2,279

Mechanicstown, NY Homes

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  • /50

    $489,000

    Open Sat 10:30AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 1,827 Sq Ft

    37 Lindentree Ln, Mechanicstown, NY 10940

    Welcome home to this lovely 3-bedroom townhouse in the heart of Middletown. The main level features an open, airy floor plan that flows seamlessly from the kitchen into the living room, dining room, and breakfast area — perfect for everyday living and entertaining alike.The primary suite is your private retreat, complete with an en-suite bath featuring a double sink and a relaxing soaking

    Agent Photo

    Donna Reese

    KW Hudson Valley United

    37 Lindentree Ln, Mechanicstown, NY 10940
  • /36

    $3,600 Per Month

    • 3 Beds
    • 3.5 Baths
    • 1,781 Sq Ft
    • Townhouse for Rent

    95 Meadow View Dr, Middletown, NY 10940

    Welcome to Maple Fields, where comfort, convenience, and community come together! This highly sought-after neighborhood has another exceptional rental available. This beautiful corner-unit townhouse offers three spacious bedrooms, three full bathrooms, and one half bath, providing plenty of room for comfortable living. Step inside to an inviting open-concept floor plan featuring a bright kitchen

    Agent Photo

    Hazel Cello

    KW Hudson Valley United

    95 Meadow View Dr, Middletown, NY 10940
  • 39 Brookline Ave, Middletown, NY 10940

    $482,500

    Sold Oct 06, 2025

    39 Brookline Ave, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $258/SF
    • 26 Days On Market

    Current Estimated Value $491,652

    Last Listing Agent Andrea Rose KW Hudson Valley United

    39 Brookline Ave, Middletown, NY 10940
    • 16 4th St, Middletown, NY 10940

      Est $559,064

      Not Listed For Sale

      16 4th St, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,260 Sq Ft
      • Built 2023
      16 4th St, Middletown, NY 10940

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Michael Guattery Keller Williams Realty

  • /41

    $375,000

    $20K PRICE INCREASE Pending
    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    4 Eaton Ct, Middletown, NY 10940

    Welcome to Canterbury Knolls! This beautifully maintained 3-bedroom, 1.5-bathroom home is move-in ready and filled with charm. Updates include a brand new roof. Some rooms and garage have been freshly painted. Step inside to find gleaming hardwood floors throughout, complemented by porcelain tiles in the entryway and kitchen. The Homeowner's Association makes life easier by handling all exterior

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley United

    4 Eaton Ct, Middletown, NY 10940
  • /40

    Starting at $1,875

    Total Monthly Price

    • 1 - 2 Beds

    700 Stratford Ln, Middletown, NY 10940

    Welcome to Country Manor Apartments in Middletown, NY! Our pet-friendly community is set among rustic, large, grassy areas, creating a peaceful and open environment. We offer one- and two-bedroom apartments featuring updated kitchens, premium bathrooms, and private decks. Your rent includes heat, hot water, sewer, and trash removal. We also offer 24/7 maintenance services.

    Country Manor Apartments

    700 Stratford Ln, Middletown, NY 10940
  • 93 Rolling Meadows Rd, Middletown, NY 10940

    $480,000

    Sold Nov 14, 2025

    93 Rolling Meadows Rd, Middletown, NY 10940

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

    Last Sold Summary

    • $234/SF
    • 23 Days On Market

    Current Estimated Value $487,431

    Last Listing Agent Suzanne Bongiorno Century 21 E & M Williams Rlty

    93 Rolling Meadows Rd, Middletown, NY 10940
    • 38 Anthony St, Middletown, NY 10940

      Est $500,828

      Not Listed For Sale

      38 Anthony St, Middletown, NY 10940

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 2024
      38 Anthony St, Middletown, NY 10940

      Last Sold Summary

      • 238 Days On Market

      Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

  • /23

    $349,000

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

    15 Kendal Ln, Middletown, NY 10940

    Beautifully maintained end-unit townhouse in the highly desirable Water's Edge community! This move-in-ready 2-bedroom, 2.5-bath home offers a bright, open layout with a spacious foyer, updated kitchen featuring newer appliances, a large living room with new sliding glass doors leading to a private patio, and a convenient first-floor powder room. Upstairs, the primary suite features cathedral

