Recently Sold Middletown, NY Homes

• 

  $350,000

  Sold Jun 01, 2026

  548 Dosen Rd, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1920

  Last Sold Summary

  • $292/SF
  • 31 Days On Market

  Current Estimated Value $343,126

  Last Listing Agent Michelle Gruberger Real Estate Circuit Inc

  548 Dosen Rd, Middletown, NY 10940
• 

  $420,000

  Sold Aug 04, 2026

  120 Prospect Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft
  • Built 1900

  Last Sold Summary

  • 9% Above List Price
  • $304/SF
  • 20 Days On Market

  Current Estimated Value $384,168

  Last Listing Agent Sharon Pehush HomeSmart Homes & Estates

  120 Prospect Ave, Middletown, NY 10940
• 

  $125,000

  Sold Jun 25, 2026

  234 Concord Ln, Middletown, NY 10940

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

  Last Sold Summary

  • 24% Below List Price
  • $170/SF
  • 176 Days On Market

  Current Estimated Value $145,077

  Last Listing Agent Malik Subhani Weichert Realtors

  234 Concord Ln, Middletown, NY 10940
• 

  $515,000

  Sold May 18, 2026

  14 Rdean Place, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 1959

  Last Sold Summary

  • 3% Above List Price
  • $255/SF
  • 32 Days On Market

  Current Estimated Value $513,079

  Last Listing Agent Sandra Arnez KW Hudson Valley United

  14 Rdean Place, Middletown, NY 10940
• 

  $570,000

  Sold Dec 23, 2025

  626 County Highway 78, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,384 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $239/SF
  • 52 Days On Market

  Current Estimated Value $580,772

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  626 County Highway 78, Middletown, NY 10940
• 

  /2

  $110,000

  Sold Jul 02, 2026

  0 Fox Meadow Ln, Middletown, NY 12455

  • Land
  • 6.48 Acres
  • $16,975 per Acre

  Last Sold Summary

  • 350 Days On Market

  Last Listing Agent Susan Doig Listing by Coldwell Banker Timberland Properties

  

  0 Fox Meadow Ln, Middletown, NY 12455
• 

  $335,000

  Sold Sep 03, 2025

  208 Grahamtown Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,536 Sq Ft
  • Built 1900

  Last Sold Summary

  • 62% Below List Price
  • $132/SF
  • 385 Days On Market

  Current Estimated Value $416,273

  Last Listing Agent Steven Cabrera Resort Realty

  208 Grahamtown Rd, Middletown, NY 10940
• 

  $531,000

  Sold Aug 13, 2026

  258 Scotchtown Collabar Rd, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Above List Price
  • $301/SF
  • 45 Days On Market

  Current Estimated Value $477,920

  Last Listing Agent Maurice Bailey Neighborhood Assistance Corp

  258 Scotchtown Collabar Rd, Middletown, NY 10941
• 

  $310,000

  Sold Aug 22, 2025

  29 Lafayette Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,132 Sq Ft
  • Built 1928

  Last Sold Summary

  • 4% Above List Price
  • $274/SF
  • 27 Days On Market

  Current Estimated Value $340,605

  Last Listing Agent Waldina Almazan RE/MAX Benchmark Realty Group

  29 Lafayette Ave, Middletown, NY 10940
• 

  $410,000

  Sold Aug 06, 2026

  22 Oak Ln, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Above List Price
  • $291/SF
  • 50 Days On Market

  Current Estimated Value $399,495

  Last Listing Agent Danielle Roche Howard Hanna Rand Realty

  22 Oak Ln, Middletown, NY 10940
• 

  $333,000

  Sold Apr 17, 2026

  6 Deer Ct Dr, Middletown, NY 10940

  • 2 Beds
  • 2.5 Baths
  • 1,831 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Above List Price
  • $182/SF
  • 34 Days On Market

  Current Estimated Value $334,327

  Last Listing Agent Michelle Gruberger Real Estate Circuit Inc

  6 Deer Ct Dr, Middletown, NY 10940
• 

  $615,000

  Sold May 01, 2026

  2066 Route 6, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,128 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Below List Price
  • $289/SF
  • 54 Days On Market

  Current Estimated Value $614,335

  Last Listing Agent Juliska Martino Compass Greater NY, LLC

  2066 Route 6, Middletown, NY 10940
• 

  $275,000

  Sold Jul 30, 2026

  18-20 Bedford Ave, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1945

  Last Sold Summary

  • 10% Above List Price
  • $318/SF
  • 32 Days On Market

  Current Estimated Value $286,619

  Last Listing Agent Jennifer Lappe Keller Williams Realty

  18-20 Bedford Ave, Middletown, NY 10940
• 

  $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

  Current Estimated Value $361,628

  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 $208,319

  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
  • 30,492 Sq Ft
  • $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
• 

  $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

  Current Estimated Value $403,177

  Last Listing Agent Joseph Paoli Howard Hanna Rand Realty

  41 California Ave, 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 $332,768

  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

  Current Estimated Value $816,230

  Last Listing Agent Juan Bautista Serhant LLC

  104 Elise Dr, Middletown, NY 10941
• 

  $320,000

  Sold Apr 15, 2026

  71 Commonwealth Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft
  • Built 1947

  Last Sold Summary

  • 11% Below List Price
  • $238/SF
  • 105 Days On Market

  Current Estimated Value $328,853

  Last Listing Agent Brian Caplicki KW Hudson Valley United

  71 Commonwealth Ave, Middletown, NY 10940
• 

  $499,000

  Sold Jun 22, 2026

  17 Ross Ln, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1971

  Last Sold Summary

  • $250/SF
  • 10 Days On Market

  Current Estimated Value $495,437

  Last Listing Agent David Furlin BHHS Hudson Valley Properties

  17 Ross Ln, Middletown, NY 10941
• 

  $550,000

  Sold Mar 05, 2026

  9 Country Club Dr, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 3,013 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Above List Price
  • $183/SF
  • 8 Days On Market

