5,339

Lewisboro, NY Homes

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  • /34

    $1,295,000

    • 2 Beds
    • 3 Baths
    • 1,955 Sq Ft

    39 Knapp Rd, South Salem, NY 10590

    Magical lakefront retreat! Spectacular well maintained contemporary home located on Lake Oscaleta with 146 feet of direct lake access. Bright three level VIEW home. Soaring ceilings, skylights, floor to ceiling windows, wood-burning fireplace, and private setting. Wrap around view deck. Flexible floor plan. Main floor with kitchen, spacious living room/dining area, den, bedroom, and full bath.

    Paul Tollefson William Raveis-New York LLC

    39 Knapp Rd, South Salem, NY 10590
  • 59 Lambert Ridge, Cross River, NY 10518

    $1,450,000 Sold Jan 06, 2025

    59 Lambert Ridge, Cross River, NY 10518

    • 4 Beds
    • 3.5 Baths
    • 4,394 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Above List Price
    • $330/SF
    • 9 Days On Market

    Current Estimated Value $1,505,678

    Last Listing Agent Eileen McGrath Douglas Elliman Real Estate

    59 Lambert Ridge, Cross River, NY 10518
  • /33

    $725,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    10 Silvermine Dr, South Salem, NY 10590

    Set on a peaceful, dead-end street, this classic Colonial offers a rare blend of privacy, livable space, and natural beauty. Nestled on almost 2 acres with a gently sloping lawn and a seasonal pond view, the setting is quiet and inspiring — ideal for those who value connection to nature without sacrificing convenience. Inside, the home welcomes with hardwood floors throughout, a generous family

    Igor Krasnoperov Rising Star Realty

    10 Silvermine Dr, South Salem, NY 10590
  • 23 Rock Shelter Rd, Waccabuc, NY 10597

    $2,700,000 Sold Jul 29, 2025

    23 Rock Shelter Rd, Waccabuc, NY 10597

    • 5 Beds
    • 9 Baths
    • 8,552 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $316/SF
    • 29 Days On Market

    Current Estimated Value $2,711,814

    Last Listing Agent Angela Kessel Houlihan Lawrence Inc.

    23 Rock Shelter Rd, Waccabuc, NY 10597
  • /26

    $699,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    145 Smith Ridge Rd, South Salem, NY 10590

    Western Views. Two park-like acres with level lawns, flowering plantings and towering Oak. First time listed in years, expanded country Ranch with hardwood floors and bay windows. Sun-filled Living Room with rustic pine paneling and fireplace. Dining Room with built-in hutch. Country Kitchen with breakfast area and door to Screened Porch. Three Bedrooms. Separate legal accessory apartment.

    Lisa Fitz Ginnel Real Estate

    145 Smith Ridge Rd, South Salem, NY 10590
  • 54 Hoyt St, South Salem, NY 10590

    $1,400,000 Sold Jun 02, 2025

    54 Hoyt St, South Salem, NY 10590

    • 3 Beds
    • 2.5 Baths
    • 3,124 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Above List Price
    • $448/SF
    • 21 Days On Market

    Current Estimated Value $1,376,658

    Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

    54 Hoyt St, South Salem, NY 10590
  • /16

    $424,900

    • 2 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    18 Fox Run, South Salem, NY 10590

    Tri-level townhome with two bedrooms plus a loft in Oakridge. Granite counters in kitchen, breakfast nook and dining area. Living room has a fireplace and sliders to a patio. Oakridge amenities include 2 pools, tennis court, basketball court and walking paths.

    James Bergstraser RE/MAX Classic Realty

    18 Fox Run, South Salem, NY 10590
  • 171 Journeys End Rd, South Salem, NY 10590

    $1,325,000 Sold Apr 24, 2025

    171 Journeys End Rd, South Salem, NY 10590

    • 5 Beds
    • 6 Baths
    • 4,776 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $277/SF
    • 118 Days On Market

    Current Estimated Value $1,365,602

    Last Listing Agent Michael Neeley William Raveis-New York LLC

    171 Journeys End Rd, South Salem, NY 10590
  • /2

    $667,300

    • 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
  • 25 Mt Holly Rd E, Katonah, NY 10536

