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Montgomery, NY Homes for Sale with Pool

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  • /50

    $2,499,900

    • 3 Beds
    • 3 Baths
    • 3,448 Sq Ft

    95 Judson Rd, Montgomery, NY 12549

    Welcome to one of the Hudson Valley's most iconic private estates; an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, abundant space for custom vehicle enthusiasts and unmatched entertaining spaces. Known locally as the famed "Orange County Choppers House," this remarkable property blends rustic elegance with modern comfort in a setting designed for those who

    Danielle Bartula Howard Hanna Rand Realty

    95 Judson Rd, Montgomery, NY 12549
  • /35

    $499,000

    • 5 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    82 Wallkill Ave, Montgomery, NY 12549

    LOVELY HISTORIC HOME IN THE VILLAGE OF MONTGOMERY! This 2360 sq.ft. home has a lot to offer, historical charm with hardwood floors, an old wooden staircaseand a claw foot tub, yet all the conveniences to suit your needs. Five bedrooms with 2-1/2 bathrooms and a spacious walk-up attic. This corner lot features a great deal of privacywith a beautiful in ground pool. There is plenty of room

    Stacy Brescia-Spreer Curasi Realty, Inc.

    82 Wallkill Ave, Montgomery, NY 12549
  • /50

    $2,895,000

    $100K PRICE DROP
    • 6 Beds
    • 9 Baths
    • 6,415 Sq Ft

    198 Corbett Rd, Montgomery, NY 12549

    A Private Hudson Valley Estate 48.5 Acres of Luxury and Recreation Set across 48.5 breathtaking acres in Montgomery, New York, this extraordinary 6,415-square-foot estate offers a rare opportunity to own a private retreat where luxury, nature, and recreation exist in perfect harmony. Thoughtfully designed for both grand entertaining and comfortable living, the residence features six spacious

    Nissim Levy Keller Williams Realty Liberty

    198 Corbett Rd, Montgomery, NY 12549
  • /33

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,958 Sq Ft

    291 Comfort Trail, Montgomery, NY 12549

    Charming, authentic Farmhouse, maintaining plenty of rustic charm with some exposed hand hewn beams, but with every modern update. Private in ground pool, big bonus room over garage, all systems updated or replaced. Central air, new septic tank. Fully furnished for the right buyer. Photos dont do it justice. This home is warm and interesting, you will be refreshed. COME AND SEE!

    Mark Tierney Howard Hanna Rand Realty

    291 Comfort Trail, Montgomery, NY 12549
  • /50

    $769,900

    • 3 Beds
    • 2.5 Baths
    • 3,400 Sq Ft

    42 Philip Dr, Montgomery, NY 12549

    Thoughtfully designed, expertly built, and meticulously maintained, this 2003 Stunning Custom built Colonial by Hillside Homes is set on a private 2.2 acre wooded lot on a cul-de-sac in the Winding Oaks Subdivision. With 3400 square feet of modern luxury, this home features a large primary ensuite, two additional bedrooms, a bonus guestroom/study, an upstairs laundry room, and 2.5 bathrooms. The

    Johnette Berlingieri

    42 Philip Dr, Montgomery, NY 12549
  • /40

    $1,190,000

    • 4 Beds
    • 2.5 Baths
    • 3,102 Sq Ft

    170 Dickerson Ave, Montgomery, NY 12549

    Your private retreat in the Hudson Valley, 80 minutes from the city. Ten estate-like acres, a heated pool, and total seclusion. With Stewart Airport just 30 minutes out and the best of the region within easy reach: golf, fishing, boating, lakes and rivers, miles of hiking, skiing, and the charming hamlets of the Valley, with the Shawangunk Ridge and the Catskills close by. The home lives up to

    Dylan Woods Howard Hanna Rand Realty

    170 Dickerson Ave, Montgomery, NY 12549

Home Price Trends

Median Sale Price
$485,000
Median Single Family Sale Price
$525,000
Median Townhouse Sale Price
$337,000
Median 2 Bedroom Sale Price
$315,000
Median 1 Bedroom Sale Price
$349,999
Average Price Per Sq Ft
$271
Number of Homes for Sale
33
Last 12 months Home Sales
79
Months of Supply
5.00
Median List Price
$532,450
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-6%
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