Homes in ZIP Code 10514

• 

  

  

  /50

  $1,799,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,089 Sq Ft

  73 Random Farms Dr, Chappaqua, NY 10514

  Stately and Inviting, with a rocking chair front porch, this beautifully landscaped Post-Modern Colonial sitting on .73 acres is up for sale in the highly sought-after Random Farms Community. On a lush, level property framed with shade trees, this extraordinary house is beautifully designed and laid out. Enter this 5-bedroom 4.5 bath wonder through a light-filled double height foyer featuring

  Alicja Bohmrich Houlihan Lawrence Inc.

  73 Random Farms Dr, Chappaqua, NY 10514
• 

  

  

  /23

  $4,700 per month

  • 2 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • Condo for Rent

  177 Birchwood Close Unit 177, Chappaqua, NY 10514

  Beautifully maintained and renovated 2 bedroom unit: all new windows, new kitchen, new bathroom, new heating and HVAC-huge storage unit in basement, lots of storage-flooded with sunlight, private deck. Wonderful location. Sought-after OLD FARM LAKE complex. Shared complex amenities include pool, tennis and clubhouse with exercise room. Minutes from Chappaqua Train Station - great for

  Wendy Nolan Houlihan Lawrence Inc.

  177 Birchwood Close Unit 177, Chappaqua, NY 10514
• 

  $1,025,000 Sold Aug 22, 2025

  • 2,590 Sq Ft
  • $396/SF
  • 19 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1996

  100 Castle Rd, Chappaqua, NY 10514

  Charm. Character. Convenience. Beautiful curb appeal! Welcome home to this wonderful home with rocking chair front porch. Original owners who built this delightful home in 1996. Impeccable 3 bedroom, 3.5 baths Traditional Colonial located in the heart of Chappaqua with level backyard. This home is better than new, it has been extensively renovated in the past 2 years. This modern home has it all:

  Alicja Bohmrich Houlihan Lawrence Inc.

  100 Castle Rd, Chappaqua, NY 10514
• 

  Est $2,582,578 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,600 Sq Ft

  76 Cowdin Ln, Chappaqua, NY 10514

  76 Cowdin Ln, Chappaqua, NY 10514
• 

  

  

  /47

  $1,599,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,357 Sq Ft

  43 Random Farms Cir, Chappaqua, NY 10514

  Discover the most private home in the prestigious Random Farms community of Chappaqua, NY. Tucked away amid lush, mature landscaping, this stunning five-bedroom contemporary colonial offers a rare sense of natural seclusion and tranquility. Enjoy the ultimate in privacy without sacrificing convenience—just a short stroll to the neighborhood pool, clubhouse, and tennis courts. This exceptional

  Suzan Zeolla Houlihan Lawrence Inc.

  43 Random Farms Cir, Chappaqua, NY 10514
• 

  

  /26

  $2,900 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  150 N Bedford Rd Unit 5A, Chappaqua, NY 10514

  This spacious townhouse is waiting for you to come home! This well-appointed one-bedroom, one-bathroom home will pleasantly surprise you. As you enter the house, a large living area will greet you with polished wooden flooring and plenty of sunlight from the floor-to-ceiling windows. The adjoining kitchen is stylish and practical, with ample wooden cabinets contrasting beautifully with the dark

  Xiao Hua Herman NextHome GoodLife

  150 N Bedford Rd Unit 5A, Chappaqua, NY 10514
• 

  $1,100,000 Sold Aug 22, 2025

  • 1,880 Sq Ft
  • $585/SF
  • 54 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1925

  34 Glenside Place, Chappaqua, NY 10514

  Live minutes from the heart of Chappaqua! Commuters dream to live in this charming tudor-style home near all everyday amenities. Nestled on 1.11 acres, with 3-bedrooms and 2 bathrooms, this fully renovated residence offers timeless character and thoughtful updates throughout. The main level features an inviting entry foyer, a chef’s eat-in kitchen equipped with a gas oven/range, microwave, and

  Christine Ricci Keller Williams NY Realty

  34 Glenside Place, Chappaqua, NY 10514
• 

  Est $2,973,964 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 7,764 Sq Ft

  63 Cowdin Ln, Chappaqua, NY 10514

  63 Cowdin Ln, Chappaqua, NY 10514
• 

  

  /44

  $1,699,000

  • 2 Beds
  • 2.5 Baths
  • 2,906 Sq Ft

  20 Wallace Way, Chappaqua, NY 10514

  Welcome to 20 Wallace Way – a rare offering in the sold-out Chappaqua Crossings Carriages community. This sophisticated Byram Wetherby model redefines townhouse living with nearly 3,000 sq. ft. of thoughtfully curated interiors, exceptional finishes, and inviting outdoor spaces. Ideally set along an expansive open lawn, the home enjoys abundant sunlight, privacy, and serene views throughout the

