Lewisboro, NY Homes

• 

  $999,999

  Sold Aug 13, 2025

  1 Lakeview Rd, South Salem, NY 10590

  • 2 Beds
  • 2.5 Baths
  • 2,386 Sq Ft
  • Built 1983

  Last Sold Summary

  • 13% Below List Price
  • $419/SF
  • 26 Days On Market

  Current Estimated Value $1,019,883

  Last Listing Agent Stacy Levey William Raveis-New York, LLC

  1 Lakeview Rd, South Salem, NY 10590
• 

  Est $855,513

  Not Listed For Sale

  219 Kitchawan Rd, South Salem, NY 10590

  • 2 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Built 1970

  219 Kitchawan Rd, South Salem, NY 10590

  Last Sold Summary

  • 30 Days On Market
• 

  

  /2

  $592,700

  $165K 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
• 

  $1,595,000

  Sold Jul 31, 2025

  61 Lambert Ridge, Cross River, NY 10518

  • 5 Beds
  • 4.5 Baths
  • 6,224 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Below List Price
  • $256/SF
  • 80 Days On Market

  Current Estimated Value $1,671,227

  Last Listing Agent Wendy Loring William Raveis-New York LLC

  61 Lambert Ridge, Cross River, NY 10518
• 

  Est $908,311

  Not Listed For Sale

  207 Kitchawan Rd, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 2,103 Sq Ft
  • Built 1800

  207 Kitchawan Rd, South Salem, NY 10590

  Last Sold Summary

  • 27 Days On Market
• 

  

  /4

  $2,250,000

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

  Lot 6 Lockwood Rd, South Salem, NY 10590

  A rare, design-forward opportunity to build a modern, mid-century inspired residence in a thoughtfully planned enclave of similar new construction homes. Set on a beautiful one-acre lot along a private gated road in peaceful South Salem, this single-level design emphasizes clean lines, natural light, and seamless indoor-outdoor living. Walls of glass and an open layout bring the surrounding

  Michael Neeley William Raveis-New York LLC

  Lot 6 Lockwood Rd, South Salem, NY 10590
• 

  $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 $690,657

  Last Listing Agent Frederick Cindrich Giner Real Estate Inc.

  84 Hemlock Rd, South Salem, NY 10590
• 

  Est $1,362,036

  Not Listed For Sale

  42 Old Church Ln, South Salem, NY 10590

  • 3 Beds
  • 2.5 Baths
  • 4,275 Sq Ft
  • Built 1978

  42 Old Church Ln, South Salem, NY 10590

  Last Sold Summary

  • 85 Days On Market
• 

  

  /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
• 

  $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 $1,179,438

  Last Listing Agent Daniel Feldman William Raveis-New York LLC

  8 Roads End Rd, South Salem, NY 10590
• 

  Est $1,412,425

  Not Listed For Sale

  34 Old Church Ln, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,798 Sq Ft
  • Built 1972

  34 Old Church Ln, South Salem, NY 10590

  Last Sold Summary

  • 161 Days On Market
• 

  

  /32

  $1,295,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,837 Sq Ft

  43 Sabbath Day Hill Rd, South Salem, NY 10590

  Turn-Key Classic Colonial with extensive renovations and improvements. The current owners have continued with a series of updates. Open and fluid design for entertaining with light and sunny interior spaces. Beautifully proportioned rooms complimented by crown moldings. Thoughtfully designed Chef's Kitchen with custom cabinetry, center island with wood cap, quartz counters, and a large Breakfast

  Jana Peterson Ginnel Real Estate

  43 Sabbath Day Hill Rd, South Salem, NY 10590
• 

  $750,000

  Sold Nov 07, 2025

  242 Smith Ridge Rd, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft
  • Built 1776

  Last Sold Summary

  • 6% Below List Price
  • $461/SF
  • 124 Days On Market

  Current Estimated Value $783,396

  Last Listing Agent Timi Parsons Houlihan Lawrence Inc.

