Chappaqua, NY Homes

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  /41

  $1,275,000

  • 3 Beds
  • 2.5 Baths
  • 2,111 Sq Ft

  4 Southview Rd, Chappaqua, NY 10514

  Fabulous 3 Bedroom Home which lives like 4 Bedroom on rare and lovely cul-de-sac within a 5-minute walk to the nationally ranked Horace Greeley High School, part of the award-winning Chappaqua School District, and to Chappaqua Crossing with its charming shops and restaurants, including Whole Foods, Life Time Gym, Starbucks, and the Chappaqua Performing Arts Center. It is also in close proximity

  Wendy Nolan Houlihan Lawrence Inc.

  4 Southview Rd, Chappaqua, NY 10514
• 

  $1,290,000 Sold May 09, 2025

  • 3,229 Sq Ft
  • $400/SF
  • 19 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1968

  50 Mountain Peak Rd, Chappaqua, NY 10514

  Expanded Cape Cod Colonial in Prime Chappaqua Location. Discover the perfect blend of privacy, convenience, and potential in this delightful 4-bedroom, 3-bath home, nestled in a sought-after Chappaqua location. Set on a fabulous private lot, this lovingly maintained property offers a rare opportunity to customize and create your dream home while enjoying modern updates and timeless character. The

  Wendy Nolan Houlihan Lawrence Inc.

  50 Mountain Peak Rd, Chappaqua, NY 10514
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  Est $1,542,594 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,563 Sq Ft

  7 Hilltop Cir, Chappaqua, NY 10514

  7 Hilltop Cir, Chappaqua, NY 10514
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  /39

  $2,660,000

  • 5 Beds
  • 5.5 Baths
  • 5,907 Sq Ft

  61 Carolyn Place, Chappaqua, NY 10514

  Located in the coveted Whippoorwill estate area, 61 Carolyn Place presides on 2.19 manicured acres and overlooks the Whippoorwill Country Club’s private golf course. Meticulous details abound with lofty ceilings and spacious rooms, complemented by warm, inviting, intimate spaces and outdoor areas. An open gourmet kitchen and breakfast room flow to the grand two-story family room and dedicated

  Richard Hopple Julia B Fee Sothebys Int. Rlty

  61 Carolyn Place, Chappaqua, NY 10514
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  $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
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  Est $1,545,932 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,369 Sq Ft

  2 West Way, Chappaqua, NY 10514

  2 West Way, Chappaqua, NY 10514
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  /47

  $3,199,000

  • 4 Beds
  • 4.5 Baths
  • 6,542 Sq Ft

  93 Haights Cross Rd, Chappaqua, NY 10514

  Exceptional and sophisticated Nantucket shingle style Colonial on 3.66 private acres in one of Chappaqua’s most desirable neighborhoods, offers the perfect balance of casual elegance and resort-style living. Just 45 minutes from NYC and minutes to town, train, and top-rated schools, this turnkey home offers unmatched convenience and luxury. Designed for both everyday comfort and effortless

  Cindy Glynn Compass Greater NY, LLC

  93 Haights Cross Rd, Chappaqua, NY 10514
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  $455,000 Sold May 08, 2025

  • 814 Sq Ft
  • $559/SF
  • 44 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1984

  150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514

  Chappaqua Commons Complex. Location. Location. Location. End-Unit with open floor plan in the heart of Chappaqua! Move right in! Totally renovated and very spacious filled with natural lighting. Impeccable 1 Bedroom with double built-in California closets, 1 updated bath with custom built-in cabinetry and radiant floor heating, modern, updated kitchen with granite countertops and under cabinets

  Alicja Bohmrich Houlihan Lawrence Inc.

  150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514
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  Est $2,905,595 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 6,634 Sq Ft

  5 West Way, Chappaqua, NY 10514

  5 West Way, Chappaqua, NY 10514
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  /46

  $1,150,000

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  124 Seven Bridges Rd, Chappaqua, NY 10514

  This beautiful Chappaqua house sits on 3.25 acres surrounded by formal gardens and woods. Designed by the renowned Westchester architect James Renwick Thomson in the 30's, this home seamlessly incorporates both elements of formal sophistication along with more casual charm. It is a one-of-a-kind gem, containing Palladian windows, vaulted ceiling, custom wood work, bay windows, Dutch doors,

  Douglas Dill Houlihan Lawrence Inc.

