4,659

Homes in ZIP Code 10514

Section Image
  • 16 Garey Dr, 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
  • 23 Cross Ridge 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
  • 514 Saw Mill River Rd, Millwood, NY 10546

    $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
  • 3 Sunset Dr, 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
  • 22 Mountain Peak Rd, 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
  • 12 Spring Ln, 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
  • 55 Deepwood Dr, 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
  • 35 Ivy Hill Rd, 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
  • 25 Campfire Rd, 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
  • 18 Valley Ln, Chappaqua, NY 10514

    $1,890,000 Sold Jul 09, 2025

    • 3,746 Sq Ft
    • $505/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1967

    18 Valley Ln, Chappaqua, NY 10514

    Welcome to 18 Valley Lane, a four-bedroom colonial situated on a sort after quiet street in Chappaqua. The main level consists of a living room, dining room, office, powder room and a large open eat-in kitchen/family room great for entertaining with access to a screened-in porch, outdoor bluestone patio and backyard. The upstairs consists of a large primary bedroom suite with a dressing area,

    Susan Slotnick William Raveis Real Estate

    18 Valley Ln, Chappaqua, NY 10514
  • 20 Bristol Place, Chappaqua, NY 10514

    $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
  • 18 Dewitt Dr Unit 71, 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
  • 97 Random Farms Dr, 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
  • 132 Devoe Rd, 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
  • 8 Dewitt Dr Unit 66, 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
  • 66 Kerry Ln, 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
  • 64 Stornowaye St, 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
  • 11 Boulder Trail, 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
  • 23 Round Hill Rd, 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
  • 52 Old Lyme 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

Showing Results 201 - 240, Page 6 of 18

New York Westchester County Chappaqua 10514

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group