Recently Sold Middletown, NY Homes

• 

  $347,500 Sold Sep 16, 2025

  184 Highland Ave, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 1,486 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Below List Price
  • $234/SF
  • 27 Days On Market

  Last Listing Agent Jorge Lugo Real Broker NY LLC

  184 Highland Ave, Middletown, NY 10940
• 

  $199,000 Sold Oct 27, 2025

  27 Sycamore Dr Unit Bldg 2 A, Middletown, NY 10940

  • 1 Bed
  • 1 Bath
  • 830 Sq Ft
  • Built 1976

  Last Sold Summary

  • $240/SF
  • 135 Days On Market

  Current Estimated Value $203,370

  Last Listing Agent Dawn Moglia Stepping Stone Realty

  27 Sycamore Dr Unit Bldg 2 A, Middletown, NY 10940
• 

  $88,000 Sold Nov 03, 2025

  29-31 Orange Terrace, Middletown, NY 10940

  • Land
  • 0.7 Acre
  • $125,714 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 225 Days On Market

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  29-31 Orange Terrace, Middletown, NY 10940
• 

  $492,500 Sold Apr 10, 2025

  23 Sunflower St, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 1,895 Sq Ft
  • Built 2006

  Last Sold Summary

  • 8% Below List Price
  • $260/SF
  • 195 Days On Market

  Current Estimated Value $526,991

  Last Listing Agent Gina Dudgeon Howard Hanna Rand Realty

  23 Sunflower St, Middletown, NY 10940
• 

  $405,000 Sold Dec 19, 2025

  41 California Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Built 1938

  Last Sold Summary

  • 3% Above List Price
  • $296/SF
  • 17 Days On Market

  Last Listing Agent Joseph Paoli Howard Hanna Rand Realty

  41 California Ave, Middletown, NY 10940
• 

  

  /31

  $649,900 Sold Feb 20, 2025

  511 Cty Rte 22, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,609 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $249/SF
  • 76 Days On Market

  Last Listing Agent Chris Ogden Realty Promotions Inc

  511 Cty Rte 22, Middletown, NY 10940
• 

  $330,000 Sold Oct 10, 2025

  58 Chaucer Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,778 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Above List Price
  • $186/SF
  • 25 Days On Market

  Current Estimated Value $326,012

  Last Listing Agent Matthew O'Hare Coldwell Banker Realty

  58 Chaucer Ct, Middletown, NY 10941
• 

  $800,000 Sold Dec 08, 2025

  104 Elise Dr, Middletown, NY 10941

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft
  • Built 2024

  Last Sold Summary

  • $216/SF
  • 25 Days On Market

  Last Listing Agent Juan Bautista Serhant LLC

  104 Elise Dr, Middletown, NY 10941
• 

  $150,000 Sold Feb 24, 2025

  374 Concord Ln, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 1989

  Last Sold Summary

  • 36% Below List Price
  • $162/SF
  • 124 Days On Market

  Current Estimated Value $219,965

  Last Listing Agent Heather Martin United RE Hudson Valley Edge

  374 Concord Ln, Middletown, NY 10940
• 

  $317,000 Sold Jul 24, 2025

  503 Bloomingburg Rd, Middletown, NY 10940

  • 4 Beds
  • 1 Bath
  • 1,545 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Below List Price
  • $205/SF
  • 53 Days On Market

  Current Estimated Value $328,467

  Last Listing Agent Annais Miranda-Ortiz Call it Closed Intl. Realty

  503 Bloomingburg Rd, Middletown, NY 10940
• 

  $468,000 Sold Jul 10, 2025

  12 Briarwood Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft
  • Built 1971

  Last Sold Summary

  • 4% Above List Price
  • $214/SF
  • 45 Days On Market

  Current Estimated Value $481,253

  Last Listing Agent Thomas Hennerty

  12 Briarwood Dr, Middletown, NY 10940
• 

  $210,000 Sold Jun 18, 2025

  24 Rhode Island Ave, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1950

  Last Sold Summary

  • 16% Below List Price
  • $168/SF
  • 29 Days On Market

  Current Estimated Value $233,981

  Last Listing Agent Tom Pahucki Keller Williams Realty

  24 Rhode Island Ave, Middletown, NY 10940
• 

  $459,000 Sold Sep 16, 2025

  49 Cornwall Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2009

  Last Sold Summary

  • $179/SF
  • 18 Days On Market

  Current Estimated Value $463,031

  Last Listing Agent Susan Giordano John J Lease REALTORS Inc

  49 Cornwall Ln, Middletown, NY 10940
• 

  $276,000 Sold Aug 08, 2025

  288 Mullock Rd, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 969 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Above List Price
  • $285/SF
  • 185 Days On Market

