2,284

Mechanicstown, NY Homes

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  • /40

    $449,999

    Open Sat 12PM - 2PM $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,055 Sq Ft

    12 Weather Vane Way, Middletown, NY 10940

    Nestled in the Rolling Meadows residential community in the Middletown School District, this 3-bedroom, 2.5-bathroom raised ranch bilevel home seamlessly blends absolute convenience with comfortable community living. The location is truly key, positioned just off East Main Street for incredibly quick access to major highways like Interstate 84 and Route 17, placing you less than 10 minutes from

    Ray Reyes Keller Williams Realty

    12 Weather Vane Way, Middletown, NY 10940
  • 46 Silo Ln, Middletown, NY 10940

    $325,000

    Sold Apr 28, 2026

    46 Silo Ln, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,452 Sq Ft
    • Built 1973

    Last Sold Summary

    • $224/SF
    • 20 Days On Market

    Current Estimated Value $325,929

    Last Listing Agent Jason Dillon eXp Realty

    46 Silo Ln, Middletown, NY 10940
  • /35

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft

    153 Ridgewood Ave Unit 155, Middletown, NY 10940

    Welcome to 153 Ridgewood, a stunning 2022 built ranch style home that delivers the kind of single level living buyers dream about. From the moment you step inside, the vaulted ceilings, open concept layout, modern finishes, and natural flow of the home create an immediate “this is the one” feeling. With over 1,500 square feet of beautifully designed space, this home offers the rare combination of

    Isaiah Lopez KW Hudson Valley United

    153 Ridgewood Ave Unit 155, Middletown, NY 10940
  • 10 Cyprus Dr, Middletown, NY 10940

    $525,000

    Sold Jun 18, 2026

    10 Cyprus Dr, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Built 2014

    Last Sold Summary

    • 7% Above List Price
    • $326/SF
    • 29 Days On Market

    Current Estimated Value $492,473

    Last Listing Agent Hilary Ryan Goldman Howard Hanna Rand Realty

    10 Cyprus Dr, Middletown, NY 10940
  • /12

    $65,000

    $10K PRICE INCREASE
    • 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
  • 95 Rolling Meadows Rd, Middletown, NY 10940

    $480,000

    Sold Dec 05, 2025

    95 Rolling Meadows Rd, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 2,055 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Above List Price
    • $234/SF
    • 14 Days On Market

    Current Estimated Value $478,649

    Last Listing Agent Kevin Grier KW Hudson Valley United

    95 Rolling Meadows Rd, Middletown, NY 10940
  • /3

    $275,000

    Pending Pre-Foreclosure
    • 3 Beds
    • 1.5 Baths
    • 1,604 Sq Ft

    7 Harcourt Mews, Middletown, NY 10940

    What a Great Investment Opportunity !! Spacious 3 Bedroom home in one of the most convenient and desirable locationsin the Town of Wallkill. This home features a Living Room, Kitchen, Lavatory, 3 Bedrooms and a Full Bathroom. this Home needs work !! Needs Renovation Home HOME HAS MOLD ENTER AT YOUR OWN RISK HEALTH HAZARD .HOME HAS GREAT POTENTIAL Wonderful Location.

    John Biasi Howard Hanna Rand Realty

    7 Harcourt Mews, Middletown, NY 10940
  • 12 Columbine Ct, Middletown, NY 10940

    $338,500

    Sold Nov 26, 2025

    12 Columbine Ct, Middletown, NY 10940

    • 4 Beds
    • 1.5 Baths
    • 1,408 Sq Ft
    • Built 1979

    Last Sold Summary

    • 1% Above List Price
    • $240/SF
    • 33 Days On Market

    Current Estimated Value $334,535

    Last Listing Agent Christina Gilligan HomeSmart Homes & Estates

    12 Columbine Ct, Middletown, NY 10940
  • /42

    $625,000

    Pending
    • 2 Beds
    • 3 Baths
    • 2,975 Sq Ft

    24 Juniper Cir, Middletown, NY 10940

    WELCOME TO WILDFLOWER AT WALLKILL — Orange County's premier 55+ Community! This elegant Tarrington model offers nearly 3,000 square feet of beautifully designed living space, combining comfort, sophistication, and convenience. Inside, you’ll find an open dining and living room combination creates the perfect flow for gatherings, while the expansive kitchen and family room with cathedral ceilings

