Lewisboro, NY Homes

• 

  Est $367,635

  Not Listed For Sale

  219 Lakeside Dr, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 994 Sq Ft
  • Built 1987

  219 Lakeside Dr, South Salem, NY 10590

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Mark Boyland Keller Williams Realty Partner
• 

  

  

  /27

  $589,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,085 Sq Ft

  40 Bittersweet Ln, South Salem, NY 10590

  Welcome to 40 Bittersweet Lane—one of the largest units in the Oakridge Condominium Complex. This lovely property truly lives like a single-family home. The three-bedrooms, two full-bathrooms , dedicated office/loft and multiple living spaces provide room for everyone. The sliders in the family room provide access to the private patio offering an additional home like feel, that few other units

  Patricia Hinkley Coldwell Banker Realty

  40 Bittersweet Ln, 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

  Current Estimated Value $1,211,694

  Last Listing Agent Richard Mishkin Coldwell Banker Realty

  12 Stonewall Ct, South Salem, NY 10590
• 

  Est $512,914

  Not Listed For Sale

  198 Laurel Ridge, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,301 Sq Ft
  • Built 1981

  198 Laurel Ridge, South Salem, NY 10590

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Mary Anne Condon Ginnel Real Estate
• 

  

  

  /36

  $589,800

  $8K PRICE DROP Pending

  • 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
• 

  $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 $652,033

  Last Listing Agent Eileen McGrath Douglas Elliman Real Estate

  124 Woodcock Knolls, Cross River, NY 10518
• 

  Est $326,679

  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

  Last Listing Agent Alex Mashkin Keller Williams Realty Partner
• 

  

  /20

  $338,159

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,058 Sq Ft

  268 Maplewood Dr, South Salem, NY 10590

  Rare opportunity to own a beautifully updated 3-bedroom, 1.5 bathroom condo in a highly desirable location with the added benefit of reduced property taxes and low common charges, making homeownership more attainable. This move-in ready residence is offering exceptional value for both owner-occupants and investors, as the property may be rented as an income-producing investment, subject to

  Michael Portnoy Giner Real Estate Inc.

  268 Maplewood Dr, 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 $1,027,836

  Last Listing Agent Marcie Nolletti Coldwell Banker Realty

  12 N Lake Cir, South Salem, NY 10590
• 

  Est $410,779

  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

  Last Listing Agent Anne-Marie Nordgren Coldwell Banker Realty
• 

  

  /35

  $849,000

  Pending

  • 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

  Maria Tomaselli Howard Hanna Rand Realty

  58 Gilbert St, South Salem, NY 10590
• 

  $2,450,000

  Sold Jul 29, 2026

  12 E Ridge Rd, Waccabuc, NY 10597

  • 4 Beds
  • 3.5 Baths
  • 3,324 Sq Ft
  • Built 1977

  Last Sold Summary

  • 7% Above List Price
  • $737/SF
  • 24 Days On Market

  Current Estimated Value $2,280,257

  Last Listing Agent Angela Kessel Houlihan Lawrence Inc.

  12 E Ridge Rd, Waccabuc, NY 10597
• 

  Est $513,532

  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

  Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC
• 

  

  /6

  $250,000

  • 1 Bed
  • 1 Bath
  • 630 Sq Ft

  32 Boutonville Rd, South Salem, NY 10590

  Built in 1933, this 630 SF, 3 room cabin features a living room with original stone hearth, small kitchen, bathroom with shower, and bedroom. Private, paved uphill drive to house with rear deck and and level, usable, large yard. Septic was redone in 2018. Occupied by the current owner for more than 20 years, this home is in need of major renovation or may be a teardown. Owner pays share of mtc

  Kenneth Sobel Houlihan Lawrence Inc.

