your builder and vision to life in one of Armonk’s most coveted estate communities. For those

  Bruce Wenig Houlihan Lawrence Inc.

  5 Hollow Ridge Rd, Armonk, NY 10504
• 

  $1,065,000 Sold Jun 10, 2025

  • 2,128 Sq Ft
  • $500/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1957

  19 Bittersweet Ln, Mount Kisco, NY 10549

  This home is located in the Chappaqua School District on a private, level and picturesque 1.1-acre lot with a meandering stream. The covered front entry opens to the bright foyer, leading to the main level filled with natural light. The living room features a wood-burning fireplace and crown molding, while the adjacent dining room opens to a screened patio and deck. The kitchen has

  Edward Holmes William Raveis-New York, LLC

  19 Bittersweet Ln, Mount Kisco, NY 10549
• 

  $1,826,000 Sold Jun 10, 2025

  • 3,962 Sq Ft
  • $461/SF
  • 7 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1960

  24 Hunting Ridge Rd, Chappaqua, NY 10514

  Extremely spacious and meticulously maintained 4 bedroom/ 4 bathroom home with almost 4000sf that lives like a 5 bedroom on a cul de sac in a sought after Chappaqua neighborhood! It has an amazing gourmet Chef's Kitchen with large center island, stainless appliances, a spacious eating area with access to the back patio. The kitchen was renovated in 2024 which included new quartz countertops, new

  Pamela Akin Douglas Elliman Real Estate

  24 Hunting Ridge Rd, Chappaqua, NY 10514
• 

  $2,922,500 Sold Jun 10, 2025

  • 5,836 Sq Ft
  • $501/SF
  • 127 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1901

  51 Granite Ct, Chappaqua, NY 10514

  Sophisticated and Stunning Chappaqua Estate! Sure to please the most discerning buyer, this fully modernized Normandy-styled estate, sited on magnificent property, in a a cul-de-sac, walking distance to schools and parks, is one of a kind. This distinctive home, owned by two esteemed art collectors, and dating back to the late 1800s, has been meticulously overhauled with impeccable taste,

  Cindy Glynn Compass Greater NY, LLC

  51 Granite Ct, Chappaqua, NY 10514
• 

  $1,502,500 Sold Jun 09, 2025

  • 2,426 Sq Ft
  • $619/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  60 Cross Ridge Rd, Chappaqua, NY 10514

  Easy living in this comfortable, light-filled, classic split-level home endowed with spacious rooms, an expanded designer kitchen w/windowed breakfast area & adjoining sunroom w/slider to deck set on a useful, flat, 1.37-acre parcel. Welcoming formal living room w/wood burning fireplace and large picture windows front & rear. Centrally-located formal dining room easily accommodates large

  Stacy Levey William Raveis-New York, LLC

  60 Cross Ridge Rd, Chappaqua, NY 10514
• 

  $1,800,000 Sold Jun 07, 2025

  • 6,814 Sq Ft
  • $264/SF
  • 43 Days On Market

  • 7 Beds
  • 6 Baths
  • Built 1969

  85 Haights Cross Rd, Chappaqua, NY 10514

  Come experience not only an extraordinarily designed residence, additionally enjoy a home set atop quite possibly one of the highest viewpoints in Chappaqua. Commissioned by the Mechner family in 1969, architect John Koster worked closely with present owners to develop a property like no other. Sited on 8.86 wooded acres with vintage log cabin and sculptural stone outcroppings inspired a

  Amy Via Houlihan Lawrence Inc.

