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Lewisboro, NY Homes for Sale under $2,000,000

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  • /49

    $1,795,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 6 Baths
    • 5,288 Sq Ft

    30 Pine Hill Dr, South Salem, NY 10590

    Offered for the first time since it was built by the original owners, 30 Pine Hill Drive is a private and beautifully maintained residence on 3.95 acres along one of Lewisboro’s sought-after streets. Beyond the home, the property itself is a treasure—wooded on three sides, offering exceptional privacy, a beautiful usable yard, stone walls and even a peaceful brook along the rear of the

    Agent Photo

    Nikki McMann

    William Raveis-New York LLC

    30 Pine Hill Dr, South Salem, NY 10590
  • /22

    $1,550,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 2,922 Sq Ft

    361 Rte 22, Goldens Bridge, NY 10526

    Set behind an elegant iron gate and long private driveway, this beautifully landscaped 3.46-acre property offers a rare combination of privacy, space, and potential. With 0.5-acre zoning, for possible subdivision.Tucked away from the road, this contemporary four-bedroom, 2.5-bath home offers spacious and versatile living, including eat-in kitchen, dining room, inviting family room with

    Karina Guiteau William Raveis-New York LLC

    361 Rte 22, Goldens Bridge, NY 10526
  • /36

    $1,750,000

    Open Thu 4:30PM - 6PM $125K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,364 Sq Ft

    21 Twin Lakes Rd, South Salem, NY 10590

    Introducing you're new lake house, 21 Twin Lakes Road — a stunning, completely transformed high-end renovation that is as close to new construction as you'll find. Every detail has been thoughtfully reimagined, from the sun-filled open floor plan to the gorgeous authentic reclaimed beams and marble countertops that give the home instant character and warmth. A separate 1st floor bonus room along

    Juliska Martino Compass Greater NY, LLC

    21 Twin Lakes Rd, South Salem, NY 10590
  • /28

    $1,999,000

    $396K PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 2,812 Sq Ft

    137 Boway Rd, South Salem, NY 10590

    Gracious Country Colonial! Originally built in 1932 and thoughtfully renovated, this timeless antique Colonial seamlessly blends historic character with modern updates. Offering approximately 2,800 square feet of beautifully appointed living space, the home features hardwood floors, period millwork, abundant natural light, French doors, and nicely proportioned rooms throughout. Former owner Liz

    Cheryl Neuburger Ginnel Real Estate

    137 Boway Rd, South Salem, NY 10590
  • /45

    $1,695,000

    $54K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 4,952 Sq Ft

    Unlisted Address

    Architecturally distinctive and beautifully connected to its natural surroundings, this custom cedar contemporary offers a refreshing alternative to the traditional colonial. Set on over 4 private acres in the heart of South Salem, the home blends dramatic volume, natural light, privacy, and flexible living spaces designed for modern living.The home’s layout flows easily from one inviting

    Danielle Raguzin Re-Max Experience

    Unlisted Address
  • /7

    $1,500,000

    • Land
    • 4.3 Acres
    • $348,837 per Acre

    0 Church Tavern Rd Unit KEY995093, South Salem, NY 10590

    Rare opportunity to build a custom estate on an exceptional property with sweeping, long-range, breathtaking sunset views. This remarkable parcel offers a stunning setting to create a home tailored to your vision. Utility services are already in place, and the Board of Health has approved the 4.3-acre parcel for a five-bedroom residence. A truly special offering with endless possibilities.

    Susan Stillman Houlihan Lawrence Inc.

    0 Church Tavern Rd Unit KEY995093, South Salem, NY 10590
  • /11

    $1,900,000

    • Land
    • 31.82 Acres
    • $59,711 per Acre

    298 Nash Rd, North Salem, NY 10560

    Discover serene privacy on this 31.82-acre wooded parcel along Nash Road in North Salem, New York. Nestled in the highly desirable northern reaches of Westchester County—one of the most sought-after suburban areas in the nation known for its upscale rural lifestyle, and convenient proximity to New York City, this property offers a rare opportunity to build a private estate while enjoying the best

    Brian McGrath McGrath Realty Inc

    298 Nash Rd, North Salem, NY 10560
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