15

Montgomery, NY Homes for Sale under $800,000

Section Image Section Image
  • /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
  • /44

    $699,999

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,705 Sq Ft

    30 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

    30 Northern Ave, Montgomery, NY 12586
  • /50

    $649,900

    • 6 Beds
    • 4 Baths
    • 2,488 Sq Ft

    2056 State Route 17k, Montgomery, NY 12549

    Two adjacent properties offered together as a single opportunity (2056 & 2060 Rt 17K): a preserved 1840 historic farmhouse paired with a separate 2-bedroom residence, with a combined total of approximately 4 acres, 6 bedrooms, 4 baths, and roughly 2,500 square feet of combined living space in Montgomery's Town of Crawford. Built in 1840 and preserved with rare integrity by just two families in

    Agent Photo

    Matthew Morreale

    J. Morreale, LTD

    2056 State Route 17k, 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
  • /36

    $546,900

    $52K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 4,760 Sq Ft

    145 Youngblood Rd, Montgomery, NY 12549

    "We know this property is worth more, but we're letting the market decide! Welcome to 145 Youngblood Road, a rare opportunity where endless possibilities meet peaceful country living. This oversized ranch style home offers exceptional flexibility with a separate apartment above the garage, creating the perfect setup for multigenerational living, owner occupied investment opportunities, guest

    Anesha Nesbitt eXp Realty

    145 Youngblood Rd, Montgomery, NY 12549
  • /24

    $724,000

    $5K PRICE DROP Pre-Foreclosure
    • 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
  • /41

    $535,000

    $45K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,104 Sq Ft

    65 Judson Rd, Montgomery, NY 12549

    Set on 3.4 acres in Montgomery within a highly sought after neighborhood! This spacious rambler offers comfort, versatility, and room to grow. A welcoming covered front porch and expansive rear porch create ideal spaces for relaxing or entertaining. Inside, the generously sized kitchen features abundant cabinetry and a central island, perfect for gathering and everyday living. All bedrooms are

    Brittnai Pytlar RE/MAX Benchmark Realty Group

    65 Judson Rd, 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
  • /15

    $565,000

    • Land
    • 23.1 Acres
    • $24,459 per Acre

    #17K NS Rt-17k Route, Montgomery, NY 12549

    Looking for a high visibility location? This 23.01 acre vacant land is steps away from a 4 corner intersection of route 17K and route 208 with a high traffic count that leads to interstates, shopping plazas, communities , subdivision, village vibes nearby and also, the neighboring commercial properties consist of Walden Savings Bank, Law Offices, Girl Scotts of America Headquarters and Chamber of

    Theresa Holmes KW Hudson Valley United

    #17K NS Rt-17k Route, Montgomery, NY 12549
  • /33

    $675,000

    $124K PRICE DROP
    • 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. Just had major price reduction.

    Mark Tierney Howard Hanna Rand Realty

    291 Comfort Trail, 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

    Open Wed 5PM - 6:30PM
    • 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

Home Price Trends

Median Sale Price
$492,500
Median Single Family Sale Price
$527,000
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
$278
Number of Homes for Sale
31
Last 12 months Home Sales
80
Months of Supply
4.60
Median List Price
$549,999
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home