Mechanicstown, NY Homes

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  /41

  $375,000

  • 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

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 224-0137

  4 Eaton Ct, Middletown, NY 10940
• Explore Mechanicstown

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  /28

  $2,300 per month

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

  3 Giada Ln Unit 2, 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

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 210-5679

  3 Giada Ln Unit 2, Middletown, NY 10940
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  $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 $478,512

  Last Listing Agent Andrea Rose Keller Williams Hudson Valley

  39 Brookline Ave, Middletown, NY 10940
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  Est $554,262 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

  • 11% Above List Price
  • $221/SF
  • 13 Days On Market

  • Last Sold Price $500,000
  • Feb 14, 2024

  Last Listing Agent Michael Guattery Keller Williams Realty
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  /18

  $429,000

  • 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
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  /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

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 212-1472

  1 Giada Ln Unit 5, 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 $485,092

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

  93 Rolling Meadows Rd, Middletown, NY 10940
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  Est $517,777 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

  • 5% Above List Price
  • $309/SF
  • 238 Days On Market

  • Last Sold Price $495,000
  • Apr 30, 2025

  Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty
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  /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
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  /30

  $2,200 total monthly price

  Country Manor Apartments

  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.

  700 Stratford Ln, Middletown, NY 10940
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  $500,000 Sold Jun 24, 2025

  127 Meadow View Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft
  • Built 2016

  Last Sold Summary

  • 11% Above List Price
  • $274/SF
  • 9 Days On Market

  Last Listing Agent Kevin Grier Keller Williams Hudson Valley

  127 Meadow View Dr, Middletown, NY 10940
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  Est $464,090 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

  • 9% Above List Price
  • $165/SF
  • 20 Days On Market

  • Last Sold Price $426,000
  • Apr 01, 2024

  Last Listing Agent Rebecca Kane Keller Williams Hudson Valley
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  /46

  $489,999 Pending

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

  10 Cyprus Dr, Middletown, NY 10940

  Welcome to 10 Cyprus at Wildflowers at Wallkill, where comfort, style, and easy living come together in one beautiful home. This meticulously maintained 2-bedroom, 2 full bath residence offers the convenience of single-level living with a bright, open-concept layout designed for both everyday living and effortless entertaining. Sunlight pours through oversized windows, filling the space with

  Hilary Ryan Goldman Howard Hanna Rand Realty

  10 Cyprus Dr, Middletown, NY 10940
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  /12

  $1,850 per month

  • 2 Beds
  • 1 Bath
  • 630 Sq Ft
  • House for Rent

  140 Fairfax Ave, Middletown, NY 10940

  This lovely cozy home Located near shopping, restaurants, train station, and a hospital in close proximity. Offers wood floors with recessed lighting, large garage with potbelly stove. Two bed, One bath. Plenty of yard space front or back. Landlord covers water. Tenant is responsible for all other utilities. Must have good credit and strong income. Please call today.

  David Ferstand Daf Realty

  140 Fairfax Ave, Middletown, NY 10940
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  $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 $385,002

  Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

  28 Lake Ridge Dr, Middletown, NY 10940
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  Est $489,031 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

  • 2% Above List Price
  • $279/SF
  • 88 Days On Market

  • Last Sold Price $480,000
  • Mar 06, 2025

  Last Listing Agent Larry Curasi Curasi Realty, Inc.
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  $469,900

  • 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
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  /50

  $2,400 - $2,550 per month

  The Regency Club

  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

  1200 Regency Ct, Middletown, NY 10940
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  $340,000 Sold Jun 09, 2025

  25 Lake Ridge Dr, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,188 Sq Ft
  • Built 2002

  Last Sold Summary

  • 1% Above List Price
  • $286/SF
  • 24 Days On Market

  Current Estimated Value $350,136

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty

  25 Lake Ridge Dr, Middletown, NY 10940
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  Est $508,544 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

  • 6% Above List Price
  • $326/SF
  • 28 Days On Market

  • Last Sold Price $480,000
  • Aug 31, 2023

  Last Listing Agent Michelle Genatempo Howard Hanna Rand Realty
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  /47

  $475,000 Pending

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

  59 Meadow View Dr, Middletown, NY 10940

  This beautiful 3 bed 2 1/2 bath townhome is nestled in the heart of Middletown with so much to offer and just minutes from transportation to and from NYC. Upon entering you'll find beautiful hardwood floors throughout the first floor. An open floor plan including a sun drenched living room with a full glass door leading to a very spacious deck for outdoor grilling and relaxation. Just opposite

  Kevin Grier Keller Williams Hudson Valley

  59 Meadow View Dr, Middletown, NY 10940
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  /21

  $3,400 per month

  • 4 Beds
  • 2.5 Baths
  • 1,955 Sq Ft
  • House for Rent

  1 Weather Vane Way, Middletown, NY 10940

  Well maintain 4-5 bedrooms 2.5 bathroom rental.