  Craig DeCecchis Corcoran Legends Realty

  20 Wallace Way, Chappaqua, NY 10514
• 

  $1,600,000 Sold Aug 22, 2025

  • 3,859 Sq Ft
  • $415/SF
  • 40 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1920

  106 Random Farms Dr, Chappaqua, NY 10514

  A rare gem in the coveted Random Farms community, this original estate home is truly exceptional. This lovingly-maintained 5-bedroom Colonial boasts an open layout and a private backyard retreat, feeling incredibly welcoming and spacious. The first floor includes a bright and airy alcove that leads into a grand dining and living room featuring a striking fireplace and a powder room. The eat-in

  Wendy Nolan Houlihan Lawrence Inc.

  106 Random Farms Dr, Chappaqua, NY 10514
• 

  Est $1,305,321 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,257 Sq Ft

  15 Kitchel Rd, Mount Kisco, NY 10549

  15 Kitchel Rd, Mount Kisco, NY 10549
• 

  

  /39

  $825,000 Open House 9/21

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  249 Mill River Rd, Chappaqua, NY 10514

  Executive Raised Ranch 4 beds 2 Bath home. Enjoy comfort and sophistication with red oak hardwood flooring, recent upgrades like a new roof, boiler. Large living room with ample space for holiday gatherings. Entertain effortlessly with three freshly stained multi-level decks, perfect for parties and functions. Large yard to enjoy outdoor activities, with three sheds, offers plenty of storage .

  Harry Donofrio Town and Village Real Estate

  249 Mill River Rd, Chappaqua, NY 10514
• 

  $820,000 Sold Aug 20, 2025

  • 1,925 Sq Ft
  • $426/SF
  • 15 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  149 King St Unit 15, Chappaqua, NY 10514

  149 King Street offers a rare opportunity to live in downtown Chappaqua where restaurants, shops, playgrounds, farmers market, library, train, school and Starbucks are all within walking distance. This bright and pristine end unit townhome boasts a no step covered entry level which offers access to the garage, utilities, laundry and a den/playroom. The second level consists of an open

  Janet Short Houlihan Lawrence Inc.

  149 King St Unit 15, Chappaqua, NY 10514
• 

  Est $1,292,901 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,137 Sq Ft

  45 Jeffrey Ln, Chappaqua, NY 10514

  45 Jeffrey Ln, Chappaqua, NY 10514
• 

  

  /31

  $1,075,000

  • 3 Beds
  • 2 Baths
  • 2,695 Sq Ft

  495 Quaker Rd, Chappaqua, NY 10514

  Striking frame and brick-front split-level. Welcoming front-deck. Grand and gracious living room richly adorned with a brick-front, wood-burning fireplace, built-in cabinetry, hardwood flooring, recessed lighting, and three front-facing, sliding glass doors to the deck, which illuminate the space in natural light, let gentle breezes cool the space, and provide easy access for indoor/outdoor

  Stacy Levey William Raveis-New York, LLC

  495 Quaker Rd, Chappaqua, NY 10514
• 

  $752,000 Sold Aug 19, 2025

  • 2,084 Sq Ft
  • $361/SF
  • 17 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1910

  375 Quaker Rd, Chappaqua, NY 10514

  Vintage Village Colonial set on a pretty, .85-acre, level, corner lot landscaped with colorful seasonal blooms. Small covered front porch entry. Hardwood floors run throughout the entry foyer, the large front-facing living room with bay window, beamed ceiling and ceiling fan, and the adjoining formal dining room adorned with ornamental tin ceiling and crown and chair-rail molding. The eat-in

  Stacy Levey William Raveis-New York, LLC

  375 Quaker Rd, Chappaqua, NY 10514
• 

  Est $1,125,010 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,122 Sq Ft

  16 Roaring Brook Rd, Chappaqua, NY 10514

  16 Roaring Brook Rd, Chappaqua, NY 10514
• 

  

  /30

  $849,000

  • 3 Beds
  • 3 Baths
  • 1,692 Sq Ft

  550 Saw Mill River Rd, Millwood, NY 10546

  Chappaqua Schools. The Pride of Homeownership Starts Here. Tucked away in the highly sought-after Chappaqua School District, this meticulously maintained Raised Ranch blends comfort, style, and functionality in all the right ways. Step inside to find a bright and open layout—perfect for everyday living and entertaining. The spacious living room flows effortlessly into the dining room with

  Yara Annechiarico At Home With Yara Realty

  550 Saw Mill River Rd, Millwood, NY 10546
• 

  $999,000 Sold Aug 18, 2025

  • 2,313 Sq Ft
  • $432/SF
  • 3 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1924

