Homes in ZIP Code 10514

• 

  

  

  /14

  $600,000 Pending

  • 3 Beds
  • 2 Baths
  • 880 Sq Ft

  380 Whippoorwill Rd, Chappaqua, NY 10514

  This charming cottage has been completely reimagined, seamlessly blending timeless character with modern luxury. Fully gut-renovated and thoughtfully redesigned from top to bottom, this inviting home offers the perfect retreat—whether you're seeking a serene weekend escape or a full-time residence.Ideally located just minutes from downtown Chappaqua and seconds from Chappaqua Crossing, Horace

  Sari Shaw Compass Greater NY, LLC

  380 Whippoorwill Rd, Chappaqua, NY 10514
• 

  $1,570,856 Sold Jul 25, 2025

  • 3,269 Sq Ft
  • $481/SF
  • 323 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2025

  16 Dewitt Dr Unit 70, Chappaqua, NY 10514

  New Construction! Move in Summer 2025! Greeley Floorplan with primary on first floor. 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 chief to come alive. A private rooftop

  Thomas Jacovino Toll Brothers Real Estate Inc.

  16 Dewitt Dr Unit 70, Chappaqua, NY 10514
• 

  Est $2,478,628 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,570 Sq Ft

  95 Valley Ln, Chappaqua, NY 10514

  95 Valley Ln, Chappaqua, NY 10514
• 

  

  

  /27

  $1,150,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,264 Sq Ft

  569 Millwood Rd, Chappaqua, NY 10514

  A dramatic and stunning four-bedroom Contemporary home set on 1.2 professionally landscaped acres, designed by Jan Johnsen, former landscape architect for the New York Botanical Gardens. Surrounded by wooded privacy, this serene setting features two separate decks and a ground-level patio that surrounds the exterior of the home. Inside, this home offers a light-filled, modern, and open layout

  Edward Holmes William Raveis-New York, LLC

  569 Millwood Rd, Chappaqua, NY 10514
• 

  $1,800,000 Sold Jul 24, 2025

  • 3,354 Sq Ft
  • $537/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1960

  10 Tall Timber, Mount Kisco, NY 10549

  Located in the highly sought-after Lawrence Farms East cul-de-sac, this charming 4-bedroom, 2.5-bath home offers both privacy and convenience within the Chappaqua school district. With great curb appeal and mature landscaping, the property has been meticulously maintained and thoughtfully updated, including a newer roof and central A/C. Inside, the generously sized primary bedroom features

  Lindsay Matthews Houlihan Lawrence Inc.

  10 Tall Timber, Mount Kisco, NY 10549
• 

  Est $1,302,007 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,447 Sq Ft

  1266 Hardscrabble Rd, Chappaqua, NY 10514

  1266 Hardscrabble Rd, Chappaqua, NY 10514
• 

  

  /36

  $1,200,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  21 Kipp St, Chappaqua, NY 10514

  Step into this beautifully updated 4-bedroom, 2.5-bathroom home, just a short stroll from the vibrant shops, dining, and charm of downtown Chappaqua. Perfectly situated for an easy city commute, this home offers the ideal blend of convenience and tranquility. Inside, you'll find generously sized rooms filled with natural light. The serene primary suite provides a peaceful retreat at the end of

  Vanessa Catalano Julia B Fee Sothebys Int. Rlty

  21 Kipp St, Chappaqua, NY 10514
• 

  $1,100,000 Sold Jul 22, 2025

  • 3,444 Sq Ft
  • $319/SF
  • 87 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1987

  263 Mill River Rd, Chappaqua, NY 10514

  Step through the automatic double gates into your private sanctuary, framed by a stately stone wall entrance, a charming blue stone and Belgium block walkway, and elegant wrought iron railings. This breathtaking property is beautifully landscaped with lush flower gardens, expansive emerald lawns, and an array of specimen trees and fruit plants that create a serene, park-like

  Carolina Vinciguerra RE/MAX Town & Country

  263 Mill River Rd, Chappaqua, NY 10514
• 

  Est $1,293,183 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,186 Sq Ft

  24 Hilltop Dr, Chappaqua, NY 10514

  24 Hilltop Dr, Chappaqua, NY 10514
• 

  

  /31

  $799,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,420 Sq Ft

  37 Hollow Oak Rd, Chappaqua, NY 10514

  Charming and lovingly maintained cape cod home on beautiful private property. Located in the sought after Chappaqua Ridge neighborhood ,this home offers town water, sewer and natural gas, and is minutes to town, train and schools. The first floor features an open kitchen/dining/ living room plus 2 bedrooms and a bath. One of the bedrooms could also be used as a home office. There are sliders out

  Lauren Goldenberg William Raveis Real Estate

  37 Hollow Oak Rd, Chappaqua, NY 10514
• 

  $1,600,000 Sold Jul 22, 2025

  • 3,353 Sq Ft
  • $477/SF
  • 66 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2025

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514

  As you enter this END UNIT Millwood Elite Fairview, 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

  Andrea Martone Houlihan Lawrence Inc.

