21,435

Middletown, NY Homes

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  • /49

    $625,000 Pending

    • 8 Beds
    • 6 Baths
    • 3,240 Sq Ft

    128 W Main St, Middletown, NY 10940

    THEY DON'T MAKE THEM THIS BIG ANYMORE!!! Absolutely STUNNING MIDDLETOWN MULTI-FAMILY is now available for your purchase!! This OVERSIZED Colonial is in R-2 zone and if space is what you need, look no further as you have found it!! Ideal for an extended family, live in one and rent out the other or lastly allow the rental income of BOTH units pay off your mortgage! TURN-KEY condition and both

    Sandra Arnez Keller Williams Hudson Valley

    128 W Main St, Middletown, NY 10940
  • 29 Peach Place, Middletown, NY 10940

    $400,000 Sold Jun 20, 2025

    29 Peach Place, Middletown, NY 10940

    • 4 Beds
    • 4 Baths
    • 1,864 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $215/SF
    • 24 Days On Market

    Current Estimated Value $412,078

    Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

    29 Peach Place, Middletown, NY 10940
    • 20 Placid Ave, Middletown, NY 10941

      Est $464,754 Not Listed For Sale

      20 Placid Ave, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,446 Sq Ft
      • Built 1984
      20 Placid Ave, Middletown, NY 10941

      Last Sold Summary

      • 15% Above List Price
      • $280/SF
      • 77 Days On Market

      Last Sold Price $405,000

      Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

  • /18

    $675,000

    • 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
  • 28 Vincenzo Ct, Middletown, NY 10940

    $630,000 Sold Apr 28, 2025

    28 Vincenzo Ct, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 3,608 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Below List Price
    • $175/SF
    • 104 Days On Market

    Current Estimated Value $656,559

    Last Listing Agent Rachel Jones Jason Mitchell Real Estate NY

    28 Vincenzo Ct, Middletown, NY 10940
    • 15 Placid Ave, Middletown, NY 10941

      Est $493,297 Not Listed For Sale

      15 Placid Ave, Middletown, NY 10941

      • 3 Beds
      • 2.5 Baths
      • 2,088 Sq Ft
      • Built 1986
      15 Placid Ave, Middletown, NY 10941

      Last Sold Summary

      • 4% Above List Price
      • $227/SF
      • 31 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

  • /44

    $605,000

    • 4 Beds
    • 3 Baths
    • 2,132 Sq Ft

    125 White Bridge Rd, Middletown, NY 10940

    This home offers so much more than a new build. Enjoy 2,132 square feet of well maintained, comfortable living space, topped with a brand new roof. Set on 2.6 beautiful acres in a serene country setting, the property’s signature feature is its fully owned solar array. No roof penetrations, no lease agreements — just clean energy and real savings. Electric bills as low as $28 per month speak for

    Anthony Spadaro RE/MAX Benchmark Realty Group

    125 White Bridge Rd, Middletown, NY 10940
  • 7 Wilbur Ave, Middletown, NY 10940

    $300,000 Sold Oct 14, 2025

    7 Wilbur Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,922 Sq Ft
    • Built 1892

    Last Sold Summary

    • 20% Below List Price
    • $156/SF
    • 128 Days On Market

    Current Estimated Value $366,415

    Last Listing Agent John Bilancione Nicoli Realty

    7 Wilbur Ave, Middletown, NY 10940
    • 4 Disco Dr, Middletown, NY 10941

      Est $519,436 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

      • 14% Above List Price
      • $176/SF
      • 109 Days On Market

      Last Sold Price $455,000

      Last Listing Agent Michelle Gruberger Real Estate Circuit Inc

  • /40

    $513,999 Pending

    • 3 Beds
    • 3 Baths
    • 2,696 Sq Ft

    2 Danielle Ct, Middletown, NY 10940

    Welcome to 2 Danielle Court, a stucco home on just over a half-acre in desirable Middletown, NY. This move-in ready property features 3 bedrooms, 3 bathrooms, and a versatile media room on the lower level. Enjoy an inviting layout filled with natural light, plus an expansive backyard with endless possibilities. Located in a quiet cul-de-sac with parking for up to 6 vehicles. Comes with a FREE

