26

Montgomery, NY Homes for Sale with Garage

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  • /18

    $749,999

    Coming Soon
    • 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
  • /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
  • /36

    $349,999

    Open Sun 2PM - 4PM
    • 1 Bed
    • 1 Bath
    • 1,098 Sq Ft

    36 Charles St, Montgomery, NY 12549

    Welcome to this charming Ranch-style home beautifully nestled on a corner lot in the Village of Montgomery within the Valley Central School District. Showcasing lovely curb appeal with a landscaped front yard, this inviting 1-bedroom, 1-bathroom residence features a versatile office or bonus room to suit your lifestyle. Step inside to discover a bright living room highlighted by gleaming hardwood

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    36 Charles St, 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
  • /39

    $699,999

    New Construction Open Sat 11AM - 12PM $50K 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
  • /37

    $699,999

    New Construction Open Sat 11AM - 12PM $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
  • /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
  • /22

    $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 beautiful property. This inviting home offers the perfect blend of comfort and convenience, featuring a beautifully renovated kitchen and bathroom with modern finishes throughout. A new roof adds additional value and peace of mind.Imagine having a golf course right in your backyard! This property

    Larry Curasi Curasi Realty, Inc.

    1084 State Route 17k, Montgomery, NY 12549
  • /31

    $269,000

    $11K PRICE DROP
    • 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

    $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 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
  • /25

    $675,000

    • 5 Beds
    • 3 Baths
    • 2,982 Sq Ft

    40 Bailey Rd, Montgomery, NY 12549

    Welcome to this exceptional ranch-style home offering the perfect combination of space, versatility, and lifestyle. Thoughtfully designed and currently configured as a sprawling single-family residence, this home provides an ideal setup for today's multi-generational living with separate areas that offer both privacy and togetherness. The main level features 3 spacious bedrooms, 2 full baths, an

    Nancy LaBarbera KW Hudson Valley United

    40 Bailey Rd, Montgomery, NY 12549
  • /50

    $975,000

    Open Sun 12PM - 3PM
    • 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
  • /24

    $729,000

    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

    $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
  • /30

    $379,000

    • 3 Beds
    • 1.5 Baths
    • 884 Sq Ft

    42 Old Route 208, Montgomery, NY 12549

    Come see this well maintained and charming 3 bedroom, 1.5 bath ranch that's truly move in ready! This inviting home has been updated with a newer roof, siding, windows, flooring, and features a beautiful above ground pool that's perfect for relaxing on hot summer days. The spacious basement offers plenty of room for a recreation area, home gym, workshop, or additional living space. Step outside

    Larry Curasi Curasi Realty, Inc.

    42 Old Route 208, Montgomery, NY 12549
  • /50

    $699,900

    New Construction Open Sat 12PM - 2PM
    • 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
  • /33

    $799,000

    • 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. COME AND SEE!

    Mark Tierney Howard Hanna Rand Realty

    291 Comfort Trail, Montgomery, NY 12549
  • /49

    $769,900

    • 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

    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
  • /27

    $382,000

    • 3 Beds
    • 2.5 Baths
    • 1,535 Sq Ft

    302 Angelo Dr, Montgomery, NY 12549

    Welcome to your forever home nestled in a beautiful and serene neighborhood! This meticulously maintained house is a perfect blend of comfort, luxury, and tranquility, boasting an array of features that make it a true gem in the heart of the Village of Montgomery The primary bedroom is an ensuite, in addition to two large bedrooms and another full bath, this home offers ample space for anyone

    Lisa Wade-Sebring Hudson Valley Home Connection

    302 Angelo Dr, Montgomery, NY 12549
  • /40

    $509,000

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

    479 River Rd, Montgomery, NY 12549

    Welcome to your own private retreat in the heart of Montgomery. Set on approximately 2 beautiful acres and surrounded by deeded agricultural preservation land, 479 River Rd offers something incredibly difficult to find today... long term protected privacy and peaceful country living without sacrificing convenience. This well cared for ranch style home offers the perfect opportunity for buyers

    Jason Madison eXp Realty

    479 River Rd, Montgomery, NY 12549
  • /40

    $1,190,000

    • 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
  • /40

    $699,000

    $11K PRICE DROP
    • 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

Home Price Trends

Median Sale Price
$485,000
Median Single Family Sale Price
$525,000
Median Townhouse Sale Price
$341,250
Median 2 Bedroom Sale Price
$337,000
Median 1 Bedroom Sale Price
$349,999
Average Price Per Sq Ft
$271
Number of Homes for Sale
34
Last 12 months Home Sales
81
Months of Supply
5.00
Median List Price
$529,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-5%
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