Recently Sold Middletown, NY Homes

• 

  $504,500 Sold Sep 08, 2025

  450 Mt Orange Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 2008

  Last Sold Summary

  • 8% Above List Price
  • $240/SF
  • 33 Days On Market

  Current Estimated Value $490,996

  Last Listing Agent Katrina Roloson Keller Williams Realty

  450 Mt Orange Rd, Middletown, NY 10940
• 

  $280,000 Sold Nov 26, 2025

  127 Watkins Ave Unit 129, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft
  • Built 1951

  Last Sold Summary

  • 12% Below List Price
  • $246/SF
  • 27 Days On Market

  Last Listing Agent Waldina Almazan RE/MAX Benchmark Realty Group

  127 Watkins Ave Unit 129, Middletown, NY 10940
• 

  $1,300,000 Sold Sep 12, 2025

  529 New York 17m Unit 531, Middletown, NY 10940

  • 4 Beds
  • 1.5 Baths
  • 4,240 Sq Ft
  • Built 1940

  Last Sold Summary

  • 10% Below List Price
  • $307/SF
  • 222 Days On Market

  Current Estimated Value $1,567,558

  Last Listing Agent John McCarey John I McCarey

  529 New York 17m Unit 531, Middletown, NY 10940
• 

  $405,000 Sold Dec 17, 2025

  47 Prince St, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 1,620 Sq Ft
  • Built 1880

  Last Sold Summary

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

  Last Listing Agent D'Wana Haynesworth YourHomeSold Guaranteed Realty

  47 Prince St, Middletown, NY 10940
• 

  $465,000 Sold Dec 31, 2025

  284 Ohaire Rd, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1960

  Last Sold Summary

  • 7% Above List Price
  • $334/SF
  • 27 Days On Market

  Last Listing Agent Antoinette Gundersen HomeSmart Homes & Estates

  284 Ohaire Rd, Middletown, NY 10941
• 

  $405,000 Sold Dec 17, 2025

  53 Fair Oaks Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Above List Price
  • $218/SF
  • 22 Days On Market

  Last Listing Agent Karen Green-Nelson Coldwell Banker Realty

  53 Fair Oaks Rd, Middletown, NY 10940
• 

  $700,008 Sold Jan 30, 2026

  93 Elise Dr, Middletown, NY 10941

  • 5 Beds
  • 3 Baths
  • 3,731 Sq Ft
  • Built 2003

  Last Sold Summary

  • 12% Below List Price
  • $188/SF
  • 135 Days On Market

  Last Listing Agent Marion Bruhns Howard Hanna Rand Realty

  93 Elise Dr, Middletown, NY 10941
• 

  $489,000 Sold May 08, 2025

  61 Jasmine Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 2007

  Last Sold Summary

  • $262/SF
  • 72 Days On Market

  Current Estimated Value $513,849

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  61 Jasmine Dr, Middletown, NY 10940
• 

  $429,900 Sold Apr 24, 2025

  55 Beverly Dr, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1963

  Last Sold Summary

  • $233/SF
  • 25 Days On Market

  Current Estimated Value $450,106

  Last Listing Agent Antoinette Gundersen HomeSmart Homes & Estates

  55 Beverly Dr, Middletown, NY 10941
• 

  $549,000 Sold Jul 18, 2025

  11 Fairview Ave, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 1,950 Sq Ft
  • Built 2025

  Last Sold Summary

  • $282/SF
  • 61 Days On Market

  Current Estimated Value $552,475

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

  11 Fairview Ave, Middletown, NY 10940
• 

  $330,000 Sold Nov 07, 2025

  29 Beth Dr, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 1,716 Sq Ft
  • Built 1978

  Last Sold Summary

  • 6% Below List Price
  • $192/SF
  • 47 Days On Market

  Current Estimated Value $379,436

  Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

  29 Beth Dr, Middletown, NY 10941
• 

  $520,000 Sold Dec 22, 2025

  841 Howells Turnpike, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Below List Price
  • $236/SF
  • 57 Days On Market

  Last Listing Agent Alyse Toffel Keller Williams Hudson Valley

  841 Howells Turnpike, Middletown, NY 10940
• 

  $315,000 Sold Mar 31, 2025

  125 Overhill Rd, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,408 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Above List Price
  • $224/SF
  • 204 Days On Market

