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Recently Sold Middletown, NY Homes

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  • 8 Red Oak Ct, Middletown, NY 10941

    $575,000 Sold Sep 26, 2025

    8 Red Oak Ct, Middletown, NY 10941

    • 4 Beds
    • 3 Baths
    • 2,916 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $197/SF
    • 45 Days On Market

    Current Estimated Value $587,962

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    8 Red Oak Ct, Middletown, NY 10941
  • 214 Phillips St, Middletown, NY 10940

    $605,000 Sold Feb 26, 2026

    214 Phillips St, Middletown, NY 10940

    • 4 Beds
    • 3.5 Baths
    • 2,760 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Below List Price
    • $219/SF
    • 222 Days On Market

    Current Estimated Value $608,486

    Last Listing Agent Donna Gray Redfin Real Estate

    214 Phillips St, Middletown, NY 10940
  • 553 Route 17m, Middletown, NY 10940

    $317,000 Sold Aug 08, 2025

    553 Route 17m, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 1,225 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Below List Price
    • $259/SF
    • 98 Days On Market

    Current Estimated Value $305,610

    Last Listing Agent Derek Greene Greene Realty Group

    553 Route 17m, Middletown, NY 10940
  • 317 Wawayanda Ave, Middletown, NY 10940

    $335,000 Sold Sep 30, 2025

    317 Wawayanda Ave, Middletown, NY 10940

    • 4 Beds
    • 1 Bath
    • 1,124 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Above List Price
    • $298/SF
    • 89 Days On Market

    Current Estimated Value $336,272

    Last Listing Agent Pete Wolven Hudson Valley Home Connection

    317 Wawayanda Ave, Middletown, NY 10940
  • 145 Ruth Ct, Middletown, NY 10940

    $252,000 Sold Apr 18, 2025

    145 Ruth Ct, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft
    • Built 2008

    Last Sold Summary

    • 1% Above List Price
    • $240/SF
    • 60 Days On Market

    Current Estimated Value $260,657

    Last Listing Agent Pedro Garcia Curasi Realty, Inc.

    145 Ruth Ct, Middletown, NY 10940
  • 16 Robertson Dr, Middletown, NY 10940

    $371,000 Sold Aug 19, 2025

    16 Robertson Dr, Middletown, NY 10940

    • 2 Beds
    • 1.5 Baths
    • 1,404 Sq Ft
    • Built 1955

    Last Sold Summary

    • 24% Above List Price
    • $264/SF
    • 19 Days On Market

    Current Estimated Value $357,697

    Last Listing Agent Virginia Corbett eXp Realty

    16 Robertson Dr, Middletown, NY 10940
  • 22 Bonnell St, Middletown, NY 10940

    $318,000 Sold Dec 12, 2025

    22 Bonnell St, Middletown, NY 10940

    • 4 Beds
    • 3 Baths
    • 1,374 Sq Ft
    • Built 1890

    Last Sold Summary

    • 14% Above List Price
    • $231/SF
    • 65 Days On Market

    Current Estimated Value $312,218

    Last Listing Agent Emmett McDowell Keller Williams Rlty Integrity

    22 Bonnell St, Middletown, NY 10940
  • 42 Prince St, Middletown, NY 10940

    $463,750 Sold Jun 06, 2025

    42 Prince St, Middletown, NY 10940

    • 4 Beds
    • 2 Baths
    • 1,744 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $266/SF
    • 163 Days On Market

    Current Estimated Value $456,700

    Last Listing Agent Jean DiMatteo DiMatteo Realty LLC

    42 Prince St, Middletown, NY 10940
  • 82 Houston Ave, Middletown, NY 10940

    $319,000 Sold Nov 26, 2025

    82 Houston Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,124 Sq Ft
    • Built 1929

    Last Sold Summary

    • $284/SF
    • 26 Days On Market

    Current Estimated Value $316,887

    Last Listing Agent Wendy Beck Krumpfer Realty Group, LLC

    82 Houston Ave, Middletown, NY 10940
  • 1 Chancery Mews, Middletown, NY 10940

    $345,000 Sold Jan 09, 2026

    1 Chancery Mews, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,604 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $215/SF
    • 64 Days On Market

