3,976

Montgomery, NY Homes

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  • /24

    $399,000

    • 2 Beds
    • 1 Bath
    • 928 Sq Ft

    1084 State Route 17k, Montgomery, NY 12549

    Perfect getaway from the hustle and bustle of the city, combined with affordable minimalist living. This charming, newly updated private Ranch sits on more than one acre of property and offers both comfort and convenience. Located close to shopping, dining, Interstate 84, Route 17, the New York State Thruway, and the Beacon train line, commuting is simple and stress-free. This is a wonderful

    Larry Curasi Curasi Realty, Inc.

    1084 State Route 17k, Montgomery, NY 12549
  • 208 Cardinal Dr, Montgomery, NY 12549

    $540,000 Sold Jun 04, 2025

    208 Cardinal Dr, Montgomery, NY 12549

    • 4 Beds
    • 2 Baths
    • 1,798 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Below List Price
    • $300/SF
    • 26 Days On Market

    Current Estimated Value $554,509

    Last Listing Agent Joseph Paoli Howard Hanna Rand Realty

    208 Cardinal Dr, 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
  • 205 Clair Dr, Montgomery, NY 12549

    $1,350,000 Sold Sep 02, 2025

    205 Clair Dr, Montgomery, NY 12549

    • 3 Beds
    • 3 Baths
    • 3,922 Sq Ft
    • Built 2002

    Last Sold Summary

    • 20% Below List Price
    • $344/SF
    • 90 Days On Market

    Current Estimated Value $1,336,651

    Last Listing Agent John Ruggieri BHHS Hudson Valley Properties

    205 Clair Dr, Montgomery, NY 12549
  • /14

    $370,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 2,300 Sq Ft

    6 Tyler St, Montgomery, NY 12549

    New Roof, New Siding. Just needs cosmetic work on the inside. Great for someone looking to purchase at a discounted price and add some value from day one.

    Derek Greene Greene Realty Group

    6 Tyler St, Montgomery, NY 12549
  • 2424 State Route 17k, Montgomery, NY 12549

    $200,000 Sold Dec 16, 2025

    2424 State Route 17k, Montgomery, NY 12549

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft
    • Built 1999

    Last Sold Summary

    • 31% Below List Price
    • $154/SF
    • 470 Days On Market

    Last Listing Agent Martha Randazzo Howard Hanna Rand Realty

    2424 State Route 17k, Montgomery, NY 12549
  • /46

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    346 Angelo Dr, Montgomery, NY 12549

    Welcome to this well maintained 4-bedroom, 2.5-bath contemporary colonial, built in 2002 and thoughtfully designed for modern living and entertaining. The first floor offers a spacious formal living room that flows seamlessly into a bright, open-concept kitchen, dining, and family room—plenty of natural light and perfect for gatherings. The kitchen features a massive granite island, granite

    Susan Giordano John J Lease REALTORS Inc

    346 Angelo Dr, Montgomery, NY 12549
  • 34 Summer Set Dr, Montgomery, NY 12549

    $320,000 Sold Jul 24, 2025

    34 Summer Set Dr, Montgomery, NY 12549

    • 3 Beds
    • 2.5 Baths
    • 1,437 Sq Ft
    • Built 1991

    Last Sold Summary

    • $223/SF
    • 357 Days On Market

    Current Estimated Value $328,540

    Last Listing Agent Margaret Williams Century 21 E & M Williams Rlty

    34 Summer Set Dr, Montgomery, NY 12549
    • /2

      Est $499,219 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,637 Sq Ft

      2077 State Route 208, Montgomery, NY 12549

      2077 State Route 208, Montgomery, NY 12549
  • /15

    $349,999

    • 2 Beds
    • 1.5 Baths
    • 1,353 Sq Ft

    20 Wintergreen Ct, Montgomery, NY 12549

    Don’t miss out on this rare find—a sought-after end unit tucked away in the quiet Spring Meadow community right in the heart of the Village of Montgomery. This home features a bright and comfortable living room that feels open and airy, leading right into a functional galley kitchen perfect for whipping up your favorite meals. The layout flows naturally into a cozy dining area, making the whole

    Peter Stika Curasi Realty, Inc.

