21,198

Middletown, NY Homes

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  • /33

    $474,900

    Open Sat 12PM - 2PM $24K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    3 Allerton Ave, Middletown, NY 10940

    Welcome to 3 Allerton Ave, a charming and well-maintained Ranch-style home nestled in one of Middletown’s sought-after neighborhoods. Set on a private 0.20-acre lot, this inviting property offers a peaceful suburban setting with shopping, dining, public transportation, and commuter routes just minutes away. A welcoming front porch leads into a bright foyer and semi-open living space connecting

    Agent Photo

    Erin Connolly-Frontino

    Artisan Realty

    3 Allerton Ave, Middletown, NY 10940
  • /50

    Starting at $2,500 Per Month

    • 1 - 2 Beds

    1200 Regency Ct, Middletown, NY 10940

    The Regency Club offers spacious living and dining areas, and modern kitchens in one bedroom with den and two bedroom floor plans. Apartments boast 9 ft. ceilings, ceramic tiles in the bathrooms and kitchens and a full appliance package. Residents enjoy the clubhouse, outdoor pool, state-of-the-art fitness center, and expansive club room as well as the outdoor tennis court and playground. The

    The Regency Club

    1200 Regency Ct, Middletown, NY 10940
  • 76 Maureen Dr, Middletown, NY 10940

    $430,000

    Sold Sep 25, 2025

    76 Maureen Dr, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,620 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $265/SF
    • 38 Days On Market

    Current Estimated Value $458,241

    Last Listing Agent Nina Piacente Julia B Fee Sothebys Int. Rlty

    76 Maureen Dr, Middletown, NY 10940
    • 3 Fortune Rd W Unit 3E, Middletown, NY 10941

      Not Listed For Sale

      3 Fortune Rd W Unit 3E, Middletown, NY 10941

      • 1 Bed
      • 1 Bath
      • 775 Sq Ft
      • Built 1972
      3 Fortune Rd W Unit 3E, Middletown, NY 10941

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Danielle Riggs KW Hudson Valley United

  • /17

    $294,990

    $5K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    50 Hampton Ct, Middletown, NY 10941

    Welcome to 50 Hampton Court, Middletown, NY 10941! This inviting 3-bedroom, 1.5-bath home offers a comfortable layout with plenty of space to relax, entertain, and make your own. Step inside to a bright entryway that opens to a spacious living room featuring attractive wood-look flooring, recessed lighting, a dramatic accent wall, and a fireplace that creates a warm focal point. The kitchen

    Agent Photo

    Haakim Byrd

    HomeSmart Homes & Estates

    50 Hampton Ct, Middletown, NY 10941
  • /25

    Starting at $1,955 Per Month

    • Studio - 2 Beds

    225 Berkman Dr, Middletown, NY 10941

    Welcome Home to Imperial Gardens Apartments in Middletown, NY! Located in a country setting, our fabulous location is about an hour from New York City. Just minutes from the Metro North, and major highways: RT 17, I-84, and I-87 (NYS Thruway), we are a commuter's dream! We are located just minutes from RT 211 where there is an abundance of shopping, dining, and entertainment such as Galleria at

    Imperial Gardens Apartment Homes

    225 Berkman Dr, Middletown, NY 10941
  • 79 Vincent Dr, Middletown, NY 10940

    $436,000

    Sold Jun 30, 2026

    79 Vincent Dr, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,043 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Above List Price
    • $418/SF
    • 33 Days On Market

    Current Estimated Value $421,433

    Last Listing Agent Donna Reese KW Hudson Valley United

    79 Vincent Dr, Middletown, NY 10940
    • 103 Deer Court Dr, Middletown, NY 10940

      Est $309,945

      Not Listed For Sale

      103 Deer Court Dr, Middletown, NY 10940

      • 2 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 2002
      103 Deer Court Dr, Middletown, NY 10940

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Tanya Von Montague Corcoran Country Living

  • /45

    $489,000

    Pre-Foreclosure
    • 4 Beds
    • 1.5 Baths
    • 1,796 Sq Ft

    50 Scott Dr, Middletown, NY 10941

    Welcome to this spacious four-bedroom, two-bathroom corner-lot home in the desirable Scotchtown area of Orange County. The updated kitchen features stainless steel appliances, while hardwood floors flow throughout the main level. A distinctive sloped ceiling enhances the living room’s open, airy feel and abundant natural light. Sliding glass doors from the dining room lead to a large rear

