21,198

Middletown, NY Homes

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  • /34

    $339,000

    Pending
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    11 5th St, Middletown, NY 10940

    Welcome to your new ranch home situated on a quiet dead end street yet still close to all major amenities. Arriving you will notice the peaceful surroundings, well manicured and level yard space, convenient garage and ample parking. Step inside your new home to find sun drenched living spaces, gleaming hardwood floors and the ease of one level living. The main level provides you with a cozy

    Nicholas Carbone HomeSmart Homes & Estates

    11 5th St, Middletown, NY 10940
  • /23

    $3,600 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,211 Sq Ft
    • House for Rent

    3 Cedar Hill Dr, Middletown, NY 10940

    Welcome to 3 Cedar Hill Drive, a beautifully appointed townhome in Middletown’s sought-after Magnolia Park community. This spacious 3-bedroom, 3.5-bath home offers a bright, open layout designed for comfortable everyday living and entertaining. The main level features hardwood floors and a stylish kitchen with granite countertops, a generous center island, and plenty of workspace and storage. The

    Viticha DeLeon KW Hudson Valley United

    3 Cedar Hill Dr, Middletown, NY 10940
  • 261 Ruth Ct, Middletown, NY 10940

    $241,000

    Sold Feb 06, 2026

    261 Ruth Ct, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 880 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Above List Price
    • $274/SF
    • 27 Days On Market

    Current Estimated Value $244,777

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    261 Ruth Ct, Middletown, NY 10940
    • 8486 Mountain Ave, Middletown, NY 10940

      Not Listed For Sale

      8486 Mountain Ave, Middletown, NY 10940

      • 4 Beds
      • 2.5 Baths
      • 2,586 Sq Ft
      • Built 1954
      8486 Mountain Ave, Middletown, NY 10940

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Andrea Mancusi Coldwell Banker Realty

  • /28

    $399,999

    Pending
    • 4 Beds
    • 2 Baths
    • 2,352 Sq Ft

    108-110 Academy Ave, Middletown, NY 10940

    Incredible Investment or Perfect House-Hack in a Prime Location!Maximize your portfolio with this fantastic two-family property! Whether you're a seasoned investor looking for solid cash flow or an owner-occupant wanting to offset your mortgage, this duplex delivers. The vacant upstairs unit is completely turn-key and meticulously renovated—boasting a brand-new kitchen, pristine bathroom,

    Deidre McGinty Howard Hanna Rand Realty

    108-110 Academy Ave, Middletown, NY 10940
  • /14

    $1,950 Per Month

    • 2 Beds
    • 1 Bath
    • 994 Sq Ft
    • Condo for Rent

    47 Ruth Ct, Middletown, NY 10940

    Welcome to 47 Ruth Court! This inviting 2-bedroom, 1-bath garden-style condo offers approximately 994 square feet of comfortable, single-level living. The home features a functional layout with a spacious living area, eat-in kitchen, and nicely sized bedrooms. Enjoy the convenience of off-street parking, natural gas heat, and public water and sewer. Located in the Horizon Hills community and

    Jesse Lara KW Hudson Valley United

    47 Ruth Ct, Middletown, NY 10940
  • 56 Mulberry St Unit 54, Middletown, NY 10940

    $415,000

    Sold Jul 30, 2026

    56 Mulberry St Unit 54, Middletown, NY 10940

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 1903

    Last Sold Summary

    • 4% Above List Price
    • $189/SF
    • 32 Days On Market

    Current Estimated Value $369,586

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    56 Mulberry St Unit 54, Middletown, NY 10940
    • /31

      Not Listed For Sale

      511 Cty Rte 22, Middletown, NY 10940

      • 4 Beds
      • 3.5 Baths
      • 2,609 Sq Ft
      • Built 2024
      511 Cty Rte 22, Middletown, NY 10940

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Chris Ogden Realty Promotions Inc

  • /44

    $384,999

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    1 Lake Ridge Dr, Middletown, NY 10940

