Middletown, NY Homes

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  /18

  $178,500

  New Construction $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  412 4th Ave, Middletown, NY 10940

  This beautiful high end home is located in the desirable Valley View Community. The home is brand new and offers a modern contemporary feel and it is ready to be yours! Ideal commuter friendly location just minutes to the train to NYC. Bright and airy 2 bedroom, 2 bath home with close to 1,000 square feet of space! Gorgeous gourmet kitchen with upgraded cabinets featuring an abundance of

  Sandra Spector Howard Hanna Rand Realty

  412 4th Ave, Middletown, NY 10940
• 

  $445,000

  Sold Aug 25, 2026

  4 Saint Eve Ct, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,446 Sq Ft
  • Built 1971

  Last Sold Summary

  • 12% Above List Price
  • $308/SF
  • 31 Days On Market

  Current Estimated Value $414,196

  Last Listing Agent Robin Cohen Keller Williams Realty

  4 Saint Eve Ct, Middletown, NY 10940
• 

  Est $755,987

  Not Listed For Sale

  22 Restorative Ln, Middletown, NY 10940

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

  22 Restorative Ln, Middletown, NY 10940

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Susanne Dermigny Howard Hanna Rand Realty
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  /8

  $1,450,000

  • Land
  • 20.1 Acres
  • $72,139 per Acre

  686 Route 17m, Middletown, NY 10940

  20+ Prime Commercial Acres with 7,000 SF Barn on Route 17M. This 20.10-acre parcel offers endless possibilities for developers, end-users, and investors, sitting along high-traffic Route 17M in the Town of Wallkill. While the original farmhouse is gone, the land is prepped for its next chapter, anchored by a massive 7,000 sq ft outbuilding/barn—ideal for immediate storage, staging, or operational

  Joseph Baratta Joseph Baratta Company Realty

  686 Route 17m, Middletown, NY 10940
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  $345,000

  Sold Mar 27, 2026

  10 Royce Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft
  • Built 1931

  Last Sold Summary

  • 5% Above List Price
  • $235/SF
  • 40 Days On Market

  Current Estimated Value $336,386

  Last Listing Agent ALISON NIXON Epique Realty

  10 Royce Ave, Middletown, NY 10940
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  Est $490,737

  Not Listed For Sale

  27 Cornwall Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft
  • Built 2009

  27 Cornwall Ln, Middletown, NY 10940

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Cindy Hayes Compass Greater NY, LLC
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  /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
• 

  $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 $465,996

  Last Listing Agent Kewin Garabito eXp Realty

  57 Overhill Rd, Middletown, NY 10940
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  Est $477,279

  Not Listed For Sale

  49 Cornwall Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2009

  49 Cornwall Ln, Middletown, NY 10940

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Susan Giordano Hudson Premium Realty
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  /27

  $299,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  41 Irwin Ave, Middletown, NY 10940

  The covered front porch, hardwood floors, and separate rooms give this home the kind of simple, straightforward layout that has worked for generations and still works today. Step inside and you'll find plenty of natural light, along with distinct living and dining rooms that each have their own purpose without making the home feel disconnected.The kitchen is practical and well equipped,

  Joshua Papka Keller Williams Realty HV Nort

  41 Irwin Ave, Middletown, NY 10940
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  $419,000

  Sold Dec 02, 2025

  1 Polly Kay Dr, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft
  • Built 1967

  Last Sold Summary

  • $283/SF
  • 27 Days On Market

  Current Estimated Value $431,720

  Last Listing Agent Ewa Kusmierek eXp Realty

  1 Polly Kay Dr, Middletown, NY 10940
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  Est $501,762

  Not Listed For Sale

  20 Avoncroft Ln, Middletown, NY 10940

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

  20 Avoncroft Ln, Middletown, NY 10940

  Last Sold Summary

  • 157 Days On Market

  Last Listing Agent D'Wana Haynesworth YourHomeSold Guaranteed Realty
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  /47

  $349,999

  Pending

  • 3 Beds
  • 4 Baths
  • 1,854 Sq Ft

  36 Prospect St, Middletown, NY 10940

  This beautiful colonial-style home is in need of some TLC! Due to its status as a Short Sale, the property is being sold “As-Is” with subject approval from a third party. This charming property boasts four bedrooms, two full baths, a well-equipped kitchen, a formal dining and living room, an unfinished basement and attic, a private driveway, and a spacious lot. Whether you’re an investor or a

  Vladimir Charles-Pierre Our Community Realty Ltd

  36 Prospect St, Middletown, NY 10940
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  $485,000

  Sold Aug 04, 2026

  13 Hermanette Ave, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Above List Price
  • $262/SF
  • 29 Days On Market

