159

Recently Sold Lewisboro, NY Homes

Section Image
  • 9 Ashwood Rd, South Salem, NY 10590

    $1,254,000

    Sold Dec 08, 2025

    9 Ashwood Rd, South Salem, NY 10590

    • 4 Beds
    • 3.5 Baths
    • 3,688 Sq Ft
    • Built 1997

    Last Sold Summary

    • 3% Below List Price
    • $340/SF
    • 27 Days On Market

    Current Estimated Value $1,294,357

    Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

    9 Ashwood Rd, South Salem, NY 10590
  • 256 Smith Ridge Rd, South Salem, NY 10590

    $725,000

    Sold Apr 20, 2026

    256 Smith Ridge Rd, South Salem, NY 10590

    • 4 Beds
    • 3 Baths
    • 2,682 Sq Ft
    • Built 1983

    Last Sold Summary

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

    Current Estimated Value $822,442

    Last Listing Agent Erin Lee Keller Williams Realty Group

    256 Smith Ridge Rd, South Salem, NY 10590
  • 144 Stone Meadow, South Salem, NY 10590

    $419,500

    Sold Nov 04, 2025

    144 Stone Meadow, South Salem, NY 10590

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

    Last Sold Summary

    • 7% Below List Price
    • $377/SF
    • 22 Days On Market

    Current Estimated Value $416,229

    Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

    144 Stone Meadow, South Salem, NY 10590
  • 5 Primrose St, Katonah, NY 10536

    $900,000

    Sold Aug 07, 2026

    5 Primrose St, Katonah, NY 10536

    • 3 Beds
    • 2 Baths
    • 2,467 Sq Ft
    • Built 1945

    Last Sold Summary

    • 5% Above List Price
    • $365/SF
    • 17 Days On Market

    Current Estimated Value $871,271

    Last Listing Agent Christine Trudeau Keller Williams Prestige Prop

    5 Primrose St, Katonah, NY 10536
  • 230 Spring St, South Salem, NY 10590

    $1,440,000

    Sold Feb 18, 2026

    230 Spring St, South Salem, NY 10590

    • 3 Beds
    • 3.5 Baths
    • 3,532 Sq Ft
    • Built 2012

    Last Sold Summary

    • 4% Below List Price
    • $408/SF
    • 56 Days On Market

    Current Estimated Value $1,450,120

    Last Listing Agent Kristina Pepdjonovic Julia B Fee Sothebys Int. Rlty

    230 Spring St, South Salem, NY 10590
  • 21 Lake Shore Dr, South Salem, NY 10590

    $1,325,000

    Sold Oct 16, 2025

    21 Lake Shore Dr, South Salem, NY 10590

    • 2 Beds
    • 3 Baths
    • 1,940 Sq Ft
    • Built 2020

    Last Sold Summary

    • 8% Above List Price
    • $683/SF
    • 8 Days On Market

    Current Estimated Value $1,360,383

    Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

    21 Lake Shore Dr, South Salem, NY 10590
  • 9 Comanche Ct, Katonah, NY 10536

    $1,685,000

    Sold May 28, 2026

    9 Comanche Ct, Katonah, NY 10536

    • 4 Beds
    • 3.5 Baths
    • 4,256 Sq Ft
    • Built 1982

    Last Sold Summary

    • 21% Above List Price
    • $396/SF
    • 10 Days On Market

    Current Estimated Value $1,602,761

    Last Listing Agent Wendy Loring William Raveis-New York LLC

    9 Comanche Ct, Katonah, NY 10536
  • 10 Mark Mead Rd, Cross River, NY 10518

    $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
  • 2 the Logging Rd, Waccabuc, NY 10597

    $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
  • 41 Rock Shelter Rd, Waccabuc, NY 10597

    $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
  • 132 Stone Meadow, 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
  • 10 Skytop Dr, Katonah, NY 10536

