New Castle, NY Homes

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  /44

  $899,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  16 Garey Dr, Chappaqua, NY 10514

  Step into a beautifully refreshed Chappaqua residence. This inviting home boasts stunning wooded views, creating a serene and tranquil atmosphere. The thoughtfully designed layout flows seamlessly, connecting a spacious formal living room, an elegant dining area, and a bright, eat-in kitchen. From the kitchen, step out onto a large deck, perfect for alfresco dining and entertaining amidst the

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (914) 303-7715

  16 Garey Dr, Chappaqua, NY 10514
• 

  

  

  /25

  $2,400 - $6,700 per month

  Chappaqua Crossing Apartments

  1-3 Beds

  480 Bedford Rd, Chappaqua, NY 10514

  Wilder Balter Partners, Inc., Hudson valley's premier developer of luxury homes has written a new chapter for the iconic reader's digest building. The four-story structure has undergone an unprecedented renovation, and the finished product embraces the nostalgia of the old media empire's headquarters with the extravagance of contemporary housing. Chappaqua Crossing Apts is now open! Please call

  480 Bedford Rd, Chappaqua, NY 10514
• 

  $2,260,000 Sold May 02, 2025

  • 5,376 Sq Ft
  • $420/SF
  • 43 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2006

  8 Kitchel Rd, Mount Kisco, NY 10549

  Welcome to this exceptional 4-bedroom residence in the heart of Chappaqua, nestled within the sought-after Lawrence Farms East neighborhood. This beautifully renovated home perfectly balances modern elegance and comfort, making it a true gem in the Chappaqua school district. As you enter, you'll be captivated by the grand foyer, showcasing a striking staircase and soaring cathedral ceilings that

  Cindy Glynn Compass Greater NY, LLC

  8 Kitchel Rd, Mount Kisco, NY 10549
• 

  Est $667,879 Not Listed For Sale

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

  36 Ledgewood Commons, Millwood, NY 10546

  36 Ledgewood Commons, Millwood, NY 10546
• 

  

  

  /41

  $925,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,684 Sq Ft

  21 Vails Ln, Ossining, NY 10562

  Discover the perfect blend of elegance and comfort in this stunning 5-bed, 3.5-bath colonial home situated on 1 acre with a pool, circular driveway, in the vibrant town of Ossining.Step inside through the formal entry into an oversized living room, bathed in abundant natural light and featuring gleaming hardwood floors. Entertain in the formal dining room, which boasts sliders leading out to an

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (914) 829-3451

  21 Vails Ln, Ossining, NY 10562
• 

  

  /36

  $8,000 per month

  • 7 Beds
  • 3.5 Baths
  • 4,229 Sq Ft
  • House for Rent

  15 Inningwood Rd, Ossining, NY 10562

  Country living just 45 minutes from NYC! Nestled on a picturesque 5+ acre estate, 15 Inningwood Road is the one-of-a-kind Maplehurst Farm that seamlessly blends peaceful living with equestrian amenities. This stunning property offers a custom-built 50'x20' heated in-ground pool, a well-appointed horse barn with 6 stalls, 5 with their own spacious paddocks, and an impressive 80'x115' riding arena,

  Nicole Biello Compass Greater NY, LLC

  15 Inningwood Rd, Ossining, NY 10562
• 

  $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
• 

  Not Listed For Sale

  • 4 Beds

  767 King St, Chappaqua, NY 10514

  767 King St, Chappaqua, NY 10514
• 

  

  /25

  $1,599,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 3,587 Sq Ft

  3 Sunset Dr, Chappaqua, NY 10514

  Welcome to your beautifully maintained 4-bedroom Colonial at 3 Sunset Drive in the heart of Chappaqua! This charming home boasts 3.5 bathrooms and offers a spacious 3,587 square feet of living space. Step inside to find oak wood flooring throughout and a wood-paneled home office, perfect for working from home. Large windows fill the space with natural light, creating a warm and inviting

