5,366

Lewisboro, NY Homes

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  • 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

    Current Estimated Value $652,575

    Last Listing Agent Eileen McGrath Douglas Elliman Real Estate

    124 Woodcock Knolls, Cross River, NY 10518
  • /25

    $995,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,865 Sq Ft

    11 Manor Dr, Goldens Bridge, NY 10526

    This wonderful, open-concept Contemporary/Split home enjoys a cozy, private setting, and includes vaulted ceilings, hardwood floors, and an abundance of natural light creating a bright and airy atmosphere. Enter into the light filled foyer with a soaring ceiling and views into the main and lower levels. The main level includes the living room, dining room, and kitchen, all flowing together under

    Gerry Weil Keller Williams Realty Partner

    11 Manor Dr, Goldens Bridge, NY 10526
  • 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 $1,078,261

    Last Listing Agent Franklin Haymson Douglas Elliman Real Estate

    12 Branch St, Goldens Bridge, NY 10526
  • /7

    $379,000

    $36K PRICE DROP Pending
    • 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
  • 12 N Lake Cir, South Salem, NY 10590

    $1,059,000

    Sold Jun 01, 2026

    12 N Lake Cir, South Salem, NY 10590

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1954

    Last Sold Summary

    • 18% Above List Price
    • $623/SF
    • 12 Days On Market

    Current Estimated Value $898,580

    Last Listing Agent Marcie Nolletti Coldwell Banker Realty

    12 N Lake Cir, South Salem, NY 10590
  • /25

    $1,499,000

    • 3 Beds
    • 3 Baths
    • 2,184 Sq Ft

    66 Hoyt St, South Salem, NY 10590

    Discover a rare opportunity on beautiful serene Lake Truesdale - A private waterfront retreat with 200 feet of shoreline. Set on a double lot with approximately 1/2 an acre of professionally landscaped property. The exceptional grounds feature a private dock, pristine sandy swimming area, park like yard with stunning western facing views across the lake. Inside, the home offers a modern open -

    Sandra Katter KATTER PROPERTY COMPANY INC

    66 Hoyt St, South Salem, NY 10590
  • 288 Todd Rd, Katonah, NY 10536

    $1,490,500

    Sold Apr 03, 2026

    288 Todd Rd, Katonah, NY 10536

    • 4 Beds
    • 2.5 Baths
    • 2,895 Sq Ft
    • Built 1979

    Last Sold Summary

    • 17% Above List Price
    • $515/SF
    • 17 Days On Market

    Current Estimated Value $1,454,133

    Last Listing Agent Suzanne Bowers Corcoran Legends Realty

    288 Todd Rd, Katonah, NY 10536
  • /28

    $859,900

    Pending
    • 3 Beds
    • 2 Baths
    • 2,467 Sq Ft

    5 Primrose St, Katonah, NY 10536

    Discover the perfect blend of privacy, versatility, modern updates, and original charm. Set on five breathtaking acres featuring a private pond and lush wooded surroundings, this retreat is located just minutes from Katonah Village, Metro-North, and major commuter highways. The flexible layout is officially a 3-bedroom plus a home office, with the office functioning as a true flex space that can

    Christine Trudeau Keller Williams Prestige Prop

    5 Primrose St, Katonah, NY 10536
  • 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 $1,293,538

    Last Listing Agent Hope Ross Mazzola Coldwell Banker Realty

    35 Boutonville Rd, South Salem, NY 10590
  • /46

    $1,495,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 3,041 Sq Ft

    2 the Logging Rd, Waccabuc, NY 10597

    Welcome to this exceptional offering in one of Northern Westchester’s most private and sought-after communities. Set on two+ beautifully landscaped acres, this extensively upgraded home blends timeless elegance with modern comfort, featuring sun-filled interiors, refined details, 3 bedrooms plus a versatile bonus room—perfect for a home office, guest room, or au pair—that lives like a 4-bedroom,

    Eva Casoria eXp Realty

    2 the Logging Rd, Waccabuc, NY 10597
  • 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 $1,615,030

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

    42 Brundige Dr, Goldens Bridge, NY 10526
  • /41

    $598,000

    • 1 Bed
    • 2.5 Baths
    • 1,911 Sq Ft

    24 Briar Ct Unit 24, Cross River, NY 10518

    Welcome to this beautifully updated townhouse, ideally located just minutes from major highways and the Katonah Metro-North station for an effortless commute. Surrounded by picturesque, park-like grounds, The Meadows offers the perfect setting for walking, jogging, and enjoying a vibrant lifestyle with shops, restaurants, coffee houses, and everyday conveniences just a short stroll away. This

    Iris Kalt Berkshire Hathaway HS NY Prop

    24 Briar Ct Unit 24, Cross River, NY 10518
  • 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 $892,163

    Last Listing Agent Frederick Cindrich Giner Real Estate Inc.

