6,508

Westchester, NY Homes

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  • 69 Random Farms Dr, Chappaqua, NY 10514

    $1,550,000 Sold Sep 02, 2024

    • 4,506 Sq Ft
    • $344/SF
    • 14 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1992

    69 Random Farms Dr, Chappaqua, NY 10514

    Renovated sun-filled Colonial with the most privacy in desirable Random Farms. Impeccably cared for, this sanctuary offers the sounds of its babbling brook combined with the terrific amenities of the coveted Random Farms community, steps away from the exclusive pool, tennis, basketball courts and clubhouse. Enjoy your home's perfect flow for entertaining, with large first floor rooms beautifully

    Lynn Harmonay North Country Sothebys Int Rlt

    69 Random Farms Dr, Chappaqua, NY 10514
  • 31 Hemlock Hills, Chappaqua, NY 10514

    $2,294,000 Sold Aug 30, 2024

    • 6,187 Sq Ft
    • $371/SF
    • 21 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1989

    31 Hemlock Hills, Chappaqua, NY 10514

    Nestled within Chappaqua's coveted landscape, this gated 5-bedroom, 4.5-bath estate spans over 2 acres of landscaped grounds. This modern home boasts a chef's kitchen with a center island,solarium dining area,coffered ceilings and walk in pantry.The spacious family room is adorned with skylights and a floor-to-ceiling stone fireplace with doors that lead to an expansive terrace that overlooks the

    Judith Kelly Houlihan Lawrence Inc.

    31 Hemlock Hills, Chappaqua, NY 10514
  • 95 Valley Ln, Chappaqua, NY 10514

    $2,350,018 Sold Aug 28, 2024

    • 5,570 Sq Ft
    • $422/SF
    • 13 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1979

    95 Valley Ln, Chappaqua, NY 10514

    4/25 - AO - Multiple offers requesting Highest and Best Weds April 24 at 5:00PM. Welcome home to this gorgeous Chappaqua 5 bedroom colonial! This stunning 5570 square ft residence sits gracefully and set back on a sprawling 1.16-acre professionally landscaped site with blooming ornamental trees, a belgian block lined circular drive, flagstone patio, stone walls and a 3 car garage outfitted with

    Deena Bouchier Compass Greater NY, LLC

    95 Valley Ln, Chappaqua, NY 10514
  • 30 Vails Ln, Ossining, NY 10562

    $1,735,000 Sold Aug 28, 2024

    • 6,327 Sq Ft
    • $274/SF
    • 30 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2007

    30 Vails Ln, Ossining, NY 10562

    Just in time for Summer! It doesn't get any better than this! "Vacation at home" paradise on over 3 lush acres of level land, with a stunning in-ground heated saltwater pool, jacuzzi plus a bucolic pergola covered Patio offering a built-in outdoor Kitchen. A separate Firepit area allows you to find that "escape into the woods" feeling. Drive through the stone pillared entry, past the sprawling

    Susan Strawgate Code Houlihan Lawrence Inc.

    30 Vails Ln, Ossining, NY 10562
  • 325 N Greeley Ave, Chappaqua, NY 10514

    $412,000 Sold Aug 27, 2024

    • 1,226 Sq Ft
    • $336/SF
    • 17 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1988

    325 N Greeley Ave, Chappaqua, NY 10514

    No step one floor 1 Bedroom plus Den that lives like a second bedroom. Sunny and bright, excellent condition, sliding glass doors to a lovely patio, spacious Living Room with wood burning Fireplace with marble surround open to Dining Area. Kitchen with maple cabinetry and Corian counters, gas range, side-by-side refrigerator freezer. 1 Full Bath and a Powder Room, ceramic tile entry hall. In

    Sena Baron William Raveis-New York, LLC

    325 N Greeley Ave, Chappaqua, NY 10514
  • 38 Weavers Hill, Mount Kisco, NY 10549

    $1,350,000 Sold Aug 27, 2024

    • 3,268 Sq Ft
    • $413/SF
    • 38 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 1998

    38 Weavers Hill, Mount Kisco, NY 10549

    A Touch of Class! Experience effortless luxury living in this 3 level spacious townhouse in pristine condition and located in the scenic and sought after Riverwoods community. This desirable Bravo model features a 1st floor Primary Bedroom En Suite, and an open, airy and sunlit interior. This townhouse lives like a 3+ bedroom home with an open loft, den, office and much more living space. The

    Kathleen O'Driscoll Houlihan Lawrence Inc.

