14

Colonial Homes for Sale in Lewisboro, NY

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  • /39

    $1,299,000

    • 4 Beds
    • 2.5 Baths
    • 3,550 Sq Ft

    17 Pine Hill Dr, South Salem, NY 10590

    Set on 3.73 acres this elegant 4-bedroom, 2.5-bath colonial offers soaring ceilings, expansive windows and exceptional privacy. A dramatic double-height entry welcomes you into the home. A formal living room and a stunning great room with cathedral ceilings both featuring wood-burning fireplaces. The spacious kitchen is complete with a center island, breakfast nook, and access to a full house

    Patricia Hinkley Coldwell Banker Realty

    17 Pine Hill Dr, South Salem, NY 10590
  • /32

    $1,729,000

    • 3 Beds
    • 3.5 Baths
    • 4,259 Sq Ft

    158 Mead St, Waccabuc, NY 10597

    Welcome to 158 Mead Street — offered for the first time, this custom-designed sanctuary is nestled in the heart of Waccabuc. Privately sited on over four park-like acres, this elegant residence is surrounded by mature trees, creating a serene retreat just minutes from town, train, and everyday conveniences. Inside, the home seamlessly blends rustic elegance with sophisticated comfort. The

    Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

    158 Mead St, Waccabuc, NY 10597
  • /32

    $1,295,000

    • 4 Beds
    • 2.5 Baths
    • 2,837 Sq Ft

    43 Sabbath Day Hill Rd, South Salem, NY 10590

    Turn-Key Classic Colonial with extensive renovations and improvements. The current owners have continued with a series of updates. Open and fluid design for entertaining with light and sunny interior spaces. Beautifully proportioned rooms complimented by crown moldings. Thoughtfully designed Chef's Kitchen with custom cabinetry, center island with wood cap, quartz counters, and a large Breakfast

    Jana Peterson Ginnel Real Estate

    43 Sabbath Day Hill Rd, South Salem, NY 10590
  • /44

    $1,250,000

    Open Sat 10AM - 12PM $45K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,218 Sq Ft

    19 Deer Run Rd, South Salem, NY 10590

    COUNTRY PERFECTIONThoughtfully sited upon over two beautifully landscaped acres against a scenic wooded backdrop, this meticulously maintained, updated five-bedroom classic colonial offers the perfect combination of peace, privacy, convenience, nature, and award-winning Katonah-Lewisboro schools in a quiet country setting. Move right in with nothing to do but plan your summer garden of

    Anne-Marie Nordgren Coldwell Banker Realty

    19 Deer Run Rd, South Salem, NY 10590
  • /40

    $1,450,000

    Open Sat 1PM - 3PM Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,691 Sq Ft

    78 Deer Hill Dr, Ridgefield, CT 06877

    Set on one of South Ridgefield's most desirable cul-de-sac settings, this classic Connecticut Center Hall Colonial is a timeless residence steeped in charm, character & understated sophistication. Beautifully maintained + thoughtfully updated, the home blends enduring architecture w/today's elevated lifestyle. Rich in architectural detail, highlights include handsome millwork, custom built-ins,

    Karla Murtaugh Compass Connecticut, LLC

    78 Deer Hill Dr, Ridgefield, CT 06877
  • /39

    $1,595,000

    Open Fri 11AM - 1PM
    • 4 Beds
    • 3.5 Baths
    • 3,964 Sq Ft

    118 Silver Spring Rd, Wilton, CT 06897

    Refined Silver Spring colonial offering rare 4 bd 3.5ba functionality, expansive living space, open grounds, and seamless room flow for modern family life. Minutes to town, schools, and train. Set within a sought after cul de sac once part of the Firestone Family Estate, this property delivers a peaceful setting while still feeling connected and convenient. Inside, the main level is built for

    Kim Burke Berkshire Hathaway NE Prop.

    118 Silver Spring Rd, Wilton, CT 06897
  • /9

    $1,869,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 4,457 Sq Ft

    20 Flat Rock Dr, Ridgefield, CT 06877

    Location is everything-and this one delivers. Nestled on a quiet cul-de-sac in the sought-after West Lane section of Ridgefield, this property offers the ultimate combination of privacy, neighborhood charm, and unmatched convenience. Just 15 minutes to the Katonah Metro-North line, one hour to NYC by car, minutes to downtown New Canaan, Ridgefield & nearby NY/CT state parks, this is one of the

    Kyle Neumann Houlihan Lawrence

    20 Flat Rock Dr, Ridgefield, CT 06877
  • /43

    $950,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 3 Baths
    • 2,490 Sq Ft

    1 Sabbath Day Hill Rd, South Salem, NY 10590

    From the moment you turn down the long, secluded driveway toward 1 Sabbathday Hill Drive, the feeling is unmistakable: this is a retreat built for those who prize privacy, elevation, and quiet grandeur. Perched atop its own hill and surrounded by mature trees, the home sits back from the road with views visible from the wide front porch—a space that feels like your own private veranda overlooking

    Alex Mashkin Keller Williams Realty Partner

    1 Sabbath Day Hill Rd, South Salem, NY 10590
  • /50

    $779,000

    Open Sat 12PM - 2PM
    • 2 Beds
    • 3 Baths
    • 2,386 Sq Ft

    20 Hillside Ave, Goldens Bridge, NY 10526

    If you’ve been dreaming of a chic, nature-filled retreat with modern upgrades and the rare convenience of WALKING to the train, this is the one that captures it all. Tucked into a breathtaking .78 acre setting with sweeping mountain views, this picture-perfect Colonial—FULLY renovated in 2023—offers a rare blend of refined style and serene. Nature-filled living in the highly coveted Goldens

    Lisa DaRos Houlihan Lawrence Inc.

    20 Hillside Ave, Goldens Bridge, NY 10526
  • /43

    $725,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    453 Smith Ridge Rd, South Salem, NY 10590

    Welcome to your own private sanctuary—a meticulously maintained and thoughtfully updated home. Featuring a 1,620-square-foot retreat where nature meets elegance at every turn. Built in 1946 and lovingly cared for, this exceptional South Salem property offers the rare combination of tranquil seclusion and premier location in the sought-after Katonah-Lewisboro school district. A fabulous setting

    AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

    453 Smith Ridge Rd, South Salem, NY 10590
  • /32

    $999,000

    Open Sat 10AM - 12PM
    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    10 Silvermine Dr, South Salem, NY 10590

    This move-in ready colonial offers a functional layout for everyday living and entertaining, in a serene setting. The home’s orientation provides leafy views of the woodsy property, pond, and old stone walls. On the main floor, there is a newly updated eat-in kitchen, a large family room with a cozy fireplace, large living and dining rooms, outdoor space on the deck, and access to a two-car

    Larry Mango Giner Real Estate Inc.

    10 Silvermine Dr, South Salem, NY 10590
  • /50

    $4,850,000

    • 4 Beds
    • 4.5 Baths
    • 6,161 Sq Ft

    45 Pine Hill Dr, South Salem, NY 10590

    Welcome to 45 Pine Hill Drive, where modern luxury meets timeless sophistication. This fully renovated 4-bedroom, 4.5-bath residence has been transformed into a true showpiece, offering every amenity for elevated living. Inside, discover a breathtaking open-concept kitchen by Leicht (Germany) with premium electric stainless steel appliances, dual sinks, and a striking oversized island—perfect for

    Joseph Lukic Compass Greater NY, LLC

    45 Pine Hill Dr, South Salem, NY 10590
  • /2

    $596,000

    $162K PRICE DROP
    • 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
  • /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
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