Middletown, NY Homes

• 

  

  /2

  $24,500

  $3K PRICE DROP

  • Land
  • 1,393 Sq Ft
  • $765,625 per Acre

  138-1/2 Linden Ave, Middletown, NY 10940

  Lot is vacant and directly between 138 & 140 Linden Ave

  Olivia Cappelli Donna Ruffino Realty Corp

  138-1/2 Linden Ave, Middletown, NY 10940
• 

  $537,000

  Sold May 27, 2026

  127 Sproat St, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,052 Sq Ft
  • Built 1971

  Last Sold Summary

  • 5% Above List Price
  • $262/SF
  • 19 Days On Market

  Current Estimated Value $521,484

  Last Listing Agent Brian Caplicki KW Hudson Valley United

  127 Sproat St, Middletown, NY 10940
• 

  Est $323,796

  Not Listed For Sale

  32 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1974

  32 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 87 Days On Market

  Last Listing Agent Gloria Allan Hudson Premium Realty
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  /40

  $499,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  37 California Dr, Middletown, NY 10940

  GORGEOUS turn-key home located in the outskirts of Middletown with Minisink schools. Do NOT let the outside fool you as this home is much larger than expected... Step inside this Raised Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to dining area & kitchen. New hardwood floors in upper level, vinyl floors in lower level and recessed lighting

  Sandra Arnez KW Hudson Valley United

  37 California Dr, Middletown, NY 10940
• 

  $485,000

  Sold Dec 17, 2025

  80 Fairways Dr, Middletown, NY 10940

  • 2 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Above List Price
  • $233/SF
  • 22 Days On Market

  Current Estimated Value $499,869

  Last Listing Agent Christina Lake Davis R Chant Real Estate Inc.

  80 Fairways Dr, Middletown, NY 10940
• 

  Est $453,907

  Not Listed For Sale

  10 Crane Rd, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,138 Sq Ft
  • Built 1975

  10 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate
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  /36

  $269,888

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,021 Sq Ft

  125 Deer Ln, Middletown, NY 12468

  Owner financing considered for a qualified buyer.........Great ski house, seasonal getaway, or year-round home in the Catskills........ Welcome to 125 Deer Lane, Arkville — a fully renovated turnkey cottage on approximately 1.7 private acres at the end of a quiet dead-end lane....... Move-in ready.........Outside: new metal roof, wood siding, deck, and a maintained shed....... About 1.7 acres

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  125 Deer Ln, Middletown, NY 12468
• 

  $462,000

  Sold Sep 11, 2026

  28 Wilson St, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,624 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Above List Price
  • $284/SF
  • 19 Days On Market

  Current Estimated Value $442,853

  Last Listing Agent Geoffrey Green BHG Real Estate Green Team

  28 Wilson St, Middletown, NY 10940
• 

  Est $423,944

  Not Listed For Sale

  76 Freezer Rd, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,820 Sq Ft
  • Built 1975

  76 Freezer Rd, Middletown, NY 10941

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Jacqueline Santiago HomeSmart Homes & Estates
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  /50

  $675,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  140 Burnt Corners Rd, Middletown, NY 10940

  Welcome to 140 Burnt Corners Road—an extraordinary estate offering the perfect blend of timeless elegance, exceptional craftsmanship, and the tranquility of five breathtaking private acres in the highly sought-after Minisink Valley School District. Set well back from the road and surrounded by mature trees, this exceptional property offers the privacy and serenity of a country retreat while

  Michael Cahill HomeSmart Homes & Estates

  140 Burnt Corners Rd, Middletown, NY 10940
• 

  $470,000

  Sold Feb 24, 2026

  40 Cornwall Ln, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 2,784 Sq Ft
  • Built 2009

  Last Sold Summary

  • 3% Below List Price
  • $169/SF
  • 20 Days On Market

  Current Estimated Value $481,649

  Last Listing Agent Melissa Henlon Royalty Realty NY LLC

  40 Cornwall Ln, Middletown, NY 10940
• 

  Est $338,953

  Not Listed For Sale

  84 Sandburg Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft
  • Built 1971

  84 Sandburg Ct, Middletown, NY 10941

  Last Sold Summary

  • 170 Days On Market

  Last Listing Agent Kelly Roebuck Curasi Realty, Inc.
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  /18

  $695,000

  $55K PRICE DROP

  • 8 Beds
  • 3 Baths
  • 3,000 Sq Ft

  21-23 Highland Ave, Middletown, NY 10940

  Kathleen Christopherson EXCLUSIVE SALES AND RENTALS

  21-23 Highland Ave, Middletown, NY 10940
• 

  $595,000

  Sold Oct 22, 2025

  658 Ingrassia Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,628 Sq Ft
  • Built 1987

  Last Sold Summary

  • 8% Above List Price
  • $226/SF
  • 39 Days On Market

  Current Estimated Value $610,616

  Last Listing Agent Rebecca Matta-Candela Keller Williams Realty

  658 Ingrassia Rd, Middletown, NY 10940
• 

  Est $322,996

  Not Listed For Sale

  70 Sandburg Ct, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft
  • Built 1971

  70 Sandburg Ct, Middletown, NY 10941

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Veronika Doherty Keller Williams Realty
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  /45

