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Lewisboro, NY Homes for Sale

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  • /46

    $1,475,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 4,384 Sq Ft

    9 Sullivan Rd, Goldens Bridge, NY 10526

    Welcome home! This classic colonial sited on 4.41 acres with rolling hills and lovely woodlands boasts everything you need for modern living including a great floor plan, multi-use spaces, large deck for outdoor entertaining, hardwood and tile floors and plenty of natural light from an abundance of large windows. Incredible gourmet kitchen with pantry, Viking range, two dishwashers, two

    Donna Ornstein William Raveis-New York LLC

    9 Sullivan Rd, Goldens Bridge, NY 10526
  • /21

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 2,076 Sq Ft

    29 Oscaleta Rd, South Salem, NY 10590

    Welcome to your private retreat on 3.7 beautifully landscaped, level acres with a heated pool, spa, and waterfall. Vintage stone walls, adding character and privacy, surround this idyllic South Salem property, the heart of which is a thoughtfully updated and expanded three-bedroom, Adirondack-style home. A stepping-stone path leads to the inviting front porch. Inside, welcoming living and dining

    Susan Stillman Houlihan Lawrence Inc.

    29 Oscaleta Rd, South Salem, NY 10590
  • /39

    $1,099,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    123 East St, South Salem, NY 10590

    Classical restored and refurbished extended colonial home where tranquility meets convenience! 12 min to New Canaan and Ridgefield, close to train to get down to NYC, wonderful shopping, fantastic restaurants, parks, biking, hiking... On the first floor the home offers a foyer, large elegant dining room, living room, half bath, kitchen with beautiful appliances with solid custom kitchen cabinets,

    Giuseppe 'Joe' Melillo William Raveis Real Estate

    123 East St, South Salem, NY 10590
  • /34

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    13 Laurie Ln, South Salem, NY 10590

    Curb Appeal Galore! Welcome home to this beautiful 3 bedroom, 2.5 bath Center Hall Colonial nestled on a level, private, 5 acre lot set back from the road. The main level features an even flow for everyday living, working and entertaining. Prepare meals in the Chef’s kitchen and head to the spacious living room or Family room for gathering with your guests. Head upstairs to unwind in the large

    Jacqueline Holland-Ruby Berkshire Hathaway HS NY Prop

    13 Laurie Ln, South Salem, NY 10590
  • /33

    $1,425,000

    • 3 Beds
    • 3 Baths
    • 2,025 Sq Ft

    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
  • /50

    $1,125,000 Open Sat 12PM - 2PM

    • 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
  • /25

    $1,299,000

    • 4 Beds
    • 3.5 Baths
    • 4,651 Sq Ft

    15 Shoshone Dr, Katonah, NY 10536

    Charming Colonial home in a sought after Katonah neighborhood. As you enter the front door you are greeted by a spacious entryway, formal living room and dining room. The partially open kitchen features newer stainless steel appliances and seamlessly connects to a vaulted-ceiling breakfast room and an airy, high-ceilinged great room. Cozy family room with fireplace, two dedicated home offices,

    Patricia Hinkley Coldwell Banker Realty

    15 Shoshone Dr, Katonah, NY 10536
  • /38

    $1,695,000

    • 5 Beds
    • 4.5 Baths
    • 6,224 Sq Ft

    61 Lambert Ridge, Cross River, NY 10518

    Gracious, spacious and convenient with award-winning Katonah-Lewisboro schools and all the benefits of Michelle Estates' community sewer and water! Curb appeal beckons with stone walls, majestic pine trees, and professional landscaping surrounding this large, light-filled center hall colonial with open floor plan offering great circular flow. Covered porch entry leads to dramatic two-story

    Wendy Loring William Raveis-New York LLC

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

    $1,450,000

    • 3 Beds
    • 3.5 Baths
    • 3,528 Sq Ft

    22 Bouton St, South Salem, NY 10590

    Don't miss this truly exceptional offering in the heart of the Truesdale Lake community! Built in 1930 as a summer lake house on a rare double lot with a hard to find flat backyard. Completely renovated and expanded in recent years, the residence possesses the soul of an antique with the layout and livability of a modern and contemporary home.This 3 bedroom, 3.5 bath home was majestically

