6,495

New Castle, NY Homes

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  • /35

    $1,350,000

    $200K PRICE DROP Pending
    • 6 Beds
    • 4 Baths
    • 5,034 Sq Ft

    62 Taconic Rd, Millwood, NY 10546

    MOTIVATED SELLER! PRICE REDUCED! Welcome to this spacious, peaceful, and impeccably maintained 6-bedroom, 4-bathroom home with tennis court and pool in the highly sought-after Chappaqua School District (Millwood). This home offers 5,034 sq ft of move-in ready living space on a scenic and private 2-acre lot. The large rooms and easy layout provide the perfect canvas to create your dream home

    Agent Photo

    Hillary Landau

    Compass Greater NY, LLC

    (914) 996-2889

    62 Taconic Rd, Millwood, NY 10546
  • /25

    Starting at $3,237 Per Month

    • 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

    Chappaqua Crossing Apartments

    (914) 340-5070

    480 Bedford Rd, Chappaqua, NY 10514
  • 36 Pond Hill Rd, Chappaqua, NY 10514

    $1,600,000

    Sold Feb 27, 2026

    36 Pond Hill Rd, Chappaqua, NY 10514

    • 3 Beds
    • 3.5 Baths
    • 2,866 Sq Ft
    • Built 1952

    Last Sold Summary

    • 23% Above List Price
    • $558/SF
    • 11 Days On Market

    Current Estimated Value $1,587,630

    Last Listing Agent Danae Richards William Raveis-New York, LLC

    36 Pond Hill Rd, Chappaqua, NY 10514
  • /49

    $3,500,000

    • 10 Beds
    • 5.5 Baths
    • 8,881 Sq Ft

    335 Croton Dam Rd, Ossining, NY 10562

    Hidden behind a storybook cobblestone drive and set across 45 breathtaking acres in the heart of the Hudson Valley, this extraordinary 1932 Tudor estate is the kind of property that rarely comes to market - a true legacy compound offering cinematic beauty, complete privacy, and effortless access to Manhattan. For the city buyer dreaming of a refined countryside escape without sacrificing

    Agent Photo

    Hillary Landau

    Compass Greater NY, LLC

    (914) 306-8969

    335 Croton Dam Rd, Ossining, NY 10562
  • /67

    $5,250

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 2,950 Sq Ft
    • House for Rent

    275 Croton Dam Rd Unit 275 Croton Dam Rd (Main House), Ossining, NY 10562

    This beautifully maintained 2017 stand-alone modern home offers privacy, space, and upscale living on just under an acre of level property. Featuring 4 bedrooms and 3 full bathrooms across 2,950 square feet, the home is thoughtfully designed with hardwood floors and an open-concept main level ideal for both everyday living and entertaining.The expansive living room flows seamlessly into a

    275 Croton Dam Rd Unit 275 Croton Dam Rd (Main House), Ossining, NY 10562
  • 70 Haights Cross Rd, Chappaqua, NY 10514

    $2,825,000

    Sold Dec 15, 2025

    70 Haights Cross Rd, Chappaqua, NY 10514

    • 5 Beds
    • 9 Baths
    • 8,775 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $322/SF
    • 159 Days On Market

    Current Estimated Value $3,059,209

    Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

    70 Haights Cross Rd, Chappaqua, NY 10514
  • /21

    $510,000

    Pending
    • 1 Bed
    • 1.5 Baths
    • 1,207 Sq Ft

    368 N Greeley Ave Unit 34G, Chappaqua, NY 10514

    Welcome to Chestnut Oaks, a sought-after condominium community just moments from downtown Chappaqua. This sun-filled 1-bedroom plus loft and den residence offers 5 well-designed rooms, 1.1 updated baths, and a flexible layout ideal for today’s living. The inviting entry hall features tile flooring and a generous closet, leading to an updated powder room accented by a charming octagonal window and

    Agent Photo

    Donna McKenna Edlund

    Coldwell Banker Realty

    (914) 537-3558

    368 N Greeley Ave Unit 34G, Chappaqua, NY 10514
  • /19

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Townhouse for Rent

    311 N Greeley Ave Unit 6A, Chappaqua, NY 10514

    Bright contemporary 2-bedroom and 2-bathroom townhouse in desirable Chestnut Oaks. Enter through the foyer to the eat-in kitchen featuring a counter and stainless steel appliances. The formal dining area overlooks the sun-filled living room with vaulted ceilings, a wood-burning fireplace, and a sliding door to a patio and fabulous yard. Upstairs, you will find a bedroom and a full bath. Off the