    Seller will pay $5,000 of your closing costs! Set within the highly desirable Lake Ridge at Water’s Edge community in Middletown, this beautifully cared-for end-unit townhouse combines comfort, style, and low-maintenance living. Offering 2 bedrooms and 1.5 baths, the home features tasteful upgrades throughout, including luxury vinyl flooring, recessed LED lighting, and a warm, inviting gas

    Colin Seitz RE/MAX Benchmark Realty Group

    1 Lake Ridge Dr, Middletown, NY 10940
  • /10

    $2,595 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
  • 30 Eagles Way, Middletown, NY 10940

    $655,000

    Sold Feb 20, 2026

    30 Eagles Way, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft
    • Built 2013

    Last Sold Summary

    • 1% Above List Price
    • $270/SF
    • 42 Days On Market

    Current Estimated Value $657,856

    Last Listing Agent Amanda Brehm KW Hudson Valley United

    30 Eagles Way, Middletown, NY 10940
    • 31 Lindentree Ln, Middletown, NY 10940

      Est $491,060

      Not Listed For Sale

      31 Lindentree Ln, Middletown, NY 10940

      • 3 Beds
      • 3.5 Baths
      • 1,723 Sq Ft
      • Built 2017
      31 Lindentree Ln, Middletown, NY 10940

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Larry Curasi Curasi Realty, Inc.

  • /42

    $199,000

    $16K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 879 Sq Ft

    11 Brittany Dr, Middletown, NY 10940

    Welcome to a low-maintenance lifestyle, minimal utilities, included heat and hot water, generous storage, and a commuter-friendly setting. This condominium is an excellent opportunity for buyers looking for comfort and convenience . Located in a quiet, peaceful neighborhood, this second-floor condo offers a welcome retreat while still being close to varied amenities and transportation options

    Amanda Ferrantello Hudson Valley Griffith

    11 Brittany Dr, 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
  • 482 Scotchtown Ave, Middletown, NY 10941

    $655,000

    Sold Jul 23, 2026

    482 Scotchtown Ave, Middletown, NY 10941

    • 5 Beds
    • 3 Baths
    • 2,828 Sq Ft
    • Built 1863

    Last Sold Summary

    • 27% Below List Price
    • $232/SF
    • 342 Days On Market

    Current Estimated Value $695,713

    Last Listing Agent Pamela Henning KW Hudson Valley United

    482 Scotchtown Ave, Middletown, NY 10941
    • 96 Tice Ln, Middletown, NY 10941

      Not Listed For Sale

      96 Tice Ln, Middletown, NY 10941

      • 4 Beds
      • 2 Baths
      • 2,500 Sq Ft
      • Built 1949
      96 Tice Ln, Middletown, NY 10941

      Last Sold Summary

      • 152 Days On Market

      Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  • /13

    $530,000

    $30K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 1,911 Sq Ft

    35 Dogwood Dr, Middletown, NY 10940

    Just pack your bags and move in. Spacious, Comfortable and Cozy 5 bedroom 1 family house for sale. This house features 4 Bedrooms and 2 bathrooms on the upper level with a walk in closet and a bathroom in the master bedroom. The first features a 1/2 bath, renovated kitchen, separate living and dinning rooms and a walkout deck. The ground floor features a 2 car garage, finished basement with 1

    Lenworth Brisco Keller Williams Realty NYC Grp

    35 Dogwood Dr, Middletown, NY 10940
  • /9

    $2,500 Per Month

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

    63 Broad St, Middletown, NY 10940

    Welcome to 63 Broad Street, a charming 3-bedroom, 1-bath Colonial rental that offers the opportunity to rent the entire house—not just a portion of the property. The home features a spacious and comfortable layout with plenty of room to settle in, along with an inviting, cozy front porch, perfect for relaxing. Enjoy the added convenience of a detached, spacious one-car garage and private driveway

