Middletown, NY Homes

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  /3

  $179,900

  • Land
  • 3.15 Acres
  • $57,111 per Acre

  182 Pocatello Rd, Middletown, NY 10940

  Build your dream home on this fully engineered and Town of Wallkill-approved 3+ acre parcel, located within the desirable Middletown School District. This ready-to-build lot offers the perfect combination of privacy and convenience, with a peaceful setting while remaining just minutes from major highways, shopping, dining, and everyday amenities. A rare opportunity to own a fully approved

  Jonathon Lee KW Hudson Valley United

  182 Pocatello Rd, Middletown, NY 10940
• 

  $270,000

  Sold Jan 05, 2026

  1538 Route 211 W, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1920

  Last Sold Summary

  • 10% Below List Price
  • $176/SF
  • 68 Days On Market

  Current Estimated Value $309,995

  Last Listing Agent John Olivero Keller Williams Realty

  1538 Route 211 W, Middletown, NY 10940
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  Est $393,655

  Not Listed For Sale

  2 Grosvenor Mews, Middletown, NY 10940

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

  2 Grosvenor Mews, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.
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  /49

  $370,000

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  15 Old Anvil Ln, Middletown, NY 10940

  Welcome to 15 Old Anvil Ln, Middletown, a lovingly cared for end unit townhouse in the sought after "The Meadows" community. This unit has been lived in and cared for by the same owners for approximately 40 years. The owner is a builder so he has not skipped on his own improvements and care. The unit offers 3 bedrooms and 2.5 bathrooms, a kitchen and formal dining room with a slider to a

  Valeria Rios KW Hudson Valley United

  15 Old Anvil Ln, Middletown, NY 10940
• 

  $380,000

  Sold Feb 12, 2026

  48 Beacon St, Middletown, NY 10940

  • 6 Beds
  • 2 Baths
  • 2,738 Sq Ft
  • Built 1900

  Last Sold Summary

  • $139/SF
  • 9 Days On Market

  Current Estimated Value $384,761

  Last Listing Agent Kewin Garabito eXp Realty

  48 Beacon St, Middletown, NY 10940
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  Est $360,570

  Not Listed For Sale

  3 Magdalene Close, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,480 Sq Ft
  • Built 2000

  3 Magdalene Close, Middletown, NY 10940

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Kim O'Neil Hudson Valley Home Connection
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  /13

  $85,000

  • Land
  • 5.1 Acres
  • $16,667 per Acre

  Lot 11 Meadowbrook Dr, Middletown, NY 12455

  Just a short drive from down town Margaretville, tucked away in the pastoral rolling hills, sits this very special 5 acre parcel with lovely open views. What this parcel has to offer is sure to check many boxes on your wish list. A peaceful and serene setting with beautiful scenic views, rolling open meadows backed by magical woods to explore, surrounded by the sounds of nature. With several

  Rosalie Glauser Frank Lumia Real Estate Plus

  Lot 11 Meadowbrook Dr, Middletown, NY 12455
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  $510,000

  Sold Mar 27, 2026

  13-15 Phillips St, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 1,901 Sq Ft
  • Built 1880

  Last Sold Summary

  • 2% Above List Price
  • $268/SF
  • 38 Days On Market

  Current Estimated Value $409,605

  Last Listing Agent Jason Nadeau Compass Greater NY, LLC

  13-15 Phillips St, Middletown, NY 10940
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  Est $385,720

  Not Listed For Sale

  5 Abingdon Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • Built 1999

  5 Abingdon Mews, Middletown, NY 10940

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.
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  /23

  $309,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  181 Deer Ct Dr, Middletown, NY 10940

  Discover easy living in this spacious Deer Run condo, offering room and the added convenience of a dedicated parking space. Nestled in one of Middletown's most desirable communities, this home combines comfort, practicality, and an unbeatable location. Enjoy being just minutes from major highways, shopping centers, restaurants, public transportation, and everyday essentials, making commuting and

  Beverly Huaman Howard Hanna Rand Realty

  181 Deer Ct Dr, Middletown, NY 10940
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  $481,000

  Sold Jul 17, 2026

  80 Excelsior Ave, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,508 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Above List Price
  • $319/SF
  • 30 Days On Market

  Current Estimated Value $461,091

  Last Listing Agent Melanie Potter Curasi Realty, Inc.

