15

Montgomery, NY Homes for Sale with Acreage

Section Image Section Image
  • /34

    $949,900

    • 3 Beds
    • 3.5 Baths
    • 3,668 Sq Ft

    41 Fern Wood Way, Montgomery, NY 12549

    Nestled within the sought-after Winding Hills Estates, this exceptional home is set on a quiet cul-de-sac and backs directly to the rolling greens of the picturesque Winding Hills Golf Course, an executive 18-hole course surrounded by manicured landscaping. From the moment you arrive, the home impresses with Hardie board siding, a metal roof, blacktopped driveways, paver walkways, covered front

    Agent Photo

    Chris Ogden

    Realty Promotions Inc

    (845) 493-3644

    41 Fern Wood Way, Montgomery, NY 12549
  • /37

    $724,999

    • 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

    (329) 214-0172

    30 Northern Ave, Montgomery, NY 12586
  • /45

    $874,999

    • 3 Beds
    • 2 Baths
    • 1,796 Sq Ft

    294 Comfort Trail, Montgomery, NY 12549

    TOWN OF CRAWFORD LOG HOME SITUATED ON 25+ ACRES OF SERENE WOODED LAND. This charming 3-bedroom, 2-bathroom log home is situated in the Town of Crawford, within the Pine Bush School District. Conveniently located just 10-15 minutes from local restaurants, shopping centers, and essential services such as banking and postal facilities, this home offers both comfort and accessibility. Surrounded by

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 622-8077

    294 Comfort Trail, Montgomery, NY 12549
  • /43

    $719,000

    • 4 Beds
    • 2.5 Baths
    • 2,984 Sq Ft

    15 Ferrante Dr, Montgomery, NY 12549

    There are homes and then there are homes filled with a lifetime of memories. Tucked in a small, quiet cul-de-sac in the Valley Central school district, this center hall colonial has been lovingly cared for by its original owners-- holidays were celebrated and the rhythms of everyday life became something truly meaningful. Hardwood floors carry throughout, grounding each space with a sense of

    Patricia Sassi RE/MAX Benchmark Realty Group

    15 Ferrante Dr, Montgomery, NY 12549
  • /50

    $769,900 Open Sun 12PM - 3PM

    • 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 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 study/den, an upstairs laundry room, and 2.5 bathrooms. The kitchen was fully

    Johnette Berlingieri

    42 Philip Dr, Montgomery, NY 12549
  • /40

    $710,000

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

    83 Little Collabar Rd, Montgomery, NY 12549

    Fully renovated and thoughtfully upgraded, this stunning 4-bedroom, 2.5-bathroom, 2,646-square-foot Colonial in the Valley Central School District checks every box - and then a few you didn’t even know you wanted. A rare highlight is the two separate driveways - one leading to the home and attached garage, and the other to a heated 24x30 workshop with a car lift, making it a dream setup for car

    Wendy Beck Krumpfer Realty Group, LLC

    83 Little Collabar Rd, Montgomery, NY 12549
  • /20

    $399,000

    • 2 Beds
    • 1 Bath
    • 928 Sq Ft

    1084 State Route 17k, Montgomery, NY 12549

    Enjoy peaceful living in this charming, newly updated private ranch set on over one acre of land. This inviting home offers the perfect blend of comfort and convenience, featuring a beautifully renovated kitchen and bathroom with modern finishes.Ideally located just minutes from shopping, dining, Interstate 84, Route 17, the New York State Thruway, and the Beacon train line, commuting is easy

    Larry Curasi Curasi Realty, Inc.

    1084 State Route 17k, Montgomery, NY 12549
  • /2

    $499,000

    • Land
    • 7.6 Acres
    • $65,658 per Acre

    0 New York 17k, Montgomery, NY 12549

    Introducing a prime commercial investment opportunity on State Rt 17K, Montgomery, NY, 12549. Comprised of two lots togther - Apn #334289-027-000-0005-003.000-0000 9 (6.6 acres) and Apn#334289-027-000-0005-002.000-0000 (one acre) this 7.6-total acre property, zoned B4 Highway Commercial, offers exceptional potential for a multitude of uses. With 600 Ft of highway frontage and a signalized

    Jay Feinberg Keller Williams Hudson Valley

    0 New York 17k, Montgomery, NY 12549
  • /50

    $2,995,000

    • 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
  • /41

    $580,000

    • 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 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,726 Sq Ft

    24 Francis Harrison Ct, Montgomery, NY 12549

    Coming Soon in Montgomery, NY. Set on a quiet cul-de-sac in the Valley Central School District, this newly built home offers over 2,700 sq ft of thoughtfully designed living space on a full acre where modern construction meets with a peaceful Hudson Valley setting. From the striking exterior and oversized windows to the spacious layout, two-car garage, and tree-lined surroundings, every detail

    Nicholas Cuomo Keller Williams Realty

    24 Francis Harrison Ct, Montgomery, NY 12549
  • /32

    $569,000

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    17 Union School Rd, Montgomery, NY 12549

    Peaceful Country Living on 3.4 AcresTucked away at the end of a quiet road, this charming 3-bedroom, 3-bath ranch offers comfort, privacy, and plenty of space to enjoy the outdoors. Relax on the wraparound deck or gather around the firepit as the evening cools down.Inside, the living room impresses with vaulted, beamed ceilings and abundant natural light from a large bay window and

    Maureen Cronin Cronin & Company Real Estate

    17 Union School Rd, Montgomery, NY 12549
  • /41

    $550,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3 Baths
    • 3,200 Sq Ft

    53 W Corbett Rd, Montgomery, NY 12549

    Nestled on a serene hillside, this lovely four story contemporary home offers a perfect balance of modern luxury and natural beauty. Move in worry free as there has just been a full renovation. New roof, new mechanicals, new windows & doors, new fixtures, spray foam insulation. This unique home is bathed in natural light from large windows that frame views of the nearby mountains & wilderness.

    Heather Macauley eXp Realty

    53 W Corbett Rd, Montgomery, NY 12549
  • /40

    $1,190,000

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

    170 Dickerson Ave, Montgomery, NY 12549

    Opportunity knocks! Sitting proudly on a sprawling 10-acre estate, this 4-bedroom, 2.5-bath home is thoughtfully set back from the road, offering privacy, space, and a serene setting. Located just 30 minutes from Stewart Airport and 1 hour 20 minutes from NYC, the property provides a peaceful retreat without sacrificing accessibility. The home features a bright open-concept layout. The kitchen is

    Dylan Woods Howard Hanna Rand Realty

    170 Dickerson Ave, Montgomery, NY 12549
  • /18

    $499,000

    • Land
    • 12.2 Acres
    • $40,902 per Acre

    109 White Birch Ln, Montgomery, NY 12549

    Discover your own slice of the Hudson Valley at 109 White Birch Lane — a beautiful raw acreage parcel located on a private, dead-end road in the Town of Montgomery. This property offers a peaceful and secluded setting while still being just minutes from everything. Enjoy close proximity to the Villages of Montgomery and Walden, as well as easy access to I-84 and Stewart International Airport,

    Sean Drown Land and Water Realty LLC

    109 White Birch Ln, Montgomery, NY 12549

Home Trends in Montgomery, NY

Housing Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$527,500
Median Townhouse Sale Price
$337,000
Median 2 Bedroom Sale Price
$310,000
Average Price Per Sq Ft
$268
Number of Homes for Sale
26
Last 12 months Home Sales
84
Months of Supply
3.70
Median List Price
$549,999
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home