4,382

Chappaqua, NY Homes

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  • 256 Quaker Rd, Chappaqua, NY 10514

    $1,950,000 Sold Dec 16, 2024

    • 4,389 Sq Ft
    • $444/SF
    • 35 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1911

    256 Quaker Rd, Chappaqua, NY 10514

    Just completed! In-town location ready to move in. This state of the art offering, by esteemed builder Tavo Development, lives like a 4 or 5 bedroom house. An incredible opportunity in Chappaqua for a refreshing new build with the convenience of in-town living, where you can walk to school, town and train. A serene setting, overlooking Duck Pond, offers open concept living with highlights that

    Brian Milton Compass Greater NY, LLC

    256 Quaker Rd, Chappaqua, NY 10514
  • 64 Stornowaye St, Chappaqua, NY 10514
    64 Stornowaye St, Chappaqua, NY 10514
    64 Stornowaye St, Chappaqua, NY 10514
    /35

    $1,200,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,144 Sq Ft

    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
  • 109 Woods End Rd, Chappaqua, NY 10514

    $565,000 Sold Dec 13, 2024

    • 1,623 Sq Ft
    • $348/SF
    • 139 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    109 Woods End Rd, Chappaqua, NY 10514

    Welcome to the Old Farm Lake Community! This two-bedroom townhouse boasts ample natural light and a spacious layout with easy access to all Chappaqua has to offer. Functional floor plan offers an eat-in kitchen complete with large windows and a living/dining area and a stone patio through sliding glass doors. Living area also features vaulted ceilings and stone fireplace. On the second level is

    John Oliveira Douglas Elliman Real Estate

    109 Woods End Rd, Chappaqua, NY 10514
  • 97 Random Farms Dr, Chappaqua, NY 10514
    97 Random Farms Dr, Chappaqua, NY 10514
    97 Random Farms Dr, Chappaqua, NY 10514
    /31

    $1,999,999 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,807 Sq Ft

    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
  • 6 Paula Place, Chappaqua, NY 10514

    $925,000 Sold Dec 11, 2024

    • 5,272 Sq Ft
    • $175/SF
    • 85 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    6 Paula Place, Chappaqua, NY 10514

    Large new custom home on a large private wooded lot in need of completion.10 generous rooms, sweeping grand staircase, 3 car garage, and a full walk out basement. Significant work is still needed but a great opportunity to compete it in your own taste. Taxes are way over assessed and can be challenged as comparable homes are taxed as much as $30,000 less. Additional Information:

    Joe Hasselt Joe Hasselt Real Estate

    6 Paula Place, Chappaqua, NY 10514
  • 66 Kerry Ln, Chappaqua, NY 10514
    66 Kerry Ln, Chappaqua, NY 10514
    66 Kerry Ln, Chappaqua, NY 10514
    /32

    $2,825,000 Pending

    • 6 Beds
    • 7.5 Baths
    • 6,333 Sq Ft

    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
  • 2 Point Place, Chappaqua, NY 10514

    $1,775,000 Sold Dec 11, 2024

    • 4,745 Sq Ft
    • $374/SF
    • 116 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2017

    2 Point Place, Chappaqua, NY 10514

    Welcome to the intersection of style and functionality located within one of the Chappaqua School District's most-coveted neighborhoods. 2 Point Place was built in 2017, and numerous improvements over the past few years have dramatically enhanced the home's appeal. Upon entering, the scale of the rooms and the abundance of natural light is immediately apparent throughout. Main level highlights

    Richard Hopple Julia B Fee Sothebys Int. Rlty

    2 Point Place, Chappaqua, NY 10514
  • 22 Mountain Peak Rd, Chappaqua, NY 10514
    22 Mountain Peak Rd, Chappaqua, NY 10514
    22 Mountain Peak Rd, Chappaqua, NY 10514
    /34

    $1,750,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,419 Sq Ft

    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
  • 66 Hilltop Dr, Chappaqua, NY 10514

    $2,415,000 Sold Dec 10, 2024

    • 5,395 Sq Ft
    • $448/SF
    • 7 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1966

    66 Hilltop Dr, Chappaqua, NY 10514

    This distinguished, sun-filled colonial is gracefully set on a meticulously landscaped acre within a prestigious enclave. Seamlessly integrating classic architectural elegance with modern sophistication, the property features a serene front seating area enhanced by a tranquil waterfall, an expansive rear deck, a hot tub, and an outdoor cinema—perfectly suited for both intimate gatherings and

    Sari Shaw Compass Greater NY, LLC

    66 Hilltop Dr, Chappaqua, NY 10514
  • 2 South Place, Chappaqua, NY 10514
    2 South Place, Chappaqua, NY 10514
    2 South Place, Chappaqua, NY 10514
    /16

