21,457

Middletown, NY Homes

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  • 18 Jordan Ln, Middletown, NY 10940
    18 Jordan Ln, Middletown, NY 10940
    18 Jordan Ln, Middletown, NY 10940
    /36

    $359,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,345 Sq Ft

    18 Jordan Ln, Middletown, NY 10940

    Mountainside Hills in Middletown offers this townhouse-style condo featuring 3 bedrooms and 2.5 bathrooms. The main level provides a comfortable and functional layout with a spacious living room, a dining area, and a convenient half bath. Sliding glass doors lead to the rear deck, offering a nice space for outdoor relaxation. The kitchen offers generous cabinet and counter space and tile

    Jie Liu KW Hudson Valley United

    18 Jordan Ln, Middletown, NY 10940
  • 10 Hoffman St, Middletown, NY 10940

    $157,200

    Sold Dec 05, 2025

    10 Hoffman St, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1920

    Last Sold Summary

    • 17% Below List Price
    • $131/SF
    • 70 Days On Market

    Current Estimated Value $207,711

    Last Listing Agent Jamarr Zellner REALHome Services & Solutions

    10 Hoffman St, Middletown, NY 10940
    • 90 Upper Rd, Middletown, NY 10940

      Est $480,162

      Not Listed For Sale

      90 Upper Rd, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,580 Sq Ft
      • Built 1964
      90 Upper Rd, Middletown, NY 10940

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty

  • 26 1/2 Ridge St, Middletown, NY 10940
    26 1/2 Ridge St, Middletown, NY 10940
    26 1/2 Ridge St, Middletown, NY 10940
    /36

    $379,000

    • 4 Beds
    • 2 Baths
    • 1,770 Sq Ft

    26 1/2 Ridge St, Middletown, NY 10940

    Beautifully renovated single-family home offering a clean, comfortable layout with thoughtful updates throughout. This residence features 4 spacious bedrooms filled with natural light and a brand-new kitchen equipped with appliances and ample cabinetry. Fresh finishes throughout the home create a bright, move-in-ready feel. Enjoy additional storage space in both the attic and basement, providing

    Cheskel Werzberger Mount Realty

    26 1/2 Ridge St, Middletown, NY 10940
  • 21 Cyprus Dr, Middletown, NY 10940

    $550,000

    Sold Mar 02, 2026

    21 Cyprus Dr, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • Built 2016

    Last Sold Summary

    • $294/SF
    • 38 Days On Market

    Current Estimated Value $551,602

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    21 Cyprus Dr, Middletown, NY 10940
    • 1 Silver Mine Estate Rd, Middletown, NY 10940

      Est $473,642

      Not Listed For Sale

      1 Silver Mine Estate Rd, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 1,930 Sq Ft
      • Built 1964
      1 Silver Mine Estate Rd, Middletown, NY 10940

      Last Sold Summary

      • 80 Days On Market

      Last Listing Agent Margaret Galatro ARC Realty 1 in Sales

  • 1 S Shore Dr, Middletown, NY 10940
    1 S Shore Dr, Middletown, NY 10940
    /2

    $55,000

    $10K PRICE DROP
    • Land
    • 10,454 Sq Ft
    • $229,167 per Acre

    1 S Shore Dr, Middletown, NY 10940

    Quarter acre waterfront parcel located on Pocatello Lake. Scenic water views, and a peaceful setting with convenient access to local amenities in the City of Middletown and Town of Wallkill. Rare opportunity for lakefront land ownership in a desirable location.

    Soleil Jackman Howard Hanna Rand Realty

    1 S Shore Dr, Middletown, NY 10940
  • 2478 Mt Hope Rd, Middletown, NY 10940

    $570,000

    Sold Jul 29, 2026

    2478 Mt Hope Rd, Middletown, NY 10940

    • 3 Beds
    • 3 Baths
    • 2,096 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Above List Price
    • $272/SF
    • 23 Days On Market

    Current Estimated Value $546,410

    Last Listing Agent Michael Martell eXp Realty

    2478 Mt Hope Rd, Middletown, NY 10940
    • 768 Winterton Rd, Middletown, NY 10940

      Est $454,273

      Not Listed For Sale

      768 Winterton Rd, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,260 Sq Ft
      • Built 1960
      768 Winterton Rd, Middletown, NY 10940

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Frank Cafarchio Keller Williams Realty

  • 255 Howells Rd, Middletown, NY 10940
    255 Howells Rd, Middletown, NY 10940
    255 Howells Rd, Middletown, NY 10940
    /38

