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Montgomery, NY Homes for Sale — Page 2 | Realty.com
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Homes for Sale in Montgomery, NY

Homes for Sale in Montgomery, NY

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24 of 55 Listings
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Homes for Sale in Montgomery, NY

24 of 55 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 35 Highland Avenue — photo37Active

    $399,999

    2 bd · 1 ba · 1,180 sqft

    35 Highland Avenue, Montgomery, NY

    Richard Baxter · Keller Williams Realty

  2. 272 Beaver Dam Road — photo37Active

    $674,999

    4 bd · 4 ba · 2,636 sqft

    272 Beaver Dam Road, Montgomery, NY

    Allison Hinek · Hudson Valley Home Connection

  3. 55 E Main Street — photoPrice ReducedOpen house Sun, Oct 4 · 3:00 PM22Active

    $215,000

    3 bd · 1 ba · 1,092 sqft

    55 E Main Street, Montgomery, NY

    Justin M. LaFalce · KW MidHudson

  4. 132 North Montgomery Street C11 — photoPrice Reduced16Active

    $85,500

    2 bd · 1 ba · 840 sqft

    132 North Montgomery Street C11, Montgomery, NY

    Sandra Spector · Howard Hanna Rand Realty

  5. 165 Benedict Road — photoPrice ReducedOpen house Sun, Oct 4 · 12:00 PM50Active

    $724,999

    3 bd · 3 ba · 2,030 sqft

    165 Benedict Road, Montgomery, NY

    Richard Baxter · Keller Williams Realty

  6. 51 Mills Road — photoPrice Reduced32Active

    $375,000

    3 bd · 1 ba · 972 sqft

    51 Mills Road, Montgomery, NY

    Peter Panagiotis Kontrafouris · eXp Realty

  7. 250 Corbett Road — photoPrice Reduced46Active

    $999,000

    4 bd · 5 ba · 3,769 sqft

    250 Corbett Road, Montgomery, NY

    Geoffrey M Green · BHG Real Estate Green Team

  8. 46 Pond Hill Lane — photoPrice Reduced38Active

    $380,000

    2 bd · 3 ba · 1,576 sqft

    46 Pond Hill Lane, Montgomery, NY

    Simone Barnes · RPM Westchester

  9. 123 Collabar Road — photo50Active

    $2,700,000

    3 bd · 3 ba · 2,669 sqft

    123 Collabar Road, Montgomery, NY

    Lisa Mulcahy · Ellis Sotheby's Intl Realty

  10. 20 Watkins Drive — photo7Active

    $649,999

    4 bd · 3 ba · 2,064 sqft

    20 Watkins Drive, Montgomery, NY

    Richard Baxter · Keller Williams Realty

  11. 342 Coldenham Road — photo27Active

    $429,900

    3 bd · 2 ba · 1,276 sqft

    342 Coldenham Road, Montgomery, NY

    Louis J Shorette · Century 21 E & M Williams Rlty

  12. 27 Grosso Court — photoPrice Reduced24Active

    $724,000

    4 bd · 3 ba · 3,300 sqft

    27 Grosso Court, Montgomery, NY

    Camelia A. Pena-Rivera · RE/MAX Distinguished Hms.&Prop

  13. 7 Lafayette Street — photoPrice Reduced34Active

    $424,999

    3 bd · 2 ba · 1,376 sqft

    7 Lafayette Street, Montgomery, NY

    Richard Baxter · Keller Williams Realty

  14. 935 Homestead Avenue — photoPrice Reduced21Active

    $400,000

    3 bd · 2 ba · 2,288 sqft

    935 Homestead Avenue, Montgomery, NY

    Asa E Lennon · RE/MAX Benchmark Realty Group

  15. 171 Decker Drive — photoPrice Reduced40Active

    $549,000

    4 bd · 3 ba · 2,095 sqft

    171 Decker Drive, Montgomery, NY

    Naomi Catania · Picture It Sold, LLC

  16. 2812 State Route 208 — photoPrice Reduced31Active

    $309,900

    3 bd · 2 ba · 1,752 sqft

    2812 State Route 208, Montgomery, NY

    Suzanne Bongiorno · Century 21 E & M Williams Rlty

  17. 36 Valley Avenue — photoPrice Reduced29Active

    $219,999

    3 bd · 2 ba · 1,216 sqft

    36 Valley Avenue, Montgomery, NY

    Richard Baxter · Keller Williams Realty

  18. 24 Francis Harrison Court — photo50Active

    $699,900

    4 bd · 3 ba · 2,681 sqft

    24 Francis Harrison Court, Montgomery, NY

    Nicholas Cuomo · Keller Williams Realty

  19. 226 Wallkill Road — photoPrice Reduced46Active

    $720,000

    5 bd · 3 ba · 4,000 sqft

    226 Wallkill Road, Montgomery, NY

    Pete Wolven · Hudson Valley Home Connection

  20. 111 Browns Road — photoPrice Reduced25Active

    $1,500,000

    6 bd · 3 ba · 3,290 sqft

    111 Browns Road, Montgomery, NY

    Laura Fisher · Payne Team LLC

  21. 42 Philip Drive — photoPrice Reduced50Active

    $739,000

    3 bd · 3 ba · 3,400 sqft

    42 Philip Drive, Montgomery, NY

    Johnette Berlingieri · Houlihan Lawrence Inc.

  22. 68 Weaver Street — photoPrice Reduced49Active

    $429,900

    3 bd · 3 ba · 2,096 sqft

    68 Weaver Street, Montgomery, NY

    Matthew W. Gibbs · KW Hudson Valley United

  23. 65 Judson Road — photoPrice Reduced41Active

    $535,000

    4 bd · 3 ba · 2,104 sqft

    65 Judson Road, Montgomery, NY

    Brittnai Pytlar · RE/MAX Benchmark Realty Group

  24. 555 State Route 416 — photoPrice Reduced38Active

    $429,900

    4 bd · 2 ba · 1,734 sqft

    555 State Route 416, Montgomery, NY

    Nancy Sayegh · Coldwell Banker Realty

123
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Listing data & MLS disclosures

OneKey MLS
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

    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.

    Nearby areas

    ZIP codes

    • 10950 (194)
    • 10940 (138)
    • 12603 (118)
    • 12550 (98)
    • 12601 (91)
    • 12553 (74)
    • 10990 (71)
    • 12508 (66)

    Cities

    • Blooming Grove (131)
    • Middletown (126)
    • Warwick (Town) (125)
    • Poughkeepsie (103)
    • Cortlandt (100)
    • Monroe (95)
    • New Windsor (83)
    • Mamakating (81)