    38 Weavers Hill, Mount Kisco, NY 10549
  • 280 Douglas Rd, Chappaqua, NY 10514

    $3,000,000 Sold Aug 27, 2024

    • 5,717 Sq Ft
    • $525/SF
    • 100 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1982

    280 Douglas Rd, Chappaqua, NY 10514

    Wonderful Westchester estate on almost 6 beautiful acres. Supremely private, the property is gated and accessed by a winding and circular drive. The homesite is elevated and open-a perfect blend of rolling lawn, curated gardens and towering trees. The house, comprising five bedrooms and five full baths, combines traditional colonial architecture with modern elements. Floor to ceiling Palladian

    David Turner Compass Greater NY, LLC

    280 Douglas Rd, Chappaqua, NY 10514
  • 309 N Greeley Ave Unit 5C1, Chappaqua, NY 10514

    $540,000 Sold Aug 26, 2024

    • 1,200 Sq Ft
    • $450/SF
    • 8 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1988

    309 N Greeley Ave Unit 5C1, Chappaqua, NY 10514

    Multiple Offers - Highest and Best Requested by 5:30 PM Tuesday 5/7 - The best location! Move right in to this updated 2 bedroom condo in the heart of Chappaqua Village. Many recent updates including new windows and doors, washer/dryer, lighting, kitchen flooring, hot water heater. Back and front patios, one floor living. Chestnut Oaks has a community pool (new in 2019) and tennis court.

    Deena Bouchier Compass Greater NY, LLC

    309 N Greeley Ave Unit 5C1, Chappaqua, NY 10514
  • 126 Cross River Rd Unit 126, Mount Kisco, NY 10549

    $1,399,000 Sold Aug 26, 2024

    • 2,751 Sq Ft
    • $509/SF
    • 5 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1996

    126 Cross River Rd Unit 126, Mount Kisco, NY 10549

    Welcome to Riverwoods! Exquisite end unit with first floor primary bedroom and bath. Step down living room overlooking evergreens and generous deck area. Eat in kitchen featuring GE Cafe appliances. Lot's of finished space both on 2nd floor and lower level to work or entertain from home. Live like you are on vacation enjoying both indoor and outdoor swimming, tennis, pickleball, clubhouse

    Robin Spinogatti Compass Greater NY, LLC

    126 Cross River Rd Unit 126, Mount Kisco, NY 10549
  • 12 Pineview Rd, Mount Kisco, NY 10549

    $670,000 Sold Aug 23, 2024

    • 1,735 Sq Ft
    • $386/SF
    • 59 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    12 Pineview Rd, Mount Kisco, NY 10549

    Chappaqua Schools! Welcome to this wonderful one level expanded ranch home with incredible curb appeal. Located on a double cul-de-sac street with park-like property. Inviting front yard and rear deck are ideal for entertaining and enjoying the outdoors. This home has natural light and a finished walkout basement with access to a beautiful yard. Conveniently located and minutes to downtown Mount

    Peter Giner Giner Real Estate Inc.

    12 Pineview Rd, Mount Kisco, NY 10549
  • 17 Derby Ln, Ossining, NY 10562

    $810,000 Sold Aug 23, 2024

    • 2,218 Sq Ft
    • $365/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    17 Derby Ln, Ossining, NY 10562

    This Light Bright and Airy 4 Bedroom 2 1/2 bath Colonial is set on a knoll surrounded by peace and serenity. Private setting on a Cul-de-sac. This home has a wonderful flow for entertaining inside and out. Living Room with Brick Fireplace. New Roof in 2024. Central Air 2017, Boiler 2018, Insulation of entire house and roof, Silver energy rating 2020,New floor in dinning room, foyer and den 2022.

    Peter Giner Giner Real Estate Inc.

    17 Derby Ln, Ossining, NY 10562
  • 20 Hilltop Dr, Chappaqua, NY 10514

    $1,190,000 Sold Aug 23, 2024

    • 2,762 Sq Ft
    • $431/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1966

    20 Hilltop Dr, Chappaqua, NY 10514

    Nestled within Chappaqua's prestigious school district, this charming Colonial is a must see! Boasting four bedrooms, it exudes warmth, highlighted by a comforting wood-burning fireplace in the generously sized formal living room. Sunlight streams through large bay windows, illuminating both the dining area and living space, while the stainless-steel kitchen seamlessly flows onto a spacious cedar

    Keri Cipriano William Raveis Real Estate

    20 Hilltop Dr, Chappaqua, NY 10514
  • 15 Kerry Ln, Chappaqua, NY 10514

    $2,000,000 Sold Aug 23, 2024

    • 5,534 Sq Ft
    • $361/SF
    • 128 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1935

    15 Kerry Ln, Chappaqua, NY 10514

    This stunning sun-drenched contemporary home offers the perfect blend of style, comfort and seamless connection to the outdoors. Situated on one of Chappaqua's most sought-after streets, this 4-bed 4-bath home boasts unique design elements and a host of impressive features. The primary bedroom is an oasis with sliders to the outside, a balcony overlooking the yard, a separate changing area, 2

    Janine Marino Houlihan Lawrence Inc.