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514
• 

  Est $1,287,986 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,762 Sq Ft

  20 Hilltop Dr, Chappaqua, NY 10514

  20 Hilltop Dr, Chappaqua, NY 10514
• 

  

  /33

  $1,099,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  4 Oak Hill Rd, Chappaqua, NY 10514

  Enjoy easy living in this fully renovated Cape Cod style home situated on a park-like, flat property. Located walking distance to town and train, this 3 bedroom/2.5 bathroom residence offers modern luxuries in a classic country-feeling home. Enter this home through an inviting foyer flanked by a front-to-back living room, featuring a wood-burning fireplace and a formal dining

  Allison Tintenfass Compass Greater NY, LLC

  4 Oak Hill Rd, Chappaqua, NY 10514
• 

  $1,501,000 Sold Jul 21, 2025

  • 3,525 Sq Ft
  • $426/SF
  • 15 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1961

  23 Cross Ridge Rd, Chappaqua, NY 10514

  Spacious 4 bedroom/ 4 bathroom home that lives like a 5+ bedroom in a coveted Chappaqua neighborhood. Light and bright freshly painted updated home with hardwood floors throughout. The first floor has an entry foyer, powder room, eat-in-kitchen with granite countertops and new stainless steel appliances, living room/ dining room with fireplace and sliding doors to a wrap around deck also

  Pamela Akin Douglas Elliman Real Estate

  23 Cross Ridge Rd, Chappaqua, NY 10514
• 

  Est $1,332,889 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,836 Sq Ft

  48 Hilltop Dr, Chappaqua, NY 10514

  48 Hilltop Dr, Chappaqua, NY 10514
• 

  

  /30

  $1,240,000 Pending

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft

  26 Mayberry Rd, Chappaqua, NY 10514

  Welcome to 26 Mayberry Road, a charming and spacious 5-bedroom expanded ranch-style home on a quiet cul-de-sac street in the Chappaqua school district. Set on a private, landscaped acre, this home offers scenic views from the elevated deck and large stone patio just off the walkout lower level. The main floor features a versatile and inviting layout with formal living and dining rooms, a kitchen

  Edward Holmes William Raveis-New York, LLC

  26 Mayberry Rd, Chappaqua, NY 10514
• 

  $1,125,000 Sold Jul 21, 2025

  • 1,888 Sq Ft
  • $596/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1958

  16 Garey Dr, Chappaqua, NY 10514

  Step into a beautifully refreshed Chappaqua residence. This inviting home boasts stunning wooded views, creating a serene and tranquil atmosphere. The thoughtfully designed layout flows seamlessly, connecting a spacious formal living room, an elegant dining area, and a bright, eat-in kitchen. From the kitchen, step out onto a large deck, perfect for alfresco dining and entertaining amidst the

  Sherry Wiggs Houlihan Lawrence Inc.

  16 Garey Dr, Chappaqua, NY 10514
• 

  Est $1,592,828 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,563 Sq Ft

  7 Hilltop Cir, Chappaqua, NY 10514

  7 Hilltop Cir, Chappaqua, NY 10514
• 

  

  /41

  $1,275,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,111 Sq Ft

  4 Southview Rd, Chappaqua, NY 10514

  Fabulous 3 Bedroom Home which lives like 4 Bedroom on rare and lovely cul-de-sac within a 5-minute walk to the nationally ranked Horace Greeley High School, part of the award-winning Chappaqua School District, and to Chappaqua Crossing with its charming shops and restaurants, including Whole Foods, Life Time Gym, Starbucks, and the Chappaqua Performing Arts Center. It is also in close proximity

  Wendy Nolan Houlihan Lawrence Inc.

  4 Southview Rd, Chappaqua, NY 10514
• 

  $1,775,000 Sold Jul 17, 2025

  • 3,587 Sq Ft
  • $495/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1969

  3 Sunset Dr, Chappaqua, NY 10514

  Welcome to your beautifully maintained 4-bedroom Colonial at 3 Sunset Drive in the heart of Chappaqua! This charming home boasts 3.5 bathrooms and offers a spacious 3,587 square feet of living space. Step inside to find oak wood flooring throughout and a wood-paneled home office, perfect for working from home. Large windows fill the space with natural light, creating a warm and inviting

  Debra Goldenberg Compass Greater NY, LLC

  3 Sunset Dr, Chappaqua, NY 10514
• 

  Est $1,530,363 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,369 Sq Ft

  2 West Way, Chappaqua, NY 10514

  2 West Way, Chappaqua, NY 10514
• 

  