    Nargis Rakhmatova Compass Greater NY, LLC

    311 N Greeley Ave Unit 6A, Chappaqua, NY 10514
  • 149 King St Unit 4, Chappaqua, NY 10514

    $805,000

    Sold Nov 21, 2025

    149 King St Unit 4, Chappaqua, NY 10514

    • 2 Beds
    • 2.5 Baths
    • 1,767 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $456/SF
    • 105 Days On Market

    Last Listing Agent Nancy Jones Julia B Fee Sothebys Int. Rlty

    149 King St Unit 4, Chappaqua, NY 10514
  • /36

    $1,975,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 4,166 Sq Ft

    111 Prospect Dr, Chappaqua, NY 10514

    Exquisite architectural design, timeless charm & luxurious modern amenities merge effortlessly in this elegant Colonial in the heart of Chappaqua. C.1902 & superbly upgraded and meticulously maintained, the home offers an open, sun-bathed interior w/hardwood floors, high ceilings, abundant built-ins, extensive millwork and a quintessential porch - sure to please the most discerning buyers! The

    Agent Photo

    Usha Subramaniam

    Compass Greater NY, LLC

    (914) 977-0609

    111 Prospect Dr, Chappaqua, NY 10514
  • /30

    $11,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,202 Sq Ft
    • Modern Farmhouse 3 Bedroom 3.5 Barhroom

    1111 Hardscrabble Rd, Chappaqua, NY 10514

    Modern Farmhouse - Prime Location! Experience luxury living in this newly constructed custom-built modern farmhouse, Mere minutes from downtown Chappaqua and the train station. Situated on a beautiful flat yard, this meticulously crafted home offers the epitome of comfort and style.Key Features:- Spacious first-floor bedroom, providing luxurious comfort and convenience.-

    1111 Hardscrabble Rd, Chappaqua, NY 10514
  • 22 Mountain Peak Rd, Chappaqua, NY 10514

    $1,850,000

    Sold Jul 15, 2025

    22 Mountain Peak Rd, Chappaqua, NY 10514

    • 5 Beds
    • 4.5 Baths
    • 4,419 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Above List Price
    • $419/SF
    • 17 Days On Market

    Current Estimated Value $1,986,892

    Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

    22 Mountain Peak Rd, Chappaqua, NY 10514
  • /23

    $999,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,581 Sq Ft

    10 Horseshoe Rd, Mount Kisco, NY 10549

    Set on an acre in the desirable Rolling Fields neighborhood and located within the highly sought-after Chappaqua School District, this well maintained home offers comfortable living with a flexible layout that lives larger than its 3-bedroom configuration. Updated in 2013 with, new roof, new mechanicals, kitchen and bath renovation. The main level features an inviting kitchen with stainless steel

    Agent Photo

    Deena Bouchier

    Compass Greater NY, LLC

    (914) 685-6242

    10 Horseshoe Rd, Mount Kisco, NY 10549
  • /12

    $3,495 Per Month

    • 1 Bed
    • 1.5 Baths
    • 957 Sq Ft
    • Apartment for Rent

    480 Bedford Rd Unit 110, Chappaqua, NY 10514

    Stunning 1 loft Bedroom, 1.5 baths apartment the Chappaqua Crossing Community. Two landscaped interior courtyards. On-site walking trail. Resident superintendent and on-site property management. Outdoor playground area, Large gym and separate exercise room, Two laundry rooms, Beautiful club/multi-purpose room, including kitchenette. Elegant reading library with dramatic views. The apartment

    Donna Lee Blais Northridge Realty

    480 Bedford Rd Unit 110, Chappaqua, NY 10514
  • 22 Daly Cross Rd, Mount Kisco, NY 10549

    $792,500

    Sold Dec 23, 2025

    22 Daly Cross Rd, Mount Kisco, NY 10549

    • 3 Beds
    • 1.5 Baths
    • 1,457 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Below List Price
    • $544/SF
    • 90 Days On Market