    Jonathon Lee KW Hudson Valley United

    15 Kendal Ln, Middletown, NY 10940
  • /50

    Starting at $2,400 Per Month

    • 1 - 2 Beds

    1200 Regency Ct, Middletown, NY 10940

    The Regency Club offers spacious living and dining areas, and modern kitchens in one bedroom with den and two bedroom floor plans. Apartments boast 9 ft. ceilings, ceramic tiles in the bathrooms and kitchens and a full appliance package. Residents enjoy the clubhouse, outdoor pool, state-of-the-art fitness center, and expansive club room as well as the outdoor tennis court and playground. The

    The Regency Club

    1200 Regency Ct, Middletown, NY 10940
  • 28 Lake Ridge Dr, Middletown, NY 10940

    $390,500

    Sold Feb 13, 2026

    28 Lake Ridge Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • Built 2002

    Last Sold Summary

    • 7% Above List Price
    • $267/SF
    • 32 Days On Market

    Current Estimated Value $397,965

    Last Listing Agent Jonathon Lee KW Hudson Valley United

    28 Lake Ridge Dr, Middletown, NY 10940
    • 129 Meadow View Dr Unit 1105, Middletown, NY 10940

      Not Listed For Sale

      129 Meadow View Dr Unit 1105, Middletown, NY 10940

      • 3 Beds
      • 3.5 Baths
      • 1,827 Sq Ft
      • Built 2016
      129 Meadow View Dr Unit 1105, Middletown, NY 10940

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent D'Wana Haynesworth YourHomeSold Guaranteed Realty

  • /20

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 2,097 Sq Ft

    4 Kless Ct, Middletown, NY 10940

    Welcome to Maple Fields! This well-maintained 3-bedroom, 2.5-bath townhouse with a versatile finished loft offers a functional layout designed for today's lifestyle. The main level features an open-concept living area, a dedicated dining space, and a bright kitchen with stainless steel appliances, a pantry, tile backsplash, and ample counter space. Sliding glass doors open to a private backyard

    Bryant Moran YourHomeSold Guaranteed Realty

    4 Kless Ct, Middletown, NY 10940
  • /25

    Starting at $2,225 Per Month

    • 1 - 2 Beds

    300 Northwoods Rd, Middletown, NY 10940

    FREE 1st full month rent with 13 month lease - on select units.

    Northwoods Apartments

    300 Northwoods Rd, Middletown, NY 10940
  • 5 Perrins Mews Unit 6, Middletown, NY 10940

    $385,000

    Sold Nov 24, 2025

    5 Perrins Mews Unit 6, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,570 Sq Ft
    • Built 2000

    Last Sold Summary

    • $245/SF
    • 16 Days On Market

    Current Estimated Value $389,746

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    5 Perrins Mews Unit 6, Middletown, NY 10940
    • 13 Sage Ct, Middletown, NY 10940

      Est $551,302

      Not Listed For Sale

      13 Sage Ct, Middletown, NY 10940

      • 2 Beds
      • 2 Baths
      • 1,473 Sq Ft
      • Built 2016
      13 Sage Ct, Middletown, NY 10940

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Eveline White Hudson Valley Griffith

  • /34

    $339,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    11 5th St, Middletown, NY 10940

    Welcome to your new ranch home situated on a quiet dead end street yet still close to all major amenities. Arriving you will notice the peaceful surroundings, well manicured and level yard space, convenient garage and ample parking. Step inside your new home to find sun drenched living spaces, gleaming hardwood floors and the ease of one level living. The main level provides you with a cozy

    Nicholas Carbone HomeSmart Homes & Estates

    11 5th St, Middletown, NY 10940
  • /35

    Starting at $2,157 Per Month

    • 1 - 3 Beds

    201 Genung St, Middletown, NY 10940

    Welcome home to Boulder Pointe Apartments! Our apartments in Middletown, NY allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Wallkill. Superior amenities, desirable services, and a well-connected address allow you to indulge in all the urban conveniences you want without giving up on the peaceand quiet you deserve. Offering a selection of one,

