21,590

Middletown, NY Homes

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  • 59 Meadow View Dr, Middletown, NY 10940

    $485,000

    Sold May 05, 2026

    59 Meadow View Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,781 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Above List Price
    • $272/SF
    • 12 Days On Market

    Current Estimated Value $479,708

    Last Listing Agent Kevin Grier KW Hudson Valley Untied

    59 Meadow View Dr, Middletown, NY 10940
  • /48

    $675,000

    Pending
    • 4 Beds
    • 3 Baths
    • 4,080 Sq Ft

    225 Brown Rd, Middletown, NY 10941

    STUNNING 4-Bedroom, 3-Bathroom CONTEMPORARY LUXURY Home with Modern Upgrades. This turn-key beauty features a gorgeous updated eat-in kitchen with quartz countertops and an island, brand new stainless steel appliances fresh out the box, new cabinets a stylish backsplash with doors that lead to the back deck, perfect for entertaining. A formal fining room is followed by an oversized living room/

    Sandra Arnez KW Hudson Valley United

    225 Brown Rd, Middletown, NY 10941
  • 98 Watkins Ave, Middletown, NY 10940

    $345,000

    Sold Jan 22, 2026

    98 Watkins Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Above List Price
    • $265/SF
    • 32 Days On Market

    Current Estimated Value $353,256

    Last Listing Agent John Biasi Howard Hanna Rand Realty

    98 Watkins Ave, Middletown, NY 10940
  • /26

    $479,900

    • 2 Beds
    • 2.5 Baths
    • 1,762 Sq Ft

    15 High Ridge Ln, Middletown, NY 10940

    Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

    Patricia Sassi RE/MAX Benchmark Realty Group

    15 High Ridge Ln, Middletown, NY 10940
  • 15 Rowan St Unit 13, Middletown, NY 10940

    $405,000

    Sold Sep 26, 2025

    15 Rowan St Unit 13, Middletown, NY 10940

    • 5 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $211/SF
    • 16 Days On Market

    Current Estimated Value $384,013

    Last Listing Agent Juan Bautista Serhant LLC

    15 Rowan St Unit 13, Middletown, NY 10940
  • /32

    $479,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,198 Sq Ft

    32 Woodstock Ln, Middletown, NY 10941

    Charming 3 bedroom, 2.5 bath home close to everything with Pine Bush Schools! Perfectly positioned just 2 minutes off of 211 in the heart of Middletown, you're just moments away from everything! Shopping, dining, transit and the areas most convenient commuter routes are all within 2 miles of this warm and inviting home. Step from the impressive entry foyer into a spacious open concept living and

    Anne Mahoney Hudson Valley Home Connection

    32 Woodstock Ln, Middletown, NY 10941
  • 22 Maryland Ave, Middletown, NY 10940

    $375,000

    Sold Sep 12, 2025

    22 Maryland Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft
    • Built 1920

    Last Sold Summary

    • 4% Below List Price
    • $260/SF
    • 80 Days On Market

    Current Estimated Value $368,636

    Last Listing Agent Patricia Lucey Picture It Sold, LLC

    22 Maryland Ave, Middletown, NY 10940
  • /13

    $290,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,376 Sq Ft

    3 Top Notch Rd, Middletown, NY 10940

    This ranch-style home sits on a sizable lot with a practical single-level floor plan. The property offers potential and solid foundation for the right buyer. The property sits on a secluded wooded lot with mature evergreen borders that create natural privacy year-round. The private wooded backyard provides a peaceful retreat with considerable potential for outdoor activities and relaxation. A

    Andrea Rose KW Hudson Valley United

    3 Top Notch Rd, Middletown, NY 10940
  • 3 Chappell Pkwy, Middletown, NY 10940

    $330,000

    Sold Oct 30, 2025

    3 Chappell Pkwy, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft
    • Built 1960

    Last Sold Summary

    • $325/SF
    • 37 Days On Market

    Current Estimated Value $320,765

    Last Listing Agent Antonio Sanchez Harbor Gray Real Estate LLC

    3 Chappell Pkwy, Middletown, NY 10940
    • 4 Disco Dr, Middletown, NY 10941

      Est $495,594

      Not Listed For Sale

      4 Disco Dr, Middletown, NY 10941

      • 4 Beds
      • 1.5 Baths
      • 2,588 Sq Ft
      • Built 1975
      4 Disco Dr, Middletown, NY 10941

