21,559

Middletown, NY Homes

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  • /12

    $410,000

    • 5 Beds
    • 4 Baths

    41 Monhagen Ave Unit 39, Middletown, NY 10940

    Sold as is?This versatile property offers the perfect blend of comfortable living and passive income generation. Whether you are a first-time homebuyer looking to offset your mortgage or a seasoned investor seeking a high-yield asset, this legal two-family home is a standout choice. The Strategy: Live for Less, Earn MoreThe property is ideally configured for an owner-occupant strategy: Main

    Zhiheng Tang Keller Williams Hudson Valley

    41 Monhagen Ave Unit 39, Middletown, NY 10940
  • /21

    $2,100 Per Month

    • 3 Beds
    • 1 Bath
    • 2,274 Sq Ft
    • Apartment for Rent

    26 Washington St Unit 2, Middletown, NY 10940

    3-bedroom, 1 bath rental. Freshly painted, hardwood floors refinished. Spacious rooms, hardwood floors. Deck off the kitchen. Spacious Pantry. Parking in back of the house.

    Doris Ortiz John J Lease REALTORS Inc

    26 Washington St Unit 2, Middletown, NY 10940
  • 10 Royce Ave, Middletown, NY 10940

    $345,000 Sold Mar 27, 2026

    10 Royce Ave, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft
    • Built 1931

    Last Sold Summary

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

    Current Estimated Value $324,756

    Last Listing Agent ALISON NIXON eXp Realty

    10 Royce Ave, Middletown, NY 10940
    • 31 Witte Dr, Middletown, NY 10940

      Not Listed For Sale

      31 Witte Dr, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,907 Sq Ft
      • Built 1989
      31 Witte Dr, Middletown, NY 10940

      Last Sold Summary

      • $249/SF
      • 42 Days On Market
      • Last Sold Price $474,900
      • May 02, 2024

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • /18

    $250,000

    • 2 Beds
    • 1.5 Baths
    • 1,240 Sq Ft

    34 Poplar Ln, Middletown, NY 10941

    This well-maintained home offers comfort, space, and convenience in a desirable location close to shopping, dining, and public transportation. Step inside to find generously sized bedrooms with vaulted ceilings that create an open and airy feel. The rear bedroom features a private balcony—perfect for morning coffee or unwinding at the end of the day. A full basement provides ample storage space,

    John Olivero Keller Williams Realty

    34 Poplar Ln, Middletown, NY 10941
  • /18

    $2,350 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,540 Sq Ft
    • House for Rent

    39 Cedar Ct, Middletown, NY 10940

    Nice 3 Bedrooms 1.1 bathroom Town House in Middletown.. Convenient to shopping and transportation.

    Feng Chang Acer Realty Inc

    39 Cedar Ct, 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 $514,878

    Last Listing Agent Kewin Garabito eXp Realty

    57 Overhill Rd, Middletown, NY 10940
    • 919 Winterton Rd, Middletown, NY 10940

      Est $316,421 Not Listed For Sale

      919 Winterton Rd, Middletown, NY 10940

      • 3 Beds
      • 1 Bath
      • 1,294 Sq Ft
      • Built 1980
      919 Winterton Rd, Middletown, NY 10940

      Last Sold Summary

      • 15% Above List Price
      • $213/SF
      • 148 Days On Market
      • Last Sold Price $275,000
      • Feb 19, 2024

      Last Listing Agent Derek Greene Greene Realty Group

  • /31

    $318,000

    • 2 Beds
    • 1.5 Baths
    • 1,460 Sq Ft

    47 Brick Pond Rd Unit 47, Middletown, NY 10940

    Welcome to this charming 2-story townhouse-style condo located in the Spring Hollow community. This home offers 2 bedrooms and 1.5 bathrooms. The main level features a spacious living room, a cozy eat-in kitchen, and a convenient half bath. The kitchen includes cream-colored cabinets, granite countertops, a tile backsplash, stainless steel appliances, a center island for additional workspace, and

