5,226

Lewisboro, NY Homes

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  • /6

    $295,000

    $54K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    102 Lake Kitchawan Dr, South Salem, NY 10590

    Sold as is, house needs total renovation. Can get a construction loan if you qualify. Backs up to the Leon Levy Preserve, access to Lake Kitchawan Lake. Tucked away along the quiet shoreline of Lake Kitchawan, this modest cape presents a rare chance to reimagine a home in one of Northern Westchester most natural settings. Set on a small parcel that backs directly onto the protected woodlands of

    Cecilia Heller Houlihan Lawrence Inc.

    102 Lake Kitchawan Dr, South Salem, NY 10590
  • /10

    $2,850 Per Month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    205 Waccabuc Rd Unit 7, Goldens Bridge, NY 10526

    Beautifully updated private two bedroom apartment. New kitchen with door out to peaceful yard. Hardwood floors. Lots of closets. One assigned parking space with additional parking available upon request. Laundry room for complex available.

    Zef Vataj Houlihan Lawrence Inc.

    205 Waccabuc Rd Unit 7, Goldens Bridge, NY 10526
  • 136 Elmwood Rd, South Salem, NY 10590

    $1,510,000

    Sold Mar 03, 2026

    136 Elmwood Rd, South Salem, NY 10590

    • 5 Beds
    • 5.5 Baths
    • 5,687 Sq Ft
    • Built 1873

    Last Sold Summary

    • 1% Above List Price
    • $266/SF
    • 32 Days On Market

    Current Estimated Value $1,529,719

    Last Listing Agent Mark Boyland Keller Williams Realty Partner

    136 Elmwood Rd, South Salem, NY 10590
    • 189 Mead St, Waccabuc, NY 10597

      Est $4,431,069

      Not Listed For Sale

      189 Mead St, Waccabuc, NY 10597

      • 5 Beds
      • 6 Baths
      • 5,849 Sq Ft
      • Built 2009
      189 Mead St, Waccabuc, NY 10597

      Last Sold Summary

      • 174 Days On Market

      Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

  • /45

    $1,500,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 3 Baths
    • 2,964 Sq Ft

    18 Laurel Rd, South Salem, NY 10590

    Fresh, stylish, and thoughtfully designed, this exceptional new construction offers inviting spaces, abundant natural light, and carefully selected finishes. Set within a natural woodland setting, this home is well sited on a corner lot with a circular driveway approach and is nicely set back from the road. A dramatic foyer with clerestory windows welcomes you in, with extended sightlines through

    Michael Neeley William Raveis-New York LLC

    18 Laurel Rd, South Salem, NY 10590
  • /25

    $6,950 Per Month

    • 4 Beds
    • 3 Baths
    • 1,558 Sq Ft
    • House for Rent

    38 Bishop Park Rd, Pound Ridge, NY 10576

    Magical park-like setting! Beautiful expanded ranch located directly on crystal-clear Lake Kitchawan, offering an exceptionally unique and tranquil resort-like lifestyle on a quiet country lane yet easily commutable to New York City. Well laid out floor plan features a gorgeous kitchen, 3 bedrooms, and 2 full baths on the main level, which opens to a large deck perfect for al fresco dining and

    Paul Tollefson William Raveis-New York LLC

    38 Bishop Park Rd, Pound Ridge, NY 10576
  • 158 Jay Ct Unit 158C, Cross River, NY 10518

    $590,000

    Sold Aug 20, 2025

    158 Jay Ct Unit 158C, Cross River, NY 10518

    • 1 Bed
    • 2.5 Baths
    • 1,751 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $337/SF
    • 30 Days On Market

    Current Estimated Value $604,863

    Last Listing Agent James Garcia Coldwell Banker Realty

    158 Jay Ct Unit 158C, Cross River, NY 10518
    • 39 Deerfield Rd, Katonah, NY 10536

      Est $876,931

      Not Listed For Sale

      39 Deerfield Rd, Katonah, NY 10536

      • 3 Beds
      • 3 Baths
      • 1,889 Sq Ft
      • Built 1973
      39 Deerfield Rd, Katonah, NY 10536