    $1,099,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,233 Sq Ft

    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
  • 140 Deer Run Unit 140, Chappaqua, NY 10514

    $430,000 Sold Dec 04, 2024

    • 837 Sq Ft
    • $514/SF
    • 31 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1987

    140 Deer Run Unit 140, Chappaqua, NY 10514

    This turnkey first floor unit in Old Farm Lake is beyond appealing with its beautifully renovated interior and exceptional location in the complex. Hardwood floors and southern light brighten the living spaces with an ideal layout that includes a large living room with wood-burning fireplace, dining, and stunning kitchen with Carrera quartz backsplash and countertops with waterfall detail and

    Vanessa Catalano Julia B Fee Sothebys Int. Rlty

    140 Deer Run Unit 140, Chappaqua, NY 10514
  • 150 N Bedford Rd Unit C9, Chappaqua, NY 10514
    150 N Bedford Rd Unit C9, Chappaqua, NY 10514
    150 N Bedford Rd Unit C9, Chappaqua, NY 10514
    /15

    $425,000 Pending

    • 1 Bed
    • 1 Bath
    • 980 Sq Ft

    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
  • 377 N Greeley Ave Unit 39A, Chappaqua, NY 10514

    $560,000 Sold Dec 04, 2024

    • 1,563 Sq Ft
    • $358/SF
    • 31 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    377 N Greeley Ave Unit 39A, Chappaqua, NY 10514

    Welcome home to this beautiful two bedroom, two bathroom townhouse with all new appliances. With more than 1500 square feet on three levels, a wood burning fireplace, sliders to a lovely outdoor area and a spacious primary suite with walk in closet, this townhouse is ready for you. Chestnut Oaks is steps from Downtown Chappaqua village with shops, train and every convenience just down the

    377 N Greeley Ave Unit 39A, Chappaqua, NY 10514
  • 3 Bradley Farms, Chappaqua, NY 10514
    3 Bradley Farms, Chappaqua, NY 10514
    3 Bradley Farms, Chappaqua, NY 10514
    /35

    $2,650,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 5,947 Sq Ft

    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
  • 70 Cowdin Cir, Chappaqua, NY 10514

    $1,600,018 Sold Dec 04, 2024

    • 3,689 Sq Ft
    • $434/SF
    • 12 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1963

    70 Cowdin Cir, Chappaqua, NY 10514

    Welcome to this beautiful 4-bedroom, 4-bath colonial home nestled on a private corner lot in the sought-after Lawrence Farms East neighborhood. Surrounded by exquisite specimen plantings and perennial gardens, this home offers well-proportioned, sun-drenched rooms perfect for modern living. Step inside the expansive living room featuring a cozy fireplace or entertain in the oversized dining room.

    Wendy Nolan Houlihan Lawrence Inc.

    70 Cowdin Cir, Chappaqua, NY 10514
  • 60 Cross Ridge Rd, Chappaqua, NY 10514
    60 Cross Ridge Rd, Chappaqua, NY 10514
    60 Cross Ridge Rd, Chappaqua, NY 10514
    /49

    $1,298,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,426 Sq Ft

    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
  • 129 Bayberry Close Unit 129, Chappaqua, NY 10514

    $740,000 Sold Nov 25, 2024

    • 1,653 Sq Ft
    • $448/SF
    • 95 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1986

    129 Bayberry Close Unit 129, Chappaqua, NY 10514

    FULLY AVAILABLE! Clean and bright two-bedroom townhome tucked away in the sought after Old Farm Lake complex, just moments from Chappaqua Village and Metro-North train access to NYC. This unit is tucked away in its own cul-de-sac enclave and features a spacious living area with a fireplace, cathedral ceilings with skylights, a dining space, and an eat-in kitchen that opens to a deck. It includes

    Cindy Glynn Compass Greater NY, LLC

    129 Bayberry Close Unit 129, 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
  • 39 Lila Ln Unit 59, Chappaqua, NY 10514

    $1,626,348 Sold Nov 15, 2024

    • 3,101 Sq Ft
    • $524/SF
    • 5 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2023

    39 Lila Ln Unit 59, Chappaqua, NY 10514

    HOME IS TO BE BUILT2 BR very popular Greeley Floorplan with primary on first floor. We have a model of this home to walk through. This outstanding home is located in a private area of the community but still allows owners to walk to shopping, cafe, gym and more. It is ideally sized at 3,101 sq. ft. and includes 2 BR + office, huge loft Giving you plenty of space for everyone to enjoy.