      Last Sold Summary

      • 109 Days On Market

  • /19

    $479,999

    $80K PRICE DROP Pending
    • 6 Beds
    • 2 Baths
    • 2,424 Sq Ft

    80 Prospect Ave, Middletown, NY 10940

    Welcome to 80 Prospect Ave, a well-maintained six-bedroom, two-bathroom home situated in the peaceful suburban setting of Middletown, NY. Built in 1918, this 2,424 square foot residence combines traditional architectural charm with modern updates, offering nearly 6,800 square feet of usable lot space ideal for both living and outdoor enjoyment. The property features a classic two-story design

    Jonathan Paredes Locqube New York, Inc.

    80 Prospect Ave, Middletown, NY 10940
  • 225 Highland Ave, Middletown, NY 10940

    $440,000

    Sold Sep 02, 2025

    225 Highland Ave, Middletown, NY 10940

    • 6 Beds
    • 2 Baths
    • 2,748 Sq Ft
    • Built 1910

    Last Sold Summary

    • 4% Above List Price
    • $160/SF
    • 101 Days On Market

    Current Estimated Value $435,422

    Last Listing Agent Mark Karten Karten Real Estate Svcs LLC

    225 Highland Ave, Middletown, NY 10940
  • /12

    $260,000

    $9K PRICE DROP Pending
    • 2 Beds
    • 1 Bath
    • 802 Sq Ft

    11 Philcox Rd, Middletown, NY 10940

    Rare opportunity to own two homes next door to each other in the Pine Bush School District. Single family home 2 bed, 1 bath, recently updated. Quiet road with only two homes, both originally owned by the same family, offering privacy and flexibility. Conveniently located near shopping, dining, train service, Resorts World Catskills, Kartrite Waterpark, and Bethel Woods Center for the Arts. Easy

    Joseph Rubeo KW Hudson Valley United

    11 Philcox Rd, Middletown, NY 10940
  • 3 Mulberry Run, Middletown, NY 10941

    $737,500

    Sold Aug 21, 2025

    3 Mulberry Run, Middletown, NY 10941

    • 4 Beds
    • 2.5 Baths
    • 2,929 Sq Ft
    • Built 2020

    Last Sold Summary

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

    Current Estimated Value $725,480

    Last Listing Agent Michelle Getty HVG Realty, Inc.

    3 Mulberry Run, Middletown, NY 10941
  • /48

    $725,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,678 Sq Ft

    428 Prosperous Valley Rd, Middletown, NY 10940

    Tucked away on 16 private acres, 428 Prosperous Valley Road offers the space, privacy, and custom details you’ve been looking for. This 3 bedroom, 2.5 bath home features a bright open layout, highlighted by a dramatic great room with 18-foot ceilings and beautiful natural light. The main level offers 9-foot ceilings, custom hardwood floors, formal moldings, Andersen windows, and a spacious

    John Olivero Keller Williams Realty

    428 Prosperous Valley Rd, Middletown, NY 10940
  • 111 Apple Lane Dr, Middletown, NY 10940

    $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 $319,937

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    111 Apple Lane Dr, Middletown, NY 10940
  • /44

    $299,999

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,428 Sq Ft

    54 Whitman Ct, Middletown, NY 10941

    Welcome home—a move-in ready 3-bedroom, 1.5-bath townhouse located in a quiet cul-de-sac within the Pine Bush School District. With NO HOA fees, this is an incredible opportunity for buyers seeking low-maintenance living without the added monthly costs.This well-maintained home offers a functional and inviting layout, perfect for everyday living and entertaining. The kitchen and dining area

    Jennifer Lappe Keller Williams Realty

    54 Whitman Ct, Middletown, NY 10941
  • 94 Fair Oaks 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 $594,984

    Last Listing Agent Valeria Rios KW Hudson Valley Untied

    94 Fair Oaks Rd, Middletown, NY 10940
    • 10 Todd Dr, Middletown, NY 10941

      Est $456,842

      Not Listed For Sale

      10 Todd Dr, Middletown, NY 10941

      • 4 Beds
      • 2.5 Baths
      • 2,352 Sq Ft
      • Built 1977
      10 Todd Dr, Middletown, NY 10941

