5,344

Lewisboro, NY Homes

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  • 133 Boway Rd, South Salem, NY 10590
    133 Boway Rd, South Salem, NY 10590
    133 Boway Rd, 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
  • 40 Gilbert St, South Salem, NY 10590

    $1,229,900 Sold Jun 18, 2025

    40 Gilbert St, South Salem, NY 10590

    • 3 Beds
    • 4 Baths
    • 2,161 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Below List Price
    • $569/SF
    • 46 Days On Market

    Current Estimated Value $1,279,447

    Last Listing Agent Patty Wagner Compass Greater NY, LLC

    40 Gilbert St, South Salem, NY 10590
  • 156 Stone Meadow Unit 16156, South Salem, NY 10590
    156 Stone Meadow Unit 16156, South Salem, NY 10590
    156 Stone Meadow Unit 16156, South Salem, NY 10590
    /32

    $425,000

    • 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
  • 74 Fox Run Unit 3-74, South Salem, NY 10590

    $265,000 Sold Feb 19, 2025

    74 Fox Run Unit 3-74, South Salem, NY 10590

    • 2 Beds
    • 1 Bath
    • 885 Sq Ft
    • Built 1981

    Last Sold Summary

    • $299/SF
    • 66 Days On Market

    Current Estimated Value $301,829

    Last Listing Agent Ann Marie D'Onofrio Briante Realty Group, LLC

    74 Fox Run Unit 3-74, South Salem, NY 10590
  • 10 Silvermine Dr, South Salem, NY 10590
    10 Silvermine Dr, South Salem, NY 10590
    10 Silvermine Dr, South Salem, NY 10590
    /33

    $725,000 Pending

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

    10 Silvermine Dr, South Salem, NY 10590

    Set on a peaceful, dead-end street, this classic Colonial offers a rare blend of privacy, livable space, and natural beauty. Nestled on almost 2 acres with a gently sloping lawn and a seasonal pond view, the setting is quiet and inspiring — ideal for those who value connection to nature without sacrificing convenience. Inside, the home welcomes with hardwood floors throughout, a generous family

    Igor Krasnoperov Rising Star Realty

    10 Silvermine Dr, South Salem, NY 10590
  • 23 Rock Shelter Rd, Waccabuc, NY 10597

    $2,700,000 Sold Jul 29, 2025

    23 Rock Shelter Rd, Waccabuc, NY 10597

    • 5 Beds
    • 9 Baths
    • 8,552 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $316/SF
    • 29 Days On Market

    Current Estimated Value $2,762,137

    Last Listing Agent Angela Kessel Houlihan Lawrence Inc.

    23 Rock Shelter Rd, Waccabuc, NY 10597
  • 145 Smith Ridge Rd, South Salem, NY 10590
    145 Smith Ridge Rd, South Salem, NY 10590
    145 Smith Ridge Rd, South Salem, NY 10590
    /26

    $699,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    145 Smith Ridge Rd, South Salem, NY 10590

    Western Views. Two park-like acres with level lawns, flowering plantings and towering Oak. First time listed in years, expanded country Ranch with hardwood floors and bay windows. Sun-filled Living Room with rustic pine paneling and fireplace. Dining Room with built-in hutch. Country Kitchen with breakfast area and door to Screened Porch. Three Bedrooms. Separate legal accessory apartment.

    Lisa Fitz Ginnel Real Estate

    145 Smith Ridge Rd, South Salem, NY 10590
  • 54 Hoyt St, South Salem, NY 10590

    $1,400,000 Sold Jun 02, 2025

    54 Hoyt St, South Salem, NY 10590

    • 3 Beds
    • 2.5 Baths
    • 3,124 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Above List Price
    • $448/SF
    • 21 Days On Market

    Current Estimated Value $1,378,684

    Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

    54 Hoyt St, South Salem, NY 10590
  • 2 Cheyenne Ct, Katonah, NY 10536
    2 Cheyenne Ct, Katonah, NY 10536
    2 Cheyenne Ct, Katonah, NY 10536
    /21

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    2 Cheyenne Ct, Katonah, NY 10536

    After years of pride of ownership, this well-maintained four bedroom and two and a half bath traditional Colonial, in the coveted Indian Hills neighborhood, is making its debut. Beautifully sited on 1.22 level, usable acres, this expansive corner lot offers a private and inviting setting with a large deck and scenic backyard views ideal for both relaxing and entertaining. The main level features

