4,673

Homes in ZIP Code 10514

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  • 42 Cross Ridge Rd, Chappaqua, NY 10514
    42 Cross Ridge Rd, Chappaqua, NY 10514
    42 Cross Ridge Rd, Chappaqua, NY 10514
    /34

    $1,375,000 Pending

    • 3 Beds
    • 3 Baths
    • 3,102 Sq Ft

    42 Cross Ridge Rd, Chappaqua, NY 10514

    Meticulously maintained move-in ready home on a park-like acre with an incredible flat, usable and private backyard with extensive mature trees and landscaping. This 3 bedroom/ 3 full bathroom house with hardwood flooring and recessed lighting throughout, has a perfect option for an additional guest bedroom/ office on the first floor and countless special features such as an in-ground sprinkler

    Pamela Akin Douglas Elliman Real Estate

    42 Cross Ridge Rd, Chappaqua, NY 10514
  • 7 Oak Hill 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
  • 23 Cross Ridge Rd, Chappaqua, NY 10514
    23 Cross Ridge Rd, Chappaqua, NY 10514
    23 Cross Ridge Rd, Chappaqua, NY 10514
    /34

    $1,350,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,525 Sq Ft

    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
  • 24 Greenbriar Dr, 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
  • 15 Wallace Way Unit 20, Chappaqua, NY 10514
    15 Wallace Way Unit 20, Chappaqua, NY 10514
    15 Wallace Way Unit 20, Chappaqua, NY 10514
    /5

    $1,599,995 Pending

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

    15 Wallace Way Unit 20, Chappaqua, NY 10514

    TO BE BUILT. Move-in Spring 2026. Spacious 3485 square feet ! Still time to personalize interior finishes by visiting our luxurious Design Studio. 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

    Andrea Martone Houlihan Lawrence Inc.

    15 Wallace Way Unit 20, Chappaqua, NY 10514
  • 10 Leroy Place, 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
  • 55 Old Lyme Rd, Chappaqua, NY 10514
    55 Old Lyme Rd, Chappaqua, NY 10514
    55 Old Lyme Rd, Chappaqua, NY 10514
    /35

    $1,525,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,365 Sq Ft

    55 Old Lyme Rd, Chappaqua, NY 10514

    Classic center hall colonial with hilltop setting in desirable cul-de-sac neighborhood offering sewer/natural gas, steps from Grafflin Elem school and close to town and train., Set on gorgeous flat park-like acre surrounded by evergreens, towering trees and specimen plantings with stone walls.. Expansive Ipe deck (2012), patio, and screened porch with transom windows and high ceilings. 3

    Sena Baron William Raveis-New York, LLC

    55 Old Lyme Rd, Chappaqua, NY 10514
  • 33 Kipp St, 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
  • 10 Glen Terrace, Chappaqua, NY 10514
    10 Glen Terrace, Chappaqua, NY 10514
    10 Glen Terrace, Chappaqua, NY 10514
    /32

    $1,425,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,219 Sq Ft

    10 Glen Terrace, Chappaqua, NY 10514

    Discover the perfect blend of elegance and comfort in this beautifully updated four-bedroom colonial, nestled in the coveted Glen Terrace cul-de-sac. This exceptional home is filled with natural light, enhanced by designer-selected colors, stylish light fixtures, and recessed lighting.The heart of the home is the spacious eat-in kitchen, featuring premium finishes such as Emerald Green

    Brendan Preston Houlihan Lawrence Inc.

    10 Glen Terrace, Chappaqua, NY 10514
  • 20 Dewitt Dr Unit 72, 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
  • 5 Grove Mews, Chappaqua, NY 10514
    5 Grove Mews, Chappaqua, NY 10514
    5 Grove Mews, Chappaqua, NY 10514
    /24

    $830,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    5 Grove Mews, Chappaqua, NY 10514

    All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.

