Middletown, NY Homes

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  $697,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,358 Sq Ft

  339 Kirbytown Rd, Middletown, NY 10940

  Nestled gracefully amidst more than thirteen acres of lush, undisturbed countryside, this remarkable colonial-style residence stands as a testament to elegance, comfort, and thoughtful practicality. A rare offering in today’s market, the property invites you to experience the best of both worlds: resplendent rural seclusion and immediate access to the conveniences of modern life. Conceived as a

  Annie Hansen Howard Hanna Rand Realty

  339 Kirbytown Rd, Middletown, NY 10940
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  $890 per month

  • 1 Bed
  • 1 Bath
  • 320 Sq Ft
  • Condo for Rent

  50 Cross Rd Unit 6, Middletown, NY 10941

  50 Cross Rd Unit 6, Middletown, NY 10941
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  $339,000 Sold Sep 17, 2025

  847 Greenville Turnpike, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1995

  Last Sold Summary

  • 46% Below List Price
  • $192/SF
  • 240 Days On Market

  Current Estimated Value $402,118

  Last Listing Agent Neven Spralja REALHome Services & Solutions

  847 Greenville Turnpike, Middletown, NY 10940
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  Est $605,931 Not Listed For Sale

  291 Kirbytown Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 1998

  291 Kirbytown Rd, Middletown, NY 10940

  Last Sold Summary

  • 4% Above List Price
  • $281/SF
  • 32 Days On Market

  Last Sold Price $580,000

  Last Listing Agent Ryan Degnan Howard Hanna Rand Realty
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  /2

  $449,900 Pending

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

  7015 James Francis Dr, Lockport-Town, NY 14094

  James Francis Estates is a Sparks Custom Homes Condo Patio Home Community. Home features 1,756 sq. ft, 3 bedrooms, 2 bath, laundry room and covered patio. Featuring open floor plan with custom finishes. Trayed ceiling owner's suite with en suite. Full basement with egress. 2 car attached garage. Now accepting build orders for the 42 site development situated in the Town of Lockport. VISIT MODEL

  Kathleen Dimillo Listing by HUNT Real Estate Corporation

  

  7015 James Francis Dr, Lockport-Town, NY 14094
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  /13

  $3,200 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  36 Prospect St, Middletown, NY 10940

  FOR RENT.......Spacious 4 -bedroom, 2-bath single-family home. Features: - living space and natural light - 4 bedrooms - 2 full bath - kitchen - Quiet residential block Utilities: Tenant pays electricity and cooking gas and Heat. Neighborhood: Conveniently located near public transportation, schools, shopping, and local amenities.

  Vladimir Charles-Pierre Our Community Realty Ltd

  36 Prospect St, Middletown, NY 10940
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  $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 $525,716

  Last Listing Agent Kewin Garabito eXp Realty

  57 Overhill Rd, Middletown, NY 10940
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  Est $597,057 Not Listed For Sale

  31 Arbor Way, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft
  • Built 2007

  31 Arbor Way, Middletown, NY 10940

  Last Sold Summary

  • 11% Above List Price
  • $189/SF
  • 48 Days On Market

  Last Sold Price $539,900

  Last Listing Agent Dominick Tufano RE/MAX Benchmark Realty Group
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  /13

  $274,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  121 Sprague Ave, Middletown, NY 10940

  Welcome to this inviting 1,200 sq. ft. Cape Cod-style home offering 2 bedrooms and 1.5 bathrooms, blending classic charm with important modern upgrades. Step inside to a large front room, perfect for use as a home office, den, or flexible living space. The home features a comfortable living room and a well-appointed kitchen with updated cabinets and granite countertops, ideal for everyday living

  Jean DiMatteo DiMatteo Realty LLC

  121 Sprague Ave, Middletown, NY 10940
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  /31

  $2,285 per month

  • 4 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  366 North St Unit 2, Middletown, NY 10940

  Available March 1 - perhaps sooner! Magnificent, newly renovated 4 bedroom unit. Modern interior finish complete with refinished kitchen countertops, new appliances, stunning light fixtures and spacious closets. The units also feature outdoor space!The property is ideally located just a short walk from downtown Middletown. A commuter's dream with easy access to New York City.