    Current Estimated Value $823,819

    Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

    22 Daly Cross Rd, Mount Kisco, NY 10549
  • /46

    $1,095,000

    $105K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,867 Sq Ft

    27 Allapartus Cir, Ossining, NY 10562

    This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning

    Agent Photo

    Mary Stetson

    Stetson Real Estate

    (914) 685-6022

    27 Allapartus Cir, Ossining, NY 10562
  • /44

    $10,000 Per Month

    • 3 Beds
    • 4 Baths
    • 3,320 Sq Ft
    • Stunning Updated Home with Private Pond Views in Chappaqua

    8 Granite Rd, Chappaqua, NY 10514

    Nestled on a beautifully landscaped property, this exceptional home offers the perfect blend of tranquility and convenience. Featuring an airy open-concept layout across three levels, the residence is filled with natural light and scenic views throughout.The beautifully renovated eat-in kitchen and dining area include radiant heated floors and flow into the spacious living room, where

    8 Granite Rd, Chappaqua, NY 10514
  • 415 Sarles St, Mount Kisco, NY 10549

    $2,200,000

    Sold Jun 12, 2026

    415 Sarles St, Mount Kisco, NY 10549

    • 4 Beds
    • 2.5 Baths
    • 4,062 Sq Ft
    • Built 1990

    Last Sold Summary

    • 16% Above List Price
    • $542/SF
    • 9 Days On Market

    Current Estimated Value $1,879,386

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    415 Sarles St, Mount Kisco, NY 10549
  • /38

    $1,249,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,478 Sq Ft

    14 Aldridge Rd, Chappaqua, NY 10514

    Classic 1920 Colonial brimming with vintage charm and modern updates, ideally located on a desirable cul-de-sac just a short walk to town. This beautifully maintained 4/5-bedroom home features 2 renovated full baths plus a new powder room, a sparkling white renovated kitchen with floor to ceiling cabinetry, stainless steel appliances-Sub Zero, Miele, & Viking and a generous eat-in area with door

    Sena Baron William Raveis-New York, LLC

    14 Aldridge Rd, Chappaqua, NY 10514
  • /18

    $6,250 Per Month

    • 2 Beds
    • 1.5 Baths
    • 2,220 Sq Ft
    • House for Rent

    105 Douglas Rd, Chappaqua, NY 10514

    Set far back from the road in a private and peaceful setting, this beautifully maintained home offers exceptional flexibility in the highly sought-after Chappaqua School District, just moments to town, Metro-North train to NYC, parks, shopping, and restaurants. Offering a flexible layout with 2 legal bedrooms plus additional office and bonus spaces that can live like a 3- or 4-bedroom home, this

    Karin Kimtis Compass Greater NY, LLC

    105 Douglas Rd, Chappaqua, NY 10514
  • 17 Ledgewood Commons, Millwood, NY 10546

    $810,000

    Sold Feb 20, 2026

    17 Ledgewood Commons, Millwood, NY 10546

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Above List Price
    • $368/SF
    • 18 Days On Market

    Current Estimated Value $711,806

    Last Listing Agent Lindsay Silverman Compass Greater NY, LLC

    17 Ledgewood Commons, Millwood, NY 10546
  • /29

    $1,199,000

    • 4 Beds
    • 2.5 Baths
    • 2,207 Sq Ft

    21 Campfire Rd, Chappaqua, NY 10514

    Move right into this sparkling, beautifully updated 4-bedroom Colonial, ideally located in the highly sought-after Chappaqua School District. Blending timeless pre-war charm with modern amenities, this home offers exceptional comfort and style. Freshly painted inside and out, the home features beautiful hardwood floors, recessed lighting, a renovated kitchen, updated bathrooms, a wood burning

    Cindy Glynn Compass Greater NY, LLC

    21 Campfire Rd, Chappaqua, NY 10514
  • /12

    $6,850 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Apartment for Rent

    480 Bedford Rd Unit 401, Chappaqua, NY 10514

    Stunning 3 Bedroom, 2.5 baths with loft apartment the Chappaqua Crossing Community. Two landscaped interior courtyards. On-site walking trail. Resident superintendent and on-site property management. Outdoor playground area, Large gym and separate exercise room, Two laundry rooms, Beautiful club/multi-purpose room, including kitchenette. Elegant reading library with dramatic views. The apartment