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Patricia Hinkley Coldwell Banker Realty

  • /7

    $75,000

    • Land
    • 3.63 Acres
    • $20,661 per Acre

    0 Laurie Ln Unit KEY000152, Lewisboro, NY 10590

    Selling as is. Amazing opportunity to build new construction on 3.6 acres in the town of Lewisboro. Quiet neighborhood setting. Prior BOHA approval is dated 1986. Old BOHA is located in Documents

    Jayne Morelock Howard Hanna Rand Realty

    0 Laurie Ln Unit KEY000152, Lewisboro, NY 10590
  • /18

    $5,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • House for Rent

    35 Quincy Ct S, Goldens Bridge, NY 10526

    Welcome to this newly updated, sun-filled, 3 bedroom, 2 full bath attached ranch that lives like a much larger home. This home features flexible spaces across two levels to accommodate a variety of lifestyles. The main level is comprised of a first floor bedroom, a brand new eat in kitchen, a living room, a playroom or den and a full bathroom. The fully finished, walk-out lower level adds

    Patricia Hinkley Coldwell Banker Realty

    35 Quincy Ct S, Goldens Bridge, NY 10526
  • 52 Bittersweet Ln, South Salem, NY 10590

    $419,000

    Sold Sep 29, 2025

    52 Bittersweet Ln, South Salem, NY 10590

    • 2 Beds
    • 1 Bath
    • 1,070 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $392/SF
    • 27 Days On Market

    Current Estimated Value $424,574

    Last Listing Agent Eric Staub Keller Williams NY Realty

    52 Bittersweet Ln, South Salem, NY 10590
    • 63 Deerfield Rd, Katonah, NY 10536

      Est $817,960

      Not Listed For Sale

      63 Deerfield Rd, Katonah, NY 10536

      • 2 Beds
      • 2 Baths
      • 1,743 Sq Ft
      • Built 1936
      63 Deerfield Rd, Katonah, NY 10536

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Jennie Doukas Ginnel Real Estate

  • /23

    $650,000

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    4 Lorraine Rd, South Salem, NY 10590

    Golden Opportunity. Welcome to South Salem! Nestled on a picturesque 1.09 acre, this inviting split-level home offers the perfect combination of privacy, and everyday convenience on a spacious private lot.The main level features a bright and open design with a modern eat-in kitchen, dining area, and a living room anchored by a fireplace — creating the ideal setting for both quiet evenings and

    Carine Nowak Compass Greater NY, LLC

    4 Lorraine Rd, South Salem, NY 10590
  • /36

    $5,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,101 Sq Ft
    • House for Rent

    53 Cove Rd, South Salem, NY 10590

    Enjoy Waccabuc Lake! Escape to an exceptional year-round retreat in this beautifully renovated 2-bedroom cottage, where timeless charm meets modern comfort in one of Westchester’s most desirable lake communities on Lake Waccabuc. Thoughtfully redesigned this enchanting home offers the perfect balance of relaxation, recreation, and refined country living. At the heart of the home a warm and

    Gina Cooney Giner Real Estate Inc.

    53 Cove Rd, South Salem, NY 10590
  • 59 Grandview Rd, South Salem, NY 10590

    $600,000

    Sold Oct 29, 2025

    59 Grandview Rd, South Salem, NY 10590

    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft
    • Built 1977

    Last Sold Summary

    • 14% Below List Price
    • $441/SF
    • 133 Days On Market

    Current Estimated Value $609,574

    Last Listing Agent Andres Sarmiento RE/MAX Distinguished Hms.&Prop

    59 Grandview Rd, South Salem, NY 10590
    • 30 Schoolhouse Rd, Waccabuc, NY 10597

      Est $1,634,892

      Not Listed For Sale

      30 Schoolhouse Rd, Waccabuc, NY 10597

      • 3 Beds
      • 3 Baths
      • 2,577 Sq Ft
      • Built 1950
      30 Schoolhouse Rd, Waccabuc, NY 10597

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent George D'Ambrosio Ginnel Real Estate

