17,840

Homes in ZIP Code 10940

Section Image
  • 36 Prospect St, Middletown, NY 10940
    36 Prospect St, Middletown, NY 10940
    36 Prospect St, Middletown, NY 10940
    /47

    $349,999

    Pending
    • 3 Beds
    • 4 Baths
    • 1,854 Sq Ft

    36 Prospect St, Middletown, NY 10940

    This beautiful colonial-style home is in need of some TLC! Due to its status as a Short Sale, the property is being sold “As-Is” with subject approval from a third party. This charming property boasts four bedrooms, two full baths, a well-equipped kitchen, a formal dining and living room, an unfinished basement and attic, a private driveway, and a spacious lot. Whether you’re an investor or a

    Vladimir Charles-Pierre Our Community Realty Ltd

    36 Prospect St, Middletown, NY 10940
  • 255 North St Unit 3, Middletown, NY 10940
    255 North St Unit 3, Middletown, NY 10940
    255 North St Unit 3, Middletown, NY 10940
    /5

    $1,600 Per Month

    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    255 North St Unit 3, Middletown, NY 10940

    Welcome to this inviting studio apartment in Middletown, conveniently situated on the second floor of a multi-family home. The apartment offers a comfortable living space with plenty of natural light, laminate flooring throughout, and a convenient stand-up shower. A dedicated parking space is included, making everyday living that much easier. Located close to Middletown's shopping, restaurants,

    Alan House HomeSmart Homes & Estates

    255 North St Unit 3, Middletown, NY 10940
  • 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
    • 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

  • 10 Creeden Dr, Middletown, NY 10940
    10 Creeden Dr, Middletown, NY 10940
    10 Creeden Dr, Middletown, NY 10940
    /49

    $399,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 2,210 Sq Ft

    10 Creeden Dr, Middletown, NY 10940

    Welcome to 10 Creeden Drive in Middletown! Set on 1.1 acres along a quiet road, this property offers a spacious, level yard, large driveway, two-car detached garage, and a brand-new deck—perfect for relaxing or entertaining. Paid-off solar panels provide added value and potential energy savings, while the full unfinished basement offers plenty of storage and possibilities for future use. The home

    Devon King HomeSmart Homes & Estates

    10 Creeden Dr, Middletown, NY 10940
  • 25 Fairways Dr Unit 5, Middletown, NY 10940
    25 Fairways Dr Unit 5, Middletown, NY 10940
    25 Fairways Dr Unit 5, Middletown, NY 10940
    /34

    $2,800 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,345 Sq Ft
    • Condo for Rent

    25 Fairways Dr Unit 5, Middletown, NY 10940

    Welcome to The Fairways, a desirable gated community offering comfort, convenience, and exceptional amenities! This beautiful end-unit rental features two spacious bedrooms and two and one-half bathrooms, providing the perfect blend of privacy and functionality. A short flight of stairs leads to the main living level, where you'll find an open-concept layout with soaring ceilings, an upgraded

    Hazel Cello KW Hudson Valley United

    25 Fairways Dr Unit 5, 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
    • 446 M and M Rd, Middletown, NY 10940

      Est $755,984

      Not Listed For Sale

      446 M and M Rd, Middletown, NY 10940

      • 4 Beds
      • 2.5 Baths
      • 3,856 Sq Ft
      • Built 2008
      446 M and M Rd, Middletown, NY 10940

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Kismet Johnson eXp Realty

  • 718 Mountain Rd, Middletown, NY 10940
    718 Mountain Rd, Middletown, NY 10940
    718 Mountain Rd, Middletown, NY 10940
    /33

    $825,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,860 Sq Ft

    718 Mountain Rd, Middletown, NY 10940

    Welcome to a timeless 1821 farmhouse set on more than five private acres in the heart of Sullivan County, where historic character meets effortless modern living. Surrounded by mature gardens, handcrafted stone walls, and sweeping mountain views, this is Upstate living at its finest.Offering more than 2,800 square feet, the home features four bedrooms, three and a half bathrooms,

    Davina Thomasula Four Seasons Sotheby's Int'l-K

    718 Mountain Rd, Middletown, NY 10940
  • 54 Fairways Dr, Middletown, NY 10940
    54 Fairways Dr, Middletown, NY 10940
    54 Fairways Dr, Middletown, NY 10940
    /36

    $2,900 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,795 Sq Ft
    • Condo for Rent

    54 Fairways Dr, Middletown, NY 10940

    Welcome to 54 Fairways Drive, a beautifully maintained townhouse-style condominium located in The Fairways, a gated community offering resort-style amenities and a low-maintenance lifestyle. This spacious 2-bedroom, 2.5-bath residence offers approximately 1,795 square feet of finished living space across three levels, with thoughtful design, quality finishes, and flexible living areas