  326 Millwood Rd, Chappaqua, NY 10514

  Welcome to this enchanting, character and light-filled Colonial, nestled on beautiful grounds in the sought-after Chappaqua school district. This gracious home blends timeless character with modern updates, featuring a WOW chef’s kitchen with stainless appliances, a travertine countertops, that has been proudly showcased in Old House Journal magazine. Thoughtfully designed for both everyday

  Cindy Glynn Compass Greater NY, LLC

  326 Millwood Rd, Chappaqua, NY 10514
• 

  Est $1,368,610 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,356 Sq Ft

  416 Bedford Rd, Chappaqua, NY 10514

  416 Bedford Rd, Chappaqua, NY 10514
• 

  

  /22

  $699,000

  • 2 Beds
  • 2.5 Baths
  • 1,479 Sq Ft

  10 Grove Mews, Chappaqua, NY 10514

  Move right in to this 2-bedroom + loft, 2.5-bathroom townhouse in the highly sought-after Chappaqua School District. Freshly painted throughout and updated with brand-new quartz countertops, new dishwasher and new kitchen flooring, this home offers immediate comfort with the flexibility to personalize. The dining area features sliding doors that open to a grassy green space, while the kitchen

  Karin Kimtis Compass Greater NY, LLC

  10 Grove Mews, Chappaqua, NY 10514
• 

  $999,999 Sold Aug 18, 2025

  • 2,300 Sq Ft
  • $435/SF
  • 21 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1930

  9 Campfire Rd, Chappaqua, NY 10514

  Welcome to this true storybook home in the heart of Chappaqua. Lives like a 3 bedroom and more. The exquisitely renovated kitchen is expertly crafted with custom cabinetry, quartzite countertops, gas range and herringbone floors. Enter the home through an elegant arched foyer that opens to a sophisticated living room with a gas fireplace, creating a warm and inviting ambience. The dining room

  Therese Herrero Coldwell Banker Realty

  9 Campfire Rd, Chappaqua, NY 10514
• 

  Est $2,424,590 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,098 Sq Ft

  1186 Hardscrabble Rd, Chappaqua, NY 10514

  1186 Hardscrabble Rd, Chappaqua, NY 10514
• 

  

  /31

  $1,250,000

  • 4 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  59 Crest Rd, Chappaqua, NY 10514

  Nestled in a tranquil cul-de-sac, this captivating single-family home effortlessly combines historical charm with modern amenities. Set on a third of an acre with lush, mature landscaping for beauty and privacy, the property also features a fenced yard—an ideal space for pets, play, or outdoor relaxation. The antique home, distinguished by its high ceilings and vintage architectural details,

  Mark Boyland Keller Williams Realty Partner

  59 Crest Rd, Chappaqua, NY 10514
• 

  $1,020,000 Sold Aug 18, 2025

  • 1,824 Sq Ft
  • $559/SF
  • 33 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  8 Elizabeth St, Chappaqua, NY 10514

  Welcome to 8 Elizabeth Street – A Charming, Turnkey Colonial nestled on a quiet cul-de-sac street. A beautifully updated three-bedroom, two-and-a-half-bathroom Colonial that seamlessly blends style, comfort, and convenience. Step inside to discover a thoughtfully designed layout, where large, updated windows flood the home with natural light. The spacious living room is an inviting gathering

  Jennifer Harris Compass Greater NY, LLC

  8 Elizabeth St, Chappaqua, NY 10514
• 

  Est $2,500,934 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 6,187 Sq Ft

  31 Hemlock Hills, Chappaqua, NY 10514

  31 Hemlock Hills, Chappaqua, NY 10514
• 

  

  /29

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,776 Sq Ft

  6 Algonquin Dr, Chappaqua, NY 10514

  Tucked back on a private corner lot on one of Chappaqua’s most desirable and quiet streets, this expanded mid-century ranch offers a rare opportunity to create your dream home in an award-winning school district. The property is well situated on the lot, leaving plenty of space for a pool or future outdoor expansion.Inside, the home offers a light-filled layout with generously sized

  Lindsay Rothman Compass Greater NY LLC

  6 Algonquin Dr, Chappaqua, NY 10514
• 

  $1,623,500 Sold Aug 14, 2025

  • 2,539 Sq Ft
  • $639/SF
  • 14 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1973

  24 Glen Terrace, Chappaqua, NY 10514

  Welcome to 24 Glen Terrace, Chappaqua, a gracious and well-maintained Colonial imbued with country charm serenely set at the end of a quiet cul-de-sac. Welcoming tiled entry foyer introduces expansive front-to-back living room with double French doors, large front-facing bay window and slider to rear deck. Adjoining formal dining room with fireplace easily accommodates feasts or fests. A skylit,

