3,979

Montgomery, NY Homes

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  • /38

    $749,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,635 Sq Ft

    48 W Corbett Rd, Montgomery, NY 12549

    Your Dream Home Awaits—Where Every Morning Is a First The house you grew up in wasn't new. Neither was your first apartment. Or the rental after that. But this? This is different.Welcome to 48 W Corbett Road—a stunning new construction in Montgomery, NY, where you're not inheriting someone else's choices, you're claiming your own fresh start. Every surface pristine. Every system untouched.

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 244-5075

    48 W Corbett Rd, Montgomery, NY 12549
  • /9

    $1,775 Per Month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    148 Clinton St Unit 5, Montgomery, NY 12549

    1 Bedroom Apartment for Rent – Montgomery | Valley Central Schools Well-kept 1 bedroom, 1 bathroom apartment located in Montgomery in the Valley Central School District. This unit features updated flooring throughout, a simple kitchen with full-size appliances, and a bright living space with natural light. The bedroom offers a comfortable layout and the unit includes a full bathroom and

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 498-0780

    148 Clinton St Unit 5, Montgomery, NY 12549
  • /45

    $677,500 Sold Aug 27, 2025

    95 Heritage Ln, Montgomery, NY 12549

    • 3 Beds
    • 3.5 Baths
    • 3,966 Sq Ft
    • Built 1994

    Last Sold Summary

    • 7% Below List Price
    • $171/SF
    • 44 Days On Market

    Current Estimated Value $710,944

    Last Listing Agent Linda Majetich Hansen BHHS HUDSON VALLEY PROP-NP

    95 Heritage Ln, Montgomery, NY 12549
    • 382 Bailey Rd, Montgomery, NY 12549

      Est $686,563 Not Listed For Sale

      382 Bailey Rd, Montgomery, NY 12549

      • 4 Beds
      • 3 Baths
      • 2,549 Sq Ft
      • Built 2018
      382 Bailey Rd, Montgomery, NY 12549

      Last Sold Summary

      • 9% Above List Price
      • $247/SF
      • 33 Days On Market
      • Last Sold Price $629,382
      • Jun 30, 2023

      Last Listing Agent Danielle Bartula Howard Hanna Rand Realty

  • /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
  • /15

    Starting at $1,750 Per Month

    • 1 Bed

    90 Hawkins Dr, Montgomery, NY 12549

    Nestled in the charming village of Montgomery, NY, Hawkins Apartments offers the perfect balance of comfort, convenience, and community.Whether grabbing coffee, dining out, or running errands, everything you need is just minutes from your doorstep. The property is also ideally positioned near major routes such as Route 208, Route 17K, and I-84, making commutes and travel throughout the

    Hawkins Apartments

    (845) 299-0864

    90 Hawkins Dr, Montgomery, NY 12549
  • 58 Union St, Montgomery, NY 12549

    $293,000 Sold Dec 19, 2025

    58 Union St, Montgomery, NY 12549

    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • Built 1900

    Last Sold Summary

    • 30% Below List Price
    • $257/SF
    • 71 Days On Market

    Current Estimated Value $300,847

    Last Listing Agent Lisa Wade-Sebring Hudson Valley Home Connection

    58 Union St, Montgomery, NY 12549
    • 985 Route 17k, Montgomery, NY 12449

      Not Listed For Sale

      985 Route 17k, Montgomery, NY 12449

      985 Route 17k, Montgomery, NY 12449

      Last Sold Summary

      • 0 Days On Market
      • Last Sold Price $225,000
      • Apr 14, 2025

      Last Listing Agent Arnold Restivo Keller Williams Realty

  • /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
  • /8

    Starting at $486 Per Month

    • 1 Bed

    4-6 Brescia Way, Montgomery, NY 12549

    Our Montgomery apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient room plan, each airy one-bedroom apartment provides the perfect solution for comfortable senior living.Close proximity to the charming village of Montgomery makes for a life of convenience and serenity for Montgomery Manor residents,

