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Lewisboro, NY Homes for Sale

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  • /20

    $550,000

    • 1 Bed
    • 1.5 Baths
    • 1,451 Sq Ft

    119 Willow Ct, Cross River, NY 10518

    Amazing location!!! The Meadows!! Close to shops and all highways including Metro-North. Oversized master bedroom with large closets. Living room with fireplace, updated kitchen and bathrooms. Brand new windows just installed. Enjoy cool evenings by your fireplace and relax in the large living room/dining room with sliding glass doors that leads to the rear deck. Have the convenience of a

    Agent Photo

    Frederick Cindrich

    Giner Real Estate Inc.

    (914) 568-6354

    119 Willow Ct, Cross River, NY 10518
  • /38

    $925,000

    • 4 Beds
    • 2 Baths

    34 Old Bedford Rd, Goldens Bridge, NY 10526

    Welcome to a truly rare opportunity in the heart of Goldens Bridge, two-family duplex home ideal for multigenerational living or generating rental income. Nestled on nearly an acre of level land, this charming brick duplex offers flexibility, privacy, and unbeatable convenience. Property includes two spacious 2-bedroom units. The first floor is freshly painted with polished original hardwood

    Agent Photo

    Peter Quartironi

    RE/MAX Town & Country

    (914) 228-9547

    34 Old Bedford Rd, Goldens Bridge, NY 10526
  • /28

    $1,695,000

    • 3 Beds
    • 2 Baths
    • 2,778 Sq Ft

    58 Twin Lakes Rd, South Salem, NY 10590

    Set along the shoreline of Lake Oscaleta, this direct waterfront home offers a rare combination of privacy, natural beauty, and truly usable lakefront property in the heart of South Salem. Occupying .564 acres with sweeping frontage on one of the area’s most peaceful glacial lakes, the setting is defined by something increasingly hard to find - an expansive, level lawn that extends all the way to

    Adam Hade Compass Greater NY, LLC

    58 Twin Lakes Rd, South Salem, NY 10590
  • /13

    $1,650,000

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    114 Spring St, South Salem, NY 10590

    Parcel of 4 Properties: Deli plus 2 Family House, 4 bedroom house w/detached garage. Located in the Hamlet Of South Salem, Surrounded By Green Space. The property is 100% leased. One Car Garage, Lots Of Parking. Super Location. Acreage and Taxes reflect both 112 & 114 Spring Street addresses. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Detached

    Matt Rose Keller Williams Prestige Prop

    114 Spring St, South Salem, NY 10590
  • /23

    $1,295,000

    • 4 Beds
    • 2.5 Baths
    • 2,476 Sq Ft

    12 Skytop Dr, Katonah, NY 10536

    Live the Lake Katonah life in this spacious, fully renovated mid-century modern with incredible views. This house embraces open concept living at its best. The great room has direct access out to the spectacular screened porch from both the living and dining rooms and a brand new deck is directly off of the huge eat-in-kitchen. Enjoy the lovely level backyard for great outdoor activities. Walk to

    Angela Kessel Houlihan Lawrence Inc.

    12 Skytop Dr, Katonah, NY 10536
  • /42

    $619,000

    • 2 Beds
    • 2.5 Baths
    • 2,626 Sq Ft

    10 Guilford Cir, Goldens Bridge, NY 10526

    Rare opportunity in desirable Katonah Close in Goldens Bridge—units here seldom come to market, so don’t miss this one. This bright, tri-level contemporary end-unit townhome offers space, privacy, and convenient living.The main level welcomes you with a two-story entry, hardwood floors and recessed lighting. Very spacious rooms throughout. Enjoy a large eat-in kitchen with a peninsula, formal

    Debra DeMelis Coldwell Banker Realty

    10 Guilford Cir, Goldens Bridge, NY 10526
  • /27

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft

    3 Mark Mead Rd, Cross River, NY 10518

    Welcome to 3 Mark Mead Road, a sunlit, incredibly spacious home in the adorable hamlet of Cross River. This fully renovated, 2160sq ft home lives much larger than a typical 3 bedroom, 2 bathroom home. The first floor bedroom, 2 second floor bedrooms, and 2 second floor offices/dens ensure there is plenty of space for everyone! The renovated kitchen, with breakfast area featuring whitewashed

