21,457

Middletown, NY Homes

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  • /35

    $424,999

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    11 Sunnyside Ave, Middletown, NY 10940

    Calling all investors and future house hackers! This versatile duplex is the perfect opportunity to grow your rental portfolio or offset your mortgage by living in one unit while renting the other. Each apartment offers 2 bedrooms and 1 full bathroom, featuring spacious living areas, an open-concept layout, and generously sized bedrooms. One of the units also includes a dedicated office space,

    Valerie Jewis Keller Williams Realty

    11 Sunnyside Ave, Middletown, NY 10940
  • /36

    $2,250 Per Month

    • 1 Bed
    • 1 Bath
    • 888 Sq Ft
    • Apartment for Rent

    943 Tower Ridge Cir, Middletown, NY 10941

    Beautiful 1-Bedroom Rental in Desirable Tower Ridge Grande! Enjoy low-maintenance living in this bright and well-maintained third-floor apartment with convenient elevator access. This spacious 1-bedroom, 1-bath unit features gleaming hardwood floors throughout, an open living and dining area, and a modern kitchen with granite countertops and a breakfast bar. Step out onto your private balcony and

    Yosseline Genao KW Hudson Valley United

    943 Tower Ridge Cir, Middletown, NY 10941
  • 235 Maples Rd, Middletown, NY 10940

    $605,000

    Sold Jul 31, 2026

    235 Maples Rd, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • Built 2004

    Last Sold Summary

    • 7% Below List Price
    • $250/SF
    • 168 Days On Market

    Current Estimated Value $622,801

    Last Listing Agent Shernette Hall VYLLA Home

    235 Maples Rd, Middletown, NY 10940
    • 177 High Barney Rd, Middletown, NY 10940

      Est $521,162

      Not Listed For Sale

      177 High Barney Rd, Middletown, NY 10940

      • 4 Beds
      • 3 Baths
      • 2,376 Sq Ft
      • Built 2009
      177 High Barney Rd, Middletown, NY 10940

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Noel Cohen Cohen and Cohen Consulting

  • /18

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,932 Sq Ft

    12 Walnut Ln, Middletown, NY 10940

    Beautifully maintained home in a desirable Middletown neighborhood featuring a bright, functional layout and a spacious backyard. One of the most valuable features of this property is its flexible bedroom layout. Four total bedrooms, including two conveniently located on the first floor, offering rare flexibility for multi-generational living, guests, a home office, or easy single-level living.

    Xiaohui Cui KW Hudson Valley United

    12 Walnut Ln, Middletown, NY 10940
  • /21

    $2,600 Per Month

    • 4 Beds
    • 1.5 Baths
    • 1,280 Sq Ft
    • House for Rent

    66 Phillips St, Middletown, NY 10940

    4 Bedroom 1 1/2 bath split level home on 1/4 acre property. Great location, close to all. Freshly painted and ready to move in.

    Allan Leeds ON SITE Sales & Marketing, LLC

    66 Phillips St, Middletown, NY 10940
  • 11 Keats Rd, Middletown, NY 10941

    $385,000

    Sold Aug 15, 2025

    11 Keats Rd, Middletown, NY 10941

    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $203/SF
    • 35 Days On Market

    Current Estimated Value $427,842

    Last Listing Agent Christina Herschel-Huebner Herschel Realty Corp

    11 Keats Rd, Middletown, NY 10941
    • 923 Tower Ridge Cir, Middletown, NY 10941

      Not Listed For Sale

      923 Tower Ridge Cir, Middletown, NY 10941

      • 1 Bed
      • 1 Bath
      • 888 Sq Ft
      • Built 2007
      923 Tower Ridge Cir, Middletown, NY 10941

      Last Sold Summary

      • 201 Days On Market

      Last Listing Agent Jacqueline Brisacone Howard Hanna Rand Realty

  • /50

    $597,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,044 Sq Ft

    46 Ben Lomond Dr, Middletown, NY 10941

    You know the house in Scotchtown that everyone slows down to admire? This is it! Exceptional corner curb appeal, stunning landscaping and a rare DOUBLE LOT set the stage for this beautifully maintained oversized split offering over 2,000 square feet on .61 acres. A standout feature of the property is the incredible 24' x 28' detached garage and the unexpectedly private backyard that makes this

    Laurel Lustgarten Howard Hanna Rand Realty

    46 Ben Lomond Dr, Middletown, NY 10941
  • /10

    $2,750 Per Month

    • 1 Bed
    • 1 Bath
    • 811 Sq Ft
    • Apartment for Rent

    48 North St Unit 408, Middletown, NY 10940

    Experience the pinnacle of luxury living at North Court Apartments, located in the heart of Middletown, NY. This beautifully restored building offers spacious and thoughtfully designed unit with one bedroom with a Den , where modern elegance meets timeless charm. Each unit features premium finishes, high ceilings, and open layouts that seamlessly blend comfort with style. Enjoy the convenience of

