Recently Sold Chappaqua, NY Homes

• 

  $1,835,000 Sold Jun 30, 2025

  • 4,082 Sq Ft
  • $450/SF
  • 6 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1965

  20 Bristol Place, Chappaqua, NY 10514

  Welcome to 20 Bristol Place, a stunning home nestled at the end of a peaceful cul-de-sac in Chappaqua, NY. This modern home boasts an open and bright layout, offering 4 bedrooms and 4 bathrooms across 4,082 square feet of luxurious living space. The oversized primary bedroom features high ceilings and a renovated bath, providing a serene retreat.The heart of the home is the high-end

  Kori Sassower Compass Greater NY, LLC

  20 Bristol Place, Chappaqua, NY 10514
• 

  $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
• 

  $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
• 

  $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
• 

  $2,450,000 Sold Jun 20, 2025

  • 6,495 Sq Ft
  • $377/SF
  • 46 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1995

  11 Boulder Trail, Chappaqua, NY 10514

  Spectacular 5-bedroom, 4 1/2 bath, 6,495 sq ft Colonial, located in the sought after Hardscrabble Lake neighborhood within the renowned Chappaqua School District. This home features a spacious, sun drenched open floor plan accented by large rooms, high ceilings, refined hardwood floors, walls of windows, and exquisite detailing throughout. As one enters, the expansive cathedral ceiling front

  Cindy Glynn Compass Greater NY, LLC

  11 Boulder Trail, Chappaqua, NY 10514
• 

  $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
• 

  $1,610,000 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
• 

  $1,826,000 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
• 

  $1,415,000 Sold Jun 06, 2025

  • 2,781 Sq Ft
  • $509/SF
  • 10 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1978

  24 Greenbriar Dr, Chappaqua, NY 10514

  Nestled on a quiet cul-de-sac street, 24 Greenbriar Drive seamlessly blends quality construction with modern amenities. This beautifully updated and meticulously maintained four-bedroom, three-bathroom home is truly turnkey.The renovated kitchen is perfect for both everyday living and entertaining, featuring a breakfast nook with built-in seating and a sliding glass door that opens to a spacious

  Jennifer Harris Compass Greater NY, LLC

  24 Greenbriar Dr, Chappaqua, NY 10514
• 

  $870,000 Sold Jun 04, 2025

  • 1,492 Sq Ft
  • $583/SF
  • 12 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1905

  10 Leroy Place, Chappaqua, NY 10514

  Welcome to your next adventure! This cozy 2-bedroom cottage is nestled on a picturesque piece of land, offering endless potential for those with vision and creativity. Surrounded by nature, this property is perfect for those looking for a peaceful retreat, a weekend getaway, or a renovation project to make their own.Though in need of remodeling, the home provides a solid foundation to bring your

  Danae Richards William Raveis-New York, LLC

  10 Leroy Place, Chappaqua, NY 10514
• 

  $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
• 

  $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
• 

  $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
• 

  $1,519,995 Sold May 16, 2025

  • 3,614 Sq Ft
  • $421/SF
  • 354 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2025

  7 Dewitt Dr Unit 79, Chappaqua, NY 10514

  HOME ALMOST COMPLETED- SPRING 2025 CLOSE! Byram Farmhouse. Designer features already selected.Home includes a finished basement with full bath, media room and may more upgrades. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop

  Thomas Jacovino Toll Brothers Real Estate Inc.

  7 Dewitt Dr Unit 79, Chappaqua, NY 10514
• 

  $3,375,000 Sold May 14, 2025

  • 8,291 Sq Ft
  • $407/SF
  • 140 Days On Market

  • 4 Beds
  • 8 Baths
  • Built 2000

  72 Carolyn Place, Chappaqua, NY 10514

  Elegant and sophisticated, shingle style Colonial sited on 3.46 acres of level, idyllic, private property in one of Chappaqua's most coveted neighborhoods. A private, gated drive introduces this 5 bedroom, 8,000+sq ft home, built by the renowned McKenna Associates, known for quality construction and meticulous workmanship. Designed with luxury finishes and amenities, this home combines both