  85 Haights Cross Rd, Chappaqua, NY 10514
• 

  $1,320,000 Sold Jun 06, 2025

  • 2,628 Sq Ft
  • $502/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1968

  7 Oak Hill Rd, Chappaqua, NY 10514

  Welcome to 7 Oak Hill Road, Chappaqua, a spacious and lovingly maintained 4-Bed/3-Bath Raised Ranch set on a flat .67-acre parcel on a neighborly street and buffered by a bird sanctuary. A covered front porch introduces a double-door entry. Large windows front and rear bathe the wide, open living and dining rooms in soft, natural light. Dine casually in the morning-sun-facing breakfast area of

  Stacy Levey William Raveis-New York, LLC

  7 Oak Hill Rd, Chappaqua, NY 10514
• 

  $1,020,000 Sold Jun 04, 2025

  • 3,005 Sq Ft
  • $339/SF
  • 14 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  7 Deer Ridge, Millwood, NY 10546

  Welcome to Cornell Woods, a picturesque enclave in the prestigious Chappaqua school district! This charming and updated colonial is move-in ready and awaits its new owners. Step into the warm and inviting new open eat-in kitchen, perfect for cozy dinners by the fireplace. Featuring modern stainless-steel appliances, luxurious granite countertops and a spacious center island this kitchen is a

  Anthony Sibio Coldwell Banker Realty

  7 Deer Ridge, Millwood, NY 10546
• 

  $1,875,000 Sold Jun 03, 2025

  • 3,567 Sq Ft
  • $526/SF
  • 21 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1981

  70 Indian Hill Rd, Mount Kisco, NY 10549

  Welcome to this beautiful 4-bedroom Center-Hall Colonial nestled in a highly sought-after neighborhood within the top-rated Chappaqua School District.The home is set back on 2+ acres of level land for ultimate privacy and provides stunning year-round views perfect to enjoy in every season. The expansive, sun-filled living room invites the golden morning sunlight in, highlighting an open and airy

  Holly Tsuei Houlihan Lawrence Inc.

  70 Indian Hill Rd, Mount Kisco, NY 10549
• 

  $970,000 Sold May 30, 2025

  • 1,923 Sq Ft
  • $504/SF
  • 11 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1850

  33 Kipp St, Chappaqua, NY 10514

  Welcome to 33 Kipp Street in Chappaqua, a vintage country farmhouse that exudes charm and character. Perched on a picturesque hillside, this three-bedroom home invites you in with its classic rocking chair front porch—a perfect spot to unwind and enjoy the serene surroundings.Spanning 1,923 square feet, the home was lovingly restored in 2011, seamlessly blending historic charm with modern

  Deena Bouchier Compass Greater NY, LLC

  33 Kipp St, Chappaqua, NY 10514
• 

  $1,558,667 Sold May 30, 2025

  • 2,945 Sq Ft
  • $529/SF
  • 23 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2024

  20 Dewitt Dr Unit 72, Chappaqua, NY 10514

  HOME IS UNDER CONSTRUCTION- READY FOR FALL 2024 CLOSING2 BR Briarcliff Floorplan with primary on first floor. A finished basement with half bath give plenty of room for everyone to enjoy. This outstanding home is located in a great location facing greenspace on one side and forest views from the rooftop deck. It is located in the heart of the neighborhood where you can walk to shopping, cafes,

  Thomas Jacovino Toll Brothers Real Estate Inc.

  20 Dewitt Dr Unit 72, Chappaqua, NY 10514
• 

  $2,300,000 Sold May 29, 2025

  • 4,490 Sq Ft
  • $512/SF
  • 6 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1992

  25 Random Farms Dr, Chappaqua, NY 10514

  Welcome to this sophisticated 4-bedroom Colonial in Random Farms, one of Chappaqua’s most sought-after communities. Designed with an open-flow layout and abundant natural light, this home offers effortless connectivity between spacious living areas—ideal for everyday living, entertaining, and working from home.Recent enhancements include a new roof, solar panels, and upgraded mechanical systems,

  Sari Shaw Compass Greater NY, LLC

  25 Random Farms Dr, Chappaqua, NY 10514
• 

  $727,500 Sold May 28, 2025

  • 1,660 Sq Ft
  • $438/SF
  • 11 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  386 N Greeley Ave Unit 43B, Chappaqua, NY 10514

  Welcome to 386 N. Greeley Ave, a beautifully renovated, move-in-ready home located in the sought-after Chestnut Oaks community in Chappaqua. This bright and spacious two-bedroom condo offers offers low-maintenance living with the perfect blend of style, comfort, and convenience. Located in the award-winning Chappaqua School District, this sun-filled upper-level unit has been thoughtfully updated

  Rachel Lacoste Houlihan Lawrence Inc.

