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Recently Sold Chappaqua Homes

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  • 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
  • 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
  • 150 N Bedford Rd Unit C9, 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
  • 12 Highland Ave Unit C, 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
  • 2 Brook Ln, 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
  • 149 King St Unit 19, Chappaqua, NY 10514

    $875,000 Sold Apr 03, 2025

    • 1,664 Sq Ft
    • $526/SF
    • 6 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1988

    149 King St Unit 19, Chappaqua, NY 10514

    Location. Location. Location. Movie right in! Impeccable 2 bedroom 2.5 bath with a Loft, 2-attached car garage, deck, end-unit in the heart of Chappaqua! This beautiful home has it all: elegant interior, a wonderful vista of surrounding countryside, open floor plan, hardwood floors on main floor, very bright with wall of new windows throughout. Main level consits of modern eat-in-kitchen with

    Alicja Bohmrich Houlihan Lawrence Inc.

    149 King St Unit 19, Chappaqua, NY 10514
  • 173 Birchwood Close Unit 173, Chappaqua, NY 10514

    $635,000 Sold Mar 28, 2025

    • 1,724 Sq Ft
    • $368/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    173 Birchwood Close Unit 173, Chappaqua, NY 10514

    Welcome to this beautifully maintained, sun-filled, 2-bedroom, 2-bath end unit located in the sought-after Old Farm Lake Condominiums, within the award-winning Chappaqua School District. Perfectly situated just moments from the train station, schools, shops, and restaurants, this home offers the ultimate in convenience and community living. Step inside to discover gleaming hardwood floors and an

    Cindy Glynn Compass Greater NY, LLC

    173 Birchwood Close Unit 173, Chappaqua, NY 10514
  • 105 Rambling Brook Rd, Chappaqua, NY 10514

    $745,000 Sold Mar 25, 2025

    • 1,296 Sq Ft
    • $575/SF
    • 63 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1986

    105 Rambling Brook Rd, Chappaqua, NY 10514

    Situated in the highly sought-after Old Farm Lake complex, this bright 2-bedroom condo boasts high ceilings and an abundance of natural light. It offers a carefree lifestyle with exceptional amenities. Just a 5-minute drive to the Metro-North train station and the vibrant downtown area of Chappaqua offering easy access to dining, shopping, and entertainment. Enter through a tiled foyer into the

    Mark Boyland Keller Williams Realty Partner

    105 Rambling Brook Rd, Chappaqua, NY 10514
  • 9 Elm St, Chappaqua, NY 10514

    $912,483 Sold Mar 21, 2025

    • 1,440 Sq Ft
    • $634/SF
    • 133 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1905

    9 Elm St, Chappaqua, NY 10514

    This 2-family duplex offers an incredible opportunity for both investors and homeowners alike. Prime neighborhood location in the shopping district, close to the train and schools in Chappaqua NY. Each unit features a covered front porch, two bedrooms, hardwood floors, private laundry, and outdoor deck space to a shared yard. Situated on a level 0.26-acre lot, the property includes a private

    Edward Holmes William Raveis-New York, LLC

    9 Elm St, Chappaqua, NY 10514
  • 30 Lori Ln, Chappaqua, NY 10514

    $1,200,000 Sold Feb 28, 2025

    • 2,288 Sq Ft
    • $524/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1994

    30 Lori Ln, Chappaqua, NY 10514

    Move right in! Enjoy easy living in this updated, sun-filled home located in a quiet neighborhood close to downtown Chappaqua. This meticulously maintained home offers a spacious and open layout ideal for entertaining and everyday gatherings. The renovated eat in kitchen with granite countertops and large center island opens to the dining room and sun-drenched family room with doors to the

    Dana Goldman Compass Greater NY, LLC

    30 Lori Ln, Chappaqua, NY 10514
  • 7 Deer Run Unit 7, Chappaqua, NY 10514

    $750,000 Sold Feb 18, 2025

    • 1,549 Sq Ft
    • $484/SF
    • 27 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    7 Deer Run Unit 7, Chappaqua, NY 10514

    Step into luxury - in this fully renovated condo in Chappaqua at Old Farm Lake development, close to town, train, shops and schools. Enter the foyer with marble floors, leading to the kitchen with Bosch stainless appliances and walk out to front patio. The dining room opens to a spacious living room with a vaulted high ceiling with skylights and decorated with hardwood, complete with a stunning

    Natalia Wixom Compass Greater NY, LLC

    7 Deer Run Unit 7, Chappaqua, NY 10514
  • 40 Aldridge Rd, Chappaqua, NY 10514

    $1,955,000 Sold Feb 04, 2025

    • 3,541 Sq Ft
    • $552/SF
    • 8 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1955

    40 Aldridge Rd, Chappaqua, NY 10514

    Move right in to this beautiful home perfectly situated on a tranquil cul-de-sac, offering the best of both worlds: a spacious, private retreat with the convenience of being close to town and train. This airy & bright 4-bedroom, 4-bathroom home is designed for both comfort & elegance. Discover a first-floor primary bedroom with soaring ceilings & a generous walk-in closet. The heart of the home

