Middletown, NY Homes

• 

  Est $476,174 Not Listed For Sale

  12 Harvest Hill Ln, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,055 Sq Ft
  • Built 1980

  12 Harvest Hill Ln, Middletown, NY 10940

  Last Sold Summary

  • 8% Above List Price
  • $215/SF
  • 90 Days On Market

  Last Sold Price $441,000

  Last Listing Agent Kevin Grier Keller Williams Hudson Valley
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  /25

  $379,000

  • 2 Beds
  • 1 Bath
  • 1,142 Sq Ft

  390 Hufcut Rd, Middletown, NY 10941

  Light-filled home offering peace & serenity situated on a large, flat grassy lot. This warm home has many upgrades including new siding, almost new roof, many new windows, re-finished hardwood flooring, and more. Easy, one level living offers you a convenient layout with living room, dining room, two good size bedrooms, finished attic with extended living space(bedroom, office etc), unfinished

  Silvana Milinovich RE/MAX Prime Properties

  390 Hufcut Rd, Middletown, NY 10941
• 

  $405,000 Sold May 21, 2025

  4 Cherry St, Middletown, NY 10940

  • 5 Beds
  • 2.5 Baths
  • 2,445 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Above List Price
  • $166/SF
  • 159 Days On Market

  Current Estimated Value $416,990

  Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

  4 Cherry St, Middletown, NY 10940
• 

  Not Listed For Sale

  86 Inwood Rd, Middletown, NY 10941

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

  86 Inwood Rd, Middletown, NY 10941

  Last Sold Summary

  • $214/SF
  • 35 Days On Market

  Last Sold Price $201,000

  Last Listing Agent Nancy LaBarbera Keller Williams Hudson Valley
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  /41

  $399,000 Pending

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

  15 Clark St, Middletown, NY 10940

  Charming cape with water views on quiet street with boat launch! A total dream! House was recently renovated both inside and out. The recently painted rich, navy blue siding pops as you pull up alongside the newly built stone wall to welcome family and friends. The interior has been updated with new paint and flooring. Neutral colors and touches of shiplap throughout make the whole home very

  Hilary Ryan Goldman Howard Hanna Rand Realty

  15 Clark St, Middletown, NY 10940
• 

  $300,000 Sold Jun 20, 2025

  16 Myrtle Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,732 Sq Ft
  • Built 1891

  Last Sold Summary

  • $173/SF
  • 22 Days On Market

  Current Estimated Value $307,741

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  16 Myrtle Ave, Middletown, NY 10940
• 

  Not Listed For Sale

  48 Inwood Rd, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1975

  48 Inwood Rd, Middletown, NY 10941

  Last Sold Summary

  • $227/SF
  • 29 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty
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  /17

  $345,000

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

  24 Edinburgh Rd, Middletown, NY 10941

  Looking for something different? This spacious 4 bedroom 2 full bath contemporary raised ranch in the Town Of Wallkill just may be what you are looking for ! Open living room with cathedral ceilings & hardwood flooring. First floor primary bedroom & primary bath. Upper level has hardwood flooring through out with 3 bedrooms & a full bath. Family room on lower level. Rear deck overlooking your

  Ernie Acampora River Realty Services, Inc.

  24 Edinburgh Rd, Middletown, NY 10941
• 

  $306,000 Sold Jan 27, 2026

  111 Apple Lane Dr, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1950

  Last Sold Summary

  • $266/SF
  • 99 Days On Market

  Current Estimated Value $310,283

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  111 Apple Lane Dr, Middletown, NY 10940
• 

  Est $290,649 Not Listed For Sale

  6 Inwood Rd, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 1974

  6 Inwood Rd, Middletown, NY 10941

  Last Sold Summary

  • 7% Above List Price
  • $179/SF
  • 31 Days On Market

  Last Sold Price $272,000

  Last Listing Agent Anita S. Cristiano Five Star Realty Group Intl
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  /47

  $499,000 Pending

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

  29 Keasel Rd, Middletown, NY 10940

  Welcome to 29 Keasel Road—a private oasis that perfectly blends elegance, comfort, and convenience. Just minutes from the expressway and premier shopping, this stunning home boasts thoughtful upgrades including a brand-new dishwasher and gutters (2024) and well-maintained windows (5–10 years). Step outside to your own resort-style retreat featuring a sparkling in-ground pool, serene functioning

  Ramanjit Dhanoa eXp Realty

  29 Keasel Rd, Middletown, NY 10940
• 

  $585,000 Sold Nov 01, 2025

  94 Fair Oaks Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,434 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $240/SF
  • 145 Days On Market