    $899,000

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    255 Howells Rd, Middletown, NY 10940

    Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas

    Jonathon Lee KW Hudson Valley United

    255 Howells Rd, Middletown, NY 10940
  • 6 Tice Ln, Middletown, NY 10941

    $450,000

    Sold Dec 19, 2025

    6 Tice Ln, Middletown, NY 10941

    • 3 Beds
    • 2 Baths
    • 2,070 Sq Ft
    • Built 1986

    Last Sold Summary

    • $217/SF
    • 43 Days On Market

    Current Estimated Value $462,950

    Last Listing Agent John Olivero Keller Williams Realty

    6 Tice Ln, Middletown, NY 10941
    • 24 Kirbytown Rd, Middletown, NY 10940

      Est $374,529

      Not Listed For Sale

      24 Kirbytown Rd, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,536 Sq Ft
      • Built 1950
      24 Kirbytown Rd, Middletown, NY 10940

      Last Sold Summary

      • 238 Days On Market

      Last Listing Agent Dulce M Ferrera KW Hudson Valley United

  • 19 Davidge Rd, Middletown, NY 10940
    19 Davidge Rd, Middletown, NY 10940
    19 Davidge Rd, Middletown, NY 10940
    /50

    $549,999

    • 4 Beds
    • 3.5 Baths
    • 2,298 Sq Ft

    19 Davidge Rd, Middletown, NY 10940

    Welcome to 19 Davidge Road, where luxury, comfort, and functionality come together in one exceptional home. Nestled in the highly sought-after Presidential Heights neighborhood, this impressive 4-bedroom, 4-bathroom residence offers the perfect blend of elegant living spaces and incredible amenities designed for today's lifestyle.From the moment you enter, you'll be captivated by the soaring

    Kevin Grier KW Hudson Valley United

    19 Davidge Rd, Middletown, NY 10940
  • 19 Livingston St, Middletown, NY 10940

    $536,000

    Sold Jul 14, 2026

    19 Livingston St, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 1,944 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Above List Price
    • $276/SF
    • 27 Days On Market

    Current Estimated Value $653,426

    Last Listing Agent Linda Clark Hudson Valley Griffith

    19 Livingston St, Middletown, NY 10940
    • 283 Kirbytown Rd, Middletown, NY 10940

      Est $644,809

      Not Listed For Sale

      283 Kirbytown Rd, Middletown, NY 10940

      • 4 Beds
      • 3.5 Baths
      • 2,490 Sq Ft
      • Built 1998
      283 Kirbytown Rd, Middletown, NY 10940

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Annie Hansen Howard Hanna Rand Realty

  • 25 Mill St, Middletown, NY 10940
    25 Mill St, Middletown, NY 10940
    25 Mill St, Middletown, NY 10940
    /9

    $399,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,472 Sq Ft

    25 Mill St, Middletown, NY 10940

    Completely renovated two-unit property with Residential/CMU zoning. Ideal opportunity for an owner-user or investor — operate your business on the first floor while generating rental income from the occupied second-floor unit. Property includes 2 car parking/off-street parking, with potential for expansion subject to city approvals.

    Sammy Zambrano Keller Williams Realty

    25 Mill St, Middletown, NY 10940
  • 19 Morningside Dr, Middletown, NY 10941

    $402,000

    Sold Sep 12, 2025

    19 Morningside Dr, Middletown, NY 10941

    • 4 Beds
    • 1.5 Baths
    • 1,984 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Above List Price
    • $203/SF
    • 15 Days On Market

    Current Estimated Value $421,518

    Last Listing Agent Paul Halpern Hudson Valley Griffith

    19 Morningside Dr, Middletown, NY 10941
    • 291 Kirbytown Rd, Middletown, NY 10940

      Est $613,282

      Not Listed For Sale

      291 Kirbytown Rd, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,064 Sq Ft
      • Built 1998
      291 Kirbytown Rd, Middletown, NY 10940

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Ryan Degnan Howard Hanna Rand Realty

  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /24

    $269,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    Unlisted Address

    Middletown! Vintage Colonial set mid-block among similar homes. The main level features a spacious living room, dining room, kitchen, and half bath. The second level offers two bedrooms and a full bath. Spacious rooms throughout with hardwood floors and a good-sized kitchen. Ideal opportunity for a first-time buyer or investor, with low taxes. Conveniently located close to shopping and major