    $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
  • 50 S Shore Dr, 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
  • 26 Dr Tonys Rd, Somers, NY 10536

    $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
  • 26 Elmwood Rd, Lewisboro, NY 10590

    $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
  • 134 Spring St, 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
  • 175 Waccabuc Rd, Goldens Bridge, NY 10526

    $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
  • 4 Debbie Ln, Cross River, NY 10518

    $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
  • 1 Lakeview Rd, South Salem, NY 10590

    $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 $1,010,414

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

    1 Lakeview Rd, South Salem, NY 10590
  • 0 Canaan Cir, 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
  • 84 Hemlock 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 $729,958

    Last Listing Agent Frederick Cindrich Giner Real Estate Inc.

    84 Hemlock Rd, South Salem, NY 10590
  • 8 Roads End 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
  • 242 Smith Ridge 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 $764,553

    Last Listing Agent Timi Parsons Houlihan Lawrence Inc.

    242 Smith Ridge Rd, South Salem, NY 10590
  • 58 Winterberry Cir, Cross River, NY 10518

    $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 $551,192

    Last Listing Agent Carine Nowak Compass Greater NY, LLC

    58 Winterberry Cir, Cross River, NY 10518
  • 16 Stonewall Ct, 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 $1,003,652

    Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

    16 Stonewall Ct, South Salem, NY 10590
  • 20 Oscaleta Rd, South Salem, NY 10590

    $1,900,000

    Sold Jun 29, 2026

    20 Oscaleta Rd, South Salem, NY 10590

    • 5 Beds
    • 4.5 Baths
    • 4,886 Sq Ft
    • Built 1954

    Last Sold Summary

    • 5% Below List Price
    • $389/SF
    • 13 Days On Market

    Current Estimated Value $1,952,817

    Last Listing Agent Angela Kessel Houlihan Lawrence Inc.

    20 Oscaleta Rd, South Salem, NY 10590
  • 9 Col Ferris Rd, South Salem, NY 10590

    $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 $1,314,388

    Last Listing Agent Lisa Berliner Coldwell Banker Realty

    9 Col Ferris Rd, South Salem, NY 10590
  • 4 Fairview Ct, Cross River, NY 10518

    $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 $1,644,020

    Last Listing Agent Rita Carrozza Houlihan Lawrence Inc.

    4 Fairview Ct, Cross River, NY 10518
  • 17 Brundige Dr, Goldens Bridge, NY 10526

    $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 $1,468,327

    Last Listing Agent Christine Schaaf Coldwell Banker Realty

    17 Brundige Dr, Goldens Bridge, NY 10526
  • 1 Canaan Cir, South Salem, NY 10590

    $1,400,000

    Sold Jul 01, 2026

    1 Canaan Cir, South Salem, NY 10590

    • 4 Beds
    • 4.5 Baths
    • 4,076 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Above List Price
    • $343/SF
    • 8 Days On Market