  124 Seven Bridges Rd, Chappaqua, NY 10514
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  $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
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  Est $2,131,181 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 6,444 Sq Ft

  1 Green Ln, Chappaqua, NY 10514

  1 Green Ln, Chappaqua, NY 10514
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  /48

  $3,499,999

  • 4 Beds
  • 7 Baths
  • 7,305 Sq Ft

  5 Briarcliff Rd, Chappaqua, NY 10514

  This distinguished 7,300-square-foot Colonial residence, constructed in 2007, is ideally situated on a level, professionally landscaped property, offering a rare blend of timeless architectural elegance and modern luxury. Meticulously designed and impeccably maintained, this exceptional home features four en-suite bedrooms with space for a fifth , a spacious bonus room/office, and a thoughtfully

  Sari Shaw Compass Greater NY, LLC

  5 Briarcliff Rd, Chappaqua, NY 10514
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  $1,150,000 Sold May 06, 2025

  • 1,922 Sq Ft
  • $598/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1937

  44 Wynnewood Rd, Chappaqua, NY 10514

  Discover your dream home in Chappaqua! Located less than 1 mile from town and train, yet a tranquil retreat surrounded by mature trees on a quiet road. This light filled cape offers the charm and warmth of the 30's with modern conveniences including a fabulous new kitchen with stainless Bosch appliances. The house features exposed white beamed ceilings and wood floors throughout.The floor plan

  Barbara Pagliuca Houlihan Lawrence Inc.

  44 Wynnewood Rd, Chappaqua, NY 10514
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  Est $3,168,680 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 6,165 Sq Ft

  11 Green Ln, Chappaqua, NY 10514

  11 Green Ln, Chappaqua, NY 10514
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  /30

  $1,265,000

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft

  26 Mayberry Rd, Chappaqua, NY 10514

  Welcome to 26 Mayberry Road, a charming and spacious 5-bedroom expanded ranch-style home on a quiet cul-de-sac street in the Chappaqua school district. Set on a private, landscaped acre, this home offers scenic views from the elevated deck and large stone patio just off the walkout lower level. The main floor features a versatile and inviting layout with formal living and dining rooms, a kitchen

  Edward Holmes William Raveis-New York, LLC

  26 Mayberry Rd, Chappaqua, NY 10514
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  $2,475,000 Sold May 06, 2025

  • 4,974 Sq Ft
  • $498/SF
  • 8 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1986

  27 Neustadt Ln, Chappaqua, NY 10514

  Nestled on a private, picturesque lot in one of Chappaqua's most sought-after cul de sac neighborhoods, this stunning home offers a unique blend of rustic charm and modern luxury. This meticulous Peter Smith designed residence is reminiscent of a classic barn, with floor to ceiling windows and abundance of natural light, enhanced by brand new Marvin windows. Soaring ceilings, exposed beams, and

  Joanne Milch William Raveis-New York, LLC

  27 Neustadt Ln, Chappaqua, NY 10514
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  Est $1,507,320 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,291 Sq Ft

  55 Shadow Brook Pkwy, Chappaqua, NY 10514

  55 Shadow Brook Pkwy, Chappaqua, NY 10514
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  /40

  $1,199,000

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  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
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  $1,620,000 Sold May 05, 2025

  • 2,830 Sq Ft
  • $572/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1934

  24 Marcourt Dr, Chappaqua, NY 10514

  Vintage 4-bedroom stone and shingle colonial home showcasing original finishes and modern renovations. This home is located in the Dodge Farms neighborhood of Chappaqua, close to town and the railroad station, situated on 1 level acre of private property with an inground saltwater pool. Inside a traditional floor plan with hardwood floors, the main level with a renovated eat-in kitchen equipped

