21,592

Middletown, NY Homes

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  • 12 Deer Ct Dr, Middletown, NY 10940

    $306,000

    Sold Sep 29, 2025

    12 Deer Ct Dr, Middletown, NY 10940

    • 2 Beds
    • 2.5 Baths
    • 1,831 Sq Ft
    • Built 2002

    Last Sold Summary

    • 7% Below List Price
    • $167/SF
    • 58 Days On Market

    Current Estimated Value $326,381

    Last Listing Agent Beverly Huaman Howard Hanna Rand Realty

    12 Deer Ct Dr, Middletown, NY 10940
  • 48 Loch Lomond Ln, Middletown, NY 10941
    48 Loch Lomond Ln, Middletown, NY 10941
    48 Loch Lomond Ln, Middletown, NY 10941
    /45

    $399,999

    Pending
    • 3 Beds
    • 4 Baths
    • 1,536 Sq Ft

    48 Loch Lomond Ln, Middletown, NY 10941

    Well maintained ranch home located in the Town of Wallkill and within the Pine Bush School District. This 3 bedroom, 1.5 bathroom home offers comfortable one-level living with beautiful hardwood floors throughout much of the main level. A bright bay window fills the living space with natural light, creating a warm and inviting atmosphere. The partially finished basement adds additional living

    Gary MacEntee Keller Williams Realty

    48 Loch Lomond Ln, Middletown, NY 10941
  • 306 S Centerville Rd, Middletown, NY 10940

    $580,000

    Sold Oct 01, 2025

    306 S Centerville Rd, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 2,633 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Above List Price
    • $220/SF
    • 26 Days On Market

    Current Estimated Value $603,680

    Last Listing Agent Johan Tola Keller Williams Realty Group

    306 S Centerville Rd, Middletown, NY 10940
  • 529 5th Ave, Middletown, NY 10941
    529 5th Ave, Middletown, NY 10941
    529 5th Ave, Middletown, NY 10941
    /20

    $150,000

    $8K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    529 5th Ave, Middletown, NY 10941

    Fantastic opportunity for a well loved 3 bedroom, 2 bathroom mobile home. Many upgrades AND a Generac Generator as well!!! Granite counters in the kitchen. Windows have all been replaced. Pex plumbing upgrades throughout. Central a/c. Ceiling fans all around the home and many windows for natural light. Primary bedroom has walk in closet and upgraded en-suite bathroom with big closet. Huge closets

    John Nahass Century 21 Full Service Realty

    529 5th Ave, Middletown, NY 10941
  • 78 Commonwealth Ave, Middletown, NY 10940

    $555,000

    Sold Mar 01, 2026

    78 Commonwealth Ave, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,108 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Below List Price
    • $263/SF
    • 26 Days On Market

    Current Estimated Value $547,404

    Last Listing Agent Jonathon Lee KW Hudson Valley United

    78 Commonwealth Ave, Middletown, NY 10940
  • 24 Crescent Place, Middletown, NY 10940
    24 Crescent Place, Middletown, NY 10940
    24 Crescent Place, Middletown, NY 10940
    /34

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    24 Crescent Place, Middletown, NY 10940

    Welcome to 24 Crescent Place, Middletown, NY. Affordable, move-in-ready homes with a detached garage, private driveway, and recent updates are becoming increasingly difficult to find, making this an exceptional opportunity for both homeowners and investors. This charming Colonial features 3 bedrooms, 1 full bathroom, comfortable living spaces, ample storage, and a functional layout designed for

    Yisroel Weiss Team W Realty LLC

    24 Crescent Place, Middletown, NY 10940
  • 360 New Vernon Rd, Middletown, NY 10940

    $595,000

    Sold Oct 22, 2025

    360 New Vernon Rd, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 2,316 Sq Ft
    • Built 2004

    Last Sold Summary

    • 6% Below List Price
    • $257/SF
    • 131 Days On Market

    Current Estimated Value $611,643

    Last Listing Agent Felix Pena RE/MAX Benchmark Realty Group

    360 New Vernon Rd, Middletown, NY 10940
  • 143 Shawangunk Rd, Middletown, NY 10941
    143 Shawangunk Rd, Middletown, NY 10941
    143 Shawangunk Rd, Middletown, NY 10941
    /3

    $115,000

    Pending
    • Land
    • 2.1 Acres
    • $54,762 per Acre

    143 Shawangunk Rd, Middletown, NY 10941

    TWO lots available for $115,000 each. Zoned Highway Commercial, suitable for several commercial uses subject to site plan approval. Lot 1 is 2.1 acres. Lot 2 is 2.3 acres. Previously engineered but needs to be updated as part of the design process. Good location between exits 116 and 118 on NYS Rt 17/Quickway/Interstate 86 providing excellent interstate and highway access. High visibility.

    Richard (RJ) Smith Rand Commercial

    143 Shawangunk Rd, Middletown, NY 10941
  • 39 Sycamore Dr, Middletown, NY 10940

    $261,500

    Sold Jul 16, 2025

    39 Sycamore Dr, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Built 1977

    Last Sold Summary

    • 1% Above List Price
    • $275/SF
    • 14 Days On Market

    Current Estimated Value $263,879

    Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty

    39 Sycamore Dr, Middletown, NY 10940
  • 309-317 E Main St Unit 309, Middletown, NY 10940
    309-317 E Main St Unit 309, Middletown, NY 10940
    309-317 E Main St Unit 309, Middletown, NY 10940
    /6

    $599,000

    $31K PRICE DROP
    • 10 Beds
    • 4 Baths

    309-317 E Main St Unit 309, Middletown, NY 10940

    Welcome to this beautiful two-family home located on E Main Street! Perfect for owner-occupants, investors, or extended family living, this spacious property offers incredible flexibility and charm. One unit features 6 bedrooms, while the second unit offers 4 bedrooms, providing plenty of spac. Both units have separate front and side entrances for added privacy and convenience. The property sits

    Betzaida Vericain Q Home Sales

    309-317 E Main St Unit 309, Middletown, NY 10940
  • 22 Mud Mills Rd, Middletown, NY 10940

    $467,000

    Sold Oct 29, 2025

    22 Mud Mills Rd, Middletown, NY 10940

    • 8 Beds
    • 4 Baths
    • 4,698 Sq Ft
    • Built 1900

    Last Sold Summary

    • 28% Below List Price
    • $99/SF
    • 240 Days On Market

    Last Listing Agent Michelle Getty HVG Realty, Inc.

