2,284

Mechanicstown, NY Homes

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  • /41

    $375,000

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

    4 Eaton Ct, Middletown, NY 10940

    ***Accepted offer***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

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley United

    4 Eaton Ct, Middletown, NY 10940
  • /40

    Starting at $2,300

    Total Monthly Price

    • 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
  • 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 $479,099

    Last Listing Agent Andrea Rose KW Hudson Valley United

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

      Est $551,195

      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

  • /44

    $384,999

    • 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
  • /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
  • 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 $475,741

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

    93 Rolling Meadows Rd, Middletown, NY 10940
  • /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
  • /25

    Starting at $2,210 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
  • 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 $394,272

    Last Listing Agent Jonathon Lee KW Hudson Valley United

    28 Lake Ridge Dr, Middletown, NY 10940
  • /39

    $345,000

    Open Sun 11:30AM - 2PM
    • 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
  • /35

    Starting at $2,134 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
  • 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 $380,688

    Last Listing Agent Frank Muccari Cronin & Company Real Estate

    5 Perrins Mews Unit 6, Middletown, NY 10940
  • /17

    $429,000

    Open Sat 1PM - 3PM $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,097 Sq Ft

    4 Kless Ct, Middletown, NY 10940

    Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

    Bryant Moran YourHomeSold Guaranteed Realty

    4 Kless Ct, Middletown, NY 10940
  • /24

    Starting at $1,850 Per Month

    • 1 - 3 Beds

    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
  • 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 $320,260

    Last Listing Agent Jin Pang Panorama Realty

    36 Bert Crawford Rd, Middletown, NY 10940
  • /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
  • /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
  • 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 $362,656

    Last Listing Agent Maureen Cronin Cronin & Company Real Estate

    6 Perrins Mews, Middletown, NY 10940
  • /47

    $489,998

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,781 Sq Ft

    131 Meadow View Dr, Middletown, NY 10940

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit three-level townhouse in the highly desirable Maple Fields community! Step inside to find gleaming hardwood floors throughout the main level, creating a warm and inviting space perfect for everyday living and entertaining. The lower level and second floor feature easy-to-care-for luxury vinyl plank flooring, offering both

    Karleen Jedziniak Howard Hanna Rand Realty

    131 Meadow View Dr, Middletown, NY 10940
  • /30

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Apartment for Rent

    1 Giada Ln Unit 5, Middletown, NY 10940

    Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

    Agent Photo

    Dulce M Ferrera

    KW Hudson Valley United

    1 Giada Ln Unit 5, 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 $335,719

    Last Listing Agent Scott Alvarez REMAX Solutions

    164 Brookline Ave, Middletown, NY 10940
  • /32

    $279,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    19 Hulse Ave, Middletown, NY 10940

    Opportunities like this don't come around often! Welcome to 19 Hulse Avenue, a charming and updated ranch offering the perfect combination of comfort, convenience, and value. Featuring 2 bedrooms, 1 full bath, plus a versatile loft space perfect for a home office, guest area, playroom, or extra storage, this home is ready for its next chapter! Step inside to find updated vinyl flooring

    Juan Bautista Serhant LLC

    19 Hulse Ave, 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 $347,095

    Last Listing Agent Sean Walker Keller Williams Realty

    1 Chancery Mews, Middletown, NY 10940
  • /12

    $280,250

    $15K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,241 Sq Ft

    2 Durham Ct Unit 82, Middletown, NY 10940

    A Rare Find Just Got Better with a price improvement. Finding a place that balances a peaceful nature retreat with the reality of needing everyday essentials and good takeout close by is a rare find. Enter Waters Edge, Middletown’s premier condo community right on Silver Lake. This large end-unit townhome gives you all the perks of homeownership with none of the weekend-ruining yard work, meaning

    Melissa Terman River Realty Services, Inc.

    2 Durham Ct Unit 82, 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 $486,236

    Last Listing Agent Jessica Evans KW Hudson Valley United

    1 Weather Vane Way, Middletown, NY 10940
  • /43

    $469,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,508 Sq Ft

    80 Excelsior Ave, Middletown, NY 10940

    Welcome to 80 Excelsior Ave in Middletown! This well maintained and thoughtfully updated home offers both comfort and functionality. The first floor features a spacious living room and dining room with durable laminate flooring, a convenient half bath, and a tiled kitchen with stainless steel appliances. Upstairs, you'll find three generously sized bedrooms and two full baths, along with a

    Melanie Potter Curasi Realty, Inc.

    80 Excelsior Ave, 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 $461,456

    Last Listing Agent Kewin Garabito eXp Realty

    57 Overhill Rd, Middletown, NY 10940
  • /5

    $399,000

    $126K PRICE DROP Pending
    • Land
    • 3.8 Acres
    • $105,028 per Acre

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

    Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

    Jason McGovern KW Hudson Valley United

    TBD Silver Lake-Scotchtown 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 $551,621

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    21 Cyprus Dr, Middletown, NY 10940

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$485,000
Median Single Family Sale Price
$485,000
Average Price Per Sq Ft
$265
Number of Homes for Sale
0
Last 12 months Home Sales
1
Months of Supply
0.00
Median List Price
$465,000
Median Change From 1st List Price
-4%
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