  Current Estimated Value $277,677

  Last Listing Agent Annie Hansen Howard Hanna Rand Realty

  288 Mullock Rd, Middletown, NY 10940
• 

  $365,000 Sold Mar 27, 2025

  34 Broad St, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1900

  Last Sold Summary

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

  Current Estimated Value $373,436

  Last Listing Agent Samuel Kohn eRealty Advisors, Inc

  34 Broad St, Middletown, NY 10940
• 

  $165,600 Sold Apr 23, 2025

  3 Fortune Rd W Unit K, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft
  • Built 1972

  Last Sold Summary

  • $214/SF
  • 24 Days On Market

  Last Listing Agent Marie Altieri Howard Hanna Rand Realty

  3 Fortune Rd W Unit K, Middletown, NY 10941
• 

  $1,800,000 Sold Sep 25, 2025

  40 Camp Orange Rd, Middletown, NY 10941

  • 5 Beds
  • 2 Baths
  • 2,092 Sq Ft
  • Built 1759

  Last Sold Summary

  • 40% Below List Price
  • $860/SF
  • 746 Days On Market

  Current Estimated Value $1,323,185

  Last Listing Agent Joe Distelburger Keller Williams Realty

  40 Camp Orange Rd, Middletown, NY 10941
• 

  $280,000 Sold Mar 13, 2025

  748 E Main St, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,424 Sq Ft
  • Built 1910

  Last Sold Summary

  • 20% Below List Price
  • $197/SF
  • 290 Days On Market

  Current Estimated Value $299,556

  Last Listing Agent Lauren Kelly Howard Hanna Rand Realty

  748 E Main St, Middletown, NY 10940
• 

  $200,000 Sold Feb 21, 2025

  217 Concord Ln Unit 217, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft
  • Built 1990

  Last Sold Summary

  • $216/SF
  • 48 Days On Market

  Current Estimated Value $203,806

  Last Listing Agent Andi Berisha BHHS Hudson Valley Properties

  217 Concord Ln Unit 217, Middletown, NY 10940
• 

  $159,900 Sold Jul 29, 2025

  250 Concord Ln, Middletown, NY 10940

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Below List Price
  • $218/SF
  • 181 Days On Market

  Current Estimated Value $162,262

  Last Listing Agent Zhiheng Tang Keller Williams Hudson Valley

  250 Concord Ln, Middletown, NY 10940
• 

  $477,500 Sold Feb 13, 2025

  1 Fieldstone Dr, Middletown, NY 10940

  • 3 Beds
  • 4 Baths
  • 2,484 Sq Ft
  • Built 2013

  Last Sold Summary

  • 4% Below List Price
  • $192/SF
  • 113 Days On Market

  Current Estimated Value $815,834

  Last Listing Agent Patricia Lucey Picture It Sold, LLC

  1 Fieldstone Dr, Middletown, NY 10940
• 

  $560,000 Sold Aug 08, 2025

  11 Kennedy Terrace, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,059 Sq Ft
  • Built 1970

  Last Sold Summary

  • 1% Below List Price
  • $272/SF
  • 56 Days On Market

  Current Estimated Value $568,604

  Last Listing Agent Leeshai Lemish Panorama Realty

  11 Kennedy Terrace, Middletown, NY 10940
• 

  $640,000 Sold May 20, 2025

  223 Mt Orange Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Above List Price
  • $269/SF
  • 14 Days On Market

  Current Estimated Value $662,006

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  223 Mt Orange Rd, Middletown, NY 10940
• 

  $375,000 Sold Sep 08, 2025

  17 Old Anvil Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft
  • Built 1974

  Last Sold Summary

  • 7% Above List Price
  • $222/SF
  • 38 Days On Market

  Current Estimated Value $379,736

  Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

  17 Old Anvil Ln, Middletown, NY 10940
• 

  $600,000 Sold Apr 01, 2025

  35 Bisch Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,222 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Above List Price
  • $270/SF
  • 40 Days On Market

  Current Estimated Value $630,529

  Last Listing Agent Sy Mujovic I Realty LLC

  35 Bisch Rd, Middletown, NY 10940
• 

  $255,000 Sold Dec 05, 2025

  299 Highland Ave Extension, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,284 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $199/SF
  • 4 Days On Market