  Cindy Glynn Compass Greater NY, LLC

  72 Carolyn Place, Chappaqua, NY 10514
• 

  $2,700,000 Sold May 09, 2025

  • 5,947 Sq Ft
  • $454/SF
  • 15 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1947

  3 Bradley Farms, Chappaqua, NY 10514

  Exquisite Bradley Farms Colonial: A Perfect Blend of Timeless Elegance and Modern Comfort. Discover the charm of this beautifully updated home, perfectly positioned on a coveted cul-de-sac. This exceptional residence masterfully combines timeless style with modern amenities, creating an inviting sanctuary for discerning buyers.Step inside to find a thoughtfully designed interior, featuring

  Amrita Singh William Raveis-New York, LLC

  3 Bradley Farms, Chappaqua, NY 10514
• 

  $2,201,800 Sold May 09, 2025

  • 4,462 Sq Ft
  • $493/SF
  • 35 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1963

  2 Cedar Ln, Chappaqua, NY 10514

  Welcome to 2 Cedar Lane, one of Chappaqua’s most charming and cozy capes situated on a quiet corner close to town. The home boasts over 4,400 square feet of bright and airy space, offering 5 bedrooms and 3/full 1/half bathrooms. The layout is designed for easy living with the primary bedroom + 2 bedrooms on the main floor, 2 bedrooms upstairs, and a finished lower level with ample space for

  Francie Malina Compass Greater NY, LLC

  2 Cedar Ln, Chappaqua, NY 10514
• 

  $1,290,000 Sold May 09, 2025

  • 3,229 Sq Ft
  • $400/SF
  • 19 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1968

  50 Mountain Peak Rd, Chappaqua, NY 10514

  Expanded Cape Cod Colonial in Prime Chappaqua Location. Discover the perfect blend of privacy, convenience, and potential in this delightful 4-bedroom, 3-bath home, nestled in a sought-after Chappaqua location. Set on a fabulous private lot, this lovingly maintained property offers a rare opportunity to customize and create your dream home while enjoying modern updates and timeless character. The

  Wendy Nolan Houlihan Lawrence Inc.

  50 Mountain Peak Rd, Chappaqua, NY 10514
• 

  $415,000 Sold May 08, 2025

  • 980 Sq Ft
  • $423/SF
  • 16 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1983

  150 N Bedford Rd Unit C9, Chappaqua, NY 10514

  Welcome to effortless in-town living! This ground-floor condo in sought-after Chappaqua Commons offers an unbeatable location adjacent to downtown Chappaqua's charming shops, restaurants, award-winning schools, and convenient public transportation. Floor-to-ceiling windows flood the living area with natural light, complementing brand-new floors & creating a sunny, inviting atmosphere. With

  Jessica Broomhead Compass Greater NY, LLC

  150 N Bedford Rd Unit C9, Chappaqua, NY 10514
• 

  $455,000 Sold May 08, 2025

  • 814 Sq Ft
  • $559/SF
  • 44 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1984

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

  Chappaqua Commons Complex. Location. Location. Location. End-Unit with open floor plan in the heart of Chappaqua! Move right in! Totally renovated and very spacious filled with natural lighting. Impeccable 1 Bedroom with double built-in California closets, 1 updated bath with custom built-in cabinetry and radiant floor heating, modern, updated kitchen with granite countertops and under cabinets

  Alicja Bohmrich Houlihan Lawrence Inc.