    Current Estimated Value $345,008

    Last Listing Agent Sean Walker Keller Williams Realty

    1 Chancery Mews, Middletown, NY 10940
  • 5 N Aspen Rd, Middletown, NY 10940

    $305,000 Sold Apr 10, 2025

    5 N Aspen Rd, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,496 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Below List Price
    • $204/SF
    • 17 Days On Market

    Current Estimated Value $326,009

    Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

    5 N Aspen Rd, Middletown, NY 10940
  • 14 W Prospect Ave, Middletown, NY 10940

    $374,300 Sold Sep 05, 2025

    14 W Prospect Ave, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,788 Sq Ft
    • Built 1935

    Last Sold Summary

    • 2% Below List Price
    • $209/SF
    • 57 Days On Market

    Current Estimated Value $384,123

    Last Listing Agent Sharon Reynolds Keller Williams Hudson Valley

    14 W Prospect Ave, Middletown, NY 10940
  • 110 Deer Ct Dr, Middletown, NY 10940

    $340,500 Sold Dec 05, 2025

    110 Deer Ct Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft
    • Built 1991

    Last Sold Summary

    • $177/SF
    • 77 Days On Market

    Current Estimated Value $345,131

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    110 Deer Ct Dr, Middletown, NY 10940
  • 391 Scotchtown Collabar Rd, Middletown, NY 10941