    28 Glen Dr, South Salem, NY 10590
  • /35

    $849,000

    • 3 Beds
    • 2.5 Baths
    • 1,825 Sq Ft

    58 Gilbert St, South Salem, NY 10590

    Nestled on a private, picturesque 1-acre property, this move-in-ready home offers the perfect blend of comfort, convenience, and natural beauty. Freshly painted throughout, the home features newly refinished hardwood floors that shine with warmth and character. The spacious interior boasts two fireplaces, creating inviting gathering spaces for every season, while a beautiful bay window fills the

    Maria Tomaselli Howard Hanna Rand Realty

    58 Gilbert St, South Salem, NY 10590
  • 30 Hilltop Rd, Waccabuc, NY 10597

    $1,290,000

    Sold Oct 15, 2025

    30 Hilltop Rd, Waccabuc, NY 10597

    • 4 Beds
    • 2.5 Baths
    • 2,909 Sq Ft
    • Built 1990

    Last Sold Summary

    • 8% Below List Price
    • $443/SF
    • 42 Days On Market

    Current Estimated Value $1,320,146

    Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

    30 Hilltop Rd, Waccabuc, NY 10597
  • /29

    $439,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,312 Sq Ft

    183 Laurel Ridge Unit 19183, South Salem, NY 10590

    This value-packed, move-in-ready upper-level condominium lives like a two-bedroom, located at the end of a cul-de-sac in Oakridge Condominiums, Vista, NY. Offering approximately 1,312 sq ft, this residence includes a vaulted loft and a bonus rooms. This home provides a flexible living space ideal for a home office, den, exercise room, hobby area, or additional storage. This south-facing home

    Teresa Rivers Coldwell Banker Realty

    183 Laurel Ridge Unit 19183, South Salem, NY 10590
  • 33 Briar Ct, Cross River, NY 10518

    $594,000

    Sold Feb 19, 2026

    33 Briar Ct, Cross River, NY 10518

    • 2 Beds
    • 2.5 Baths
    • 1,451 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $409/SF
    • 24 Days On Market

    Current Estimated Value $590,584

    Last Listing Agent Patricia Hinkley Coldwell Banker Realty

    33 Briar Ct, Cross River, NY 10518
  • /31

    $1,299,000

    • 6 Beds
    • 3 Baths
    • 2,664 Sq Ft

    5 Diane Ct, Katonah, NY 10536

    Welcome to 5 Diane Court, a thoughtfully updated Colonial nestled on a quiet cul-de-sac with views and access to a private, tranquil lake. This 6-bedroom, 3 full bath home provides an exceptional lifestyle both inside and out. The heart of the home is the updated kitchen, featuring a Sub-Zero refrigerator, a Viking 6-burner stove, and sliding doors that open directly to a deck. The main level

    Patricia Hinkley Coldwell Banker Realty

    5 Diane Ct, Katonah, NY 10536
  • 16 Indian Ln, South Salem, NY 10590

    $640,000

    Sold Oct 16, 2025

    16 Indian Ln, South Salem, NY 10590

    • 3 Beds
    • 1.5 Baths
    • 1,324 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Above List Price
    • $483/SF
    • 16 Days On Market

    Current Estimated Value $682,870

    Last Listing Agent Mark Boyland Keller Williams Realty Partner

    16 Indian Ln, South Salem, NY 10590
  • /2

    $250,000

    Pending
    • Land
    • 2 Acres
    • $125,000 per Acre

    0 Canaan Cir, South Salem, NY 10590

    Seize this rare vacant property on a serene cul-de-sac, overlooking the reservoir with year-round water views. Nestled in South Salem's heart, it delivers tranquility, natural beauty, and convenience—worlds away from the bustle, yet minutes from amenities.In a quiet, tree-lined neighborhood perfect for walks, biking, and nearby parks/nature reserves. Prime South Salem–New Canaan border

