6,508

Westchester, NY Homes

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  • 180 Millwood Rd, Chappaqua, NY 10514
    180 Millwood Rd, Chappaqua, NY 10514
    180 Millwood Rd, Chappaqua, NY 10514
    /29

    $879,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,334 Sq Ft

    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
  • 83 Indian Hill Rd, Mount Kisco, NY 10549

    $1,780,018 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
  • 19 Brandon Dr, Mount Kisco, NY 10549
    19 Brandon Dr, Mount Kisco, NY 10549
    19 Brandon Dr, Mount Kisco, NY 10549
    /27

    $1,695,000 Pending

    • 5 Beds
    • 3 Baths
    • 3,192 Sq Ft

    19 Brandon Dr, Mount Kisco, NY 10549

    Welcome to this beautifully renovated, sun-filled 5-bedroom, 3-bathroom home in the award-winning Chappaqua School District. Set on 1.54 acres, this home features a seamless open-concept layout ideal for everyday living and entertaining. The bright and well-appointed kitchen is a true highlight that features an expansive island, stainless steel appliances, and ample storage space. The kitchen

    Amy Ensign Julia B Fee Sothebys Int. Rlty

    19 Brandon Dr, Mount Kisco, NY 10549
  • 40 Weavers Hill, Mount Kisco, NY 10549

    $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
  • 42 Seven Bridges Rd, Chappaqua, NY 10514
    42 Seven Bridges Rd, Chappaqua, NY 10514
    42 Seven Bridges Rd, Chappaqua, NY 10514
    /49

    $1,799,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 4,561 Sq Ft

    42 Seven Bridges Rd, Chappaqua, NY 10514

    Featured in Westchester magazine’s “Best Places to Live 2016” as an outstanding example of a Federal style colonial residence, this one-of-a-kind classic offers architectural integrity combined w impeccable present day renovations & amenities. This 5BR/3.1Bth colonial offers center hall layout, multiple fireplaces, exposed hand hewn beamed ceilings, post & beam construction in upper level, wide

    Sena Baron William Raveis-New York, LLC

    42 Seven Bridges Rd, Chappaqua, NY 10514
  • 41 Deepwood Dr, 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
  • 25 Cardinal Place, Mount Kisco, NY 10549
    25 Cardinal Place, Mount Kisco, NY 10549
    25 Cardinal Place, Mount Kisco, NY 10549
    /47

    $2,275,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 7,412 Sq Ft

    25 Cardinal Place, Mount Kisco, NY 10549

    Graciously set on park-like property behind a gated circular drive at the end of a cul-de-sac in one of Chappaqua's premiere neighborhoods, this stunning 5+ bedroom colonial on 3 lovely park-like acres is move-in ready and offers an open floorplan. A covered porch leads to an expansive entry hall with powder room, a large formal living room with 3 exposures, adjacent to an inviting formal dining

    Sena Baron William Raveis-New York, LLC

    25 Cardinal Place, Mount Kisco, NY 10549
  • 81 Cross Ridge Rd, 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
  • 45 Crossways, Chappaqua, NY 10514
    45 Crossways, Chappaqua, NY 10514
    45 Crossways, Chappaqua, NY 10514
    /36

    $1,200,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,246 Sq Ft

    45 Crossways, Chappaqua, NY 10514

    Storybook 1930’s-era Tudor-style shingle cottage delightfully renovated & updated with all the comforts for the 21st century. Believed to be originally derived from Standard Homes Co. classic Densmore model. A welcoming entry vestibule with French door introduces a wide, front-facing living room, warmed by a stout wood-burning fireplace. Gather together in the dining room to enjoy holiday feasts

    Stacy Levey William Raveis-New York, LLC

    45 Crossways, Chappaqua, NY 10514
  • 22 Valley Ln, Chappaqua, NY 10514

    $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
  • 115 Old Roaring Brook Rd, Mount Kisco, NY 10549
    115 Old Roaring Brook Rd, Mount Kisco, NY 10549
    115 Old Roaring Brook Rd, Mount Kisco, NY 10549
    /7

    $990,000 Pending

    • Land
    • 12 Acres
    • $82,652 per Acre

    115 Old Roaring Brook Rd, Mount Kisco, NY 10549

    Open lawns and stone walls encompass this vacant property on coveted Old Roaring Brook Road offering a uniqueopportunity to create and custom build your dream home. Gated sweeping drive to private setting. The mature trees and natural gardens present a peaceful and serene environment. The existing parcel is presently a blank canvas of nature and tranquility totaling almost 12 acres. Distant

    Susan Stillman Houlihan Lawrence Inc.

