20

Montgomery, NY Homes for Sale with Garage

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  • /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
  • /39

    $724,999

    • 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

    (329) 218-0022

    28 Northern Ave, Montgomery, NY 12586
  • /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
  • /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
  • /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

    $699,000 Open Sun 12PM - 3PM

    • 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
  • /21

    $349,900

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    24 Emperor Ln, Montgomery, NY 12549

    Nestled at the top of a gentle hill in a quiet cul-de-sac, this 4-bedroom, oversized raised ranch offers a rare opportunity to create something truly special. Set on a one-acre parcel, the property provides both privacy and space—an ideal backdrop for your vision. Owned by the same family for over 50 years, this home is ready for its next chapter. While it requires updating and renovation, the

    Patricia Sassi RE/MAX Benchmark Realty Group

    24 Emperor Ln, 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
  • /28

    $279,900

    • 2 Beds
    • 1 Bath
    • 584 Sq Ft

    20 Barron Rd, Montgomery, NY 12549

    Newly added! A Pioneer mini split for central air (comes thru existing ducts)! And, the exterior has been freshly painted! This sweet ranch is perfect for 1st time home buyers, or people that just like to have really low living expenses! You'll enjoy the large deck off the kitchen for enjoying BBQ's or hanging outside. You'll also enjoy the small & quiet neighborhood! At the end of Barron Rd, is

    Kathy Dawson Howard Hanna Rand Realty

    20 Barron Rd, Montgomery, NY 12549
  • /38

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,734 Sq Ft

    555 State Route 416, Montgomery, NY 12549

    Welcome to 555 State Route 416 in the heart of Montgomery, NY—Enjoy Village Charm and country life!!! This spacious 4-bedroom, 2-bath home offers comfortable living with plenty of room to grow. Enjoy an inviting eat-in kitchen featuring new stainless steel appliances, a dedicated dining area, and a large living room perfect for family gatherings and entertaining. An unfinished, easily accessible

    Nancy Sayegh Coldwell Banker Realty

    555 State Route 416, 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
  • /46

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 1,622 Sq Ft

    9 Pine Ct, Montgomery, NY 12549

    Welcome to this beautifully maintained 3-bedroom, 3-bath Colonial in the heart of Montgomery, NY, where thoughtful updates and outdoor living come together seamlessly. Inside, you’ll find a warm and inviting layout featuring hardwood floors throughout, an updated kitchen with granite countertop Island and dark grey stainless Samsung appliances, and a lower level with luxury vinyl flooring—perfect

    Janet Rendle Weichert Realtors

    9 Pine Ct, Montgomery, NY 12549
  • /19

    $525,000

    • 4 Beds
    • 3 Baths
    • 1,886 Sq Ft

    252 Tompkins Rd, Montgomery, NY 12549

    If you're tired of the noise and congestion of the city, pack your bags and move into this 4 bedroom 3 bath raised ranch with heated Sunroom, Deck, Swimming Pool and Patio. Located in serene and picturesque upstate New York only 1 hour and 40 minutes away from NYC. It's like being on vacation year round. It's heated with Natural Gas and has Public Sewer and water. Close to stores and dining.

    Grace Rybak DiTommaso Real Estate

    252 Tompkins Rd, Montgomery, NY 12549
  • /3

    $489,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    136 Snow Bunting Ct, Montgomery, NY 12549

    Gorgeous raised ranch featuring 3 bedrooms and 3 baths, ideally situated in the historic Village of Montgomery. This beautifully maintained home offers a bright, open layout filled with natural sunlight and gleaming hardwood floors throughout the main level. The stunning kitchen features granite countertops, stainless steel appliances, and flows seamlessly into the spacious living and dining

    Kelly Beary Keller Williams Realty

    136 Snow Bunting Ct, Montgomery, NY 12549
  • /18

    $259,000

    • 5 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    6 Maple Ln, Montgomery, NY 12549

    ATTENTION FIXER UPPERS: This 5 bedroom, 2.5 bath home is located in the Town of Montgomery NY just a few miles from the i84 / 17k exit and Stewart International Airport. With first floor primary bedroom, eat-in kitchen, large mud / laundry room and 23x24 two car garage, the layout presents a comfortable flow and inviting setting. This home is priced right considering it needs some repairs but

    John DeMarco Century 21 Alliance Rlty Group

    6 Maple Ln, 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

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%
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