    22 Mud Mills Rd, Middletown, NY 10940
  • 0 Basil Todd Rd, Middletown, NY 12430
    0 Basil Todd Rd, Middletown, NY 12430
    0 Basil Todd Rd, Middletown, NY 12430
    /8

    $90,000

    • Land
    • 5.37 Acres
    • $16,760 per Acre

    0 Basil Todd Rd, Middletown, NY 12430

    Over five acres of meadow, woods and Mountain View’s to build your dream home. Minutes to Belleayre to enjoy the outdoors. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Looking for more?? There is an adjacent five acre parcel also available. Seller may be willing to finance too.

    Heather Martin United RE Hudson Valley Edge

    0 Basil Todd Rd, Middletown, NY 12430
  • 730 Mount Hope Rd, Middletown, NY 10940

    $750,000

    Sold Dec 03, 2025

    730 Mount Hope Rd, Middletown, NY 10940

    • 4 Beds
    • 4 Baths
    • 3,800 Sq Ft
    • Built 2025

    Last Sold Summary

    • $197/SF
    • 33 Days On Market

    Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

    730 Mount Hope Rd, Middletown, NY 10940
  • 0 Route 28 Unit 20261954, Middletown, NY 12455
    0 Route 28 Unit 20261954, Middletown, NY 12455
    0 Route 28 Unit 20261954, Middletown, NY 12455
    /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
  • 15 Standish Ave, Middletown, NY 10940

    $391,500

    Sold Jul 16, 2025

    15 Standish Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,192 Sq Ft
    • Built 1969

    Last Sold Summary

    • 9% Above List Price
    • $328/SF
    • 31 Days On Market

    Current Estimated Value $391,100

    Last Listing Agent Amy Skellett RE/MAX Benchmark Realty Group

    15 Standish Ave, Middletown, NY 10940
  • 429 van Burenville Rd, Middletown, NY 10940
    429 van Burenville Rd, Middletown, NY 10940
    429 van Burenville Rd, 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 United

    429 van Burenville Rd, Middletown, NY 10940
  • 16 Beth Dr, Middletown, NY 10941

    $485,000

    Sold Sep 13, 2025

    16 Beth Dr, Middletown, NY 10941

    • 3 Beds
    • 2.5 Baths
    • 1,540 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $315/SF
    • 28 Days On Market

    Current Estimated Value $470,303

    Last Listing Agent Pedro Garcia Curasi Realty, Inc.

    16 Beth Dr, Middletown, NY 10941
  • 37-39 Wisner Ave, Middletown, NY 10940
    37-39 Wisner Ave, Middletown, NY 10940
    37-39 Wisner Ave, Middletown, NY 10940
    /49

    $529,900

    • 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 United

    37-39 Wisner Ave, Middletown, NY 10940
  • 19 Academy Ave, Middletown, NY 10940

    $575,000

    Sold Sep 18, 2025

    19 Academy Ave, Middletown, NY 10940

    • 6 Beds
    • 3 Baths
    • 2,230 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $258/SF
    • 141 Days On Market

    Current Estimated Value $566,074

    Last Listing Agent Sandra Arnez KW Hudson Valley United

    19 Academy Ave, Middletown, NY 10940
  • 49 Oak Hill Rd, Middletown, NY 10941
    49 Oak Hill Rd, Middletown, NY 10941
    49 Oak Hill Rd, Middletown, NY 10941
    /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
  • 100 Hillside Dr Unit C15, Middletown, NY 10941

    $274,000

    Sold Nov 17, 2025

    100 Hillside Dr Unit C15, Middletown, NY 10941

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Built 1987

    Last Sold Summary

    • 10% Above List Price
    • $271/SF
    • 22 Days On Market

    Last Listing Agent Regina Wittosch Howard Hanna Rand Realty

    100 Hillside Dr Unit C15, Middletown, NY 10941
  • 126 Rolling Meadows Rd, Middletown, NY 10940
    126 Rolling Meadows Rd, Middletown, NY 10940
    126 Rolling Meadows 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
  • 2 Mountain Ave, Middletown, NY 10940

    $445,000

    Sold Nov 19, 2025

    2 Mountain Ave, Middletown, NY 10940

    • 5 Beds
    • 2 Baths
    • 2,447 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Above List Price
    • $182/SF
    • 42 Days On Market

    Current Estimated Value $360,698

    Last Listing Agent Jeaneth Pino-Bartchak RE/MAX Benchmark Realty Group

    2 Mountain Ave, Middletown, NY 10940
  • 571 Route 17m, Middletown, NY 10940
    571 Route 17m, Middletown, NY 10940
    571 Route 17m, 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
  • 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
  • 1 Chestnut St, Middletown, NY 10940
    1 Chestnut St, Middletown, NY 10940
    1 Chestnut St, 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
  • 31-33 Linden Ave, Middletown, NY 10940
    31-33 Linden Ave, Middletown, NY 10940
    31-33 Linden Ave, 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

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