    Patricia Hinkley Coldwell Banker Realty

    3 Mark Mead Rd, Cross River, NY 10518
  • /14

    $595,000

    • 2 Beds
    • 2.5 Baths
    • 1,640 Sq Ft

    111 Park Rd Extension, Goldens Bridge, NY 10526

    Two bedroom townhouse on a quiet cul-de-sac in desirable Goldens Bridge with strong schools and convenient commuter access. Good condition throughout. Finished attic and additional finished first-floor room, both with heating and cooling, offering flexible living or work-from-home space.

    Derek Eisenberg Continental Real Estate Group

    111 Park Rd Extension, Goldens Bridge, NY 10526
  • /15

    $385,000

    • 1 Bed
    • 1 Bath
    • 971 Sq Ft

    239 Deer Hill, South Salem, NY 10590

    Welcome to 239 Deer Hill Road in Oakridge Condominiums. This top-floor 1-bedroom, 1-bath unit offers 1,000 square feet of updated, turn-key living with low taxes and access to the sought-after Katonah-Lewisboro School District (Meadow Pond Elementary). Recent upgrades include newer appliances, refreshed flooring, and a sleek modern bathroom. The main level features a bright living room with a

    Cate Hegarty Compass Greater NY, LLC

    239 Deer Hill, South Salem, NY 10590
  • /7

    $415,000

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    10 Beech Rd, South Salem, NY 10590

    Calling all investors, builders, and contractors. 10 Beech Road presents a prime value-add opportunity on a quiet dead-end road in the desirable Lake Kitchawan community. This 3-bedroom home situated on approximately 0.43 acres is ready for renovation and ideal for cash buyers or purchasers using a rehab loan looking to create value. As a member of the Lake Kitchawan Association, owners enjoy

    Anna Proctor Compass Greater NY, LLC

    10 Beech Rd, South Salem, NY 10590
  • /23

    $579,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,570 Sq Ft

    49 Winterberry Cir, Cross River, NY 10518

    Enjoy easy, carefree living at The Meadows. This spacious, light-filled condo features 2 bedrooms and 2.5 baths. The open-concept living and dining area includes a cozy wood-burning fireplace and sliding glass doors that lead to a private deck. Just off the living room, a versatile bonus room can serve as a home office or additional sitting area. Beautifully maintained hardwood floors run

    Margo Lancia Houlihan Lawrence Inc.

    49 Winterberry Cir, Cross River, NY 10518
  • /29

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,227 Sq Ft

    50 West Rd, South Salem, NY 10590

    Set on a picturesque 2-acre level lot in South Salem, this charming ranch offers the perfect opportunity to create your dream home. Designed for easy one-level living, this house features 4 Bedrooms including a primary bedroom with en-suite bathroom. While this home is in South Salem, it borders New Canaan, Ridgefield and Pound Ridge and is within the highly regarded Katonah-Lewisboro School

    Gina Cooney Giner Real Estate Inc.

    50 West Rd, South Salem, NY 10590
  • /14

    $685,000

    • 3 Beds
    • 2.5 Baths
    • 1,862 Sq Ft

    23 Bouton St, South Salem, NY 10590

    Highest and best offers due 4/8/26 Neww professional photos!! — this property is no longer limited to cash buyers. Qualified purchasers may obtain financing with proper documentation, making this an even more accessible and attractive opportunity. The main level features an open-concept layout highlighted by a large bay window that fills the space with natural light. Sliding glass doors lead out

    Blaise Nastasio Manhattan Network Inc

    23 Bouton St, South Salem, NY 10590
  • /2

    $608,800

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    1203 Old Post Rd, South Salem, NY 10590

    Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our Appraisal describe the property as a SFR (colonial) built in 1980. It has a GLA of approx. 2100 and has 3 bedrooms and