    Christina Weiss

    2 Cheyenne Ct, Katonah, NY 10536
  • 171 Journeys End Rd, South Salem, NY 10590

    $1,325,000 Sold Apr 24, 2025

    171 Journeys End Rd, South Salem, NY 10590

    • 5 Beds
    • 6 Baths
    • 4,776 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $277/SF
    • 118 Days On Market

    Current Estimated Value $1,381,455

    Last Listing Agent Michael Neeley William Raveis-New York LLC

    171 Journeys End Rd, South Salem, NY 10590
  • 1203 Old Post Rd, South Salem, NY 10590
    1203 Old Post Rd, South Salem, NY 10590
    /2

    $619,000

    • 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
  • 25 Mt Holly Rd E, Katonah, NY 10536

    $1,250,000 Sold May 30, 2025

    25 Mt Holly Rd E, Katonah, NY 10536

    • 4 Beds
    • 2.5 Baths
    • 2,420 Sq Ft
    • Built 1969

    Last Sold Summary

    • 25% Above List Price
    • $517/SF
    • 20 Days On Market

    Current Estimated Value $1,294,759

    Last Listing Agent Cheryl Neuburger Ginnel Real Estate

    25 Mt Holly Rd E, Katonah, NY 10536
  • 43 Park Rd, Goldens Bridge, NY 10526
    43 Park Rd, Goldens Bridge, NY 10526
    43 Park Rd, Goldens Bridge, NY 10526
    /27

    $599,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,878 Sq Ft

    43 Park Rd, Goldens Bridge, NY 10526

    Welcome to 43 Park Road, a stylish 2-bedroom, 2.1-bath townhome in Goldens Bridge featuring tasteful and modern finishes! The spacious tiled entry welcomes you with recessed lighting, a bath, and a convenient laundry area. Upstairs, the main living level offers an open floor plan with a bright living room, dining area, and modern kitchen with brand-new stainless steel appliances, quartz

    Anthony Altimari Houlihan Lawrence Inc.

    43 Park Rd, Goldens Bridge, NY 10526
  • 12 Stonewall Ct, South Salem, NY 10590

    $1,200,000 Sold Dec 05, 2025

    12 Stonewall Ct, South Salem, NY 10590

    • 4 Beds
    • 3.5 Baths
    • 3,022 Sq Ft
    • Built 1969

    Last Sold Summary

    • 9% Above List Price
    • $397/SF
    • 16 Days On Market

    Last Listing Agent Richard Mishkin Coldwell Banker Realty

    12 Stonewall Ct, South Salem, NY 10590
  • 50 Cove Rd, South Salem, NY 10590
    50 Cove Rd, South Salem, NY 10590
    50 Cove Rd, South Salem, NY 10590
    /39

    $2,295,000

    • 4 Beds
    • 3 Baths
    • 3,476 Sq Ft

    50 Cove Rd, South Salem, NY 10590

    Set on the coveted waters of Lake Waccabuc, one of Northern Westchester’s most private and prestigious lakes, is a rare offering that blends architectural history with refined modern comfort. Originally crafted in 1939, the home was constructed of hand-cut Millstone granite and warm knotty pine paneling, a testament to old-world artistry and enduring character. The vaulted great room, with its

    Cate Hegarty Compass Greater NY, LLC

    50 Cove Rd, South Salem, NY 10590
  • 124 Woodcock Knolls, Cross River, NY 10518

    $645,000 Sold Nov 28, 2025

    124 Woodcock Knolls, Cross River, NY 10518

    • 2 Beds
    • 2.5 Baths
    • 1,810 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Above List Price
    • $356/SF
    • 14 Days On Market

    Last Listing Agent Eileen McGrath Douglas Elliman Real Estate

    124 Woodcock Knolls, Cross River, NY 10518
  • 212 Elmwood Rd, South Salem, NY 10590
    212 Elmwood Rd, South Salem, NY 10590
    212 Elmwood Rd, South Salem, NY 10590
    /31

    $779,000 Pending

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

    212 Elmwood Rd, South Salem, NY 10590

    Tucked away on a quiet, wooded lane, this contemporary retreat is all about the setting - private, peaceful, and naturally dramatic. Set against a backdrop of exposed rock formations and mature trees, the backyard is a true sanctuary. Whether you're entertaining on the expansive deck, relaxing in the in-ground pool and jacuzzi, or enjoying a quiet morning coffee surrounded by nature, this outdoor

