Middletown, NY Homes

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  /2

  $395,000

  • 3 Beds
  • 1 Bath

  23 Bonnell St, Middletown, NY 10940

  2 family home in low traffic setting. 1st floor is 3 bedroom @ $1350./month plus utilities 2nd floor is 2 bedroom @ $1100/mo plus utilities Ist floor lease is annual until July 2027. 2nd floor month to month.Old storage building out back. Taxes about $500/mo insurance about $150./mo water about $50./mo

  Mark Tierney Howard Hanna Rand Realty

  23 Bonnell St, Middletown, NY 10940
• 

  $585,000

  Sold Jul 31, 2026

  153 Ridge Dr, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 2,133 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Above List Price
  • $274/SF
  • 22 Days On Market

  Current Estimated Value $613,128

  Last Listing Agent Lady Castro eXp Realty

  153 Ridge Dr, Middletown, NY 10940
• 

  Est $475,278

  Not Listed For Sale

  3 Twin Wells Ct, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 1,805 Sq Ft
  • Built 1979

  3 Twin Wells Ct, Middletown, NY 10940

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Catherine Eichner Eichner Realty Group Inc.
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  /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
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  $415,000

  Sold May 18, 2026

  74 Pocatello Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,736 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $239/SF
  • 131 Days On Market

  Current Estimated Value $413,278

  Last Listing Agent Catherine Eichner Eichner Realty Group Inc.

  74 Pocatello Rd, Middletown, NY 10940
• 

  Est $479,792

  Not Listed For Sale

  12 Harvest Hill Ln, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,055 Sq Ft
  • Built 1980

  12 Harvest Hill Ln, Middletown, NY 10940

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Kevin Grier KW Hudson Valley United
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  /44

  $799,999

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  TBD Brook Rd, Middletown, NY 10941

  New Construction LUXURY HOME in Valley Central Schools outside of SCOTCHTOWN! "Choose Your Finishes" on this Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering privacy and natural beauty. Conveniently located 5-10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood

  Philip Barnao eXp Realty

  TBD Brook Rd, Middletown, NY 10941
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  $446,000

  Sold Jun 25, 2026

  14 Bonnell St, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 2,586 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Above List Price
  • $172/SF
  • 54 Days On Market

  Current Estimated Value $424,950

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  14 Bonnell St, Middletown, NY 10940
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  Est $488,464

  Not Listed For Sale

  97 Rolling Meadows Rd, Middletown, NY 10940

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

  97 Rolling Meadows Rd, Middletown, NY 10940

  Last Sold Summary

  • 155 Days On Market

  Last Listing Agent Kathy White Exit Realty Connections
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  /41

  $440,000

  $40K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft

  4 Thistle Ln, Middletown, NY 10940

  Spacious & Versatile Raised Ranch in Prime Middletown Location! Not your average bi-level! This move-in-ready, raised-ranch-style home in Middletown, within the Minisink Valley School District, offers the perfect blend of convenience and comfort. Located near Garnet Medical Center, Crystal Run, shopping centers, supermarkets, and with easy access to Metro-North and major highways, it’s an ideal

  Soleil Jackman Howard Hanna Rand Realty

  4 Thistle Ln, Middletown, NY 10940
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  $320,000

  Sold Jul 07, 2026

  580 van Burenville Rd, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1966

  Last Sold Summary

  • $303/SF
  • 130 Days On Market

  Current Estimated Value $316,811

  Last Listing Agent Valerie Jewis Keller Williams Realty

  580 van Burenville Rd, Middletown, NY 10940
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  Not Listed For Sale

  48 Inwood Rd, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1975

  48 Inwood Rd, Middletown, NY 10941

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty
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  /43

  $745,000

  $670K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,395 Sq Ft

  903 Rd, Middletown, NY 12421

  Rare Catskills Investment Retreat — Pool, Views & Proven Short-Term Rental Income. One of the few properties in the Catskills with a private pool and the income to match, this turnkey 4-bedroom, 2-bath mountain retreat on 5+ acres offers a competitive edge that most area listings simply cannot. The private pool extends peak demand well beyond the winter ski season, attracting premium summer

  Ashley O'Malley Listing by Jewett and Jewett LLC

  

  903 Rd, Middletown, NY 12421
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  $790,000

  Sold Jan 09, 2026

  273 Pine Grove Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 3,129 Sq Ft
  • Built 2004

  Last Sold Summary

  • $252/SF
  • 28 Days On Market

  Current Estimated Value $792,684

  Last Listing Agent Douglas McVicker Suburban Investment Realty

  273 Pine Grove Rd, Middletown, NY 10940
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  Est $305,151

  Not Listed For Sale

  36 Poplar Ln, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 1974

  36 Poplar Ln, Middletown, NY 10941

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Sandra Arnez KW Hudson Valley United
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  /40