  $399,900

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,444 Sq Ft

  94 Jean Ridge Rd, Middletown, NY 10940

  Welcome to 94 Jean Ridge, where the feeling of home begins the moment you arrive. Perched at the top of the hill and tucked away at the end of a quiet cul-de-sac, this beautiful ranch offers a rare treehouse-like setting surrounded by nature on 1.5 acres.Inside, soaring ceilings and an abundance of windows create a bright, airy atmosphere while bringing the beauty of the outdoors in. With

  Juan Bautista Serhant LLC

  94 Jean Ridge Rd, Middletown, NY 10940
• 

  $306,000

  Sold Sep 29, 2025

  12 Deer Ct Dr, Middletown, NY 10940

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

  Last Sold Summary

  • 7% Below List Price
  • $167/SF
  • 58 Days On Market

  Current Estimated Value $334,776

  Last Listing Agent Beverly Huaman Howard Hanna Rand Realty

  12 Deer Ct Dr, Middletown, NY 10940
• 

  Est $247,879

  Not Listed For Sale

  36 Sandburg Ct, Middletown, NY 10941

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

  36 Sandburg Ct, Middletown, NY 10941

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Ernie Acampora River Realty Services, Inc.
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  /29

  $289,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft

  21 Dolson Ave, Middletown, NY 10940

  The home offers 2 bedrooms plus an additional room that works well as an office or flex space, 1 full bathroom, and a functional kitchen. The backyard is a standout — generous in size with a large deck, great for warm weather. A walk-out basement adds useful storage. Washer/dryer hookup in unit. Currently tenant-occupied at $2,300/month, making this a ready-to-go investment from day one. Close to

  Jacob Fried Keller Williams Realty

  21 Dolson Ave, Middletown, NY 10940
• 

  $580,000

  Sold Oct 01, 2025

  306 S Centerville Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,633 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Above List Price
  • $220/SF
  • 26 Days On Market

  Current Estimated Value $612,521

  Last Listing Agent Johan Tola Keller Williams Realty Group

  306 S Centerville Rd, Middletown, NY 10940
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  Est $319,440

  Not Listed For Sale

  32 Sandburg Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • Built 1971

  32 Sandburg Ct, Middletown, NY 10941

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Anita S. Cristiano Five Star Realty Group Intl
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  /16

  $220,000

  • 1 Bed
  • 1 Bath
  • 980 Sq Ft

  7 Harding St, Middletown, NY 10940

  Investor Alert: Turn-Key Cash Flow in Downtown Middletown!Tucked away at the end of a quiet street, this charming single-family home offers an incredible, immediate investment opportunity. The property features a reliable, long-term tenant already in place, generating a steady $1,600 per month in rental income. The main floor boasts a functional kitchen, living room, formal dining room, full

  Jonathon Lee KW Hudson Valley United

  7 Harding St, Middletown, NY 10940
• 

  $555,000

  Sold Mar 01, 2026

  78 Commonwealth Ave, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Below List Price
  • $263/SF
  • 26 Days On Market

  Current Estimated Value $552,633

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  78 Commonwealth Ave, Middletown, NY 10940
• 

  Est $286,970

  Not Listed For Sale

  42 Sheffield Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 1973

  42 Sheffield Dr, Middletown, NY 10940

  Last Sold Summary

  • 110 Days On Market

  Last Listing Agent Edwin Molina RE/MAX Benchmark Realty Group
• 

  

  /15

  $390,000

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  45 Deer Ct Dr, Middletown, NY 10940

  The flooring on both floors of the house was replaced, and the central air conditioning, hot water boiler, dryer, dishwasher, stove, and Robam range hood were all replaced.Property HighlightsPeaceful Cul-de-Sac Setting: Situated on Deer Court Drive, offering minimal drive-through traffic, enhanced privacy, and a safe, quiet street environment.Functional Living Space: Features

  Zhiheng Tang KW Hudson Valley United

  45 Deer Ct Dr, Middletown, NY 10940
• 

  $595,000

  Sold Oct 22, 2025

  360 New Vernon Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,316 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $257/SF
  • 131 Days On Market

  Current Estimated Value $634,887

  Last Listing Agent Felix Pena RE/MAX Benchmark Realty Group

  360 New Vernon Rd, Middletown, NY 10940
• 

  Est $428,652

  Not Listed For Sale

  28 Ross Ln, Middletown, NY 10941

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft
  • Built 1985

  28 Ross Ln, Middletown, NY 10941

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Leslie Vasquez Howard Hanna Rand Realty
• 

  

  /20

  $365,000

  $5K PRICE INCREASE Pending

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  14 Jackson Ave, Middletown, NY 10940