    115 Old Roaring Brook Rd, Mount Kisco, NY 10549
  • 43 Shingle House Rd, Millwood, NY 10546

    $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
  • 74 Seven Bridges Rd, Chappaqua, NY 10514
    74 Seven Bridges Rd, Chappaqua, NY 10514
    74 Seven Bridges Rd, Chappaqua, NY 10514
    /26

    $989,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,018 Sq Ft

    74 Seven Bridges Rd, Chappaqua, NY 10514

    Welcome to 74 Seven Bridges Road in Chappaqua—a home that perfectly blends comfort and style.This inviting home features an open floor plan designed for effortless living and entertaining. Enter into a large foyer with a smart mud room tucked away to the side. Here you also have direct and easy access to the garage. Once inside you will appreciate the warmth and sophistication this home

    Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

    74 Seven Bridges Rd, Chappaqua, NY 10514
  • 12 Seven Bridges Rd, Chappaqua, NY 10514

    $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
  • 14 Carriage Ln Unit 87, Chappaqua, NY 10514
    14 Carriage Ln Unit 87, Chappaqua, NY 10514
    14 Carriage Ln Unit 87, Chappaqua, NY 10514
    /4

    $1,338,995 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,503 Sq Ft

    14 Carriage Ln Unit 87, Chappaqua, NY 10514

    HOME IS UNDER CONSTRUCTION- READY FOR Summer 2025 closing 2 BR Briarcliff Floorplan with primary on first floor. You can still add structural and design features to this home. This outstanding home is located in a great location facing greenspace on one side and forest views from the rooftop deck. It is located in the heart of the neighborhood where you can walk to shopping, cafes,

    Thomas Jacovino Toll Brothers Real Estate Inc.

    14 Carriage Ln Unit 87, Chappaqua, NY 10514
  • 50 Spring Valley Rd, Ossining, NY 10562

    $1,500,000 Sold Apr 15, 2025

    • 3,902 Sq Ft
    • $384/SF
    • 388 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1897

    50 Spring Valley Rd, Ossining, NY 10562

    Step into the realm of versatile real estate opportunities with this exceptional multi-dwelling property in the coveted Teatown Reservation area of New Castle! Seamlessly intertwining homeowner and investor dreams, this unique compound offers unparalleled opportunity and rich history. The centerpiece is a striking contemporary home spanning nearly 4,000 square feet, meticulously renovated in

    Michael Clemente DeSimone Real Estate

    50 Spring Valley Rd, Ossining, NY 10562
  • 14 Carriage Ln Unit 87, Chappaqua, NY 10514
    14 Carriage Ln Unit 87, Chappaqua, NY 10514
    14 Carriage Ln Unit 87, Chappaqua, NY 10514
    /5

    $1,480,995 Pending

    • 2 Beds
    • 3.5 Baths
    • 2,945 Sq Ft

    14 Carriage Ln Unit 87, Chappaqua, NY 10514

    HOME IS UNDER CONSTRUCTION- READY FOR FALL 2025 2 BR Briarcliff Floorplan with primary on first floor. A finished basement with full bath give plenty of room for everyone to enjoy. This outstanding home is located in a great location facing greenspace on one side and forest views from the rooftop deck. It is located in the heart of the neighborhood where you can walk to shopping,

    Thomas Jacovino Toll Brothers Real Estate Inc.

    14 Carriage Ln Unit 87, Chappaqua, NY 10514
  • 3 Greenridge Dr, Chappaqua, NY 10514

    $1,500,000 Sold Apr 14, 2025

    • 4,183 Sq Ft
    • $359/SF
    • 13 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1991

    3 Greenridge Dr, Chappaqua, NY 10514

    Nestled above a tranquil cul-de-sac street, this incredibly maintained, sunny, contemporary combines elegance with practicality across 2.4 private acres. The open and airy design ensures a smooth flow throughout the home.As you enter, you're welcomed by a striking vaulted entryway leading to a sunny family room with a stone fireplace, a versatile sunroom/office, and a kitchen with direct