    Montgomery Manor

    (845) 769-8455

    4-6 Brescia Way, Montgomery, NY 12549
  • 38 Wavey Willow Ln, Montgomery, NY 12549

    $610,000 Sold Sep 08, 2025

    38 Wavey Willow Ln, Montgomery, NY 12549

    • 4 Beds
    • 2.5 Baths
    • 2,648 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Above List Price
    • $230/SF
    • 10 Days On Market

    Current Estimated Value $647,111

    Last Listing Agent Annette Bauer Century 21 E & M Williams Rlty

    38 Wavey Willow Ln, Montgomery, NY 12549
    • 31 Lauren Ln, Montgomery, NY 12549

      Est $754,479 Not Listed For Sale

      31 Lauren Ln, Montgomery, NY 12549

      • 3 Beds
      • 2.5 Baths
      • 2,627 Sq Ft
      • Built 2017
      31 Lauren Ln, Montgomery, NY 12549

      Last Sold Summary

      • 5% Above List Price
      • $274/SF
      • 37 Days On Market
      • Last Sold Price $720,000
      • Sep 21, 2023

      Last Listing Agent Lorrainne Pisciotta Weichert Realtors

  • /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
  • /13

    Starting at $1,800 Per Month

    • 1 - 2 Beds

    500 Patchett Way, Montgomery, NY 12549

    Loosestrife Fields Apartments is surround by wooded grounds. Enjoy the quiet, nature setting from your patio or balcony in your spacious 1 or 2 bedroom apartment with your own washer and dryer in unit! Easy access to I-84, NYS Thruway, shopping and restaurants.

    Loosestrife Fields

    (845) 713-9223

    500 Patchett Way, Montgomery, NY 12549
  • 4 Barley Hill Rd, Montgomery, NY 12549

    $665,000 Sold Jul 18, 2025

    4 Barley Hill Rd, Montgomery, NY 12549

    • 4 Beds
    • 2.5 Baths
    • 2,790 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Below List Price
    • $238/SF
    • 33 Days On Market

    Current Estimated Value $691,929

    Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

    4 Barley Hill Rd, Montgomery, NY 12549
    • 28 Eager Rd, Montgomery, NY 12549

      Est $583,587 Not Listed For Sale

      28 Eager Rd, Montgomery, NY 12549

      • 5 Beds
      • 2.5 Baths
      • 2,832 Sq Ft
      • Built 1786
      28 Eager Rd, Montgomery, NY 12549

      Last Sold Summary

      • 16% Above List Price
      • $178/SF
      • 158 Days On Market
      • Last Sold Price $504,700
      • Dec 14, 2023

      Last Listing Agent Matthew Gibbs Keller Williams Hudson Valley

  • /6

    $994,999 Pending

    • 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

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 482-0577

    64 Peale Place, Montgomery, NY 12549
  • /2

    Call for Price

    • 1 Bed

    1006 Mill Place, Montgomery, NY 12549

    Paltz River Apartments

    (845) 769-8134

    1006 Mill Place, Montgomery, NY 12549
  • 201 Tompkins Rd, Montgomery, NY 12549

    $450,000 Sold Aug 18, 2025

    201 Tompkins Rd, Montgomery, NY 12549

    • 4 Beds
    • 2.5 Baths
    • 1,670 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $269/SF
    • 68 Days On Market

    Current Estimated Value $463,782

    Last Listing Agent Tremaine Selby Weichert Realtors

    201 Tompkins Rd, Montgomery, NY 12549
    • 31 Francis Harrison Ct, Montgomery, NY 12549

      Not Listed For Sale

      31 Francis Harrison Ct, Montgomery, NY 12549

      • 4 Beds
      • 2.5 Baths
      • 2,688 Sq Ft
      • Built 2023
      31 Francis Harrison Ct, Montgomery, NY 12549

      Last Sold Summary

      • $251/SF
      • 226 Days On Market
      • Last Sold Price $675,000
      • Aug 13, 2024

      Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  • /42

    $465,000 Pending

    • 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
  • /11

    $2,100 Per Month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    2126 State Route 17k Unit 3, Montgomery, NY 12549

    Remodeled 2 Bdrm 1 bath home in Montgomery, Valley Central Schools. Less than 15 minutes to Middletown or the 747 ramp for 84. New energy efficient appliances, furnace & AC New doors & insulation for efficiency. Propane for stove, heat & hot water. In unit laundry. Tenant is responsible for all utilities (propane, electric). Landlord takes care of water, plowing, lawn care.