    Igor Krasnoperov Rising Star Realty

    212 Elmwood Rd, South Salem, NY 10590
  • 15 Elmwood Rd, South Salem, NY 10590

    $975,000 Sold Apr 28, 2025

    15 Elmwood Rd, South Salem, NY 10590

    • 4 Beds
    • 2.5 Baths
    • 2,968 Sq Ft
    • Built 1976

    Last Sold Summary

    • 15% Above List Price
    • $329/SF
    • 7 Days On Market

    Current Estimated Value $1,011,941

    Last Listing Agent Catherine Godbille koechlin Douglas Elliman Real Estate

    15 Elmwood Rd, South Salem, NY 10590
  • 11 Lost Nations Rd, Pound Ridge, NY 10576
    11 Lost Nations Rd, Pound Ridge, NY 10576
    11 Lost Nations Rd, Pound Ridge, NY 10576
    /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
  • 12 Branch St, Goldens Bridge, NY 10526

    $1,045,000 Sold Jun 30, 2025

    12 Branch St, Goldens Bridge, NY 10526

    • 3 Beds
    • 3.5 Baths
    • 3,300 Sq Ft
    • Built 1938

    Last Sold Summary

    • 13% Below List Price
    • $317/SF
    • 165 Days On Market

    Current Estimated Value $1,055,825

    Last Listing Agent Franklin Haymson Douglas Elliman Real Estate

    12 Branch St, Goldens Bridge, NY 10526
  • 33 Truesdale Lake Dr, South Salem, NY 10590
    33 Truesdale Lake Dr, South Salem, NY 10590
    33 Truesdale Lake Dr, South Salem, NY 10590
    /50

    $1,750,000

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

    33 Truesdale Lake Dr, South Salem, NY 10590

    Welcome to a unique sanctuary that marries expert design with masterful craftsmanship in every detail. This lakefront home greets you with a welcoming lodge-style entry, leading to an open and flexible floor plan that epitomizes resort-style living. Architectural highlights include exposed structural wood beams, vaulted ceilings, walls of windows, French doors, reclaimed dark wood flooring, and

    Jonathan Gineo Jonathan D. Gineo

    33 Truesdale Lake Dr, South Salem, NY 10590
  • 71 Park Rd Extension, Goldens Bridge, NY 10526

    $740,000 Sold Jun 18, 2025

    71 Park Rd Extension, Goldens Bridge, NY 10526

    • 3 Beds
    • 2.5 Baths
    • 1,911 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Below List Price
    • $387/SF
    • 47 Days On Market

    Current Estimated Value $746,249

    Last Listing Agent Cheryl Neuburger Ginnel Real Estate

    71 Park Rd Extension, Goldens Bridge, NY 10526
  • Lot 4 Lockwood Rd, Lewisboro, NY 10590
    Lot 4 Lockwood Rd, Lewisboro, NY 10590
    Lot 4 Lockwood Rd, Lewisboro, NY 10590
    /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
  • 35 Boutonville Rd, South Salem, NY 10590

    $1,300,180 Sold Aug 07, 2025

    35 Boutonville Rd, South Salem, NY 10590

    • 3 Beds
    • 2.5 Baths
    • 2,622 Sq Ft
    • Built 1980

    Last Sold Summary

    • 18% Above List Price
    • $496/SF
    • 13 Days On Market

    Current Estimated Value $1,277,029

    Last Listing Agent Hope Ross Mazzola William Raveis-New York LLC

    35 Boutonville Rd, South Salem, NY 10590
  • 42 Brundige Dr, Goldens Bridge, NY 10526

    $1,580,000 Sold Jul 08, 2025

    42 Brundige Dr, Goldens Bridge, NY 10526

    • 4 Beds
    • 2.5 Baths
    • 3,855 Sq Ft
    • Built 1993

    Last Sold Summary

    • 13% Above List Price
    • $410/SF
    • 25 Days On Market

    Current Estimated Value $1,582,165

    Last Listing Agent Jocelyn Sarro Vincent & Whittemore R.E.

    42 Brundige Dr, Goldens Bridge, NY 10526
  • 28 Glen Dr, South Salem, NY 10590

    $899,000 Sold Oct 03, 2025

    28 Glen Dr, South Salem, NY 10590

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft
    • Built 1961

    Last Sold Summary

    • $511/SF
    • 31 Days On Market

    Current Estimated Value $887,563

    Last Listing Agent Frederick Cindrich Giner Real Estate Inc.

    28 Glen Dr, South Salem, NY 10590

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