    Jodi Greebel Compass Greater NY, LLC

    40 Aldridge Rd, Chappaqua, NY 10514
  • 33 Chatham Rd, Chappaqua, NY 10514

    $1,175,000 Sold Jan 24, 2025

    • 2,100 Sq Ft
    • $560/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1942

    33 Chatham Rd, Chappaqua, NY 10514

    Beautifully renovated home 3 bedroom 2.5 bath on 1.3 acres in Chappaqua Ridge community. With its classic center hall colonial layout and beautiful renovations, it's perfect for someone looking for both charm and modern updates. New kitchen with deck overlooking private yard Is ideal for entertaining, oversized Livingroom with wood burning fireplace, formal Dining Room, Primary suite , along

    Phyllis Lerner Corcoran Legends Realty

    33 Chatham Rd, Chappaqua, NY 10514
  • 140 S Bedford Rd, Chappaqua, NY 10514

    $1,550,000 Sold Jan 23, 2025

    • 3,631 Sq Ft
    • $427/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    140 S Bedford Rd, Chappaqua, NY 10514

    Modern Colonial, nestled on a private 1.23 acre lot in the Chappaqua School District. This 4 bedroom, 3,631 sq ft open flow, expansive home is thoughtfully crafted, featuring generously sized light-filled rooms with large windows and essential amenities. A double height entry foyer with chandelier opens to formal spaces, an office/guest room, formal dining and living rooms. This comfortable, open

    Cindy Glynn Compass Greater NY, LLC

    140 S Bedford Rd, Chappaqua, NY 10514
  • 29 Crossways, Chappaqua, NY 10514

    $1,425,000 Sold Jan 07, 2025

    • 2,946 Sq Ft
    • $484/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1921

    29 Crossways, Chappaqua, NY 10514

    Welcome home to a 1920s Sears Roebuck English cottage style home that was impeccably renovated and expanded while honoring the original aesthetic. This walk to shopping, dining, train & school three bedroom home that can live like a four bedroom blends timeless elegance with an open, livable floor plan suited for today’s lifestyle. From the moment you enter the home through the arch doorway, you

    Amanda Goldberg William Raveis-New York, LLC

    29 Crossways, Chappaqua, NY 10514
  • 94 Orchard Ridge Rd, Chappaqua, NY 10514

    $1,314,400 Sold Jan 03, 2025

    • 2,134 Sq Ft
    • $616/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1922

    94 Orchard Ridge Rd, Chappaqua, NY 10514

    This beautifully updated colonial in Chappaqua village offers the perfect combination of vintage charm and modern convenience, just a 5-minute walk to the train station, schools, library, shops, and restaurants. Set on a serene, park-like property, the home features a pool, terraced gardens, fruit trees, and spacious areas for play and entertainment. The light-filled rooms boast refinished

    Sari Shaw Compass Greater NY, LLC

    94 Orchard Ridge Rd, 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
  • 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
  • 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

    Marie DiBella Homes By Mara

    377 N Greeley Ave Unit 39A, 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
  • 168 Birchwood Close Unit 168, Chappaqua, NY 10514

    $408,000 Sold Oct 24, 2024

    • 837 Sq Ft
    • $487/SF
    • 95 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1987

    168 Birchwood Close Unit 168, Chappaqua, NY 10514

    Rare end unit 1-bedroom condo located in sought after Old Farm Lake community nestled in the Town of New Castle. Featuring, laundry closet, formal dining room with plenty of space for entertaining, large living room w/ wood-burning fireplace, sliders to private outdoor patio, large full bathroom with linen closet, oversized bedroom with huge window double side windows and double closets, central

    Mary Jo Anne Byrne Christie's Int. Real Estate

    168 Birchwood Close Unit 168, Chappaqua, NY 10514
  • 5 Brevoort Rd, Chappaqua, NY 10514

    $1,095,000 Sold Oct 18, 2024

    • 3,208 Sq Ft
    • $341/SF
    • 26 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1927

    5 Brevoort Rd, Chappaqua, NY 10514

    Situated on a lovely tree lined street, in the village of Chappaqua, this charming four-bedroom home combines the charm of the 1920's w/ the modern amenities buyers expect. Imagine yourself in the heart of this home, nestled by the fire on cold winter nights in the large living room. The sunroom, with its wall of windows, bathes the space in light and offers versatility as an office or playroom.

    Loretta Fleming Chiavetta Coldwell Banker Realty

    5 Brevoort Rd, Chappaqua, NY 10514
  • 110 Ridgewood Terrace, Chappaqua, NY 10514

    $1,250,009 Sold Oct 16, 2024

    • 3,004 Sq Ft
    • $416/SF
    • 15 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1956

    110 Ridgewood Terrace, Chappaqua, NY 10514

    Wonderful, renovated and light filled 5 bedroom Chappaqua home in close to all location. Sited on beautiful flat landscaped property, this home offers over sized rooms, updated kitchen and baths. Spacious deck off family room is ideal for entertaining. Flagstone walkways and stone walls. New Belgian block lined driveway. Enjoy a private setting, yet in a convenient location minutes to shopping,

