11

Montgomery, NY Homes for Sale with Pool

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  • /50

    $749,999

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,030 Sq Ft

    165 Benedict Rd, Montgomery, NY 12549

    VALLEY CENTRAL SCHOOLS! Situated within a 15-minute drive of everyday shopping centers and dining options ranging from casual diners to quick-service eateries. Enjoy outdoor recreation just minutes away at Winding Hills Park, featuring boating, fishing, hiking trails, and playgrounds, or take a quick 10-minute drive into the historic Village of Montgomery to explore boutique shopping, local pubs,

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    165 Benedict Rd, Montgomery, NY 12549
  • /42

    $850,000

    • 4 Beds
    • 3 Baths
    • 2,592 Sq Ft

    960 County Route 17, Montgomery, NY 12549

    Do you know what you can do with over 27 acres? Create the homestead you’ve always dreamed about! Spend weekends riding ATVs through your own private trail system. Grow your own food in the established 40’ x 40’ garden. Raise chickens in the 12’ x 12’ chicken coop with an expansive 12’ x 40’ run. Follow the trails approximately 10 acres into the property and disappear into the woods at your own

    Michelle Getty HVG Realty, Inc.

    960 County Route 17, Montgomery, NY 12549
  • /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
  • /39

    $729,999

    • 4 Beds
    • 2.5 Baths
    • 2,454 Sq Ft

    392 Bailey Rd, Montgomery, NY 12549

    Welcome to a home designed for comfortable everyday living, memorable celebrations and making the most of every season. Built in 2017, this spacious four-bedroom residence offers room to gather, relax, work and entertain. The main level features warm hardwood floors, inviting formal living and dining rooms, and a beautifully appointed kitchen where everyone can come together. Granite countertops,

    Eileen Clary Curasi Realty, Inc.

    392 Bailey Rd, Montgomery, NY 12549
  • /24

    $724,000

    $5K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft

    27 Grosso Ct, Montgomery, NY 12549

    Private 6.5-acre Victorian retreat with heated salt water pool! Tucked away on a quiet cul-de-sac, this impressive home features a dramatic two-story foyer, soaring ceilings, creates a grand first impression and leads to spacious living areas throughout the home and a flexible floor plan with exceptional potential on each floor including the walk out basement. Enjoy scenic views, generous indoor

    Camelia Pena-Rivera RE/MAX Distinguished Hms.&Prop

    27 Grosso Ct, 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
  • /48

    $449,999

    Open Sat 12PM - 2PM $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,509 Sq Ft

    77 Union St, Montgomery, NY 12549

    Full of classic character and versatility, this spacious home at 77 Union Street offers a fantastic opportunity in the Valley Central School District. The property features a spacious 3-bedroom main living area alongside a comfortable 1-bedroom secondary living space, ideal for a home office, guest suite, or additional flexible living arrangements.Classic architectural details include a

    Vincent Reda Keller Williams Realty

    77 Union St, Montgomery, NY 12549
  • /50

    $2,700,000

    • 3 Beds
    • 3 Baths
    • 2,669 Sq Ft

    123 Collabar Rd, Montgomery, NY 12549

    Labors of love are the best kind. They’re ones that carry projects further than any fuel can. At just 60 miles northwest of NYC, this bucolic equine estate served as a private polo field, equestrian center and most importantly a place to live within a landscape that could just as easily be the fields of France or Orange County. When purchased in 2011 the current owners enlisted a renowned

    Lisa Mulcahy Ellis Sotheby's Intl Realty

    123 Collabar Rd, Montgomery, NY 12549
  • /49

    $739,000

    $31K PRICE DROP
    • 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 Houlihan Lawrence Inc.

    42 Philip Dr, Montgomery, NY 12549
  • /47

    $529,000

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 2,504 Sq Ft

    104 Ayers Ct, Montgomery, NY 12549

    Offering first-time-on-the-market quality, this well-maintained raised ranch sits on a quiet cul-de-sac in a peaceful Village of Montgomery neighborhood. Cherished and impeccably cared for by its original owners, this 3-bedroom, 3-bath home spans approximately 2,504 square feet of flexible living space, highlighted by soaring cathedral ceilings that create an open, airy atmosphere.The

    Matthew Gibbs KW Hudson Valley United

    104 Ayers Ct, Montgomery, NY 12549
  • /40

    $999,999

    $190K PRICE DROP
    • 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

    Dylan Woods Howard Hanna Rand Realty

    170 Dickerson Ave, Montgomery, NY 12549

Home Price Trends

Median Sale Price
$490,000
Median Single Family Sale Price
$524,500
Median Townhouse Sale Price
$341,250
Median 2 Bedroom Sale Price
$315,000
Median 1 Bedroom Sale Price
$360,000
Average Price Per Sq Ft
$281
Number of Homes for Sale
11
Last 12 months Home Sales
77
Months of Supply
5.50
Median List Price
$529,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-2%
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