    Michael Kaplan Michael J. Kaplan

    0 Canaan Cir, South Salem, NY 10590
  • 14 Mark Mead Rd, Cross River, NY 10518

    $960,000

    Sold Mar 02, 2026

    14 Mark Mead Rd, Cross River, NY 10518

    • 3 Beds
    • 2.5 Baths
    • 2,650 Sq Ft
    • Built 1930

    Last Sold Summary

    • 1% Above List Price
    • $362/SF
    • 22 Days On Market

    Current Estimated Value $939,990

    Last Listing Agent Christopher Motta Real Broker NY LLC

    14 Mark Mead Rd, Cross River, NY 10518
  • /50

    $779,000

    Pending
    • 2 Beds
    • 3 Baths
    • 2,386 Sq Ft

    20 Hillside Ave, Goldens Bridge, NY 10526

    If you’ve been dreaming of a chic, nature-filled retreat with modern upgrades and the rare convenience of WALKING to the train, this is the one that captures it all. Tucked into a breathtaking .78 acre setting with sweeping mountain views, this picture-perfect Colonial—FULLY renovated in 2023—offers a rare blend of refined style and serene. Nature-filled living in the highly coveted Goldens

    Lisa DaRos Houlihan Lawrence Inc.

    20 Hillside Ave, Goldens Bridge, NY 10526
  • 30 Fairmount Rd, Goldens Bridge, NY 10526

    $470,000

    Sold Nov 10, 2025

    30 Fairmount Rd, Goldens Bridge, NY 10526

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $363/SF
    • 17 Days On Market

    Current Estimated Value $501,405

    Last Listing Agent Maria LaGattuta Douglas Elliman Real Estate

    30 Fairmount Rd, Goldens Bridge, NY 10526
  • /33

    $925,000

    • 4 Beds
    • 2.5 Baths
    • 2,416 Sq Ft

    10 Bisbee Ln, South Salem, NY 10590

    Nestled on a serene, tree-lined cul-de-sac in a wonderful neighborhood setting, this light-filled 4-bedroom, 2.1-bath Contemporary home is privately set on 2 beautiful acres within the award-winning Katonah-Lewisboro School District. Offering the perfect balance of tranquility and convenience, this move-in ready home features an open-concept layout designed for comfortable everyday living.

    Cindy Glynn Compass Greater NY, LLC

    10 Bisbee Ln, South Salem, NY 10590
  • 30 Benedict Rd, South Salem, NY 10590

    $1,137,000

    Sold Sep 15, 2025

    30 Benedict Rd, South Salem, NY 10590

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1960

    Last Sold Summary

    • 14% Above List Price
    • $474/SF
    • 35 Days On Market

    Current Estimated Value $1,146,743

    Last Listing Agent Margaret Harrington Douglas Elliman Real Estate

    30 Benedict Rd, South Salem, NY 10590
  • /41

    $895,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,576 Sq Ft

    41 Cross Pond Rd, Pound Ridge, NY 10576

    Nestled on a picturesque 1.25-acre setting in sought-after Pound Ridge, this updated Ranch-style residence offers thoughtfully renovated spaces throughout. Impeccably maintained, the home features 4 Bedrooms, 2.5 baths, and 2,576 square feet of comfortable, well-designed living space. A recently remodeled Chef's Kitchen serves as the heart of the home, blending style and functionality with modern

    Sally Walter Compass Greater NY, LLC

    41 Cross Pond Rd, Pound Ridge, NY 10576
  • 187 Todd Rd, Katonah, NY 10536

    $872,000

    Sold Oct 23, 2025

    187 Todd Rd, Katonah, NY 10536

    • 3 Beds
    • 2 Baths
    • 1,851 Sq Ft
    • Built 1939

    Last Sold Summary

    • 21% Above List Price
    • $471/SF
    • 14 Days On Market

    Current Estimated Value $903,349

    Last Listing Agent Ellen Schwartz Julia B Fee Sothebys Int. Rlty

    187 Todd Rd, Katonah, NY 10536

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