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley United

    50 Scott Dr, Middletown, NY 10941
  • /18

    Starting at $2,263 Per Month

    • 1 - 2 Beds

    23 James P Kelly Way, Middletown, NY 10940

    Sterling Parc at Middletown offers 1 and 2 bedroom apartments in Middletown, NY with spacious floor plans, modern finishes, and convenient access to major destinations. Located in the Hudson Valley near Route 17 and I-84, the community places residents close to shopping, dining, entertainment, and commuter routes. Apartment homes feature designer kitchens with shaker-style espresso cabinetry,

    Sterling Parc at Middletown

    23 James P Kelly Way, Middletown, NY 10940
  • 572 Greenville Turnpike, Middletown, NY 10940

    $600,000

    Sold Jun 22, 2026

    572 Greenville Turnpike, Middletown, NY 10940

    • 4 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Above List Price
    • $290/SF
    • 22 Days On Market

    Current Estimated Value $609,788

    Last Listing Agent Brian Caplicki KW Hudson Valley United

    572 Greenville Turnpike, Middletown, NY 10940
    • 129 Meadow View Dr Unit 1105, Middletown, NY 10940

      Not Listed For Sale

      129 Meadow View Dr Unit 1105, Middletown, NY 10940

      • 3 Beds
      • 3.5 Baths
      • 1,827 Sq Ft
      • Built 2016
      129 Meadow View Dr Unit 1105, Middletown, NY 10940

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent D'Wana Haynesworth YourHomeSold Guaranteed Realty

  • /43

    $399,900

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft

    83 Deer Ct Dr, Middletown, NY 10940

    Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located in the highly desirable Deer Run complex. This move-in-ready home features laminate flooring throughout, with tile flooring in the kitchen and bathrooms. The kitchen was tastefully updated in 2020, along with the heating and cooling system, which is electronically controlled and offers a high-efficiency SEER

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley United

    83 Deer Ct Dr, Middletown, NY 10940
  • /25

    Starting at $2,225 Per Month

    • 1 - 2 Beds

    300 Northwoods Rd, Middletown, NY 10940

    Discover comfortable living at Northwoods Apartments, a newer-construction community in Middletown, NY. Choose from spacious one- and two-bedroom homes featuring contemporary designs, in-home washers and dryers, high ceilings, and private patios or balconies.Our pet-friendly community offers a peaceful setting with scenic surroundings, a fitness center, clubhouse, playground, and basketball

    Northwoods Apartments

    300 Northwoods Rd, Middletown, NY 10940
  • 346 Mullock Rd, Middletown, NY 10940

    $945,000

    Sold Feb 06, 2026

    346 Mullock Rd, Middletown, NY 10940

    • 3 Beds
    • 3 Baths
    • 3,282 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $288/SF
    • 83 Days On Market

    Current Estimated Value $939,183

    Last Listing Agent Alyse Toffel KW Hudson Valley United

    346 Mullock Rd, Middletown, NY 10940
    • 169 Mulford Rd, Middletown, NY 10940

      Not Listed For Sale

      169 Mulford Rd, Middletown, NY 10940

      • 4 Beds
      • 3 Baths
      • 2,418 Sq Ft
      • Built 2025
      169 Mulford Rd, Middletown, NY 10940

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Brian Caplicki KW Hudson Valley United

  • /2

    $599,900

    Pending
    • 6 Beds
    • 2 Baths
    • 3,190 Sq Ft

    215 Linden Ave, Middletown, NY 10940

    Excellent investment opportunity in the City of Middletown! This well-maintained duplex features two spacious 3-bedroom, 1-bath units, each offering generous living space and separate utilities. Both units include an oven and refrigerator, with tenants responsible for utilities, providing strong income potential for investors or owner-occupants alike. Finished walk-up attics also provide

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley United

    215 Linden Ave, Middletown, NY 10940
  • /35

    Starting at $2,164 Per Month

    • 1 - 3 Beds

    201 Genung St, Middletown, NY 10940

    Welcome home to Boulder Pointe Apartments! Our apartments in Middletown, NY allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Wallkill. Superior amenities, desirable services, and a well-connected address allow you to indulge in all the urban conveniences you want without giving up on the peaceand quiet you deserve. Offering a selection of one,

    Boulder Pointe Apartments

    201 Genung St, Middletown, NY 10940
  • 28 Lake Ridge Dr, Middletown, NY 10940

    $390,500

    Sold Feb 13, 2026

    28 Lake Ridge Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • Built 2002

    Last Sold Summary

    • 7% Above List Price
    • $267/SF
    • 32 Days On Market

    Current Estimated Value $397,965

    Last Listing Agent Jonathon Lee KW Hudson Valley United

    28 Lake Ridge Dr, Middletown, NY 10940
    • 13 Sage Ct, Middletown, NY 10940

      Est $551,302

      Not Listed For Sale

      13 Sage Ct, Middletown, NY 10940

      • 2 Beds
      • 2 Baths
      • 1,473 Sq Ft
      • Built 2016
      13 Sage Ct, Middletown, NY 10940