    Patricia Sassi RE/MAX Benchmark Realty Group

    24 Juniper Cir, Middletown, NY 10940
  • 24 Kent Ct, Middletown, NY 10940

    $328,000

    Sold Feb 03, 2026

    24 Kent Ct, Middletown, NY 10940

    • 2 Beds
    • 2.5 Baths
    • 1,241 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Above List Price
    • $264/SF
    • 30 Days On Market

    Current Estimated Value $323,690

    Last Listing Agent Jonathon Lee KW Hudson Valley United

    24 Kent Ct, Middletown, NY 10940
  • /17

    $339,990

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

    5 Kendal Ln, Middletown, NY 10940

    Modern Comfort & Lake Access – The Best of Waters Edge! Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Waters Edge community. Offering a perfect blend of peaceful lakeside living and modern convenience, this home is designed for those who appreciate a bright, open, and "easy-living" floor plan. Home Highlights: Bright & Airy Main Level: Enjoy a spacious

    Jonathon Lee KW Hudson Valley United

    5 Kendal Ln, Middletown, NY 10940
  • 1 Lindentree Ln, Middletown, NY 10940

    $465,000

    Sold Aug 25, 2025

    1 Lindentree Ln, Middletown, NY 10940

    • 3 Beds
    • 3.5 Baths
    • 1,781 Sq Ft
    • Built 2017

    Last Sold Summary

    • 7% Above List Price
    • $261/SF
    • 35 Days On Market

    Current Estimated Value $480,358

    Last Listing Agent Katheryn DeClerck Howard Hanna Rand Realty

    1 Lindentree Ln, Middletown, NY 10940
  • /47

    $465,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,055 Sq Ft

    122 Rolling Meadows Rd, Middletown, NY 10940

    Welcome to your dream home in the heart of Middletown, NY! This beautifully maintained 4 bedroom, 2 bathroom home with a bonus room/home office offers the perfect blend of comfort, convenience, and lifestyle. Nestled in a quiet neighborhood, this spacious property is ideal for today’s modern living with flexible space for working from home, entertaining guests, or simply relaxing in style. The

    Kristine Many Keller Williams Realty

    122 Rolling Meadows Rd, Middletown, NY 10940
  • 59 Meadow View Dr, Middletown, NY 10940

    $485,000

    Sold May 05, 2026

    59 Meadow View Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,781 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Above List Price
    • $272/SF
    • 12 Days On Market

    Current Estimated Value $479,708

    Last Listing Agent Kevin Grier KW Hudson Valley United

    59 Meadow View Dr, Middletown, NY 10940
  • /19

    $384,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    6 Eaton Ct, Middletown, NY 10940

    This end unit Townhouse located in the Desirable Canterbury Knolls just took an interior renovation that will not disappoint! The open floor plan is perfect for entertaining your guest! The kitchen sports moder colors and beautiful granite counter tops and stainless-steel appliances. Both bathrooms have been updated and the floors as well. This is centrally located to all commuters hwy's and

    Pedro Garcia Curasi Realty, Inc.

    6 Eaton Ct, Middletown, NY 10940
  • 37 Lindentree Ln, Mechanicstown, NY 10940

    $485,000

    Sold Jul 18, 2025

    37 Lindentree Ln, Mechanicstown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,827 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Above List Price
    • $265/SF
    • 16 Days On Market

    Current Estimated Value $493,558

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    37 Lindentree Ln, Mechanicstown, NY 10940
  • /3

    $200,000

    $200K PRICE INCREASE Pending
    • 3 Beds
    • 1 Bath
    • 735 Sq Ft

    121 Brookline Ave, Middletown, NY 10940

    Opportunity awaits in this 3-bedroom home featuring an open-concept kitchen, dining area, and living room, plus the convenience of an attached garage. The home offers a functional layout, while presenting an excellent opportunity for updates and personal touches to maximize its potential. Conveniently located near shopping, restaurants, schools, healthcare facilities, and major commuter routes,

