5,349

Lewisboro, NY Homes

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  • /22

    $619,000

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft

    100 East St, South Salem, NY 10590

    Make Believe Farm. Absolutely adorable Country Farmhouse dating to 1850. Fabulous antique details including wide board wood floors and period millwork. Warm and inviting Living Room with fireplace and built-ins. Country Kitchen and Dining Area with doors to rear terrace for a great indoor-outdoor lifestyle. Second Floor Primary Bedroom with Dressing Room. Charming Second Bedroom with window

    Mary Anne Condon Ginnel Real Estate

    100 East St, South Salem, NY 10590
  • 62 Cross Pond Rd, Pound Ridge, NY 10576

    $1,417,500 Sold Jun 16, 2025

    • 4,350 Sq Ft
    • $326/SF
    • 35 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1994

    62 Cross Pond Rd, Pound Ridge, NY 10576

    Welcome to 62 Cross Pond Rd., a stunning Traditional Center Hall Colonial, lives like a 5 bedroom home. This property boasts a beautiful flat, usable yard, featuring an incredible in-ground pool with slide, hot tub, outdoor chef's kitchen, spacious entertaining area & mature landscaping adorned with vibrant hydrangeas. The main floor includes a welcoming foyer, formal living & dining rooms, a

    Jodi Levy eXp Realty

    62 Cross Pond Rd, Pound Ridge, NY 10576
  • /35

    $2,399,000

    • 3 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    38 Gilbert St, South Salem, NY 10590

    Spectacular Lakefront Jewel. Stunning Lakehouse in a breathtaking waterfront setting. One of the original lakehouses, circa 1926, painstakingly renovated and updated. Meticulously detailed and timeless interior spaces with custom millwork, steel casement windows, Galbraith & Paul wall coverings and bespoke fixtures and fittings. Beautifully finished Living Room with painted paneling, skylit

    Mindy Weil Ginnel Real Estate

    38 Gilbert St, South Salem, NY 10590
  • 24 Indian Ln, South Salem, NY 10590

    $1,375,000 Sold Jun 13, 2025

    • 2,025 Sq Ft
    • $679/SF
    • 22 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1928

    24 Indian Ln, South Salem, NY 10590

    Magical Lake front original lodge style home. Commanding views on Lake Truesdale from your private dock & covered skylit porch year-round. A dramatic spacious main living area with wide plank hardwood floors, oversized windows & French door overlooking the lake. Original wood details & bookshelves accent the prominent wood burning fireplace. Plus, a reading, relaxing or TV room. Large chef's

    Joanne Padawer Houlihan Lawrence Inc.

    24 Indian Ln, South Salem, NY 10590
  • /30

    $699,000

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

    15 Glen Dr, South Salem, NY 10590

    Step into the serene embrace of this charming Ranch-style home, where comfort meets tranquility on a private one-acre haven. Nicely maintained, this residence boasts central air, hardwood floors, a newer roof, and windows that invite natural light into every corner. The convenience of an attached two-car garage and a walk-out lower level enhances the home’s appeal.As you enter, the warm

    AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

    15 Glen Dr, South Salem, NY 10590
  • 14 Guilford Cir, Goldens Bridge, NY 10526

    $675,000 Sold Jun 12, 2025

    • 2,525 Sq Ft
    • $267/SF
    • 70 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1994

    14 Guilford Cir, Goldens Bridge, NY 10526

    Bright, freshly painted townhouse, Main Level, Living Room, Full Dining Room ,Den, Powder Room, Eat-in Kitchen w/sgd to deckBedroom Level has En Suite Master w/2 Walk-in closets and 2nd Bedroom Suite. Large open Loft Area (perfect for home office or play)Laundry Room.Lower Level (ground) Garage and Large Family/Play Room/Den or Studio.