    Tehillah Deslandes Howard Hanna Rand Realty

    48 North St Unit 408, Middletown, NY 10940
  • 26 Kyleigh Way, Middletown, NY 10940

    $595,000

    Sold Feb 04, 2026

    26 Kyleigh Way, Middletown, NY 10940

    • 4 Beds
    • 3.5 Baths
    • 2,188 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Below List Price
    • $272/SF
    • 182 Days On Market

    Current Estimated Value $600,683

    Last Listing Agent Delroy Smith List 4 Less Realty

    26 Kyleigh Way, Middletown, NY 10940
    • 81 Woodside Knolls Dr, Middletown, NY 10940

      Est $526,421

      Not Listed For Sale

      81 Woodside Knolls Dr, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,567 Sq Ft
      • Built 2009
      81 Woodside Knolls Dr, Middletown, NY 10940

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Steven Connolly Twin Bridges Properties

  • /36

    $479,000

    $6K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,084 Sq Ft

    1 High Ridge Ln, Middletown, NY 10940

    Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’slifestyle. Step inside to find a bright and inviting layout featuring spacious bedrooms each with generous closet

    Jason Madison eXp Realty

    1 High Ridge Ln, Middletown, NY 10940
  • /12

    $2,000 Per Month

    • Property for Rent

    28 Pilgrim Corners Rd Unit 30, Middletown, NY 10940

    Rare barn lease opportunity on an iconic Hudson Valley farm property. Situated on a scenic acreage setting, this impressive barn offers substantial space with excellent accessibility and room for equipment, storage, agricultural operations, artisan trades, or approved business activities. Enjoy a private country environment while remaining just minutes from Middletown's shopping, dining, and

    Anthony Rivas KW Hudson Valley United

    28 Pilgrim Corners Rd Unit 30, Middletown, NY 10940
  • 847 Greenville Turnpike, Middletown, NY 10940

    $339,000

    Sold Sep 17, 2025

    847 Greenville Turnpike, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft
    • Built 1995

    Last Sold Summary

    • 46% Below List Price
    • $192/SF
    • 240 Days On Market

    Current Estimated Value $454,040

    Last Listing Agent Neven Spralja REALHome Services & Solutions

    847 Greenville Turnpike, Middletown, NY 10940
    • 9 Arden Ct, Middletown, NY 10940

      Est $494,755

      Not Listed For Sale

      9 Arden Ct, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,427 Sq Ft
      • Built 2008
      9 Arden Ct, Middletown, NY 10940

      Last Sold Summary

      • 264 Days On Market

      Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  • /46

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 2,225 Sq Ft

    18 Hickory Place, Middletown, NY 10941

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath bi-level home, built in 2010 and offering 2,225 square feet of comfortable living space. Designed with an open-concept layout, this impressive residence features a well-appointed kitchen with granite countertops, abundant cabinetry, and a seamless flow into the dining and living areas—ideal for both everyday living and

    Anita S. Cristiano HomeSmart Homes & Estates

    18 Hickory Place, Middletown, NY 10941
  • /9

    $2,550 Per Month

    • 3 Beds
    • 1 Bath
    • 1,088 Sq Ft
    • House for Rent

    63 Broad St, Middletown, NY 10940

    3-bedroom, 1-bath colonial rental in Middletown featuring a spacious layout, front porch, and detached one-car garage. Conveniently located near shopping, dining, and major roadways.

    Doreen Crowther Howard Hanna Rand Realty

    63 Broad St, Middletown, NY 10940
  • 10 Royce Ave, Middletown, NY 10940

    $345,000

    Sold Mar 27, 2026

    10 Royce Ave, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft
    • Built 1931

    Last Sold Summary

    • 5% Above List Price
    • $235/SF
    • 40 Days On Market

    Current Estimated Value $336,386

    Last Listing Agent ALISON NIXON eXp Realty

    10 Royce Ave, Middletown, NY 10940
    • 24 Arden Ct, Middletown, NY 10940

      Est $490,337

      Not Listed For Sale

      24 Arden Ct, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,567 Sq Ft
      • Built 2008
      24 Arden Ct, Middletown, NY 10940

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Ramanjit Dhanoa eXp Realty

  • /27

    $399,900

    $50K PRICE DROP
    • 5 Beds
    • 3 Baths

    37 Monhagen Ave, Middletown, NY 10940

    Welcome to an opportunity that is becoming harder and harder to find. This multi-family property sits on a nearly half-acre lot in the City of Middletown and offers investors, contractors, and ambitious buyers the chance to create significant value. With 2,151 square feet, five bedrooms, three full bathrooms, and income-producing potential, this is the type of property that rewards vision and