  Current Estimated Value $456,142

  Last Listing Agent Rosa Santiago Weichert Realtors

  13 Hermanette Ave, Middletown, NY 10940
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  Est $509,544

  Not Listed For Sale

  5 Avoncroft Ln, Middletown, NY 10940

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

  5 Avoncroft Ln, Middletown, NY 10940

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Angelique Tapia KFortuna All Aspects Realty
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  /49

  $399,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 2,210 Sq Ft

  10 Creeden Dr, Middletown, NY 10940

  Welcome to 10 Creeden Drive in Middletown! Set on 1.1 acres along a quiet road, this property offers a spacious, level yard, large driveway, two-car detached garage, and a brand-new deck—perfect for relaxing or entertaining. Paid-off solar panels provide added value and potential energy savings, while the full unfinished basement offers plenty of storage and possibilities for future use. The home

  Devon King HomeSmart Homes & Estates

  10 Creeden Dr, Middletown, NY 10940
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  /2

  $485,100

  Sold Nov 10, 2025

  7017 James Francis Dr, Lockport-Town, NY 14094

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Above List Price
  • $276/SF
  • 0 Days On Market

  Last Listing Agent Annette Fachko Listing by No Office Affiliation

  

  7017 James Francis Dr, Lockport-Town, NY 14094
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  Est $646,880

  Not Listed For Sale

  594 County Route 22, Middletown, NY 10940

  • 4 Beds
  • 4.5 Baths
  • 3,283 Sq Ft
  • Built 2016

  594 County Route 22, Middletown, NY 10940

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Courtney Popowick Rita Levine Real Estate
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  /33

  $825,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft

  718 Mountain Rd, Middletown, NY 10940

  Welcome to a timeless 1821 farmhouse set on more than five private acres in the heart of Sullivan County, where historic character meets effortless modern living. Surrounded by mature gardens, handcrafted stone walls, and sweeping mountain views, this is Upstate living at its finest.Offering more than 2,800 square feet, the home features four bedrooms, three and a half bathrooms,

  Davina Thomasula Four Seasons Sotheby's Int'l-K

  718 Mountain Rd, Middletown, NY 10940
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  $487,000

  Sold Apr 13, 2026

  49 Woodside Knolls Dr, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 2,521 Sq Ft
  • Built 2008

  Last Sold Summary

  • $193/SF
  • 29 Days On Market

  Current Estimated Value $468,803

  Last Listing Agent Naomi Streicher Q Home Sales

  49 Woodside Knolls Dr, Middletown, NY 10940
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  Est $469,966

  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

  • 22 Days On Market

  Last Listing Agent Aracelis Rosario Minaya Century 21 Full Service Realty
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  /35

  $424,999

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  11 Sunnyside Ave, Middletown, NY 10940

  Calling all investors and future house hackers! This versatile duplex is the perfect opportunity to grow your rental portfolio or offset your mortgage by living in one unit while renting the other.Each apartment offers 2 bedrooms and 1 full bathroom, featuring spacious living areas, an open-concept layout, and generously sized bedrooms. One of the units also includes a dedicated office

  Valerie Jewis Keller Williams Realty

  11 Sunnyside Ave, Middletown, NY 10940
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  $530,000

  Sold Sep 11, 2026

  19 Randall Terrace, Middletown, NY 10940

  • 4 Beds
  • 4 Baths
  • 2,088 Sq Ft
  • Built 1953

  Last Sold Summary

  • 1% Below List Price
  • $254/SF
  • 20 Days On Market

  Current Estimated Value $390,699

  Last Listing Agent Sandra Arnez KW Hudson Valley United

  19 Randall Terrace, Middletown, NY 10940
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  Est $521,162

  Not Listed For Sale

  177 High Barney Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,376 Sq Ft
  • Built 2009

  177 High Barney Rd, Middletown, NY 10940

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Noel Cohen Cohen and Cohen Consulting
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  /18

  $489,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  12 Walnut Ln, Middletown, NY 10940

  Beautifully maintained home in a desirable Middletown neighborhood featuring a bright, functional layout and a spacious backyard. One of the most valuable features of this property is its flexible bedroom layout. Four total bedrooms, including two conveniently located on the first floor, offering rare flexibility for multi-generational living, guests, a home office, or easy single-level living.