    Current Estimated Value $1,270,771

    Last Listing Agent James LaTempa Compass Greater NY, LLC

    1 Canaan Cir, South Salem, NY 10590
  • 71 Fox Run, South Salem, NY 10590

    $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 $443,198

    Last Listing Agent Mark Boyland Keller Williams Realty Partner

    71 Fox Run, South Salem, NY 10590
  • 32 Boulder Ln, Goldens Bridge, NY 10526

    $671,000

    Sold Jul 06, 2026

    32 Boulder Ln, Goldens Bridge, NY 10526

    • 3 Beds
    • 2.5 Baths
    • 1,706 Sq Ft
    • Built 1977

    Last Sold Summary

    • $393/SF
    • 25 Days On Market

    Current Estimated Value $668,835

    Last Listing Agent Melissa DeFeo Howard Hanna Rand Realty

    32 Boulder Ln, Goldens Bridge, NY 10526
  • 54 Lockwood Rd, South Salem, NY 10590

    $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 $944,071

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

    54 Lockwood Rd, South Salem, NY 10590
  • 20 Schoolhouse Rd, Waccabuc, NY 10597

    $1,100,000

    Sold Aug 14, 2025

    20 Schoolhouse Rd, Waccabuc, NY 10597

    • 5 Beds
    • 2.5 Baths
    • 3,380 Sq Ft
    • Built 1979

    Last Sold Summary

    • 15% Below List Price
    • $325/SF
    • 31 Days On Market

    Current Estimated Value $1,225,195

    Last Listing Agent Wendy Loring William Raveis-New York LLC

    20 Schoolhouse Rd, Waccabuc, NY 10597
  • 6 Hunt Farm Rd, Waccabuc, NY 10597

    $1,325,000

    Sold Aug 21, 2025

    6 Hunt Farm Rd, Waccabuc, NY 10597

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft
    • Built 1985

    Last Sold Summary

    • $539/SF
    • 11 Days On Market

    Current Estimated Value $1,358,991

    Last Listing Agent Christine Foster Corcoran Legends Realty

    6 Hunt Farm Rd, Waccabuc, NY 10597
  • 274 Maplewood Dr Unit 32274, South Salem, NY 10590

    $395,000

    Sold Jun 29, 2026

    274 Maplewood Dr Unit 32274, South Salem, NY 10590

    • 1 Bed
    • 1 Bath
    • 970 Sq Ft
    • Built 1994

    Last Sold Summary

    • 3% Above List Price
    • $407/SF
    • 16 Days On Market

    Current Estimated Value $395,897

    Last Listing Agent Elizabeth Koski Coldwell Banker Realty

    274 Maplewood Dr Unit 32274, South Salem, NY 10590
  • 153 Lake Kitchawan Dr, South Salem, NY 10590

    $550,000

    Sold Jun 23, 2026

    153 Lake Kitchawan Dr, South Salem, NY 10590

    • 2 Beds
    • 1 Bath
    • 876 Sq Ft
    • Built 1925

    Last Sold Summary

    • 10% Above List Price
    • $628/SF
    • 19 Days On Market

    Current Estimated Value $512,894

    Last Listing Agent Spencer Matthews Houlihan Lawrence Inc.

    153 Lake Kitchawan Dr, South Salem, NY 10590
  • 133 Boway Rd, South Salem, NY 10590

    $2,900,000

    Sold Jun 03, 2026

    133 Boway Rd, South Salem, NY 10590

    • 6 Beds
    • 5.5 Baths
    • 6,344 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Below List Price
    • $457/SF
    • 166 Days On Market

    Current Estimated Value $2,829,156

    Last Listing Agent Mary Anne Condon Ginnel Real Estate

    133 Boway Rd, South Salem, NY 10590
  • 49 Winterberry Cir, Cross River, NY 10518

    $625,000

    Sold May 08, 2026

    49 Winterberry Cir, Cross River, NY 10518

    • 2 Beds
    • 2.5 Baths
    • 1,570 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Above List Price
    • $398/SF
    • 12 Days On Market

    Current Estimated Value $618,011

    Last Listing Agent Margo Lancia Houlihan Lawrence Inc.

    49 Winterberry Cir, Cross River, NY 10518
  • 17 W Main St, Goldens Bridge, NY 10526

    $260,000

    Sold Dec 23, 2025

    17 W Main St, Goldens Bridge, NY 10526

    • 1 Bed
    • 1 Bath
    • 1,176 Sq Ft
    • Built 1948

    Last Sold Summary

    • 16% Above List Price
    • $221/SF
    • 35 Days On Market

    Current Estimated Value $325,410

    Last Listing Agent Suzanne Welch Coldwell Banker Realty

    17 W Main St, Goldens Bridge, NY 10526

Showing Results 41 - 80, Page 2 of 4

How to Buy a Home How to Finance a Home How to Sell a Home