Lewisboro, NY Homes

• 

  $985,000

  Sold Dec 08, 2025

  10 Mark Mead Rd, Cross River, NY 10518

  • 5 Beds
  • 2.5 Baths
  • 3,217 Sq Ft
  • Built 1965

  Last Sold Summary

  • 18% Below List Price
  • $306/SF
  • 49 Days On Market

  Current Estimated Value $1,007,231

  Last Listing Agent Karen Burchetta Houlihan Lawrence Inc.

  10 Mark Mead Rd, Cross River, NY 10518
• 

  Est $1,302,991

  Not Listed For Sale

  23 West Rd, South Salem, NY 10590

  • 4 Beds
  • 3 Baths
  • 3,227 Sq Ft
  • Built 1998

  23 West Rd, South Salem, NY 10590

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Luke Joachim Redfin Real Estate
• 

  

  

  /50

  $4,395,000

  $455K PRICE DROP

  • 4 Beds
  • 4.5 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, 4.5-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
• 

  $1,495,000

  Sold Jul 16, 2026

  2 the Logging Rd, Waccabuc, NY 10597

  • 3 Beds
  • 2.5 Baths
  • 3,041 Sq Ft
  • Built 1979

  Last Sold Summary

  • $492/SF
  • 19 Days On Market

  Current Estimated Value $1,489,833

  Last Listing Agent Eva Casoria eXp Realty

  2 the Logging Rd, Waccabuc, NY 10597
• 

  Est $1,103,010

  Not Listed For Sale

  12 Douglas Dr, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,755 Sq Ft
  • Built 1982

  12 Douglas Dr, South Salem, NY 10590

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent John Nigro Keller Williams Prestige Prop
• 

  /2

  $583,700

  $174K PRICE DROP

  • 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
• 

  $2,799,000

  Sold Sep 29, 2025

  41 Rock Shelter Rd, Waccabuc, NY 10597

  • 5 Beds
  • 8 Baths
  • 7,313 Sq Ft
  • Built 2002

  Last Sold Summary

  • $383/SF
  • 132 Days On Market

  Current Estimated Value $2,890,841

  Last Listing Agent Jessica Cunningham Houlihan Lawrence Inc.

  41 Rock Shelter Rd, Waccabuc, NY 10597
• 

  Est $892,373

  Not Listed For Sale

  20 Glen Dr, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • Built 1964

  20 Glen Dr, South Salem, NY 10590

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty
• 

  

  /7

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  Lot 6 Sachem Way, South Salem, NY 10590

  A rare opportunity to own a Silvermine Preserve home where sophisticated design, exceptional craftsmanship and thoughtful technology come together. Engineered as a high-performance home, it incorporates geothermal heating and cooling along with advanced energy-efficient building systems that enhance year-round comfort, efficiency, and long-term value. Set within an exclusive enclave of

  Michael Neeley William Raveis-New York LLC

  Lot 6 Sachem Way, South Salem, NY 10590
• 

  $360,000

  Sold Mar 23, 2026

  132 Stone Meadow, South Salem, NY 10590

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

  Last Sold Summary

  • 10% Below List Price
  • $324/SF
  • 64 Days On Market

  Current Estimated Value $363,567

  Last Listing Agent Lisa Sgobbo Century 21 Alliance Rlty Group

  132 Stone Meadow, South Salem, NY 10590
• 

  Est $938,215

  Not Listed For Sale

  7 Laurel Rd, South Salem, NY 10590

  • 3 Beds
  • 3.5 Baths
  • 2,675 Sq Ft
  • Built 1978

  7 Laurel Rd, South Salem, NY 10590

  Last Sold Summary

  • 59 Days On Market

  Last Listing Agent Brenda Timm Coldwell Banker Realty
• 

  

  /40

  $1,549,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,436 Sq Ft

  12 Gideon Reynolds Rd, Cross River, NY 10518

  Set on a manicured 1.78-acre lot, this beautifully updated 4-bedroom, 2.5-bath Colonial located in the sought after community of Michelle Estates, is a must see. Step inside to a grand, two-story foyer, featuring high ceilings and an elegant open staircase. To the right, is a private home office with French doors and to the left a formal living room which flows seamlessly into the dining room.