  Last Listing Agent Walter Welsh HomeSmart Homes & Estates

  299 Highland Ave Extension, Middletown, NY 10940
• 

  $248,000 Sold Mar 28, 2025

  258 Phillipsburg Rd, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Built 1994

  Last Sold Summary

  • 29% Below List Price
  • $227/SF
  • 82 Days On Market

  Current Estimated Value $333,561

  Last Listing Agent Elena James Keller Williams Realty

  258 Phillipsburg Rd, Middletown, NY 10940
• 

  $290,000 Sold Apr 24, 2025

  Unlisted Address

  • 4 Beds
  • 2 Baths
  • 2,064 Sq Ft
  • Built 1900

  Last Sold Summary

  • $141/SF
  • 2 Days On Market

  Current Estimated Value $303,770

  Last Listing Agent Yehuda Lefkowits MS Realty Group USA, Inc

  Unlisted Address
• 

  $329,900 Sold Aug 04, 2025

  36 Hampton Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft
  • Built 1965

  Last Sold Summary

  • $219/SF
  • 12 Days On Market

  Current Estimated Value $322,041

  Last Listing Agent Jessica Hansen Howard Hanna Rand Realty

  36 Hampton Ct, Middletown, NY 10941
• 

  $167,000 Sold Aug 27, 2025

  3 Fortune Rd W Unit 3E, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Above List Price
  • $215/SF
  • 38 Days On Market

  Last Listing Agent Danielle Riggs Keller Williams Hudson Valley

  3 Fortune Rd W Unit 3E, Middletown, NY 10941
• 

  $799,900 Sold Jul 31, 2025

  141 Elise Dr, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,641 Sq Ft
  • Built 2024

  Last Sold Summary

  • $303/SF
  • 101 Days On Market

  Current Estimated Value $807,199

  Last Listing Agent Juan Bautista Serhant LLC

  141 Elise Dr, Middletown, NY 10941
• 

  $408,000 Sold Apr 25, 2025

  60 Beers Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,746 Sq Ft
  • Built 1960

  Last Sold Summary

  • 8% Above List Price
  • $234/SF
  • 22 Days On Market

  Current Estimated Value $423,894

  Last Listing Agent Paul Halpern Hudson Valley Griffith

  60 Beers Dr, Middletown, NY 10940
• 

  $289,000 Sold Aug 11, 2025

  12 Durham Ct, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,185 Sq Ft
  • Built 1992

  Last Sold Summary

  • $244/SF
  • 20 Days On Market

  Current Estimated Value $300,385

  Last Listing Agent Sandra Arnez Keller Williams Hudson Valley

  12 Durham Ct, Middletown, NY 10940
• 

  $489,000 Sold Oct 03, 2025

  5 Cornwall Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,491 Sq Ft
  • Built 2009

  Last Sold Summary

  • $196/SF
  • 27 Days On Market

  Current Estimated Value $492,043

  Last Listing Agent Wenpeng Guan Keller Williams Hudson Valley

  5 Cornwall Ln, Middletown, NY 10940
• 

  $599,000 Sold Nov 06, 2025

  31 Highland View Place, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,747 Sq Ft
  • Built 1985

  Last Sold Summary

  • $218/SF
  • 33 Days On Market

  Current Estimated Value $596,126

  Last Listing Agent Abbe Distelburger Keller Williams Realty

  31 Highland View Place, Middletown, NY 10940
• 

  $400,000 Sold Oct 17, 2025

  51 Howard Dr, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1967

  Last Sold Summary

  • 8% Above List Price
  • $284/SF
  • 33 Days On Market

  Current Estimated Value $391,881

  Last Listing Agent Adrienne Volpe KW MidHudson

  51 Howard Dr, Middletown, NY 10941
• 

  $470,000 Sold Jul 09, 2025

  3 Charles Ct, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 20,000 Sq Ft
  • Built 1970

  Last Sold Summary

  • 7% Above List Price
  • $24/SF
  • 26 Days On Market

  Current Estimated Value $459,463

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  3 Charles Ct, Middletown, NY 10941
• 

  $400,000 Sold Aug 27, 2025

  21 Creeden Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,644 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Above List Price
  • $243/SF
  • 59 Days On Market

  Current Estimated Value $403,273

  Last Listing Agent Ryan Barrett Keller Williams Realty

  21 Creeden Dr, Middletown, NY 10940
• 

  $500,000 Sold Mar 28, 2025

  4 Benny Ln, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 2,084 Sq Ft
  • Built 1974

  Last Sold Summary

  • 10% Above List Price
  • $240/SF
  • 20 Days On Market

  Current Estimated Value $513,278

  Last Listing Agent Sean Israelski Howard Hanna Rand Realty

  4 Benny Ln, Middletown, NY 10940
• 

  $239,000 Sold May 14, 2025

  99 Sycamore Dr, Middletown, NY 10940

  • 1 Bed
  • 1 Bath
  • 830 Sq Ft
  • Built 1977

  Last Sold Summary

  • $288/SF
  • 44 Days On Market

  Current Estimated Value $237,870

  Last Listing Agent Xiaohui Cui Keller Williams Hudson Valley

  99 Sycamore Dr, Middletown, NY 10940

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