    Naomi Streicher Q Home Sales

    Unlisted Address
  • 21 Lake Claire Dr, Middletown, NY 10940

    $195,000

    Sold Jan 30, 2026

    21 Lake Claire Dr, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft
    • Built 1955

    Last Sold Summary

    • 22% Below List Price
    • $197/SF
    • 142 Days On Market

    Current Estimated Value $218,781

    Last Listing Agent Nelson Dominguez eXp Realty

    21 Lake Claire Dr, Middletown, NY 10940
    • 31 Arbor Way, Middletown, NY 10940

      Est $630,431

      Not Listed For Sale

      31 Arbor Way, Middletown, NY 10940

      • 4 Beds
      • 3.5 Baths
      • 2,860 Sq Ft
      • Built 2007
      31 Arbor Way, Middletown, NY 10940

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Dominick Tufano RE/MAX Benchmark Realty Group

  • TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
    /5

    $399,000

    $126K PRICE DROP Pending
    • Land
    • 3.8 Acres
    • $105,028 per Acre

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

    Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

    Jason McGovern KW Hudson Valley United

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
  • 21 Philcox Rd, Middletown, NY 10940

    $395,000

    Sold Jul 17, 2026

    21 Philcox Rd, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,314 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Above List Price
    • $301/SF
    • 26 Days On Market

    Current Estimated Value $384,010

    Last Listing Agent Joseph Rubeo KW Hudson Valley United

    21 Philcox Rd, Middletown, NY 10940
    • 11 Maplewood Dr, Middletown, NY 10940

      Est $527,360

      Not Listed For Sale

      11 Maplewood Dr, Middletown, NY 10940

      • 4 Beds
      • 3 Baths
      • 2,432 Sq Ft
      • Built 1988
      11 Maplewood Dr, Middletown, NY 10940

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • 8 Wayne Ct, Middletown, NY 10941
    8 Wayne Ct, Middletown, NY 10941
    8 Wayne Ct, Middletown, NY 10941
    /50

    $529,999

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,486 Sq Ft

    8 Wayne Ct, Middletown, NY 10941

    Welcome to this beautifully maintained Colonial conveniently located in the sought-after Town of Wallkill community just 1.5 hours north of NYC! Offering over 2,400 square feet of living space, this original owner property provides the blend of comfort and convenience fit for everyday living. Its open entryway invites you into the home with high ceilings and hardwood floors throughout. The

    Tehillah Deslandes Howard Hanna Rand Realty

    8 Wayne Ct, Middletown, NY 10941
  • 131 Meadow View Dr, Middletown, NY 10940

    $489,998

    Sold Jul 21, 2026

    131 Meadow View Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,781 Sq Ft
    • Built 2016

    Last Sold Summary

    • $275/SF
    • 33 Days On Market

    Current Estimated Value $489,347

    Last Listing Agent Karleen Jedziniak Howard Hanna Rand Realty

    131 Meadow View Dr, Middletown, NY 10940
    • 8 Maureen Dr, Middletown, NY 10940

      Est $474,589

      Not Listed For Sale

      8 Maureen Dr, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 1985
      8 Maureen Dr, Middletown, NY 10940

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Sharon Pehush HomeSmart Homes & Estates

  • 51 S Shore Dr, Middletown, NY 10940
    51 S Shore Dr, Middletown, NY 10940
    51 S Shore Dr, Middletown, NY 10940
    /26

    $199,000

    $51K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 360 Sq Ft

    51 S Shore Dr, Middletown, NY 10940

    Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

    Arya Rabinovits eRealty Advisors, Inc

    51 S Shore Dr, Middletown, NY 10940
  • 138 Reinhardt Rd, Middletown, NY 10940

    $478,500

    Sold Nov 12, 2025

    138 Reinhardt Rd, Middletown, NY 10940

    • 3 Beds
    • 3 Baths
    • 2,542 Sq Ft
    • Built 1969

    Last Sold Summary

    • 2% Below List Price
    • $188/SF
    • 65 Days On Market

    Current Estimated Value $643,570

    Last Listing Agent Lynelle Alessi KW Hudson Valley United

    138 Reinhardt Rd, Middletown, NY 10940
    • 80 Maureen Dr, Middletown, NY 10940

      Est $485,878

      Not Listed For Sale

      80 Maureen Dr, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 1988
      80 Maureen Dr, Middletown, NY 10940

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • 80 Sarah Ln, Middletown, NY 10941
    80 Sarah Ln, Middletown, NY 10941
    80 Sarah Ln, Middletown, NY 10941
    /35

    $294,901

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    80 Sarah Ln, Middletown, NY 10941