  $349,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,611 Sq Ft

  541 Bart Bull Rd, Middletown, NY 10941

  Charming Country Home with 2 Bedrooms, 1 Bath on Main floor. Upstairs, you'll find a cozy sitting room and an additional versatile room. A warm and inviting Living Room provides a perfect place to gather. Inviting Dining Area ideal for shared meals and entertaining guests. Nestled on a large, beautiful yard. You can enjoy relaxing evenings on the deck, surrounded by peaceful nature-perfect for

  Tracy Lockhart RE/MAX Benchmark Realty Group

  541 Bart Bull Rd, Middletown, NY 10941
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  $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 $314,295

  Last Listing Agent Malik Subhani Weichert Realtors

  38 Sheffield Dr, Middletown, NY 10940
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  Est $437,505

  Not Listed For Sale

  21 Crane Rd, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,796 Sq Ft
  • Built 1974

  21 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Linda Chevallier RE/MAX Benchmark Realty Group
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  /13

  $45,000

  • Land
  • 1.4 Acres
  • $32,143 per Acre

  Pocatello Road Pocatello Rd, Middletown, NY 10940

  Country Living. yet just ten minutes to Middletown NY. area of nice homes. over 249 feet county road frontage. no close neighbors private. Rt 17 Rt 24 Rt 35 all close by. for easy commute to work. Orange County is a leader in population and company relocating more jobs Avalible. five minutes to Maple Hill Elementary School.

  John Melchior Howard Hanna Rand Realty

  Pocatello Road Pocatello Rd, Middletown, NY 10940
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  $230,000

  Sold Dec 16, 2025

  13 Smith St, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1900

  Last Sold Summary

  • 23% Below List Price
  • $205/SF
  • 161 Days On Market

  Current Estimated Value $241,984

  Last Listing Agent Dulce M Ferrera KW Hudson Valley United

  13 Smith St, Middletown, NY 10940
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  Est $310,048

  Not Listed For Sale

  26 Chaucer Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1975

  26 Chaucer Ct, Middletown, NY 10941

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Susanne Dermigny Howard Hanna Rand Realty
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  /41

  $749,900

  • 4 Beds
  • 2.5 Baths
  • 2,906 Sq Ft

  512 County Route 49, Middletown, NY 10940

  Welcome to this stunning, meticulously maintained Chesterfield Colonial offering breathtaking views, exceptional updates, and true move-in-ready condition. From the moment you enter the impressive two-story foyer, you'll appreciate the bright, open-concept design and abundance of natural light streaming through every window. The spacious main living areas are perfect for both everyday living and

  Jonathon Lee KW Hudson Valley United

  512 County Route 49, Middletown, NY 10940
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  $950,000

  Sold Oct 27, 2025

  190 Crans Rd, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2000

  Last Sold Summary

  • $475/SF
  • 24 Days On Market

  Current Estimated Value $958,230

  Last Listing Agent Deb Cor Exclusively Equine Prop LLC

  190 Crans Rd, Middletown, NY 10941
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  Est $292,582

  Not Listed For Sale

  18 Chaucer Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1975

  18 Chaucer Ct, Middletown, NY 10941

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Feng Chang Acer Realty Inc
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  /48

  $435,000

  $14K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,041 Sq Ft

  60 Peach Place, Middletown, NY 10940

  Welcome to Swan Village Estates conveniently located just minutes from Highways, stores and shopping. If space is what you need, this three-level , corner lot townhome offers that and more inside and out! The main level features a bright living room with plenty of natural window light followed by a dining area and a spacious eat-in kitchen with stainless steel appliances with plenty of cabinet

  Sandra Arnez KW Hudson Valley United

  60 Peach Place, Middletown, NY 10940
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  $750,000

  Sold Aug 21, 2025

  22 Restorative Ln, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,629 Sq Ft
  • Built 2010

  Last Sold Summary

  • 9% Above List Price
  • $285/SF
  • 33 Days On Market

  Current Estimated Value $755,987

  Last Listing Agent Susanne Dermigny Howard Hanna Rand Realty

  22 Restorative Ln, Middletown, NY 10940
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  Est $309,530

  Not Listed For Sale

  18 Shelley Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1973

  18 Shelley Ct, Middletown, NY 10941

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent David Ma Isunny Realty LLC
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  /27

