5,339

Lewisboro, NY Homes

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  • 31 S Shore Dr, South Salem, NY 10590
    31 S Shore Dr, South Salem, NY 10590
    31 S Shore Dr, South Salem, NY 10590
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    $499,000 Pending

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    31 S Shore Dr, South Salem, NY 10590

    Opportunity for direct waterfront!!! Come see this cabin that is situated directly on the shoreline of Lake Waccabuc in quiet lake community. The structure itself is built primarily of beautiful wood siding and features a wood burning stove with a stone and mortar foundation. Large, multi-pane window line facing the water makes for great entertaining or relaxing providing an unobstructed view of

    Maxwell Erni The Bridge Realty Group NY LLC

    31 S Shore Dr, South Salem, NY 10590
  • 30 Hilltop Rd, Waccabuc, NY 10597

    $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

    Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

    30 Hilltop Rd, Waccabuc, NY 10597
  • 1196 Route 35, South Salem, NY 10590
    1196 Route 35, South Salem, NY 10590
    1196 Route 35, South Salem, NY 10590
    /50

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,648 Sq Ft

    1196 Route 35, South Salem, NY 10590

    A Timeless Retreat with Modern Luxury in LewisboroTucked away on 5.33 private acres, this extraordinary Cape Cod-Split Ranch is a seamless fusion of classic elegance and modern sophistication. Thoughtfully redesigned and fully upgraded in the past five years, this 5-bedroom, 4.5-bathroom estate spans 3,648 sq. ft., offering an unparalleled living experience. With five-zone heating and

    Zulleyma Alvarez Compass Greater NY, LLC

    1196 Route 35, South Salem, NY 10590
  • 16 Indian 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

    Last Listing Agent Mark Boyland Keller Williams Realty Partner

    16 Indian Ln, South Salem, NY 10590
  • 30 Fairmount Rd, 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

    Last Listing Agent Maria LaGattuta Douglas Elliman Real Estate

    30 Fairmount Rd, Goldens Bridge, NY 10526
  • 30 Benedict Rd, 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 $1,109,646

    Last Listing Agent Margaret Harrington Douglas Elliman Real Estate

    30 Benedict Rd, South Salem, NY 10590
  • 71 Pine Hill Dr, South Salem, NY 10590

    $1,480,000 Sold Feb 04, 2025

    71 Pine Hill Dr, South Salem, NY 10590

    • 4 Beds
    • 4.5 Baths
    • 4,598 Sq Ft
    • Built 1992

    Last Sold Summary

    • 6% Above List Price
    • $322/SF
    • 21 Days On Market

    Current Estimated Value $1,562,969

    Last Listing Agent Wendy Loring William Raveis-New York LLC

    71 Pine Hill Dr, South Salem, NY 10590
  • 187 Todd Rd, Katonah, NY 10536

    $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

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

    187 Todd Rd, Katonah, NY 10536
  • 39 Lakeview Rd, South Salem, NY 10590

    $379,200 Sold Jan 16, 2025

    39 Lakeview Rd, South Salem, NY 10590

    • 4 Beds
    • 1 Bath
    • 820 Sq Ft
    • Built 1923

    Last Sold Summary

    • 24% Below List Price
    • $462/SF
    • 130 Days On Market

    Current Estimated Value $937,442

    Last Listing Agent Hope Ross Mazzola William Raveis-New York LLC

    39 Lakeview Rd, South Salem, NY 10590
  • 15 Glen Dr, South Salem, NY 10590

    $710,000 Sold Oct 07, 2025

    15 Glen Dr, South Salem, NY 10590

    • 3 Beds
    • 1.5 Baths
    • 1,924 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Above List Price
    • $369/SF
    • 31 Days On Market

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

    15 Glen Dr, South Salem, NY 10590
  • 21 Lambert Ridge, Cross River, NY 10518

    $1,317,000 Sold Jan 22, 2025

    21 Lambert Ridge, Cross River, NY 10518

    • 5 Beds
    • 3.5 Baths
    • 4,488 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $293/SF
    • 43 Days On Market