    Boulder Pointe Apartments

    201 Genung St, Middletown, NY 10940
  • 36 Bert Crawford Rd, Middletown, NY 10940

    $335,000

    Sold May 20, 2026

    36 Bert Crawford Rd, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft
    • Built 1947

    Last Sold Summary

    • 2% Above List Price
    • $401/SF
    • 5 Days On Market

    Current Estimated Value $325,432

    Last Listing Agent Jin Pang Panorama Realty

    36 Bert Crawford Rd, Middletown, NY 10940
    • /20

      Not Listed For Sale

      127 Meadow View Dr, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 1,827 Sq Ft
      • Built 2016
      127 Meadow View Dr, Middletown, NY 10940

      Last Sold Summary

      Last Listing Agent Jayne M. Prechtel Keller Williams Valley Realty

  • /44

    $384,999

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    1 Lake Ridge Dr, Middletown, NY 10940

    Seller will pay $5,000 of your closing costs! Set within the highly desirable Lake Ridge at Water’s Edge community in Middletown, this beautifully cared-for end-unit townhouse combines comfort, style, and low-maintenance living. Offering 2 bedrooms and 1.5 baths, the home features tasteful upgrades throughout, including luxury vinyl flooring, recessed LED lighting, and a warm, inviting gas

    Colin Seitz RE/MAX Benchmark Realty Group

    1 Lake Ridge Dr, Middletown, NY 10940
  • /19

    Starting at $1,850 Per Month

    • 1 Bed

    579 E Main St, Middletown, NY 10940

    Slatewood Apartments offers a great mix of convenience and serenity, with its wooded setting providing a peaceful environment while still being close to essential amenities. The proximity to the new state-of-the-art Medical Center is a particularly nice touch for residents who might need easy access to healthcare services. With options for one-, two-, and three-bedroom apartments, it caters to a

    Slatewood Apartments

    579 E Main St, Middletown, NY 10940
  • 6 Perrins Mews, Middletown, NY 10940

    $354,000

    Sold Oct 31, 2025

    6 Perrins Mews, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,608 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Above List Price
    • $220/SF
    • 12 Days On Market

    Current Estimated Value $373,824

    Last Listing Agent Maureen Cronin Cronin & Company Real Estate

    6 Perrins Mews, Middletown, NY 10940
    • 15 Sage Ct, Middletown, NY 10940

      Est $596,491

      Not Listed For Sale

      15 Sage Ct, Middletown, NY 10940

      • 2 Beds
      • 2 Baths
      • 2,153 Sq Ft
      • Built 2016
      15 Sage Ct, Middletown, NY 10940

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Linda Clark Hudson Valley Griffith

  • /44

    $370,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    6 Charlotte Mews, Middletown, NY 10940

    New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor, New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home has

    Zhiheng Tang KW Hudson Valley United

    6 Charlotte Mews, Middletown, NY 10940
  • /18

    Starting at $1,750 Per Month

    • 1 - 2 Beds

    92 Fitzgerald Dr, Middletown, NY 10940

    Welcome to Crestwood!Discover tranquility and affordability at Crestwood Apartments in Middletown, NYNestled amidst the rolling hills of Middletown, NY, Crestwood Apartments offers a welcoming haven for those seeking comfortable living at an exceptional value. Whether you're a young professional, a family starting out, or a seasoned resident looking for a peaceful retreat, Crestwood

    Crestwood Apartments

    92 Fitzgerald Dr, Middletown, NY 10940
  • /27

    $340,000

    Sold Jun 01, 2026

    164 Brookline Ave, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Below List Price
    • $324/SF
    • 14 Days On Market

    Current Estimated Value $332,772

    Last Listing Agent Scott Alvarez Coldwell Banker Prime Properties

    164 Brookline Ave, Middletown, NY 10940
    • 19 Meadow View Dr, Middletown, NY 10940

      Est $510,759

      Not Listed For Sale

      19 Meadow View Dr, Middletown, NY 10940

      • 3 Beds
      • 4 Baths
      • 2,581 Sq Ft
      • Built 2014
      19 Meadow View Dr, Middletown, NY 10940

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Rebecca Kane KW Hudson Valley United

  • /17

    $333,000

    $4K PRICE DROP
    • 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 the perfect blend of peaceful lakeside living and modern convenience, this home features a bright, open floor plan designed for easy living. Most of the windows have been replaced, enhancing energy efficiency and bringing