  Feng Chang Acer Realty Inc

  1 Weather Vane Way, Middletown, NY 10940
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  $250,000 Sold Apr 30, 2026

  6 Eaton Ct, Middletown, NY 10940

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

  Last Sold Summary

  • 23% Below List Price
  • $200/SF
  • 106 Days On Market

  Current Estimated Value $306,234

  Last Listing Agent Vincent Reda Keller Williams Realty

  6 Eaton Ct, Middletown, NY 10940
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  Est $485,516 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

  • 4% Above List Price
  • $316/SF
  • 197 Days On Market

  • Last Sold Price $465,000
  • Apr 16, 2024

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group
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  /40

  $474,999 Coming Soon

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

  12 Weather Vane Way, Middletown, NY 10940

  COMING SOON!!!

  Ray Reyes Keller Williams Realty

  12 Weather Vane Way, Middletown, NY 10940
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  /24

  $1,850 - $2,100 per month

  Slatewood Apartments

  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

  579 E Main St, Middletown, NY 10940
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  $556,900 Sold May 20, 2025

  15 Sage Ct, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 2,153 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Above List Price
  • $259/SF
  • 14 Days On Market

  Current Estimated Value $594,322

  Last Listing Agent Linda Clark Hudson Valley Griffith

  15 Sage Ct, Middletown, NY 10940
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  Est $397,998 Not Listed For Sale

  68 Anthony St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2014

  68 Anthony St, Middletown, NY 10940

  Last Sold Summary

  • 3% Below List Price
  • $304/SF
  • 22 Days On Market

  • Last Sold Price $410,000
  • Jun 25, 2024

  Last Listing Agent Aracelis Rosario Minaya Century 21 Full Service Realty
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  /2

  $475,000 Coming Soon

  • 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 Keller Williams Hudson Valley

  153 Ridgewood Ave Unit 155, Middletown, NY 10940
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  /17

  $2,500 per month

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft
  • House for Rent

  26 Silo Ln, Middletown, NY 10940

  Spacious 3 bedroom home for rent in Middletown! This townhouse is fully equipped with a washer and dryer in unit, dishwasher, and newer appliances in the kitchen. The first floor has a generously sized living room, spacious eat-in kitichen, and a half bathroom. Upstairs, there are 3 good sized bedrooms and a full bathroom with a tub. Outside, you have your own private backyard, as well as tenant

  Victoria Wander Divine Realty NY, LLC

  26 Silo Ln, Middletown, NY 10940
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  $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 $386,870

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  5 Perrins Mews Unit 6, Middletown, NY 10940
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  Est $227,799 Not Listed For Sale

  133 Fairfax Ave, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1950

  133 Fairfax Ave, Middletown, NY 10940

  Last Sold Summary

  • 225% Above List Price
  • $64/SF
  • 45 Days On Market

  • Last Sold Price $70,000
  • Aug 03, 2023

  Last Listing Agent Dov Tessler Keller Williams Hudson Valley
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  /35

  $499,900

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

  19 Sunflower St, Middletown, NY 10940

  Welcome to easy, carefree living in the highly sought-after 55+ community of Wildflower at Wallkill. This beautifully maintained two-bedroom ranch offers the perfect blend of comfort, style, and convenience, all set within a vibrant, amenity-rich neighborhood. This home has been meticulously cared for, including fresh paint and new carpeting, ensuring a move-in-ready experience. Step inside to

  Patricia Sassi RE/MAX Benchmark Realty Group

  19 Sunflower St, Middletown, NY 10940
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  /25

  $2,195 per month

  Northwoods Apartments

  1 - 2 Beds

  300 Northwoods Rd, Middletown, NY 10940

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

  300 Northwoods Rd, Middletown, NY 10940
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  $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 $362,140

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  6 Perrins Mews, Middletown, NY 10940
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  Est $328,902 Not Listed For Sale

  6 Buckingham Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1987

  6 Buckingham Mews, Middletown, NY 10940

  Last Sold Summary

  • 57% Above List Price
  • $131/SF
  • 130 Days On Market

  • Last Sold Price $210,000
  • Apr 25, 2023

  Last Listing Agent Pauline Washington VYLLA Home
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  /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
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  /2

  $3,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,000 Sq Ft
  • Apartment for Rent

  1 Avenue A, Middletown, NY 10940

  VERY SPACEY HOME. FEATURE FOUR BEDROOMS, TRHEE FULL BATHROOMS, TWO LIVING ROOMS, DINING ROOM, KITCHEN WITH STAINLESSS STEEL APPLIANCES, GRANITE COUNTER TOPS. THE BASEMENT IS FINISHED FOR EXTRA SPAE., GREAT FOR EXTENDED FAMILY. CLOSE TO EVRYTHING, HIGHWAYS, SCHOOLS, SHOPING. THIS IS A MUST SEE.

  Jean DiMatteo DiMatteo Realty LLC

  1 Avenue A, 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 $343,757

  Last Listing Agent Sean Walker Keller Williams Realty

  1 Chancery Mews, Middletown, NY 10940
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  Est $360,240 Not Listed For Sale

  8 Buckingham Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,262 Sq Ft
  • Built 1987

  8 Buckingham Mews, Middletown, NY 10940

  Last Sold Summary

  • 3% Above List Price
  • $277/SF
  • 56 Days On Market

  • Last Sold Price $350,000
  • Feb 01, 2024

  Last Listing Agent Zhiheng Tang Keller Williams Hudson Valley

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