    Current Estimated Value $1,442,806

    Last Listing Agent Wendy Kligman Compass Greater NY, LLC

    21 Lambert Ridge, Cross River, NY 10518
  • 94 Bouton Rd, South Salem, NY 10590

    $1,200,000 Sold Jun 20, 2025

    94 Bouton Rd, South Salem, NY 10590

    • 4 Beds
    • 2.5 Baths
    • 2,623 Sq Ft
    • Built 1790

    Last Sold Summary

    • 9% Above List Price
    • $457/SF
    • 8 Days On Market

    Current Estimated Value $1,194,407

    Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

    94 Bouton Rd, South Salem, NY 10590
  • 121 Post Office Rd, South Salem, NY 10590

    $1,900,000 Sold Oct 01, 2025

    121 Post Office Rd, South Salem, NY 10590

    • 3 Beds
    • 1.5 Baths
    • 3,307 Sq Ft
    • Built 1792

    Last Sold Summary

    • 6% Above List Price
    • $575/SF
    • 33 Days On Market

    Last Listing Agent Jennie Doukas Ginnel Real Estate

    121 Post Office Rd, South Salem, NY 10590
  • 25 Twin Lakes Rd, South Salem, NY 10590

    $675,000 Sold Oct 15, 2025

    25 Twin Lakes Rd, South Salem, NY 10590

    • 4 Beds
    • 3 Baths
    • 1,944 Sq Ft
    • Built 1964

    Last Sold Summary

    • 3% Below List Price
    • $347/SF
    • 49 Days On Market

    Last Listing Agent Mark Boyland Keller Williams Realty Partner

    25 Twin Lakes Rd, South Salem, NY 10590
  • 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

    Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

    9 Ashwood Rd, South Salem, NY 10590
  • 24 Benedict Rd, South Salem, NY 10590

    $711,000 Sold Jul 21, 2025

    24 Benedict Rd, South Salem, NY 10590

    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft
    • Built 1955

    Last Sold Summary

    • 5% Below List Price
    • $385/SF
    • 89 Days On Market

    Current Estimated Value $741,261

    Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

    24 Benedict Rd, South Salem, NY 10590
  • 86 Locust Ridge, Cross River, NY 10518

    $560,000 Sold May 15, 2025

    86 Locust Ridge, Cross River, NY 10518

    • 1 Bed
    • 1.5 Baths
    • 1,451 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Above List Price
    • $386/SF
    • 10 Days On Market

    Current Estimated Value $563,653

    Last Listing Agent Shaiju Kalathil SK Landmarks LLC

    86 Locust Ridge, Cross River, NY 10518
  • 16 Gilbert St, South Salem, NY 10590

    $890,000 Sold Jun 24, 2025

    16 Gilbert St, South Salem, NY 10590

    • 4 Beds
    • 1.5 Baths
    • 1,396 Sq Ft
    • Built 1928

    Last Sold Summary

    • 6% Below List Price
    • $638/SF
    • 239 Days On Market

    Current Estimated Value $904,326

    Last Listing Agent Donna Ornstein William Raveis-New York LLC

    16 Gilbert St, 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

    Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

    144 Stone Meadow, South Salem, NY 10590
  • 30 Schoolhouse Rd, Waccabuc, NY 10597

    $1,681,000 Sold Jul 30, 2025

    30 Schoolhouse Rd, Waccabuc, NY 10597

    • 3 Beds
    • 3 Baths
    • 2,577 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Above List Price
    • $652/SF
    • 12 Days On Market

    Current Estimated Value $1,645,581

    Last Listing Agent George D'Ambrosio Ginnel Real Estate

    30 Schoolhouse Rd, Waccabuc, NY 10597
  • 72 Lambert Ridge, Cross River, NY 10518

    $1,525,000 Sold Jul 16, 2025

    72 Lambert Ridge, Cross River, NY 10518

    • 4 Beds
    • 3.5 Baths
    • 4,335 Sq Ft
    • Built 1997

    Last Sold Summary

    • 7% Above List Price
    • $352/SF
    • 9 Days On Market

    Current Estimated Value $1,516,401

    Last Listing Agent Wendy Loring William Raveis-New York LLC

    72 Lambert Ridge, Cross River, NY 10518

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