Recently Sold Middletown, NY Homes

• 

  $435,000

  Sold Oct 30, 2025

  167 Rockwell Ave, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,040 Sq Ft
  • Built 1966

  Last Sold Summary

  • 5% Above List Price
  • $213/SF
  • 20 Days On Market

  Current Estimated Value $436,579

  Last Listing Agent Ermelinda Mclaughlin eXp Realty

  167 Rockwell Ave, Middletown, NY 10940
• 

  $625,000

  Sold Nov 19, 2025

  11 East Ave, Middletown, NY 10940

  • 9 Beds
  • 3 Baths
  • 1,992 Sq Ft
  • Built 1890

  Last Sold Summary

  • 4% Below List Price
  • $314/SF
  • 11 Days On Market

  Current Estimated Value $632,199

  Last Listing Agent Susan Giordano Hudson Premium Realty

  11 East Ave, Middletown, NY 10940
• 

  $310,000

  Sold Oct 08, 2025

  193 Bert Crawford Rd, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1930

  Last Sold Summary

  • 5% Below List Price
  • $264/SF
  • 46 Days On Market

  Current Estimated Value $316,420

  Last Listing Agent Eliezer Salcer Preferred Properties Real Esta

  193 Bert Crawford Rd, Middletown, NY 10940
• 

  $347,475

  Sold Apr 20, 2026

  28 Spring St, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Above List Price
  • $205/SF
  • 67 Days On Market

  Current Estimated Value $333,253

  Last Listing Agent Leidy Placido Howard Hanna Rand Realty

  28 Spring St, Middletown, NY 10940
• 

  $405,000

  Sold Sep 25, 2025

  25 Fairways Dr Unit 1, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Above List Price
  • $312/SF
  • 143 Days On Market

  Last Listing Agent Randolph Rogers eXp Realty

  25 Fairways Dr Unit 1, Middletown, NY 10940
• 

  $325,000

  Sold Aug 24, 2025

  23 Woodlake Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,460 Sq Ft
  • Built 1989

  Last Sold Summary

  • 14% Above List Price
  • $223/SF
  • 32 Days On Market

  Current Estimated Value $331,424

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  23 Woodlake Dr, Middletown, NY 10940
• 

  $416,000

  Sold Jan 09, 2026

  19-21 Wilson St, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 2,236 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $186/SF
  • 24 Days On Market

  Current Estimated Value $425,921

  Last Listing Agent JOHN SCARANO Keller Williams Realty

  19-21 Wilson St, Middletown, NY 10940
• 

  $230,000

  Sold Aug 29, 2025

  36 Sandburg Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,378 Sq Ft
  • Built 1971

  Last Sold Summary

  • $167/SF
  • 15 Days On Market

  Current Estimated Value $247,879

  Last Listing Agent Ernie Acampora River Realty Services, Inc.

  36 Sandburg Ct, Middletown, NY 10941
• 

  $478,000

  Sold Sep 22, 2025

  338 Route 211 W, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Above List Price
  • $377/SF
  • 67 Days On Market

  Current Estimated Value $457,143

  Last Listing Agent Jeffrie Peña Locqube New York, Inc.

  338 Route 211 W, Middletown, NY 10940
• 

  $479,900

  Sold Mar 06, 2026

  4 Avoncroft Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft
  • Built 2009

  Last Sold Summary

  • $198/SF
  • 40 Days On Market

  Current Estimated Value $479,122

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  4 Avoncroft Ln, Middletown, NY 10940
• 

  $550,000

  Sold May 29, 2026

  21 High Ridge Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 2011

  Last Sold Summary

  • 10% Above List Price
  • $264/SF
  • 33 Days On Market

  Current Estimated Value $519,016

  Last Listing Agent Stacy Brescia-Spreer Curasi Realty, Inc.

  21 High Ridge Ln, Middletown, NY 10940
• 

  $341,000

  Sold Sep 03, 2025

  45 Birch Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,540 Sq Ft
  • Built 1989

  Last Sold Summary

  • $221/SF
  • 29 Days On Market

  Current Estimated Value $344,451

  Last Listing Agent Christopher Baum RE/MAX Benchmark Realty Group

  45 Birch Dr, Middletown, NY 10940
• 

  $330,000

  Sold Feb 27, 2026

  14 Pennsylvania Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,058 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Above List Price
  • $312/SF
  • 41 Days On Market