    Christopher Rose REALHome Services & Solutions

    1203 Old Post Rd, South Salem, NY 10590
  • /9

    $750,000

    • Land
    • 9.09 Acres
    • $82,508 per Acre

    6 Duffys Bridge Rd, Lewisboro, NY 10536

    A rare find at a great price. Unique parcel offering amazing privacy on over 9 acres of improved land in desirable Katonah location. Drilled 330' well with 50gpm and septic installed for 4 bedroom home. This wooded hilltop homesite is approved for a single family home by the Town of Lewisboro. Land is cleared, graded and has a Belgian block-lined gravel driveway. Stone retaining walls are

    Joanne Visovsky Coldwell Banker Realty

    6 Duffys Bridge Rd, Lewisboro, NY 10536
  • /42

    $2,700,000

    • 6 Beds
    • 7.5 Baths
    • 8,900 Sq Ft

    11 Lost Nations Rd, Pound Ridge, NY 10576

    Set on over two spectacular acres in a premier location in Pound Ridge, this custom built Colonial offers an extraordinary blend of scale, craftsmanship, and complete privacy. Tucked along a quiet country road, this home has exquisite architectural detail throughout that includes extensive custom millwork, gleaming hardwood floors, soaring ceilings, and spacious rooms that create an atmosphere of

    Nikki McMann William Raveis-New York LLC

    11 Lost Nations Rd, Pound Ridge, NY 10576
  • /15

    $765,000

    • Land
    • 1.04 Acres
    • $735,577 per Acre

    Lot 4 Lockwood Rd, Lewisboro, NY 10590

    Lot 4 at Silvermine Preserve offers a rare opportunity to build a sophisticated home in a thoughtfully designed subdivision in South Salem. Enter the community via a picturesque country lane with Belgium block detailing, leading to a private cul-de-sac. Underground utilities. This beautiful homesite is framed by old stone walls, a split rail fence, and mature trees. Part of an approved 13-lot

    Michael Neeley William Raveis-New York LLC

    Lot 4 Lockwood Rd, Lewisboro, NY 10590
  • /49

    $3,150,000

    • 4 Beds
    • 3.5 Baths
    • 5,000 Sq Ft

    12 Bishop Park Rd, Pound Ridge, NY 10576

    Generational Compound with all the luxuries & amenities one desires. Cascading pool with waterfall spa, guest house, pond, gardens and private property. Set down a quiet lane this resort-style estate is prime living-just one hour from NYC. A tranquil place to call home for the discerning buyer who can spot special custom home. A thoughtful and tasteful full renovation was completed in 2013. The

    Michael Kaplan Michael J. Kaplan

    12 Bishop Park Rd, Pound Ridge, NY 10576

Why Live in Lewisboro

Lewisboro, New York, located 57 miles from New York City, is a town known for its natural beauty and highly rated schools. The Katonah-Lewisboro School District serves the area, with Increase Miller Elementary, Meadow Pond Elementary, John Jay Middle, and John Jay High all receiving high ratings. The town features several parks and preserves, including Lewisboro Town Park, which offers walking trails, a playground, and sports courts, and Onatru Farm Town Park, known for its hiking trails and sports fields. The Ward Pound Ridge Reservation spans over 4,300 acres and includes hiking trails, campsites, and a nature museum, while the Wolf Conservation Center in South Salem focuses on wolf preservation and education. Housing in Lewisboro consists of single-family homes and townhouses, often set among dense forests of oak, maple, and ash trees. Colonial Revival and farmhouse styles are common, with some homes over 100 years old. Commuters can access New York City via the Saw Mill River Parkway or the Metro-North Railroad from Goldens Bridge station. Local amenities include Gossett’s Farmers Market in South Salem, the Orchard Square at Cross River shopping center, and various dining and shopping options in nearby Ridgefield, Connecticut. Community events and programs are hosted by the Lewisboro Library, and the town also celebrates the annual Lewisboro Library Fair and Holidays on the Hill Train Show at Lasdon Park & Arboretum.

Frequently Asked Questions

What are the most popular zip codes in Lewisboro, NY?
The most popular zip codes in Lewisboro, NY include 10576, 10590, 10536, 10506 and 06877.
How are the schools in Lewisboro, NY?
Lewisboro, NY has highly rated public and private schools. Some of the best schools in Lewisboro based on Niche Grades are East Elementary School, New Canaan High School and Ridgefield High School. Browse all the schools in Lewisboro, NY to learn more.
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