  Debra Goldenberg Compass Greater NY, LLC

  3 Sunset Dr, Chappaqua, NY 10514
• 

  

  /8

  $3,250 per month

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

  138 Deer Run Unit 138, Chappaqua, NY 10514

  End Unit, Bright and Airy, No steps ,One bedroom, one bath (double sinks), formal dining room/den, one extra murphy bed, garden style condo with patio. washer, dryer in unit. New dishwasher, New stove, Walking distance to train station. 50 minutes to arrive at Grand Central station. Club house (swimming pool, tennis court, fitness room, sauna, social room), central air and heating. One assigned

  138 Deer Run Unit 138, 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
• 

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,280 Sq Ft

  9 McKesson Hill Rd, Chappaqua, NY 10514

  9 McKesson Hill Rd, Chappaqua, NY 10514
• 

  

  /43

  $1,799,000

  • 3 Beds
  • 3.5 Baths
  • 3,176 Sq Ft

  1 West Place, Chappaqua, NY 10514

  Welcome to this meticulously maintained home nestled in the heart of Hillholme, an idyllic and sought after neighborhood minutes to Chappaqua town, train and schools. Thoughtfully expanded by noted architect Carol Kurth, this spectacular three bedroom home (lives like a five bedroom), exudes timeless elegance with superior quality throughout. The first floor boasts an expanded foyer, formal

  Jennifer Harris Compass Greater NY, LLC

  1 West Place, Chappaqua, NY 10514
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  /32

  $28,000 per month

  • 5 Beds
  • 9 Baths
  • 8,519 Sq Ft
  • House for Rent

  218 Croton Ave, Mount Kisco, NY 10549

  The perfect combination of casual family living and resort-style amenities, this newly renovated colonial sits on over five private acres, just 45 minutes from NYC in the top-rated Chappaqua school district. The backyard rivals a Four Seasons resort with its stunning pool, spa, fire pit, Lynx outdoor kitchen, putting green, and lush landscaping. Inside, this 2023-renovated home is a masterpiece

  Angela Kessel Houlihan Lawrence Inc.

  218 Croton Ave, Mount Kisco, NY 10549
• 

  $980,000 Sold Apr 25, 2025

  • 3,412 Sq Ft
  • $287/SF
  • 64 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1988

  24 Overbrook Dr, Millwood, NY 10546

  Luxury living in Cornell Woods in Millwood, NY with Chappaqua Schools. Pristine single family colonial home offering easy living with a wonderful open layout. Welcoming you with modern interiors, freshly painted neutral colored walls, hardwood floors all through out the home. The living, dining and family rooms boast 12ft ceilings with large palladium windows that makes it bright and sunny all

  Christine Ricci Keller Williams NY Realty

  24 Overbrook Dr, Millwood, NY 10546
• 

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,427 Sq Ft

  16 Maria Ln, Ossining, NY 10562

  16 Maria Ln, Ossining, NY 10562
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  /36

  $1,695,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 4,233 Sq Ft

  14 Laurel Ln, Chappaqua, NY 10514

  Welcome to your own private oasis. This contemporary 3-bedroom home sits on 2 serene acres at the end of a quiet cul-de-sac and offers 4,200 sq ft of beautifully designed living space. With clean lines, open floor plans, and oversized windows, the home is filled with natural light and calming views of the surrounding landscape from virtually every room of the home. Designed for both productivity

  Maura Mcspedon William Raveis Real Estate

  14 Laurel Ln, Chappaqua, NY 10514
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  /32

  $11,000 per month

  • 6 Beds
  • 4.5 Baths
  • 4,039 Sq Ft
  • House for Rent

  68 Spruce Ln S, Chappaqua, NY 10514

  A fully-furnished, lovingly maintained colonial home for rent in the heart of Chappaqua! A commuter's dream: only minutes to town, train, library, shops, and everything downtown Chappaqua has to offer. This spacious home is available for a one-year term, July 2025-2026. Featuring an updated kitchen, plentiful rooms with natural light, beautiful land with two patio/entertaining areas, a carriage

  Wendy Nolan Houlihan Lawrence Inc.