  Current Estimated Value $336,802

  Last Listing Agent Dominick Tufano RE/MAX Benchmark Realty Group

  14 Pennsylvania Ave, Middletown, NY 10940
• 

  $268,000

  Sold Feb 10, 2026

  100 Hillside Dr Unit C1, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1987

  Last Sold Summary

  • $235/SF
  • 29 Days On Market

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  100 Hillside Dr Unit C1, Middletown, NY 10941
• 

  $400,000

  Sold Aug 31, 2025

  21 Wilkin Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,406 Sq Ft
  • Built 1926

  Last Sold Summary

  • $284/SF
  • 103 Days On Market

  Current Estimated Value $402,460

  Last Listing Agent Ben Schubert Richmont Realty

  21 Wilkin Ave, Middletown, NY 10940
• 

  $317,500

  Sold Jun 09, 2026

  15 Rivervale Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,484 Sq Ft
  • Built 1972

  Last Sold Summary

  • $214/SF
  • 19 Days On Market

  Current Estimated Value $316,080

  Last Listing Agent Jie Liu KW Hudson Valley United

  15 Rivervale Rd, Middletown, NY 10940
• 

  $610,000

  Sold Dec 24, 2025

  166 Brown Rd, Middletown, NY 10941

  • 5 Beds
  • 3.5 Baths
  • 2,504 Sq Ft
  • Built 1798

  Last Sold Summary

  • 2% Above List Price
  • $244/SF
  • 40 Days On Market

  Last Listing Agent Harmoni VanEtten eXp Realty

  166 Brown Rd, Middletown, NY 10941
• 

  $539,900

  Sold Jul 31, 2026

  55 Eisenhower Dr, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,560 Sq Ft
  • Built 1961

  Last Sold Summary

  • $211/SF
  • 28 Days On Market

  Current Estimated Value $495,323

  Last Listing Agent Jennifer Kubler eRealty Advisors, Inc

  55 Eisenhower Dr, Middletown, NY 10940
• 

  $366,000

  Sold Nov 21, 2025

  1 Lexington Way, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2006

  Last Sold Summary

  • 13% Above List Price
  • $203/SF
  • 28 Days On Market

  Current Estimated Value $374,464

  Last Listing Agent Jordan Spordone HomeSmart Homes & Estates

  1 Lexington Way, Middletown, NY 10940
• 

  $440,000

  Sold Feb 23, 2026

  25 Clinton St, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 1,902 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Above List Price
  • $231/SF
  • 37 Days On Market

  Current Estimated Value $443,154

  Last Listing Agent Sandra Arnez KW Hudson Valley United

  25 Clinton St, Middletown, NY 10940
• 

  $325,000

  Sold Aug 05, 2026

  50 Brola Rd, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • Built 1965

  Last Sold Summary

  • $272/SF
  • 56 Days On Market

  Current Estimated Value $328,440

  Last Listing Agent Nicholas Carbone HomeSmart Homes & Estates

  50 Brola Rd, Middletown, NY 10940
• 

  $465,000

  Sold Feb 12, 2026

  4 Putters Way, Middletown, NY 10940

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Below List Price
  • $232/SF
  • 117 Days On Market

  Current Estimated Value $480,163

  Last Listing Agent Susanne Dermigny Howard Hanna Rand Realty

  4 Putters Way, Middletown, NY 10940
• 

  $450,000

  Sold Mar 21, 2026

  917 Scotchtown Collabar Rd, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Above List Price
  • $346/SF
  • 77 Days On Market

  Current Estimated Value $435,717

  Last Listing Agent Marielena Fordley BHHS Hudson Valley Properties

  917 Scotchtown Collabar Rd, Middletown, NY 10941
• 

  $660,000

  Sold Sep 08, 2025

  9 Finchville Turnpike, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,037 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Above List Price
  • $324/SF
  • 22 Days On Market

  Last Listing Agent Chris Ogden Realty Promotions Inc

  9 Finchville Turnpike, Middletown, NY 10940
• 

  $839,000

  Sold Jun 26, 2026

  204 Brola Rd, Middletown, NY 10940

  • 4 Beds
  • 4 Baths
  • 3,200 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $262/SF
  • 21 Days On Market

  Current Estimated Value $839,716

  Last Listing Agent Kristine Many Keller Williams Realty

  204 Brola Rd, Middletown, NY 10940
• 

  $560,000

  Sold Jul 31, 2026

  20 Park Circle Dr, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,644 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Above List Price
  • $212/SF
  • 25 Days On Market