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

  $515,000 Sold May 07, 2025

  • 1,387 Sq Ft
  • $371/SF
  • 14 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1987

  12 Highland Ave Unit C, Chappaqua, NY 10514

  Welcome to 12 Highland Ave, a beautifully updated condo, located in the heart of historic Chappaqua, NY. This move-in-ready home offers the perfect combination of convenience and comfort, just steps from the train station, shops, restaurants, and more.This two-level residence on two levels providing the flexibility to live like a two-bedroom home. The main floor includes a foyer, a bright living

  Natalia Wixom Compass Greater NY, LLC

  12 Highland Ave Unit C, Chappaqua, NY 10514
• 

  $1,150,000 Sold May 06, 2025

  • 1,922 Sq Ft
  • $598/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1937

  44 Wynnewood Rd, Chappaqua, NY 10514

  Discover your dream home in Chappaqua! Located less than 1 mile from town and train, yet a tranquil retreat surrounded by mature trees on a quiet road. This light filled cape offers the charm and warmth of the 30's with modern conveniences including a fabulous new kitchen with stainless Bosch appliances. The house features exposed white beamed ceilings and wood floors throughout.The floor plan

  Barbara Pagliuca Houlihan Lawrence Inc.

  44 Wynnewood Rd, Chappaqua, NY 10514
• 

  $2,475,000 Sold May 06, 2025

  • 4,974 Sq Ft
  • $498/SF
  • 8 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1986

  27 Neustadt Ln, Chappaqua, NY 10514

  Nestled on a private, picturesque lot in one of Chappaqua's most sought-after cul de sac neighborhoods, this stunning home offers a unique blend of rustic charm and modern luxury. This meticulous Peter Smith designed residence is reminiscent of a classic barn, with floor to ceiling windows and abundance of natural light, enhanced by brand new Marvin windows. Soaring ceilings, exposed beams, and

  Joanne Milch William Raveis-New York, LLC

  27 Neustadt Ln, Chappaqua, NY 10514
• 

  $1,620,000 Sold May 05, 2025

  • 2,830 Sq Ft
  • $572/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1934

  24 Marcourt Dr, Chappaqua, NY 10514

  Vintage 4-bedroom stone and shingle colonial home showcasing original finishes and modern renovations. This home is located in the Dodge Farms neighborhood of Chappaqua, close to town and the railroad station, situated on 1 level acre of private property with an inground saltwater pool. Inside a traditional floor plan with hardwood floors, the main level with a renovated eat-in kitchen equipped

  Edward Holmes William Raveis-New York, LLC

  24 Marcourt Dr, Chappaqua, NY 10514
• 

  $899,000 Sold Apr 30, 2025

  • 2,114 Sq Ft
  • $425/SF
  • 84 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1953

  595 Quaker Rd, Chappaqua, NY 10514

  Experience sophisticated styling and value with this charming Mid-Century Modern home, thoughtfully set on a private, wooded lot with mature trees and original stone walls. Step inside to a living room that boasts a vaulted, wood-beamed ceiling and a grand brick fireplace, perfect for cozy gatherings. Beautiful hardwood floors and period wainscoting preserve the home's authentic architectural

  Brendan Preston Houlihan Lawrence Inc.

  595 Quaker Rd, Chappaqua, NY 10514
• 

  $975,000 Sold Apr 29, 2025

  • 1,819 Sq Ft
  • $536/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1946

  2 Brook Ln, Chappaqua, NY 10514

  Welcome to 2 Brook Lane, Chappaqua, NY – a beautifully maintained and expanded 3-bedroom home with additional office room, cherished by the same owners for over 30 years. Nestled on a flat quarter-acre corner lot, this delightful residence offers abundant space for gardening and outdoor activities.Upon entering, you'll find a thoughtfully renovated home featuring an open living area that

  MaryAnn Bayer Compass Greater NY, LLC

  2 Brook Ln, Chappaqua, NY 10514
• 

  $1,545,000 Sold Apr 21, 2025

  • 2,762 Sq Ft
  • $559/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1940

  41 Deepwood Dr, Chappaqua, NY 10514

  Nestled on nearly three-quarters of an acre, this beautiful and well-maintained Colonial offers natural light, privacy, and a welcoming atmosphere.The entry foyer leads to a spacious living room with built-ins and a wood-burning fireplace, flowing to a sun-drenched family room with French doors opening to lush grounds.The dining room features custom moldings and expansive windows. The kitchen

  Carol Marrone Christie's Int. Real Estate

  41 Deepwood Dr, Chappaqua, NY 10514

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