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Eveline White Hudson Valley Griffith

  • /26

    $339,900

    $20K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,240 Sq Ft

    101 N Beacon St, Middletown, NY 10940

    Move in ready 3 bedrooms, 2 bathroom home. Clean and freshly painted. Updated kitchen and bathrooms. Located on a dead end street. Private Fenced-in yard. Conveniently located minutes from local shops, restaurants, Galleria Mall, Garnet Health and close proximity to I86 and I84. Very easy to show. Call today for your own private viewing.

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley United

    101 N Beacon St, Middletown, NY 10940
  • /35

    Starting at $1,825 Per Month

    • 1 - 2 Beds

    507 Sherwood Dr N, Middletown, NY 10941

    Sherwood Forest Garden Apartments, located in Middletown, NY, consists of six garden apartment-style buildings spread over 18 lushly landscaped acres. Your rent includes Heat/AC, Hot Water, Cooking Gas, and Trash. In addition, there is an outdoor pool, with an adjacent fitness center, BBQ Grills and Unassigned Parking. ALL are available, without charge, to residents of the property. Ground level

    Sherwood Forest Garden Apartments

    507 Sherwood Dr N, Middletown, NY 10941
  • 38 Putters Way, Middletown, NY 10940

    $615,000

    Sold Jul 27, 2026

    38 Putters Way, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 3,013 Sq Ft
    • Built 2006

    Last Sold Summary

    • $204/SF
    • 26 Days On Market

    Current Estimated Value $613,582

    Last Listing Agent Jie Liu KW Hudson Valley United

    38 Putters Way, Middletown, NY 10940
    • 26 Linden Ave Unit 24, Middletown, NY 10940

      Est $525,791

      Not Listed For Sale

      26 Linden Ave Unit 24, Middletown, NY 10940

      • 6 Beds
      • 2 Baths
      • 2,784 Sq Ft
      • Built 1900
      26 Linden Ave Unit 24, Middletown, NY 10940

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Jonathon Lee KW Hudson Valley United

  • /2

    $155,000

    $20K PRICE DROP Pending
    • 1 Bed
    • 1 Bath
    • 784 Sq Ft

    45 Knapp Ave, Middletown, NY 10940

    Attention investors! This is a true “what you see is what you get” opportunity. Bring your tools and imagination and transform this property into a valuable addition to your rental portfolio. Perfect for investors seeking potential and long-term returns. Cash buyer or rehab loan needed.

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley United

    45 Knapp Ave, Middletown, NY 10940
  • /26

    Starting at $1,750 Per Month

    • 1 - 2 Beds

    51 Rockwood Cir, Middletown, NY 10941

    Rockwood sits high atop a hill with beautiful vistas, on park like grounds. Each apartment is meticulously maintained. We provide our residents with spacious rooms, fully equipped kitchens and tremendous closet space. Laundry facilities and additional private storage spaces are available in each building. An assigned parking space comes with each apartment complemented by ample extra parking for

    Rockwood Gardens Apartments

    51 Rockwood Cir, Middletown, NY 10941
  • 6 Eaton Ct, Middletown, NY 10940

    $250,000

    Sold Apr 30, 2026

    6 Eaton Ct, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft
    • Built 1985

    Last Sold Summary

    • 23% Below List Price
    • $200/SF
    • 106 Days On Market

    Current Estimated Value $350,576

    Last Listing Agent Vincent Reda Keller Williams Realty

    6 Eaton Ct, Middletown, NY 10940
    • 4 Fortune Rd W Unit D, Middletown, NY 10941

      Not Listed For Sale

      4 Fortune Rd W Unit D, Middletown, NY 10941

      • 1 Bed
      • 1 Bath
      • 775 Sq Ft
      • Built 1972
      4 Fortune Rd W Unit D, Middletown, NY 10941

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Matthew Gibbs KW Hudson Valley United

  • /33

    $395,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,428 Sq Ft

    24 Mountain Ave, Middletown, NY 10940

    Cape Cod with 4 bedrooms, 2 baths, garage and large deck overlooking peaceful and private backyard. Deck less than 2 years old, beautiful stainless steel appliances only 2 years old. 2nd floor is not like your typical cape cod. Very spacious with a great bonus area. Conveniently located in Middletown School District just 3 miles from the train station and just minutes from park, walking trails,

    Agent Photo

    Sharon Reynolds

    KW Hudson Valley United

    24 Mountain Ave, Middletown, NY 10940
  • /14

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    30 E Main St Unit 4, Middletown, NY 10940

    Property Id: 2870711 Welcome to your cozy 1 bedroom, 1 bathroom apartment in the heart of Middletown, NY. This unit features hardwood floors, a spacious kitchen with freezer, oven, and refrigerator included. Enjoy the convenience of some included utilities and off street parking. Pets allowed. Don't miss out on this gem near parks and shopping. Contact us today for a showing!