  Patricia Hinkley Coldwell Banker Realty

  12 Gideon Reynolds Rd, Cross River, NY 10518
• 

  $550,000

  Sold May 14, 2026

  10 Skytop Dr, Katonah, NY 10536

  • 1 Bed
  • 1 Bath
  • 776 Sq Ft
  • Built 1930

  Last Sold Summary

  • 8% Below List Price
  • $709/SF
  • 16 Days On Market

  Current Estimated Value $562,863

  Last Listing Agent Angela Kessel Houlihan Lawrence Inc.

  10 Skytop Dr, Katonah, NY 10536
• 

  Est $930,400

  Not Listed For Sale

  14 Laurel Rd, South Salem, NY 10590

  • 4 Beds
  • 3 Baths
  • 2,435 Sq Ft
  • Built 1977

  14 Laurel Rd, South Salem, NY 10590

  Last Sold Summary

  • 70 Days On Market

  Last Listing Agent Melissa Frank Lutz Douglas Elliman Real Estate
• 

  

  /44

  $995,000

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  139 Smith Ridge Rd, South Salem, NY 10590

  Set back approximately 600 feet from the road, this serene South Salem retreat offers a rare combination of privacy, tranquility, and convenience. Nestled on 9.47 acres, you are welcomed by beautiful flowering fruit trees and manicured landscaping. The 3-bedroom, 2.5-bath residence offers approximately 2,600 square feet of thoughtfully designed living space surrounded by natural

  Sally Walter Compass Greater NY, LLC

  139 Smith Ridge Rd, South Salem, NY 10590
• 

  $387,500

  Sold Feb 26, 2026

  50 S Shore Dr, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1930

  Last Sold Summary

  • 2% Below List Price
  • $388/SF
  • 42 Days On Market

  Current Estimated Value $398,117

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  50 S Shore Dr, South Salem, NY 10590
• 

  Est $918,689

  Not Listed For Sale

  11 Lockwood Rd, South Salem, NY 10590

  • 4 Beds
  • 2 Baths
  • 2,114 Sq Ft
  • Built 1958

  11 Lockwood Rd, South Salem, NY 10590

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty
• 

  

  /26

  $1,495,000

  • 3 Beds
  • 4 Baths
  • 3,720 Sq Ft

  257 Kitchawan Rd, South Salem, NY 10590

  Stunning post-modern contemporary w/ cathedral ceilings, private professionally landscaped back yard with mature plantings. Featuring a large deck, in-ground free form gunite pool with screened-in gazebo, fully fenced backyard with separately fenced dog-run. Large living room with a fieldstone wall, majestic raised hearth fireplace and hobnailed wood floor. Formal dining room w/ bluestone floor,

  RHONA BORK RMB & Associates

  257 Kitchawan Rd, South Salem, NY 10590
• 

  $550,000

  Sold Aug 29, 2025

  26 Dr Tonys Rd, Somers, NY 10536

  • Land
  • 2.7 Acres
  • $203,704 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 156 Days On Market

  Current Estimated Value $557,069

  Last Listing Agent Bill Reilly Billingsley Realty

  26 Dr Tonys Rd, Somers, NY 10536
• 

  Est $1,058,373

  Not Listed For Sale

  17 Wakeman Rd, South Salem, NY 10590

  • 3 Beds
  • 3.5 Baths
  • 3,600 Sq Ft
  • Built 1964

  17 Wakeman Rd, South Salem, NY 10590

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Joann Galluccio William Raveis-New York LLC
• 

  

  /30

  $899,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  11 Upper Lakeshore Dr, Katonah, NY 10536

  *Multiple Offers Received - Please submit H&B offer by Tuesday, June 30th, 12:00 pm. *SPECTACULAR LAKE VIEWS. High site with commanding views of Lake Katonah. Turn-key Clapboard and Stone Country House with light and airy spaces. Fabulous open floor plan perfectly suited to today’s lifestyle. Large picture windows to capture natural light and incredible views. Heart-of-the-home Great Room