    Leny Davidson Nestedge Realty

    14 Guilford Cir, Goldens Bridge, NY 10526
  • /31

    $799,000 Open Sat 11AM - 12PM

    • 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
  • 195 Laurel Ridge Unit 20195, South Salem, NY 10590

    $315,000 Sold Jun 06, 2025

    • 970 Sq Ft
    • $325/SF
    • 61 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1983

    195 Laurel Ridge Unit 20195, South Salem, NY 10590

    Welcome to 195 Laurel Ridge—a unique opportunity to own a 1-bedroom, 1-bath condo townhouse in a well-established, highly desirable neighborhood. While this home is older and in need of some updating, it offers tremendous potential for those with a vision to create a truly stunning residence.The thoughtful layout features a welcoming main level with a comfortable living room, a kitchen, a

    Alex Mashkin Keller Williams Realty Partner

    195 Laurel Ridge Unit 20195, South Salem, NY 10590
  • /33

    $775,000 Open Sat 12:30PM - 1:30PM

    • 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
  • 15 Beaver Pond Rd, South Salem, NY 10590

    $1,437,500 Sold Jun 03, 2025

    • 3,498 Sq Ft
    • $411/SF
    • 14 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    15 Beaver Pond Rd, South Salem, NY 10590

    Welcome to 15 Beaver Pond Lane — a beautifully updated colonial nestled on over 4 private, picturesque acres in the coveted Katonah-Lewisboro School District. Set back from the road on a quiet lane with a cul-de-sac, this 3,500+ SF, 4-bedroom home offers the perfect blend of privacy, sophistication, and convenience. The main level features a gracious flow ideal for both everyday living and

    Cate Hegarty Compass Greater NY, LLC

    15 Beaver Pond Rd, South Salem, NY 10590
  • /24

    $799,000

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

    242 Smith Ridge Rd, South Salem, NY 10590

    For the purest...an enchanting historic treasure offered for the first time in over 50 years. Circa 1776 center chimney Farmhouse. Impeccably maintained array of unspoiled, remarkable period detail. Extraordinary wide board flooring throughout. Exposed beams and woodwork. Three fireplaces off the huge center chimney. High ceilings for the period.Cobblestone lined gravel drive leads to this

    Timi Parsons Houlihan Lawrence Inc.

    242 Smith Ridge Rd, South Salem, NY 10590
  • 28 West Rd, South Salem, NY 10590

    $550,000 Sold Jun 02, 2025

    • 1,176 Sq Ft
    • $468/SF
    • 20 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1921

    28 West Rd, South Salem, NY 10590

    Charming Cape Cod in Scenic South Salem. Nestled in the countryside on a perfectly flat and quaint lot, this 2-bedroom, 1-bath Cape exudes charm and character. Sweet rocking chair front porch with a welcoming entrance into a sun-filled living space. Truly gorgeous area surrounded by winding roads and large estates. Inside, the layout offers a warm and inviting atmosphere. Located just minutes

    Giancarlo Pecora eXp Realty

    28 West Rd, South Salem, NY 10590
  • /25

    $674,000

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

    25 Twin Lakes Rd, South Salem, NY 10590

    This charming, well-maintained 4 bedroom 3 bath raised ranch is a hidden gem in a highly coveted location with its unique blend of serene lake living and the conveniences to NYC, Ridgefield, Danbury & Stamford, CT. The main level features the kitchen, formal dining room & cozy living room with a fireplace and large picture window that frames the picturesque seasonal views of the lake, front yard

    Mark Boyland Keller Williams Realty Partner

    25 Twin Lakes Rd, South Salem, NY 10590
  • 54 Hoyt St, South Salem, NY 10590

    $1,400,000 Sold Jun 02, 2025

    • 3,124 Sq Ft
    • $448/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    54 Hoyt St, South Salem, NY 10590

    You are on Lake Time now! All you need to do is relax and take in the view at 54 Hoyt on Lake Truesdale. This Modern Adirondack style escape is only an hour from New York City and was built with energy efficiency in mind by Architects Faesy-Smith. Interior finishes include massive stone fireplace, radiant floor heating, wide-plank floors, walls of glass and French doors to the expansive mahogany

    Cecilia Heller Houlihan Lawrence Inc.