    $1,250,000 Sold May 30, 2025

    25 Mt Holly Rd E, Katonah, NY 10536

    • 4 Beds
    • 2.5 Baths
    • 2,420 Sq Ft
    • Built 1969

    Last Sold Summary

    • 25% Above List Price
    • $517/SF
    • 20 Days On Market

    Current Estimated Value $1,295,052

    Last Listing Agent Cheryl Neuburger Ginnel Real Estate

    25 Mt Holly Rd E, Katonah, NY 10536
  • /27

    $599,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,878 Sq Ft

    43 Park Rd, Goldens Bridge, NY 10526

    Welcome to 43 Park Road, a stylish 2-bedroom, 2.1-bath townhome in Goldens Bridge featuring tasteful and modern finishes! The spacious tiled entry welcomes you with recessed lighting, a bath, and a convenient laundry area. Upstairs, the main living level offers an open floor plan with a bright living room, dining area, and modern kitchen with brand-new stainless steel appliances, quartz

    Anthony Altimari Houlihan Lawrence Inc.

    43 Park Rd, Goldens Bridge, NY 10526
  • 12 Stonewall Ct, South Salem, NY 10590

    $1,200,000 Sold Dec 05, 2025

    12 Stonewall Ct, South Salem, NY 10590

    • 4 Beds
    • 3.5 Baths
    • 3,022 Sq Ft
    • Built 1969

    Last Sold Summary

    • 9% Above List Price
    • $397/SF
    • 16 Days On Market

    Last Listing Agent Richard Mishkin Coldwell Banker Realty

    12 Stonewall Ct, South Salem, NY 10590
  • /30

    $1,299,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,598 Sq Ft

    19 Ledgewood Ln, South Salem, NY 10590

    The Perfect Country Colonial. Peaceful setting at the end of a desirable cul-de-sac. Nearly three serene acres with level lawns, flowering plantings, stone walls and towering trees. Fabulous rear terrace with firepit, built-in barbecue and fridge for fun outdoor entertaining. Absolutely turn-key Colonial with light and airy rooms. Stunning interior with great circular flow, high ceilings and

    Nancy Lacavalla Ginnel Real Estate

    19 Ledgewood Ln, South Salem, NY 10590
  • 124 Woodcock Knolls, Cross River, NY 10518

    $645,000 Sold Nov 28, 2025

    124 Woodcock Knolls, Cross River, NY 10518

    • 2 Beds
    • 2.5 Baths
    • 1,810 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Above List Price
    • $356/SF
    • 14 Days On Market

    Last Listing Agent Eileen McGrath Douglas Elliman Real Estate

    124 Woodcock Knolls, Cross River, NY 10518
  • /22

    $1,195,000 Pending

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

    4 Scenic Dr, South Salem, NY 10590

    Set on a beautifully maintained private one acre, this classic Colonial offers 4 bedrooms and 2.5 bath. Step into a spacious and inviting layout where the entry opens to a bright living room filled with natural light. A wood-burning fireplace serves as a cozy focal point, perfect for relaxing evenings or gathering with loved ones. The formal dining room provides a refined setting for hosting

    Mark Boyland Keller Williams Realty Partner

    4 Scenic Dr, South Salem, NY 10590
  • 15 Elmwood Rd, South Salem, NY 10590

    $975,000 Sold Apr 28, 2025

    15 Elmwood Rd, South Salem, NY 10590

    • 4 Beds
    • 2.5 Baths
    • 2,968 Sq Ft
    • Built 1976

    Last Sold Summary

    • 15% Above List Price
    • $329/SF
    • 7 Days On Market

    Current Estimated Value $996,781

    Last Listing Agent Catherine Godbille koechlin Douglas Elliman Real Estate

    15 Elmwood Rd, South Salem, NY 10590
  • /31

    $779,000

    • 4 Beds
    • 2.5 Baths
    • 2,921 Sq Ft

    212 Elmwood Rd, South Salem, NY 10590

    Tucked away on a quiet, wooded lane, this contemporary retreat is all about the setting - private, peaceful, and naturally dramatic. Set against a backdrop of exposed rock formations and mature trees, the backyard is a true sanctuary. Whether you're entertaining on the expansive deck, relaxing in the in-ground pool and jacuzzi, or enjoying a quiet morning coffee surrounded by nature, this outdoor