  Current Estimated Value $552,481

  Last Listing Agent Kewin Garabito eXp Realty

  9 Country Club Dr, 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 $477,279

  Last Listing Agent Susan Giordano Hudson Premium Realty

  49 Cornwall Ln, Middletown, NY 10940
• 

  $670,000

  Sold Jul 31, 2026

  217 Schoolhouse Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft
  • Built 2022

  Last Sold Summary

  • 1% Below List Price
  • $278/SF
  • 37 Days On Market

  Current Estimated Value $674,544

  Last Listing Agent Nerette Lewis RE/MAX Town & Country

  217 Schoolhouse Rd, Middletown, NY 10940
• 

  $245,000

  Sold Apr 29, 2026

  193 Schutt Rd, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Below List Price
  • $272/SF
  • 133 Days On Market

  Current Estimated Value $249,718

  Last Listing Agent Jeanmarie Valentin HomeSmart Homes & Estates

  193 Schutt Rd, Middletown, NY 10940
• 

  $315,000

  Sold Aug 10, 2026

  37 California Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1926

  Last Sold Summary

  • 1% Below List Price
  • $273/SF
  • 19 Days On Market

  Current Estimated Value $315,438

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  37 California Ave, Middletown, NY 10940
• 

  $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 $1,496,687

  Last Listing Agent Joe Distelburger Keller Williams Realty

  40 Camp Orange Rd, Middletown, NY 10941
• 

  $460,000

  Sold Feb 16, 2026

  23 Avoncroft Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2010

  Last Sold Summary

  • $179/SF
  • 69 Days On Market

  Current Estimated Value $478,544

  Last Listing Agent Carol Cruz Curasi Realty, Inc.

  23 Avoncroft Ln, Middletown, NY 10940
• 

  $277,000

  Sold Apr 07, 2026

  78 Deer Ct Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $215/SF
  • 71 Days On Market

  Current Estimated Value $284,011

  Last Listing Agent Ewa Kusmierek eXp Realty

  78 Deer Ct Dr, Middletown, NY 10940
• 

  $360,000

  Sold Apr 14, 2026

  390 Hufcut Rd, Middletown, NY 10941

  • 2 Beds
  • 1 Bath
  • 1,142 Sq Ft
  • Built 1941

  Last Sold Summary

  • 5% Below List Price
  • $315/SF
  • 138 Days On Market

  Current Estimated Value $355,134

  Last Listing Agent Silvana Milinovich RE/MAX Prime Properties

  390 Hufcut Rd, Middletown, NY 10941
• 

  $383,000

  Sold Apr 10, 2026

  15 Clark St, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,036 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Below List Price
  • $370/SF
  • 134 Days On Market

  Current Estimated Value $335,846

  Last Listing Agent Hilary Ryan Goldman Howard Hanna Rand Realty

  15 Clark St, Middletown, NY 10940
• 

  $450,000

  Sold Jul 31, 2026

  5 Loch Invar Ln, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,646 Sq Ft
  • Built 1971

  Last Sold Summary

  • 22% Above List Price
  • $273/SF
  • 20 Days On Market

  Current Estimated Value $395,426

  Last Listing Agent Kristine Many Keller Williams Realty

  5 Loch Invar Ln, Middletown, NY 10941
• 

  $315,000

  Sold May 05, 2026

  24 Edinburgh Rd, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 1,796 Sq Ft
  • Built 1967

  Last Sold Summary

  • 18% Below List Price
  • $175/SF
  • 272 Days On Market

  Current Estimated Value $298,372

  Last Listing Agent Ernie Acampora River Realty Services, Inc.

  24 Edinburgh Rd, Middletown, NY 10941
• 

  $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 $380,077

  Last Listing Agent Dulce M Ferrera KW Hudson Valley United

  17 Old Anvil Ln, Middletown, NY 10940
• 

  $485,000

  Sold Mar 03, 2026

  29 Keasel Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Below List Price
  • $239/SF
  • 121 Days On Market

  Current Estimated Value $486,713

  Last Listing Agent Ramanjit Dhanoa eXp Realty

  29 Keasel 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

  Current Estimated Value $264,457

  Last Listing Agent Walter Welsh HomeSmart Homes & Estates

  299 Highland Ave Extension, Middletown, NY 10940
• 

  $480,000

  Sold Aug 10, 2026

  76 Magnolia Park Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,167 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $222/SF
  • 170 Days On Market

  Current Estimated Value $556,488

  Last Listing Agent Ryan Degnan Howard Hanna Rand Realty

  76 Magnolia Park Rd, Middletown, NY 10940
• 

  $575,000

  Sold Aug 14, 2026

  48 High Ridge Ln, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 3,003 Sq Ft
  • Built 2008

  Last Sold Summary

  • $191/SF
  • 14 Days On Market

  Current Estimated Value $575,729

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

  48 High Ridge Ln, Middletown, NY 10940
• 

  $430,000

  Sold Mar 26, 2026

  37 Pinto Rd E, Middletown, NY 10941

  • 2 Beds
  • 2.5 Baths
  • 1,728 Sq Ft
  • Built 2018

  Last Sold Summary

  • $249/SF
  • 27 Days On Market

  Current Estimated Value $421,094

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  37 Pinto Rd E, 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 KW Hudson Valley United

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

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