    Jie Liu Keller Williams Hudson Valley

    47 Brick Pond Rd Unit 47, Middletown, NY 10940
  • /14

    $1,850 Per Month

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

    17 Academy Ave Unit 2, Middletown, NY 10940

    Middletown now offers this NEWLY remodeled 2 bedroom/1 bad unit available to Rent. Enter into an updated kitchen with stainless steel appliences, granite counters, backsplash, and white cabinetry. Open layout from kitchen to living room. Freshly painted with modern colors & new vinyl floors and hardwood. Updated bath with tub and new vanity and lighting. Parking is available. Private laundry

    Sandra Arnez Keller Williams Hudson Valley

    17 Academy Ave Unit 2, 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 $425,160

    Last Listing Agent Ewa Kusmierek eXp Realty

    1 Polly Kay Dr, Middletown, NY 10940
    • 90 Upper Rd, Middletown, NY 10940

      Est $440,797 Not Listed For Sale

      90 Upper Rd, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,580 Sq Ft
      • Built 1964
      90 Upper Rd, Middletown, NY 10940

      Last Sold Summary

      • 8% Above List Price
      • $259/SF
      • 62 Days On Market
      • Last Sold Price $410,000
      • Oct 16, 2023

      Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty

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    $295,000

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

    2 Durham Ct Unit 82, Middletown, NY 10940

    Living on the edge is not so bad—especially when it’s Waters Edge, Middletown’s premier condo community on Silver Lake. Perfectly serene and incredibly convenient, this rare, oversized end-unit townhome is exactly what you have been waiting for. The residence features a beautiful primary ensuite and a second bedroom, complemented by a full hall bath and a convenient main-floor powder room for

    Melissa Terman River Realty Services, Inc.

    2 Durham Ct Unit 82, Middletown, NY 10940
  • /16

    $1,800 Per Month

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

    78 Inwood Rd, Middletown, NY 10941

    Ground floor unit One Bedroom Full Bath . Brand new kitchen with beautiful cabinetry and stainless steel appliances, carpet, tile floor in bathroom, new fixtures and freshly painted. Air Conditioning wall units included . Washer Dryer in complex laundry room, Minutes to local shopping, train station and I-84. Heat is included. NO PETS complex rules. . Only accepting applicants with good credit

    Michelle Gruberger Real Estate Circuit Inc

    78 Inwood Rd, Middletown, NY 10941
  • 25 Wedgewood Ln, Middletown, NY 10940

    $458,000 Sold Jun 18, 2025

    25 Wedgewood Ln, Middletown, NY 10940

    • 4 Beds
    • 3 Baths
    • 2,344 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Above List Price
    • $195/SF
    • 15 Days On Market

    Current Estimated Value $486,968

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    25 Wedgewood Ln, Middletown, NY 10940
    • 1 Silver Mine Estate Rd, Middletown, NY 10940

      Est $440,629 Not Listed For Sale

      1 Silver Mine Estate Rd, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 1,930 Sq Ft
      • Built 1964
      1 Silver Mine Estate Rd, Middletown, NY 10940

      Last Sold Summary

      • 69% Above List Price
      • $135/SF
      • 80 Days On Market
      • Last Sold Price $260,000
      • Dec 19, 2023

      Last Listing Agent Margaret Galatro ARC Realty 1 in Sales

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    $65,000

    • Land
    • 10,454 Sq Ft
    • $270,833 per Acre

    1 S Shore Dr, Middletown, NY 10940

    Quarter acre waterfront parcel located on Pocatello Lake. Scenic water views, and a peaceful setting with convenient access to local amenities in the City of Middletown and Town of Wallkill. Rare opportunity for lakefront land ownership in a desirable location.