    Isaiah Lopez KW Hudson Valley United

    37 Monhagen Ave, Middletown, NY 10940
  • /27

    $2,700 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,782 Sq Ft
    • House for Rent

    31 Pinto Rd W, Middletown, NY 10941

    Spacious and well-maintained 2-bedroom, 2.5-bath townhome in Middletown, NY. This light-filled home features an eat-in kitchen with breakfast bar, formal dining room, spacious living room, versatile bonus room, laundry room, ample closet space, and a full walkout basement for additional storage. Enjoy a private deck, one-car garage, and private driveway. Conveniently located near shopping,

    Jalissa Acton Keller Williams Realty

    31 Pinto Rd W, Middletown, NY 10941
  • 57 Overhill Rd, Middletown, NY 10940

    $330,000

    Sold Feb 26, 2026

    57 Overhill Rd, Middletown, NY 10940

    • 5 Beds
    • 2.5 Baths
    • 3,581 Sq Ft
    • Built 1955

    Last Sold Summary

    • 6% Below List Price
    • $92/SF
    • 36 Days On Market

    Current Estimated Value $465,996

    Last Listing Agent Kewin Garabito eXp Realty

    57 Overhill Rd, Middletown, NY 10940
    • 20 Arden Ct, Middletown, NY 10940

      Est $513,608

      Not Listed For Sale

      20 Arden Ct, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,521 Sq Ft
      • Built 2008
      20 Arden Ct, Middletown, NY 10940

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Naomi Streicher Q Home Sales

  • /34

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    158 Cottage St, Middletown, NY 10940

    Step inside this classic 3-bedroom, 2-bath Colonial and imagine the possibilities. Offering approximately 1,610 square feet, the home features a traditional layout with a living room, formal dining room, spacious kitchen, and a flexible first-floor bonus room that can serve as a den, home office, or recreation space. A dedicated laundry area adds everyday convenience, while the covered front

    Derek Greene Greene Realty Group

    158 Cottage St, Middletown, NY 10940
  • /22

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    90 Montgomery St Unit Upper, Middletown, NY 10940

    Fully renovated apartment in the center of downtown Middletown close to shopping and restaurants. Two bedrooms with large open eat-in kitchen, living room, bathroom, and backyard access with all new floors, paint, fixtures, and appliances. The Railroad Avenue Bus Terminal is a few short blocks away. Shared driveway and house located on a dead-end road with little city traffic. Ready for new

    Hilary Ryan Goldman Howard Hanna Rand Realty

    90 Montgomery St Unit Upper, Middletown, NY 10940
  • 1 Polly Kay Dr, Middletown, NY 10940

    $419,000

    Sold Dec 02, 2025

    1 Polly Kay Dr, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,482 Sq Ft
    • Built 1967

    Last Sold Summary

    • $283/SF
    • 27 Days On Market

    Current Estimated Value $431,720

    Last Listing Agent Ewa Kusmierek eXp Realty

    1 Polly Kay Dr, Middletown, NY 10940
    • 6 Woodside Knolls Dr, Middletown, NY 10940

      Est $501,293

      Not Listed For Sale

      6 Woodside Knolls Dr, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,427 Sq Ft
      • Built 2008
      6 Woodside Knolls Dr, Middletown, NY 10940

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Eboni Navas Julia B Fee Sothebys Int. Rlty

  • /31

    $335,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,244 Sq Ft

    892 Winterton Rd, Middletown, NY 10940

    Welcome home to this renovated 2 bed, 2 bath Cape on a private 1 acre lot in the Minisink School District. Enjoy a large stylish kitchen with quartz countertops, gorgeous tiled bathrooms, and a perfect blend of charm and modern comfort. First floor bedroom and bathroom, covered front porch and patio outside the kitchen. There is a barn/garage outside where you can park 2 cars. A great chance to

    Valeria Rios KW Hudson Valley United

    892 Winterton Rd, Middletown, NY 10940
  • /17

    $1,900 Per Month

    • 3 Beds
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    103 Wickham Ave Unit 3, Middletown, NY 10940

    MIDDLETOWN RENTAL!! A centrally located 3 bedroom is now available for immediate move in. This third floor apartment has been freshly painted throughout and floors polished. Enter into a living room with plenty of natural window light followed by a updated eat in kitchen with newer appliances. Three spacious bedrooms and a full remodeled bath complete the unit. One of the few units that INCLUDES

