21,559

Middletown, NY Homes

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    • 11 Maplewood Dr, Middletown, NY 10940

      Est $474,239 Not Listed For Sale

      11 Maplewood Dr, Middletown, NY 10940

      • 4 Beds
      • 3 Baths
      • 2,432 Sq Ft
      • Built 1988
      11 Maplewood Dr, Middletown, NY 10940

      Last Sold Summary

      • 3% Above List Price
      • $189/SF
      • 13 Days On Market
      • Last Sold Price $460,000
      • Nov 02, 2024

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • /43

    $594,900

    • 3 Beds
    • 2.5 Baths
    • 2,008 Sq Ft

    180 Ridge Dr, Middletown, NY 10940

    180 Ridge Drive is a beautifully maintained 3 bedroom, 2 1/2 bath pool house located in the Town of Mt. Hope. This outstanding property is situated on a quiet country road in the Minisink School District and just a short drive to shopping, fine restaurants and public transportation. This home has everything one could wish for in their forever home; Bamboo hardwood floors, tile in the kitchen and

    Tom Pahucki Keller Williams Realty

    180 Ridge Dr, Middletown, NY 10940
  • 80 Maple Dr, Middletown, NY 10941

    $400,000 Sold May 30, 2025

    80 Maple Dr, Middletown, NY 10941

    • 3 Beds
    • 1.5 Baths
    • 1,852 Sq Ft
    • Built 1965

    Last Sold Summary

    • 23% Above List Price
    • $216/SF
    • 10 Days On Market

    Current Estimated Value $427,166

    Last Listing Agent Richard Baxter Keller Williams Realty

    80 Maple Dr, Middletown, NY 10941
    • 8 Maureen Dr, Middletown, NY 10940

      Est $457,230 Not Listed For Sale

      8 Maureen Dr, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 1985
      8 Maureen Dr, Middletown, NY 10940

      Last Sold Summary

      • 4% Above List Price
      • $278/SF
      • 12 Days On Market
      • Last Sold Price $440,000
      • Mar 19, 2024

      Last Listing Agent Sharon Pehush HomeSmart Homes & Estates

  • /50

    $939,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 1,894 Sq Ft

    114 Last Rd, Middletown, NY 10941

    Distinctive 11-Acre Country Retreat - More than a home, this property delivers a lifestyle defined by space, privacy, and ease. Set across two parcels totaling 11.1 acres, this distinctive Cape Cod combines thoughtful design and easy, everyday living. From the expansive covered front porch to the farmhouse-style entry, the home immediately feels airy and inviting. Inside, the home balances warmth

    Michelle Genatempo Howard Hanna Rand Realty

    114 Last Rd, Middletown, NY 10941
  • 58 White Bridge Rd, Middletown, NY 10940

    $620,000 Sold Oct 27, 2025

    58 White Bridge Rd, Middletown, NY 10940

    • 4 Beds
    • 3 Baths
    • 3,328 Sq Ft
    • Built 1992

    Last Sold Summary

    • 2% Below List Price
    • $186/SF
    • 21 Days On Market

    Current Estimated Value $635,282

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    58 White Bridge Rd, Middletown, NY 10940
    • 35 Roger Ave, Middletown, NY 10940

      Est $424,612 Not Listed For Sale

      35 Roger Ave, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,132 Sq Ft
      • Built 1983
      35 Roger Ave, Middletown, NY 10940

      Last Sold Summary

      • 15% Above List Price
      • $327/SF
      • 33 Days On Market
      • Last Sold Price $370,000
      • Jun 08, 2023

      Last Listing Agent John Biasi Howard Hanna Rand Realty

  • /37

    $199,990 Pending

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    238 Concord Ln, Middletown, NY 10940

    Welcome to 238 Concord Lane, a beautifully refreshed home in the heart of Middletown that is truly move-in ready, featuring fresh paint throughout, brand new flooring, and modern lighting that creates a bright, clean, and inviting atmosphere from the moment you step inside; ideally located just minutes from Middletown’s shops, restaurants, and everyday conveniences, this home offers the perfect