  Current Estimated Value $337,834

  Last Listing Agent Michelle Gruberger Real Estate Circuit Inc

  125 Overhill Rd, Middletown, NY 10940
• 

  $496,000 Sold Sep 18, 2025

  7 Ross Ln, Middletown, NY 10941

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

  Last Sold Summary

  • 10% Above List Price
  • $248/SF
  • 24 Days On Market

  Current Estimated Value $484,682

  Last Listing Agent David Furlin BHHS Hudson Valley Properties

  7 Ross Ln, Middletown, NY 10941
• 

  $350,000 Sold Apr 10, 2025

  24 Palmer Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,553 Sq Ft
  • Built 1989

  Last Sold Summary

  • $225/SF
  • 23 Days On Market

  Current Estimated Value $364,685

  Last Listing Agent Kewin Garabito eXp Realty

  24 Palmer Ave, Middletown, NY 10940
• 

  $369,000 Sold Aug 12, 2025

  2189 Mt Hope Rd, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • Built 1955

  Last Sold Summary

  • 8% Below List Price
  • $252/SF
  • 90 Days On Market

  Current Estimated Value $382,280

  Last Listing Agent Danielle Hinton Redfin Real Estate

  2189 Mt Hope Rd, Middletown, NY 10940
• 

  $15,000 Sold Jun 06, 2025

  48 Wawayanda Ave, Middletown, NY 10940

  • Land
  • 0.08 Acre
  • $184,729 per Acre

  Last Sold Summary

  • 50% Below List Price
  • 155 Days On Market

  Current Estimated Value $186,224

  Last Listing Agent Andi Berisha BHHS Hudson Valley Properties

  48 Wawayanda Ave, Middletown, NY 10940
• 

  $475,000 Sold Oct 31, 2025

  51 Pine Ct, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft
  • Built 1972

  Last Sold Summary

  • 12% Below List Price
  • $233/SF
  • 95 Days On Market

  Current Estimated Value $439,353

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  51 Pine Ct, Middletown, NY 10941
• 

  $383,000 Sold May 22, 2025

  38 Karen Dr, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,386 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $276/SF
  • 39 Days On Market

  Current Estimated Value $395,143

  Last Listing Agent Travis Thompson Keller Williams Hudson Valley

  38 Karen Dr, Middletown, NY 10940
• 

  $411,900 Sold Sep 26, 2025

  54 Brewster Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,914 Sq Ft
  • Built 1985

  Last Sold Summary

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

  Current Estimated Value $422,616

  Last Listing Agent Andrea Rose Keller Williams Hudson Valley

  54 Brewster Dr, Middletown, NY 10940
• 

  $255,000 Sold Apr 09, 2025

  6 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1977

  Last Sold Summary

  • 7% Below List Price
  • $177/SF
  • 100 Days On Market

  Current Estimated Value $262,812

  Last Listing Agent Travis Thompson Keller Williams Hudson Valley

  6 Sarah Ln, Middletown, NY 10941
• 

  $502,500 Sold Jan 07, 2026

  9 Birchwood Ln, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 1,732 Sq Ft
  • Built 1987

  Last Sold Summary

  • 12% Above List Price
  • $290/SF
  • 29 Days On Market

  Last Listing Agent Susan Giordano John J Lease REALTORS Inc

  9 Birchwood Ln, Middletown, NY 10940
• 

  $334,000 Sold Sep 24, 2025

  23 Willow Place, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,066 Sq Ft
  • Built 1956

  Last Sold Summary

  • 5% Below List Price
  • $313/SF
  • 92 Days On Market

  Current Estimated Value $336,228

  Last Listing Agent Maria Sairrino Cronin & Company Real Estate

  23 Willow Place, Middletown, NY 10940
• 

  $660,000 Sold Oct 29, 2025

  12 Beyers Rd, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,378 Sq Ft
  • Built 2025

  Last Sold Summary

  • $278/SF
  • 4 Days On Market

  Last Listing Agent Chris Ogden Realty Promotions Inc

  12 Beyers Rd, Middletown, NY 10941
• 

  

  /21

  $151,000 Sold Sep 30, 2025

  78 Austin St, Middletown, NY 12093

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1885

  Last Sold Summary

  • 34% Below List Price
  • $151/SF
  • 265 Days On Market

  Current Estimated Value $166,752

  Last Listing Agent Lorraine Takahashi Listing by Howard Hanna

  

  78 Austin St, Middletown, NY 12093
• 

  

  /14

  $220,000 Sold Nov 21, 2025

  778 Bragg Hollow Rd, Middletown, NY 12438

  • Land
  • 15.23 Acres
  • $14,445 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 46 Days On Market

