Middletown, NY Homes

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  /28

  $399,000

  • 2 Beds
  • 2.5 Baths
  • 1,337 Sq Ft

  19 Putters Way Unit 6, Middletown, NY 10940

  Beautiful Townhouse in Fairways at Wallkill! Enjoy maintenance-free living in this desirable Fairways community townhouse. Conveniently located near major highways, shopping, and Orange Regional Medical Center, this home features 2 bedrooms, 2.5 bathrooms, a spacious living room, and a bright private balcony overlooking the pool.Residents have access to outstanding amenities including a

  Xiaohui Cui KW Hudson Valley United

  19 Putters Way Unit 6, Middletown, NY 10940
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  /10

  $2,795 Per Month

  • 2 Beds
  • 1.5 Baths
  • 861 Sq Ft
  • Apartment for Rent

  48 North St Unit 402, Middletown, NY 10940

  Experience the pinnacle of luxury living at North Court Apartments, located in the heart of Middletown, NY. This beautifully restored building offers spacious and thoughtfully designed one- and two-bedroom apartments, where modern elegance meets timeless charm. Each unit features premium finishes, high ceilings, and open layouts that seamlessly blend comfort with style. Enjoy the convenience of

  Tehillah Deslandes Howard Hanna Rand Realty

  48 North St Unit 402, Middletown, NY 10940
• 

  $500,000

  Sold Sep 15, 2026

  11 Avoncroft Ln, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 2,521 Sq Ft
  • Built 2009

  Last Sold Summary

  • 2% Above List Price
  • $198/SF
  • 15 Days On Market

  Current Estimated Value $489,829

  Last Listing Agent Randolph Rogers eXp Realty

  11 Avoncroft Ln, Middletown, NY 10940
• 

  Not Listed For Sale

  4 Fortune Rd W Unit B, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,112 Sq Ft
  • Built 1972

  4 Fortune Rd W Unit B, Middletown, NY 10941

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Susan Giordano Hudson Premium Realty
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  /31

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  21 Black Stallion Ct, Middletown, NY 10940

  Welcome to inviting, freshly painted, updated 3-bedroom, 1.5-bathroom home in The Meadows community~Main floor offers kitchen-with brand new cabinets, new stainless steel appliances, granite countertops, roomy dining area, bright and expansive living room with large bay window and half bathroom~Door from the kitchen leads to the large deck perfect for relaxing and entertaining your guests

  Liene Kasparsons Keller Williams Realty

  21 Black Stallion Ct, Middletown, NY 10940
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  /36

  $2,800 Per Month

  • 3 Beds
  • 2 Baths
  • 2,432 Sq Ft
  • House for Rent

  564 Kirbytown Rd, Middletown, NY 10940

  Great Boasting 5.9 acres ,Minisink school district! Close to highways, this brick house has an ideal commuter location. The house has been completely renovated. It features a brand new kitchen with granite counter/stainless steel appliances, a brand new bath, new water heater and hardwood floors as seen. A wood-burning fireplace and a wood-burning stove will not only give you enough warmth in

  Zhiheng Tang KW Hudson Valley United

  564 Kirbytown Rd, Middletown, NY 10940
• 

  $521,000

  Sold Aug 19, 2026

  60 Magnolia Park Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,211 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Above List Price
  • $236/SF
  • 30 Days On Market

  Current Estimated Value $502,837

  Last Listing Agent Sandra Laramore Epique Realty

  60 Magnolia Park Rd, Middletown, NY 10940
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  Not Listed For Sale

  100 Hillside Dr Unit G16, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1987

  100 Hillside Dr Unit G16, Middletown, NY 10941

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Juan Bautista Serhant LLC
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  /19

  $310,000

  $15K PRICE DROP Pending

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  66 Patio Rd, Middletown, NY 10941