    Andi Berisha BHHS Hudson Valley Properties

    238 Concord Ln, Middletown, NY 10940
  • 344 Ingrassia Rd, Middletown, NY 10940

    $605,000 Sold Sep 19, 2025

    344 Ingrassia Rd, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 2,410 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $251/SF
    • 71 Days On Market

    Current Estimated Value $613,316

    Last Listing Agent Travis Thompson Keller Williams Hudson Valley

    344 Ingrassia Rd, Middletown, NY 10940
    • 80 Maureen Dr, Middletown, NY 10940

      Est $471,986 Not Listed For Sale

      80 Maureen Dr, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 1988
      80 Maureen Dr, Middletown, NY 10940

      Last Sold Summary

      • 11% Above List Price
      • $270/SF
      • 26 Days On Market
      • Last Sold Price $427,000
      • Dec 13, 2023

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • /46

    $564,900

    • 4 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    1 Hulse St, Middletown, NY 10940

    "NEW CONSTRUCTION!" Stunning corner-lot home in a calm suburban setting with beautiful mountain views — offering space, upgrades, and thoughtful design throughout. This impressive property offers approximately 2,344 sq ft of living space and features 9-ft ceilings on the main level and 8-ft ceilings upstairs, enhancing the open and airy layout. The upgraded 400+ sq ft kitchen is a true highlight,

    Chaim Friedman MS Realty Group USA, Inc

    1 Hulse St, Middletown, NY 10940
  • 44 Karen Joy Dr, Middletown, NY 10940

    $425,000 Sold Aug 11, 2025

    44 Karen Joy Dr, Middletown, NY 10940

    • 4 Beds
    • 1.5 Baths
    • 2,706 Sq Ft
    • Built 1977

    Last Sold Summary

    • $157/SF
    • 97 Days On Market

    Current Estimated Value $449,166

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    44 Karen Joy Dr, Middletown, NY 10940
    • 16 Roger Ave, Middletown, NY 10940

      Est $422,328 Not Listed For Sale

      16 Roger Ave, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,132 Sq Ft
      • Built 1983
      16 Roger Ave, Middletown, NY 10940

      Last Sold Summary

      • 8% Above List Price
      • $345/SF
      • 21 Days On Market
      • Last Sold Price $390,000
      • Sep 08, 2023

      Last Listing Agent Alyssa Scancarello Howard Hanna Rand Realty

  • /29

    $439,990 Pending

    • 5 Beds
    • 2 Baths
    • 2,586 Sq Ft

    14 Bonnell St, Middletown, NY 10940

    Spacious Two-Family Home in the City of Middletown – Excellent Investment Opportunity Large, solid two-family home located in the City of Middletown, offering strong rental income and outstanding value. This well-maintained property features: Second Floor: 1,338 sq ft – 3 bedrooms, 1 full bath First Floor: 1,248 sq ft – 2 bedrooms, 1 full bath Current rents are $2,100 and $1,800 per month,

    Jonathon Lee Keller Williams Hudson Valley

    14 Bonnell St, Middletown, NY 10940
  • 10 Hoffman St, Middletown, NY 10940

    $157,200 Sold Dec 05, 2025

    10 Hoffman St, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1920

    Last Sold Summary

    • 17% Below List Price
    • $131/SF
    • 70 Days On Market

    Current Estimated Value $164,199

    Last Listing Agent Jamarr Zellner REALHome Services & Solutions

    10 Hoffman St, Middletown, NY 10940
    • 26 Robinn Dr, Middletown, NY 10940

      Est $455,254 Not Listed For Sale

      26 Robinn Dr, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,532 Sq Ft
      • Built 1978
      26 Robinn Dr, Middletown, NY 10940

      Last Sold Summary

      • 10% Above List Price
      • $271/SF
      • 12 Days On Market
      • Last Sold Price $415,001
      • Oct 12, 2023

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • /2

    $299,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    580 van Burenville Rd, Middletown, NY 10940

    Welcome to 580 Van Burenville Rd.