    20 Wintergreen Ct, Montgomery, NY 12549
  • 302 Angelo Dr, Montgomery, NY 12549

    $370,000 Sold Sep 03, 2025

    302 Angelo Dr, Montgomery, NY 12549

    • 3 Beds
    • 2.5 Baths
    • 1,535 Sq Ft
    • Built 2001

    Last Sold Summary

    • 16% Below List Price
    • $241/SF
    • 71 Days On Market

    Current Estimated Value $381,120

    Last Listing Agent Lisa Wade-Sebring Curasi Realty, Inc.

    302 Angelo Dr, Montgomery, NY 12549
  • /13

    $59,999

    • Land
    • 0.69 Acre
    • $87,119 per Acre

    0 High Meadows Rd, Montgomery, NY 12586

    VACANT LOT!!! BUILD YOUR DREAM HOME!!! Check out this Walden lot nestled in the Town of Montgomery and in the Valley Central School District. This .69 acre parcel is close to a variety of amenities, including local shopping, restaurants, schools, close to all five village parks, Walden Wallkill Rail Trail, Wallkill River, a short 15 minutes drive to the all new Resorts World Hudson Valley Casino

    Heather Geissler Keller Williams Realty

    0 High Meadows Rd, Montgomery, NY 12586
  • 27 Whalen Dr, Montgomery, NY 12549

    $650,000 Sold Jul 23, 2025

    27 Whalen Dr, Montgomery, NY 12549

    • 4 Beds
    • 2.5 Baths
    • 2,462 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Below List Price
    • $264/SF
    • 45 Days On Market

    Current Estimated Value $668,647

    Last Listing Agent Soleil Jackman Howard Hanna Rand Realty

    27 Whalen Dr, Montgomery, NY 12549
  • /32

    $975,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,760 Sq Ft

    2416 State Route 17k, Montgomery, NY 12549

    Beautiful Vintage Colonial Farmhouse perched on 69 acres of beautiful countryside in the Town of Crawford! Classic Farmhouse architecture w/all the charm of yesteryear and all the modern features of today! This nostalgic home offers 3 bedrooms, 1.5 baths, 2 original fireplaces, formal dining room, original gleaming wide plank hardwood flrs, sliders leading to nice backyard deck w/retractable

    Dominick Tufano RE/MAX Benchmark Realty Group

    2416 State Route 17k, Montgomery, NY 12549
  • 4 Emperor Ln, Montgomery, NY 12549

    $399,000 Sold Apr 16, 2025

    4 Emperor Ln, Montgomery, NY 12549

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft
    • Built 1982

    Last Sold Summary

    • $269/SF
    • 44 Days On Market

    Current Estimated Value $427,642

    Last Listing Agent Anthony Minieri Keller Williams Hudson Valley

    4 Emperor Ln, Montgomery, NY 12549
  • /18

    $525,000

    • Land
    • 12.2 Acres
    • $43,033 per Acre

    109 White Birch Ln, Montgomery, NY 12549

    Discover your own slice of the Hudson Valley at 109 White Birch Lane — a beautiful raw acreage parcel located on a private, dead-end road in the Town of Montgomery. This property offers a peaceful and secluded setting while still being just minutes from everything. Enjoy close proximity to the Villages of Montgomery and Walden, as well as easy access to I-84 and Stewart International Airport,

    Sean Drown Land and Water Realty LLC

    109 White Birch Ln, Montgomery, NY 12549
  • 177 Boyd St, Montgomery, NY 12549

    $360,000 Sold Mar 03, 2025

    177 Boyd St, Montgomery, NY 12549

    • 3 Beds
    • 2 Baths
    • 1,517 Sq Ft
    • Built 1920

    Last Sold Summary

    • 4% Below List Price
    • $237/SF
    • 69 Days On Market

    Current Estimated Value $374,268

    Last Listing Agent Brian Smith River Realty Services, Inc.