    Soleil Jackman Howard Hanna Rand Realty

    1 S Shore Dr, Middletown, NY 10940
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    $1,800 Per Month

    • 2 Beds
    • 1 Bath
    • 1,532 Sq Ft
    • Apartment for Rent

    30 Knapp Ave, Middletown, NY 10940

    MIDDLETOWN 2 Bedroom RENTAL is now available for immediate occupancy!! Enter into a spacious eat in kitchen with plenty of window light, wood cabinets and a pantry followed by dining room. 2 bedrooms and a full bath are all located in one level-first floor for your convenience. Freshly painted throughout & ready to move in. Driveway and street parking. Minutes to Davidge park, schools, stores &

    Sandra Arnez Keller Williams Hudson Valley

    30 Knapp Ave, Middletown, NY 10940
  • /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
    • 768 Winterton Rd, Middletown, NY 10940

      Est $403,594 Not Listed For Sale

      768 Winterton Rd, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,260 Sq Ft
      • Built 1960
      768 Winterton Rd, Middletown, NY 10940

      Last Sold Summary

      • 3% Below List Price
      • $329/SF
      • 41 Days On Market
      • Last Sold Price $415,000
      • Jun 21, 2024

      Last Listing Agent Frank Cafarchio Keller Williams Realty

  • /24

    $269,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    Unlisted Address

    Middletown! Vintage Colonial set mid-block among similar homes. The main level features a spacious living room, dining room, kitchen, and half bath. The second level offers two bedrooms and a full bath. Spacious rooms throughout with hardwood floors and a good-sized kitchen. Ideal opportunity for a first-time buyer or investor, with low taxes. Conveniently located close to shopping and major

    Naomi Streicher Q Home Sales

    Unlisted Address
  • /16

    $2,050 Per Month

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

    36 apt # 1 Wallkill Ave Unit 36, Middletown, NY 10940

    Great second floor 2 Bedroom apt. MUST HAVE GOOD CREDIT! NO PETS ! New Kitchen with Granite counter tops Stainless Steel Range, and Refrigerator. New custom tiled Bathroom. large bedrooms. Nice Living Room Must see !

    John Biasi Howard Hanna Rand Realty

    36 apt # 1 Wallkill Ave Unit 36, 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 $482,343

    Last Listing Agent Naomi Streicher Q Home Sales

    49 Woodside Knolls Dr, Middletown, NY 10940
    • 29 Kirbytown Rd, Middletown, NY 10940

      Est $408,073 Not Listed For Sale

      29 Kirbytown Rd, Middletown, NY 10940

      • 4 Beds
      • 2.5 Baths
      • 2,496 Sq Ft
      • Built 1890
      29 Kirbytown Rd, Middletown, NY 10940

      Last Sold Summary

      • 38% Above List Price
      • $118/SF
      • 27 Days On Market
      • Last Sold Price $295,000
      • Apr 28, 2023

      Last Listing Agent Margaret Galatro ARC Realty 1 in Sales

  • /5

    $425,000

    • Land
    • 3.8 Acres
    • $111,872 per Acre

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

    Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

    Jason McGovern Keller Williams Hudson Valley

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
  • /14

    $2,500 Per Month

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

    11 Knapp Ave Unit 2, Middletown, NY 10940

    Spacious and bright second floor apartment with its own entrance, offering plenty of natural light throughout. This well-designed unit features a large living room, dining area, inviting sunroom, and two comfortable bedrooms, providing both space and flexibility. Heat and water are included in the rent. Conveniently located near downtown shops, restaurants, and local parks, this apartment offers

    Sy Mujovic I Realty LLC

    11 Knapp Ave Unit 2, Middletown, NY 10940
  • 14 Cornfield Rd, Middletown, NY 10940

    $360,000 Sold Jun 04, 2025

    14 Cornfield Rd, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Below List Price
    • $312/SF
    • 254 Days On Market

    Current Estimated Value $387,198

    Last Listing Agent Edward Sattler BHG Real Estate Green Team

    14 Cornfield Rd, Middletown, NY 10940
    • 283 Kirbytown Rd, Middletown, NY 10940

      Est $623,308 Not Listed For Sale

      283 Kirbytown Rd, Middletown, NY 10940

      • 4 Beds
      • 3.5 Baths
      • 2,490 Sq Ft
      • Built 1998
      283 Kirbytown Rd, Middletown, NY 10940

      Last Sold Summary

      • 6% Above List Price
      • $237/SF
      • 66 Days On Market
      • Last Sold Price $590,000
      • Oct 29, 2024

      Last Listing Agent Annie Hansen Howard Hanna Rand Realty

  • /27

    $559,999

    • 4 Beds
    • 2.5 Baths
    • 2,255 Sq Ft

    53 Daly Rd, Middletown, NY 10940

    Say hello to the best of both worlds! A peaceful residence located in Middletown, NY! This beautifully designed residence offers a seamless flow for modern living. The heart of the home is an expansive kitchen, connected to a generous dining area—ideal for hosting dinner parties or holiday gatherings. Step outside through the sliding doors to your private oasis: an extra large refinished deck

    Michelle Pepe Curasi Realty, Inc.

