21,457

Middletown, NY Homes

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  • /19

    $310,000

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    66 Patio Rd, Middletown, NY 10941

    This beautifully maintained 3-bedroom, 1.5-bath townhouse-style single-family home is move-in ready and available for immediate occupancy. The home features stainless steel appliances and a combination of ceramic tile, laminate, and hardwood flooring throughout, creating an attractive, low-maintenance, and allergy-friendly living environment. Both bathrooms have been tastefully updated, and a

    Jill Wilkins KW Hudson Valley United

    66 Patio Rd, Middletown, NY 10941
  • /29

    $2,900 Per Month

    • 3 Beds
    • 1.5 Baths
    • 2,547 Sq Ft
    • House for Rent

    241 White Bridge Rd, Middletown, NY 10940

    Beautiful 3 Bedrooms,1.5 Bathrooms, Non-Smoking, No Pets, Minisink School DistrictWelcome to this charming and spacious 3-bedroom home nestled on nearly 3 acres in the heart of Middletown. With over 2,500 sq ft of living space, this historic property offers a peaceful country setting just minutes from local shops, schools, and commuter routes. Inside, you'll find a bright and inviting layout

    Michelle Gruberger Real Estate Circuit Inc

    241 White Bridge Rd, Middletown, NY 10940
  • 104-108 Highland Ave, Middletown, NY 10940

    $540,000

    Sold Jul 16, 2026

    104-108 Highland Ave, Middletown, NY 10940

    • 7 Beds
    • 4.5 Baths
    • 3,592 Sq Ft
    • Built 1860

    Last Sold Summary

    • 5% Below List Price
    • $150/SF
    • 75 Days On Market

    Current Estimated Value $585,340

    Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

    104-108 Highland Ave, Middletown, NY 10940
    • 142 Sycamore Dr Unit Bldg 8, Middletown, NY 10940

      Est $300,238

      Not Listed For Sale

      142 Sycamore Dr Unit Bldg 8, Middletown, NY 10940

      • 2 Beds
      • 2 Baths
      • 1,110 Sq Ft
      • Built 1977
      142 Sycamore Dr Unit Bldg 8, Middletown, NY 10940

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Vincent Richards Exit Realty Group

  • /23

    $349,000

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

    15 Kendal Ln, Middletown, NY 10940

    Beautifully maintained end-unit townhouse in the highly desirable Water's Edge community! This move-in-ready 2-bedroom, 2.5-bath home offers a bright, open layout with a spacious foyer, updated kitchen featuring newer appliances, a large living room with new sliding glass doors leading to a private patio, and a convenient first-floor powder room. Upstairs, the primary suite features cathedral

    Jonathon Lee KW Hudson Valley United

    15 Kendal Ln, Middletown, NY 10940
  • /12

    $2,445 Per Month

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

    48 North St Unit 201, 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. Enjoy the convenience of

    Tehillah Deslandes Howard Hanna Rand Realty

    48 North St Unit 201, Middletown, NY 10940
  • 10 Wisner Ave Unit 12, Middletown, NY 10940

    $400,000

    Sold Jun 23, 2026

    10 Wisner Ave Unit 12, Middletown, NY 10940

    • 4 Beds
    • 1 Bath
    • 1,296 Sq Ft
    • Built 1961

    Last Sold Summary

    • $309/SF
    • 35 Days On Market

    Current Estimated Value $350,705

    Last Listing Agent Sean Israelski Howard Hanna Rand Realty

    10 Wisner Ave Unit 12, Middletown, NY 10940
    • 143 Decker Rd, Middletown, NY 10940

      Not Listed For Sale

      143 Decker Rd, Middletown, NY 10940

      • 4 Beds
      • 2.5 Baths
      • 2,784 Sq Ft
      • Built 2025
      143 Decker Rd, Middletown, NY 10940

      Last Sold Summary

      • 160 Days On Market

      Last Listing Agent Chris Ogden Realty Promotions Inc

  • /44

    $524,900

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    245 Stony Ford Rd, Middletown, NY 10941

    Set on 8 scenic acres in the award-winning Goshen School District, this updated bi-level offers the perfect combination of privacy, open space, and convenience to amenities. The property features a picturesque pond, a mix of cleared land and woods, two sheds and a large outbuilding with electricity that's ideal for a workshop, hobby space, or extra storage. Inside, the updated kitchen and