  Edward Holmes William Raveis-New York, LLC

  24 Marcourt Dr, Chappaqua, NY 10514
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  Est $2,477,038 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 3,971 Sq Ft

  69 High Way, Chappaqua, NY 10514

  69 High Way, Chappaqua, NY 10514
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  /50

  $1,979,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 4.5 Baths
  • 4,543 Sq Ft

  56 Annandale Rd, Chappaqua, NY 10514

  Welcome to 56 Annandale Road – a sleek & sophisticated Contemporary Colonial tucked into the prestigious Lawrence Farms East enclave, with panoramic views of the Mount Kisco Country Club’s fairways & pool. This rare offering delivers a perfect blend of privacy, style, & convenience in one of Westchester’s most sought-after communities. Set on almost an acre & a half of beautifully landscaped

  Michael Levy eXp Realty

  56 Annandale Rd, Chappaqua, NY 10514
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  $899,000 Sold Apr 30, 2025

  • 2,114 Sq Ft
  • $425/SF
  • 84 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1953

  595 Quaker Rd, Chappaqua, NY 10514

  Experience sophisticated styling and value with this charming Mid-Century Modern home, thoughtfully set on a private, wooded lot with mature trees and original stone walls. Step inside to a living room that boasts a vaulted, wood-beamed ceiling and a grand brick fireplace, perfect for cozy gatherings. Beautiful hardwood floors and period wainscoting preserve the home's authentic architectural

  Brendan Preston Houlihan Lawrence Inc.

  595 Quaker Rd, Chappaqua, NY 10514
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  Est $1,813,738 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,556 Sq Ft

  40 High Way, Chappaqua, NY 10514

  40 High Way, Chappaqua, NY 10514
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  /38

  $3,150,000

  • 5 Beds
  • 9 Baths
  • 8,775 Sq Ft

  70 Haights Cross Rd, Chappaqua, NY 10514

  Welcome to 70 Haights Cross, a stunning turn-key 5 bedroom, 7.2 bath colonial designed by noted architect Tasos Kokoris. Located in a coveted neighborhood, this home is set on 2 plus private professionally landscaped acres with a Gunite pool with waterfall and jacuzzi. The heart of the home lies in the gourmet kitchen featuring a Wolf-6-burner range, warming and fridge drawer, 2 Bosch dishwashers

  Wendy Nolan Houlihan Lawrence Inc.

  70 Haights Cross Rd, Chappaqua, NY 10514
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  $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
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  Est $605,541 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,563 Sq Ft

  379 N Greeley Ave Unit 40A, Chappaqua, NY 10514

  379 N Greeley Ave Unit 40A, Chappaqua, NY 10514
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  /41

  $2,300,000

  • 5 Beds
  • 4.5 Baths
  • 5,183 Sq Ft

  3 Boulder Trail, Chappaqua, NY 10514

  Turn-key, custom-built 5-bedroom center-hall colonial in Chappaqua’s desirable Hardscrabble Lake community. First floor includes an open floor plan between the updated kitchen and family room with wood-burning fireplace and sliders to the oversized, new Trex deck, a large living room with french doors to the library with access to the deck, formal dining room, powder room, mudroom and door to

  Nancy Strong Douglas Elliman Real Estate

  3 Boulder Trail, Chappaqua, NY 10514
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  $1,545,000 Sold Apr 21, 2025

  • 2,762 Sq Ft
  • $559/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1940

  41 Deepwood Dr, Chappaqua, NY 10514

  Nestled on nearly three-quarters of an acre, this beautiful and well-maintained Colonial offers natural light, privacy, and a welcoming atmosphere.The entry foyer leads to a spacious living room with built-ins and a wood-burning fireplace, flowing to a sun-drenched family room with French doors opening to lush grounds.The dining room features custom moldings and expansive windows. The kitchen

  Carol Marrone Christie's Int. Real Estate

  41 Deepwood Dr, Chappaqua, NY 10514
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  Est $492,464 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,140 Sq Ft