  68 Spruce Ln S, Chappaqua, NY 10514
• 

  $1,781,018 Sold Apr 25, 2025

  • 4,102 Sq Ft
  • $434/SF
  • 7 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1982

  83 Indian Hill Rd, Mount Kisco, NY 10549

  Chappaqua schools, cul-de-sac community convenient to Chapp town/train, Deciccos/MIllwood Shopping Center & Mt Kisco Village. Quintessential CH colonial w high ceilings, gleaming wood floors, flooded w light, nestled on 3+ acres w flat, private backyard. 4 bedrooms including primary suite w large walk-in & en-suite full bath, 3 addt'l BR's & an updated hall bath. Main level features center hall

  Sena Baron William Raveis-New York, LLC

  83 Indian Hill Rd, Mount Kisco, NY 10549
• 

  Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 3,853 Sq Ft

  229 Pinesbridge Rd, Ossining, NY 10562

  229 Pinesbridge Rd, Ossining, NY 10562
• 

  

  /7

  $1,658,995 Open Sat 11AM - 1PM

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

  11 Wallace Way Unit 18, Chappaqua, NY 10514

  To be Built! Spring 2025 move-in. 3485 square feet ! Still time to personalize interior finishes at our luxury Design Studio. Final building for sale at Chappaqua Crossing! A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor gas fireplace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this

  Andrea Martone Houlihan Lawrence Inc.

  11 Wallace Way Unit 18, Chappaqua, NY 10514
• 

  

  /43

  $12,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,353 Sq Ft
  • Townhouse for Rent

  1 Dewitt Dr, Chappaqua, NY 10514

  Welcome to an exceptional townhome located in the vibrant heart of one of Westchester’s most sought-after communities. This sophisticated residence offers an elevated lifestyle with three spacious bedrooms, two versatile offices or dens, a large finished basement, and a stylish loft featuring a built-in wet bar. Step outside to a private rooftop terrace, thoughtfully designed with a built-in

  Suzan Zeolla Houlihan Lawrence Inc.

  1 Dewitt Dr, Chappaqua, NY 10514
• 

  $1,505,000 Sold Apr 22, 2025

  • 3,037 Sq Ft
  • $496/SF
  • 10 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 1998

  40 Weavers Hill, Mount Kisco, NY 10549

  Welcome to 40 Weavers Hill, a stunning, renovated home with top of the line appointments, in the highly desirable Riverwoods Community in the esteemed Chappaqua School District. This beautifully renovated two-bedroom unit, which offers the space and versatility of three or four bedrooms, is just a short walk from the community’s indoor and outdoor pools, clubhouse, tennis and pickleball courts!

  Cindy Glynn Compass Greater NY, LLC

  40 Weavers Hill, Mount Kisco, NY 10549
• 

  Not Listed For Sale

  • 8 Beds
  • 8 Baths
  • 5,337 Sq Ft

  51 Pinesbridge Rd, Ossining, NY 10562

  51 Pinesbridge Rd, Ossining, NY 10562
• 

  

  /9

  $1,679,995 Open Sat 11AM - 1PM

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft

  10 Carriage Ln Unit 85, Chappaqua, NY 10514

  Home Under construction! Move-in by Summer 2025' 3269 square feet ! As you enter the Greeley Newhaven, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. The spacious kitchen and great room provide the ideal space for entertaining. The casual dining area provides the perfect space for entertaining guests with easy access to the kitchen. The

  Andrea Martone Houlihan Lawrence Inc.

  10 Carriage Ln Unit 85, Chappaqua, NY 10514
• 

  

  /27

  $5,200 per month

  • 2 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • House for Rent

  630 Quaker Rd, Chappaqua, NY 10514

  Nature at your doorstep. Beautiful with mature trees, a large level lawn, stone walls, stone walkway and patio set on 0.5 acre of land. This spacious 2 bedroom plus Den/Office/3rd bedroom 3 full baths Expanded Ranch has it all. A large entry foyer with two coat closets, elegant living room with fireplace, custom mantle plus built-in book shelves with French doors opens to sun porch and

  Alicja Bohmrich Houlihan Lawrence Inc.