  366 North St Unit 2, 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 $414,767

  Last Listing Agent Ewa Kusmierek eXp Realty

  1 Polly Kay Dr, Middletown, NY 10940
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  Est $635,335 Not Listed For Sale

  26 Arbor Way, Middletown, NY 10940

  • 4 Beds
  • 4 Baths
  • 2,826 Sq Ft
  • Built 2007

  26 Arbor Way, Middletown, NY 10940

  Last Sold Summary

  • 22% Above List Price
  • $185/SF
  • 68 Days On Market

  Last Sold Price $522,500

  Last Listing Agent Christopher Hosten Charles Rutenberg Realty, Inc.
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  /25

  $225,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  231 Concord Ln, Middletown, NY 10940

  Step into turnkey perfection at 231 Concord Lane — a fully renovated 2-bedroom, 2-bath condo that truly stands apart from the rest. From the moment you enter through the brand-new front door, it’s clear this home has been thoughtfully upgraded from top to bottom. Sleek, modern finishes, a cohesive design palette, and meticulous attention to detail create a move-in-ready space with nothing left to

  Kerri Stretch Howard Hanna Rand Realty

  231 Concord Ln, Middletown, NY 10940
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  /18

  $3,800 per month

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft
  • House for Rent

  31 Denman Rd, Middletown, NY 10940

  Welcome to the Wallkill area! Conveniently located close to everything yet offering plenty of privacy, this spacious home features 4 bedrooms and 2.5 baths. All bedrooms are generously sized, and the kitchen was beautifully updated within the last two years. The open-concept layout connects the kitchen to the family room, with inviting sliding doors that lead to the back deck and yard perfect for

  Bianca Vericain Q Home Sales

  31 Denman Rd, Middletown, NY 10940
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  $458,000 Sold Jun 18, 2025

  25 Wedgewood Ln, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,344 Sq Ft
  • Built 1985

  Last Sold Summary

  • 5% Above List Price
  • $195/SF
  • 15 Days On Market

  Current Estimated Value $489,381

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  25 Wedgewood Ln, Middletown, NY 10940
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  Est $483,385 Not Listed For Sale

  11 Maplewood Dr, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,432 Sq Ft
  • Built 1988

  11 Maplewood Dr, Middletown, NY 10940

  Last Sold Summary

  • 5% Above List Price
  • $189/SF
  • 13 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
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  $439,990 Open Sun 1PM - 3PM

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

  14 Bonnell St, Middletown, NY 10940

  Spacious Two-Family Home in the City of Middletown – Excellent Investment Opportunity Large, solid two-family home located in the City of Middletown, offering strong rental income and outstanding value. This well-maintained property features: Second Floor: 1,338 sq ft – 3 bedrooms, 1 full bath First Floor: 1,248 sq ft – 2 bedrooms, 1 full bath Current rents are $2,100 and $1,800 per month,

  Jonathon Lee Keller Williams Hudson Valley

  14 Bonnell St, Middletown, NY 10940
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  /22

  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • House for Rent

  9 Truman Ct, Middletown, NY 10940

  Inviting Rental in Peaceful Middletown NeighborhoodLocated on a quiet street in one of Middletown’s most desirable areas, this spacious home offers the perfect blend of comfort and convenience. Just minutes from the Galleria at Crystal Run, local farms, restaurants, and entertainment, you’ll enjoy easy access to everything you need while surrounded by nature.Inside, the home is filled

  Kichka Pascaru Christie's Int. Real Estate

  9 Truman Ct, Middletown, NY 10940
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  $643,500 Sold May 01, 2025

  6 M and M Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $342/SF
  • 30 Days On Market

  Current Estimated Value $646,703

  Last Listing Agent Richard Baxter Keller Williams Realty

  6 M and M Rd, Middletown, NY 10940
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  Est $467,347 Not Listed For Sale

  8 Maureen Dr, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1985

  8 Maureen Dr, Middletown, NY 10940

  Last Sold Summary

  • 6% Above List Price
  • $278/SF
  • 12 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Sharon Pehush HomeSmart Homes & Estates
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  $299,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  580 van Burenville Rd, Middletown, NY 10940

  Welcome to 580 Van Burenville Rd.

  Valerie Jewis Keller Williams Hudson Valley

  580 van Burenville Rd, Middletown, NY 10940
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  $2,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,125 Sq Ft
  • Apartment for Rent

  32 Genung St Unit 2, Middletown, NY 10940

  Spacious 2-bedroom, 1.5-bath duplex featuring vaulted ceilings and an open two-story layout. Enjoy a private entrance, plenty of natural light, and direct access to the backyard—perfect for relaxing or entertaining. Conveniently located near shopping, dining, and major highways. A great place to call home. Smaller bedroom and full bathroom on the second floor. Unit is spacious, clean and

  Evelyn Unger Tmimi Weichert Realtors

  32 Genung St Unit 2, 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 $438,162 Not Listed For Sale

  35 Roger Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft
  • Built 1983

  35 Roger Ave, Middletown, NY 10940

  Last Sold Summary

  • 18% Above List Price
  • $327/SF
  • 33 Days On Market

  Last Sold Price $370,000

  Last Listing Agent John Biasi Howard Hanna Rand Realty
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  /19