  /48

  $3,499,999 Pending

  • 4 Beds
  • 7 Baths
  • 7,305 Sq Ft

  5 Briarcliff Rd, Chappaqua, NY 10514

  This distinguished 7,300-square-foot Colonial residence, constructed in 2007, is ideally situated on a level, professionally landscaped property, offering a rare blend of timeless architectural elegance and modern luxury. Meticulously designed and impeccably maintained, this exceptional home features four en-suite bedrooms with space for a fifth , a spacious bonus room/office, and a thoughtfully

  Sari Shaw Compass Greater NY, LLC

  5 Briarcliff Rd, Chappaqua, NY 10514
• 

  $950,000 Sold Jul 17, 2025

  • 2,296 Sq Ft
  • $414/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1976

  514 Saw Mill River Rd, Millwood, NY 10546

  Meticulously Maintained 3-Bedroom, 3-Bath Home in Chappaqua SchoolsThe sunny and bright layout offers plenty of living space and well-manicured outdoor space for entertaining. Upon entering, the sunlit living room welcomes you with a cathedral ceiling and stone fireplace. The formal dining room leads to the sliding glass door to a wood deck, convenient indoor/outdoor entertainment flow,

  Hiralben Trivedi Compass Greater NY, LLC

  514 Saw Mill River Rd, Millwood, NY 10546
• 

  Est $2,201,434 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 6,444 Sq Ft

  1 Green Ln, Chappaqua, NY 10514

  1 Green Ln, Chappaqua, NY 10514
• 

  

  /10

  $1,724,995 Pending

  • 2 Beds
  • 4 Baths
  • 3,432 Sq Ft

  19 Wallace Way Unit 25, Chappaqua, NY 10514

  FULLY DECORATED AND FURNISHED MODEL HOME FOR SALE. 3432’ ‘Square Feet, 2 BR Byram Farmhouse. This model home includes an array of Luxury upgrades, which you can enjoy and move into this school year (Fall 2025). The Byram includes a finished basement with half bath and many more luxurious finishes. The open concept great room and kitchen allow for large family gatherings. The open island with

  Andrea Martone Houlihan Lawrence Inc.

  19 Wallace Way Unit 25, Chappaqua, NY 10514
• 

  $1,850,000 Sold Jul 15, 2025

  • 4,419 Sq Ft
  • $419/SF
  • 17 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1972

  22 Mountain Peak Rd, Chappaqua, NY 10514

  Beautiful views welcome you to this updated 5 bedroom Colonial, professionally landscaped and located on a perfect cul de sac close to town and schools! The first floor boasts a gracious formal living room w/ a wood-burning fireplace and formal dining rm featuring a sunny bay window. Chef's eat in kitchen with granite counters, island with seating and sliding glass doors to the deck. The

  Usha Subramaniam Compass Greater NY, LLC

  22 Mountain Peak Rd, Chappaqua, NY 10514
• 

  Est $1,583,518 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,291 Sq Ft

  55 Shadow Brook Pkwy, Chappaqua, NY 10514

  55 Shadow Brook Pkwy, Chappaqua, NY 10514
• 

  

  /36

  $1,249,000 Pending

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

  31 Wynnewood Rd, Chappaqua, NY 10514

  Charming & renovated Colonial set on a quiet street just a few minutes from Chappaqua’s town and train station, effortlessly blends character with thoughtful modern updates. Surrounded by mature trees, professional landscaping with specimen plantings, and flowering perennial gardens, this home offers a truly special outdoor setting with a flat yard, tiered deck, stone patio, and fire pit—perfect

  Cindy Glynn Compass Greater NY, LLC

  31 Wynnewood Rd, Chappaqua, NY 10514
• 

  $2,315,000 Sold Jul 14, 2025

  • 4,199 Sq Ft
  • $551/SF
  • 13 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1927

  55 Deepwood Dr, Chappaqua, NY 10514

  Set on 1.04 level acres of beautifully landscaped property with vibrant perennial gardens and mature plantings, this impeccably renovated four-bedroom, three-and-a-half-bathroom Center Hall Colonial offers 4,199 square feet of thoughtfully designed living space in one of Chappaqua’s most sought-after neighborhoods. A gracious foyer with a classic sweeping staircase welcomes you into the home.

  Avital Soldatenko Houlihan Lawrence Inc.

