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Colonial Homes for Sale in Montgomery, NY

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  • /50

    $749,999

    • 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
  • /38

    $724,999

    New Construction $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,705 Sq Ft

    28 Northern Ave, Montgomery, NY 12586

    NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways

    Agent Photo

    Richard Baxter

    KELLER WILLIAMS REALTY

    28 Northern Ave, Montgomery, NY 12586
  • /49

    $699,000

    $40K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,011 Sq Ft

    41 Philip Dr, Montgomery, NY 12549

    Welcome to 41 Philip Drive, a beautifully maintained Colonial built by Hillside Homes and set within Montgomery’s desirable Winding Oaks subdivision. Located on a quiet cul-de-sac and positioned on a private, landscaped lot backing to woods, this home offers exceptional curb appeal with a long paved driveway, mature trees, and a peaceful residential setting. Inside, the home features a bright,

    Antoinette Caruso Stonewall Realty Group LLC

    41 Philip Dr, Montgomery, NY 12549
  • /50

    $699,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,681 Sq Ft

    24 Francis Harrison Ct, Montgomery, NY 12549

    Set on a quiet cul-de-sac in the Valley Central School District, this newly constructed home offers just under 2,700 sq ft of thoughtfully designed living space on a full acre in one of Montgomery’s most desirable residential settings. Hardwood flooring flows throughout the home, complemented by expansive windows that fill the interior with natural light. The main level features a formal dining

    Nicholas Cuomo Keller Williams Realty

    24 Francis Harrison Ct, 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

    $519,000

    $6K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    7 Judson Rd, Montgomery, NY 12549

    Priced to sell and fully available. Come see this beautiful, recently and tastefully refreshed 8 room, 4 bedroom, 2.5 bath, 1800 sq. ft. colonial, perched atop a lovely, private, 1.5 acre property, in an area of upscale homes and in the Pine Bush School District. It features an open floor plan on the first level with superb kitchen, 4 year old stainless steel appliances, granite countertops, with

    Marion Bruhns Howard Hanna Rand Realty

    7 Judson Rd, Montgomery, NY 12549
  • /29

    $669,000

    • 4 Beds
    • 2.5 Baths
    • 2,646 Sq Ft

    83 Little Collabar Rd, Montgomery, NY 12549

    One incredibly upgraded home with two driveways and two garages! This fully renovated 4-bedroom, 2.5-bath, 2,646-square-foot Colonial checks boxes you didn't even know you had. A second driveway leads to a heated 24x30 workshop with a car lift, ideal for hobbyists or anyone needing serious workspace, plus a portable garage for extra storage.Inside, hardwood floors run throughout the freshly

    James LaTempa Compass Greater NY, LLC

    83 Little Collabar Rd, Montgomery, NY 12549
  • /37

    $674,999

    • 4 Beds
    • 3.5 Baths
    • 2,636 Sq Ft

    272 Beaver Dam Rd, Montgomery, NY 12549

    The original owners say it's time to move and pass this home to new owners. This property sits on 1.36 acres and offers over 2500 sq feet of living space. It has 2 primary bedrooms one on the first floor which has an its own bathroom and laundry. Upstairs is another primary bedroom 2 additional bedrooms, laundry, a bathroom and bonus space. Use your imagination and use it how you want to. There

    Allison Hinek Hudson Valley Home Connection

    272 Beaver Dam Rd, Montgomery, NY 12549
  • /40

    $1,145,000

    $45K 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 up to

    Dylan Woods Howard Hanna Rand Realty

    170 Dickerson Ave, Montgomery, NY 12549
  • /38

    $409,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,448 Sq Ft

    46 Union St, Montgomery, NY 12549

    (***Previous deal fell through due to buyer financing***) Welcome to Holbrow House at 46 Union Street, a lovingly maintained and updated 1818 home in the quaint Village of Montgomery. As soon as you enter, you're greeted by the warmth of the historic wide plank wood floors and rooms filled with natural light. The main living area offers great flexibility with an additional room that can be used

    Andrea Mahoney Smitchger Realty

    46 Union St, Montgomery, NY 12549
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