    Kenneth Sobel Julia B Fee Sothebys Int. Rlty

    22 Bouton St, South Salem, NY 10590
  • /33

    $1,295,000 Coming Soon

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

    20 Schoolhouse Rd, Waccabuc, NY 10597

    This contemporary country colonial offers 5 bedrooms and 2.5 bathrooms with over nine acres of land bordering a wildlife preserve in a highly desirable Waccabuc location. Tucked away off a charming street down a meandering driveway, this property includes a completely flat backyard and a separate barn/3-car garage offering flexibility for future use. This peaceful retreat is a nature lover's

    Wendy Loring William Raveis-New York LLC

    20 Schoolhouse Rd, Waccabuc, NY 10597
  • /36

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 3,134 Sq Ft

    98 Hack Green Rd, Pound Ridge, NY 10576

    The perfect blend of traditional colonial details with an open flow farmhouse style. The 2-acre flat useable lot sets the tone for graceful country living. Surrounded by stone walls, mature growth trees, specimen plantings, relaxing koi pond garden & a woodland fitness trail. The large front covered porch entry opens into a two-story height foyer with views through the dining room to windows

    Joanne Padawer Houlihan Lawrence Inc.

    98 Hack Green Rd, Pound Ridge, NY 10576
  • /27

    $910,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,476 Sq Ft

    6 Manor Dr, Goldens Bridge, NY 10526

    Welcome to this beautifully maintained light and bright house nestled on over two acres with professionally landscaped gardens featuring custom stonework and lush specimen plantings. Designer kitchen with natural cherry cabinetry, skylights, a cathedral ceiling, expansive windows, stainless steel appliances, and granite countertops. The spacious living room boasts a soaring cathedral ceiling

    Julia Klagsbrun Corcoran Legends Realty

    6 Manor Dr, Goldens Bridge, NY 10526
  • /28

    $975,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 3,024 Sq Ft

    26 Tri Brook Dr, South Salem, NY 10590

    Welcome to 26 Tri Brook Drive — a beautifully maintained colonial tucked away on a quiet cul-de-sac in South Salem, within the award-winning Katonah-Lewisboro School District. Set on two peaceful acres, this 3,024 square foot home offers a perfect blend of classic charm and everyday functionality. The main level features a bright, eat-in kitchen thoughtfully designed for the home chef, along with

    Carine Nowak Compass Greater NY, LLC

    26 Tri Brook Dr, South Salem, NY 10590
  • /22

    $799,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,743 Sq Ft

    63 Deerfield Rd, Katonah, NY 10536

    Vibrant Lake Katonah. Distinctive Country House, circa 1936, abutting protected preserve. Beautifully re-imagined interior with loft-like and imaginative spaces. Open floorplan with lots of windows to capture light and views. Gleaming hardwood floors, pale walls and period millwork combine. Inviting Living Room with wood burning fireplace and comfortable reading/media alcove. Beautifully updated

    Jennie Doukas Ginnel Real Estate

    63 Deerfield Rd, Katonah, NY 10536
  • /37

    $2,750,000 Open Sat 1PM - 3PM

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

    23 Rock Shelter Rd, Waccabuc, NY 10597

    Waccabuc meets old Hollywood in this gracious custom built estate. Spectacular architecture, perfect layout, gorgeous kitchen with white calacatta marble, two Subzeros, a brick enclosed 6 burner Wolff range, double dishwashers and a built-in Miele coffee bar. Five+ bedrooms plus guest suite, 20' double-height entry foyer, 10’ ceilings, beautiful finishes and space for everyone. This

    Angela Kessel Houlihan Lawrence Inc.