    Valerie Jewis Keller Williams Realty

    580 van Burenville Rd, Middletown, NY 10940
  • 21 Cyprus Dr, Middletown, NY 10940

    $550,000 Sold Mar 02, 2026

    21 Cyprus Dr, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • Built 2016

    Last Sold Summary

    • $294/SF
    • 38 Days On Market

    Current Estimated Value $548,144

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    21 Cyprus Dr, Middletown, NY 10940
    • 686 Pocatello Rd, Middletown, NY 10940

      Est $440,659 Not Listed For Sale

      686 Pocatello Rd, Middletown, NY 10940

      • 3 Beds
      • 1.5 Baths
      • 1,684 Sq Ft
      • Built 1980
      686 Pocatello Rd, Middletown, NY 10940

      Last Sold Summary

      • 19% Above List Price
      • $220/SF
      • 14 Days On Market
      • Last Sold Price $370,800
      • Jun 02, 2023

      Last Listing Agent Annie Hansen Howard Hanna Rand Realty

  • /45

    $400,000 Pending

    • 8 Beds
    • 3 Baths
    • 2,121 Sq Ft

    29 Columbia Ave, Middletown, NY 10940

    Charming 1923 Traditional – Spacious 8-Bedroom Single Family Home with Timeless Character Step into a rare opportunity to own a beautifully expansive 3-story traditional home built in 1923, offering over 2,100 square feet of versatile living space. Brimming with classic charm and endless potential, this 8-bedroom, 3-bathroom residence is perfect for those seeking room to grow, host, or simply

    Sharon Pehush HomeSmart Homes & Estates

    29 Columbia Ave, Middletown, NY 10940
  • 49 Bedford Ave, Middletown, NY 10940

    $430,000 Sold May 31, 2025

    49 Bedford Ave, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft
    • Built 1950

    Last Sold Summary

    • $263/SF
    • 23 Days On Market

    Current Estimated Value $439,353

    Last Listing Agent John Biasi Howard Hanna Rand Realty

    49 Bedford Ave, Middletown, NY 10940
    • 50 Millsburg Rd, Middletown, NY 10940

      Est $357,844 Not Listed For Sale

      50 Millsburg Rd, Middletown, NY 10940

      • 4 Beds
      • 1.5 Baths
      • 1,388 Sq Ft
      • Built 1920
      50 Millsburg Rd, Middletown, NY 10940

      Last Sold Summary

      • 30% Above List Price
      • $198/SF
      • 32 Days On Market
      • Last Sold Price $275,000
      • Dec 21, 2023

      Last Listing Agent Amanda Brehm Keller Williams Hudson Valley

  • /37

    $159,000 Under Contract

    • Land
    • 14.61 Acres
    • $10,883 per Acre

    Lots 2 / 3 Quail Ridge Rd, Middletown, NY 12455

    Two scenic parcels totaling 14.61 acres with sweeping mountain views offer the perfect canvas for an inspiring Catskills retreat. Ideally situated between the charming towns of Margaretville and Roxbury, this location provides convenient access to grocery stores, art galleries, cafés, and quaint local shops—while still feeling worlds away from the hectic life of more developed areas. An excellent

    James Karpowicz Coldwell Banker Timberland Pro

    Lots 2 / 3 Quail Ridge Rd, Middletown, NY 12455
  • 6 Tice Ln, Middletown, NY 10941