    Donna Lee Blais Northridge Realty

    480 Bedford Rd Unit 401, Chappaqua, NY 10514
  • 428 Saw Mill River Rd, Millwood, NY 10546

    $836,900

    Sold Jul 03, 2025

    428 Saw Mill River Rd, Millwood, NY 10546

    • 3 Beds
    • 3 Baths
    • 2,338 Sq Ft
    • Built 2006

    Last Sold Summary

    • $358/SF
    • 27 Days On Market

    Current Estimated Value $893,252

    Last Listing Agent Janet Auer Coldwell Banker Realty

    428 Saw Mill River Rd, Millwood, NY 10546
  • /50

    $3,799,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 5,612 Sq Ft

    9 Deer Creek Ln, Mount Kisco, NY 10549

    Imagine a stately colonial home , four bedrooms that lives like six, gracefully set back on a rolling three acre lawn, framed by mature trees and manicured gardens. Inside, you’re greeted with intricate millwork—detailed moldings, and graceful arches that connect each room. The kitchen is a chef’s dream with custom cabinetry and a large island. A fabulous expansive three season screened in porch

    Yona Strougo Compass Greater NY, LLC

    9 Deer Creek Ln, Mount Kisco, NY 10549
  • /23

    $3,675 Per Month

    • 1 Bed
    • 1.5 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    352 N Greeley Ave, Chappaqua, NY 10514

    This spacious bi-level apartment is in Chestnut Oaks Condominium located just half a mile from the train station and downtown shops. It is bright and open with high cathedral ceiling. Kitchen, living room and powder room are on the main level, with sliding doors leading to a patio. On cold nights you will enjoy the fireplace that is decorating the llvingroom wall. On the second floor is a large

    Gabriela Kosek ERA Insite Realty Services

    352 N Greeley Ave, Chappaqua, NY 10514
  • 110 Marcourt Dr, Chappaqua, NY 10514

    $1,905,000

    Sold Jun 02, 2026

    110 Marcourt Dr, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 2,921 Sq Ft
    • Built 1961

    Last Sold Summary

    • 34% Above List Price
    • $652/SF
    • 6 Days On Market

    Current Estimated Value $1,528,759

    Last Listing Agent Stephanie Garbuio Houlihan Lawrence Inc.

    110 Marcourt Dr, Chappaqua, NY 10514
  • /39

    $1,599,000

    Pending
    • 4 Beds
    • 4 Baths
    • 3,834 Sq Ft

    20 Cardinal Place, Mount Kisco, NY 10549

    Chappaqua schools! Spacious and gracious 4-Bed/2.2-Bath Colonial commandingly set on over two lovely, landscaped acres. A herringbone brick walkway leads to a welcoming covered front porch. The great flow for entertaining begins in the living room, elegantly defined by its leaded glass windows, dentil crown molding, recessed lighting and hardwood flooring. Fit for hosting feasts or fests is the

    Stacy Levey William Raveis-New York, LLC

    20 Cardinal Place, Mount Kisco, NY 10549
  • /34

    $11,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 4,345 Sq Ft
    • House for Rent

    3 Breckenridge Rd, Chappaqua, NY 10514

    Privately set on two beautifully level acres in Chappaqua’s sought-after Whippoorwill neighborhood, this sophisticated contemporary offers exceptional light, space, and seamless indoor-outdoor living. Thoughtfully updated and impeccably maintained, the home is surrounded by tranquil natural beauty with picturesque views from nearly every room. A dramatic open floor plan is enhanced by soaring

    Bonnie Field Besner Houlihan Lawrence Inc.

    3 Breckenridge Rd, Chappaqua, NY 10514
  • 33 High Way, Chappaqua, NY 10514

    $1,465,000

    Sold Oct 01, 2025

    33 High Way, Chappaqua, NY 10514

    • 3 Beds
    • 3.5 Baths
    • 1,917 Sq Ft
    • Built 1938

    Last Sold Summary

    • 22% Above List Price
    • $764/SF
    • 11 Days On Market

    Current Estimated Value $1,537,702

    Last Listing Agent Jennifer Harris Compass Greater NY, LLC

    33 High Way, Chappaqua, NY 10514

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