  Current Estimated Value $597,174

  Last Listing Agent Valeria Rios Keller Williams Hudson Valley

  94 Fair Oaks Rd, Middletown, NY 10940
• 

  Est $290,681 Not Listed For Sale

  36 Poplar Ln, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 1974

  36 Poplar Ln, Middletown, NY 10941

  Last Sold Summary

  • 6% Above List Price
  • $181/SF
  • 82 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Sandra Arnez Keller Williams Hudson Valley
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  /39

  $500,000 Pending

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

  76 Magnolia Park Rd, Middletown, NY 10940

  Start off the new year in a beautiful new home! Now available in the sought-after Magnolia Park Community. This well-maintained 3-bedroom, 2.5-bath townhouse in the heart of Middletown offers three spacious levels, a sun-filled main floor featuring hardwood floors, an open-concept living and dining area, and a modern kitchen with granite countertops and generous cabinet space. The primary suite

  Ryan Degnan Howard Hanna Rand Realty

  76 Magnolia Park Rd, Middletown, NY 10940
• 

  $340,000 Sold Oct 06, 2025

  2411 Goshen Turnpike, Middletown, NY 10941

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Below List Price
  • $412/SF
  • 59 Days On Market

  Current Estimated Value $335,114

  Last Listing Agent Eliezer Salcer Preferred Properties Real Esta

  2411 Goshen Turnpike, Middletown, NY 10941
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  Est $435,701 Not Listed For Sale

  21 Crane Rd, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,796 Sq Ft
  • Built 1974

  21 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 9% Above List Price
  • $223/SF
  • 29 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Linda Chevallier RE/MAX Benchmark Realty Group
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  /31

  $430,000 Pending

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

  37 Pinto Rd E, Middletown, NY 10941

  Welcome to Liberty Commons in Middletown, NY! This impeccable 2-bedroom townhome offers a bright, open layout with an abundance of natural light and windows throughout. The first-floor features gleaming hardwood floors, a spacious living room open to the kitchen, and a separate dining area—perfect for everyday living and entertaining. Upstairs, you’ll find a convenient nook, ideal for a home

  Patricia Sassi RE/MAX Benchmark Realty Group

  37 Pinto Rd E, Middletown, NY 10941
• 

  $695,000 Sold Apr 10, 2025

  250 Howells Turnpike, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $267/SF
  • 184 Days On Market

  Last Listing Agent Chris Ogden Realty Promotions Inc

  250 Howells Turnpike, Middletown, NY 10940
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  Est $310,660 Not Listed For Sale

  16 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1975

  16 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 14% Above List Price
  • $191/SF
  • 29 Days On Market

  Last Sold Price $273,000

  Last Listing Agent Brianna Bartlett eXp Realty
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  /4

  $350,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,887 Sq Ft

  907 Scotchtown Collabar Rd, Middletown, NY 10941

  This cute little cottage sits on 13 acres!! It has an inground pool and plenty of space. It will need work and is a short sale. This property is not move-in ready

  Malia Leonard BUY NY REALTY LLC

  907 Scotchtown Collabar Rd, Middletown, NY 10941
• 

  $345,000 Sold Jan 02, 2026

  53 Richmond Place, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1936

  Last Sold Summary

  • 1% Below List Price
  • $302/SF
  • 36 Days On Market

  Current Estimated Value $350,225

  Last Listing Agent Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
• 

  Est $283,409 Not Listed For Sale

  18 Chaucer Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1975

  18 Chaucer Ct, Middletown, NY 10941

  Last Sold Summary

  • 26% Above List Price
  • $158/SF
  • 45 Days On Market

  Last Sold Price $225,000

  Last Listing Agent David Ma Isunny Realty LLC
• 

  

  /21

  $329,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  136 Gillen Rd, Middletown, NY 10940

  Welcome to your affordable new home just off Route 17M! This charming 3-bedroom ranch offers incredible value that beats the recent appraisal. Enjoy the comfort of central A/C and peace of mind with a durable metal roof. The best part? The assumable lease on the solar panels delivers dramatically low electric bills, putting more money back in your pocket every month! The sale includes two

  Maureen Cronin CRONIN & COMPANY REAL ESTATE

  136 Gillen Rd, Middletown, NY 10940
• 

  $300,000 Sold Jan 21, 2026

  15 Commonwealth Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1903

  Last Sold Summary

  • 3% Below List Price
  • $275/SF
  • 44 Days On Market

  Current Estimated Value $286,816

  Last Listing Agent Abbe Distelburger Keller Williams Realty

  15 Commonwealth Ave, Middletown, NY 10940
• 

  Est $304,986 Not Listed For Sale

  18 Shelley Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1973

  18 Shelley Ct, Middletown, NY 10941

  Last Sold Summary

  • 3% Above List Price
  • $207/SF
  • 43 Days On Market

  Last Sold Price $295,000

  Last Listing Agent David Ma Isunny Realty LLC
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  /36