  80 Excelsior Ave, Middletown, NY 10940
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  Est $357,718

  Not Listed For Sale

  3 Agin Court Square, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,405 Sq Ft
  • Built 1985

  3 Agin Court Square, Middletown, NY 10940

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates
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  /33

  $400,000

  • 4 Beds
  • 2 Baths
  • 2,241 Sq Ft

  34 Spring St, Middletown, NY 10940

  Welcome to 34 Spring Street, a spacious multi-family property offering a total of 4 bedrooms and 2 full bathrooms. This versatile home presents an excellent opportunity for investors, owner-occupants, or buyers seeking a flexible living arrangement for extended family. Live in one unit while renting the other, or add both residences to your investment portfolio for potential rental income. Each

  Kerri Stretch Howard Hanna Rand Realty

  34 Spring St, Middletown, NY 10940
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  $395,000

  Sold Aug 28, 2025

  7 Randall Terrace, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,164 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Below List Price
  • $339/SF
  • 53 Days On Market

  Current Estimated Value $396,758

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  7 Randall Terrace, Middletown, NY 10940
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  Est $379,416

  Not Listed For Sale

  2 Manor Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,625 Sq Ft
  • Built 1987

  2 Manor Mews, Middletown, NY 10940

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta
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  /48

  $675,000

  Pending

  • 4 Beds
  • 3 Baths
  • 4,080 Sq Ft

  225 Brown Rd, Middletown, NY 10941

  STUNNING 4-Bedroom, 3-Bathroom CONTEMPORARY LUXURY Home with Modern Upgrades. This turn-key beauty features a gorgeous updated eat-in kitchen with quartz countertops and an island, brand new stainless steel appliances fresh out the box, new cabinets a stylish backsplash with doors that lead to the back deck, perfect for entertaining. A formal fining room is followed by an oversized living room/

  Sandra Arnez KW Hudson Valley United

  225 Brown Rd, Middletown, NY 10941
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  $753,000

  Sold Mar 11, 2026

  264 Lybolt Rd, Middletown, NY 10941

  • 4 Beds
  • 3.5 Baths
  • 2,823 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $267/SF
  • 198 Days On Market

  Current Estimated Value $722,776

  Last Listing Agent Chris Ogden Realty Promotions Inc

  264 Lybolt Rd, Middletown, NY 10941
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  Est $368,515

  Not Listed For Sale

  8 Marsham Ct, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1985

  8 Marsham Ct, Middletown, NY 10940

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Samar Tarazi Keller Williams Realty
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  /26

  $479,900

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,762 Sq Ft

  15 High Ridge Ln, Middletown, NY 10940

  Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

  Patricia Sassi RE/MAX Benchmark Realty Group

  15 High Ridge Ln, Middletown, NY 10940
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  $426,500

  Sold Jan 22, 2026

  242 Derby Rd, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 2,214 Sq Ft
  • Built 1953

  Last Sold Summary

  • 2% Above List Price
  • $193/SF
  • 41 Days On Market

  Current Estimated Value $426,747

  Last Listing Agent Isaiah Lopez KW Hudson Valley United

  242 Derby Rd, Middletown, NY 10940
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  Est $369,558

  Not Listed For Sale

  2 Charlotte Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft
  • Built 1985

  2 Charlotte Mews, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
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  /32

  $479,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,198 Sq Ft

  32 Woodstock Ln, Middletown, NY 10941

  Charming 3 bedroom, 2.5 bath home close to everything with Pine Bush Schools! Perfectly positioned just 2 minutes off of 211 in the heart of Middletown, you're just moments away from everything! Shopping, dining, transit and the areas most convenient commuter routes are all within 2 miles of this warm and inviting home. Step from the impressive entry foyer into a spacious open concept living and

  Anne Mahoney Hudson Valley Home Connection

  32 Woodstock Ln, Middletown, NY 10941
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  $140,000

  Sold Dec 02, 2025

  228 Concord Ln Unit 228, Middletown, NY 10940

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $189/SF
  • 95 Days On Market

  Current Estimated Value $147,490

  Last Listing Agent Yasmine Delgado BHG Real Estate Green Team

  228 Concord Ln Unit 228, Middletown, NY 10940
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  Est $370,175

  Not Listed For Sale

  9 Harcourt Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1985

  9 Harcourt Mews, Middletown, NY 10940

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty
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  /44

  $339,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,830 Sq Ft

  122 Castle High Rd, Middletown, NY 10940

  Set on approximately 2 acres, this 1920’s unique multi-level home provides plenty of room to enjoy the outdoors. A standout feature is the property's unique location, offering road frontage on two separate roads, Castle High Road and Eatontown Road and both Agricultural and Residential zoning. Whether you've dreamed of creating your own homestead, raising chickens or other livestock, planting

  Denise Clancy Curasi Realty, Inc.