  $579,000

  Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,875 Sq Ft

  65 Jasmine Dr, Middletown, NY 10940

  Enjoy Comfort, Convenience, and Easy-Living at Wildflower at Wallkill, a 55 and over gated community with many amenities. Meticulously maintained with many updates, this Two-Bedroom, Two-Bath Home is move-in ready. It features a spacious living room with dining area (with newer hardwood floors) and a fireplaced family room for both formal and informal gatherings, an updated kitchen with quartz

  Marsha Talbot Howard Hanna Rand Realty

  65 Jasmine Dr, Middletown, NY 10940
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  $255,000

  Sold Apr 07, 2026

  17 N Aspen Rd, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $223/SF
  • 27 Days On Market

  Current Estimated Value $254,542

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  17 N Aspen Rd, Middletown, NY 10940
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  Est $319,119

  Not Listed For Sale

  36 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1974

  36 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Frances Levin KW Hudson Valley United
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  /10

  $299,999

  • Land
  • 27.2 Acres
  • $11,029 per Acre

  328 Bloomingburg Rd, Middletown, NY 10940

  Fully Available!! Vacant Property directly across from Fair Oaks Drive in Movie theater and a gas station with plenty of road frontage!! Minutes to RT17. 27.2 ACRES!!! Electric on road at the front of the property! Possible small farm, Big enough for horses, growing crops, family compound. R2 Zoning.The owner is currently using the property to grow crops and has an Agricultural tax exemption.

  Jeffrey Lyons Curasi Realty, Inc.

  328 Bloomingburg Rd, Middletown, NY 10940
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  $565,000

  Sold Nov 12, 2025

  2213 Mount Hope Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 1949

  Last Sold Summary

  • 6% Below List Price
  • $202/SF
  • 76 Days On Market

  Current Estimated Value $579,263

  Last Listing Agent Chris Scibelli Keller Williams Realty

  2213 Mount Hope Rd, Middletown, NY 10940
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  Est $450,499

  Not Listed For Sale

  44 Crane Rd, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 1977

  44 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 188 Days On Market

  Last Listing Agent Zhiyong Shi HomeSmart Homes & Estates
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  /15

  $394,999

  $5K PRICE DROP

  • 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
• 

  $295,000

  Sold Aug 21, 2025

  87 Sycamore Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,342 Sq Ft
  • Built 1977

  Last Sold Summary

  • $220/SF
  • 64 Days On Market

  Current Estimated Value $314,107

  Last Listing Agent Jacqueline Henry-Thompson Jackie Henry Realty LLC

  87 Sycamore Dr, Middletown, NY 10940
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  Est $323,796

  Not Listed For Sale

  32 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1974

  32 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 87 Days On Market

  Last Listing Agent Gloria Allan Hudson Premium Realty
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  /43

  $333,000

  $2K PRICE DROP Pending

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

  51 Deer Ct Dr, Middletown, NY 10940

  Welcome to this townhouse-style condo in Middletown, offering 2 bedrooms and 2.5 bathrooms. The first floor features a functional layout with a kitchen that opens to a dining area, a spacious living room, and a half bath. The kitchen offers a practical galley-style layout with ample cabinetry and counter space for everyday living. The open-concept living area provides a flexible layout for

  Jie Liu KW Hudson Valley United

  51 Deer Ct Dr, Middletown, NY 10940
• 

  $330,000

  Sold Oct 29, 2025

  6 Madeline Terrace, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 925 Sq Ft
  • Built 1950

  Last Sold Summary

  • 10% Above List Price
  • $357/SF
  • 22 Days On Market

  Current Estimated Value $331,346

  Last Listing Agent Lauren Kelly Howard Hanna Rand Realty

  6 Madeline Terrace, Middletown, NY 10940
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  Est $453,907

  Not Listed For Sale

  10 Crane Rd, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,138 Sq Ft
  • Built 1975

  10 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate
• 

  

  /50

  $479,000

  $21K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  9 Cornwall Ln, Middletown, NY 10940

  6/26/26 AO Step into luxury with this meticulously maintained home featuring rich hardwood floors, exquisite crown molding and recessed lighting with dimmable features throughout. The well appointed kitchen is a chef's dream, boasting GE stainless steel appliances, a beautiful tile backsplash, double sink, pantry and great cabinet space. Enjoy a wonderful formal dining area with a large window

  Theresa Russo Coldwell Banker Realty

  9 Cornwall Ln, Middletown, NY 10940

Showing Results 601 - 640, Page 16 of 18