  Joanne Monteleone Ginnel Real Estate

  11 Upper Lakeshore Dr, Katonah, NY 10536
• 

  $350,000

  Sold Jan 21, 2026

  26 Elmwood Rd, Lewisboro, NY 10590

  • Land
  • 3.47 Acres
  • $100,865 per Acre

  Last Sold Summary

  • 6% Above List Price
  • 37 Days On Market

  Current Estimated Value $349,580

  Last Listing Agent Julie Setterlund Julia B Fee Sothebys Int. Rlty

  26 Elmwood Rd, Lewisboro, NY 10590
• 

  Est $814,651

  Not Listed For Sale

  11 Roads End Rd, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,684 Sq Ft
  • Built 1976

  11 Roads End Rd, South Salem, NY 10590

  Last Sold Summary

  • 121 Days On Market

  Last Listing Agent Daniel Feldman William Raveis-New York LLC
• 

  

  /23

  $599,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft

  182 Smith Ridge Rd, South Salem, NY 10590

  STEP INTO THE PAST. Part of South Salem’s rich history. Charming Antique Farmhouse, circa 1775, once a general store and post office. Rocking Chair Porch. Original Front Parlor. Country Kitchen. Warm and inviting Living Room with vaulted ceiling and doors to rear deck. Two Bedrooms and Two Baths. Separate Barn with garage bay and second floor heated Studio with vaulted ceiling. Picture book

  Mary Anne Condon Ginnel Real Estate

  182 Smith Ridge Rd, South Salem, NY 10590
• 

  $950,000

  Sold Nov 24, 2025

  134 Spring St, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 3,031 Sq Ft
  • Built 1794

  Last Sold Summary

  • $313/SF
  • 27 Days On Market

  Current Estimated Value $974,838

  Last Listing Agent Donna Ornstein William Raveis-New York LLC

  134 Spring St, South Salem, NY 10590
• 

  Est $913,414

  Not Listed For Sale

  3 Roads End Rd, South Salem, NY 10590

  • 4 Beds
  • 3.5 Baths
  • 2,856 Sq Ft
  • Built 1972

  3 Roads End Rd, South Salem, NY 10590

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Margo Lancia Houlihan Lawrence Inc.
• 

  

  /38

  $1,690,000

  • 4 Beds
  • 4 Baths
  • 3,326 Sq Ft

  2 Tommys Ln, South Salem, NY 10590

  Step inside Tommy’s Lane, where understated architecture gives way to unforgettable design. From the curb, this timeless transitional Colonial sits quietly on just shy of two flat, sun-drenched private acres with a pool. Open the dramatic custom black glass front doors, however, and the entire experience changes. A dramatic two-story foyer introduces interiors that feel as though Restoration

  Melissa Marcogliese Compass Greater NY, LLC

  2 Tommys Ln, South Salem, NY 10590
• 

  $1,050,000

  Sold Apr 17, 2026

  175 Waccabuc Rd, Goldens Bridge, NY 10526

  • 6 Beds
  • 2 Baths
  • 6,038 Sq Ft
  • Built 1827

  Last Sold Summary

  • 7% Below List Price
  • $174/SF
  • 147 Days On Market

  Current Estimated Value $1,415,932

  Last Listing Agent James Bergstraser RE/MAX Classic Realty

  175 Waccabuc Rd, Goldens Bridge, NY 10526
• 

  Est $1,056,832

  Not Listed For Sale

  26 Tri Brook Dr, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 3,016 Sq Ft
  • Built 1978

  26 Tri Brook Dr, South Salem, NY 10590

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Carine Nowak Compass Greater NY, LLC
• 

  

  /49

  $949,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  16 Soundview Loop, South Salem, NY 10590

  First time available in nearly 20 years, 16 Soundview Loop presents a rare opportunity to own a beautifully maintained Colonial set on just under an acre in one of South Salem's most desirable neighborhoods. Surrounded by mature trees and natural beauty, this 4-bedroom, 2.5-bath property offers over 2,200 square feet of thoughtfully updated living space, blending timeless character with modern

  Eric Staub Keller Williams NY Realty

  16 Soundview Loop, South Salem, NY 10590
• 

  $800,000

  Sold Sep 03, 2025

  4 Debbie Ln, Cross River, NY 10518

  • 3 Beds
  • 3 Baths
  • 2,064 Sq Ft
  • Built 1968

  Last Sold Summary

  • 18% Above List Price
  • $388/SF
  • 9 Days On Market

  Current Estimated Value $829,751

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

  4 Debbie Ln, Cross River, NY 10518
• 

  Est $1,455,884

  Not Listed For Sale

  12 Tri Brook Dr, South Salem, NY 10590

  • 4 Beds
  • 3.5 Baths
  • 4,701 Sq Ft
  • Built 1986

  12 Tri Brook Dr, South Salem, NY 10590

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent William Martin Douglas Elliman Real Estate
• 

