21,591

Middletown, NY Homes

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  • /16

    $599,000

    $96K PRICE DROP
    • Land
    • 5.07 Acres
    • $118,146 per Acre

    0 Route 28 Unit 20261954, Middletown, NY 12455

    Rare opportunity: PRIME waterfront commercial lot in the heart of Margaretville on State Highway 28 -- unmatched visibility on the busy corridor. Zoned commercial with municipal sewer and water available. The East Branch of the Delaware River parallels the full length of the parcel, providing exceptional waterfront exposure and strong development potential. Seller has detailed plans available

    Katherine Keys The Catskill Dream Team

    0 Route 28 Unit 20261954, Middletown, NY 12455
  • 7 Orchard St, Middletown, NY 10940

    $460,000

    Sold Nov 25, 2025

    7 Orchard St, Middletown, NY 10940

    • 5 Beds
    • 2.5 Baths
    • 2,856 Sq Ft
    • Built 1870

    Last Sold Summary

    • $161/SF
    • 27 Days On Market

    Current Estimated Value $457,323

    Last Listing Agent Patrick Taylor BHG Real Estate Green Team

    7 Orchard St, Middletown, NY 10940
  • /5

    $215,000

    • Land
    • 1.1 Acres
    • $195,455 per Acre

    429 van Burenville Rd, Middletown, NY 10940

    Engineered lot pending approvals. Over 1 acre of land in the Town of Wallkill with Pine Bush Schools. This lot is "shovel ready", building docs have been submitted to the town and it's pending approvals. The lot is lovely, already cleared with the driveway conveniently cut in. There used to be a structure and it has been properly removed with permits, creating a perfect site to start building

    Valeria Rios KW Hudson Valley Untied

    429 van Burenville Rd, Middletown, NY 10940
  • /16

    $330,000

    Sold Jul 28, 2025

    31-33 Linden Ave, Middletown, NY 10940

    • 7 Beds
    • 2.5 Baths
    • 2,026 Sq Ft
    • Built 1880

    Last Sold Summary

    • 6% Below List Price
    • $163/SF
    • 25 Days On Market

    Current Estimated Value $353,193

    Last Listing Agent Karen Smith Anderson 1st Kander Realty Inc

    31-33 Linden Ave, Middletown, NY 10940
  • /49

    $529,900

    Open Thu 5PM - 7PM
    • 3 Beds
    • 2.5 Baths
    • 2,504 Sq Ft

    37-39 Wisner Ave, Middletown, NY 10940

    Welcome to this beautifully remodeled 3-4 bedroom, 3-bath Colonial situated on a rare double lot at 37-39 Wisner Avenue in Middletown. Move-in ready and thoughtfully updated, this spacious home offers modern comforts, flexible living space, and exceptional outdoor parking and yard areas rarely found within the city. The main level features a generously sized living room, formal dining room, and a

    Jonathon Lee KW Hudson Valley Untied

    37-39 Wisner Ave, Middletown, NY 10940
  • 1065 Dolsontown Rd, Middletown, NY 10940

    $425,000

    Sold Apr 09, 2026

    1065 Dolsontown Rd, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,184 Sq Ft
    • Built 1987

    Last Sold Summary

    • $359/SF
    • 34 Days On Market

    Current Estimated Value $423,249

    Last Listing Agent Susan Giordano Hudson Premium Realty

    1065 Dolsontown Rd, Middletown, NY 10940
  • /50

    $450,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,814 Sq Ft

    49 Oak Hill Rd, Middletown, NY 10941

    Beautiful Townhome in Prime Location! Welcome to this beautifully maintained townhome offering the perfect blend of comfort, style, and convenience. Ideally located in the sought-after Pine Bush School District, this home is move-in ready and designed for easy living. Featuring 2 spacious bedrooms and 2.5 full baths, this home boasts a bright and open layout with hardwood floors on the main level

    Carla Terranova Keller Williams Realty

    49 Oak Hill Rd, Middletown, NY 10941
  • Lot 2 S Centerville Rd, Middletown, NY 10940

    $153,000

    Sold Apr 03, 2026

    Lot 2 S Centerville Rd, Middletown, NY 10940

    • Land
    • 2.9 Acres
    • $52,759 per Acre

    Last Sold Summary

    • 9% Above List Price
    • 14 Days On Market

    Last Listing Agent Annie Hansen Howard Hanna Rand Realty

    Lot 2 S Centerville Rd, Middletown, NY 10940
  • /48

    $447,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,155 Sq Ft

    126 Rolling Meadows Rd, Middletown, NY 10940

    Original owner has loved this ‘must see’ raised ranch in the Meadows for over 45 years, but it is time for someone new to start making memories! Enter into a light-filled interior where hardwood floors run throughout the main floor and the open floor plan invites entertaining. Beautifully renovated kitchen boasts center island for dining, rich wood cabinets, granite countertops, stainless steel

    Laurel Lustgarten Howard Hanna Rand Realty

    126 Rolling Meadows Rd, Middletown, NY 10940
  • 108 Sproat St, Middletown, NY 10940

    $285,000

    Sold Jun 02, 2026

    108 Sproat St, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 1,142 Sq Ft
    • Built 1934

    Last Sold Summary

    • 3% Above List Price
    • $250/SF
    • 26 Days On Market

    Current Estimated Value $296,445

    Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

    108 Sproat St, Middletown, NY 10940
  • /47

    $829,000

    • 4 Beds
    • 4 Baths
    • 3,340 Sq Ft

    571 Route 17m, Middletown, NY 10940

    Steeped in character and timeless appeal, this 1930 Colonial invites you in with its striking stone facade and a graceful partial wrap-around porch—an ideal spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home blends classic craftsmanship with modern comfort, featuring rich wooden floors that flow seamlessly throughout the main level.The first floor offers a warm and

    Angela Murphy BHG Real Estate Green Team

    571 Route 17m, Middletown, NY 10940
  • 46 Knapp Ave, Middletown, NY 10940

    $290,000

    Sold Jun 01, 2026

    46 Knapp Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,620 Sq Ft
    • Built 1890

    Last Sold Summary

    • 3% Below List Price
    • $179/SF
    • 21 Days On Market

    Current Estimated Value $301,163

    Last Listing Agent Dulce M Ferrera KW Hudson Valley Untied

    46 Knapp Ave, Middletown, NY 10940
  • /14

    $393,000

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    1 Chestnut St, Middletown, NY 10940

    Beautifully renovated 3 bedroom 1 bathroom, everything is brand new, electrical, plumbing and heating, plus with a big corner lot. Plenty of space, beautiful kitchen - come see it today.

    Safdar Mursalin eXp Realty

    1 Chestnut St, Middletown, NY 10940
  • 3 Allan Park Mews, Middletown, NY 10940

    $320,000

    Sold Nov 03, 2025

    3 Allan Park Mews, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $256/SF
    • 75 Days On Market

    Current Estimated Value $315,728

    Last Listing Agent Pedro Garcia Curasi Realty, Inc.

    3 Allan Park Mews, Middletown, NY 10940

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