    Ravyn Green YourHomeSold Guaranteed Realty

    2 Danielle Ct, Middletown, NY 10940
  • /50

    $595,000 Sold Jul 21, 2025

    1 Wawayanda Place, Middletown, NY 10940

    • 5 Beds
    • 4 Baths
    • 3,890 Sq Ft
    • Built 1948

    Last Sold Summary

    • $153/SF
    • 2 Days On Market

    Current Estimated Value $603,266

    Last Listing Agent Jamie Sittner Find Advisors

    1 Wawayanda Place, Middletown, NY 10940
    • 8 Rondack Rd, Middletown, NY 10941

      Est $519,415 Not Listed For Sale

      8 Rondack Rd, Middletown, NY 10941

      • 4 Beds
      • 3.5 Baths
      • 2,260 Sq Ft
      • Built 1987
      8 Rondack Rd, Middletown, NY 10941

      Last Sold Summary

      • 8% Above List Price
      • $213/SF
      • 39 Days On Market

      Last Sold Price $482,000

      Last Listing Agent Bethany Wager-Mckee Agnes I Wager Realty Inc.

  • /4

    $299,999 Pending

    • 4 Beds
    • 1 Bath
    • 1,316 Sq Ft

    86 Linden Ave, Middletown, NY 10940

    The possibilities are ENDLESS with this one. Come check out the biggest bang for your buck in Middletown. This is a 4 bedroom 1 bathroom house with TREMENDOUS potential. A FULL basement where you can have a blank canvas for a movie room or even a library/office. Maybe you're a first time home buyer who can bring your vision and your ideas to this one or you're an investor who's looking to

    Kewin Garabito eXp Realty

    86 Linden Ave, Middletown, NY 10940
  • 3 Fortune Rd W Unit H, Middletown, NY 10941

    $180,000 Sold Apr 23, 2025

    3 Fortune Rd W Unit H, Middletown, NY 10941

    • 1 Bed
    • 1 Bath
    • 775 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Above List Price
    • $232/SF
    • 15 Days On Market

    Last Listing Agent James LaTempa Compass Greater NY, LLC

    3 Fortune Rd W Unit H, Middletown, NY 10941
    • 8 Frederick St, Middletown, NY 10941

      Est $464,482 Not Listed For Sale

      8 Frederick St, Middletown, NY 10941

      • 3 Beds
      • 2.5 Baths
      • 1,732 Sq Ft
      • Built 1984
      8 Frederick St, Middletown, NY 10941

      Last Sold Summary

      • 26% Above List Price
      • $213/SF
      • 32 Days On Market

      Last Sold Price $369,000

      Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  • /25

    $314,900

    • 3 Beds
    • 1.5 Baths
    • 1,528 Sq Ft

    21 N Aspen Rd, Middletown, NY 10940

    Move right into this well-maintained 3-bedroom, 2-bath townhouse located in the desirable Middletown School District. Major exterior upgrades completed in 2023, including a new roof, new siding, and new windows, giving buyers peace of mind for years to come. Inside, you’ll find updated flooring throughout, a functional layout, and gas heat (no oil). The fenced-in backyard and covered porch

    Derek Greene Greene Realty Group

    21 N Aspen Rd, Middletown, NY 10940
  • 8 Park Row, Middletown, NY 10941

    $340,000 Sold Dec 19, 2025

    8 Park Row, Middletown, NY 10941

    • 4 Beds
    • 1.5 Baths
    • 1,496 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Above List Price
    • $227/SF
    • 27 Days On Market

    Current Estimated Value $314,801

    Last Listing Agent Vanessa Wight BHG Real Estate Green Team

    8 Park Row, Middletown, NY 10941
    • 3 Frederick St, Middletown, NY 10941

      Est $454,402 Not Listed For Sale

      3 Frederick St, Middletown, NY 10941

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1984
      3 Frederick St, Middletown, NY 10941

      Last Sold Summary

      • 20% Above List Price
      • $211/SF
      • 23 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  • /35

    $500,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,211 Sq Ft

    17 Magnolia Park Rd, Middletown, NY 10940

    Discover easy living in this beautifully maintained 3 bedroom, 2.5 bath townhouse located in the heart of Middletown! Offering three levels of comfortable space, this home features a bright main floor with gleaming hardwood floors, and open living and dining area, and a modern kitchen complete with granite countertops and ample cabinet space. Step outside to your private deck, perfect for morning

    Amy Rossi Howard Hanna Rand Realty

    17 Magnolia Park Rd, Middletown, NY 10940
  • 36 Karen Dr, Middletown, NY 10940

    $360,000 Sold Sep 19, 2025

    36 Karen Dr, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,436 Sq Ft
    • Built 1965

    Last Sold Summary

    • 5% Below List Price
    • $251/SF
    • 122 Days On Market

    Current Estimated Value $381,215

    Last Listing Agent Jason Madison eXp Realty

    36 Karen Dr, Middletown, NY 10940
    • 1 Placid Ave, Middletown, NY 10941

      Est $491,637 Not Listed For Sale

      1 Placid Ave, Middletown, NY 10941

      • 4 Beds
      • 2 Baths
      • 2,000 Sq Ft
      • Built 1987
      1 Placid Ave, Middletown, NY 10941