      Last Sold Summary

      • 211 Days On Market

  • /22

    $329,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    26 Ridge St, Middletown, NY 10940

    Beautifully renovated single-family home offering a clean, comfortable layout with thoughtful updates throughout. This residence features 3 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 Ridge St, Middletown, NY 10940
  • 339 Kirbytown Rd, Middletown, NY 10940

    $675,000

    Sold Mar 26, 2026

    339 Kirbytown Rd, Middletown, NY 10940

    • 5 Beds
    • 3.5 Baths
    • 3,358 Sq Ft
    • Built 1984

    Last Sold Summary

    • 7% Below List Price
    • $201/SF
    • 139 Days On Market

    Current Estimated Value $686,544

    Last Listing Agent Annie Hansen Howard Hanna Rand Realty

    339 Kirbytown Rd, Middletown, NY 10940
    • 6 Sarah Ln, Middletown, NY 10941

      Est $275,839

      Not Listed For Sale

      6 Sarah Ln, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1977
      6 Sarah Ln, Middletown, NY 10941

      Last Sold Summary

      • 100 Days On Market

  • /17

    $339,990

    • 2 Beds
    • 2.5 Baths
    • 1,241 Sq Ft

    5 Kendal Ln, Middletown, NY 10940

    Modern Comfort & Lake Access – The Best of Waters Edge! Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Waters Edge community. Offering a perfect blend of peaceful lakeside living and modern convenience, this home is designed for those who appreciate a bright, open, and "easy-living" floor plan. Home Highlights: Bright & Airy Main Level: Enjoy a spacious

    Jonathon Lee KW Hudson Valley Untied

    5 Kendal Ln, Middletown, NY 10940
  • 2411 Goshen Turnpike, Middletown, NY 10941

    $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 $328,066

    Last Listing Agent Eliezer Salcer Preferred Properties Real Esta

    2411 Goshen Turnpike, Middletown, NY 10941
  • /32

    $449,000

    $19K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    13 Forest Ave, Middletown, NY 10940

    Fresh updates. New improvements. New opportunity. 13 Forest Avenue is officially back on the market after completing repairs and updates, and it's ready for its next owner. This spacious home offers comfortable living, updated features, and a convenient location near schools, shopping, restaurants, and commuter routes. The recent improvements provide added value and confidence for buyers looking

    Pete Wolven Hudson Valley Home Connection

    13 Forest Ave, Middletown, NY 10940
  • 53 Richmond Place, Middletown, NY 10940

    $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 $333,058

    Last Listing Agent Kelly Roebuck Curasi Realty, Inc.

    53 Richmond Place, Middletown, NY 10940
  • /3

    $350,000

    • Land
    • 1.42 Acres
    • $245,752 per Acre

    65 James P Kelly Way, Middletown, NY 10940

    Great location for a business. C-3 Zoning allows for any business, commercial or residential mix use. 262 feet frontage. Annual Average Daily Traffic (AADT) for 2023 is 10,569. There was a pre-approved building plan for a doctor's office building. The land is in the city of Middletown. The city will provide water and sewer. C-3 allow for 6 story mix-use business and residential building with the

    Jonathon Lee KW Hudson Valley United

    65 James P Kelly Way, Middletown, NY 10940
  • 15 Commonwealth Ave, 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 $297,316

    Last Listing Agent Abbe Distelburger Keller Williams Realty

    15 Commonwealth Ave, Middletown, NY 10940
  • /37

    $699,999

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    11 Oak Ridge Rd, Middletown, NY 10940

    Welcome to 11 Oak Ridge Road — a stunning contemporary Colonial in the highly sought-after Presidential Heights community. Known for its scenic mountain views and prime Hudson Valley location, this upscale neighborhood offers the perfect balance of tranquility, convenience, and lifestyle. Meticulously maintained and thoughtfully updated, this exceptional home offers approximately 3,200 square

    Jacqueline Henry-Thompson Jackie Henry Realty LLC

    11 Oak Ridge Rd, Middletown, NY 10940
  • 36 Lake Ave, 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 $432,402

    Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

    36 Lake Ave, Middletown, NY 10940

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