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Montgomery, NY Homes for Sale | Realty.com
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55 listings
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Homes for Sale in Montgomery, NY

Homes for Sale in Montgomery, NY

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23 of 55 Listings
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Homes for Sale in Montgomery, NY

23 of 55 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 18 Autumn Leaf Court — photoNew17Active

    $349,750

    3 bd · 3 ba · 1,437 sqft

    18 Autumn Leaf Court, Montgomery, NY

    James LaTempa · Compass Greater NY, LLC

  2. 21 Francis Harrison Court — photoOpen house Sat, Oct 3 · 11:00 AM49Active

    $699,900

    4 bd · 3 ba · 2,681 sqft

    21 Francis Harrison Court, Montgomery, NY

    Anita S. Cristiano · HomeSmart Homes & Estates

  3. 24 Fairview Avenue — photoNew20Active

    $399,900

    4 bd · 3 ba · 2,304 sqft

    24 Fairview Avenue, Montgomery, NY

    Maryann A Tercasio · Howard Hanna Rand Realty

  4. 2362 Albany Post Road — photoNew35Active

    $474,000

    3 bd · 3 ba · 1,680 sqft

    2362 Albany Post Road, Montgomery, NY

    Sharon Reynolds · KW Hudson Valley United

  5. 108 Orchard Street — photoNew32Active

    $456,000

    3 bd · 2 ba · 1,860 sqft

    108 Orchard Street, Montgomery, NY

    Erika Odle · Cronin & Company Real Estate

  6. 30 Oakland Avenue — photo23Active

    $439,900

    4 bd · 2 ba · 2,000 sqft

    30 Oakland Avenue, Montgomery, NY

    Robin Kelly · Picture It Sold, LLC

  7. 104 Ayers Court — photo47Active

    $529,000

    3 bd · 3 ba · 2,504 sqft

    104 Ayers Court, Montgomery, NY

    Matthew W. Gibbs · KW Hudson Valley United

  8. 8 Acorn Drive — photoOpen house Sat, Oct 3 · 1:00 PM48Active

    $675,000

    4 bd · 3 ba · 3,062 sqft

    8 Acorn Drive, Montgomery, NY

    Feliciano Ortiz · Call it Closed Intl. Realty

  9. 38 Valley Avenue — photo34Active

    $199,500

    4 bd · 2 ba · 1,440 sqft

    38 Valley Avenue, Montgomery, NY

    Robin D Cohen · Keller Williams Realty

  10. 64 Enright Lane — photo15Active

    $449,900

    4 bd · 3 ba · 2,274 sqft

    64 Enright Lane, Montgomery, NY

    Brian T. Smith · River Realty Services, Inc.

  11. 257 Orange Avenue — photo11Active

    $350,000

    2 bd · 1 ba · 944 sqft

    257 Orange Avenue, Montgomery, NY

    Margaret F Williams · Century 21 E & M Williams Rlty

  12. 11 St Andrews Road — photo47Active

    $499,000

    4 bd · 2 ba · 1,564 sqft

    11 St Andrews Road, Montgomery, NY

    Virginia Corbett · eXp Realty

  13. 392 Bailey Road — photoPrice Reduced39Active

    $714,999

    4 bd · 3 ba · 2,454 sqft

    392 Bailey Road, Montgomery, NY

    Eileen Clary · Curasi Realty, Inc.

  14. 19 Railroad Avenue — photoOpen house Sun, Oct 4 · 12:00 PM26Active

    $299,999

    2 bd · 1 ba · 1,168 sqft

    19 Railroad Avenue, Montgomery, NY

    Vincent Reda · Keller Williams Realty

  15. 49 Bailey Road — photo49Active

    $454,900

    3 bd · 1 ba · 1,824 sqft

    49 Bailey Road, Montgomery, NY

    Richard Baxter · Keller Williams Realty

  16. 1576 Route 52 — photo44Active

    $949,900

    5 bd · 4 ba · 4,730 sqft

    1576 Route 52, Montgomery, NY

    Vincent O'Brien · Davis R Chant Real Estate Inc.

  17. 140 N Drury Lane — photo33Active

    $350,000

    1 bd · 1 ba · 1,088 sqft

    140 N Drury Lane, Montgomery, NY

    George K Koudounas · RE/MAX Benchmark Realty Group

  18. 77 Union Street — photoPrice ReducedOpen house Sat, Oct 3 · 12:00 PM48Active

    $449,999

    4 bd · 3 ba · 2,509 sqft

    77 Union Street, Montgomery, NY

    Vincent Reda · Keller Williams Realty

  19. 158 High Meadows Road — photo43Active

    $499,999

    3 bd · 3 ba · 2,893 sqft

    158 High Meadows Road, Montgomery, NY

    Richard Baxter · Keller Williams Realty

  20. 64 W Corbett Road — photo3Active

    $899,900

    4 bd · 3 ba · 2,871 sqft

    64 W Corbett Road, Montgomery, NY

    Brian J Caplicki · KW Hudson Valley United

  21. 29 Peale Place — photo47Active

    $1,100,000

    4 bd · 3 ba · 2,639 sqft

    29 Peale Place, Montgomery, NY

    Richard Baxter · Keller Williams Realty

  22. 36 W Searsville Road — photo22Active

    $549,900

    3 bd · 3 ba · 2,136 sqft

    36 W Searsville Road, Montgomery, NY

    Asa E Lennon · RE/MAX Benchmark Realty Group

  23. 49 Gladstone Avenue — photo44Active

    $389,000

    4 bd · 2 ba · 1,308 sqft

    49 Gladstone Avenue, Montgomery, NY

    Pete Wolven · Hudson Valley Home Connection

123
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Listing data & MLS disclosures

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The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Nearby areas

    ZIP codes

    • 10950 (196)
    • 10940 (133)
    • 12603 (119)
    • 12550 (98)
    • 12601 (89)
    • 12553 (70)
    • 10990 (69)
    • 12508 (65)

    Cities

    • Blooming Grove (132)
    • Middletown (121)
    • Warwick (Town) (118)
    • Poughkeepsie (99)
    • Cortlandt (97)
    • Monroe (96)
    • Mamakating (83)
    • New Windsor (79)

    Montgomery, NY community profile

    Population
    3,958
    Median income
    $92,197
    Housing units
    1,634
    People per sq. mi.
    97
    Area
    40.8 sq. mi.

    Source: HJN community data

    Montgomery housing market

    August 2026 · This period is still settling

    Montgomery 12-month median sale price trend

    Homes that sold · County records, as of Aug 27, 2026

    Median sale price
    $515,000$303,125–$577,250 typical range
    Sales
    11
    Paid in cash
    27.3%

    Homes on the market · MLS, as of Aug 24, 2026

    Median list price
    $672,000
    Homes for sale
    28

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    24.1%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

    Median home size
    2,010 sq. ft.