    Jonathon Lee KW Hudson Valley United

    5 Kendal Ln, Middletown, NY 10940
  • /20

    Starting at $2,400 Per Month

    • 1 - 2 Beds

    430 E Main St, Middletown, NY 10940

    Welcome to The Park at Main.The Park at Main, located in the Town of Wallkill, NY, is the area’s latest apartment community, offering residents an exclusive amenity-driven lifestyle. This community features 116 newly constructed 1- and 2-bedroom apartments across seven buildings. Private amenities include a seasonal pool and lounge deck, a luxury clubhouse with a billiard room, a fitness

    The Park At Main

    430 E Main St, Middletown, NY 10940
  • 1 Chancery Mews, Middletown, NY 10940

    $345,000

    Sold Jan 09, 2026

    1 Chancery Mews, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,604 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $215/SF
    • 64 Days On Market

    Current Estimated Value $352,669

    Last Listing Agent Sean Walker Keller Williams Realty

    1 Chancery Mews, Middletown, NY 10940
    • 31 Lindentree Ln, Middletown, NY 10940

      Est $511,325

      Not Listed For Sale

      31 Lindentree Ln, Middletown, NY 10940

      • 3 Beds
      • 3.5 Baths
      • 1,723 Sq Ft
      • Built 2017
      31 Lindentree Ln, Middletown, NY 10940

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Larry Curasi Curasi Realty, Inc.

  • /39

    $345,000

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

    45 Kensington Way, Middletown, NY 10940

    Welcome Home to Lake Front living at it's best! Quiet and peaceful this end unit offers the best of both worlds. The feel of a vacation home without the hassle of maintaining it. Nestled in the sleepy Water's Edge Condo Community, this unit offers 2 large bedrooms, and 2 &1/2 baths. Featuring engineered flooring, granite counter tops and a nice open living-dining lower level. Wake up each morning

    Dien Le Duc Hudson Premium Realty

    45 Kensington Way, Middletown, NY 10940
  • /5

    $2,000 Per Month

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    280 Wisner Ave Unit 2, Middletown, NY 10940

    Property Id: 2228735 Private entrance- top floor -1 bed 1 bath- just updated! $2000/month includes ALL UTILITIES including cantral air conditioning. Private secure gated off street parking, snow removal and landscaping included. Close to schools, entertainment and shopping. Please contact David to schedule a showing of this unit at

    280 Wisner Ave Unit 2, Middletown, NY 10940
  • 1 Weather Vane Way, Middletown, NY 10940

    $490,000

    Sold Mar 10, 2026

    1 Weather Vane Way, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 1,955 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Below List Price
    • $251/SF
    • 22 Days On Market

    Current Estimated Value $489,697

    Last Listing Agent Jessica Evans KW Hudson Valley United

    1 Weather Vane Way, Middletown, NY 10940
    • 105 Jasmine Dr, Middletown, NY 10940

      Est $520,429

      Not Listed For Sale

      105 Jasmine Dr, Middletown, NY 10940

      • 2 Beds
      • 2 Baths
      • 1,473 Sq Ft
      • Built 2010
      105 Jasmine Dr, Middletown, NY 10940

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Michelle Genatempo Howard Hanna Rand Realty

  • /4

    $1,650,000

    • Land
    • 7.5 Acres
    • $220,000 per Acre

    32 Gibbs Ct, Middletown, NY 10940

    32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

    Peter Janis Berkshire Hathaway HS NE Prop.

    32 Gibbs Ct, Middletown, NY 10940
  • /8

    $4,000

    Total Monthly Price

    • 4 Beds
    • 3.5 Baths
    • 2,150 Sq Ft
    • House for Rent

    14 Avenue B, Middletown, NY 10940

    4 bedroom home perfectly set up for multi generation living property features an I bedroom in-law suite on the lower levelgranite counters, stainless steel appliances, central ac

    14 Avenue B, 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 $465,996

    Last Listing Agent Kewin Garabito eXp Realty

    57 Overhill Rd, Middletown, NY 10940
    • 107 Jasmine Dr, Middletown, NY 10940

      Est $512,028

      Not Listed For Sale

      107 Jasmine Dr, Middletown, NY 10940

      • 2 Beds
      • 2 Baths
      • 1,473 Sq Ft
      • Built 2010
      107 Jasmine Dr, Middletown, NY 10940

      Last Sold Summary

      • 197 Days On Market

      Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Single Family Sale Price
$489,000
Average Price Per Sq Ft
$268
Number of Homes for Sale
1
Last 12 months Home Sales
0
Median List Price
$489,000
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