  373 N Greeley Ave, Chappaqua, NY 10514

  373 N Greeley Ave, Chappaqua, NY 10514
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  /29

  $1,079,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 2,300 Sq Ft

  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
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  $1,632,000 Sold Apr 21, 2025

  • 3,211 Sq Ft
  • $508/SF
  • 14 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1963

  81 Cross Ridge Rd, Chappaqua, NY 10514

  This meticulously maintained 4 bedroom/ 3 bathroom ranch/split home on a usable and beautifully landscaped 1.05 acre underwent a major renovation in 2016 which included a fully updated kitchen with high-end appliances including 42"Sub-Zero refrigerator, 6 burner Wolf cooktop w/ custom vent, Wolf convection/steam wall oven, Bosch dishwasher, Sharp microwave drawer, custom cabinets, large center

  Pamela Akin Douglas Elliman Real Estate

  81 Cross Ridge Rd, Chappaqua, NY 10514
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  Est $423,341 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,008 Sq Ft

  370 N Greeley Ave, Chappaqua, NY 10514

  370 N Greeley Ave, Chappaqua, NY 10514
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  /47

  $1,950,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,531 Sq Ft

  33 North Way, Chappaqua, NY 10514

  Life's a breeze in this elegant, Hamptons-esque Cape Cod set on 2.67 verdant acres with sparkling, heated, gunite, in-ground pool within prestigious Lawrence Farms South. A towering flagpole stands sentry in the impressive stone walled circular drive. The cedar shingle residence exudes charm from the moment you enter and has a great layout for entertaining. A welcoming entry immediately

  Stacy Levey William Raveis-New York, LLC

  33 North Way, Chappaqua, NY 10514
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  $1,920,000 Sold Apr 21, 2025

  • 4,145 Sq Ft
  • $463/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1959

  22 Valley Ln, Chappaqua, NY 10514

  Discover this stylish and chic multi-level home in a highly sought-after Chappaqua neighborhood. Boasting a flexible floor plan, it's perfect for working from home, entertaining, and more. Featuring high-end finishes throughout, it truly impresses with a fully renovated Bilotta kitchen equipped with top-of-the-line stainless steel appliances and a stunning primary bath renovation completed in

  Sari Shaw Compass Greater NY, LLC

  22 Valley Ln, Chappaqua, NY 10514
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  Est $622,414 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,618 Sq Ft

  328 N Greeley Ave Unit 14C2, Chappaqua, NY 10514

  328 N Greeley Ave Unit 14C2, Chappaqua, NY 10514
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  /32

  $999,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,313 Sq Ft

  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
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  $1,410,000 Sold Apr 15, 2025

  • 2,543 Sq Ft
  • $554/SF
  • 13 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1950

  12 Seven Bridges Rd, Chappaqua, NY 10514

  Welcome to Gambrel Glen a meticulously renovated Dutch Colonial where storybook charm meets modern luxury. Nestled on over 1.28 acres of park-like, bucolic grounds bordered by protected land. Step inside and be greeted by a home bathed in natural light, accented by elegant, recessed lighting that highlights every thoughtfully designed detail. The expansive 2,543 square feet of living space

  Brendan Preston Houlihan Lawrence Inc.

  12 Seven Bridges Rd, Chappaqua, NY 10514
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  Est $516,944 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,226 Sq Ft

  301 N Greeley Ave, Chappaqua, NY 10514

  301 N Greeley Ave, Chappaqua, NY 10514
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  /31

  $1,200,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  29 Begg Dr, Chappaqua, NY 10514

  Welcome to 29 Begg Drive, a meticulously-maintained gem in Chappaqua! This serene property features an open floor plan with hardwood floors, charming traditional architectural features, and numerous upgrades. The sunlit first floor features a kitchen with a large picture window, a living room area, and a dining area. An attached screened-in porch, which overlooks the yard and connects to a large

  Wendy Nolan Houlihan Lawrence Inc.

  29 Begg Dr, Chappaqua, NY 10514

Showing Results 121 - 160, Page 4 of 18