21,591

Middletown, NY Homes

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  • /50

    $599,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,080 Sq Ft

    179 Reservoir Rd, Middletown, NY 10940

    Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.8 acres offering 3–4 bedrooms, 2 full baths, and a detached 2-car garage with oversized loft. The heart of the home is the large family room — cathedral ceilings, a stunning stone fireplace, and beautiful hardwood floors — the perfect place to gather. The private second-floor primary suite has its own full

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley Untied

    (329) 207-0914

    179 Reservoir Rd, Middletown, NY 10940
  • /25

    Starting at $2,210 Per Month

    • 1 - 2 Beds

    300 Northwoods Rd, Middletown, NY 10940

    FREE 1st full month rent with 13 month lease - on select units.

    Northwoods Apartments

    (845) 415-7199

    300 Northwoods Rd, Middletown, NY 10940
  • 15 Cobblestone Ln, Middletown, NY 10940

    $498,000

    Sold Aug 27, 2025

    15 Cobblestone Ln, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Above List Price
    • $278/SF
    • 26 Days On Market

    Current Estimated Value $493,493

    Last Listing Agent Katherine Burgos-Llewellyn Call it Closed Intl. Realty

    15 Cobblestone Ln, Middletown, NY 10940
  • /46

    $489,000

    • 3 Beds
    • 2.5 Baths
    • 2,427 Sq Ft

    59 Woodside Knolls Dr, Middletown, NY 10940

    Welcome home to this impeccably maintained, tri-level townhouse nestled in the heart of the scenic Hudson Valley. Boasting over 2,400 sq. ft. of modern living space, this home features 9' ceilings, gleaming hardwood floors, and an open layout. The kitchen shines with countertops, stainless steel appliances, and a charming breakfast area. Retreat to the spacious primary suite with a walk-in closet

    Agent Photo

    Donna Reese

    KW Hudson Valley Untied

    (329) 209-9797

    59 Woodside Knolls Dr, Middletown, NY 10940
  • /10

    Starting at $2,400 Per Month

    • 1 - 2 Beds

    48-54 North St, 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- and two-bedroom apartments, where modern elegance meets timeless charm. Each unit features premium finishes, high ceilings, and open layouts that seamlessly blend comfort with style. Residents can indulge in a

    The North Court Apartments.

    (845) 479-6680

    48-54 North St, Middletown, NY 10940
  • 15 Independence Ave, Middletown, NY 10940

    $310,000

    Sold Aug 18, 2025

    15 Independence Ave, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft
    • Built 1966

    Last Sold Summary

    • 6% Below List Price
    • $235/SF
    • 11 Days On Market

    Current Estimated Value $322,461

    Last Listing Agent Andi Berisha BHHS Hudson Valley Properties

    15 Independence Ave, Middletown, NY 10940
  • /43

    $425,000

    • 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 Untied

    (329) 208-2971

    83 Deer Ct Dr, Middletown, NY 10940
  • /20

    Starting at $2,400 Per Month

    • 1 - 2 Beds

    430 E Main St, Middletown, NY 10940

    Welcome to The Park at Main.The Park at Main, located in the Town of Wallkill, NY, is the area’s latest apartment community, offering residents an exclusive amenity-driven lifestyle. This community features 116 newly constructed 1- and 2-bedroom apartments across seven buildings. Private amenities include a seasonal pool and lounge deck, a luxury clubhouse with a billiard room, a fitness

    The Park At Main

    (845) 415-1433

    430 E Main St, 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 $458,478

    Last Listing Agent Britanni Gaucher Keller Williams Realty

    295 Lybolt Rd, Middletown, NY 10941
  • /30

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,593 Sq Ft

    568 County Route 49 Unit 2C, Middletown, NY 10940

    Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for

    Agent Photo

    Hazel Cello

    KW Hudson Valley Untied

    (329) 219-0557

    568 County Route 49 Unit 2C, Middletown, NY 10940
  • /2

    Call for Price

    • 1 Bed

    28-38 Stoneridge Rd, Middletown, NY 10941

    Cambridge Manor

    (845) 415-1793

    28-38 Stoneridge Rd, Middletown, NY 10941
  • 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 $380,688