      Last Sold Summary

      • 13% Above List Price
      • $218/SF
      • 20 Days On Market

      Last Sold Price $435,000

      Last Listing Agent rosemary mcginn Century 21 Full Service Realty

  • /38

    $585,000 Pending

    • 3 Beds
    • 2 Baths
    • 4,240 Sq Ft

    83 Dosen Rd, Middletown, NY 10940

    Welcome to your private retreat, perfectly nestled on 4.6 scenic, park-like acres in the heart of the Pine Bush School District. This 1 owner home has 3 bedrooms 2 baths on 1st level, screened in porch off kitchen, enormous living room offers plenty of room for the whole family plus extended family and is ideal for those who love to entertain or simply enjoy the peaceful Hudson Valley lifestyle.

    Joseph Rubeo Keller Williams Hudson Valley

    83 Dosen Rd, Middletown, NY 10940
  • 51 Watkins Ave, Middletown, NY 10940

    $269,000 Sold Apr 09, 2025

    51 Watkins Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,360 Sq Ft
    • Built 1908

    Last Sold Summary

    • 13% Below List Price
    • $198/SF
    • 133 Days On Market

    Current Estimated Value $282,728

    Last Listing Agent Pedro Garcia Curasi Realty, Inc.

    51 Watkins Ave, Middletown, NY 10940
    • 44 Sarah Ln, Middletown, NY 10941

      Est $280,050 Not Listed For Sale

      44 Sarah Ln, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1979
      44 Sarah Ln, Middletown, NY 10941

      Last Sold Summary

      • 12% Above List Price
      • $174/SF
      • 35 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Denise DePaola John J Lease REALTORS Inc

  • /20

    $153,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    529 5th Ave, Middletown, NY 10941

    Fantastic opportunity for a well loved 3 bedroom, 2 bathroom mobile home. Many upgrades AND a Generac Generator as well!!! Granite counters in the kitchen. Windows have all been replaced. Pex plumbing upgrades throughout. Central a/c. Ceiling fans all around the home and many windows for natural light. Primary bedroom has walk in closet and upgraded en-suite bathroom with big closet. Huge closets

    Dawn Barclay Century 21 Full Service Realty

    529 5th Ave, Middletown, NY 10941
  • 19 Woodrose Ct, Middletown, NY 10940

    $475,000 Sold Aug 21, 2025

    19 Woodrose Ct, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,890 Sq Ft
    • Built 2020

    Last Sold Summary

    • 6% Above List Price
    • $164/SF
    • 31 Days On Market

    Current Estimated Value $466,377

    Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty

    19 Woodrose Ct, Middletown, NY 10940
    • 62 Sarah Ln, Middletown, NY 10941

      Est $269,268 Not Listed For Sale

      62 Sarah Ln, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1979
      62 Sarah Ln, Middletown, NY 10941

      Last Sold Summary

      • 12% Above List Price
      • $167/SF
      • 79 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Brian Phillips Douglas Elliman Real Estate

  • /31

    $319,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,408 Sq Ft

    22 Red Barn Ln, Middletown, NY 10940

    Welcome home to this beautifully renovated 3-bedroom, 2.5-bathroom move-in-ready townhouse, perfectly situated in the highly desirable Meadows development within the Middletown School District. Thoughtfully updated with a full gut renovation in 2020, this spacious home blends modern elegance with everyday comfort.Step inside and immediately feel at home. The main level offers a bright and

    Maria Sairrino Cronin & Company Real Estate

    22 Red Barn Ln, Middletown, NY 10940
  • 47 Liberty St, Middletown, NY 10940

    $261,000 Sold Jun 27, 2025

    47 Liberty St, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1890

    Last Sold Summary

    • 4% Above List Price
    • $212/SF
    • 26 Days On Market

    Current Estimated Value $265,624

    Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

    47 Liberty St, Middletown, NY 10940
    • 92 Sarah Ln, Middletown, NY 10941

      Est $297,604 Not Listed For Sale

      92 Sarah Ln, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1978
      92 Sarah Ln, Middletown, NY 10941

      Last Sold Summary

      • 1% Above List Price
      • $205/SF
      • 32 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Wenpeng Guan Keller Williams Hudson Valley

  • /3

    $115,000

    • Land
    • 2.1 Acres
    • $54,762 per Acre

    143 Shawangunk Rd, Middletown, NY 10941

    TWO lots available for $115,000 each. Zoned Highway Commercial, suitable for several commercial uses subject to site plan approval. Lot 1 is 2.1 acres. Lot 2 is 2.3 acres. Previously engineered but needs to be updated as part of the design process. Good location between exits 116 and 118 on NYS Rt 17/Quickway/Interstate 86 providing excellent interstate and highway access. High visibility.