    Richard Guerrero KW Hudson Valley United

    54 Fairways Dr, 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
    • 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

  • 11 Sunnyside Ave, Middletown, NY 10940
    11 Sunnyside Ave, Middletown, NY 10940
    11 Sunnyside Ave, Middletown, NY 10940
    /35

    $424,999

    • 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

    Valerie Jewis Keller Williams Realty

    11 Sunnyside Ave, Middletown, NY 10940
  • 48 North St Unit 401, Middletown, NY 10940
    48 North St Unit 401, Middletown, NY 10940
    48 North St Unit 401, Middletown, NY 10940
    /13

    $2,795 Per Month

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

    48 North St Unit 401, 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 2 bedroom and 1 bathroom apartment, 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

    Tehillah Deslandes Howard Hanna Rand Realty

    48 North St Unit 401, Middletown, NY 10940
  • 7017 James Francis Dr, Lockport-Town, NY 14094
    7017 James Francis Dr, Lockport-Town, NY 14094
    /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
    • 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

  • 12 Walnut Ln, Middletown, NY 10940
    12 Walnut Ln, Middletown, NY 10940
    12 Walnut Ln, Middletown, NY 10940
    /18

    $489,000

    $10K PRICE DROP
    • 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
  • 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
    • 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

  • 35 Lexington Way, Middletown, NY 10940
    35 Lexington Way, Middletown, NY 10940
    35 Lexington Way, Middletown, NY 10940
    /14

    $314,000

    $5K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,348 Sq Ft

    35 Lexington Way, Middletown, NY 10940

    Prime Location & NeighborhoodCommuter Convenience: Minutes from Route 17 (Future I-86), Interstate 84, and the Middletown Metro-North train station, providing a straightforward commute toward NYC and Westchester.Proximity to Key Amenities: Close to Garnet Health Medical Center, SUNY Orange, and the Route 211 commercial corridor (major shopping centers, dining, and grocery

    Zhiheng Tang KW Hudson Valley United

    35 Lexington Way, Middletown, NY 10940
  • 19 Randall Terrace, Middletown, NY 10940

    $530,000

    Sold Sep 11, 2026

    19 Randall Terrace, Middletown, NY 10940

    • 4 Beds
    • 4 Baths
    • 2,088 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Below List Price
    • $254/SF
    • 20 Days On Market

    Current Estimated Value $390,699

    Last Listing Agent Sandra Arnez KW Hudson Valley United

    19 Randall Terrace, 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

  • 1 High Ridge Ln, Middletown, NY 10940
    1 High Ridge Ln, Middletown, NY 10940
    1 High Ridge Ln, Middletown, NY 10940
    /35

    $469,000

    $16K 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
  • 29 Cornfield Rd, Middletown, NY 10940

    $425,000

    Sold Dec 09, 2025

    29 Cornfield Rd, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,780 Sq Ft
    • Built 1979

    Last Sold Summary

    • $239/SF
    • 27 Days On Market

    Current Estimated Value $434,796

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    29 Cornfield Rd, 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

  • 158 Cottage St, Middletown, NY 10940
    158 Cottage St, Middletown, NY 10940
    158 Cottage St, Middletown, NY 10940
    /34

    $299,900

    Pending
    • 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
  • 37 Hanford St, Middletown, NY 10940

    $285,000

    Sold Feb 09, 2026

    37 Hanford St, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Above List Price
    • $249/SF
    • 26 Days On Market

    Current Estimated Value $288,239

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    37 Hanford St, 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

  • 13 Old Anvil Ln, Middletown, NY 10940
    13 Old Anvil Ln, Middletown, NY 10940
    13 Old Anvil Ln, Middletown, NY 10940
    /32

    $380,000

    • 3 Beds
    • 2.5 Baths
    • 1,692 Sq Ft

    13 Old Anvil Ln, Middletown, NY 10940

    Welcome to 13 Old Anvil Lane, a conveniently located Middletown home offering comfort, flexibility, and easy access to everything the area has to offer. With several updates already completed, the home feels fresh and move-in ready while still leaving room to add your own personal touch.Inside, you’ll find a comfortable and functional layout designed for everyday living. Plenty of

    Hilary Ryan Goldman Howard Hanna Rand Realty

    13 Old Anvil Ln, Middletown, NY 10940
  • 6 Knapp Ave, Middletown, NY 10940

    $435,000

    Sold Jan 26, 2026

    6 Knapp Ave, Middletown, NY 10940

    • 1,986 Sq Ft
    • Built 1870

    Last Sold Summary

    • $219/SF
    • 47 Days On Market

    Current Estimated Value $441,647

    Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

    6 Knapp Ave, Middletown, NY 10940
    • 815 Winterton Rd, Middletown, NY 10940

      Est $559,443

      Not Listed For Sale

      815 Winterton Rd, Middletown, NY 10940

      • 5 Beds
      • 3 Baths
      • 3,126 Sq Ft
      • Built 2007
      815 Winterton Rd, Middletown, NY 10940