  386 N Greeley Ave Unit 43B, Chappaqua, NY 10514
• 

  $1,589,000 Sold May 28, 2025

  • 3,041 Sq Ft
  • $523/SF
  • 26 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1955

  395 Bedford Rd, Chappaqua, NY 10514

  An impressive and tastefully appointed five bedroom colonial home in the much sought after Chappaqua School District. Set on just over one beautiful acre of level land, this impressive home offers the perfect blend of tranquility and convenience, with easy access to the Chappaqua train station. The heart of the home is the spacious, airy, sun-filled family room, featuring a wall of full length

  Catherine O'Connor Houlihan Lawrence Inc.

  395 Bedford Rd, Chappaqua, NY 10514
• 

  $2,100,000 Sold May 23, 2025

  • 4,446 Sq Ft
  • $472/SF
  • 8 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1969

  28 James Rd, Mount Kisco, NY 10549

  Perched perfectly on 2 acres with a private and level backyard in the Chappaqua school district. This stunning colonial home offers 5 bedrooms, 5 full bathrooms, and over 4,400 sq ft of living space. Step inside the spacious entry hall to find a sunlit open floor plan with distinctive finishes and hardwood floors. The chef’s kitchen, featuring a skylight over the large center island, and Viking

  Edward Holmes William Raveis-New York, LLC

  28 James Rd, Mount Kisco, NY 10549
• 

  $1,450,000 Sold May 22, 2025

  • 2,233 Sq Ft
  • $649/SF
  • 9 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1936

  2 South Place, Chappaqua, NY 10514

  Welcome to 2 South Place - A stylish family home in the desirable Hillholme Community of Chappaqua, within the Chappaqua School District. This residence blends an integration of classic traditional and modern design offering elegant living spaces and a prime location. First level includes a Classic living room with fireplace, recess lighting, formal dinning room, recess lighting. Gourmet

  Toni DiMichelo Houlihan Lawrence Inc.

  2 South Place, Chappaqua, NY 10514
• 

  $902,500 Sold May 19, 2025

  • 2,719 Sq Ft
  • $332/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1956

  2 Highview Rd, Ossining, NY 10562

  Nestled on a picturesque 1-acre corner lot in New Castle, this exquisite sprawling split ranch seamlessly blends comfort with sophistication. Designed for effortless entertaining, it boasts an expansive great room with soaring ceilings, skylights, and a charming wood-burning fireplace. The gourmet eat-in kitchen showcases newly installed quartzite countertops, a sleek cooktop, a wall oven with a

  Lisa Cozzi Westchester Dream Home Realty

  2 Highview Rd, Ossining, NY 10562
• 

  $960,000 Sold May 16, 2025

  • 2,014 Sq Ft
  • $477/SF
  • 13 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1957

  16 Glenwood Rd, Millwood, NY 10546

  Located on a bucolic, tree-lined street in Millwood, NY is this exquisite split-level 3 bedroom, 3 full bath home on level property. Situated in the highly regarded Chappaqua school district, it combines comfort, style, and the luxuries often found in larger homes. It is in a prime location, steps from the North County Trailway and conveniently located near Millwood’s DeCicco’s supermarket,

  Wendy Nolan Houlihan Lawrence Inc.

  16 Glenwood Rd, Millwood, NY 10546
• 

  $1,715,408 Sold May 16, 2025

  • 3,269 Sq Ft
  • $525/SF
  • 39 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2024

  3 Dewitt Dr Unit 77, Chappaqua, NY 10514

  HOME IS TO BE BUILT. 2 BR very popular Greeley Floorplan with primary on first floor. We have a model of this home to walk through. It is ideally sized at 3,269 sq. ft. and includes 2 BR + office, huge loft, finished basement with media room and full bath. The 2-story open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner

  Thomas Jacovino Toll Brothers Real Estate Inc.

  3 Dewitt Dr Unit 77, Chappaqua, NY 10514

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