    $450,000 Sold Dec 19, 2025

    6 Tice Ln, Middletown, NY 10941

    • 3 Beds
    • 2 Baths
    • 2,070 Sq Ft
    • Built 1986

    Last Sold Summary

    • $217/SF
    • 43 Days On Market

    Current Estimated Value $461,683

    Last Listing Agent John Olivero Keller Williams Realty

    6 Tice Ln, Middletown, NY 10941
    • 14 S Centerville Rd, Middletown, NY 10940

      Est $377,860 Not Listed For Sale

      14 S Centerville Rd, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,432 Sq Ft
      • Built 1824
      14 S Centerville Rd, Middletown, NY 10940

      Last Sold Summary

      • 16% Above List Price
      • $227/SF
      • 77 Days On Market
      • Last Sold Price $325,000
      • Sep 25, 2023

      Last Listing Agent Ronald Garafalo John J Lease REALTORS Inc

  • /34

    $399,999

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

    16 Brewster Dr, Middletown, NY 10940

    This beautifully updated home blends modern comfort with thoughtful design, offering a move-in-ready space that feels brand new from top to bottom. Step inside to an open, bright layout featuring fresh finishes, hardwood flooring, and a seamless flow throughout. The upper loft/den area provides the perfect bonus space for a home office, media room, or cozy retreat. A full basement adds even more

    Michelle Gruberger Real Estate Circuit Inc

    16 Brewster Dr, Middletown, NY 10940
  • 19 Morningside Dr, Middletown, NY 10941

    $402,000 Sold Sep 12, 2025

    19 Morningside Dr, Middletown, NY 10941

    • 4 Beds
    • 1.5 Baths
    • 1,984 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Above List Price
    • $203/SF
    • 15 Days On Market

    Current Estimated Value $413,730

    Last Listing Agent Paul Halpern Hudson Valley Griffith

    19 Morningside Dr, Middletown, NY 10941
    • 2041 Route 6, Middletown, NY 10940

      Est $432,491 Not Listed For Sale

      2041 Route 6, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,302 Sq Ft
      • Built 1997
      2041 Route 6, Middletown, NY 10940

      Last Sold Summary

      • 6% Above List Price
      • $313/SF
      • 76 Days On Market
      • Last Sold Price $407,000
      • Sep 20, 2024

      Last Listing Agent Dean Diltz Keller Williams Realty

  • /22

    $409,500

    • 2 Beds
    • 2.5 Baths
    • 1,337 Sq Ft

    19 Putters Way Unit 9, Middletown, NY 10940

    Welcome to this fully updated, move-ready condo in the desirable Walkill community. This splendid duplex has been luxuriously upgraded with modern paint tones and the latest finishes. Bright and sunny rooms with updated lighting throughout. The kitchen boasts sleek, brand-new appliances and classic wood cabinetry. The bathrooms have been meticulously maintained. Cathedral ceilings in both

    Abraham Lefkowitz Access Realty Team Inc

    19 Putters Way Unit 9, Middletown, NY 10940
  • 21 Lake Claire Dr, Middletown, NY 10940

    $195,000 Sold Jan 30, 2026

    21 Lake Claire Dr, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft
    • Built 1955

    Last Sold Summary

    • 22% Below List Price
    • $197/SF
    • 142 Days On Market

    Current Estimated Value $215,185

    Last Listing Agent Nelson Dominguez eXp Realty

    21 Lake Claire Dr, Middletown, NY 10940
    • 128 Jogee Rd, Middletown, NY 10940

      Est $579,823 Not Listed For Sale

      128 Jogee Rd, Middletown, NY 10940

      • 3 Beds
      • 3 Baths
      • 1,956 Sq Ft
      • Built 1987
      128 Jogee Rd, Middletown, NY 10940

      Last Sold Summary

      • 4% Above List Price
      • $284/SF
      • 81 Days On Market
      • Last Sold Price $555,000
      • Mar 21, 2025

      Last Listing Agent April Lazier Realty Executives Exceptional

  • /12

    $210,000

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

    8 Grant St, Middletown, NY 10940

    Here's the opportunity investors have been waiting for. This two-story colonial offers the right buyer a full-renovation canvas with real upside. Generous room sizes, hardwood floors on the upper level, a covered front porch, and an oversized barn/garage outbuilding in the rear — features that support strong ARV whether you're flipping or holding for rental income. The home needs a complete