  

  /8

  $2,750,000

  • 4 Beds
  • 3.5 Baths
  • 5,600 Sq Ft

  Lot 13 Sachem Way, South Salem, NY 10590

  A rare opportunity to own a custom-designed home in Silvermine Preserve, an exclusive enclave of architecturally distinctive residences in South Salem. Set on 1.33 private acres at the entrance to Sachem Way, this exceptional residence was envisioned by the builder in collaboration with acclaimed architect Teo Siguenza, inspired by the enduring character of the farmhouse and reimagined through a

  Michael Neeley William Raveis-New York LLC

  Lot 13 Sachem Way, South Salem, NY 10590
• 

  $250,000

  Sold Jun 01, 2026

  0 Canaan Cir, South Salem, NY 10590

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

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Michael Kaplan Michael J. Kaplan

  0 Canaan Cir, South Salem, NY 10590
• 

  Est $776,158

  Not Listed For Sale

  10 Deer Run Rd, South Salem, NY 10590

  • 4 Beds
  • 2 Baths
  • 1,894 Sq Ft
  • Built 1963

  10 Deer Run Rd, South Salem, NY 10590

  Last Sold Summary

  • 13 Days On Market

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

  

  /9

  $525,000

  $225K PRICE DROP

  • Land
  • 9.09 Acres
  • $57,756 per Acre

  6 Duffys Bridge Rd, Lewisboro, NY 10536

  A rare find at a great price. Unique parcel offering amazing privacy on over 9 acres of improved land in desirable Katonah location. Drilled 330' well with 50gpm and septic installed for 4 bedroom home. This wooded hilltop homesite is approved for a single family home by the Town of Lewisboro. Land is cleared, graded and has a Belgian block-lined gravel driveway. Stone retaining walls are

  Joanne Visovsky Coldwell Banker Realty

  6 Duffys Bridge Rd, Lewisboro, NY 10536
• 

  $745,000

  Sold Jun 09, 2026

  84 Hemlock Rd, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 1,707 Sq Ft
  • Built 1935

  Last Sold Summary

  • 8% Above List Price
  • $436/SF
  • 10 Days On Market

  Current Estimated Value $729,958

  Last Listing Agent Frederick Cindrich Giner Real Estate Inc.

  84 Hemlock Rd, South Salem, NY 10590
• 

  Est $1,785,268

  Not Listed For Sale

  25 Beaver Pond Rd, South Salem, NY 10590

  • 5 Beds
  • 3.5 Baths
  • 6,000 Sq Ft
  • Built 2005

  25 Beaver Pond Rd, South Salem, NY 10590

  Last Sold Summary

  • 219 Days On Market

  Last Listing Agent Michele Isenberg Coldwell Banker Realty
• 

  

  /37

  $1,550,000

  • 3 Beds
  • 3 Baths
  • 2,216 Sq Ft

  56 Twin Lakes Rd, South Salem, NY 10590

  Escape to your own private waterfront retreat on Lake Oscaleta! This natural glacial lake offers peaceful scenery and year-round recreation.The updated, 2,226-square-foot lakehouse combines quiet privacy with the warmth of a welcoming lake community. A private dock and sandy shallows provide gradual water entry, creating an ideal place for summer swimming, launching a kayak, fishing or

  Larry Mango Giner Real Estate Inc.

  56 Twin Lakes Rd, South Salem, NY 10590
• 

  $1,125,000

  Sold Sep 26, 2025

  8 Roads End Rd, South Salem, NY 10590

  • 3 Beds
  • 3 Baths
  • 3,781 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $298/SF
  • 85 Days On Market

  Current Estimated Value $1,198,710

  Last Listing Agent Daniel Feldman William Raveis-New York LLC

  8 Roads End Rd, South Salem, NY 10590

Showing Results 161 - 200, Page 5 of 18