  $575,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,292 Sq Ft

  708 Kirbytown Rd, Middletown, NY 10940

  Such a peaceful setting for this immaculate 4 BR, 2.5 bath Colonial in the heart of The Minisink School District. This home is a dream for pet owners! The fenced backyard keeps your pets safe and secure while they play, and the underground dog fence lets them roam worry-free. There is a woodstove that is perfect for chilly evenings that will help with your heating costs during the cold winter

  Debbie Walsh SHAHAR Management LLC

  708 Kirbytown Rd, Middletown, NY 10940
• 

  $435,000 Sold Jan 12, 2026

  36 Lake Ave, Middletown, NY 10940

  • 2,262 Sq Ft
  • Built 1890

  Last Sold Summary

  • $192/SF
  • 46 Days On Market

  Current Estimated Value $413,480

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  36 Lake Ave, Middletown, NY 10940
• 

  Est $295,455 Not Listed For Sale

  8 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1975

  8 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

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

  Last Sold Price $249,900

  Last Listing Agent Porsha Flores Howard Hanna Rand Realty
• 

  

  /25

  $399,900 Pending

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  56 Mulberry St Unit 54, Middletown, NY 10940

  CALLING ALL INVESTORS! This well-maintained two-family home in the heart of Middletown is a must-see opportunity! Each apartment offers two bedrooms, a spacious living room, a den/office and a full kitchen, perfect for tenants seeking comfort and convenience. Recent updates include a new roof, siding, soffits, and gutters—all completed within the past few months, ensuring peace of mind for years

  Patricia Sassi RE/MAX Benchmark Realty Group

  56 Mulberry St Unit 54, Middletown, NY 10940
• 

  $206,000 Sold Sep 10, 2025

  354 Concord Ln, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Below List Price
  • $223/SF
  • 208 Days On Market

  Current Estimated Value $209,195

  Last Listing Agent Zhiheng Tang Keller Williams Hudson Valley

  354 Concord Ln, Middletown, NY 10940
• 

  /2

  Est $291,471 Not Listed For Sale

  42 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Built 1975

  42 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 27% Below List Price
  • $161/SF

  Last Sold Price $230,000

  Last Listing Agent Hazel Cello Keller Williams Hudson Valley
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  /38

  $539,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Frederick St, Middletown, NY 10941

  **Lender is offering 5.50% interest rate to qualified buyer** Welcome home to this meticulously updated 4-bedroom, 2.1-bathroom property, where every detail has been curated for comfort and style. The elegant entrance immediately impresses with sleek rod iron spindles, a modern chandelier, a large picture window, and a slate stone landing.The heart of the home is the chef-inspired gourmet

  Angelo Acierno Keller Williams Realty

  10 Frederick St, Middletown, NY 10941
• 

  $375,000 Sold Sep 22, 2025

  12 Eisenhower Dr, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Above List Price
  • $326/SF
  • 49 Days On Market

  Current Estimated Value $374,929

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  12 Eisenhower Dr, Middletown, NY 10940
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  Est $325,017 Not Listed For Sale

  36 Whitman Ct, Middletown, NY 10941

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

  36 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 4% Above List Price
  • $219/SF
  • 97 Days On Market

  Last Sold Price $313,250

  Last Listing Agent Frances Levin Keller Williams Hudson Valley
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  /38

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  43 Woodside Knolls Dr, Middletown, NY 10940

  This exceptional property at 43 Woodside Knolls, Middletown, NY 10940 offers an effortlessly designed, three-bedroom, two-and-a-half-bath townhouse that is perfectly move-in ready and tailored for a relaxed, low-maintenance lifestyle, all while delivering a prime commuter location. The residence is situated within the highly sought-after Woodside Knolls community, renowned for its excellent

  Ramanjit Dhanoa eXp Realty

  43 Woodside Knolls Dr, Middletown, NY 10940
• 

  $406,000 Sold May 13, 2025

  45 Sunrise Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,478 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Above List Price
  • $275/SF
  • 25 Days On Market

  Current Estimated Value $421,182

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  45 Sunrise Dr, Middletown, NY 10940
• 

  Est $443,156 Not Listed For Sale

  44 Crane Rd, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 1977

  44 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 9% Above List Price
  • $213/SF
  • 188 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Zhiyong Shi HomeSmart Homes & Estates
• 

  /2

  $303,000

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

  Neven Spralja Realhome Services & Solutions, Inc

  187 Watkins Ave, Middletown, NY 10940
• 

  $450,000 Sold Dec 09, 2025

  17 Pine Ct, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,561 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Above List Price
  • $288/SF
  • 20 Days On Market

  Current Estimated Value $403,270

  Last Listing Agent Lauren Iacono Corcoran Baer & McIntosh

  17 Pine Ct, Middletown, NY 10941
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  Est $453,778 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

  • 13% Above List Price
  • $187/SF
  • 22 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

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