    177 Boyd St, Montgomery, NY 12549
  • /38

    $429,000

    • 2 Beds
    • 1 Bath
    • 1,448 Sq Ft

    46 Union St, Montgomery, NY 12549

    Welcome to Holbrow House at 46 Union Street, a lovingly maintained and updated 1818 home in the quaint Village of Montgomery. As soon as you enter, you're greeted by the warmth of the historic wide plank wood floors and rooms filled with natural light. The main living area offers great flexibility with an additional room that can be used as an office, den or guest space. Charming details

    Andrea Mahoney Smitchger Realty

    46 Union St, Montgomery, NY 12549
  • 648 State Route 17k, Montgomery, NY 12549

    $420,000 Sold Oct 20, 2025

    648 State Route 17k, Montgomery, NY 12549

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • Built 1928

    Last Sold Summary

    • 9% Above List Price
    • $277/SF
    • 18 Days On Market

    Current Estimated Value $404,577

    Last Listing Agent Steve Vinti Weichert Realtors

    648 State Route 17k, Montgomery, NY 12549
  • /37

    $299,000

    • 2 Beds
    • 1 Bath
    • 1,408 Sq Ft

    68 Union School Rd, Montgomery, NY 12549

    BACK ON MARKET - Charming log cabin in Montgomery on 13+ Acres. This unique and versatile property is nestled in a charming country setting in the Town of Montgomery and located within the Valley Central School District. Set on over 13 serene acres and surrounded by mature trees and native plantings, the grounds include a peaceful pond, multiple outbuildings, and an old horse paddock, all waiting

    Soleil Jackman Howard Hanna Rand Realty

    68 Union School Rd, Montgomery, NY 12549
  • 3 Didio Ln, Montgomery, NY 12549

    $365,000 Sold May 30, 2025

    3 Didio Ln, Montgomery, NY 12549

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Below List Price
    • $317/SF
    • 97 Days On Market

    Current Estimated Value $370,721

    Last Listing Agent Britanni Gaucher Keller Williams Realty

    3 Didio Ln, Montgomery, NY 12549
  • 190 Union St, Montgomery, NY 12549

    $480,000 Sold Jul 25, 2025

    190 Union St, Montgomery, NY 12549

    • 3 Beds
    • 1.5 Baths
    • 1,520 Sq Ft
    • Built 1927

    Last Sold Summary

    • 5% Above List Price
    • $316/SF
    • 22 Days On Market

    Current Estimated Value $486,979

    Last Listing Agent Karen Gauvin Our House Real Estate Group

    190 Union St, Montgomery, NY 12549
  • 219 Benedict Rd, Montgomery, NY 12549

    $270,000 Sold Sep 30, 2025

    219 Benedict Rd, Montgomery, NY 12549

    • 3 Beds
    • 2 Baths
    • 2,292 Sq Ft
    • Built 1957

    Last Sold Summary

    • $118/SF
    • 9 Days On Market

    Current Estimated Value $350,659

    Last Listing Agent Joseph Rosenfeld Flag Realty Group

    219 Benedict Rd, Montgomery, NY 12549
  • 154 Meadow Lark Rd, Montgomery, NY 12549

    $505,000 Sold Aug 27, 2025

    154 Meadow Lark Rd, Montgomery, NY 12549

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft
    • Built 1974

    Last Sold Summary

    • 5% Below List Price
    • $293/SF
    • 34 Days On Market

    Current Estimated Value $512,266

    Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

    154 Meadow Lark Rd, Montgomery, NY 12549
  • 6 Purple Heart Way, Montgomery, NY 12549

    $610,000 Sold Sep 12, 2025

    6 Purple Heart Way, Montgomery, NY 12549

    • 4 Beds
    • 2.5 Baths
    • 3,117 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Above List Price
    • $196/SF
    • 28 Days On Market

    Current Estimated Value $628,378

    Last Listing Agent Guy Cusumano Howard Hanna Rand Realty

    6 Purple Heart Way, Montgomery, NY 12549
  • 6 Wintergreen Ct, Montgomery, NY 12549

    $335,000 Sold Apr 23, 2025

    6 Wintergreen Ct, Montgomery, NY 12549

    • 2 Beds
    • 1.5 Baths
    • 1,353 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Above List Price
    • $248/SF
    • 8 Days On Market

    Current Estimated Value $347,253

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    6 Wintergreen Ct, Montgomery, NY 12549

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