    Frances Levin KW Hudson Valley United

    103 Wickham Ave Unit 3, Middletown, NY 10940
  • 13 Hermanette Ave, Middletown, NY 10940

    $485,000

    Sold Aug 04, 2026

    13 Hermanette Ave, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,852 Sq Ft
    • Built 2004

    Last Sold Summary

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

    Current Estimated Value $456,142

    Last Listing Agent Rosa Santiago Weichert Realtors

    13 Hermanette Ave, Middletown, NY 10940
    • 32 Stagecoach Dr, Middletown, NY 10940

      Est $749,884

      Not Listed For Sale

      32 Stagecoach Dr, Middletown, NY 10940

      • 4 Beds
      • 2.5 Baths
      • 3,626 Sq Ft
      • Built 1998
      32 Stagecoach Dr, Middletown, NY 10940

      Last Sold Summary

      • 273 Days On Market

      Last Listing Agent Susan Giordano Hudson Premium Realty

  • /32

    $579,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,929 Sq Ft

    1 Parkview Dr, Middletown, NY 10940

    Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool is

    Marie Altieri Howard Hanna Rand Realty

    1 Parkview Dr, Middletown, NY 10940
  • /16

    $2,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,112 Sq Ft
    • Condo for Rent

    2 Fortune Rd W Unit 2B, Middletown, NY 10941

    Beautiful Horizon Hills Second-Floor End Unit Welcome to this immaculate, move-in-ready second-floor end-unit condo in the desirable Horizon Hills community. This bright and quiet home features a spacious living room with sliding glass doors leading to a private deck overlooking the front lawn. The thoughtfully designed layout includes a tiled kitchen, two generously sized bedrooms, and two full

    Jonathon Lee KW Hudson Valley United

    2 Fortune Rd W Unit 2B, Middletown, NY 10941
  • /2

    $485,100

    Sold Nov 10, 2025

    7017 James Francis Dr, Lockport-Town, NY 14094

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Above List Price
    • $276/SF
    • 0 Days On Market

    Last Listing Agent Annette Fachko Listing by No Office Affiliation

    7017 James Francis Dr, Lockport-Town, NY 14094
    • 978 Scotchtown Collabar Rd, Middletown, NY 10941

      Est $472,028

      Not Listed For Sale

      978 Scotchtown Collabar Rd, Middletown, NY 10941

      • 3 Beds
      • 3 Baths
      • 2,994 Sq Ft
      • Built 1978
      978 Scotchtown Collabar Rd, Middletown, NY 10941

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Derek Greene Greene Realty Group

  • /36

    $585,000

    $15K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 2,948 Sq Ft

    669 Mountain Rd, Middletown, NY 10940

    Country Escape of 6 spacious bedrooms offers space, privacy, and a serene setting on 3.38 acres. Just about 75 miles from New York City, it’s close enough for convenient weekend escapes yet far enough to feel like a true retreat feels like a private estate—perfect for those seeking a refined escape from city lifeA grand foyer opens to a bright, airy layout with high ceilings, large windows,

    Michelle Gruberger Real Estate Circuit Inc

    669 Mountain Rd, Middletown, NY 10940
  • /11

    $3,025 Per Month

    • 2 Beds
    • 2 Baths
    • 850 Sq Ft
    • Apartment for Rent

    48 North St Unit 305, Middletown, NY 10940

    Experience the pinnacle of luxury living at North Court Apartments, located in the heart of Middletown, NY. This beautifully restored building offers spacious and thoughtfully designed unit with 2 bedrooms and 2 full bathrooms , where modern elegance meets timeless charm. Each unit features premium finishes, high ceilings, and open layouts that seamlessly blend comfort with style. Enjoy the

    Tehillah Deslandes Howard Hanna Rand Realty

    48 North St Unit 305, Middletown, NY 10940
  • 49 Woodside Knolls Dr, Middletown, NY 10940

    $487,000

    Sold Apr 13, 2026

    49 Woodside Knolls Dr, Middletown, NY 10940

    • 3 Beds
    • 3.5 Baths
    • 2,521 Sq Ft
    • Built 2008

    Last Sold Summary

    • $193/SF
    • 29 Days On Market

    Current Estimated Value $468,803

    Last Listing Agent Naomi Streicher Q Home Sales

    49 Woodside Knolls Dr, Middletown, NY 10940
    • 26 Erin Ct, Middletown, NY 10941

      Est $932,553

      Not Listed For Sale

      26 Erin Ct, Middletown, NY 10941

      • 4 Beds
      • 3.5 Baths
      • 3,517 Sq Ft
      • Built 2008
      26 Erin Ct, Middletown, NY 10941

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Virginia Corbett eXp Realty

Showing Results 281 - 320, Page 8 of 18

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