    Igor Krasnoperov Rising Star Realty

    8 Grant St, Middletown, NY 10940
  • 138 Reinhardt Rd, Middletown, NY 10940

    $478,500 Sold Nov 12, 2025

    138 Reinhardt Rd, Middletown, NY 10940

    • 3 Beds
    • 3 Baths
    • 2,542 Sq Ft
    • Built 1969

    Last Sold Summary

    • 2% Below List Price
    • $188/SF
    • 65 Days On Market

    Current Estimated Value $633,755

    Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

    138 Reinhardt Rd, Middletown, NY 10940
    • 210 S Centerville Rd, Middletown, NY 10940

      Est $409,278 Not Listed For Sale

      210 S Centerville Rd, Middletown, NY 10940

      • 2 Beds
      • 2 Baths
      • 1,128 Sq Ft
      • Built 1965
      210 S Centerville Rd, Middletown, NY 10940

      Last Sold Summary

      • $363/SF
      • 14 Days On Market
      • Last Sold Price $410,000
      • Dec 11, 2024

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • /27

    $199,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    326 Concord Ln, Middletown, NY 10940

    Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

    Sandra Arnez Keller Williams Hudson Valley

    326 Concord Ln, Middletown, NY 10940
  • 25 Meyer Rd, Middletown, NY 10940

    $380,000 Sold May 29, 2025

    25 Meyer Rd, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,335 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Above List Price
    • $285/SF
    • 113 Days On Market

    Current Estimated Value $390,752

    Last Listing Agent Leon Klein Keller Williams Hudson Valley

    25 Meyer Rd, Middletown, NY 10940
    • 220 Mt Orange Rd, Middletown, NY 10940

      Est $749,784 Not Listed For Sale

      220 Mt Orange Rd, Middletown, NY 10940

      • 3 Beds
      • 3.5 Baths
      • 3,456 Sq Ft
      • Built 2002
      220 Mt Orange Rd, Middletown, NY 10940

      Last Sold Summary

      • $217/SF
      • 63 Days On Market
      • Last Sold Price $749,000
      • Oct 02, 2024

      Last Listing Agent Barbara Allen HomeSmart Homes & Estates

  • /12

    $65,000

    • Land
    • 7,875 Sq Ft
    • $359,513 per Acre

    538 E Main St, Middletown, NY 10940

    Residential land avaiable on East Main Street, close to the Crystal Medical center, close to NYS HWY 17, close to the Galleria Mall, close to the new Resorts and Casino about 30 milles away, close to the Poconos, come built you new home here.

    Frank Rivera Hudson Valley Home Connection

    538 E Main St, Middletown, NY 10940
  • 38 Woodside Knolls Dr, Middletown, NY 10940

    $485,000 Sold Oct 23, 2025

    38 Woodside Knolls Dr, Middletown, NY 10940

    • 3 Beds
    • 3.5 Baths
    • 1,899 Sq Ft
    • Built 2008

    Last Sold Summary

    • 1% Above List Price
    • $255/SF
    • 42 Days On Market

    Current Estimated Value $496,077

    Last Listing Agent Naomi Streicher Q Home Sales

    38 Woodside Knolls Dr, Middletown, NY 10940
    • 809 Kirbytown Rd, Middletown, NY 10940

      Est $576,740 Not Listed For Sale

      809 Kirbytown Rd, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,043 Sq Ft
      • Built 2001
      809 Kirbytown Rd, Middletown, NY 10940

      Last Sold Summary

      • 10% Above List Price
      • $257/SF
      • 35 Days On Market
      • Last Sold Price $525,000
      • Aug 22, 2023

      Last Listing Agent Meaghan Michella Cronin & Company Real Estate

Showing Results 361 - 400, Page 10 of 18

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