  • /43

    $695,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,570 Sq Ft

    103 Locust Ridge, Cross River, NY 10518

    Welcome to the next level living at "The Meadows", the ultimate low maintenance, high vibe resort lifestyle. Get ready to fall in love with this beautifully upgraded 2 bedroom, 2.5 bathroom end unit-undeniably perched in the most coveted, prime location within the community. Start your mornings with a cup of coffee in the renovated kitchen bathed in morning sunlight, then move out to the

    Ellen Schwartz Julia B Fee Sothebys Int. Rlty

    103 Locust Ridge, Cross River, NY 10518
  • /50

    $10,999 Per Month

    • 4 Beds
    • 3.5 Baths
    • 4,649 Sq Ft
    • House for Rent

    27 Gideon Reynolds Rd, Cross River, NY 10518

    Discover this elegant 4-bedroom, 3.5-bath retreat nestled in the coveted Cross River, NY community. Rich hardwood floors flow throughout the main level, setting a warm and sophisticated tone from the moment you walk in. A classic wood-burning fireplace anchors the living area, creating an inviting space to gather year-round. Upstairs and in the lower level, plush carpet adds comfort underfoot in

    Frank Norwood DC & SF Inc

    27 Gideon Reynolds Rd, Cross River, NY 10518
  • 17 Kingswood Way, South Salem, NY 10590

    $750,000

    Sold Aug 25, 2025

    17 Kingswood Way, South Salem, NY 10590

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Above List Price
    • $444/SF
    • 35 Days On Market

    Current Estimated Value $763,492

    Last Listing Agent Maureen Connolly Coldwell Banker Realty

    17 Kingswood Way, South Salem, NY 10590
    • 15 Bishop Park Rd, Pound Ridge, NY 10576

      Est $380,525

      Not Listed For Sale

      15 Bishop Park Rd, Pound Ridge, NY 10576

      • 1 Bed
      • 1 Bath
      • 807 Sq Ft
      • Built 1934
      15 Bishop Park Rd, Pound Ridge, NY 10576

      Last Sold Summary

      • 265 Days On Market

      Last Listing Agent Eric Rosenfeld William Raveis-New York LLC

  • /44

    $675,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    169 Jay Ct Unit 160, Cross River, NY 10518

    Welcome to 169 Jay Court, a beautifully updated and meticulously maintained end-unit townhome in the highly sought-after Meadows community. Thoughtfully renovated with timeless finishes and an exceptional attention to detail, this move-in ready residence offers stylish living among three finished levels. The inviting main level features rich hardwood flooring, elegant crown molding, and a

    Laura Sterling Coldwell Banker Realty

    169 Jay Ct Unit 160, Cross River, NY 10518
  • /26

    $15,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,530 Sq Ft
    • House for Rent

    22 Waccabuc River Ln, South Salem, NY 10590

    Sited with a commanding presence on eight plus acres of open meadows and views of lush woodlands this distinctive sophisticated residence offers the perfect tranquil environment. The recently completed renovation highlights the open flow and light filled rooms. Imbued with warmth, two fireplaces, oversized windows and high quality finishes reflecting the epitome of ease and comfort. Easy flow to

    Susan Stillman Houlihan Lawrence Inc.

    22 Waccabuc River Ln, South Salem, NY 10590
  • 119 Willow Ct, Cross River, NY 10518

    $550,000

    Sold Jun 08, 2026

    119 Willow Ct, Cross River, NY 10518

    • 1 Bed
    • 1.5 Baths
    • 1,451 Sq Ft
    • Built 1987

    Last Sold Summary

    • $379/SF
    • 21 Days On Market

    Current Estimated Value $544,261

    Last Listing Agent Frederick Cindrich Giner Real Estate Inc.

    119 Willow Ct, Cross River, NY 10518
    • 15 S Shore Dr, South Salem, NY 10590

      Est $919,594

      Not Listed For Sale

      15 S Shore Dr, South Salem, NY 10590

      • 2 Beds
      • 1 Bath
      • 1,515 Sq Ft
      • Built 1920
      15 S Shore Dr, South Salem, NY 10590

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Gina Cooney Giner Real Estate Inc.