    Cindy Glynn Compass Greater NY, LLC

    110 Ridgewood Terrace, Chappaqua, NY 10514
  • 325 N Greeley Ave, Chappaqua, NY 10514

    $412,000 Sold Aug 27, 2024

    • 1,226 Sq Ft
    • $336/SF
    • 17 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1988

    325 N Greeley Ave, Chappaqua, NY 10514

    No step one floor 1 Bedroom plus Den that lives like a second bedroom. Sunny and bright, excellent condition, sliding glass doors to a lovely patio, spacious Living Room with wood burning Fireplace with marble surround open to Dining Area. Kitchen with maple cabinetry and Corian counters, gas range, side-by-side refrigerator freezer. 1 Full Bath and a Powder Room, ceramic tile entry hall. In

    Sena Baron William Raveis-New York, LLC

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

    $540,000 Sold Aug 26, 2024

    • 1,200 Sq Ft
    • $450/SF
    • 8 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1988

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

    Multiple Offers - Highest and Best Requested by 5:30 PM Tuesday 5/7 - The best location! Move right in to this updated 2 bedroom condo in the heart of Chappaqua Village. Many recent updates including new windows and doors, washer/dryer, lighting, kitchen flooring, hot water heater. Back and front patios, one floor living. Chestnut Oaks has a community pool (new in 2019) and tennis court.

    Deena Bouchier Compass Greater NY, LLC

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

    $2,375,000 Sold Aug 20, 2024

    • 5,702 Sq Ft
    • $417/SF
    • 8 Days On Market
    • 3 Beds
    • 6 Baths
    • Built 1986

    42 Neustadt Ln, Chappaqua, NY 10514

    Welcome to this stunning Contemporary home in the desirable town of Chappaqua. As you enter, you'll be greeted by a grand foyer featuring a striking stairwell with glass railing, setting the tone for the modern elegance found throughout the home. The open and flexible floor plan allows for seamless flow and an abundance of natural light, accentuated by floor to ceiling windows that frame the

    Debra Goldenberg Compass Greater NY, LLC

    42 Neustadt Ln, Chappaqua, NY 10514
  • 280 S Bedford Rd, Chappaqua, NY 10514

    $1,315,000 Sold Aug 16, 2024

    • 2,092 Sq Ft
    • $629/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1957

    280 S Bedford Rd, Chappaqua, NY 10514

    Discover this pristine 4-bedroom, 2.5-bath Colonial in the Chappaqua School District. Recently renovated, it features a new kitchen with new top-of-the-line stainless appliances, updated baths, crystal door knobs, recessed lights, custom woodwork, and cabinetry. Enjoy hardwood floors, updated central air, above ground oil tanks, a new hot water heater, new insulation in attic and crawl space, and

    Cindy Glynn Compass Greater NY, LLC

    280 S Bedford Rd, Chappaqua, NY 10514
  • 28 Brevoort Rd, Chappaqua, NY 10514

    $2,999,999 Sold Aug 15, 2024

    • 4,949 Sq Ft
    • $606/SF
    • 5 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1850

    28 Brevoort Rd, Chappaqua, NY 10514

    The quintessential Chappaqua mini estate, impeccably maintained & lovingly renovated. This 6BR/4.1 bath classic center hall colonial features 3.6 acres of flat, park-like property w pool, poolhouse, outbuildings, screened porch, expansive patio, beautiful gardens & towering old growth trees. Privately set yet walkable to town/train, & moments from Chappaqua Crossing/Whole Foods & Horace Greeley

    Sena Baron William Raveis-New York, LLC

    28 Brevoort Rd, Chappaqua, NY 10514
  • 150 N Bedford Rd Unit C7, Chappaqua, NY 10514

    $467,000 Sold Aug 05, 2024

    • 1,040 Sq Ft
    • $449/SF
    • 28 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1983

    150 N Bedford Rd Unit C7, Chappaqua, NY 10514

    Move right in to this bright and sunny condo - loft living in the heart of Chappaqua. Hardwood floors throughout, updated kitchen and baths. Great layout and floor plan with an amazing loft space to use as den/office/guest. Easy access to all vibrant downtown Chappaqua has to offer, shopping, dining, parks, schools, library, rec fields, Saturday morning farmers market and Metro North train to

    Deena Bouchier Compass Greater NY, LLC

    150 N Bedford Rd Unit C7, Chappaqua, NY 10514

Frequently Asked Questions

What is the average time to sell a house in Chappaqua, NY?
The houses for sale in Chappaqua, NY spend an average of 30 days on the market.
What is the number of active homes for sale in Chappaqua, NY?
There are 4 active homes for sale in Chappaqua, NY.

Home Trends in Chappaqua, NY

Housing Trends

Median Sale Price
$812,500
Median Single Family Sale Price
$1,035,000
Median Townhouse Sale Price
$672,000
Median 2 Bedroom Sale Price
$681,250
Median 1 Bedroom Sale Price
$422,500
Average Price Per Sq Ft
$477
Number of Homes for Sale
4
Last 12 months Home Sales
28
Months of Supply
1.70
Median List Price
$851,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
10%
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