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    5 Perrins Mews Unit 6, Middletown, NY 10940
  • /2

    $599,900

    • 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 Untied

    (329) 213-1735

    215 Linden Ave, Middletown, NY 10940
  • /9

    Starting at $2,000 Per Month

    • 2 Beds

    22-26 Stoneridge Rd, Middletown, NY 10941

    Stoneridge Manor Apartments - This is an elegant new construction 1,100 square foot two bedroom, two bathroom condo style apartment located in the Goshen Central School District. It is nestled quietly off Route 211 West yet conveniently situated next to the Galleria Mall as well as a Hannaford Supermarket and Shoprite. It is also close to the train station into NYC. It is a beautiful open floor

    Stoneridge Manor Apartments

    (845) 415-1778

    22-26 Stoneridge Rd, Middletown, NY 10941
  • 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 $423,413

    Last Listing Agent Sandra Arnez KW Hudson Valley Untied

    8-10 Mercer St, Middletown, NY 10940
    • /33

      Not Listed For Sale

      28 Roosevelt Ave, Middletown, NY 10940

      • 5 Beds
      • 1.5 Baths
      • 1,760 Sq Ft
      • Built 1900
      28 Roosevelt Ave, Middletown, NY 10940

      Last Sold Summary

      • 7 Days On Market

  • /26

    $359,900

    • 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 Untied

    (329) 213-1997

    101 N Beacon St, Middletown, NY 10940
  • /9

    $2,000 Per Month

    • 1 Bed
    • 1 Bath
    • 775 Sq Ft
    • Condo for Rent

    4 Fortune Rd W Unit 4G, Scotchtown, NY 10941

    Welcome to your new home in Middletown, NY! This charming one-bedroom townhouse offers a comfortable living space of 775 square feet that is perfect for those seeking a cozy retreat. With large windows in the spacious living area, natural light floods the home creating a warm and inviting atmosphere. The kitchen features white cabinetry and essential appliances, making meal preparation a joy.

    (845) 415-7044

    4 Fortune Rd W Unit 4G, Scotchtown, NY 10941
  • 20 Columbia Ave, Middletown, NY 10940

    $290,000

    Sold Aug 20, 2025

    20 Columbia Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1920

    Last Sold Summary

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

    Current Estimated Value $290,286

    Last Listing Agent Brian Caplicki KW Hudson Valley Untied

    20 Columbia Ave, Middletown, NY 10940
  • /9

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,799 Sq Ft

    12 Todd Dr, Middletown, NY 10941

    Conveniently located in Pine Bush schools and close to ammenities is the 3 bedroom two bath split level on a cul-de-sac

    Agent Photo

    Lynelle Alessi

    KW Hudson Valley Untied

    (329) 214-0407

    12 Todd Dr, Middletown, NY 10941
  • /8

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft
    • Condo for Rent

    390 Crystal Run Rd, Middletown, NY 10941

    Property Id: 1833609Vibrant location in the midst of very desirable tenants as Neighbors. Only one unit left. Must see for location. Services like 24-hour fire surveillance, sprinkler system in place, well manicured and maintained premises, lots of parking.

    (908) 460-5099

    390 Crystal Run Rd, Middletown, NY 10941
  • 36 Bert Crawford Rd, Middletown, NY 10940

    $335,000

    Sold May 20, 2026

    36 Bert Crawford Rd, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft
    • Built 1947

    Last Sold Summary

    • 2% Above List Price
    • $401/SF
    • 5 Days On Market

    Current Estimated Value $320,260

    Last Listing Agent Jin Pang Panorama Realty

    36 Bert Crawford Rd, Middletown, NY 10940
  • /2

    $155,000

    $20K PRICE DROP
    • 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 Untied

    (329) 210-1290

    45 Knapp Ave, Middletown, NY 10940
  • /3

    $1,800

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 775 Sq Ft
    • Condo for Rent

    2 Fortune Rd W Unit 1e, Scotchtown, NY 10941

    1 bedroom first floor apartment/condominium convienently located in middletown/scotchtown ny. Close to metronorth/NJ transit trains, shopping and restaurants. Private balcony/deck overlooking a large grassy area. Heat and hot water included. New carpet and paint.