  242 Smith Ridge Rd, South Salem, NY 10590
• 

  Est $641,894

  Not Listed For Sale

  57 Ridgeland Rd, South Salem, NY 10590

  • 2 Beds
  • 2.5 Baths
  • 1,660 Sq Ft
  • Built 1952

  57 Ridgeland Rd, South Salem, NY 10590

  Last Sold Summary

  • 15 Days On Market
• 

  

  /30

  $899,000

  Open Sat 12PM - 2PM

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

  11 Upper Lakeshore Dr, Katonah, NY 10536

  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 with fireplace, seating and dining areas. Gorgeous new Kitchen with custom rustic Maple

  Joanne Monteleone Ginnel Real Estate

  11 Upper Lakeshore Dr, Katonah, NY 10536
• 

  $525,000

  Sold Jan 07, 2026

  58 Winterberry Cir, Cross River, NY 10518

  • 1 Bed
  • 1.5 Baths
  • 1,941 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Below List Price
  • $270/SF
  • 98 Days On Market

  Current Estimated Value $549,551

  Last Listing Agent Carine Nowak Compass Greater NY, LLC

  58 Winterberry Cir, Cross River, NY 10518
• 

  Est $561,895

  Not Listed For Sale

  102 Ridgeland Rd, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 1950

  102 Ridgeland Rd, South Salem, NY 10590

  Last Sold Summary

  • 37 Days On Market
• 

  

  /44

  $1,250,000

  $45K PRICE DROP Pending

  • 5 Beds
  • 3.5 Baths
  • 3,218 Sq Ft

  19 Deer Run Rd, South Salem, NY 10590

  COUNTRY PERFECTIONThoughtfully sited upon over two beautifully landscaped acres against a scenic wooded backdrop, this meticulously maintained, updated five-bedroom classic colonial offers the perfect combination of peace, privacy, convenience, nature, and award-winning Katonah-Lewisboro schools in a quiet country setting. Move right in with nothing to do but plan your summer garden of

  Anne-Marie Nordgren Coldwell Banker Realty

  19 Deer Run Rd, South Salem, NY 10590
• 

  $960,000

  Sold Oct 29, 2025

  16 Stonewall Ct, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,626 Sq Ft
  • Built 1982

  Last Sold Summary

  • 4% Below List Price
  • $366/SF
  • 30 Days On Market

  Current Estimated Value $1,003,598

  Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

  16 Stonewall Ct, South Salem, NY 10590
• 

  Est $342,752

  Not Listed For Sale

  130 Lake Kitchawan Dr, South Salem, NY 10590

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1924

  130 Lake Kitchawan Dr, South Salem, NY 10590

  Last Sold Summary

  • 22 Days On Market
• 

  

  /26

  $599,000

  • 2 Beds
  • 2 Baths
  • 1,384 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
• 

  $799,000

  Sold Jun 26, 2025

  63 Deerfield Rd, Katonah, NY 10536

  • 2 Beds
  • 2 Baths
  • 1,743 Sq Ft
  • Built 1936

  Last Sold Summary

  • $458/SF
  • 15 Days On Market

  Current Estimated Value $836,072

  Last Listing Agent Jennie Doukas Ginnel Real Estate

  63 Deerfield Rd, Katonah, NY 10536
• 

  Est $486,361

  Not Listed For Sale

  48 Lake Kitchawan Dr, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 1,519 Sq Ft
  • Built 1930

  48 Lake Kitchawan Dr, South Salem, NY 10590

  Last Sold Summary

  • 35 Days On Market
• 

  

  /24

  $1,100,000

  $195K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,476 Sq Ft

  12 Skytop Dr, Katonah, NY 10536

  Live the Lake Katonah life in this spacious, fully renovated mid-century modern with incredible views. This house embraces open concept living at its best. The great room has direct access out to the spectacular screened porch from both the living and dining rooms and a brand new deck is directly off of the huge eat-in-kitchen. Enjoy the lovely level backyard for great outdoor activities. Walk to

  Angela Kessel Houlihan Lawrence Inc.

  12 Skytop Dr, Katonah, NY 10536
• 

  $1,318,000

  Sold Nov 05, 2025

  9 Col Ferris Rd, South Salem, NY 10590

  • 4 Beds
  • 4 Baths
  • 4,325 Sq Ft
  • Built 1994

  Last Sold Summary

  • 4% Below List Price
  • $305/SF
  • 94 Days On Market

  Current Estimated Value $1,327,197

  Last Listing Agent Lisa Berliner Coldwell Banker Realty

  9 Col Ferris Rd, South Salem, NY 10590
• 

  Est $478,211

  Not Listed For Sale

  7 Lake Ave, South Salem, NY 10590

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1961

  7 Lake Ave, South Salem, NY 10590

  Last Sold Summary

  • 16 Days On Market
• 

  