  Xiaohui Cui KW Hudson Valley United

  12 Walnut Ln, Middletown, NY 10940
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  $425,000

  Sold Dec 09, 2025

  29 Cornfield Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,780 Sq Ft
  • Built 1979

  Last Sold Summary

  • $239/SF
  • 27 Days On Market

  Current Estimated Value $434,796

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  29 Cornfield Rd, Middletown, NY 10940
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  Est $755,984

  Not Listed For Sale

  446 M and M Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 3,856 Sq Ft
  • Built 2008

  446 M and M Rd, Middletown, NY 10940

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Kismet Johnson eXp Realty
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  /14

  $314,000

  $5K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,348 Sq Ft

  35 Lexington Way, Middletown, NY 10940

  Prime Location & NeighborhoodCommuter Convenience: Minutes from Route 17 (Future I-86), Interstate 84, and the Middletown Metro-North train station, providing a straightforward commute toward NYC and Westchester.Proximity to Key Amenities: Close to Garnet Health Medical Center, SUNY Orange, and the Route 211 commercial corridor (major shopping centers, dining, and grocery

  Zhiheng Tang KW Hudson Valley United

  35 Lexington Way, Middletown, NY 10940
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  $285,000

  Sold Feb 09, 2026

  37 Hanford St, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $249/SF
  • 26 Days On Market

  Current Estimated Value $288,239

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  37 Hanford St, Middletown, NY 10940
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  Not Listed For Sale

  923 Tower Ridge Cir, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 888 Sq Ft
  • Built 2007

  923 Tower Ridge Cir, Middletown, NY 10941

  Last Sold Summary

  • 201 Days On Market

  Last Listing Agent Jacqueline Brisacone Howard Hanna Rand Realty
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  /35

  $469,000

  $16K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  1 High Ridge Ln, Middletown, NY 10940

  Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’slifestyle. Step inside to find a bright and inviting layout featuring spacious bedrooms each with generous closet

  Jason Madison eXp Realty

  1 High Ridge Ln, Middletown, NY 10940
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  $435,000

  Sold Jan 26, 2026

  6 Knapp Ave, Middletown, NY 10940

  • 1,986 Sq Ft
  • Built 1870

  Last Sold Summary

  • $219/SF
  • 47 Days On Market

  Current Estimated Value $441,647

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  6 Knapp Ave, Middletown, NY 10940
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  Not Listed For Sale

  936 Tower Ridge Cir, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 2007

  936 Tower Ridge Cir, Middletown, NY 10941

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Angelo Acierno Keller Williams Realty
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  /46

  $539,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,225 Sq Ft

  18 Hickory Place, Middletown, NY 10941

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath bi-level home, built in 2010 and offering 2,225 square feet of comfortable living space. Designed with an open-concept layout, this impressive residence features a well-appointed kitchen with granite countertops, abundant cabinetry, and a seamless flow into the dining and living areas—ideal for both everyday living and

  Anita S. Cristiano HomeSmart Homes & Estates

  18 Hickory Place, Middletown, NY 10941
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  $439,900

  Sold Jul 23, 2026

  566 County Route 49, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,905 Sq Ft
  • Built 2003

  Last Sold Summary

  • $231/SF
  • 93 Days On Market

  Current Estimated Value $531,323

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  566 County Route 49, Middletown, NY 10940
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  Est $526,421

  Not Listed For Sale

  81 Woodside Knolls Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2009

  81 Woodside Knolls Dr, Middletown, NY 10940

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Steven Connolly Twin Bridges Properties
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  /34

  $299,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  158 Cottage St, Middletown, NY 10940

  Step inside this classic 3-bedroom, 2-bath Colonial and imagine the possibilities. Offering approximately 1,610 square feet, the home features a traditional layout with a living room, formal dining room, spacious kitchen, and a flexible first-floor bonus room that can serve as a den, home office, or recreation space. A dedicated laundry area adds everyday convenience, while the covered front

  Derek Greene Greene Realty Group

  158 Cottage St, Middletown, NY 10940
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  $441,000

  Sold Apr 30, 2026

  262 Cottage St, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 2,547 Sq Ft
  • Built 1962

  Last Sold Summary

  • 11% Above List Price
  • $173/SF
  • 28 Days On Market

  Last Listing Agent Avraham Weinberger Keller Williams Valley Realty

  262 Cottage St, Middletown, NY 10940
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  Est $494,755

  Not Listed For Sale

  9 Arden Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft
  • Built 2008

  9 Arden Ct, Middletown, NY 10940

  Last Sold Summary

  • 264 Days On Market

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales
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  /32

  $380,000

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

  13 Old Anvil Ln, Middletown, NY 10940

  Welcome to 13 Old Anvil Lane, a conveniently located Middletown home offering comfort, flexibility, and easy access to everything the area has to offer. With several updates already completed, the home feels fresh and move-in ready while still leaving room to add your own personal touch.Inside, you’ll find a comfortable and functional layout designed for everyday living. Plenty of

  Hilary Ryan Goldman Howard Hanna Rand Realty

  13 Old Anvil Ln, Middletown, NY 10940

Showing Results 281 - 320, Page 8 of 18