  Welcome home to this beautifully maintained 3-bedroom, 1-bath residence nestled on a picturesque street in a desirable location. From the moment you arrive, you’ll appreciate the inviting front porch, manicured grounds, and exceptional curb appeal that showcase years of meticulous care and maintenance. Inside, you’ll find a spacious living room, a formal dining room and a lovely eat-in kitchen

  Jennifer Kubler eRealty Advisors, Inc

  14 Jackson Ave, Middletown, NY 10940
• 

  $467,000

  Sold Oct 29, 2025

  22 Mud Mills Rd, Middletown, NY 10940

  • 8 Beds
  • 4 Baths
  • 4,698 Sq Ft
  • Built 1900

  Last Sold Summary

  • 28% Below List Price
  • $99/SF
  • 240 Days On Market

  Last Listing Agent Michelle Getty HVG Realty, Inc.

  22 Mud Mills Rd, Middletown, NY 10940
• 

  Est $484,601

  Not Listed For Sale

  8 Ross Ln, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 2,138 Sq Ft
  • Built 1971

  8 Ross Ln, Middletown, NY 10941

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent JANICE CARRASCO Nexthome NOVACARR Realty
• 

  

  /37

  $289,900

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft

  141 Ruth Ct, Middletown, NY 10940

  Welcome to 141 Ruth Court! This move-in-ready two-bedroom, two-full-bath home has been freshly painted and features new carpeting throughout, offering a clean and inviting space that’s ready for you to make your own. With a comfortable layout, two bedrooms, and two full baths, this home is a wonderful opportunity for easy, turnkey living. Cathedral ceilings, 2 floors, open floor plan offering

  Dawn Gregg Curasi Realty, Inc.

  141 Ruth Ct, Middletown, NY 10940
• 

  $750,000

  Sold Dec 03, 2025

  730 Mount Hope Rd, Middletown, NY 10940

  • 4 Beds
  • 4 Baths
  • 3,800 Sq Ft
  • Built 2025

  Last Sold Summary

  • $197/SF
  • 33 Days On Market

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

  730 Mount Hope Rd, Middletown, NY 10940
• 

  Est $499,192

  Not Listed For Sale

  7 Ross Ln, Middletown, NY 10941

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

  7 Ross Ln, Middletown, NY 10941

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent David Furlin BHHS Hudson Valley Properties
• 

  

  /31

  $339,000

  Pending

  • 2 Beds
  • 1 Bath
  • 992 Sq Ft

  26 Gardner Ave, Middletown, NY 10940

  A cozy and beautifully maintained home in a convenient location, this charming 2-bedroom, 1-bath property offers comfort, character, and thoughtful updates throughout. The updated kitchen and bathroom complement the warm hardwood floors on the main level, while raised dormers upstairs create a more spacious feel.The home features numerous important updates, including the roof, heating and

  Julie Kim Howard Hanna Rand Realty

  26 Gardner Ave, Middletown, NY 10940
• 

  $380,000

  Sold Aug 19, 2026

  21 Albert St, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft
  • Built 1880

  Last Sold Summary

  • 3% Below List Price
  • $230/SF
  • 49 Days On Market

  Current Estimated Value $637,575

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  21 Albert St, Middletown, NY 10940
• 

  Est $474,126

  Not Listed For Sale

  3 Charles Ct, Middletown, NY 10941

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

  3 Charles Ct, Middletown, NY 10941

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.
• 

  

  /19

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  41 Wallkill Ave, Middletown, NY 10940

  Bring your toolbox and your imagination. With some work and creativity, this property offers an exciting opportunity to make it your own. Offering plenty of character and charm, some updates will go a long way in making this beloved home truly shine. Endless potential awaits with this centrally located two story home in Middletown. Highlights include an inviting wraparound front porch, a spacious

  Frank Muccari Cronin & Company Real Estate

  41 Wallkill Ave, Middletown, NY 10940
• 

  $274,000

  Sold Nov 17, 2025

  100 Hillside Dr Unit C15, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Built 1987

  Last Sold Summary

  • 10% Above List Price
  • $271/SF
  • 22 Days On Market

  Last Listing Agent Regina Wittosch Howard Hanna Rand Realty

  100 Hillside Dr Unit C15, Middletown, NY 10941
• 

  Est $484,769

  Not Listed For Sale

  16 Beth Dr, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft
  • Built 1985

  16 Beth Dr, Middletown, NY 10941

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.
• 

  

  /46

  $489,999

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

  93 Meadow View Dr, Middletown, NY 10940

  This beautiful 3 bed 3 1/2 bath townhome is nestled in the heart of Middletown with so much to offer and just minutes to transportation to and from NYC. Upon entering you'll find beautiful hardwood floors throughout the first floor. An open floor plan including a sun drenched living room with a fireplace, full glass door leading to a very spacious deck for outdoor grilling or relaxation. Just

  Kevin Grier KW Hudson Valley United

  93 Meadow View Dr, Middletown, NY 10940

Showing Results 641 - 680, Page 17 of 18