Recently Sold Middletown, NY Homes

• 

  $445,000

  Sold Nov 19, 2025

  2 Mountain Ave, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 2,447 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Above List Price
  • $182/SF
  • 42 Days On Market

  Current Estimated Value $360,698

  Last Listing Agent Jeaneth Pino-Bartchak RE/MAX Benchmark Realty Group

  2 Mountain Ave, Middletown, NY 10940
• 

  $460,000

  Sold Nov 25, 2025

  7 Orchard St, Middletown, NY 10940

  • 5 Beds
  • 2.5 Baths
  • 2,856 Sq Ft
  • Built 1870

  Last Sold Summary

  • $161/SF
  • 27 Days On Market

  Current Estimated Value $457,323

  Last Listing Agent Patrick Taylor BHG Real Estate Green Team

  7 Orchard St, Middletown, NY 10940
• 

  

  

  /16

  $330,000

  Sold Jul 28, 2025

  31-33 Linden Ave, Middletown, NY 10940

  • 7 Beds
  • 2.5 Baths
  • 2,026 Sq Ft
  • Built 1880

  Last Sold Summary

  • 6% Below List Price
  • $163/SF
  • 25 Days On Market

  Current Estimated Value $353,193

  Last Listing Agent Karen Smith Anderson 1st Kander Realty Inc

  31-33 Linden Ave, Middletown, NY 10940
• 

  $425,000

  Sold Apr 09, 2026

  1065 Dolsontown Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,184 Sq Ft
  • Built 1987

  Last Sold Summary

  • $359/SF
  • 34 Days On Market

  Current Estimated Value $423,249

  Last Listing Agent Susan Giordano Hudson Premium Realty

  1065 Dolsontown Rd, Middletown, NY 10940
• 

  $153,000

  Sold Apr 03, 2026

  Lot 2 S Centerville Rd, Middletown, NY 10940

  • Land
  • 2.9 Acres
  • $52,759 per Acre

  Last Sold Summary

  • 9% Above List Price
  • 14 Days On Market

  Last Listing Agent Annie Hansen Howard Hanna Rand Realty

  Lot 2 S Centerville Rd, Middletown, NY 10940
• 

  $285,000

  Sold Jun 02, 2026

  108 Sproat St, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,142 Sq Ft
  • Built 1934

  Last Sold Summary

  • 3% Above List Price
  • $250/SF
  • 26 Days On Market

  Current Estimated Value $296,445

  Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

  108 Sproat St, Middletown, NY 10940
• 

  $290,000

  Sold Jun 01, 2026

  46 Knapp Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft
  • Built 1890

  Last Sold Summary

  • 3% Below List Price
  • $179/SF
  • 21 Days On Market

  Current Estimated Value $301,163

  Last Listing Agent Dulce M Ferrera KW Hudson Valley United

  46 Knapp Ave, Middletown, NY 10940
• 

  $320,000

  Sold Nov 03, 2025

  3 Allan Park Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 75 Days On Market

  Current Estimated Value $315,728

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  3 Allan Park Mews, Middletown, NY 10940
• 

  $235,000

  Sold Sep 04, 2025

  181 Ruth Ct, Middletown, NY 10940

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

  Last Sold Summary

  • 12% Above List Price
  • $267/SF
  • 18 Days On Market

  Current Estimated Value $238,031

  Last Listing Agent Nicholas Cuomo Keller Williams Realty

  181 Ruth Ct, Middletown, NY 10940
• 

  $506,500

  Sold Sep 05, 2025

  61 Reinhardt Rd, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 2,095 Sq Ft
  • Built 1971

  Last Sold Summary

  • 10% Below List Price
  • $242/SF
  • 48 Days On Market

  Current Estimated Value $498,406

  Last Listing Agent Christine Vande Vrede Chapin Sotheby's Intl Rlty

  61 Reinhardt Rd, Middletown, NY 10940
• 

  $465,000

  Sold Jun 09, 2026

  239 Millsburg Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $346/SF
  • 22 Days On Market

  Current Estimated Value $435,432

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  239 Millsburg Rd, Middletown, NY 10940
• 