  • /25

    $995,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,865 Sq Ft

    11 Manor Dr, Goldens Bridge, NY 10526

    This wonderful, open-concept Contemporary/Split home enjoys a cozy, private setting, and includes vaulted ceilings, hardwood floors, and an abundance of natural light creating a bright and airy atmosphere. Enter into the light filled foyer with a soaring ceiling and views into the main and lower levels. The main level includes the living room, dining room, and kitchen, all flowing together under

    Gerry Weil Keller Williams Realty Partner

    11 Manor Dr, Goldens Bridge, NY 10526
  • /25

    $3,200 Per Month

    • 1 Bed
    • 1.5 Baths
    • 1,451 Sq Ft
    • Townhouse for Rent

    46 Winterberry Cir, Cross River, NY 10518

    Rare opportunity to rent a spacious townhouse in The Meadows at Cross River. Tucked away in a quiet location within this desirable community, this 1-bedroom, 1.5 bathroom home offers comfortable living, abundant storage, and is just a short walk to the community pool, fitness room, and tennis courts.The main level features a bright, eat-in kitchen with new appliances, an open living room and

    Mark Boyland Keller Williams Realty Partner

    46 Winterberry Cir, Cross River, NY 10518
  • 164 Spring St, South Salem, NY 10590

    $1,531,781

    Sold Jun 18, 2026

    164 Spring St, South Salem, NY 10590

    • 4 Beds
    • 3.5 Baths
    • 3,697 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Above List Price
    • $414/SF
    • 23 Days On Market

    Current Estimated Value $1,506,566

    Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

    164 Spring St, South Salem, NY 10590
    • 43 S Shore Dr, South Salem, NY 10590

      Est $497,430

      Not Listed For Sale

      43 S Shore Dr, South Salem, NY 10590

      • 2 Beds
      • 1 Bath
      • 700 Sq Ft
      • Built 1910
      43 S Shore Dr, South Salem, NY 10590

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Patricia Hinkley Coldwell Banker Realty

  • /7

    $379,000

    $36K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    10 Beech Rd, South Salem, NY 10590

    Calling all investors, builders, and contractors. 10 Beech Road presents a prime value-add opportunity on a quiet dead-end road in the desirable Lake Kitchawan community. This 3-bedroom home situated on approximately 0.43 acres is ready for renovation and ideal for cash buyers or purchasers using a rehab loan looking to create value. As a member of the Lake Kitchawan Association, owners enjoy

    Anna Proctor Compass Greater NY, LLC

    10 Beech Rd, South Salem, NY 10590
  • /28

    $5,900 Per Month

    • 2 Beds
    • 3 Baths
    • 2,100 Sq Ft
    • House for Rent

    5 Shore Trail, South Salem, NY 10590

    Perfectly set on nearly an acre of beautifully landscaped grounds, this fully furnished retreat offers exceptional privacy. A chic paradise, the home features soaring cathedral ceilings, exposed beams, chefs kitchen, dining room, hardwood floors, two fireplaces, water views, and thoughtfully designed living spaces that seamlessly blend comfort and sophistication. A generator provides peace of

    Karen Ferris Houlihan Lawrence Inc.

    5 Shore Trail, South Salem, NY 10590
  • 3 Mark Mead Rd, Cross River, NY 10518

    $830,000

    Sold Jul 31, 2026

    3 Mark Mead Rd, Cross River, NY 10518

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft
    • Built 1957

    Last Sold Summary

    • 4% Above List Price
    • $384/SF
    • 23 Days On Market

    Current Estimated Value $1,036,803

    Last Listing Agent Patricia Hinkley Coldwell Banker Realty

    3 Mark Mead Rd, Cross River, NY 10518
    • 10 Tommys Ln, South Salem, NY 10590

      Est $810,858

      Not Listed For Sale

      10 Tommys Ln, South Salem, NY 10590

      • 3 Beds
      • 2 Baths
      • 1,408 Sq Ft
      • Built 1960
      10 Tommys Ln, South Salem, NY 10590