    Jacqueline Manzolillo-Blais Keller Williams Realty

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

    $1,800 Per Month

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

    43 Broad St Unit 2, Middletown, NY 10940

    MIDDLETOWN now OFFERS a 2 BEDROOM RENTAL!! Enter into a living room, followed by a dining room & a spacious eat-in kitchen with plenty of counter space. 2 bedrooms with vinyl floors throughout and a full bath are all located in the 2nd floor. A 1 car garage is included as well as driveway space in rear. Additional storage space in attic. Lawn maintenance & garbage pickup included! Minutes from

    Frances Levin KW Hudson Valley United

    43 Broad St Unit 2, Middletown, NY 10940
  • 22 Bonnell St, Middletown, NY 10940

    $318,000

    Sold Dec 12, 2025

    22 Bonnell St, Middletown, NY 10940

    • 4 Beds
    • 3 Baths
    • 1,374 Sq Ft
    • Built 1890

    Last Sold Summary

    • 14% Above List Price
    • $231/SF
    • 65 Days On Market

    Current Estimated Value $324,221

    Last Listing Agent Emmett McDowell Keller Williams Rlty Integrity

    22 Bonnell St, Middletown, NY 10940
    • 2 Dubois St, Middletown, NY 10940

      Est $405,093

      Not Listed For Sale

      2 Dubois St, Middletown, NY 10940

      • 4 Beds
      • 2 Baths
      • 1,896 Sq Ft
      • Built 1944
      2 Dubois St, Middletown, NY 10940

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Chaya Weiss Rock Realty Group USA Inc

  • /50

    $999,500

    $101K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,787 Sq Ft

    441 Scotchtown Collabar Rd, Middletown, NY 10941

    Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

    Jacob Matthews Ellis Sotheby's Intl Realty

    441 Scotchtown Collabar Rd, Middletown, NY 10941
  • /12

    $3,000 Per Month

    • 2 Beds
    • 1.5 Baths
    • 854 Sq Ft
    • Apartment for Rent

    48 North St Unit 302, 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. Enjoy the convenience of

    Tehillah Deslandes Howard Hanna Rand Realty

    48 North St Unit 302, Middletown, NY 10940
  • 82 Houston Ave, Middletown, NY 10940

    $319,000

    Sold Nov 26, 2025

    82 Houston Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,124 Sq Ft
    • Built 1929

    Last Sold Summary

    • $284/SF
    • 26 Days On Market

    Current Estimated Value $319,322

    Last Listing Agent Wendy Beck Krumpfer Realty Group, LLC

    82 Houston Ave, 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

  • /20

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 2,097 Sq Ft

    4 Kless Ct, Middletown, NY 10940

    Welcome to Maple Fields! This well-maintained 3-bedroom, 2.5-bath townhouse with a versatile finished loft offers a functional layout designed for today's lifestyle. The main level features an open-concept living area, a dedicated dining space, and a bright kitchen with stainless steel appliances, a pantry, tile backsplash, and ample counter space. Sliding glass doors open to a private backyard

    Bryant Moran YourHomeSold Guaranteed Realty

    4 Kless Ct, Middletown, NY 10940
  • /7

    $1,500 Per Month

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

    30 E Main St Unit 4, Middletown, NY 10940

    Move-In Ready One-Bedroom Apartment in the Heart of Middletown. This one-bedroom apartment is ready for you to move in and make it your own. Located in the heart of Middletown, it offers convenience and comfort just moments from Garnet Health Medical Center, Touro Medical College, OCCC, major highways, public transportation, restaurants, and shopping. Street parking is available, making it easy

    Courtney Tablante Keller Williams Realty

    30 E Main St Unit 4, Middletown, NY 10940
  • 1 Chancery Mews, Middletown, NY 10940

    $345,000

    Sold Jan 09, 2026

    1 Chancery Mews, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,604 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $215/SF
    • 64 Days On Market

    Current Estimated Value $352,669

    Last Listing Agent Sean Walker Keller Williams Realty

    1 Chancery Mews, 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

  • /34

    $339,000

    • 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
  • /7

    $1,500 Per Month

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

    61 North St Unit 2C, Middletown, NY 10940

    This beautifully updated 1-bedroom apartment features an open-concept layout, soaring high ceilings, and a bright, spacious feel throughout. Conveniently located near public transportation, schools, parks, shopping, and dining, this rental offers both comfort and accessibility. Don't miss this opportunity—schedule your showing today!

    Jonathon Lee KW Hudson Valley United

    61 North St Unit 2C, Middletown, NY 10940
  • 14 W Prospect Ave, Middletown, NY 10940

    $374,300

    Sold Sep 05, 2025

    14 W Prospect Ave, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,788 Sq Ft
    • Built 1935

    Last Sold Summary

    • 2% Below List Price
    • $209/SF
    • 57 Days On Market

    Current Estimated Value $395,338

    Last Listing Agent Sharon Reynolds KW Hudson Valley United

    14 W Prospect Ave, Middletown, NY 10940
    • 31 Lindentree Ln, Middletown, NY 10940

      Est $511,325

      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.