    Doreen Crowther Howard Hanna Rand Realty

    63 Broad St, Middletown, NY 10940
  • 509 5th Ave, Middletown, NY 10941

    $149,000

    Sold Aug 26, 2026

    509 5th Ave, Middletown, NY 10941

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft
    • Built 2023

    Last Sold Summary

    • 13% Below List Price
    • $161/SF
    • 181 Days On Market

    Last Listing Agent John Nahass Century 21 Full Service Realty

    509 5th Ave, Middletown, NY 10941
    • 92 Pine Grove Rd, Middletown, NY 10940

      Not Listed For Sale

      92 Pine Grove Rd, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 2,037 Sq Ft
      • Built 2025
      92 Pine Grove Rd, Middletown, NY 10940

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Chris Ogden Realty Promotions Inc

  • /44

    $360,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    6 Charlotte Mews, Middletown, NY 10940

    New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor,New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home

    Zhiheng Tang KW Hudson Valley United

    6 Charlotte Mews, 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
  • 45 Kensington Way, Middletown, NY 10940

    $347,500

    Sold Aug 11, 2026

    45 Kensington Way, Middletown, NY 10940

    • 2 Beds
    • 2.5 Baths
    • 1,241 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Above List Price
    • $280/SF
    • 14 Days On Market

    Current Estimated Value $340,119

    Last Listing Agent Dien Le Duc Hudson Premium Realty

    45 Kensington Way, Middletown, NY 10940
    • 112 E Main St Unit 110, Middletown, NY 10940

      Est $639,348

      Not Listed For Sale

      112 E Main St Unit 110, Middletown, NY 10940

      • 2 Beds
      • 2.5 Baths
      • 2,208 Sq Ft
      • Built 1915
      112 E Main St Unit 110, Middletown, NY 10940

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Andi Berisha BHHS Hudson Valley Properties

  • /50

    $449,900

    Pending
    • 3 Beds
    • 1 Bath
    • 1,136 Sq Ft

    30 Murray Rd, Middletown, NY 10940

    STOP THE SEARCH!!!! THIS ONE IS A SHOWSTOPPER!!! Welcome home to 30 Murray Road in the Town of Walkill, an immaculately maintained, completely turn key ranch! Spotless from top to bottom and lovingly cared for, this exceptional home offers the perfect combination of comfort, style, and convenience. Simply unpack and start enjoying everything this beautiful property has to offer.Step inside to

    Frank Muccari Cronin & Company Real Estate

    30 Murray Rd, 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 Weather Vane Way, Middletown, NY 10940

    $490,000

    Sold Mar 10, 2026

    1 Weather Vane Way, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 1,955 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Below List Price
    • $251/SF
    • 22 Days On Market

    Current Estimated Value $489,697

    Last Listing Agent Jessica Evans KW Hudson Valley United

    1 Weather Vane Way, Middletown, NY 10940
    • /12

      Not Listed For Sale

      Tbd Dimmick Mountain Rd, Middletown, NY 12430

      Tbd Dimmick Mountain Rd, Middletown, NY 12430

      Last Sold Summary

      • 144 Days On Market

      Last Listing Agent Sara Gorman Maliha Coldwell Banker Village GreenK

  • /15

    $259,999

    Pending
    • 4 Beds
    • 1 Bath
    • 1,140 Sq Ft

    29 Parsons Ln, Middletown, NY 10940

    Endless Potential - Discover the possibilities at 29 Parsons Lane — a private country property offering space, privacy, and opportunity on approximately 6.4 acres. Offering an additional 4.6 acres for a total of 11 acres. This single-family ranch-style home features 4 bedrooms (currently lives as a 2 bedroom & a laundry room), 1 full bathroom, and approximately 1,140 square feet of living space.