    23 Rock Shelter Rd, Waccabuc, NY 10597
  • /31

    $555,000

    • 2 Beds
    • 2 Baths
    • 1,544 Sq Ft

    31 Dogwood Ct, Goldens Bridge, NY 10526

    Charming Ranch-Style home in desirable location. Discover the perfect blend of comfort and convenience in this beautifully updated ranch-style home nestled in a sought-after HOA community. Spacious layout allows for a warm and inviting atmosphere with a thoughtfully designed semi open floor plan. Large entry leads to living and dining space with wood flooring and opens to a spectacular family

    Geraldine Brucale BHHS Hudson Valley Properties

    31 Dogwood Ct, Goldens Bridge, NY 10526
  • /32

    $425,000

    • 2 Beds
    • 1 Bath
    • 872 Sq Ft

    3 Lake Ave, South Salem, NY 10590

    Welcome to the charm of the Lake Kitchawan community with deeded lake rights offering a private beach, boat dock (no motor boats), picnic area, playground and clubhouse only a short distance away. This updated two bedroom, one bath home with attached 1 car garage has had many updates over the years including mostly new Anderson windows, roof (2 years ago), bath with marble flooring (one year

    Janyce Selkin Howard Hanna Rand Realty

    3 Lake Ave, South Salem, NY 10590
  • /31

    $699,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,750 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. 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 has a one car

    Andres Sarmiento RE/MAX Distinguished Hms.&Prop

    59 Grandview Rd, South Salem, NY 10590
  • /32

    $1,050,000

    • 3 Beds
    • 2.5 Baths
    • 2,116 Sq Ft

    7 Main St, South Salem, NY 10590

    A purist's delight! Lovingly restored c. 1750 Center Chimney Colonial with rocking chair porch is handsomely set in the heart of South Salem's historic hamlet. This four-fireplace gem blends original 18th-century features with thoughtfully curated 21st-century updates and comforts. Cozy, character-rich interior blends antique-inspired finishes with preserved elements -- wavy glass windows,

    Michael Neeley William Raveis-New York LLC

    7 Main St, South Salem, NY 10590
  • /25

    $950,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,246 Sq Ft

    5 Canaan Cir, South Salem, NY 10590

    Don't miss this beautiful, fully renovated home on a quiet loop road. This home offers great privacy on 2.09 acres of landscaped land and a huge, usable yard, perfect for recreation or entertaining. A spacious, updated kitchen features access to a beautiful deck overlooking the yard and is open to a family room with cathedral ceiling complete with fireplace. An entrance hall with stone floor

    Kenneth Sobel Julia B Fee Sothebys Int. Rlty

    5 Canaan Cir, South Salem, NY 10590
  • /34

    $2,799,000 Open Sat 1PM - 3PM

    • 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
  • /30

    $749,000

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

    71 Park Rd Extension, Goldens Bridge, NY 10526

    A desirable Townhome that lives like a single family home. Abutting the six-acre Wild Oaks Preserve. Fabulous, spacious end unit surrounded by towering evergreens, specimen shrubs and flowering gardens. Spacious and sun-filled, with hardwood floors and great light. Beautifully scaled rooms and wonderful open floor plan. Great Room with Living and Dining Areas with wood burning fireplace. Doors

    Cheryl Neuburger Ginnel Real Estate

    71 Park Rd Extension, Goldens Bridge, NY 10526
  • /25

    $749,000 Open Sun 1:30PM - 3PM

    • 2 Beds
    • 1 Bath
    • 1,476 Sq Ft

    24 Benedict Rd, South Salem, NY 10590

    Charming Cape Cod home with beautiful hardwood floors, designed by Bruce Helmes, set on two acres of open land along scenic Benedict Road.This peaceful country road offers easy access to town, parks nature preserves and nearby train stations.Inside you"ll find a spacious living room with a fireplace, a bright eat-in-kitchen, dining area and two well proportioned bedrooms. Ample closet space and

    Cecilia Heller Houlihan Lawrence Inc.