    Igor Krasnoperov Rising Star Realty

    212 Elmwood Rd, South Salem, NY 10590
  • 12 Branch St, Goldens Bridge, NY 10526

    $1,045,000 Sold Jun 30, 2025

    12 Branch St, Goldens Bridge, NY 10526

    • 3 Beds
    • 3.5 Baths
    • 3,300 Sq Ft
    • Built 1938

    Last Sold Summary

    • 13% Below List Price
    • $317/SF
    • 165 Days On Market

    Current Estimated Value $1,055,260

    Last Listing Agent Franklin Haymson Douglas Elliman Real Estate

    12 Branch St, Goldens Bridge, NY 10526
  • /42

    $2,700,000

    • 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
  • 71 Park Rd Extension, Goldens Bridge, NY 10526

    $740,000 Sold Jun 18, 2025

    71 Park Rd Extension, Goldens Bridge, NY 10526

    • 3 Beds
    • 2.5 Baths
    • 1,911 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Below List Price
    • $387/SF
    • 47 Days On Market

    Current Estimated Value $741,669

    Last Listing Agent Cheryl Neuburger Ginnel Real Estate

    71 Park Rd Extension, Goldens Bridge, NY 10526
  • /16

    $735,000

    • 3 Beds
    • 1.5 Baths
    • 2,085 Sq Ft

    247 Smith Ridge Rd, South Salem, NY 10590

    Discover this charming South Salem farmhouse nestled on two beautiful acres. It features three bedrooms and an open concept chefs kitchen. Enjoy cozy times in front of the fireplace in this warm and inviting ambience. The property offers the perfect blend of country living and modern comfort. With two first floor bedrooms and an open floor plan this home provides ample space for family gatherings

    Cyndi David William Raveis-New York, LLC

    247 Smith Ridge Rd, South Salem, NY 10590
  • 35 Boutonville Rd, South Salem, NY 10590

    $1,300,180 Sold Aug 07, 2025

    35 Boutonville Rd, South Salem, NY 10590

    • 3 Beds
    • 2.5 Baths
    • 2,622 Sq Ft
    • Built 1980

    Last Sold Summary

    • 18% Above List Price
    • $496/SF
    • 13 Days On Market

    Current Estimated Value $1,259,707

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

    35 Boutonville Rd, South Salem, NY 10590
  • /50

    $1,750,000

    • 2 Beds
    • 3.5 Baths
    • 3,778 Sq Ft

    33 Truesdale Lake Dr, South Salem, NY 10590

    Welcome to a unique sanctuary that marries expert design with masterful craftsmanship in every detail. This lakefront home greets you with a welcoming lodge-style entry, leading to an open and flexible floor plan that epitomizes resort-style living. Architectural highlights include exposed structural wood beams, vaulted ceilings, walls of windows, French doors, reclaimed dark wood flooring, and

    Jonathan Gineo Jonathan D. Gineo

    33 Truesdale Lake Dr, South Salem, NY 10590
  • 42 Brundige Dr, Goldens Bridge, NY 10526

    $1,580,000 Sold Jul 08, 2025

    42 Brundige Dr, Goldens Bridge, NY 10526

    • 4 Beds
    • 2.5 Baths
    • 3,855 Sq Ft
    • Built 1993

    Last Sold Summary

    • 13% Above List Price
    • $410/SF
    • 25 Days On Market

    Current Estimated Value $1,552,816

    Last Listing Agent Jocelyn Sarro Vincent & Whittemore R.E.

    42 Brundige Dr, Goldens Bridge, NY 10526
  • /25

    $680,000 Pending

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

    123 Park Road Extension, Goldens Bridge, NY 10526

    Spacious and sun-filled townhome that lives like a single-family in Goldens Bridge in the Katonah-Lewisboro school district. Located on a quiet cul-de-sac, this home is truly private, adjacent to the six-acre Wild Oaks preserve. This desirable end unit in The Glen, surrounded by trees and flowering gardens, offers a convenient lifestyle with its open concept design and proximity to all. Main

    Cheryl Neuburger Ginnel Real Estate

    123 Park Road Extension, Goldens Bridge, NY 10526
  • 28 Glen Dr, South Salem, NY 10590

    $899,000 Sold Oct 03, 2025

    28 Glen Dr, South Salem, NY 10590

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft
    • Built 1961

    Last Sold Summary

    • $511/SF
    • 31 Days On Market

    Last Listing Agent Frederick Cindrich Giner Real Estate Inc.

    28 Glen Dr, South Salem, NY 10590

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