  This beautifully maintained 3-bedroom, 1.5-bath townhouse-style single-family home is move-in ready and available for immediate occupancy. The home features stainless steel appliances and a combination of ceramic tile, laminate, and hardwood flooring throughout, creating an attractive, low-maintenance, and allergy-friendly living environment. Both bathrooms have been tastefully updated, and a

  Matthew Gibbs KW Hudson Valley United

  66 Patio Rd, Middletown, NY 10941
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  /10

  $1,700 Per Month

  • 1 Bed
  • 1 Bath
  • 828 Sq Ft
  • Apartment for Rent

  91 North St Unit 204, Middletown, NY 10940

  Welcome to this bright and comfortable 1-bedroom, 1-bathroom apartment located on the second floor above commercial buildings. This well-maintained unit offers a practical layout with plenty of natural light, making it a warm and inviting place to call home. Located just steps from shops, restaurants, and a nearby park, this apartment puts everyday conveniences. Whether you love easy dining

  Jesse Lara KW Hudson Valley United

  91 North St Unit 204, 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
• 

  Not Listed For Sale

  100 Hillside Dr Unit A6, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1987

  100 Hillside Dr Unit A6, Middletown, NY 10941

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Feng Chang Acer Realty Inc
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  /44

  $345,000

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft

  8 Budd Ave, Middletown, NY 10940

  Step into the warmth and charm of this beautifully maintained Colonial, where classic character meets comfortable modern living. Gleaming hardwood floors flow throughout much of the home, complementing the inviting architectural details found throughout.The spacious, sun-filled Living Room features an arched doorway leading to the Formal Dining Room—perfect for entertaining or enjoying

  Richard Froehlich RE/MAX Benchmark Realty Group

  8 Budd Ave, Middletown, NY 10940
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  /10

  $2,545 Per Month

  • 1 Bed
  • 1 Bath
  • 811 Sq Ft
  • Apartment for Rent

  48 North St Unit 308, Middletown, NY 10940

  Experience the pinnacle of luxury living at North Court Apartments, located in the heart of Middletown, NY. This beautifully restored building offers spacious and thoughtfully designed unit with one bedroom and a Den , where modern elegance meets timeless charm. Each unit features premium finishes, high ceilings, and open layouts that seamlessly blend comfort with style. Enjoy the convenience of

  Tehillah Deslandes Howard Hanna Rand Realty

  48 North St Unit 308, Middletown, NY 10940
• 

  $340,500

  Sold Dec 05, 2025

  110 Deer Ct Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft
  • Built 1991

  Last Sold Summary

  • $177/SF
  • 77 Days On Market

  Current Estimated Value $352,065

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  110 Deer Ct Dr, Middletown, NY 10940
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  Not Listed For Sale

  3 Fortune Rd W Unit K, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft
  • Built 1972

  3 Fortune Rd W Unit K, Middletown, NY 10941

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Marie Altieri Howard Hanna Rand Realty
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  /44

  $599,900

  • 3 Beds
  • 2 Baths
  • 1,839 Sq Ft

  53 Highland View Place, Middletown, NY 10940

  Welcome to 53 Highland View Place! Built in 2018 and situated on a spacious 3.5-acre lot, this beautiful 1,839 sq. ft. ranch offers modern construction, comfortable living, and incredible potential for future expansion. The bright, open-concept layout creates a spacious and inviting feel, perfect for both everyday living and entertaining.The home features municipal water and sewer,

  Devon King HomeSmart Homes & Estates

  53 Highland View Place, Middletown, NY 10940
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  /36

  $3,500 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

  Hazel Cello KW Hudson Valley United

  95 Meadow View Dr, Middletown, NY 10940
• 

  $490,000

  Sold Sep 26, 2025

  391 Scotchtown Collabar Rd, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,722 Sq Ft
  • Built 1800

  Last Sold Summary

  • 12% Below List Price
  • $180/SF
  • 98 Days On Market

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  391 Scotchtown Collabar Rd, Middletown, NY 10941
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  Not Listed For Sale