  $150,000

  • 2 Beds
  • 1 Bath
  • 742 Sq Ft

  35 Lake Claire Dr, Middletown, NY 10940

  This unique cottage is located by a quiet lake. Besides the two bedrooms and kitchen, living room, bathroom. there are so many potentials to discover! An extra tiny room for any convenient use. Extra space on top of the garage with a bathroom. A sewer system included there for you to make it work. It's marked as seasonal residence , but owner says it has everything for winter. A few parking

  Angela Vetanen eRealty Advisors, Inc

  35 Lake Claire Dr, 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
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  $360,000 Sold Jun 04, 2025

  14 Cornfield Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $312/SF
  • 254 Days On Market

  Current Estimated Value $382,545

  Last Listing Agent Edward Sattler BHG Real Estate Green Team

  14 Cornfield Rd, Middletown, NY 10940
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  Est $469,764 Not Listed For Sale

  80 Maureen Dr, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1988

  80 Maureen Dr, Middletown, NY 10940

  Last Sold Summary

  • 10% Above List Price
  • $270/SF
  • 26 Days On Market

  Last Sold Price $427,000

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
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  $258,000 Pending

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

  17 N Aspen Rd, Middletown, NY 10940

  This renovated 2-bedroom, 1.5-bath townhouse in Middletown offers a perfect blend of comfort and convenience! The inviting living room, filled with natural light, leads into a modern kitchen with brand-new stainless steel appliances and an adjacent washer/dryer setup. The dining room features a sliding door that opens up to a private fenced-in backyard—ideal for outdoor relaxation or

  Jonathon Lee Keller Williams Hudson Valley

  17 N Aspen Rd, 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 $420,936

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  29 Cornfield Rd, Middletown, NY 10940
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  Est $430,649 Not Listed For Sale

  16 Roger Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft
  • Built 1983

  16 Roger Ave, Middletown, NY 10940

  Last Sold Summary

  • 10% Above List Price
  • $345/SF
  • 21 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Alyssa Scancarello Howard Hanna Rand Realty
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  $159,000

  • Land
  • 14.61 Acres
  • $10,883 per Acre

  Lots 2 / 3 Quail Ridge Rd, Middletown, NY 12455

  Two scenic parcels totaling 14.61 acres with sweeping mountain views offer the perfect canvas for an inspiring Catskills retreat. Ideally situated between the charming towns of Margaretville and Roxbury, this location provides convenient access to grocery stores, art galleries, cafés, and quaint local shops—while still feeling worlds away from the hectic life of more developed areas. An excellent

  James Karpowicz Coldwell Banker Timberland Pro

  Lots 2 / 3 Quail Ridge Rd, Middletown, NY 12455
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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 $279,407

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  37 Hanford St, Middletown, NY 10940
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  Est $449,872 Not Listed For Sale

  26 Robinn Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,532 Sq Ft
  • Built 1978

  26 Robinn Dr, Middletown, NY 10940

  Last Sold Summary

  • 8% Above List Price
  • $271/SF
  • 12 Days On Market

  Last Sold Price $415,001

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
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  $579,990

  • 3 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  30 Daly Rd, Middletown, NY 10940

  New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

  Jonathon Lee Keller Williams Hudson Valley

  30 Daly Rd, 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 $425,480

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  6 Knapp Ave, Middletown, NY 10940
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  Est $443,369 Not Listed For Sale

  686 Pocatello Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1980

  686 Pocatello Rd, Middletown, NY 10940

  Last Sold Summary

  • 20% Above List Price
  • $220/SF
  • 14 Days On Market

  Last Sold Price $370,800

  Last Listing Agent Annie Hansen Howard Hanna Rand Realty
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  $325,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  14 Spruce Peak Rd, Middletown, NY 10940

  Welcome Home! Perfectly situated in one of Middletown’s most convenient locations, this beautifully updated 3-bedroom, 1.5-bath townhome offers comfort, style, and space all in one!Step inside to find a bright and welcoming entryway that opens to an updated kitchen featuring gleaming granite countertops, white cabinetry, modern appliances, and a convenient pantry. The formal dining room flows

  Frank Muccari Cronin & Company Real Estate

  14 Spruce Peak Rd, Middletown, NY 10940
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  $275,000 Sold Apr 18, 2025

  168 Camp Stadie Rd, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1961

  Last Sold Summary

  • $275/SF
  • 201 Days On Market

  Current Estimated Value $293,213

  Last Listing Agent Ann Marie D'Onofrio Briante Realty Group, LLC

  168 Camp Stadie Rd, Middletown, NY 10940
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  Est $552,712 Not Listed For Sale

  11 Millsburg Rd, Middletown, NY 10940

  • 6 Beds
  • 5 Baths
  • 4,251 Sq Ft
  • Built 1722

  11 Millsburg Rd, Middletown, NY 10940

  Last Sold Summary

  • 18% Above List Price
  • $110/SF
  • 154 Days On Market

  Last Sold Price $468,500

  Last Listing Agent Jose Rodriguez eRealty Advisors, Inc

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