    Richard (RJ) Smith Rand Commercial

    143 Shawangunk Rd, Middletown, NY 10941
  • 1538 Route 211 W, Middletown, NY 10940

    $270,000 Sold Jan 05, 2026

    1538 Route 211 W, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1920

    Last Sold Summary

    • 10% Below List Price
    • $176/SF
    • 68 Days On Market

    Current Estimated Value $306,052

    Last Listing Agent John Olivero Keller Williams Realty

    1538 Route 211 W, Middletown, NY 10940
    • 122 Sarah Ln, Middletown, NY 10941

      Est $286,839 Not Listed For Sale

      122 Sarah Ln, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1979
      122 Sarah Ln, Middletown, NY 10941

      Last Sold Summary

      • 2% Above List Price
      • $194/SF
      • 158 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp

  • /8

    $90,000

    • Land
    • 5.37 Acres
    • $16,760 per Acre

    0 Basil Todd Rd, Middletown, NY 12430

    Over five acres of meadow, woods and Mountain View’s to build your dream home. Minutes to Belleayre to enjoy the outdoors. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Looking for more?? There is an adjacent five acre parcel also available. Seller may be willing to finance too.

    Heather Martin United RE Hudson Valley Edge

    0 Basil Todd Rd, Middletown, NY 12430
  • 25 Cyprus Dr, Middletown, NY 10940

    $531,500 Sold May 01, 2025

    25 Cyprus Dr, Middletown, NY 10940

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

    Last Sold Summary

    • $285/SF
    • 50 Days On Market

    Current Estimated Value $555,319

    Last Listing Agent Mary Rice Israelski Howard Hanna Rand Realty

    25 Cyprus Dr, Middletown, NY 10940
    • 5 Sarah Ln, Middletown, NY 10941

      Est $290,477 Not Listed For Sale

      5 Sarah Ln, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1979
      5 Sarah Ln, Middletown, NY 10941

      Last Sold Summary

      • 4% Above List Price
      • $194/SF
      • 89 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Melissa Trejo Weichert Realtors

  • /58

    $625,000 Pre-Foreclosure

    • 12 Beds
    • 10 Baths
    • 5,004 Sq Ft

    5 Wawayanda Place, Middletown, NY 10940

    CASH ONLY - Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

    Jamie Sittner Find Advisors

    5 Wawayanda Place, Middletown, NY 10940
  • 48 Beacon St, Middletown, NY 10940

    $380,000 Sold Feb 12, 2026

    48 Beacon St, Middletown, NY 10940

    • 6 Beds
    • 2 Baths
    • 2,738 Sq Ft
    • Built 1900

    Last Sold Summary

    • $139/SF
    • 9 Days On Market

    Current Estimated Value $394,457

    Last Listing Agent Kewin Garabito eXp Realty

    48 Beacon St, Middletown, NY 10940
    • 53 Sarah Ln, Middletown, NY 10941

      Est $295,944 Not Listed For Sale

      53 Sarah Ln, Middletown, NY 10941

      • 3 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1979
      53 Sarah Ln, Middletown, NY 10941

      Last Sold Summary

      • 8% Above List Price
      • $191/SF
      • 58 Days On Market

      Last Sold Price $275,000

      Last Listing Agent J Lewis Keller Williams Hudson Valley

  • /39

    $320,000

    • 5 Beds
    • 2 Baths

    16 Liberty St, Middletown, NY 10940

    Welcome to 16 Liberty Street, a charming home ideally located in the heart of Middletown. This inviting property offers a comfortable layout with bright living spaces and a warm, welcoming feel—perfect for everyday living or investment potential. Inside, you’ll find generously sized rooms, natural light throughout, and a flexible floor plan ready to accommodate your lifestyle. The outdoor space

    Minnie Thomas Keller Williams Hudson Valley

    16 Liberty St, Middletown, NY 10940

Showing Results 481 - 520, Page 13 of 18

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