    54 Hoyt St, South Salem, NY 10590
  • /5

    $750,000

    • Land
    • 9 Acres
    • $82,508 per Acre

    6 Duffys Bridge Rd, Lewisboro, NY 10536

    A rare find at a great price. Spectacular nine acres in desirable Katonah location with approved building plans. Drilled 330' well with 50 gpm and septic installed for four bedroom home. Land cleared for building site. Comes with building plans for 4 bedroom, 3 1/2 5000+sf home.

    Nancy Tuccillo Coldwell Banker Realty

    6 Duffys Bridge Rd, Lewisboro, NY 10536
  • 25 Mt Holly Rd E, Katonah, NY 10536

    $1,250,000 Sold May 30, 2025

    • 2,420 Sq Ft
    • $517/SF
    • 20 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1969

    25 Mt Holly Rd E, Katonah, NY 10536

    Surrounded by Sanctuary. Over four serene acres with direct access to the trails of the Mt Holly Preserve. Nestled in a neighborhood of country homes with easy access to the award-winning Katonah schools, shopping, restaurants, the train and commuting arteries. Classic Center Hall Colonial with a warm and inviting interior. Sun-filled Living Room with three exposures and woodburning fireplace.

    Cheryl Neuburger Ginnel Real Estate

    25 Mt Holly Rd E, Katonah, NY 10536
  • /34

    $590,000

    • 3 Beds
    • 1.5 Baths
    • 2,274 Sq Ft

    29 Quincy Ct, Goldens Bridge, NY 10526

    This well appointed 3 level townhome is FULLY AVAILABLE!. Offering the Wild Oaks community and NO HOA fee's! This is an attached home with a private setting with double decks amid mature trees surrounding it. Inside you will find an abundance of bright natural light shining through this open floor plan with the sun beaming off the gleaming oakwood floors. Just move right in and call it home.

    Randy Calano Keller Williams Realty Partner

    29 Quincy Ct, Goldens Bridge, NY 10526
  • 34 Old Church Ln, South Salem, NY 10590

    $1,350,000 Sold May 30, 2025

    • 2,798 Sq Ft
    • $482/SF
    • 161 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1972

    34 Old Church Ln, South Salem, NY 10590

    Welcome to your dream retreat, where rustic charm meets modern luxury in this beautifully renovated barn. Nestled amidst the serene countryside, this property offers a unique blend of tranquility and sophistication. Located on a quiet country road enjoy the peaceful setting where you can fish from your backyard or relax by the pool. The main living area is an entertainer's delight, featuring an

    Melissa Frank Lutz Douglas Elliman Real Estate

    34 Old Church Ln, South Salem, NY 10590
  • /31

    $640,000 Open Sun 12PM - 2PM

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

    59 Grandview Rd, South Salem, NY 10590

    Welcome to South Salem! This beautiful split level home sits nicely on a hill and has a huge private lot. The main floor features an open modern eat-in kitchen, dining room, foyer and living room with a fireplace. The top floor has a beautiful master bedroom with a half bath that connects to a full bath which leads into the hallway, and two more bedrooms. The basement is split in half, one half

    Andres Sarmiento RE/MAX Distinguished Hms.&Prop

    59 Grandview Rd, South Salem, NY 10590
  • 28 Lakeview Pass, Katonah, NY 10536

    $788,000 Sold May 16, 2025

    • 1,587 Sq Ft
    • $497/SF
    • 12 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1930

    28 Lakeview Pass, Katonah, NY 10536

    Sunsets at the Lake! Located in the heart of Lake Katonah, the property is positioned to capture remarkable Western sunset views and a winter water view. The grounds are nicely landscaped with verdant lawns, stone walls, mature plantings and woodlands. The front porch and the rear terrace provide the ideal spots for alfresco entertaining. Dating to 1930, 28 Lakeview Pass is a turn-key Country

    Cheryl Neuburger Ginnel Real Estate

    28 Lakeview Pass, Katonah, NY 10536
  • /32

    $2,799,000

    • 5 Beds
    • 8 Baths
    • 7,313 Sq Ft

    41 Rock Shelter Rd, Waccabuc, NY 10597

    Experience sophisticated Waccabuc living in this stunning 7,313 SF shingle-style masterpiece, nestled on a quiet cul-de-sac, in the coveted Rock Shelter neighborhood, within the award-winning Katonah-Lewisboro School District. Elegant millwork, soaring ceilings, and five fireplaces create a warm, inviting ambiance throughout. Designed for both lavish entertaining and intimate gatherings, this