    Camelia Pena-Rivera RE/MAX Distinguished Hms.&Prop

    29 Parsons Ln, Middletown, NY 10940
  • /13

    $2,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • House for Rent

    20 Benton Ave, Middletown, NY 10940

    Welcome to this fully renovated 3bedroom 2 full bathroom. single family house in the heart of middletown , this spacious house feature an additional finished attic room perfect fora game room home office ,or playroom .Enjoy the the privacy of a detached home with your own driveway and a large backyard that is ideal for summer barbecue and entertaining.

    Mike Mian Century 21 Full Service Realty

    20 Benton Ave, Middletown, NY 10940
  • 36 Vincent Dr, Middletown, NY 10940

    $415,000

    Sold Jun 12, 2026

    36 Vincent Dr, Middletown, NY 10940

    • 2 Beds
    • 1.5 Baths
    • 1,346 Sq Ft
    • Built 1961

    Last Sold Summary

    • 7% Above List Price
    • $308/SF
    • 17 Days On Market

    Current Estimated Value $397,653

    Last Listing Agent Donna Reese KW Hudson Valley United

    36 Vincent Dr, Middletown, NY 10940
    • 290 van Duzer Rd, Middletown, NY 10940

      Est $827,844

      Not Listed For Sale

      290 van Duzer Rd, Middletown, NY 10940

      • 4 Beds
      • 3 Baths
      • 4,100 Sq Ft
      • Built 2024
      290 van Duzer Rd, Middletown, NY 10940

      Last Sold Summary

      • 150 Days On Market

      Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

  • /9

    $105,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 432 Sq Ft

    13 Birch St, Middletown, NY 10940

    Set among the trees on a private dirt road, this compact cottage offers a quiet place to get away without being far from everyday conveniences. The home features a ductless system for heating and cooling, a newer water heater, an updated bathroom, a new well, freshly pumped septic, and a simple, low-maintenance layout. Outside, the wooded property includes a stone wall, natural fern-covered

    Patricia Lucey Picture It Sold, LLC

    13 Birch St, 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 UnitWelcome 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,

    Jonathon Lee KW Hudson Valley United

    2 Fortune Rd W Unit 2B, Middletown, NY 10941
  • 53 Cornwall Ln, Middletown, NY 10940

    $490,000

    Sold Jul 13, 2026

    53 Cornwall Ln, Middletown, NY 10940

    • 3 Beds
    • 3.5 Baths
    • 2,521 Sq Ft
    • Built 2009

    Last Sold Summary

    • 1% Above List Price
    • $194/SF
    • 69 Days On Market

    Current Estimated Value $482,696

    Last Listing Agent Dulce M Ferrera KW Hudson Valley United

    53 Cornwall Ln, Middletown, NY 10940
    • 172 Schoolhouse Rd, Middletown, NY 10940

      Est $537,352

      Not Listed For Sale

      172 Schoolhouse Rd, Middletown, NY 10940

      • 4 Beds
      • 2.5 Baths
      • 1,959 Sq Ft
      • Built 2012
      172 Schoolhouse Rd, Middletown, NY 10940

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Vanessa Wight BHG Real Estate Green Team

  • /38

    $539,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft

    181 Stony Ford Rd, Middletown, NY 10941

    Set on 6.7 private acres in Middletown, this 3-bedroom, 2-bath, 1,694 sq ft home offers the perfect blend of comfort and outdoor living. Enjoy your own private retreat featuring quad trails, river access ideal for fishing, and abundant wildlife for hunting or nature watching. The outdoor space is designed for entertaining and relaxation with a fire pit area and a spacious two-tier deck complete

    Rana Ali eXp Realty

    181 Stony Ford Rd, Middletown, NY 10941
  • /11

    $2,595 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
  • 38 Highrose Ridge Way, Middletown, NY 10940

    $475,000

    Sold Dec 04, 2025

    38 Highrose Ridge Way, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,763 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $172/SF
    • 73 Days On Market

    Current Estimated Value $494,804

    Last Listing Agent Donna Reese KW Hudson Valley United

    38 Highrose Ridge Way, Middletown, NY 10940

Showing Results 201 - 240, Page 6 of 18

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