Middletown, NY Homes

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  $399,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  270 Crystal Run Rd, Middletown, NY 10941

  Middletown opportunity that pulls double duty. Walk through the front door and feel how easy life becomes when comfort and possibility meet in one place. This move in ready three bedroom two bathroom home welcomes you with vaulted ceilings, warm wood detail, and a bright living room that opens through glass doors to your deck. The kitchen surrounds you with wood cabinetry and generous workspace

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (329) 209-8854

  270 Crystal Run Rd, Middletown, NY 10941
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  /27

  $2,350 per month

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • House for Rent

  105 Sheffield Dr, Middletown, NY 10940

  Now Renting in Middletown, NY! Spacious 3 bed / 1.5 bath townhome with a large yard and a balcony off the primary bedroom — perfect for your morning coffee or evening unwind. Centrally located near it all: Galleria Mall • Shopping Centers • Schools • Garnet Health Medical Center • Grocery Stores • Restaurants — plus close to highways for easy commute Comfort, convenience, and space — all in one

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  105 Sheffield Dr, Middletown, NY 10940
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  $480,000 Sold Nov 14, 2025

  93 Rolling Meadows Rd, Middletown, NY 10940

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

  Last Sold Summary

  • $234/SF
  • 23 Days On Market

  Last Listing Agent Suzanne Bongiorno Century 21 E & M Williams Rlty

  93 Rolling Meadows Rd, Middletown, NY 10940
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  /2

  Est $509,000 Not Listed For Sale

  • Studio

  328 Stony Ford Rd, Middletown, NY 10941

  328 Stony Ford Rd, Middletown, NY 10941
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  $447,000 Pending

  • 2 Beds
  • 3.5 Baths
  • 2,351 Sq Ft

  43 Pinto Rd E, Middletown, NY 10941

  Welcome to 43 Pinto! An immaculate townhouse in a prime, community location- Liberty Commons. This 2+ bedroom 4 bath is the perfect combination of contemporary luxury living with convenience. This end unit features hardwood floors, open concept first floor, natural light galore, plenty of storage, spacious bedrooms with large closets, 2 car garage, and fully finished basement with full bathroom.

  

  Tiffany Megna

  RE/MAX Town & Country

  (329) 217-1423

  43 Pinto Rd E, Middletown, NY 10941
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  /24

  $1,800 - $2,100 per month

  Slatewood Apartments

  1 - 3 Beds

  579 E Main St, Middletown, NY 10940

  Slatewood Apartments offers a great mix of convenience and serenity, with its wooded setting providing a peaceful environment while still being close to essential amenities. The proximity to the new state-of-the-art Medical Center is a particularly nice touch for residents who might need easy access to healthcare services. With options for one-, two-, and three-bedroom apartments, it caters to a

  579 E Main St, Middletown, NY 10940
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  $372,000 Sold Dec 19, 2025

  29 Euclid Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Above List Price
  • $246/SF
  • 33 Days On Market

  Last Listing Agent John Olivero Keller Williams Realty

  29 Euclid Ave, Middletown, NY 10940
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  Est $721,480 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  20 Nicaj Ct, Middletown, NY 10941

  20 Nicaj Ct, Middletown, NY 10941
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  /50

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 3,437 Sq Ft

  3 Kings Dr, Middletown, NY 10941

  Luxury Living in Hamptonburgh. Nestled in the prestigious Windsor Estates enclave, within the sought-after Goshen School District, this exceptional Contemporary residence offers a rare blend of elegance, comfort, and convenience. With nearly 3,500 sqft of thoughtfully designed living space, this striking home features 4 spacious bedrooms, 3 bathrooms, and a 3-car garage. Step into a grand

  

  Christina Rowan

  Howard Hanna Rand Realty

  (329) 208-2931

  3 Kings Dr, Middletown, NY 10941
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  /43

  $3,600 per month

  • 3 Beds
  • 3.5 Baths
  • 2,191 Sq Ft
  • House for Rent

  69 Magnolia Park Rd, Middletown, NY 10940

  Welcome to 69 Magnolia Park Road in the heart of Middletown! Be the second to live in this stunning young townhome located in the sought-after Magnolia Park community. This spacious 3-bedroom, 3.5-bathroom home offers over two levels of modern living, plus a finished basement perfect for a home office, yoga studio, or guest space. The open-concept first floor features a gorgeous granite island

  Viticha DeLeon Keller Williams Hudson Valley

  69 Magnolia Park Rd, Middletown, NY 10940
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  $440,000 Sold Nov 21, 2025

  6 Randall Terrace, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • Built 1957

  Last Sold Summary

  • 5% Above List Price
  • $282/SF
  • 20 Days On Market

  Last Listing Agent Rachel Hunt Realty Promotions Inc

  6 Randall Terrace, Middletown, NY 10940
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  Est $567,891 Not Listed For Sale

  • 4 Beds

  775 van Burenville Rd, Middletown, NY 10940

  775 van Burenville Rd, Middletown, NY 10940
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  /19