    Samanta Martinez Familiar EXP Realty

    121 Brookline Ave, Middletown, NY 10940
  • 20 Atwood Dr, Middletown, NY 10940

    $498,000

    Sold Jan 15, 2026

    20 Atwood Dr, Middletown, NY 10940

    • 3 Beds
    • 3.5 Baths
    • 1,723 Sq Ft
    • Built 2017

    Last Sold Summary

    • 2% Above List Price
    • $289/SF
    • 30 Days On Market

    Current Estimated Value $496,478

    Last Listing Agent Kevin Grier KW Hudson Valley United

    20 Atwood Dr, Middletown, NY 10940
  • /50

    $539,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,644 Sq Ft

    20 Park Circle Dr, Middletown, NY 10940

    Welcome to a truly exceptional home nestled in one of the most beautiful and peaceful areas of the Town of Wallkill, NY. Completely renovated with stunning modern upgrades, this rare and remarkably spacious single-family residence offers the perfect blend of elegance, comfort, and functionality. From the moment you enter, you’ll appreciate the bright open layout featuring a beautifully updated

    Moshe Ekstein eRealty Advisors, Inc

    20 Park Circle Dr, Middletown, NY 10940
  • 38 Sheffield Dr, Middletown, NY 10940

    $315,000

    Sold Oct 30, 2025

    38 Sheffield Dr, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,220 Sq Ft
    • Built 1974

    Last Sold Summary

    • $258/SF
    • 53 Days On Market

    Current Estimated Value $308,698

    Last Listing Agent Malik Subhani Weichert Realtors

    38 Sheffield Dr, Middletown, NY 10940
  • /15

    $399,999

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 1,496 Sq Ft

    21 Evan Ct, Middletown, NY 10940

    Welcome to 21 Evan Court, a beautifully maintained 3-bedroom, 2.5-bath home offering approximately 1,500 square feet of comfortable living space, plus additional finished basement space and a one-car garage. Situated on a quiet cul-de-sac in a desirable Middletown neighborhood, this home delivers the perfect blend of space, functionality, and convenience.Step inside to discover bright and

    Marquise Fulmore HomeSmart Homes & Estates

    21 Evan Ct, Middletown, NY 10940
  • 91 Bellevernon Ave, Middletown, NY 10940

    $145,000

    Sold Jan 29, 2026

    91 Bellevernon Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 725 Sq Ft
    • Built 1930

    Last Sold Summary

    • 4% Above List Price
    • $200/SF
    • 15 Days On Market

    Current Estimated Value $146,718

    Last Listing Agent Emma Djiya 1st Class Realty

    91 Bellevernon Ave, Middletown, NY 10940
  • /35

    $589,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,732 Sq Ft

    24 3rd St, Middletown, NY 10940

    BETTER THAN NEW! SPACIOUS 4-Bedroom, 3-Full Bath Bi-Level ColonialWelcome to this meticulously maintained home offering over 2,700 sq ft of beautifully finished living space that blends modern style with timeless charm. Step into the gorgeous eat-in kitchen, thoughtfully designed with: A large center island with ample seating Gleaming hardwood floors Vaulted ceilings that create a bright,

    Jane Panico Realty Promotions Inc

    24 3rd 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
  • /36

    $499,900

    Pending
    • 2 Beds
    • 2 Baths
    • 1,473 Sq Ft

    28 Cyprus Dr, Middletown, NY 10940

    Nestled within the highly, sought-after 55+ gated community of Wildflowers at Wallkill, this well-ma ranch-style home offers comfortable, low-maintenance living in one of the area’s most vibrant active adult communities. Featuring two bedrooms, hardwood floors, a formal dining room and an inviting den with a gas fireplace. This home is designed for both everyday comfort and effortless

    Patricia Sassi RE/MAX Benchmark Realty Group

    28 Cyprus Dr, Middletown, NY 10940
  • 19 Sunflower St, Middletown, NY 10940

    $530,000

    Sold Jun 22, 2026

    19 Sunflower St, Middletown, NY 10940

    • 2 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Above List Price
    • $284/SF
    • 32 Days On Market

    Current Estimated Value $504,215

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    19 Sunflower St, 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

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