  /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
• 

  $1,633,200

  Sold Jan 23, 2026

  4 Fairview Ct, Cross River, NY 10518

  • 4 Beds
  • 3 Baths
  • 4,525 Sq Ft
  • Built 1997

  Last Sold Summary

  • 13% Above List Price
  • $361/SF
  • 17 Days On Market

  Current Estimated Value $1,614,403

  Last Listing Agent Rita Carrozza

  4 Fairview Ct, Cross River, NY 10518
• 

  Est $800,562

  Not Listed For Sale

  4 Salem Ln, South Salem, NY 10590

  • 3 Beds
  • 2.5 Baths
  • 2,406 Sq Ft
  • Built 1967

  4 Salem Ln, South Salem, NY 10590

  Last Sold Summary

  • 143 Days On Market
• 

  

  /9

  $575,000

  $175K PRICE DROP

  • Land
  • 9.09 Acres
  • $63,256 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
• 

  $1,400,000

  Sold Jan 15, 2026

  17 Brundige Dr, Goldens Bridge, NY 10526

  • 4 Beds
  • 4.5 Baths
  • 5,660 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Above List Price
  • $247/SF
  • 35 Days On Market

  Current Estimated Value $1,467,721

  Last Listing Agent Christine Schaaf Coldwell Banker Realty

  17 Brundige Dr, Goldens Bridge, NY 10526
• 

  Est $843,608

  Not Listed For Sale

  2 Salem Ln, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 2,132 Sq Ft
  • Built 1976

  2 Salem Ln, South Salem, NY 10590

  Last Sold Summary

  • 18 Days On Market
• 

  

  /42

  $2,500,000

  $200K PRICE DROP

  • 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
• 

  $805,000

  Sold Aug 07, 2025

  48 Sabbath Day Hill Rd, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Above List Price
  • $260/SF
  • 13 Days On Market

  Current Estimated Value $872,487

  Last Listing Agent Nancy Musich Houlihan Lawrence Inc.

  48 Sabbath Day Hill Rd, South Salem, NY 10590
• 

  Est $805,843

  Not Listed For Sale

  33 Salem Ln, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 2,022 Sq Ft
  • Built 1962

  33 Salem Ln, South Salem, NY 10590

  Last Sold Summary

  • 19 Days On Market
• 

  

  /39

  $2,450,000

  $300K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 3,706 Sq Ft

  3 Old Shop Rd, Cross River, NY 10518

  Welcome to 3 Old Shop Road, a beautifully updated farmhouse that perfectly captures the essence of relaxed country living in a highly coveted Cross River address. Set on a picturesque, park-like parcel with sweeping lawns and mature trees, this five-bedroom, five-bath residence offers a seamless blend of historic character, modern comfort, and premium amenities. Designed for both effortless

  Jody Rosen Julia B Fee Sothebys Int. Rlty

  3 Old Shop Rd, Cross River, NY 10518
• 

  $420,000

  Sold Oct 30, 2025

  71 Fox Run, South Salem, NY 10590

  • 2 Beds
  • 1.5 Baths
  • 1,407 Sq Ft
  • Built 1982

  Last Sold Summary

  • 1% Below List Price
  • $299/SF
  • 25 Days On Market

  Current Estimated Value $449,242

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  71 Fox Run, South Salem, NY 10590
• 

  Est $972,478

  Not Listed For Sale

  42 Lake Shore Dr, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,472 Sq Ft
  • Built 1969

  42 Lake Shore Dr, South Salem, NY 10590

  Last Sold Summary

  • 33 Days On Market
• 

  

  /24

  $575,000

  • 1 Bed
  • 1.5 Baths
  • 1,451 Sq Ft

  157 Jay Ct, Cross River, NY 10518

  Welcome to this beautifully maintained townhouse in the highly desirable Meadows community. Ideally located near shopping, restaurants, and schools, this home offers affordable living, excellent amenities, and low taxes within the sought-after Katonah-Lewisboro School District. Situated in one of the most private locations in the development, the home is just a short walk to the community pool

  Judith Collins-Turi William Raveis-New York LLC

  157 Jay Ct, Cross River, NY 10518
• 

  $945,000

  Sold Mar 27, 2026

  54 Lockwood Rd, South Salem, NY 10590

  • 4 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1965

  Last Sold Summary

  • $601/SF
  • 21 Days On Market

  Current Estimated Value $938,582

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

  54 Lockwood Rd, South Salem, NY 10590

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