  55 Deepwood Dr, Chappaqua, NY 10514
• 

  Est $571,561 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  309 N Greeley Ave Unit 5C1, Chappaqua, NY 10514

  309 N Greeley Ave Unit 5C1, Chappaqua, NY 10514
• 

  

  /31

  $1,200,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  29 Begg Dr, Chappaqua, NY 10514

  Welcome to 29 Begg Drive, a meticulously-maintained gem in Chappaqua! This serene property features an open floor plan with hardwood floors, charming traditional architectural features, and numerous upgrades. The sunlit first floor features a kitchen with a large picture window, a living room area, and a dining area. An attached screened-in porch, which overlooks the yard and connects to a large

  Wendy Nolan Houlihan Lawrence Inc.

  29 Begg Dr, Chappaqua, NY 10514
• 

  $999,999 Sold Jul 14, 2025

  • 2,440 Sq Ft
  • $410/SF
  • 10 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1925

  12 Spring Ln, Chappaqua, NY 10514

  Nestled in the heart of Chappaqua, this enchanting stone and wood colonial is move in ready with updates throughout! This two bedroom two and a half bath residence lives like a three bedroom! Just a short walk to shopping, restaurants, parks, school and the train. Beyond the inviting front porch you will find both comfort and charm. The main floor has beautiful beamed ceilings throughout and a

  Suzanne Sanborn William Raveis Real Estate

  12 Spring Ln, Chappaqua, NY 10514
• 

  Est $512,573 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,140 Sq Ft

  373 N Greeley Ave, Chappaqua, NY 10514

  373 N Greeley Ave, Chappaqua, NY 10514
• 

  

  /36

  $1,199,000 Pending

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

  33 High Way, Chappaqua, NY 10514

  Picture-perfect Colonial in Chappaqua's highly sought after Lawrence Farms South neighborhood. Beautifully updated and impeccably maintained 3-bedroom, 3.5-bath home sits on nearly an acre of level, landscaped property with lush lawns and unparalleled curb appeal. Radiating a perfect blend of classic charm and modern luxury, this home welcomes you with light-filled, well-proportioned living

  Jennifer Harris Compass Greater NY, LLC

  33 High Way, Chappaqua, NY 10514
• 

  $2,512,255 Sold Jul 11, 2025

  • 4,004 Sq Ft
  • $627/SF
  • 47 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1942

  35 Ivy Hill Rd, Chappaqua, NY 10514

  Arise to astonishing sunrises in this gorgeous, modern farmhouse privately set on 2.75 estate-like acres at the end of a cul-de-sac in prestigious Lawrence Farms East. Newly rebuilt in 2020 and further refined since. Grand, two-story entry foyer introduces open floor plan for today’s contemporary living style. Inviting living/dining area with large, front-facing windows, wood-burning fireplace,

  Stacy Levey William Raveis-New York, LLC

  35 Ivy Hill Rd, Chappaqua, NY 10514
• 

  Est $416,381 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,008 Sq Ft

  370 N Greeley Ave, Chappaqua, NY 10514

  370 N Greeley Ave, Chappaqua, NY 10514
• 

  

  /45

  $2,699,000 Pending

  • 4 Beds
  • 6.5 Baths
  • 5,354 Sq Ft

  35 Overlook Dr, Chappaqua, NY 10514

  Welcome to this timeless and sophisticated Colonial, perfectly sited on meticulously landscaped grounds in one of Chappaqua’s most coveted neighborhoods. Just minutes from town, train, and top-rated schools, this exceptional residence seamlessly blends classic architectural charm with modern luxury. This fully renovated and expanded home offers 4 spacious bedrooms (lives like 5), 6.1 beautifully

  Cindy Glynn Compass Greater NY, LLC

  35 Overlook Dr, Chappaqua, NY 10514
• 

  $1,600,000 Sold Jul 09, 2025

  • 4,086 Sq Ft
  • $392/SF
  • 7 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1937

  25 Campfire Rd, Chappaqua, NY 10514

  Discover the enduring charm of this distinguished 1937 Country Colonial, offering over 4,000 square feet of dramatic, sun-filled living space. Majestically sited on over one beautifully landscaped acre, this home features level play areas and exceptional outdoor entertainment spaces, seamlessly blending classic elegance with modern updates. The impressive Great Room captivates with its vaulted

  Cindy Glynn Compass Greater NY, LLC

  25 Campfire Rd, Chappaqua, NY 10514
• 

  Est $480,316 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,226 Sq Ft

  301 N Greeley Ave, Chappaqua, NY 10514

  301 N Greeley Ave, Chappaqua, NY 10514
• 

  

  /7

  $1,658,995 Pending

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

  11 Wallace Way Unit 18, Chappaqua, NY 10514

  To be Built! Spring 2025 move-in. 3485 square feet ! Still time to personalize interior finishes at our luxury Design Studio. Final building for sale at Chappaqua Crossing! A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor gas fireplace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this

  Andrea Martone Houlihan Lawrence Inc.

  11 Wallace Way Unit 18, Chappaqua, NY 10514

Showing Results 121 - 160, Page 4 of 18