    Beautifully updated and filled with natural light, this turnkey 3-bedroom, 1.5-bath attached single-family home in Middletown within the highly regarded Goshen Central School District is the perfect place to simply move right in, unpack, and enjoy the summer. This bright and welcoming home features a sun-filled interior with hardwood floors, hardwood staircase, oversized dining room with

    Rosalie Cook Weichert Realtors

    80 Sarah Ln, Middletown, NY 10941
  • 10 Renfrewshire Dr, Middletown, NY 10941

    $445,000

    Sold Jun 18, 2026

    10 Renfrewshire Dr, Middletown, NY 10941

    • 3 Beds
    • 1.5 Baths
    • 1,788 Sq Ft
    • Built 1968

    Last Sold Summary

    • 5% Above List Price
    • $249/SF
    • 14 Days On Market

    Current Estimated Value $442,433

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    10 Renfrewshire Dr, Middletown, NY 10941
    • 16 Roger Ave, Middletown, NY 10940

      Est $440,565

      Not Listed For Sale

      16 Roger Ave, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,132 Sq Ft
      • Built 1983
      16 Roger Ave, Middletown, NY 10940

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Alyssa Scancarello Howard Hanna Rand Realty

  • 41 Beers Dr, Middletown, NY 10940
    41 Beers Dr, Middletown, NY 10940
    41 Beers Dr, Middletown, NY 10940
    /42

    $369,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,366 Sq Ft

    41 Beers Dr, Middletown, NY 10940

    This sleepy little charmer is ready for you to put your own stamp on it. Great 3-bedroom, 1-1/2 bath, split-ranch home with hardwood floors existing throughout. You can move in today and make renovations as you see fit or not! It's up to you. This home offers a great size back yard and large back deck for Sunday BBQ's. Too hot outside? No worries the central air is on! Cozy family room located on

    Dien Le Duc Hudson Premium Realty

    41 Beers Dr, Middletown, NY 10940
  • 38 Woodside Knolls Dr, Middletown, NY 10940

    $485,000

    Sold Oct 23, 2025

    38 Woodside Knolls Dr, Middletown, NY 10940

    • 3 Beds
    • 3.5 Baths
    • 1,899 Sq Ft
    • Built 2008

    Last Sold Summary

    • 1% Above List Price
    • $255/SF
    • 42 Days On Market

    Current Estimated Value $493,698

    Last Listing Agent Naomi Streicher Q Home Sales

    38 Woodside Knolls Dr, Middletown, NY 10940
    • 34 Roger Ave, Middletown, NY 10940

      Est $476,292

      Not Listed For Sale

      34 Roger Ave, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,750 Sq Ft
      • Built 1983
      34 Roger Ave, Middletown, NY 10940

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • 5 Decker Dr, Middletown, NY 10940
    5 Decker Dr, Middletown, NY 10940
    5 Decker Dr, Middletown, NY 10940
    /33

    $635,000

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,481 Sq Ft

    5 Decker Dr, Middletown, NY 10940

    Charming Farmhouse Retreat on 2.9 Acres! Nestled on a quiet country road in the Town of Greenville and located within the desirable Minisink Valley Central School District. This beautiful farmhouse-style home offers the perfect blend of comfort, charm, and country living. Inviting home features 3 bedrooms and 2.5 baths with attractive Pergo wood flooring throughout the downstairs, while upstairs

    Dominick Tufano RE/MAX Benchmark Realty Group

    5 Decker Dr, Middletown, NY 10940
  • 8 Knapp Ave, Middletown, NY 10940

    $48,000

    Sold Mar 03, 2026

    8 Knapp Ave, Middletown, NY 10940

    • Land
    • 5,501 Sq Ft
    • $380,048 per Acre

    Last Sold Summary

    • 126% Above List Price
    • 9 Days On Market

    Current Estimated Value $292,647

    Last Listing Agent Neven Spralja REALHome Services & Solutions

    8 Knapp Ave, Middletown, NY 10940
    • 26 Robinn Dr, Middletown, NY 10940

      Est $453,398

      Not Listed For Sale

      26 Robinn Dr, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,532 Sq Ft
      • Built 1978
      26 Robinn Dr, Middletown, NY 10940

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • 326 Concord Ln, Middletown, NY 10940
    326 Concord Ln, Middletown, NY 10940
    326 Concord Ln, Middletown, NY 10940
    /27

    $185,000

    Pending
    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    326 Concord Ln, Middletown, NY 10940

    PRICED TO SELL!!! Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase. Add your final touches and make it yours! A ground level end unit with open floor plan from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one

    Sandra Arnez KW Hudson Valley United

    326 Concord Ln, Middletown, NY 10940

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