    15 Kerry Ln, Chappaqua, NY 10514
  • 17 Lila Ln Unit 48, Chappaqua, NY 10514

    $1,440,995 Sold Aug 22, 2024

    • 2,945 Sq Ft
    • $489/SF
    • 42 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2024

    17 Lila Ln Unit 48, Chappaqua, NY 10514

    HOME IS UNDER CONSTRUCTION!! 2 BR Briarcliff Floorplan with primary on first floor plus finished basement with half bath. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym and more. It is ideally sized at 2,945 sq. ft. and includes 2 BR + office, loft giving you plenty of space for your entire family to enjoy. The open concept 2 story

    Debbe Yarosh Toll Brothers Real Estate Inc.

    17 Lila Ln Unit 48, Chappaqua, NY 10514
  • 15 Lila Ln Unit 47, Chappaqua, NY 10514

    $1,665,447 Sold Aug 21, 2024

    • 2,636 Sq Ft
    • $632/SF
    • 4 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    15 Lila Ln Unit 47, Chappaqua, NY 10514

    HOME NOT COMPLETED YET- 3 BR Millwood Elite home. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. It is ideally sized at 2,588 sq. ft. and includes 3 BR + 2 offices, loft and outdoor terrace w built in grill and linear fireplace and interior wet bar in loft. The open concept great room and kitchen allow for large

    Debbe Yarosh Toll Brothers Real Estate Inc.

    15 Lila Ln Unit 47, Chappaqua, NY 10514
  • 11 Lila Ln Unit 45, Chappaqua, NY 10514

    $1,545,072 Sold Aug 21, 2024

    • 2,906 Sq Ft
    • $532/SF
    • 105 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2023

    11 Lila Ln Unit 45, Chappaqua, NY 10514

    HOME NOT COMPLETED 2 BR Byram Newhaven floorplan. We have a model you can tour for same layout. This outstanding home is located in a private section of the community with green space on both sides. You have shopping, cafe, gym, pool and more with in walking distance. It is ideally sized at 2,900 sq. ft. and includes 2 BR + office, loft and finished lower level with full bath giving you

    Debbe Yarosh Toll Brothers Real Estate Inc.

    11 Lila Ln Unit 45, Chappaqua, NY 10514
  • 219 Hamilton Rd, Chappaqua, NY 10514

    $2,225,000 Sold Aug 20, 2024

    • 4,692 Sq Ft
    • $474/SF
    • 11 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1929

    219 Hamilton Rd, Chappaqua, NY 10514

    Fabulous 1929 Farm House Colonial meticulously renovated for today's modern living. Dining room w/wood-burning fireplace & large picture windows delightfully blends old-world charm & modern elegance. Awesome, huge, gourmet, designer kitchen w/giant, quartzite-topped center island & high-end appliances & finishes adjoins dramatic great room w/wood-beamed cathedral ceiling, stone-clad fireplace &

    Stacy Levey William Raveis-New York, LLC

    219 Hamilton Rd, Chappaqua, NY 10514
  • 42 Neustadt Ln, Chappaqua, NY 10514

    $2,375,000 Sold Aug 20, 2024

    • 5,702 Sq Ft
    • $417/SF
    • 8 Days On Market
    • 3 Beds
    • 6 Baths
    • Built 1986

    42 Neustadt Ln, Chappaqua, NY 10514

    Welcome to this stunning Contemporary home in the desirable town of Chappaqua. As you enter, you'll be greeted by a grand foyer featuring a striking stairwell with glass railing, setting the tone for the modern elegance found throughout the home. The open and flexible floor plan allows for seamless flow and an abundance of natural light, accentuated by floor to ceiling windows that frame the

    Debra Goldenberg Compass Greater NY, LLC

    42 Neustadt Ln, Chappaqua, NY 10514
  • 55 Glendale Rd, Ossining, NY 10562

    $1,350,000 Sold Aug 19, 2024

    • 3,480 Sq Ft
    • $388/SF
    • 34 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1850

    55 Glendale Rd, Ossining, NY 10562

    Welcome to 55 Glendale, a peaceful and private estate on 12.72 acres located in the Tea Town area of northern Westchester County, New York. This former Dunbarton property, that was originally a dairy farm, overflows with natural beauty and charm. Property features include perennial gardens, fruit trees, century-old stone walls, hiking trails, stream and spring fed pond. The home features 4

    Nick Oliver Hauseit LLC

    55 Glendale Rd, Ossining, NY 10562
  • 280 S Bedford Rd, Chappaqua, NY 10514

    $1,315,000 Sold Aug 16, 2024

    • 2,092 Sq Ft
    • $629/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1957

    280 S Bedford Rd, Chappaqua, NY 10514

    Discover this pristine 4-bedroom, 2.5-bath Colonial in the Chappaqua School District. Recently renovated, it features a new kitchen with new top-of-the-line stainless appliances, updated baths, crystal door knobs, recessed lights, custom woodwork, and cabinetry. Enjoy hardwood floors, updated central air, above ground oil tanks, a new hot water heater, new insulation in attic and crawl space, and

    Cindy Glynn Compass Greater NY, LLC

    280 S Bedford Rd, Chappaqua, NY 10514

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