  100 Hillside Dr Unit C8, Middletown, NY 10941

  • 2 Beds
  • 2.5 Baths
  • 1,418 Sq Ft
  • Built 1987

  100 Hillside Dr Unit C8, Middletown, NY 10941

  Last Sold Summary

  • 116 Days On Market

  Last Listing Agent Xiaohui Cui KW Hudson Valley United
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  /5

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,540 Sq Ft

  44-50 Ingalls St, Middletown, NY 10940

  Beautiful home for Sale that features 4 bedrooms with 2.5 baths in a desirable area of Middletown just minutes from Orange County Community College. Do NOT let the outside fool you as this home is bigger than expected inside as it has many finished levels! Newly remodeled and ready for its final touches. Open floor layout from Living room to dining room & kitchen all with newly stained hardwood

  Sandra Arnez KW Hudson Valley United

  44-50 Ingalls St, Middletown, NY 10940
• 

  

  /12

  $2,345 Per Month

  • 1 Bed
  • 1 Bath
  • 761 Sq Ft
  • Apartment for Rent

  48 North St Unit 403, Middletown, NY 10940

  Experience the pinnacle of luxury living at North Court Apartments, located in the heart of Middletown, NY. This beautifully restored building offers spacious and thoughtfully designed one- and two-bedroom apartments, where modern elegance meets timeless charm. Each unit features premium finishes, high ceilings, and open layouts that seamlessly blend comfort with style. Enjoy the convenience of

  Tehillah Deslandes Howard Hanna Rand Realty

  48 North St Unit 403, Middletown, NY 10940
• 

  $410,000

  Sold Oct 16, 2025

  104 Monhagen Ave, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,223 Sq Ft
  • Built 1875

  Last Sold Summary

  • 4% Below List Price
  • $184/SF
  • 19 Days On Market

  Current Estimated Value $418,229

  Last Listing Agent Jeffrey Hozias Howard Hanna Rand Realty

  104 Monhagen Ave, Middletown, NY 10940
• 

  Est $133,420

  Not Listed For Sale

  92 Linden Ave, Middletown, NY 10940

  • Built 1918

  92 Linden Ave, Middletown, NY 10940

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Ashley Olson Minard eXp 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
• 

  

  /6

  $2,000 Per Month

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

  125 Wickham Ave Unit 3B, Middletown, NY 10940

  This updated 2-bedroom, 1-bathroom apartment in the heart of Middletown, NY is move-in ready with a renovated kitchen, updated appliances, and a fully remodeled bathroom. Hardwood-style flooring runs throughout the unit, and both bedrooms offer generous space and plenty of natural light. The apartment also includes washer/dryer connections, adding everyday convenience right at home. Located in a

  Ryan Barrett Keller Williams Realty

  125 Wickham Ave Unit 3B, Middletown, NY 10940
• 

  $615,000

  Sold Jan 23, 2026

  125 Whipple Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $241/SF
  • 118 Days On Market

  Current Estimated Value $619,449

  Last Listing Agent Eboni Navas Julia B Fee Sothebys Int. Rlty

  125 Whipple Rd, 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
• 

  

  /44

  $524,900

  Pending

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  245 Stony Ford Rd, Middletown, NY 10941

  Set on 8 scenic acres in the award-winning Goshen School District, this updated bi-level offers the perfect combination of privacy, open space, and convenience to amenities. The property features a picturesque pond, a mix of cleared land and woods, two sheds and a large outbuilding with electricity that's ideal for a workshop, hobby space, or extra storage. Inside, the updated kitchen and

  Jacqueline Manzolillo-Blais Keller Williams Realty

  245 Stony Ford Rd, Middletown, NY 10941
• 

  

  /11

  $2,695 Per Month

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft
  • Apartment for Rent

  48 North St Unit 405, Middletown, NY 10940

  Experience the pinnacle of luxury living at North Court Apartments, located in the heart of Middletown, NY. This beautifully restored building offers spacious and thoughtfully designed unit with 2 bedrooms and 2 full bathrooms, where modern elegance meets timeless charm. Each unit features premium finishes, high ceilings, and open layouts that seamlessly blend comfort with style. Enjoy the

