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Newest Homes for Sale in Lewisboro, NY

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  • /25

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,682 Sq Ft

    256 Smith Ridge Rd, South Salem, NY 10590

    Presenting a rare opportunity to complete a thoughtfully designed home to your own specifications. The residence features a fully finished exterior with new roof, windows, and architectural detailing on its exterior, providing a strong foundation for a custom interior build-out. The interior is currently open and framed, allowing flexibility to modify room layout, finishes, and systems to suit

    Erin Lee Keller Williams Realty Group

    256 Smith Ridge Rd, South Salem, NY 10590
  • /16

    $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
  • /38

    $650,000

    • 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
  • /47

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    14 Mark Mead Rd, Cross River, NY 10518

    Welcome to 14 Mark Mead Road — a picture-perfect Cape Cod Colonial tucked on a quiet cul-de-sac in desirable Cross River. This beautifully maintained home blends timeless style with thoughtful modern updates, offering a warm, comfortable atmosphere and exceptional attention to detail. The sunlit main level flows effortlessly from the great room with a wood-burning fireplace to the granite eat-in

    Christopher Motta Real Broker NY LLC

    14 Mark Mead Rd, Cross River, NY 10518
  • /33

    $1,374,000

    • 5 Beds
    • 3.5 Baths
    • 3,938 Sq Ft

    381 W Mountain Rd, Ridgefield, CT 06877

    Perched atop a hill in the sought after West Mountain neighborhood of Ridgefield, this 1898 farmhouse tells a story that's been shaped, expanded, and perfected over time. What began as the original farmhouse on the hill now blends antique character with the ease of modern living, set on 3.21 private acres and bordered by 12 acres of protected land to the east. Inside, 5 bedrooms and 3.5 baths

    Ryan Kundrat Keller Williams Prestige Prop

    381 W Mountain Rd, Ridgefield, CT 06877
  • /2

    $623,800

    • 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
  • /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
  • /16

    $424,900

    • 2 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    18 Fox Run, South Salem, NY 10590

    Tri-level townhome with two bedrooms plus a loft in Oakridge. Granite counters in kitchen, breakfast nook and dining area. Living room has a fireplace and sliders to a patio. Oakridge amenities include 2 pools, tennis court, basketball court and walking paths.

    James Bergstraser RE/MAX Classic Realty

    18 Fox Run, South Salem, NY 10590
  • /50

    $5,450,000

    • 4 Beds
    • 3.5 Baths
    • 6,161 Sq Ft

    45 Pine Hill Dr, South Salem, NY 10590

    Welcome to 45 Pine Hill Drive, where modern luxury meets timeless sophistication. This fully renovated 4-bedroom, 3.5-bath residence has been transformed into a true showpiece, offering every amenity for elevated living. Inside, discover a breathtaking open-concept kitchen by Leicht (Germany) with premium electric stainless steel appliances, dual sinks, and a striking oversized island—perfect for

    Joseph Lukic Compass Greater NY, LLC

    45 Pine Hill Dr, South Salem, NY 10590
  • /36

    $2,950,000

    • 6 Beds
    • 5.5 Baths
    • 6,344 Sq Ft

    133 Boway Rd, South Salem, NY 10590

    The Quintessential Getaway. Long, gated drive through spectacular grounds to ultimate privacy and seclusion. Twenty glorious acres with level lawns, ancient trees, ornamental shrubs and flowering perennials. Fenced grounds with woodland walking trails throughout. Absolutely breathtaking backdrop for the perfect country lifestyle. Fabulous raised terrace overlooking the stunning swimming pool.

    Mary Anne Condon Ginnel Real Estate

    133 Boway Rd, South Salem, NY 10590
  • /50

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,648 Sq Ft

    1196 Route 35, South Salem, NY 10590

    A Timeless Retreat with Modern Luxury in LewisboroTucked away on 5.33 private acres, this extraordinary Cape Cod-Split Ranch is a seamless fusion of classic elegance and modern sophistication. Thoughtfully redesigned and fully upgraded in the past five years, this 5-bedroom, 4.5-bathroom estate spans 3,648 sq. ft., offering an unparalleled living experience. With five-zone heating and

    Zulleyma Alvarez Compass Greater NY, LLC

    1196 Route 35, South Salem, NY 10590
  • /39

    $3,250,000

    • 4 Beds
    • 4.5 Baths
    • 5,575 Sq Ft

    127 Boutonville Rd, Pound Ridge, NY 10576

    Sophisticated & Serene. The perfect country retreat. Over eight, peaceful acres along a desirable country road. Gated drive to private oasis with gorgeous plantings, three ponds, rolling lawns and woodland walking paths. Infinity edge salt-water swimming pool with spa and your own tennis court. Meticulous stone and shingle Country House with 5500 square feet of sun-filled living space. Fabulous

    Mary Anne Condon Ginnel Real Estate

    127 Boutonville Rd, Pound Ridge, NY 10576
  • /32

    $425,000 Open Sun 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 1,112 Sq Ft

    156 Stone Meadow Unit 16156, South Salem, NY 10590

    Discover effortless luxury in this beautifully updated South Salem condominium—a perfect fusion of modern convenience and residential warmth.Step into the welcoming living room where a charming fireplace sets the stage for intimate evenings or gracious entertaining. The thoughtfully designed layout features a generously proportioned bedroom and a versatile loft space that adapts to your

    AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

    156 Stone Meadow Unit 16156, 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. Ready to go! Unique parcel of amazing privacy on over 9 acres of improved land in desirable Katonah location. Drilled 330' well with 50 gpm and septic installed for four bedroom home. This wooded hilltop homesite is approved for a single-family home by the Town of Lewisboro. Land is cleared, graded and has Belgian block-lined gravel driveway and stone

    Nancy Tuccillo Coldwell Banker Realty

    6 Duffys Bridge Rd, Lewisboro, NY 10536
  • /30

    $1,365,000

    • 4 Beds
    • 4.5 Baths
    • 4,078 Sq Ft

    1 Canaan Cir, South Salem, NY 10590

    Elegantly updated Modern Colonial with majestic curb appeal on a quiet country cul-de-sac. Ten minutes to Wilton/New Canaan (Connecticut) train stations. Picture perfect corner lot in gorgeous Northern Westchester, A grand foyer with double height ceilings ushers you into generously sized rooms with three cozy wood burning fireplaces. Eight French doors from three welcoming rooms open out onto a

    Juergen Hess Five Corners Properties Inc

    1 Canaan Cir, South Salem, NY 10590

Frequently Asked Questions

What are the most popular zip codes in Lewisboro, NY?
The most popular zip codes in Lewisboro, NY include 10518, 10576, 10590, 10536 and 10506.
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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