  $325,000

  Sold Dec 29, 2025

  138 Camp Orange Rd, Middletown, NY 10941

  • 3 Beds
  • 1 Bath
  • 1,256 Sq Ft
  • Built 1940

  Last Sold Summary

  • $259/SF
  • 28 Days On Market

  Current Estimated Value $323,854

  Last Listing Agent Annmarie Kovacs Howard Hanna Rand Realty

  138 Camp Orange Rd, Middletown, NY 10941
• 

  $300,000

  Sold Feb 25, 2026

  36 Bert Crawford Rd, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft
  • Built 1947

  Last Sold Summary

  • 6% Below List Price
  • $359/SF
  • 56 Days On Market

  Current Estimated Value $320,260

  Last Listing Agent Tom Pahucki Keller Williams Realty

  36 Bert Crawford Rd, Middletown, NY 10940
• 

  $415,000

  Sold Jul 03, 2025

  100 Woodlake Dr, Middletown, NY 10940

  • 2 Beds
  • 4 Baths
  • 2,161 Sq Ft
  • Built 2006

  Last Sold Summary

  • $192/SF
  • 54 Days On Market

  Current Estimated Value $430,893

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  100 Woodlake Dr, Middletown, NY 10940
• 

  $395,000

  Sold Jan 29, 2026

  77 Prince St, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,245 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $317/SF
  • 96 Days On Market

  Current Estimated Value $389,644

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

  77 Prince St, Middletown, NY 10940
• 

  $515,000

  Sold Apr 13, 2026

  913 Silver Lake Scotchtown Rd, Middletown, NY 10941

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft
  • Built 2008

  Last Sold Summary

  • 5% Above List Price
  • $238/SF
  • 34 Days On Market

  Current Estimated Value $507,082

  Last Listing Agent Liudmila Lobeeva eXp Realty

  913 Silver Lake Scotchtown Rd, Middletown, NY 10941
• 

  $499

  Sold Dec 01, 2025

  19 Pleasant Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 2,000 Sq Ft
  • Built 1992

  Last Sold Summary

  • 100% Below List Price
  • $0/SF
  • 10 Days On Market

  Current Estimated Value $416,809

  Last Listing Agent Paul Verdicchio Halo Realty Properties LLC

  19 Pleasant Ave, Middletown, NY 10940
• 

  $265,000

  Sold May 20, 2026

  9 Genung St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • Built 1860

  Last Sold Summary

  • 36% Below List Price
  • $214/SF
  • 202 Days On Market

  Current Estimated Value $282,482

  Last Listing Agent Anthony Rivas KW Hudson Valley United

  9 Genung St, Middletown, NY 10940
• 

  $530,000

  Sold Jun 22, 2026

  19 Sunflower St, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Above List Price
  • $284/SF
  • 32 Days On Market

  Current Estimated Value $504,215

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  19 Sunflower St, Middletown, NY 10940
• 

  $315,000

  Sold Jan 29, 2026

  10 Myrtle Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • Built 1910

  Last Sold Summary

  • $196/SF
  • 54 Days On Market

  Current Estimated Value $320,774

  Last Listing Agent Andi Berisha BHHS Hudson Valley Properties

  10 Myrtle Ave, Middletown, NY 10940
• 

  $800,000

  Sold Apr 20, 2026

  30 Heather Ct, Middletown, NY 10941

  • 4 Beds
  • 4 Baths
  • 5,816 Sq Ft
  • Built 2001

  Last Sold Summary

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

  Current Estimated Value $838,265

  Last Listing Agent John Ruggieri BHHS Hudson Valley Properties

  30 Heather Ct, Middletown, NY 10941
• 

  $610,000

  Sold Jul 02, 2026

  24 Juniper Cir, Middletown, NY 10940

  • 2 Beds
  • 3 Baths
  • 2,975 Sq Ft
  • Built 2008

  Last Sold Summary

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

  Current Estimated Value $620,999

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  24 Juniper Cir, Middletown, NY 10940
• 

  $300,000

  Sold Feb 23, 2026

  927 Tower Ridge Cir, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Below List Price
  • $247/SF
  • 23 Days On Market

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  927 Tower Ridge Cir, Middletown, NY 10941
• 

  $600,000

  Sold Aug 15, 2025

  388 Mt Orange Rd, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,824 Sq Ft
  • Built 1993

  Last Sold Summary

  • 4% Below List Price
  • $212/SF
  • 40 Days On Market

  Current Estimated Value $602,099

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  388 Mt Orange Rd, Middletown, NY 10940
• 

  $490,000

  Sold Apr 24, 2026

  54 Ogden St, Middletown, NY 10940

  • 5 Beds
  • 3 Baths
  • 3,103 Sq Ft
  • Built 1910

  Last Sold Summary

  • 23% Above List Price
  • $158/SF
  • 20 Days On Market

  Current Estimated Value $431,393

  Last Listing Agent Brian Caplicki KW Hudson Valley United

  54 Ogden St, Middletown, NY 10940
• 

  $294,000

  Sold Jul 28, 2025

  303 Wawayanda Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,464 Sq Ft
  • Built 1951

  Last Sold Summary

  • 23% Below List Price
  • $201/SF
  • 102 Days On Market

  Current Estimated Value $318,683

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  303 Wawayanda Ave, Middletown, NY 10940
• 