  Tehillah Deslandes Howard Hanna Rand Realty

  48 North St Unit 405, Middletown, NY 10940
• 

  $450,000

  Sold Jan 15, 2026

  947 Scotchtown Collabar Rd Unit 947-8, Middletown, NY 10941

  • 6 Beds
  • 3.5 Baths
  • 3,714 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Below List Price
  • $121/SF
  • 18 Days On Market

  Last Listing Agent Stephen Zondorak Astor Lane Realty

  947 Scotchtown Collabar Rd Unit 947-8, Middletown, NY 10941
• 

  Est $300,238

  Not Listed For Sale

  142 Sycamore Dr Unit Bldg 8, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • Built 1977

  142 Sycamore Dr Unit Bldg 8, Middletown, NY 10940

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Vincent Richards Exit Realty Group
• 

  

  /50

  $928,000

  $172K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,787 Sq Ft

  441 Scotchtown Collabar Rd, Middletown, NY 10941

  Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

  Jacob Matthews Ellis Sotheby's Intl Realty

  441 Scotchtown Collabar Rd, Middletown, NY 10941
• 

  

  /16

  $3,400 Per Month

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • House for Rent

  14 Smith St, Middletown, NY 10940

  See all this spacious rental has to offer, located on a quiet side street in Middletown. This home is ideal for those seeking extra space and convenience. This home provides all the space you need, plus a backyard for relaxing, BBQ's, and group get-togethers. Pets Ok and utilities included. Close to schools, shopping, restaurants, hospital, and public transportation. Book your showing today and

  Dawn Bulson Century 21 Geba Realty

  14 Smith St, Middletown, NY 10940
• 

  $460,000

  Sold Mar 18, 2026

  11 Cobblestone Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,899 Sq Ft
  • Built 2011

  Last Sold Summary

  • 6% Below List Price
  • $242/SF
  • 114 Days On Market

  Current Estimated Value $467,343

  Last Listing Agent Antoinette Gundersen HomeSmart Homes & Estates

  11 Cobblestone Ln, Middletown, NY 10940
• 

  Not Listed For Sale

  143 Decker Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,784 Sq Ft
  • Built 2025

  143 Decker Rd, Middletown, NY 10940

  Last Sold Summary

  • 160 Days On Market

  Last Listing Agent Chris Ogden Realty Promotions Inc
• 

  

  /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

  Bryant Moran YourHomeSold Guaranteed Realty

  4 Kless Ct, Middletown, NY 10940
• 

  

  /26

  $2,200 Per Month

  • 2 Beds
  • 2 Baths
  • 995 Sq Ft
  • Condo for Rent

  248 Concord Ln Unit 248, Middletown, NY 10940

  Spacious, move-in-ready 2-bedroom, 2-bath second-floor condo offering an open floor plan, private wooded setting and desirable community amenities. The bright and inviting living area features newer carpeting and glass sliders opening to a private balcony overlooking the woods. An open dining area connects nicely with the kitchen through a convenient pass-through breakfast bar, while brand-new

  Susan Giordano Hudson Premium Realty

  248 Concord Ln Unit 248, Middletown, NY 10940
• 

  /2

  $472,000

  Sold Feb 13, 2026

  7001 James Francis Dr, Lockport-Town, NY 14094

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • Built 2026

  Last Sold Summary

  • 5% Above List Price
  • $269/SF
  • 0 Days On Market

  Last Listing Agent Kathleen Dimillo Listing by HUNT Real Estate ERA

  

  7001 James Francis Dr, Lockport-Town, NY 14094
• 

  Est $405,093

  Not Listed For Sale

  2 Dubois St, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 1,896 Sq Ft
  • Built 1944

  2 Dubois St, Middletown, NY 10940

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Chaya Weiss Rock Realty Group USA Inc

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