Lewisboro, NY Homes

• 

  $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
• 

  Est $320,843

  Not Listed For Sale

  195 Laurel Ridge Unit 20195, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 970 Sq Ft
  • Built 1983

  195 Laurel Ridge Unit 20195, South Salem, NY 10590

  Last Sold Summary

  • 61 Days On Market
• 

  

  

  /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
• 

  $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
• 

  Est $398,407

  Not Listed For Sale

  192 Laurel Ridge, South Salem, NY 10590

  • 1 Bed
  • 2 Baths
  • 1,112 Sq Ft
  • Built 1984

  192 Laurel Ridge, South Salem, NY 10590

  Last Sold Summary

  • 60 Days On Market
• 

  

  /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
• 

  $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
• 

  Est $512,304

  Not Listed For Sale

  170 Laurel Ridge, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,301 Sq Ft
  • Built 1984

  170 Laurel Ridge, South Salem, NY 10590

  Last Sold Summary

  • 13 Days On Market
• 

  

  /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
• 

  $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
• 

  Est $556,022

  Not Listed For Sale

  159 Stone Meadow, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1982

  159 Stone Meadow, South Salem, NY 10590

  Last Sold Summary

  • 10 Days On Market
• 

  

  /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
• 

  $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
• 

  Est $403,346

  Not Listed For Sale

  148 Stone Meadow, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 1,112 Sq Ft
  • Built 1982

  148 Stone Meadow, South Salem, NY 10590

  Last Sold Summary

  • 19 Days On Market
• 

  

  /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
• 

  $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
• 

  Est $373,687

  Not Listed For Sale

  143 Stone Meadow Unit 15143, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 1,112 Sq Ft
  • Built 1982

  143 Stone Meadow Unit 15143, South Salem, NY 10590

  Last Sold Summary

  • 26 Days On Market
• 

  

  /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
• 

  $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
• 

  Est $492,082

  Not Listed For Sale

  105 Oakridge Dr, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1982

  105 Oakridge Dr, South Salem, NY 10590

  Last Sold Summary

  • 14 Days On Market
• 

  

  /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
• 

  $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
• 

  Est $388,267

  Not Listed For Sale

  96 Fox Run Unit 696, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 1,112 Sq Ft
  • Built 1981

  96 Fox Run Unit 696, South Salem, NY 10590

  Last Sold Summary

  • 17 Days On Market
• 

  

  /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
• 

  $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
• 

  Est $537,591

  Not Listed For Sale

  81 Fox Run, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1981

  81 Fox Run, South Salem, NY 10590

  Last Sold Summary

  • 35 Days On Market
• 

  

  /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
• 

  $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
• 

  Est $342,885

  Not Listed For Sale

  74 Fox Run, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 885 Sq Ft
  • Built 1981

  74 Fox Run, South Salem, NY 10590

  Last Sold Summary

  • 75 Days On Market
• 

  /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
• 

  $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
• 

  Est $346,114

  Not Listed For Sale

  60 Fox Run, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 863 Sq Ft
  • Built 1981

  60 Fox Run, South Salem, NY 10590

  Last Sold Summary

  • 81 Days On Market
• 

  

  /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
• 

  $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
• 

  Est $319,001

  Not Listed For Sale

  58 Fox Run Unit 258, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 791 Sq Ft
  • Built 1981

  58 Fox Run Unit 258, South Salem, NY 10590

  Last Sold Summary

  • 30 Days On Market
• 

  

  /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
• 

  $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
• 

  Est $270,366

  Not Listed For Sale

  56 Fox Run, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 660 Sq Ft
  • Built 1980

  56 Fox Run, South Salem, NY 10590

  Last Sold Summary

  • 83 Days On Market
• 

  

  /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
• 

  $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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