  32 Boutonville Rd, 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 $1,451,626

  Last Listing Agent Suzanne Bowers Corcoran Legends Realty

  288 Todd Rd, Katonah, NY 10536
• 

  Est $579,106

  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

  Last Listing Agent Christa Ursini eXp Realty
• 

  

  /29

  $439,000

  $20K PRICE DROP Pending

  • 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
• 

  $680,000

  Sold Aug 03, 2026

  95 Main St, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Below List Price
  • $488/SF
  • 41 Days On Market

  Current Estimated Value $699,575

  Last Listing Agent Peter Michaelis Ginnel Real Estate

  95 Main St, South Salem, NY 10590
• 

  Est $408,213

  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

  Last Listing Agent Christa Ursini eXp Realty
• 

  

  /21

  $599,000

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

  142 Woodcock Knolls, Cross River, NY 10518

  I am excited to present this beautifully renovated 2-bedroom, 2.5-bath townhouse in the highly desirable community of The Meadows in Cross River.The main level features a stunning updated kitchen with stainless steel appliances, a convenient powder room, a spacious dining area, and a bright living room with a cozy fireplace. Sliding glass doors lead from the living room to a private patio,

  Richard Giaccio Prime Go Realty, Inc.

  142 Woodcock Knolls, 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 $885,240

  Last Listing Agent Frederick Cindrich Giner Real Estate Inc.

  28 Glen Dr, South Salem, NY 10590
• 

  Est $400,643

  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

  Last Listing Agent Thomas Santore Coldwell Banker Realty
• 

  

  /31

  $1,299,000

  Pending

  • 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
• 

  $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 $1,325,457

  Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

  30 Hilltop Rd, Waccabuc, NY 10597
• 

  Est $541,391

  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

  Last Listing Agent Lin Crispinelli Houlihan Lawrence Inc.
• 

  

  /29

  $1,190,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  4 Southwind Dr, Cross River, NY 10518

  Set on 2 acres in Cross River this home was made for outdoor living and entertaining, your own private resort. This large home features 4 bedrooms, 2.5 baths, eat in kitchen, numerous family rooms, a chef's garden, plus a heated saltwater pool feels secluded yet just minutes from Metro North, John Jay campus, Ward Pound Reservation and shopping centers. Step outside to enjoy 2 levels of decks

  Derek Greene Greene Realty Group

  4 Southwind Dr, 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 $593,171

  Last Listing Agent Patricia Hinkley Coldwell Banker Realty

  33 Briar Ct, Cross River, NY 10518
• 

  Est $412,876

  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

  Last Listing Agent Michael Portnoy Giner Real Estate Inc.
• 

  

  /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
• 

  $2,050,000

  Sold Jun 30, 2026

  2 Bluestone Ln, South Salem, NY 10590

  • 4 Beds
  • 4.5 Baths
  • 5,960 Sq Ft
  • Built 2019

  Last Sold Summary

  • 14% Above List Price
  • $344/SF
  • 9 Days On Market

  Current Estimated Value $1,802,174

  Last Listing Agent Susan Stillman Houlihan Lawrence Inc.

  2 Bluestone Ln, South Salem, NY 10590
• 

  Est $547,736

  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

  Last Listing Agent Alfonso Vanacoro Howard Hanna Rand Realty
• 

  

  /33

  $925,000

  Pending

  • 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
• 

  $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 $686,233

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  16 Indian Ln, South Salem, NY 10590
• 

  Est $306,988

  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

  Last Listing Agent Francine Brown Brown Estate Realty
• 

  

  /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
• 

  $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 $947,996

  Last Listing Agent Christopher Motta Real Broker NY LLC

  14 Mark Mead Rd, Cross River, NY 10518
• 

  Est $463,854

  Not Listed For Sale

  73 Fox Run Unit 373, South Salem, NY 10590

  • 2 Beds
  • 1.5 Baths
  • 1,070 Sq Ft
  • Built 1981

  73 Fox Run Unit 373, South Salem, NY 10590

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Cate Hegarty Compass Greater NY, LLC
• 

  

  /24

  $629,000

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,468 Sq Ft

  230 Lakeside Dr, South Salem, NY 10590

  Gorgeous, completely updated, upper end unit, two bedroom plus office and open loft/den townhome in the Katonah Lewisboro school District. The open living space is flooded with light, calming colors, soaring ceilings and a wonderful wood burning fireplace. The recently renovated eat in kitchen featuring stainless steel appliances, an enormous center island and deck access is the perfect place to

  Patricia Hinkley Coldwell Banker Realty

  230 Lakeside Dr, South Salem, NY 10590
• 

  $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 $503,352

  Last Listing Agent Maria LaGattuta Douglas Elliman Real Estate

  30 Fairmount Rd, Goldens Bridge, NY 10526
• 

  Est $329,363

  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

  Last Listing Agent Debi Orr Keller Williams Prestige Prop

Showing Results 81 - 120, Page 3 of 18