  • /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
  • /26

    $2,000 Per Month

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

    38 Richmond Place Unit 1B, Middletown, NY 10940

    Amazing 2 bedroom garden style apartment, water included.......and solar panels for a nearly nothing electric bill for rent! This what you've been waiting for so come, step out of your car, down your steps and into your private patio retreat with direct access into this two bedroom garden style apartment. Features 2 large bedrooms with ample closet space, double wide large entry closet by main

    Thomas Grazier I Realty LLC

    38 Richmond Place Unit 1B, Middletown, NY 10940
  • 110 Deer Ct Dr, Middletown, NY 10940

    $340,500

    Sold Dec 05, 2025

    110 Deer Ct Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft
    • Built 1991

    Last Sold Summary

    • $177/SF
    • 77 Days On Market

    Current Estimated Value $352,065

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    110 Deer Ct Dr, Middletown, NY 10940
    • 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.

  • /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
  • /15

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 922 Sq Ft
    • House for Rent

    109 Lake Ave, Middletown, NY 10940

    Fully Updated 2–3 Bed Ranch with Paid Solar (Ultra-Low Utilities!) & Finished Basement Description: Welcome to 109 Lake Ave! This beautifully renovated single-family home offers the perfect blend of modern comfort and cost efficiency. Save hundreds on energy costs with paid-off solar panels, upgraded insulation, and a high-efficiency furnace. Highlights: Turnkey Living: Fresh paint, new flooring,

    Zhiheng Tang KW Hudson Valley United

    109 Lake Ave, Middletown, NY 10940
  • 391 Scotchtown Collabar Rd, Middletown, NY 10941

    $490,000

    Sold Sep 26, 2025

    391 Scotchtown Collabar Rd, Middletown, NY 10941

    • 4 Beds
    • 1.5 Baths
    • 2,722 Sq Ft
    • Built 1800

    Last Sold Summary

    • 12% Below List Price
    • $180/SF
    • 98 Days On Market

    Last Listing Agent John Biasi Howard Hanna Rand Realty

    391 Scotchtown Collabar Rd, 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

  • /13

    $545,000

    $15K 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
  • /6

    $1,500 Per Month

    • 4,000 Sq Ft
    • Apartment for Rent

    202 Midland Lake Rd Unit BARN, Middletown, NY 10941

    Large barn (3600sf aprox) available for storage in Middletown. This is a good central location in Middletown and close to the highway for easy access from the yard to your jobs. Would make an incredible artist studio, personal storage space, or good location for a contractor or landscaper. Additional Information: ParkingFeatures:3 Car Detached,Storage: Garage,See Remarks,LeaseTerm: Over 12

    Hilary Ryan Goldman Howard Hanna Rand Realty

    202 Midland Lake Rd Unit BARN, Middletown, NY 10941
  • 104 Monhagen Ave, Middletown, NY 10940

    $410,000

    Sold Oct 16, 2025

    104 Monhagen Ave, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,223 Sq Ft
    • Built 1875

    Last Sold Summary

    • 4% Below List Price
    • $184/SF
    • 19 Days On Market

    Current Estimated Value $418,229

    Last Listing Agent Jeffrey Hozias Howard Hanna Rand Realty

    104 Monhagen Ave, 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

  • /44

    $370,000

    $10K 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 has

    Zhiheng Tang KW Hudson Valley United

    6 Charlotte Mews, Middletown, NY 10940
  • /25

    $2,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Condo for Rent

    420 Tower Dr, Middletown, NY 10941

    Welcome to Tower Ridge Grande, located in the quiet, established Scotchtown neighborhood, offering a peaceful residential setting convenient to shopping, dining, major highways, and commuter transportation. This spacious second-floor Hawthorne residence features two bedrooms, two full baths, a private exterior entrance, and generously proportioned living spaces. With no shared interior corridor,

    Jeff Weinberger Lakewood Realty Corp

    420 Tower Dr, Middletown, NY 10941
  • 125 Whipple Rd, Middletown, NY 10940

    $615,000

    Sold Jan 23, 2026

    125 Whipple Rd, Middletown, NY 10940

    • 4 Beds
    • 3 Baths
    • 2,552 Sq Ft
    • Built 2002

    Last Sold Summary

    • 4% Below List Price
    • $241/SF
    • 118 Days On Market

    Current Estimated Value $619,449

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

    125 Whipple Rd, 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

Showing Results 161 - 200, Page 5 of 18

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