    30 E Main St Unit 4, Middletown, NY 10940
  • 295 Lybolt Rd, Middletown, NY 10941

    $460,000

    Sold Jan 15, 2026

    295 Lybolt Rd, Middletown, NY 10941

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $376/SF
    • 56 Days On Market

    Current Estimated Value $471,526

    Last Listing Agent Britanni Gaucher Keller Williams Realty

    295 Lybolt Rd, Middletown, NY 10941
    • 289 North St, Middletown, NY 10940

      Not Listed For Sale

      289 North St, Middletown, NY 10940

      • 2 Baths
      • Built 1888
      289 North St, Middletown, NY 10940

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  • /49

    $455,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,545 Sq Ft

    168 Shawangunk Rd, Middletown, NY 10940

    Discover the perfect blend of historic charm, modern comfort, and peaceful country living in this utterly delightful home, beautifully situated on 2.2 wooded acres. Rich in character, the residence showcases timeless architectural details while benefiting from a comprehensive renovation. Prior to renovation, the home was thoroughly gutted and fully foam insulated, with all-new plumbing and

    Agent Photo

    Jason Kerwar

    William Raveis Real Estate

    168 Shawangunk Rd, Middletown, NY 10940
  • /14

    $1,600 Per Month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    77 Woodside Knolls Dr, Middletown, NY 10940

    Property Id: 1021598 Welcome Home! to Your 2 Bedroom 1 Bathroom Apartment located in vibrant scenic Middletown NY close to shops, mall, & highways. Modern New Basement Apartment features High Ceiling, quartz countertops, Stainless Steel Appliances, Wood-Tiled flooring, unique decor available furnished or unfurnished, parking, washer & Dryer. Offered at a great rate!+ Utilities

    77 Woodside Knolls Dr, Middletown, NY 10940
  • 5 Perrins Mews Unit 6, Middletown, NY 10940

    $385,000

    Sold Nov 24, 2025

    5 Perrins Mews Unit 6, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,570 Sq Ft
    • Built 2000

    Last Sold Summary

    • $245/SF
    • 16 Days On Market

    Current Estimated Value $389,746

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    5 Perrins Mews Unit 6, Middletown, NY 10940
    • 127 Meadow View Dr, Middletown, NY 10940

      Not Listed For Sale

      127 Meadow View Dr, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 1,827 Sq Ft
      • Built 2016
      127 Meadow View Dr, Middletown, NY 10940

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Kevin Grier KW Hudson Valley United

  • /45

    $464,999

    • 3 Beds
    • 2.5 Baths
    • 1,966 Sq Ft

    45 Brola Rd, Middletown, NY 10940

    Welcome to this inviting bilevel home situated on 1.2 level acres in the Minisink School District. The property offers a wonderful combination of space, comfort, and outdoor enjoyment, featuring a fully fenced backyard, spacious deck, and above-ground pool, perfect for relaxing or entertaining.Inside, hardwood flooring runs throughout the main living areas, creating a warm and inviting feel.

    Agent Photo

    Chativa Bowen

    Keller Williams Realty

    45 Brola Rd, Middletown, NY 10940
  • /12

    $2,325 Per Month

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

    48 North St Unit 406, 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 one bedroom apartments, 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 the

    Tehillah Deslandes Howard Hanna Rand Realty

    48 North St Unit 406, Middletown, NY 10940
  • 8-10 Mercer St, Middletown, NY 10940

    $453,000

    Sold Oct 05, 2025

    8-10 Mercer St, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 2,006 Sq Ft
    • Built 1951

    Last Sold Summary

    • 4% Above List Price
    • $226/SF
    • 44 Days On Market

    Current Estimated Value $432,213

    Last Listing Agent Sandra Arnez KW Hudson Valley United

    8-10 Mercer St, Middletown, NY 10940
    • 206 2nd Ave, Middletown, NY 10941

      Not Listed For Sale

      206 2nd Ave, Middletown, NY 10941

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2023
      206 2nd Ave, Middletown, NY 10941

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Sandra Spector Howard Hanna Rand Realty

Showing Results 41 - 80, Page 2 of 18

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