    $490,000 Sold Sep 26, 2025

    391 Scotchtown Collabar Rd, Middletown, NY 10941

    • 4 Beds
    • 1.5 Baths
    • 2,722 Sq Ft
    • Built 1800

    Last Sold Summary

    • 12% Below List Price
    • $180/SF
    • 98 Days On Market

    Last Listing Agent John Biasi Howard Hanna Rand Realty

    391 Scotchtown Collabar Rd, Middletown, NY 10941
  • 104 Monhagen Ave, Middletown, NY 10940

    $410,000 Sold Oct 16, 2025

    104 Monhagen Ave, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,223 Sq Ft
    • Built 1875

    Last Sold Summary

    • 4% Below List Price
    • $184/SF
    • 19 Days On Market

    Current Estimated Value $412,157

    Last Listing Agent Jeffrey Hozias Howard Hanna Rand Realty

    104 Monhagen Ave, Middletown, NY 10940
  • 294 Goshen Turnpike, Middletown, NY 10941

    $479,000 Sold Apr 02, 2025

    294 Goshen Turnpike, Middletown, NY 10941

    • 4 Beds
    • 2 Baths
    • 1,859 Sq Ft
    • Built 1870

    Last Sold Summary

    • 1% Below List Price
    • $258/SF
    • 94 Days On Market

    Current Estimated Value $464,202

    Last Listing Agent Karleen Jedziniak Howard Hanna Rand Realty

    294 Goshen Turnpike, Middletown, NY 10941
  • 125 Whipple Rd, Middletown, NY 10940

    $615,000 Sold Jan 23, 2026

    125 Whipple Rd, Middletown, NY 10940

    • 4 Beds
    • 3 Baths
    • 2,552 Sq Ft
    • Built 2002

    Last Sold Summary

    • 4% Below List Price
    • $241/SF
    • 118 Days On Market

    Current Estimated Value $600,471

    Last Listing Agent Eboni Navas Julia B Fee Sothebys Int. Rlty

    125 Whipple Rd, Middletown, NY 10940
  • 42 Inwood Rd, Middletown, NY 10941

    $175,000 Sold Aug 26, 2025

    42 Inwood Rd, Middletown, NY 10941

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Built 1975

    Last Sold Summary

    • $233/SF
    • 24 Days On Market

    Last Listing Agent Gloria Rivera Keller Williams Hudson Valley

    42 Inwood Rd, Middletown, NY 10941
  • 11 Cobblestone Ln, Middletown, NY 10940

    $460,000 Sold Mar 18, 2026

    11 Cobblestone Ln, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,899 Sq Ft
    • Built 2011

    Last Sold Summary

    • 6% Below List Price
    • $242/SF
    • 114 Days On Market

    Current Estimated Value $468,539

    Last Listing Agent Antoinette Gundersen HomeSmart Homes & Estates

    11 Cobblestone Ln, Middletown, NY 10940
  • 20 Avoncroft Ln, Middletown, NY 10940

    $485,000 Sold Jul 01, 2025

    20 Avoncroft Ln, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,521 Sq Ft
    • Built 2009

    Last Sold Summary

    • 1% Below List Price
    • $192/SF
    • 157 Days On Market

    Current Estimated Value $487,191

    Last Listing Agent D'Wana Haynesworth YourHomeSold Guaranteed Realty

    20 Avoncroft Ln, Middletown, NY 10940
  • /2

    $472,000 Sold Feb 13, 2026

    7001 James Francis Dr, Lockport-Town, NY 14094

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft
    • Built 2026

    Last Sold Summary

    • 5% Above List Price
    • $269/SF
    • 0 Days On Market

    Last Listing Agent Kathleen Dimillo Listing by HUNT Real Estate Corporation

    7001 James Francis Dr, Lockport-Town, NY 14094
  • 122 W Main St, Middletown, NY 10940

    $620,000 Sold Sep 18, 2025

    122 W Main St, Middletown, NY 10940

    • 6 Beds
    • 4 Baths
    • 4,491 Sq Ft
    • Built 1900

    Last Sold Summary

    • 11% Below List Price
    • $138/SF
    • 26 Days On Market

    Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

    122 W Main St, Middletown, NY 10940
  • 118 White Bridge Rd, Middletown, NY 10940

    $429,000 Sold Aug 20, 2025

    118 White Bridge Rd, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,794 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Below List Price
    • $239/SF
    • 57 Days On Market

    Current Estimated Value $433,928

    Last Listing Agent Feng Chang Acer Realty Inc

    118 White Bridge Rd, Middletown, NY 10940
  • 261 Ruth Ct, Middletown, NY 10940

    $241,000 Sold Feb 06, 2026

    261 Ruth Ct, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 880 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Above List Price
    • $274/SF
    • 27 Days On Market

    Current Estimated Value $238,700

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    261 Ruth Ct, Middletown, NY 10940
  • 30 Eagles Way, Middletown, NY 10940

    $655,000 Sold Feb 20, 2026

    30 Eagles Way, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft
    • Built 2013

    Last Sold Summary

    • 1% Above List Price
    • $270/SF
    • 42 Days On Market

    Current Estimated Value $643,282

    Last Listing Agent Amanda Brehm Keller Williams Hudson Valley

    30 Eagles Way, Middletown, NY 10940
  • 40 Carpenter Ave, Middletown, NY 10940

    $141,000 Sold May 28, 2025

    40 Carpenter Ave, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1930

    Last Sold Summary

    • 6% Below List Price
    • $210/SF
    • 39 Days On Market

    Current Estimated Value $165,272

    Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

    40 Carpenter Ave, Middletown, NY 10940
  • 1 Weather Vane Way, Middletown, NY 10940

    $490,000 Sold Mar 10, 2026

    1 Weather Vane Way, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 1,955 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Below List Price
    • $251/SF
    • 22 Days On Market

    Current Estimated Value $493,362

    Last Listing Agent Jessica Evans Keller Williams Hudson Valley

    1 Weather Vane Way, Middletown, NY 10940
  • 97 Rolling Meadows Rd, Middletown, NY 10940

    $465,000 Sold Jun 23, 2025

    97 Rolling Meadows Rd, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,055 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Above List Price
    • $226/SF
    • 155 Days On Market

    Current Estimated Value $472,488

    Last Listing Agent Kathy White Exit Realty Connections

    97 Rolling Meadows Rd, Middletown, NY 10940
  • 38 Highrose Ridge Way, Middletown, NY 10940

    $475,000 Sold Dec 04, 2025

    38 Highrose Ridge Way, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,763 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $172/SF
    • 73 Days On Market