    Karin Kimtis Compass Greater NY, LLC

    5 Grove Mews, Chappaqua, NY 10514
  • 25 Random Farms Dr, 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
  • 31 Wynnewood Rd, Chappaqua, NY 10514
    31 Wynnewood Rd, Chappaqua, NY 10514
    31 Wynnewood Rd, Chappaqua, NY 10514
    /36

    $1,249,000

    • 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
  • 386 N Greeley Ave Unit 43B, 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
  • 5 Sutton Farm Dr, Chappaqua, NY 10514
    5 Sutton Farm Dr, Chappaqua, NY 10514
    5 Sutton Farm Dr, Chappaqua, NY 10514
    /47

    $3,699,000

    • 4 Beds
    • 7 Baths
    • 7,708 Sq Ft

    5 Sutton Farm Dr, Chappaqua, NY 10514

    Nestled on over 5 private, professionally landscaped acres in the exclusive cul-de-sac of Sutton Farm within Chappaqua’s esteemed Whippoorwill area, this custom-designed and custom-built Shingle Style home is a rare and refined first opportunity. Completed in 2008 by a renowned builder and architect, the 4+ bedroom home (lives like a 5/6) has been meticulously detailed with luxurious, high-end

    Cindy Glynn Compass Greater NY, LLC

    5 Sutton Farm Dr, Chappaqua, NY 10514
  • 395 Bedford Rd, 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
  • 21 Kipp St, Chappaqua, NY 10514
    21 Kipp St, Chappaqua, NY 10514
    21 Kipp St, Chappaqua, NY 10514
    /36

    $1,200,000

    • 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
  • 2 South Place, 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
  • 1008 King St, Chappaqua, NY 10514
    1008 King St, Chappaqua, NY 10514
    /2

    $690,000

    • 1 Bed
    • 1.5 Baths
    • 1,052 Sq Ft

    1008 King St, Chappaqua, NY 10514

    Major Renovation required.Property being sold As Is. Verify Taxes with municipality. Price includes New Construction and Engineering Plans with Clean Asbestos Abatement Certificate. Underground Oil Tank has been removed with a Clear D.E.C; Certificate.

    Joseph Vitulli Elite Properties

    1008 King St, Chappaqua, NY 10514
  • 3 Dewitt Dr Unit 77, 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
  • 10 Barnes Ln, Chappaqua, NY 10514
    10 Barnes Ln, Chappaqua, NY 10514
    10 Barnes Ln, Chappaqua, NY 10514
    /21

    $1,099,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    10 Barnes Ln, Chappaqua, NY 10514

    Move right into this beautifully updated three bedroom, two bathroom ranch, perfectly situated within the award-winning Chappaqua school district. Thoughtfully renovated from top to bottom, this home offers modern comfort and timeless charm. The heart of the home is the stylish kitchen featuring classic oak cabinetry, sleek quartz countertops, and ample space for cooking and entertaining. Both

    Alexander Marks William Raveis-New York LLC

    10 Barnes Ln, Chappaqua, NY 10514
  • 7 Dewitt Dr Unit 79, 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
  • 380 Whippoorwill Rd, Chappaqua, NY 10514
    380 Whippoorwill Rd, Chappaqua, NY 10514
    380 Whippoorwill Rd, Chappaqua, NY 10514
    /14

    $625,000

    • 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

    Christine Anderson Compass Greater NY, LLC

    380 Whippoorwill Rd, Chappaqua, NY 10514
  • 72 Carolyn Place, 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
  • 816 Hardscrabble Rd, Chappaqua, NY 10514
    816 Hardscrabble Rd, Chappaqua, NY 10514
    816 Hardscrabble Rd, Chappaqua, NY 10514
    /32

    $875,000 Open Sun 2PM - 3:30PM

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    816 Hardscrabble Rd, Chappaqua, NY 10514

    Chappaqua Gem—Welcome to 816 Hardscrabble Road located in a Top-Rated School District!Discover your opportunity to live in the coveted Chappaqua School District with this charming 3-bedroom, 2-bath Split-Level Ranch, nestled on a tranquil half acre lot.This home features a spacious Primary En-Suite, offering comfort and privacy. Recent upgrades include Roof, Liters & Gutters

    Daniel Berger RE/MAX Prestige Properties

    816 Hardscrabble Rd, Chappaqua, NY 10514
  • 3 Bradley Farms, 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

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