  Current Estimated Value $539,098

  Last Listing Agent Moshe Ekstein eRealty Advisors, Inc

  20 Park Circle Dr, Middletown, NY 10940
• 

  $365,000

  Sold Feb 09, 2026

  14 Knox Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Above List Price
  • $272/SF
  • 40 Days On Market

  Current Estimated Value $369,291

  Last Listing Agent Chris Carbone HomeSmart Homes & Estates

  14 Knox Ave, Middletown, NY 10940
• 

  $320,000

  Sold Feb 10, 2026

  8 Ebury Mews, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 1,505 Sq Ft
  • Built 1987

  Last Sold Summary

  • 15% Below List Price
  • $213/SF
  • 38 Days On Market

  Current Estimated Value $337,320

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  8 Ebury Mews, Middletown, NY 10940
• 

  $405,000

  Sold Sep 23, 2025

  4 W Jackson Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft
  • Built 1930

  Last Sold Summary

  • 8% Above List Price
  • $278/SF
  • 31 Days On Market

  Current Estimated Value $407,206

  Last Listing Agent Theresa Powers Keller Williams Realty

  4 W Jackson Ave, Middletown, NY 10940
• 

  $295,000

  Sold Aug 12, 2026

  44 Commonwealth Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Below List Price
  • $250/SF
  • 42 Days On Market

  Current Estimated Value $299,695

  Last Listing Agent Frank Tangredi Frank Tangredi Realty Company

  44 Commonwealth Ave, Middletown, NY 10940
• 

  $400,000

  Sold Jun 23, 2026

  5 Mayer Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,922 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Above List Price
  • $208/SF
  • 15 Days On Market

  Current Estimated Value $390,872

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

  5 Mayer Dr, Middletown, NY 10940
• 

  $520,000

  Sold Aug 27, 2025

  815 Winterton Rd, Bloomingburg, NY 12721

  • 5 Beds
  • 3 Baths
  • 3,126 Sq Ft
  • Built 2007

  Last Sold Summary

  • 4% Below List Price
  • $166/SF
  • 73 Days On Market

  Last Listing Agent Myya Valentine KW Hudson Valley United

  815 Winterton Rd, Bloomingburg, NY 12721
• 

  $220,000

  Sold Apr 08, 2026

  58 Wawayanda Ave, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft
  • Built 1893

  Last Sold Summary

  • 12% Below List Price
  • $268/SF
  • 208 Days On Market

  Current Estimated Value $220,618

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  58 Wawayanda Ave, Middletown, NY 10940
• 

  $495,000

  Sold Mar 27, 2026

  8 Atwood Dr, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 1,723 Sq Ft
  • Built 2017

  Last Sold Summary

  • 3% Above List Price
  • $287/SF
  • 9 Days On Market

  Current Estimated Value $489,657

  Last Listing Agent Sandra Laramore Redfin Real Estate

  8 Atwood Dr, Middletown, NY 10940
• 

  $324,000

  Sold Jun 10, 2026

  34 Hampton Ct, Middletown, NY 10941

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

  Last Sold Summary

  • 7% Below List Price
  • $215/SF
  • 46 Days On Market

  Current Estimated Value $315,141

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  34 Hampton Ct, Middletown, NY 10941
• 

  $300,000

  Sold Feb 24, 2026

  136 & 140 Gillen Rd, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft
  • Built 1955

  Last Sold Summary

  • 14% Below List Price
  • $223/SF
  • 38 Days On Market

  Last Listing Agent Karie Boniface Cronin & Company Real Estate

  136 & 140 Gillen Rd, Middletown, NY 10940
• 

  $268,000

  Sold Aug 29, 2025

  197 Highland Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,131 Sq Ft
  • Built 1910

  Last Sold Summary

  • $237/SF
  • 29 Days On Market

  Current Estimated Value $292,293

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  197 Highland Ave, Middletown, NY 10940
• 

  $480,000

  Sold May 21, 2026

  599 Guymard Turnpike, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • Built 1840

  Last Sold Summary

  • 4% Below List Price
  • $259/SF
  • 26 Days On Market

  Current Estimated Value $478,877

  Last Listing Agent Mary Ann Mitchell eXp Realty

  599 Guymard Turnpike, Middletown, NY 10940
• 

  $499,000

  Sold Jul 13, 2026

  121 Monhagen Ave, Middletown, NY 10940

  • 2,576 Sq Ft
  • Built 1890

  Last Sold Summary

  • $194/SF
  • 25 Days On Market

  Current Estimated Value $471,395

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  121 Monhagen Ave, Middletown, NY 10940
• 

  $489,000

  Sold Oct 30, 2025

  30 Wilson St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • Built 1986

  Last Sold Summary

  • $268/SF
  • 35 Days On Market

  Current Estimated Value $485,254

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  30 Wilson St, Middletown, NY 10940

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