    MaryAnn Bayer Compass Greater NY, LLC

    3 Greenridge Dr, Chappaqua, NY 10514
  • 10 North Ln, Chappaqua, NY 10514
    10 North Ln, Chappaqua, NY 10514
    10 North Ln, Chappaqua, NY 10514
    /45

    $1,250,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 3,155 Sq Ft

    10 North Ln, Chappaqua, NY 10514

    Welcome to 10 North Lane — a spacious 3-bedroom, 3-bath home offering 3,155 square feet of comfortable living in the heart of Chappaqua. Located within the highly acclaimed Chappaqua School District, this charming residence is perfectly positioned on a quiet, private dead-end street just minutes from the Taconic Parkway, shopping, and the vibrant Chappaqua town center. Enjoy a beautifully level

    Annette Cicinelli Keller Williams Realty Partner

    10 North Ln, Chappaqua, NY 10514
  • 58 Crow Hill Rd, Mount Kisco, NY 10549

    $1,160,000 Sold Apr 10, 2025

    • 2,380 Sq Ft
    • $487/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1967

    58 Crow Hill Rd, Mount Kisco, NY 10549

    This 4-bedroom center hall colonial offers spacious living areas and endless potential in the esteemed Chappaqua School District. The freshly painted interior and refinished hardwood floors enhance its charm. The home features an over-sized family room with fireplace, living room with 2nd fireplace, formal dining room, and a primary bedroom with an ensuite bath. Plus, there’s space ready for a

    Amy Singer Houlihan Lawrence Inc.

    58 Crow Hill Rd, Mount Kisco, NY 10549
  • 56 Twin Ridges Rd, Ossining, NY 10562

    $1,150,000 Sold Apr 10, 2025

    • 3,679 Sq Ft
    • $313/SF
    • 56 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1935

    56 Twin Ridges Rd, Ossining, NY 10562

    Be the first to discover this incredibly special and rare gem, a tranquil oasis of beauty and nature last on the market 26 years ago! Approx 110 feet of lakefront property with private dock on 24-acre Stillwater Lake has been the scene of professional photo shoots, and is teeming with birds, fish and local wildlife. Grab your bathing suits, kayaks, fishing gear, ice skates, or snowshoes- enjoy

    Gail Fattizzi ERA Insite Realty Services

    56 Twin Ridges Rd, Ossining, NY 10562
  • 50 North Place, Chappaqua, NY 10514

    $1,313,550 Sold Apr 07, 2025

    • 5,590 Sq Ft
    • $235/SF
    • 15 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1978

    50 North Place, Chappaqua, NY 10514

    Looking for a great opportunity? Look no more! This property has tons ofpotential and is average in living space size for the neighborhood. It islocated close to main roads with easy access to local amenities, such asshopping, banking, schools, and various eateries. Per our appraisal describe the property as a SFR (Contemporary) built in 1978. It has a GLA of approx. 5590and

    Christopher Rose REALHome Services & Solutions

    50 North Place, Chappaqua, NY 10514
  • 12 Pines Ln, Chappaqua, NY 10514

    $765,000 Sold Apr 07, 2025

    • 2,249 Sq Ft
    • $340/SF
    • 93 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1948

    12 Pines Ln, Chappaqua, NY 10514

    Delightful 1940s expanded ranch sits on a lovely 1/2 acre parcel in a super convenient location. The house interior has been freshly painted and has many recent improvements including refinished hardwood floors, a brand new 200-amp electric panel and a new roof. At the heart of the home is the living room with its high ceilings, walls of glass and fireplace. The lower level features a playroom,

    David Turner Compass Greater NY, LLC

    12 Pines 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
  • 366 Saw Mill River Rd, Millwood, NY 10546

    $655,000 Sold Apr 01, 2025

    • 1,417 Sq Ft
    • $462/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1928

    366 Saw Mill River Rd, Millwood, NY 10546

    Charming 3 bedroom Colonial in Chappaqua Schools! The interior has been freshly painted, new oil tank (December 2024), oak floors and many updates make this home move-in ready!Welcoming charming covered front porch starts the tour of this home. Light-filled living room with a fireplace as you enter adds to the charm. A spacious dining room, remodeled kitchen with side door entry and coat

    Susan Myers Nestedge Realty

    366 Saw Mill River Rd, Millwood, NY 10546

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