  $469,000

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft

  171 High Barney Rd, Middletown, NY 10940

  Welcome to 171 High Barney a charming three-bedroom, two-bath home tucked away on a quiet dead-end street just before the cul-de-sac. This inviting property offers a bright, cozy living room and a modern kitchen equipped with stainless steel appliances, quartz countertops, and plenty of cabinet space. The lower level features a spacious family room along with bonus space ideal for a home office,

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (329) 207-0607

  171 High Barney Rd, Middletown, NY 10940
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  /31

  $1,800 - $1,850 per month

  Country Manor Apartments

  1 Bed

  700 Stratford Ln, Middletown, NY 10940

  Welcome to Country Manor Apartments in Middletown, NY! Tucked into a peaceful suburban neighborhood, our pet-friendly community offers spacious and thoughtfully designed one- and two-bedroom homes perfect for every lifestyle.Your rent includes heat, hot water, gas, and trash removal— making your living experience simple and stress-free. We offer onsite laundry, high-speed internet access,

  700 Stratford Ln, Middletown, NY 10940
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  $455,500 Sold Dec 23, 2025

  30 Avoncroft Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2010

  Last Sold Summary

  • 3% Below List Price
  • $177/SF
  • 38 Days On Market

  Last Listing Agent Cindy-Lee Dorcely Keller Williams Hudson Valley

  30 Avoncroft Ln, Middletown, NY 10940
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  Est $400,096 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  47 Pinto Rd E, Middletown, NY 10941

  47 Pinto Rd E, Middletown, NY 10941
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  /10

  $750,000 Pending

  • 8 Beds
  • 5 Baths
  • 4,000 Sq Ft

  256 E Main St, Middletown, NY 10940

  Nestled in the heart of Middletown, NY, this distinguished property offers an exceptional investment opportunity with a blend of residential charm and commercial viability. Situated at 256 E Main St, this detached multi-family gem boasts an impressive investment, perfectly accommodating a wide spectrum of living arrangements and lifestyles.Beyond its generous living quarters, this

  Hershel Reisz

  eRealty Advisors, Inc

  (845) 217-3892

  256 E Main St, Middletown, NY 10940
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  /32

  $5,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,492 Sq Ft
  • House for Rent

  201 County Route 50, Middletown, NY 10940

  Discover your family's oasis on 4.1 acres next to West Hills Country Club! This stunning 4-bedroom home, complete with a grand master suite, will exceed your expectations. Enjoy the above-ground pool with smart monitoring, heated outdoor tub, and spacious deck with grill. Kids will love the playground, while adults appreciate the high-privacy fence. Inside, find surprises like a basement movie

  Sandra Arnez Keller Williams Hudson Valley

  201 County Route 50, Middletown, NY 10940
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  $403,000 Sold Sep 05, 2025

  12 Brewster Dr, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $382/SF
  • 38 Days On Market

  Current Estimated Value $401,479

  Last Listing Agent Philip Barnao eXp Realty

  12 Brewster Dr, Middletown, NY 10940
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  2 Fortune Rd W Unit K, Middletown, NY 10941

  2 Fortune Rd W Unit K, Middletown, NY 10941
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  /30

  $147,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  1630 Goshen Turnpike, Middletown, NY 10941

  Calling all Contractors, Flippers, and Investors------ CASH ONLY- As is!

  

  Tiffany Megna

  RE/MAX Town & Country

  (329) 208-2876

  1630 Goshen Turnpike, Middletown, NY 10941
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  /9

  $1,850 - $2,150 per month

  Stevens Manor Apartments

  1 - 2 Beds

  644 Silver Lake Scotchtown Rd, Middletown, NY 10941

  Welcome to Stevens Manor Apartments in Middletown, NY! Tucked into a peaceful suburban neighborhood, our pet-friendly community offers spacious and thoughtfully designed studios, one-, and two-bedroom homes perfect for every lifestyle. Your rent includes heat, hot water, gas, and trash removal— making your living experience simple and stress-free. We offer onsite laundry, high-speed

  644 Silver Lake Scotchtown Rd, Middletown, NY 10941
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  $512,500 Sold Mar 21, 2025

  11 Rebecca Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,616 Sq Ft
  • Built 2014

  Last Sold Summary

  • 4% Above List Price
  • $317/SF
  • 21 Days On Market

  Current Estimated Value $551,503

  Last Listing Agent Agnes Burch Howard Hanna Rand Realty

  11 Rebecca Dr, Middletown, NY 10940
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  206 2nd Ave, Middletown, NY 10941

  206 2nd Ave, Middletown, NY 10941
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  /2

  $369,900 Pending

  • 5 Beds
  • 2 Baths
  • 2,440 Sq Ft

  44 Houston Ave, Middletown, NY 10940

  Vacant and sold as-is. Inspections for informational purposes only. Prior buyer could not perform—property is back on market. Great investment or owner-occupied opportunity! Two-family home in an R-2 zone, ideal for rental income or living in one unit while renting the other. Features spacious layouts with a 3BR/1BA first-floor unit and 2BR/1BA second-floor unit. High-demand rental location

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 212-6936

  44 Houston Ave, Middletown, NY 10940
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  /7

  $2,350 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 531, Middletown, NY 10940

  This new 2 bedroom 2 bath apartment features a modern and stylish design, with high quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage, and a

  Victoria Fini Curasi Realty, Inc.