  $559,000

  Sold Aug 18, 2025

  17 Juniper Cir, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 2,229 Sq Ft
  • Built 2010

  Last Sold Summary

  • 6% Above List Price
  • $251/SF
  • 31 Days On Market

  Current Estimated Value $574,168

  Last Listing Agent John Olivero Keller Williams Realty

  17 Juniper Cir, Middletown, NY 10940
• 

  $257,000

  Sold Feb 13, 2026

  118 Deer Ct Dr Unit bldg 5, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft
  • Built 1991

  Last Sold Summary

  • 1% Below List Price
  • $199/SF
  • 67 Days On Market

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  118 Deer Ct Dr Unit bldg 5, Middletown, NY 10940
• 

  $430,000

  Sold May 13, 2026

  2 Thomas Jefferson Place, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,724 Sq Ft
  • Built 1954

  Last Sold Summary

  • 8% Above List Price
  • $249/SF
  • 26 Days On Market

  Current Estimated Value $401,036

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  2 Thomas Jefferson Place, Middletown, NY 10940
• 

  $343,000

  Sold Dec 04, 2025

  38 Wilson St, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,564 Sq Ft
  • Built 1958

  Last Sold Summary

  • 7% Below List Price
  • $219/SF
  • 120 Days On Market

  Current Estimated Value $351,853

  Last Listing Agent Pete Koutros Keller Williams Hudson Valley

  38 Wilson St, Middletown, NY 10940
• 

  $550,000

  Sold May 08, 2026

  43 Putters Way, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 3,013 Sq Ft
  • Built 2007

  Last Sold Summary

  • 12% Below List Price
  • $183/SF
  • 20 Days On Market

  Current Estimated Value $603,907

  Last Listing Agent Chris Staritz Howard Hanna Rand Realty

  43 Putters Way, Middletown, NY 10940
• 

  $310,000

  Sold Jun 24, 2026

  3 Top Notch Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 1960

  Last Sold Summary

  • 7% Above List Price
  • $130/SF
  • 55 Days On Market

  Current Estimated Value $340,780

  Last Listing Agent Andrea Rose KW Hudson Valley United

  3 Top Notch Rd, Middletown, NY 10940
• 

  $600,000

  Sold Oct 30, 2025

  322 Union School Rd, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 2,340 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $256/SF
  • 24 Days On Market

  Current Estimated Value $583,043

  Last Listing Agent Richard Wawrynek Howard Hanna Rand Realty

  322 Union School Rd, Middletown, NY 10941
• 

  $36,900

  Sold Jun 17, 2026

  40 Ivory Ln, Middletown, NY 10940

  • 550 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Below List Price
  • $67/SF
  • 340 Days On Market

  Last Listing Agent ALISON NIXON eXp Realty

  40 Ivory Ln, Middletown, NY 10940
• 

  $425,000

  Sold Jul 24, 2025

  22 Willow Place, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,316 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $323/SF
  • 27 Days On Market

  Current Estimated Value $418,440

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  22 Willow Place, Middletown, NY 10940
• 

  $482,000

  Sold Apr 29, 2026

  15 Lindentree Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Below List Price
  • $264/SF
  • 111 Days On Market

  Current Estimated Value $481,387

  Last Listing Agent Regina Clark Real Estate Circuit Inc

  15 Lindentree Ln, Middletown, NY 10940
• 

  $315,000

  Sold Mar 31, 2026

  21 Ridge St, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $158/SF
  • 25 Days On Market

  Current Estimated Value $339,082

  Last Listing Agent Donna Reese KW Hudson Valley United

  21 Ridge St, Middletown, NY 10940
• 

  $399,000

  Sold Feb 20, 2026

  270 Crystal Run Rd, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Built 1956

  Last Sold Summary

  • $275/SF
  • 30 Days On Market

  Current Estimated Value $393,536

  Last Listing Agent Brian Caplicki KW Hudson Valley United

  270 Crystal Run Rd, Middletown, NY 10941
• 

  $445,000

  Sold Jul 21, 2025

  129 Meadow View Dr Unit 1105, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 1,827 Sq Ft
  • Built 2016

  Last Sold Summary

  • 1% Above List Price
  • $244/SF
  • 16 Days On Market

  Last Listing Agent D'Wana Haynesworth YourHomeSold Guaranteed Realty

  129 Meadow View Dr Unit 1105, Middletown, NY 10940
• 

  $235,000

  Sold Aug 29, 2025

  256 Concord Ln, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1989

  Last Sold Summary

  • $235/SF
  • 29 Days On Market

  Current Estimated Value $231,803

  Last Listing Agent Carol Cruz KW Hudson Valley United

  256 Concord Ln, Middletown, NY 10940

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