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Montgomery, NY Homes for Sale with Garage

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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
  • /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

    294 Comfort Trail, Montgomery, NY 12549
  • /2

    $454,900

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,824 Sq Ft

    49 Bailey Rd, Montgomery, NY 12549

    Coming soon to the market!!!

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    49 Bailey Rd, Montgomery, NY 12549
  • /3

    $899,900

    • 4 Beds
    • 2.5 Baths
    • 2,871 Sq Ft

    64 W Corbett Rd, Montgomery, NY 12549

    Turn off the main road and the noise drops away. By the time the fields open up on both sides you have rolled the windows down without deciding to, and the last few minutes of the drive stop counting as a commute.Right now this is 3.35 acres and nothing else, which is the best part of it. Ground has not been broken. Nothing has been framed, poured, painted or decided. The approvals are

    Agent Photo

    Brian Caplicki

    KW Hudson Valley United

    64 W Corbett Rd, Montgomery, NY 12549
  • /47

    $1,100,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,639 Sq Ft

    29 Peale Place, Montgomery, NY 12549

    A true masterpiece conceptualized by the renowned DeGraw and DeHaan Architects, this luxury 4-bedroom, 2.5-bathroom residence stands as a testament to over 40 years of elite design expertise. The home boasts a brilliant open floor plan, sophisticated finishes, and masterful architectural flourishes that create an inviting yet grand atmosphere. Offering over 2,600 square feet of impeccably

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    29 Peale Place, Montgomery, NY 12549
  • /37

    $699,999

    New Construction $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
  • /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
  • /38

    $449,900

    $49K PRICE DROP
    • 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

    $2,499,900

    • 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
  • /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 living space 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
  • /50

    $945,000

    $30K PRICE DROP
    • 7 Beds
    • 4.5 Baths
    • 1,632 Sq Ft

    97 Svenski Rd, Montgomery, NY 12549

    A private luxury retreat unlike anything else on the market. Set on 54.10 secluded acres at the end of a long private driveway, 97 Svenski offers an extraordinary combination of privacy, distinctive modern design, smart-home features, and fully renovated, move-in-ready living. This one-of-a-kind residence features 7 bedrooms, 4.5 bathrooms, 1,632+ sq. ft. above grade, plus an additional 1,006 sq.

    Leon Klein Keller Williams Hudson Valley

    97 Svenski Rd, Montgomery, NY 12549
  • /22

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,136 Sq Ft

    36 W Searsville Rd, Montgomery, NY 12549

    fast sale needed. Horse property with 7 stall barn and fenced in corrals.. House is fine, but owner removed the flooring down to the floorboards.. also kitchen appliances have been removed.. not a total rehab, but in need of carpet or hardwood, kitchen appliances and some brush hogging.. truly a diamond in the rough .. fantastic views! this place boarded horses only a few years ago.. this is the

    Asa Lennon RE/MAX Benchmark Realty Group

    36 W Searsville Rd, Montgomery, NY 12549
  • /50

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,292 Sq Ft

    219 Benedict Rd, Montgomery, NY 12549

    This fully renovated 3/4 bedroom contemporary situated on nearly 2 acres in Montgomery features fully renovated kitchen with guartzite counters, new custom cabinets, Stainless appliances, huge primary bedroom with abundant closets, and imported tile bath, spacious secondary bedrooms, new central ac, freshly painted, new windows, 2 car garages. Privacy with easy proximity to nearby shopping,

    Richard Wawrynek Howard Hanna Rand Realty

    219 Benedict 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
  • /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
  • /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
  • /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
  • /20

    $499,000

    • 3 Beds
    • 3 Baths
    • 2,024 Sq Ft

    326 Bullville Rd, Montgomery, NY 12549

    Come see all the great features this home has to offer. The main living area offers three bedrooms, two full baths, a spacious living room, and a large eat in kitchen which connects to a large deck. The lower level has multiple finished rooms that offer endless possibilities. There is storage space, a full bathroom, washer/dryer, and a connected garage all on the lower level. The lower level has

    Jeffrey Bell Madison Allied LLC

    326 Bullville 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
  • /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
  • /46

    $1,250,000

    • 4 Beds
    • 4.5 Baths
    • 3,769 Sq Ft

    250 Corbett Rd, Montgomery, NY 12549

    Set on 11.9 private, wooded acres with sweeping easterly views toward the Hudson River ridgeline, this French Country-inspired estate blends old-world architecture with modern comfort. A dramatic turret, multiple gables, and an arched stone entry portico set the tone before you even step inside. A soaring two-story foyer welcomes you home, with a custom wrought-iron and oak staircase leading to

    Geoffrey Green BHG Real Estate Green Team

    250 Corbett Rd, Montgomery, NY 12549
  • /50

    $499,999

    • 4 Beds
    • 3 Baths
    • 2,509 Sq Ft

    77 Union St, Montgomery, NY 12549

    Full of classic character and versatility, this mother-daughter home at 77 Union Street offers a fantastic opportunity for investors or owner-occupants alike, located in the Valley Central School District. The property features a spacious 3-bedroom unit alongside a comfortable 1-bedroom efficiency, ideal for generating rental income or providing space for extended living arrangements. Classic

    Vincent Reda Keller Williams Realty

    77 Union St, Montgomery, NY 12549
  • /22

    $479,900

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    168 Pleasant Ave, Montgomery, NY 12549

    LOVELY HOME IN THE VILLAGE OF MONTGOMERY WITH RIVER VIEWS! This well maintained 1770 sq.ft. , 3 bedroom, 2 bathroom home has a lot to offer; an open floor plan with a spacious deck, with an awning, for entertaining or just relaxing and enjoying the river view. Stepping downstairs you will find a finished family room plus the 12x20 finished bonus room, Ideal for an office, game room, play room,

    Stacy Brescia-Spreer Curasi Realty, Inc.

    168 Pleasant Ave, 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

    $1,099,999

    $90K 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
  • /13

    $325,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    973 State Route 17k, Montgomery, NY 12549

    WELL MAINTAINED RANCH!!! This 3 bedroom ranch in the Town of Montgomery offers a beautiful eat-in-kitchen and a sunroom perfect for relaxing or entertaining. It ideally located close to Schools, Restaurants, Parks, Shops, the train, bus and major highways. Make an Appointment Today!

    Stacy Brescia-Spreer Curasi Realty, Inc.

    973 State Route 17k, Montgomery, NY 12549

Home Price Trends

Median Sale Price
$509,000
Median Single Family Sale Price
$549,900
Median Townhouse Sale Price
$337,000
Median 2 Bedroom Sale Price
$315,000
Average Price Per Sq Ft
$275
Number of Homes for Sale
31
Last 12 months Home Sales
85
Months of Supply
4.40
Median List Price
$550,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
8%
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