    Annette Bauer Century 21 E & M Williams Rlty

    2126 State Route 17k Unit 3, Montgomery, NY 12549
  • 241 Freida St, Montgomery, NY 12549

    $360,000 Sold Apr 10, 2026

    241 Freida St, Montgomery, NY 12549

    • 3 Beds
    • 1 Bath
    • 978 Sq Ft
    • Built 1957

    Last Sold Summary

    • 4% Below List Price
    • $368/SF
    • 74 Days On Market

    Current Estimated Value $364,629

    Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

    241 Freida St, Montgomery, NY 12549
    • 644 Bullville Rd, Montgomery, NY 12549

      Est $580,551 Not Listed For Sale

      644 Bullville Rd, Montgomery, NY 12549

      • 4 Beds
      • 3 Baths
      • 2,460 Sq Ft
      • Built 2019
      644 Bullville Rd, Montgomery, NY 12549

      Last Sold Summary

      • $236/SF
      • 18 Days On Market
      • Last Sold Price $580,000
      • Aug 29, 2024

      Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

  • /11

    $974,999 Pending

    • 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

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 506-1291

    65 Peale Place, Montgomery, NY 12549
  • /25

    $2,000 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    102 Ward St Unit 1, Montgomery, NY 12549

    Welcome to this freshly updated upstairs apartment located in the heart of the Village of Montgomery, offering scenic views overlooking the beautiful Wallkill River. Move-in ready and filled with an abundance of natural light, this charming apartment features a spacious living room that flows seamlessly into a large kitchen with ample cabinet space and a generous pantry—perfect for everyday

    Maria Sairrino Cronin & Company Real Estate

    102 Ward St Unit 1, Montgomery, NY 12549
  • 269 Wilson St, Montgomery, NY 12549

    $485,000 Sold Aug 27, 2025

    269 Wilson St, Montgomery, NY 12549

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Below List Price
    • $259/SF
    • 29 Days On Market

    Current Estimated Value $488,721

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    269 Wilson St, Montgomery, NY 12549
    • 19 Grosso Ct, Montgomery, NY 12549

      Est $639,999 Not Listed For Sale

      19 Grosso Ct, Montgomery, NY 12549

      • 6 Beds
      • 5 Baths
      • 3,200 Sq Ft
      • Built 1999
      19 Grosso Ct, Montgomery, NY 12549

      Last Sold Summary

      • 2% Above List Price
      • $195/SF
      • 77 Days On Market
      • Last Sold Price $625,000
      • Dec 17, 2024

      Last Listing Agent Simone Edwards Edwards Properties

  • /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
  • 135 Benedict Rd, Montgomery, NY 12549

    $625,000 Sold Feb 19, 2026

    135 Benedict Rd, Montgomery, NY 12549

    • 4 Beds
    • 3.5 Baths
    • 2,912 Sq Ft
    • Built 1991

    Last Sold Summary

    • $215/SF
    • 55 Days On Market

    Current Estimated Value $636,780

    Last Listing Agent Richard Baxter Keller Williams Realty

    135 Benedict Rd, Montgomery, NY 12549
    • 10 Dickerson Dr, Montgomery, NY 12549

      Est $642,898 Not Listed For Sale

      10 Dickerson Dr, Montgomery, NY 12549

      • 3 Beds
      • 2.5 Baths
      • 3,050 Sq Ft
      • Built 2001
      10 Dickerson Dr, Montgomery, NY 12549

      Last Sold Summary

      • $211/SF
      • 31 Days On Market
      • Last Sold Price $645,000
      • Aug 05, 2024