    24 Benedict Rd, South Salem, NY 10590
  • /4

    $600,000

    • Land
    • 2.70 Acres
    • $222,222 per Acre

    26 Dr Tonys Rd, Somers, NY 10536

    Last remaining lot available in Cobbling Rock Estates. Spectacular high end development located in Town of Somers just 5 minutes to Katonah Village, train station & Interstate 684. Build your own home or have Cobbling Rock Construction Corp custom build your dream home. Three of 10 magnificent homesites completed. Minimum houses size 4000 sqft. See lot #6 on site plan located at end of

    Bill Reilly Billingsley Realty

    26 Dr Tonys Rd, Somers, NY 10536
  • /36

    $949,000

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

    16 Gilbert St, South Salem, NY 10590

    Lakefront living. First time on market, sold strictly as is. Professionally landscaped with beautiful specimen plantings and perennial gardens. Sun room with large sliding glass windows with fantastic views of the lake. House features hardwood floors and an all house Generac generator; woodworking shop attached to the house, beach and lake rights to TLPOA with 4 season activities. Must see!

    Donna Ornstein William Raveis-New York LLC

    16 Gilbert St, South Salem, NY 10590
  • /36

    $5,500,000 Coming Soon

    • 6 Beds
    • 8 Baths
    • 6,211 Sq Ft

    76 E Ridge Rd, Waccabuc, NY 10597

    EAST WINDS. Set in the middle of lush, level lawns, 76 East Ridge Road offers an interesting juxtaposition with its dramatic Scandinavian architecture. Monochromatic structure defined by simplicity & clean lines designed by James Duncan Design, a nationally renowned design company. Warm, contemporary interior with the right balance of minimalism. Carefully crafted spaces with thoughtful center

    Benjamin Ginnel Ginnel Real Estate

    76 E Ridge Rd, Waccabuc, NY 10597
  • /3

    $1,850,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 3,042 Sq Ft

    109 Old Church Ln, Pound Ridge, NY 10576

    Welcome to 109 Old Church Lane, a refined modern farmhouse combining timeless stone and clapboard architecture with contemporary design. Situated on 11 acres, this property boasts beautiful surroundings, complete with views of peaceful twin ponds, creating a private and serene retreat.Step into the inviting foyer, where gleaming hardwood floors, arched doorways, and detailed millwork set the tone

    Brian Milton Compass Greater NY, LLC

    109 Old Church Ln, Pound Ridge, NY 10576
  • /37

    $400,000

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    6 Hemlock Rd, South Salem, NY 10590

    Discover the charm of 6 Hemlock Trail, a single-family home offering serene living in Westchester County. This 1,400-square-foot residence features modern conveniences. Located in the desirable Katonah-Lewisboro Union Free School District and in the Lake Kitchawan community , it combines comfort with access to excellent education and community amenities along with Lake community living. Ideal for

    Jonathan Gineo Jonathan D. Gineo

    6 Hemlock Rd, South Salem, NY 10590
  • /34

    $2,050,000

    • 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
  • /40

    $7,000,000

    • 6 Beds
    • 7 Baths
    • 7,541 Sq Ft

    384 West Ln, Ridgefield, CT 06877

    Welcome to 384 West Lane, an exquisite estate that embodies timeless luxury across 13 spectacular acres in a park-like setting. This magical country compound offers unparalleled privacy, nestled just an hour away from NYC. At the heart of this estate is a classic Georgian Manor, a testament to architectural excellence with 7,500 sqft of extraordinary custom details. Revel in the outstanding

    Karla Murtaugh Compass Connecticut, LLC

    384 West Ln, Ridgefield, CT 06877

Frequently Asked Questions

Is Lewisboro, NY a safe city?
In general, the safest neighborhood in Lewisboro, NY with lower crime scores is Lewisboro.
What are the most popular zip codes in Lewisboro, NY?
The most popular zip codes in Lewisboro, NY include 10583, 06830, 06902, 06880 and 10512.
What are the most popular neighborhoods near Lewisboro, NY?
The most popular neighborhoods near Lewisboro, NY are Cannondale, North Stamford, Heritage Hills and Back Country Greenwich.
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