17

Montgomery, NY Homes for Sale

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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
  • /42

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,693 Sq Ft

    243 Union St, Montgomery, NY 12549

    Charming Corner Ranch in the Heart of Montgomery Village Welcome to this beautifully updated and maintained corner ranch in the desirable Village of Montgomery! This move-in ready home features 3 spacious bedrooms and 2 fully updated bathrooms. The modern kitchen is a chef’s delight, complete with sleek granite countertops, stainless steel appliances, and fresh paint throughout. Step outside to

    Agent Photo

    Joy Gallagher

    Weichert Realtors

    (845) 407-8809

    243 Union St, 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

    Richard Baxter Keller Williams Realty

    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

    Richard Baxter Keller Williams Realty

    30 Northern Ave, Montgomery, NY 12586
  • /38

    $499,000 Open Sat 11AM - 1PM

    • 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
  • /4

    $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
  • /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
  • /50

    $675,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,956 Sq Ft

    1 Boxwood Ln, Montgomery, NY 12549

    Welcome to 1 Boxwood Lane, ideally situated on a premier corner lot at the entrance of a quiet cul-de-sac in the highly desirable Corbett Meadows community. This beautifully maintained colonial offers timeless curb appeal, highlighted by a brick paver walkway and a charming, recently refinished front porch—perfect for enjoying your morning coffee. Step inside to a welcoming center hall foyer with

    Sean Israelski Howard Hanna Rand Realty

    1 Boxwood Ln, 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
  • /31

    $580,000

    • 4 Beds
    • 3 Baths
    • 2,808 Sq Ft

    6 New Rd, Montgomery, NY 12549

    Stunning Colonial Home located in a very convenient and desirable location in Montgomery. Gorgeous Open Floor Plan including a Large Living Room, Dining Room, New Designer Kitchen with Granite Countertops, Stainless Steel Appliances, Huge Center Island with additional storage space, walk in pantry, Subway Tile Backsplash and recessed lighting, Full renovated bathroom, home office, Den. Second

    John Biasi Howard Hanna Rand Realty

    6 New Rd, 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
  • /33

    $725,000

    • 6 Beds
    • 4 Baths
    • 2,656 Sq Ft

    2040 State Route 17k, Montgomery, NY 12549

    Discover an exceptional investment or owner-occupied opportunity at this well-maintained legal two-family duplex, set on 2.7 acres in the Town of Montgomery. Built in 2002, this property offers modern construction, strong mechanicals, and a layout that supports long-term stability and income.Each unit features a bright and functional floor plan with comfortable living space, well-appointed

    Michelle Gruberger Real Estate Circuit Inc

    2040 State Route 17k, Montgomery, NY 12549
  • /6

    $994,999

    • 4 Beds
    • 3.5 Baths
    • 3,528 Sq Ft

    64 Peale Place, Montgomery, NY 12549

    Welcome to The Ponds at Montgomery—a beautifully designed 4-bedroom, 3.5-bath two-story home set on 2.30 private acres in the desirable Town of Montgomery. Ideally located just minutes from upscale dining, boutique shopping, and premier golf courses, this home also offers quick access to Interstate 84 and other major highways. Inside, the thoughtfully planned layout features a well-appointed

    Richard Baxter Keller Williams Realty

    64 Peale Place, Montgomery, NY 12549
  • /35

    $659,000

    • 6 Beds
    • 3.5 Baths
    • 4,760 Sq Ft

    145 Youngblood Rd, Montgomery, NY 12549

    Set along quiet Youngblood Road just outside the historic Village of Montgomery, this 6-bedroom, 3 full bath, 2 half bath residence offers privacy and convenience in a peaceful Hudson Valley setting. Natural light from skylights enhances the open layout, where multiple gathering areas connect seamlessly to private living spaces. The primary suite features dual vanities, a steam shower, a Jacuzzi

    Bryant Moran YourHomeSold Guaranteed Realty

    145 Youngblood Rd, Montgomery, NY 12549
  • /11

    $974,999

    • 4 Beds
    • 2.5 Baths
    • 2,702 Sq Ft

    65 Peale Place, Montgomery, NY 12549

    Welcome to The Ponds at Montgomery—a beautifully designed 4-bedroom, 2.5-bath ranch-style home set in the desirable Town of Montgomery. Ideally located just minutes from upscale dining and local eateries, boutique shopping, corporate banking, premier golf courses, schools, parks, hiking trails, and professional fitness centers, this home also offers quick access to Interstate 84 and other major

    Richard Baxter Keller Williams Realty

    65 Peale Place, Montgomery, NY 12549
  • /41

    $365,000

    • 6 Beds
    • 2 Baths
    • 2,955 Sq Ft

    265 Goodwill Rd, Montgomery, NY 12549

    This spacious 6-bedroom home is full of potential and ready for your vision. Set in a highly desirable area, it offers a rare opportunity to create your dream home in a prime location. With five bedrooms upstairs and a large main-level bedroom, this layout is ideal for multi-generational living or flexible space needs. The home features an oversized living room, two full bathrooms, a dedicated

    Denise Clancy Curasi Realty, Inc.

    265 Goodwill Rd, Montgomery, NY 12549
  • /45

    $874,999 Coming Soon

    • 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

    Richard Baxter Keller Williams Realty

    294 Comfort Trail, Montgomery, NY 12549

Home Trends in Montgomery, NY

Housing Trends

Median Sale Price
$490,000
Median Single Family Sale Price
$510,000
Median Townhouse Sale Price
$336,000
Median 2 Bedroom Sale Price
$310,000
Average Price Per Sq Ft
$267
Number of Homes for Sale
21
Last 12 months Home Sales
87
Months of Supply
2.90
Median List Price
$527,449
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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