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

  • /25

    $1,499,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,184 Sq Ft

    66 Hoyt St, South Salem, NY 10590

    Discover a rare opportunity on beautiful serene Lake Truesdale - A private waterfront retreat with 200 feet of shoreline. Set on a double lot with approximately 1/2 an acre of professionally landscaped property. The exceptional grounds feature a private dock, pristine sandy swimming area, park like yard with stunning western facing views across the lake. Inside, the home offers a modern open -

    Sandra Katter KATTER PROPERTY COMPANY INC

    66 Hoyt St, South Salem, NY 10590
  • 99 Fox Run, South Salem, NY 10590

    $504,000

    Sold Oct 28, 2025

    99 Fox Run, South Salem, NY 10590

    • 2 Beds
    • 1 Bath
    • 1,364 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Above List Price
    • $370/SF
    • 20 Days On Market

    Current Estimated Value $498,904

    Last Listing Agent Cate Hegarty Compass Greater NY, LLC

    99 Fox Run, South Salem, NY 10590
    • 244 Deer Hill Unit 27244, South Salem, NY 10590

      Est $388,066

      Not Listed For Sale

      244 Deer Hill Unit 27244, South Salem, NY 10590

      • 1 Bed
      • 1 Bath
      • 994 Sq Ft
      • Built 1988
      244 Deer Hill Unit 27244, South Salem, NY 10590

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Alex Mashkin Keller Williams Realty Partner

  • /14

    $894,999

    Open Sun 11AM - 1PM
    • 4 Beds
    • 1.5 Baths
    • 2,500 Sq Ft

    9 Laurel Rd, South Salem, NY 10590

    Welcome to 9 Laurel Road, a spacious home set on 1.5 acres along a quiet residential street in the desirable South Salem area. Surrounded by mature trees and wooded views, the property offers a peaceful setting with plenty of privacy, a generous lawn, and expansive backyard space. The home features 4 bedrooms, hardwood floors, a spacious living room, dining area, eat-in kitchen, and a comfortable

    Blaise Nastasio Manhattan Network Inc

    9 Laurel Rd, South Salem, NY 10590
  • 2 Southwind Dr, Cross River, NY 10518

    $1,430,000

    Sold Jul 02, 2026

    2 Southwind Dr, Cross River, NY 10518

    • 4 Beds
    • 2.5 Baths
    • 2,922 Sq Ft
    • Built 1978

    Last Sold Summary

    • 22% Above List Price
    • $489/SF
    • 9 Days On Market

    Current Estimated Value $1,311,497

    Last Listing Agent Lizette Sinhart Christie's Int. Real Estate

    2 Southwind Dr, Cross River, NY 10518
    • 224 Lakeside Dr, South Salem, NY 10590

      Est $260,278

      Not Listed For Sale

      224 Lakeside Dr, South Salem, NY 10590

      • 1 Bed
      • 1 Bath
      • 637 Sq Ft
      • Built 1986
      224 Lakeside Dr, South Salem, NY 10590

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Teresa Rivers Coldwell Banker Realty

  • /35

    $899,000

    $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    231 Increase Miller Rd, Katonah, NY 10536

    Nestled on two private, wooded acres, this beautifully updated 4-bedroom, 2.5-bath contemporary home offers the perfect blend of modern comfort and natural serenity. With walls of windows and elevated views of the surrounding trees, the home has the peaceful, airy feel of a luxury tree house, bringing the beauty of nature indoors in every season. Access to Mt. Holly Preserve is granted right

    Cathy Weissman Houlihan Lawrence Inc.

    231 Increase Miller Rd, Katonah, NY 10536
  • 127 Smith Ridge Rd, South Salem, NY 10590

    $1,375,000

    Sold Jun 26, 2026

    127 Smith Ridge Rd, South Salem, NY 10590

    • 4 Beds
    • 2.5 Baths
    • 3,504 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Above List Price
    • $392/SF
    • 24 Days On Market

    Current Estimated Value $1,239,600

    Last Listing Agent Maryanne Durr Coldwell Banker Realty

    127 Smith Ridge Rd, South Salem, NY 10590

Showing Results 41 - 80, Page 2 of 18

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