      Last Listing Agent Richard Baxter Keller Williams Realty

  • /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
  • 73 Tweddle Farm Ln, Montgomery, NY 12549

    $649,000 Sold Oct 01, 2025

    73 Tweddle Farm Ln, Montgomery, NY 12549

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 2010

    Last Sold Summary

    • $232/SF
    • 37 Days On Market

    Current Estimated Value $672,956

    Last Listing Agent Jordan Spordone HomeSmart Homes & Estates

    73 Tweddle Farm Ln, Montgomery, NY 12549
    • 182 W Searsville Rd, Montgomery, NY 12549

      Est $617,300 Not Listed For Sale

      182 W Searsville Rd, Montgomery, NY 12549

      • 4 Beds
      • 2.5 Baths
      • 2,034 Sq Ft
      • Built 2002
      182 W Searsville Rd, Montgomery, NY 12549

      Last Sold Summary

      • 7% Above List Price
      • $283/SF
      • 28 Days On Market
      • Last Sold Price $575,000
      • Jul 12, 2023

      Last Listing Agent Kelly Roebuck Curasi Realty, Inc.

  • /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
  • 57 Weaver St, Montgomery, NY 12549

    $560,000 Sold Jun 09, 2025

    57 Weaver St, Montgomery, NY 12549

    • 3 Beds
    • 2.5 Baths
    • 2,516 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $223/SF
    • 9 Days On Market

    Current Estimated Value $581,724

    Last Listing Agent Jill Wilkins eXp Realty

    57 Weaver St, Montgomery, NY 12549
    • /94

      Est $1,126,045 Not Listed For Sale

      278 Hill Ave, Montgomery, NY 12549

      • 4 Beds
      • 3.5 Baths
      • 3,700 Sq Ft
      • Built 1996
      278 Hill Ave, Montgomery, NY 12549

      Last Sold Summary

      • 2% Below List Price
      • $311/SF
      • 147 Days On Market
      • Last Sold Price $1,150,000
      • Dec 10, 2024

      Last Listing Agent Barbara Carter Century 21 Alliance Rlty Group

  • /49

    $560,000

    • 3 Beds
    • 3 Baths
    • 2,096 Sq Ft

    68 Weaver St, Montgomery, NY 12549

    Looking for a quiet home in Montgomery with space to relax and grow? This 3-bedroom, 3-bath home at 68 Weaver Street offers a comfortable layout, thoughtful updates throughout, and a peaceful neighborhood feel—all within the Valley Central School District. This home comes with valuable upgrades including a renovated kitchen, updated roof, and finished basement, giving you peace of mind and

    Matthew Gibbs Keller Williams Hudson Valley

    68 Weaver St, Montgomery, NY 12549
  • 1085 County Route 17, Montgomery, NY 12549

    $530,000 Sold Apr 07, 2026

    1085 County Route 17, Montgomery, NY 12549

    • 4 Beds
    • 3 Baths
    • 3,144 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $169/SF
    • 74 Days On Market

    Current Estimated Value $534,260

    Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

    1085 County Route 17, Montgomery, NY 12549
    • 87 Heritage Ln, Montgomery, NY 12549

      Est $541,094 Not Listed For Sale

      87 Heritage Ln, Montgomery, NY 12549

      • 3 Beds
      • 2.5 Baths
      • 2,080 Sq Ft
      • Built 1994
      87 Heritage Ln, Montgomery, NY 12549

      Last Sold Summary

      • 5% Above List Price
      • $248/SF
      • 68 Days On Market
      • Last Sold Price $515,000
      • Jan 13, 2025

      Last Listing Agent David Nicoli Nicoli Realty

Showing Results 1 - 40, Page 1 of 18

Home Trends in Montgomery, NY

Housing Trends

Median Sale Price
$497,500
Median Single Family Sale Price
$525,000
Median Townhouse Sale Price
$337,000
Median 2 Bedroom Sale Price
$310,000
Average Price Per Sq Ft
$270
Number of Homes for Sale
23
Last 12 months Home Sales
86
Months of Supply
3.20
Median List Price
$542,499
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-1%
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