  Last Listing Agent Sarah Broach Listing by Keller Williams Upstate NY Properties

  

  778 Bragg Hollow Rd, Middletown, NY 12438
• 

  $485,000 Sold Sep 15, 2025

  84 Jasmine Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft
  • Built 2011

  Last Sold Summary

  • 1% Below List Price
  • $329/SF
  • 39 Days On Market

  Current Estimated Value $492,526

  Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

  84 Jasmine Dr, Middletown, NY 10940
• 

  $265,000 Sold Sep 15, 2025

  34 Jimal Dr, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,082 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Above List Price
  • $245/SF
  • 65 Days On Market

  Current Estimated Value $273,025

  Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

  34 Jimal Dr, Middletown, NY 10940
• 

  $199,000 Sold Sep 05, 2025

  90 Inwood Rd, Middletown, NY 10941

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • Built 1975

  Last Sold Summary

  • $212/SF
  • 37 Days On Market

  Last Listing Agent Gursharn Dhaliwal BHHS Hudson Valley Properties

  90 Inwood Rd, Middletown, NY 10941
• 

  $280,000 Sold May 12, 2025

  34 Black Stallion Ct, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $236/SF
  • 38 Days On Market

  Current Estimated Value $287,492

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  34 Black Stallion Ct, Middletown, NY 10940
• 

  $238,000 Sold Sep 30, 2025

  72 Greenway Terrace, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,790 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Above List Price
  • $133/SF
  • 26 Days On Market

  Current Estimated Value $241,131

  Last Listing Agent Maryann Tercasio Howard Hanna Rand Realty

  72 Greenway Terrace, Middletown, NY 10941
• 

  $460,000 Sold Jan 09, 2026

  22 Mark Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,832 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $162/SF
  • 30 Days On Market

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  22 Mark Dr, Middletown, NY 10940
• 

  $249,000 Sold Apr 25, 2025

  15 W Conkling Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 850 Sq Ft
  • Built 1948

  Last Sold Summary

  • $293/SF
  • 28 Days On Market

  Current Estimated Value $267,238

  Last Listing Agent Carmela Lopez Borrazas Serhant LLC

  15 W Conkling Ave, Middletown, NY 10940
• 

  $665,000 Sold Jun 26, 2025

  96 Tice Ln, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • Built 1949

  Last Sold Summary

  • 5% Below List Price
  • $266/SF
  • 152 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  96 Tice Ln, Middletown, NY 10941
• 

  $380,000 Sold Jul 10, 2025

  50 Bedford Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Built 1952

  Last Sold Summary

  • 9% Above List Price
  • $260/SF
  • 28 Days On Market

  Current Estimated Value $387,107

  Last Listing Agent Asa Lennon RE/MAX Benchmark Realty Group

  50 Bedford Ave, Middletown, NY 10940
• 

  $325,000 Sold Sep 04, 2025

  5 Carl Place, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1957

  Last Sold Summary

  • $308/SF
  • 33 Days On Market

  Current Estimated Value $330,556

  Last Listing Agent Maria Sairrino Cronin & Company Real Estate

  5 Carl Place, Middletown, NY 10940
• 

  $550,000 Sold Nov 07, 2025

  116 Lewis Landing Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,933 Sq Ft
  • Built 1987

  Last Sold Summary

  • $188/SF
  • 29 Days On Market

  Current Estimated Value $542,641

  Last Listing Agent Thomas Smith Cronin & Company Real Estate

  116 Lewis Landing Rd, Middletown, NY 10940
• 

  $275,000 Sold Jul 11, 2025

  65 Jimal Dr, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,133 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Above List Price
  • $243/SF
  • 28 Days On Market

  Current Estimated Value $280,923

  Last Listing Agent Vincent Nastro Howard Hanna Rand Realty

  65 Jimal Dr, Middletown, NY 10940
• 

  $295,000 Sold Aug 11, 2025

  37 Wisner Ave Unit 39, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,878 Sq Ft
  • Built 2006

  Last Sold Summary

  • 18% Above List Price
  • $157/SF
  • 24 Days On Market

  Current Estimated Value $404,016

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  37 Wisner Ave Unit 39, Middletown, NY 10940
• 

  $280,000 Sold Dec 06, 2025

  89 Sycamore Dr, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1977

  Last Sold Summary

  • 4% Above List Price
  • $295/SF
  • 32 Days On Market

  Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

  89 Sycamore Dr, Middletown, NY 10940

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