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent Myya Valentine KW Hudson Valley United

  • 1 Parkview Dr, Middletown, NY 10940
    1 Parkview Dr, Middletown, NY 10940
    1 Parkview Dr, Middletown, NY 10940
    /32

    $559,000

    $40K PRICE DROP Pending
    • 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
  • 566 County Route 49, Middletown, NY 10940

    $439,900

    Sold Jul 23, 2026

    566 County Route 49, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,905 Sq Ft
    • Built 2003

    Last Sold Summary

    • $231/SF
    • 93 Days On Market

    Current Estimated Value $531,323

    Last Listing Agent Jonathon Lee KW Hudson Valley United

    566 County Route 49, Middletown, NY 10940
    • 27 Cornfield Rd, Middletown, NY 10940

      Est $494,607

      Not Listed For Sale

      27 Cornfield Rd, Middletown, NY 10940

      • 5 Beds
      • 2 Baths
      • 1,988 Sq Ft
      • Built 1975
      27 Cornfield Rd, Middletown, NY 10940

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Donna Reese KW Hudson Valley United

  • 669 Mountain Rd, Middletown, NY 10940
    669 Mountain Rd, Middletown, NY 10940
    669 Mountain Rd, Middletown, NY 10940
    /36

    $579,000

    $21K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 2,948 Sq Ft

    669 Mountain Rd, Middletown, NY 10940

    COUNTRY RETREAT WITH 6 BEDROOMS, AN INGROUND POOL AND 3.38 ACRES! Located at 669 Mountain Road in the Middletown area, this spacious Hudson Valley home offers approximately 2,948 square feet, 6 bedrooms, 3 full bathrooms, 1 half bathroom, a first-floor bedroom and full bathroom, full walk-out basement, full walk-up attic and a detached 2-car garage.Built in 1820, the home blends timeless

    Michelle Gruberger Real Estate Circuit Inc

    669 Mountain Rd, Middletown, NY 10940
  • 262 Cottage St, Middletown, NY 10940

    $441,000

    Sold Apr 30, 2026

    262 Cottage St, Middletown, NY 10940

    • 5 Beds
    • 2 Baths
    • 2,547 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Above List Price
    • $173/SF
    • 28 Days On Market

    Last Listing Agent Avraham Weinberger Keller Williams Valley Realty

    262 Cottage St, Middletown, NY 10940
    • 295 Spruce Rd, Middletown, NY 10940

      Est $505,990

      Not Listed For Sale

      295 Spruce Rd, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,881 Sq Ft
      • Built 1922
      295 Spruce Rd, Middletown, NY 10940

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Nicola Friedman Windsor Realty Services Inc

  • 92 Restorative Ln, Middletown, NY 10940
    92 Restorative Ln, Middletown, NY 10940
    92 Restorative Ln, Middletown, NY 10940
    /19

    $169,000

    Under Contract
    • Land
    • 4.1 Acres
    • $41,220 per Acre

    92 Restorative Ln, Middletown, NY 10940

    Build your Hudson Valley vision on this 4.10-acre wooded parcel in the Town of Wallkill. Located within the Longabardi Subdivision (Lot 16), 92 Restorative Lane offers direct public-road frontage, a peaceful natural setting, and the flexibility to create a private single-family home surrounded by mature trees.Few remaining lots in this desirable subdivision give the buyers the opportunity to

    Jesse Chason Compass Greater New York, LLC

    92 Restorative Ln, Middletown, NY 10940
  • 32 Genung St, Middletown, NY 10940

    $360,000

    Sold Sep 16, 2026

    32 Genung St, Middletown, NY 10940

    • 3 Beds
    • 3 Baths
    • 2,249 Sq Ft
    • Built 1985

    Last Sold Summary

    • $160/SF
    • 58 Days On Market

    Current Estimated Value $367,016

    Last Listing Agent Evelyn Unger Tmimi Weichert Realtors

    32 Genung St, Middletown, NY 10940
    • 44 Karen Joy Dr, Middletown, NY 10940

      Est $474,860

      Not Listed For Sale

      44 Karen Joy Dr, Middletown, NY 10940

      • 4 Beds
      • 1.5 Baths
      • 2,706 Sq Ft
      • Built 1977
      44 Karen Joy Dr, Middletown, NY 10940

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

Showing Results 241 - 280, Page 7 of 18

New York Orange County Middletown

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group