    53 Daly Rd, Middletown, NY 10940
  • /7

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    28 North St Unit 1, Middletown, NY 10940

    This beautifully maintained third-floor rental is ideally located in the heart of Middletown. The unit features two spacious bedrooms and two full bathrooms, offering both comfort and functionality. A convenient in-unit stackable washer and dryer adds to the ease of everyday living. The primary bathroom includes a relaxing soaking tub, while the second bathroom is appointed with a tiled stand-up

    Yosseline Genao Keller Williams Hudson Valley

    28 North St Unit 1, 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 $414,045

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    29 Cornfield Rd, Middletown, NY 10940
    • 291 Kirbytown Rd, Middletown, NY 10940

      Est $590,015 Not Listed For Sale

      291 Kirbytown Rd, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,064 Sq Ft
      • Built 1998
      291 Kirbytown Rd, Middletown, NY 10940

      Last Sold Summary

      • 2% Above List Price
      • $281/SF
      • 32 Days On Market
      • Last Sold Price $580,000
      • Nov 05, 2024

      Last Listing Agent Ryan Degnan Howard Hanna Rand Realty

  • /26

    $225,000

    • 1 Bed
    • 1 Bath
    • 360 Sq Ft

    51 S Shore Dr, Middletown, NY 10940

    Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

    Arya Rabinovits eRealty Advisors, Inc

    51 S Shore Dr, 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 $280,074

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    37 Hanford St, Middletown, NY 10940
    • 31 Arbor Way, Middletown, NY 10940

      Est $594,470 Not Listed For Sale

      31 Arbor Way, Middletown, NY 10940

      • 4 Beds
      • 3.5 Baths
      • 2,860 Sq Ft
      • Built 2007
      31 Arbor Way, Middletown, NY 10940

      Last Sold Summary

      • 10% Above List Price
      • $189/SF
      • 48 Days On Market
      • Last Sold Price $539,900
      • Mar 21, 2024

      Last Listing Agent Dominick Tufano RE/MAX Benchmark Realty Group

  • /18

    $520,000

    • 3 Beds
    • 2 Baths
    • 2,321 Sq Ft

    3 Parkview Dr, Middletown, NY 10940

    Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

    Kevin Sanabria eRealty Advisors, Inc

    3 Parkview Dr, 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 $439,011

    Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

    6 Knapp Ave, Middletown, NY 10940
    • 26 Arbor Way, Middletown, NY 10940

      Est $635,518 Not Listed For Sale

      26 Arbor Way, Middletown, NY 10940

      • 4 Beds
      • 4 Baths
      • 2,826 Sq Ft
      • Built 2007
      26 Arbor Way, Middletown, NY 10940

      Last Sold Summary

      • 22% Above List Price
      • $185/SF
      • 68 Days On Market
      • Last Sold Price $522,500
      • May 08, 2023

      Last Listing Agent Christopher Hosten Charles Rutenberg Realty, Inc.

  • /2

    $449,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft

    7015 James Francis Dr, Lockport-Town, NY 14094

    James Francis Estates is a Sparks Custom Homes Condo Patio Home Community. Home features 1,756 sq. ft, 3 bedrooms, 2 bath, laundry room and covered patio. Featuring open floor plan with custom finishes. Trayed ceiling owner's suite with en suite. Full basement with egress. 2 car attached garage. Now accepting build orders for the 42 site development situated in the Town of Lockport. VISIT MODEL

    Kathleen Dimillo Listing by HUNT Real Estate Corporation

    7015 James Francis Dr, Lockport-Town, NY 14094
  • 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

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