  630 Quaker Rd, Chappaqua, NY 10514
• 

  $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
• 

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,644 Sq Ft

  130 Pinesbridge Rd, Ossining, NY 10562

  130 Pinesbridge Rd, Ossining, NY 10562
• 

  

  /37

  $1,395,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 2,344 Sq Ft

  5 Shingle House Rd, Millwood, NY 10546

  Retreat into a world of elegance and charm in this Enchanted Storybook Cottage. Privately sited down a long private drive on 3.2 maturely landscaped acres, sits this whimsical craftsman style home. The well maintained impressive interior features elegant tile, wide plank wood flooring, pocket doors, archways, hand hewn beams and 2 magnificent stone fireplaces. The oversized kitchen is a chef's

  Amber Thomas Compass Greater NY, LLC

  5 Shingle House Rd, Millwood, NY 10546
• 

  

  /23

  $5,000 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
• 

  $1,632,000 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
• 

  Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,115 Sq Ft

  83 Kipp St, Chappaqua, NY 10514

  83 Kipp St, Chappaqua, NY 10514
• 

  

  /37

  $1,375,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 3,230 Sq Ft

  23 Round Hill Rd, Chappaqua, NY 10514

  Welcome to 23 Round Hill Road, a picture-perfect, timeless, Center Hall Colonial on a premier street just minutes from Chappaqua schools, train station, & a variety of restaurants, shops & grocery stores (including Whole Foods & Starbucks), a prime location for convenience & lifestyle. Set on a beautifully landscaped property, this home exudes classic appeal. As you step through double front

  Michael Levy eXp Realty

  23 Round Hill Rd, Chappaqua, NY 10514
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  /32

  $4,980 per month

  • 2 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • Condo for Rent

  30 Fawn Ridge Unit 30B, Millwood, NY 10546

  Welcome to 30 Fawn Ridge, located in the sought-after Pheasant Run Complex. This updated, move-in-ready unit is situated in the award-winning Chappaqua school district. Freshly painted Town House offers a large two-bedroom, two-and-half bath. Mordern updated kitchen with granite counter top, hardwood floors throughout, and custom moldings. A basement includes a playroom, laundry, and storage.

  Hiralben Trivedi Compass Greater NY, LLC

  30 Fawn Ridge Unit 30B, Millwood, NY 10546
• 

  $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
• 

  Est $1,603,399 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,045 Sq Ft

  55 Cowdin Cir, Chappaqua, NY 10514

  55 Cowdin Cir, Chappaqua, NY 10514
• 

  

  /20

  $1,629,995 Open Sat 11AM - 1PM

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

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514

  As you enter this END UNIT Millwood Elite Fairview, 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 for relaxation with its cozy fireplace and ample natural light. The appealing primary bedroom suite boasts a lavish bath and ample

  Andrea Martone Houlihan Lawrence Inc.

  6 Dewitt Dr Unit 65, 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
• 

  $1,509,000 Sold Apr 17, 2025

  • 3,406 Sq Ft
  • $443/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1930

  43 Shingle House Rd, Millwood, NY 10546

  Old world charm meets sophisticated elegance in this stunning one of a kind Tudor that lives like a 4 bedroom. Originally built in 1930, this fully renovated home beautifully integrates historic features with modern finishes. Step inside to a breathtaking double-height entryway with wraparound staircase. Curl up at the window seat in the living room where subtle design elements honor the home's

  Jill Urban Compass Greater NY, LLC

  43 Shingle House Rd, Millwood, NY 10546
• 

  Est $1,610,158 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,402 Sq Ft

  515 Bedford Rd, Chappaqua, NY 10514

  515 Bedford Rd, Chappaqua, NY 10514

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