  Stacy Levey William Raveis-New York, LLC

  24 Glen Terrace, Chappaqua, NY 10514
• 

  Est $2,574,542 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 6,422 Sq Ft

  6 Hemlock Hollow, Chappaqua, NY 10514

  6 Hemlock Hollow, Chappaqua, NY 10514
• 

  

  /43

  $775,000

  • 2 Beds
  • 2 Baths
  • 1,549 Sq Ft

  77 Further Ln, Chappaqua, NY 10514

  Accepted offer 8/19 Inspections scheduled 8/20 Showing for back-ups only.Discover exceptional living in this well maintained 2-bedroom, 2-bath townhome.A true gem within Chappaqua's coveted Old Farm Lake community. Enjoy lake views from your back deck or use the electric roller shades for the living room view. This unique unit boasts a front lawn, inviting patio, and lush

  Clayton Livingston McGrath Realty Inc

  77 Further Ln, Chappaqua, NY 10514
• 

  $1,172,018 Sold Aug 13, 2025

  • 2,334 Sq Ft
  • $502/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1947

  180 Millwood Rd, Chappaqua, NY 10514

  Welcome to a home full of warmth, charm, and everyday comfort — perfectly situated right across from beautiful Gedney Park and just around the corner from the elementary school.This inviting 4-bedroom, 2.5-bathroom home has everything you need for easy, relaxed living. Step inside to a bright and welcoming living room, a private office ideal for working from home, and a comfortable family

  Danae Richards William Raveis-New York, LLC

  180 Millwood Rd, Chappaqua, NY 10514
• 

  Est $2,936,908 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,083 Sq Ft

  3 Trails End, Chappaqua, NY 10514

  3 Trails End, Chappaqua, NY 10514
• 

  

  /46

  $2,699,000

  • 4 Beds
  • 4.5 Baths
  • 6,640 Sq Ft

  17 Byram Meadows Rd, Chappaqua, NY 10514

  Meticulously maintained, beautifully appointed 4-bedroom, 4 full and 1 half-bath Colonial set on a level acre at the end of a quiet cul-de-sac in prestigious Inglenook Farm in the coveted Byram Hills Schools. A grand and light-filled two-story entry welcomes you into this refined home featuring 9-foot ceilings on 1st and 2nd levels, oak flooring, and custom moldings and trim throughout. Formal

  Cindy Glynn Compass Greater NY, LLC

  17 Byram Meadows Rd, Chappaqua, NY 10514
• 

  $3,370,000 Sold Aug 13, 2025

  • 7,448 Sq Ft
  • $452/SF
  • 46 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1972

  29 Carolyn Place, Armonk, NY 10504

  A sweeping drive leads to this cedar shake, Hamptons-style estate sited on 2+ magnificent, lush, landscaped acres in one of Armonk’s most coveted locales. This elegant five-bedroom home is imbued with style and fine craftsmanship, apparent as you stroll through gracious rooms. The foyer opens to formal spaces segueing to the gourmet kitchen with breakfast room and family room boasting an

  Brian Milton Compass Greater NY, LLC

  29 Carolyn Place, Armonk, NY 10504
• 

  Est $2,768,795 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,624 Sq Ft

  6 Trails End, Chappaqua, NY 10514

  6 Trails End, Chappaqua, NY 10514
• 

  

  /24

  $830,000

  • 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
• 

  $2,282,000 Sold Aug 11, 2025

  • 5,254 Sq Ft
  • $434/SF
  • 17 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1990

  92 Random Farms Dr, Chappaqua, NY 10514

  Welcome to 92 Random Farms Drive, ideally located in the sought-after Random Farms community of Chappaqua. Completely renovated in 2022, this stunning turnkey residence showcases modern design, luxurious upgrades, and an open layout tailored to today’s lifestyle.The main level features a dramatic double-height entry foyer, a gourmet kitchen outfitted with premium appliances, a sunlit living

  Sari Shaw Compass Greater NY, LLC

  92 Random Farms Dr, Chappaqua, NY 10514
• 

  Est $827,465 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft

  15 Paula Place, Chappaqua, NY 10514

  15 Paula Place, 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
• 

  $1,825,000 Sold Aug 11, 2025

  • 3,814 Sq Ft
  • $479/SF
  • 7 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1956

  33 W Orchard Rd, Chappaqua, NY 10514

  Beautiful, spacious, completely renovated three bedroom, four bathroom ranch style home that lives like a five bedroom on a quiet cul-de-sac neighborhood street in the Chappaqua school district. This home has undergone a comprehensive renovation in the last 8 years where every detail has been carefully crafted to blend sophistication, elegance, and functionality. The rear private yard

  Amanda Goldberg William Raveis-New York, LLC

  33 W Orchard Rd, Chappaqua, NY 10514

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