    39 Lila Ln Unit 59, Chappaqua, NY 10514
  • 25 Random Farms Dr, Chappaqua, NY 10514
    25 Random Farms Dr, Chappaqua, NY 10514
    25 Random Farms Dr, Chappaqua, NY 10514
    /33

    $1,899,999 Pending

    • 4 Beds
    • 4.5 Baths
    • 4,490 Sq Ft

    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

    Sari Shaw Compass Greater NY, LLC

    25 Random Farms Dr, Chappaqua, NY 10514
  • 10 High Point Cir, Chappaqua, NY 10514

    $1,900,000 Sold Nov 15, 2024

    • 3,792 Sq Ft
    • $501/SF
    • 7 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1978

    10 High Point Cir, Chappaqua, NY 10514

    Discover unparalleled privacy and a serene lifestyle in this secluded 4/5 bedroom, 3 1/2 bath Chappaqua contemporary home, nestled on over 4 bucolic acres in a coveted Chappaqua neighborhood. Featuring a newly resurfaced tennis court, lush park-like level lawns, professional landscaping, and a potential pool site, this property offers a retreat-like ambiance. Located on a quiet cul-de-sac, this

    Cindy Glynn Compass Greater NY, LLC

    10 High Point Cir, Chappaqua, NY 10514
  • 132 Devoe Rd, Chappaqua, NY 10514
    132 Devoe Rd, Chappaqua, NY 10514
    132 Devoe Rd, Chappaqua, NY 10514
    /21

    $1,099,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,533 Sq Ft

    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
  • 70 Cowdin Ln, Chappaqua, NY 10514

    $1,850,000 Sold Nov 04, 2024

    • 5,309 Sq Ft
    • $348/SF
    • 97 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1987

    70 Cowdin Ln, Chappaqua, NY 10514

    Welcome to 70 Cowdin Lane! Nestled at the end of a highly sought after private lane in the idyllic town of Chappaqua, this stunning 4-bedroom, 4-bath modern barn-style house is not to be missed! Situated on 2.3 beautiful acres, the residence offers a perfect blend of seclusion and convenience, mere moments from shopping, dining, the train station, and schools. Step through the double front

    Suzanne Sanborn William Raveis Real Estate

    70 Cowdin Ln, Chappaqua, NY 10514
  • 12 Spring Ln, Chappaqua, NY 10514
    12 Spring Ln, Chappaqua, NY 10514
    12 Spring Ln, Chappaqua, NY 10514
    /42

    $949,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,440 Sq Ft

    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
  • 15 Pondview Close Unit 41, Chappaqua, NY 10514

    $765,000 Sold Nov 01, 2024

    • 1,648 Sq Ft
    • $464/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    15 Pondview Close Unit 41, Chappaqua, NY 10514

    Welcome to 15 Pondview Close, a charming 3-bedroom, 2.5-bathroom townhouse nestled in the highly sought-after and prestigious Chappaqua School District. This delightful home offers 1,648 square feet of comfortable living space, perfect for living and entertaining. A Spacious Living Area with an open-concept living room is very versatile. The Kitchen is equipped with stainless steel appliances,

    Daniel Berger RE/MAX Prestige Properties

    15 Pondview Close Unit 41, Chappaqua, NY 10514
  • 45 Crossways, Chappaqua, NY 10514
    45 Crossways, Chappaqua, NY 10514
    45 Crossways, Chappaqua, NY 10514
    /36

    $1,200,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,246 Sq Ft

    45 Crossways, Chappaqua, NY 10514

    Storybook 1930’s-era Tudor-style shingle cottage delightfully renovated & updated with all the comforts for the 21st century. Believed to be originally derived from Standard Homes Co. classic Densmore model. A welcoming entry vestibule with French door introduces a wide, front-facing living room, warmed by a stout wood-burning fireplace. Gather together in the dining room to enjoy holiday feasts

    Stacy Levey William Raveis-New York, LLC

    45 Crossways, Chappaqua, NY 10514
  • 76 Kerry Ln, Chappaqua, NY 10514

    $1,715,000 Sold Nov 01, 2024

    • 3,850 Sq Ft
    • $445/SF
    • 203 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1954

    76 Kerry Ln, Chappaqua, NY 10514

    A long driveway flanked by stone pillars with gate welcomes you to this magnificent setting. A circular driveway with carport delivers you to the entrance of this very special colonial home in quiet sought-after neighborhood. This private residence is truly one of Chappaqua's hidden treasures with remarkable distant views from spectacular 6+ verdant acres. As a private oasis amidst gorgeous

    Sara Chen William Raveis-New York, LLC

    76 Kerry Ln, Chappaqua, NY 10514

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