    2 Fortune Rd W Unit 1e, Scotchtown, NY 10941
  • 9 Michele Ct, Middletown, NY 10941

    $450,000

    Sold Mar 27, 2026

    9 Michele Ct, Middletown, NY 10941

    • 4 Beds
    • 1.5 Baths
    • 2,132 Sq Ft
    • Built 1970

    Last Sold Summary

    • 13% Above List Price
    • $211/SF
    • 34 Days On Market

    Current Estimated Value $445,106

    Last Listing Agent Brian Caplicki KW Hudson Valley Untied

    9 Michele Ct, Middletown, NY 10941
  • /35

    $980,000

    New Construction
    • 6 Beds
    • 6 Baths
    • 4,480 Sq Ft

    5-7 Blanchard St, Middletown, NY 10940

    Brand new construction duplex in heart of Middletown. Each spacious unit features 3 bedrooms, 2.5 baths, garage, central A/C and a bright, sun-filled open floor plan thoughtfully designed for today's lifestyle. Beautiful kitchens with expansive windows create an abundance of natural light, with one unit showcasing elegant dove white cabinetry while the other offers rich espresso cabinetry, both

    Agent Photo

    JoAnn Maxwell

    Howard Hanna Rand Realty

    (329) 210-5704

    5-7 Blanchard St, Middletown, NY 10940
  • /18

    $1,750 - $1,850

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    54 Linden Ave, Middletown, NY 10940

    54 Linden Ave, Middletown, NY 10940
  • 26 Davidge Rd, Middletown, NY 10940

    $515,000

    Sold Jul 31, 2025

    26 Davidge Rd, Middletown, NY 10940

    • 4 Beds
    • 3 Baths
    • 2,242 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $230/SF
    • 65 Days On Market

    Current Estimated Value $521,308

    Last Listing Agent John Biasi Howard Hanna Rand Realty

    26 Davidge Rd, Middletown, NY 10940
  • /41

    $699,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,174 Sq Ft

    TBD Kirbytown Rd, Middletown, NY 10940

    Welcome to your brand-new home, located on a 2.4 acre wooded lot in the Minisink Valley school district. The Reese model colonial was thoughtfully designed, offering 4 bedrooms and 2.5 baths with plenty of space to grow and make memories. On the first floor, you’ll find a bright and inviting living room with beautiful hardwood floors and a cozy fireplace—perfect for movie nights or gathering with

    Agent Photo

    Chris Ogden

    Realty Promotions Inc

    (329) 209-9962

    TBD Kirbytown Rd, Middletown, NY 10940
  • /13

    $1,750

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Condo for Rent

    62 Linden Ave Unit 4, Middletown, NY 10940

    Brand New Loft UnitsCome rent an immaculate, meticulously remodeled, one-bedroom/Loft apartment for $1,550 per month at 211 Lofts. off Wickham Ave. You'll live just a block away from restaurants and shops downtown.,. Over the last year, the family owners of this historic, 100-year-old brick building have completely redone the building, creating 10 new apartments. Each bright, warm,

    62 Linden Ave Unit 4, Middletown, NY 10940
  • 551 5th, Middletown, NY 10941

    $150,000

    Sold Mar 22, 2026

    551 5th, Middletown, NY 10941

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1997

    Last Sold Summary

    • $112/SF
    • 253 Days On Market

    Last Listing Agent Dulce M Ferrera KW Hudson Valley Untied

    551 5th, Middletown, NY 10941

Showing Results 81 - 120, Page 3 of 18

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