    Current Estimated Value $478,388

    Last Listing Agent Donna Reese Keller Williams Hudson Valley

    38 Highrose Ridge Way, Middletown, NY 10940
  • 36 Mountain Ave Unit 34, Middletown, NY 10940

    $195,000 Sold Mar 13, 2026

    36 Mountain Ave Unit 34, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1956

    Last Sold Summary

    • 22% Below List Price
    • $188/SF
    • 333 Days On Market

    Current Estimated Value $335,031

    Last Listing Agent Arduino Colomban Skyler Realty LLC

    36 Mountain Ave Unit 34, Middletown, NY 10940
  • 129 Foster Rd, Middletown, NY 10941

    $193,000 Sold Oct 01, 2025

    129 Foster Rd, Middletown, NY 10941

    • 1 Bed
    • 1 Bath
    • 512 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Below List Price
    • $377/SF
    • 65 Days On Market

    Current Estimated Value $183,079

    Last Listing Agent Shannon Stewart Curasi Realty, Inc.

    129 Foster Rd, Middletown, NY 10941
  • 122 Cottage St, Middletown, NY 10940

    $275,000 Sold Jul 23, 2025

    122 Cottage St, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 1,201 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Below List Price
    • $229/SF
    • 205 Days On Market

    Current Estimated Value $280,717

    Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

    122 Cottage St, Middletown, NY 10940
  • 32 Patio Rd, Middletown, NY 10941

    $300,000 Sold Apr 11, 2025

    32 Patio Rd, Middletown, NY 10941

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Above List Price
    • $188/SF
    • 19 Days On Market

    Current Estimated Value $318,256

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    32 Patio Rd, Middletown, NY 10941
  • 5 Sayer Ln, Middletown, NY 10940

    $139,999 Sold Mar 27, 2026

    5 Sayer Ln, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 2017

    Last Sold Summary

    • 8% Above List Price
    • $130/SF
    • 42 Days On Market

    Last Listing Agent Pete Wolven Hudson Valley Home Connection

    5 Sayer Ln, Middletown, NY 10940
  • 234 Howells Rd, Middletown, NY 10940

    $285,000 Sold Sep 10, 2025

    234 Howells Rd, Middletown, NY 10940

    • Land
    • 41.6 Acres
    • $6,851 per Acre

    Last Sold Summary

    • 24% Below List Price
    • 40 Days On Market

    Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

    234 Howells Rd, Middletown, NY 10940
  • 9 Randall Heights, Middletown, NY 10940

    $490,000 Sold Mar 12, 2026

    9 Randall Heights, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • Built 1964

    Last Sold Summary

    • 7% Below List Price
    • $262/SF
    • 70 Days On Market

    Current Estimated Value $491,530

    Last Listing Agent Naomi Streicher Q Home Sales

    9 Randall Heights, Middletown, NY 10940
  • 11 1/2 Dolson Ave, Middletown, NY 10940

    $330,000 Sold Sep 26, 2025

    11 1/2 Dolson Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,263 Sq Ft
    • Built 1900

    Last Sold Summary

    • $261/SF
    • 35 Days On Market

    Current Estimated Value $331,910

    Last Listing Agent Robert Siracuse Absolute Real Estate of NY Inc

    11 1/2 Dolson Ave, Middletown, NY 10940
  • 18 Woodland Ave, Middletown, NY 10940

    $360,000 Sold Jun 30, 2025

    18 Woodland Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Above List Price
    • $375/SF
    • 46 Days On Market

    Current Estimated Value $370,023

    Last Listing Agent Kassandra Mott Keller Williams Hudson Valley

    18 Woodland Ave, Middletown, NY 10940
  • 4 Deer Ct Dr, Middletown, NY 10940

    $425,000 Sold Jun 25, 2025

    4 Deer Ct Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft
    • Built 2002

    Last Sold Summary

    • 6% Above List Price
    • $221/SF
    • 39 Days On Market

    Current Estimated Value $415,978

    Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

    4 Deer Ct Dr, Middletown, NY 10940

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