  122 Castle High Rd, Middletown, NY 10940
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  $485,000

  Sold May 05, 2026

  59 Meadow View Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Above List Price
  • $272/SF
  • 12 Days On Market

  Current Estimated Value $483,038

  Last Listing Agent Kevin Grier KW Hudson Valley United

  59 Meadow View Dr, Middletown, NY 10940
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  Est $369,533

  Not Listed For Sale

  4 Marsham Ct, Middletown, NY 10940

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

  4 Marsham Ct, Middletown, NY 10940

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Wenpeng Guan KW Hudson Valley United
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  /12

  $135,000

  • Land
  • 5,000 Sq Ft
  • $1,175,958 per Acre

  43 Clinton St, Middletown, NY 10940

  The parcel is shovel-ready with ALL Approvals and ready for you to build. Included in the land sale are the Building Plans, the Survey, the Building Department Approvals for the Building Plan, and the Permit to start building. You are welcome to use your own building plans. Buy "AS-IS". Current Property Owner/Builders can build this house plan for you... OR... your plans. This sale is NOT

  Lena Silk National Veterans Realty Group

  43 Clinton St, Middletown, NY 10940
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  $345,000

  Sold Jan 22, 2026

  98 Watkins Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $265/SF
  • 32 Days On Market

  Current Estimated Value $353,600

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  98 Watkins Ave, Middletown, NY 10940
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  Est $373,766

  Not Listed For Sale

  6 Saint Stephens Close, Middletown, NY 10940

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

  6 Saint Stephens Close, Middletown, NY 10940

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Juan Bautista Serhant LLC
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  /19

  $479,999

  $80K PRICE DROP Pending

  • 6 Beds
  • 2 Baths
  • 2,424 Sq Ft

  80 Prospect Ave, Middletown, NY 10940

  Welcome to 80 Prospect Ave, a well-maintained six-bedroom, two-bathroom home situated in the peaceful suburban setting of Middletown, NY. Built in 1918, this 2,424 square foot residence combines traditional architectural charm with modern updates, offering nearly 6,800 square feet of usable lot space ideal for both living and outdoor enjoyment. The property features a classic two-story design

  Jonathan Paredes Locqube New York, Inc.

  80 Prospect Ave, Middletown, NY 10940
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  $405,000

  Sold Sep 26, 2025

  15 Rowan St Unit 13, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $211/SF
  • 16 Days On Market

  Current Estimated Value $393,130

  Last Listing Agent Juan Bautista Serhant LLC

  15 Rowan St Unit 13, Middletown, NY 10940
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  Est $362,325

  Not Listed For Sale

  4 Allan Park Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • Built 1985

  4 Allan Park Mews, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Kevin Grier KW Hudson Valley United
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  /15

  $250,000

  $19K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 802 Sq Ft

  11 Philcox Rd, Middletown, NY 10940

  Perfect starter home or if downsizing. Pine Bush School District. Single family home 2 bed, 1 bath, recently updated. Quiet road with only two homes. offering privacy and flexibility. Conveniently located near shopping, dining, train service, Resorts World Catskills, Kartrite Waterpark, and Bethel Woods Center for the Arts. Easy access to hiking, trails, fishing, and other outdoor recreation.

  Joseph Rubeo KW Hudson Valley United

  11 Philcox Rd, Middletown, NY 10940
• 

  $610,000

  Sold Jul 17, 2026

  16 Fawn Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 1999

  Last Sold Summary

  • 4% Above List Price
  • $320/SF
  • 41 Days On Market

  Current Estimated Value $580,117

  Last Listing Agent Amanda Brehm KW Hudson Valley United

  16 Fawn Ct, Middletown, NY 10940
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  Est $375,749

  Not Listed For Sale

  2 Allan Park Mews, Middletown, NY 10940

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

  2 Allan Park Mews, Middletown, NY 10940

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Dulce M Ferrera KW Hudson Valley United
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  /48

  $725,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,678 Sq Ft

  428 Prosperous Valley Rd, Middletown, NY 10940

  Tucked away on 16 private acres, 428 Prosperous Valley Road offers the space, privacy, and custom details you’ve been looking for. This 3 bedroom, 2.5 bath home features a bright open layout, highlighted by a dramatic great room with 18-foot ceilings and beautiful natural light. The main level offers 9-foot ceilings, custom hardwood floors, formal moldings, Andersen windows, and a spacious

  John Olivero Keller Williams Realty

  428 Prosperous Valley Rd, Middletown, NY 10940
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  $375,000

  Sold Sep 12, 2025

  22 Maryland Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $260/SF
  • 80 Days On Market

  Current Estimated Value $377,248

  Last Listing Agent Patricia Lucey Picture It Sold, LLC

  22 Maryland Ave, Middletown, NY 10940
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  Est $368,225

  Not Listed For Sale

  3 Langton Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,725 Sq Ft
  • Built 1985

  3 Langton Mews, Middletown, NY 10940

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.
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  /39

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  10 Forest Ave, Middletown, NY 10940

  AFFORDABLE COLONIAL HOME with low taxes, two bedrooms, one bathroom, and flexible extra space. This 1,080 sq. ft. home features vinyl siding, municipal services, and natural gas for heat, hot water, and cooking. Enjoy private off-street parking for up to three cars, with curb-cut access from two streets. The home offers classic charm and character, a covered front porch, concrete walkways, and

  George Koudounas RE/MAX Benchmark Realty Group

  10 Forest Ave, Middletown, NY 10940

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