    Jessica Cunningham

    41 Rock Shelter Rd, Waccabuc, NY 10597
  • 86 Locust Ridge, Cross River, NY 10518

    $560,000 Sold May 15, 2025

    • 1,451 Sq Ft
    • $386/SF
    • 10 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1986

    86 Locust Ridge, Cross River, NY 10518

    Spacious and beautiful townhouse with redone windows and stairs in the Meadows! This home features a newly installed water purifier, appliances, and a finished basement. This home also has a walk-in closet, well-lit dining room, and is within steps to John Jay High School! Completely maintained and ready to move-in! This home is a MUST SEE for anyone looking to move in the area!

    Shaiju Kalathil Paradise Prime Properties

    86 Locust Ridge, Cross River, NY 10518
  • /29

    $629,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,713 Sq Ft

    55 Winterberry Cir, Cross River, NY 10518

    Welcome to 55 Winterberry Circle, one of the few true 3 bedroom, 3 bathroom homes within the Meadows Community. Welcoming you into this spacious home is a large entry foyer as well as an office and access to the garage. Up the stairs to the main floor you will find an open concept living and dining room, with wood burning fireplace and sliders to your own private deck. An eat in kitchen and

    Patricia Hinkley Coldwell Banker Realty

    55 Winterberry Cir, Cross River, NY 10518
  • 135 Main St, South Salem, NY 10590

    $785,000 Sold May 15, 2025

    • 1,993 Sq Ft
    • $394/SF
    • 29 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1969

    135 Main St, South Salem, NY 10590

    Welcome to 135 Main Street in the charming town of South Salem!!This contemporary hi-ranch is filled with natural light, thanks to its large windows and vaulted ceilings, creating an open and airy feel throughout. With 3 bedrooms, 3 full bathrooms, and a spacious heated 2-car garage, this home offers both comfort and convenience.Inside, you’ll find two fireplaces one on each level, adding warmth

    Jorge Gonzalez RELI

    135 Main St, South Salem, NY 10590
  • /19

    $495,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    242 Deer Hill Unit 27242, South Salem, NY 10590

    Experience the convenience of one floor living in this spacious, thoughtfully designed 2-bedroom, 2-bath condo that perfectly blends indoor comfort with outdoor tranquility. The living room complete with a cozy fireplace flows into a versatile bonus area, ideal for a home office, study, or playroom. The dining room leads to a private deck with peaceful wooded views, creating the perfect setting

    Mark Boyland Keller Williams Realty Partner

    242 Deer Hill Unit 27242, South Salem, NY 10590
  • 129 East St, South Salem, NY 10590

    $945,000 Sold May 06, 2025

    • 2,799 Sq Ft
    • $338/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1959

    129 East St, South Salem, NY 10590

    Welcome to 129 East Street, a stunning residence nestled in the serene landscape of South Salem, NY. This exquisite 3-bedroom, 2.5-bathroom home spans 2800 square feet, offering a wonderful blend of charm and functionality. Situated on a private 1.83-acre lot, the property boasts a captivating blend of partially wooded areas and open spaces, perfect for those who appreciate both nature and

    Karen O'Connor Compass Greater NY, LLC

    129 East St, South Salem, NY 10590
  • /40

    $729,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    1 Orchard Dr, South Salem, NY 10590

    Make this home yours! 1 Orchard Drive is a classic 3BR/2BA multi-level colonial, with an open plan kitchen, dining area, living room, and sun room, a lower-level family room, and a bonus room across multiple levels allow this to live like a 4BR. This home is located on a cul-de-sac in a sought-after lake community and within the Katonah-Lewisboro school district. It includes deeded lake rights.

    Larry Mango Giner Real Estate Inc.

    1 Orchard Dr, South Salem, NY 10590

Showing Results 81 - 120, Page 3 of 18

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