  206 Golf Links Rd Unit 531, Middletown, NY 10940
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  $445,000 Sold May 19, 2025

  9 Arden Ct, Middletown, NY 10940

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

  Last Sold Summary

  • 1% Below List Price
  • $183/SF
  • 264 Days On Market

  Current Estimated Value $471,886

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  9 Arden Ct, Middletown, NY 10940
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  Est $413,309 Not Listed For Sale

  • 5 Beds
  • 1.5 Baths
  • 1,760 Sq Ft

  28 Roosevelt Ave, Middletown, NY 10940

  28 Roosevelt Ave, Middletown, NY 10940
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  /36

  $625,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  214 Phillips St, Middletown, NY 10940

  Welcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 sqft layout across three levels of living space. The gourmet kitchen features an island with a breakfast bar and flows seamlessly into a large dining area. The luxurious primary suite includes a full ensuite bath with dual vanities, a shower, and a separate soaking tub, all highlighted by expansive windows.

  Donna Gray Redfin Real Estate

  214 Phillips St, Middletown, NY 10940
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  /55

  $3,274 - $4,675 per month

  Residences at West Hills Country Club

  1 - 3 Beds

  122 Golf Links Rd, Middletown, NY 10940

  158 Unit Luxury Housing Community with 1,2 and 3 Bedroom Units. Situated on a Lush Championship 18 Hole Golf Course that offers a Private Country Club Experience 24 hours a day. Apartments feature Spacious Open Layouts, Beautiful Kitchens with Quartz Countertops and Stainless Steel Appliances, Front Loading Washers and Dryers, Balconies, Walk-In Closets, Beautiful Engineered Wide Plank

  122 Golf Links Rd, Middletown, NY 10940
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  $430,000 Sold Sep 25, 2025

  76 Maureen Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,620 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $265/SF
  • 38 Days On Market

  Current Estimated Value $437,579

  Last Listing Agent Nina Piacente Julia B Fee Sothebys Int. Rlty

  76 Maureen Dr, Middletown, NY 10940
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  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,225 Sq Ft

  20 State St, Middletown, NY 10940

  20 State St, Middletown, NY 10940
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  $599,000 Pending

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

  125 Whipple Rd, Middletown, NY 10940

  Discover the perfect blend of serenity and comfort in this stunning 4-bedroom, 3-bathroom raised ranch nestled on a sprawling 1.5-acre lot in the heart of Middletown, NY. As you step inside, the heart of the residence, a spacious and sunlit living area, invites family gatherings and effortless entertaining. Culinary enthusiasts will delight in the modern kitchen, boasting sleek appliances and

  Eboni Navas Julia B Fee Sothebys Int. Rlty

  125 Whipple Rd, Middletown, NY 10940
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  /3

  $2,150 per month

  • 1 Bed
  • 1.5 Baths
  • 1,031 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 523, Middletown, NY 10940

  This new 1 bedroom 1.5 bath apartment features a modern and stylish design, with high quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage.

  Victoria Fini Curasi Realty, Inc.

  206 Golf Links Rd Unit 523, Middletown, NY 10940
• 

  $500,000 Sold Jun 24, 2025

  127 Meadow View Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft
  • Built 2016

  Last Sold Summary

  • 11% Above List Price
  • $274/SF
  • 9 Days On Market

  Current Estimated Value $468,250

  Last Listing Agent Kevin Grier Keller Williams Hudson Valley

  127 Meadow View Dr, Middletown, NY 10940
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  Est $351,940 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,386 Sq Ft

  21 Hill Rd, Middletown, NY 10941

  21 Hill Rd, Middletown, NY 10941
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  /38

  $450,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,858 Sq Ft

  5 Cobblestone Ln Unit 4301, Middletown, NY 10940

  Welcome to this spacious 3-bedroom, 2.5-bath townhouse located in the desirable Woodside Knolls Community. Built in 2011, this 1,858-square-foot home (plus finished basement) offers a comfortable and functional layout designed for everyday living. The main level features hardwood and carpet flooring, an open dining area, and a bright living room that connects to the backyard patio, creating a

  Virginia Corbett eXp Realty

  5 Cobblestone Ln Unit 4301, Middletown, NY 10940
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  /25

  $1,775 - $4,105 per month

  Imperial Gardens Apartment Homes

  Studio - 2 Beds

  225 Berkman Dr, Middletown, NY 10941

  Welcome Home to Imperial Gardens Apartments in Middletown, NY! Located in a country setting, our fabulous location is about an hour from New York City. Just minutes from the Metro North, and major highways: RT 17, I-84, and I-87 (NYS Thruway), we are a commuters dream! We are located just minutes from RT 211 where there is an abundance of shopping, dining, and entertainment such as Galleria at

  225 Berkman Dr, Middletown, NY 10941
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  $72,000 Sold May 02, 2025

  Tbd Dimmick Mountain Rd, Middletown, NY 12430

  • Land
  • 2.74 Acres
  • $26,277 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 144 Days On Market

  Last Listing Agent Sara Gorman Maliha Coldwell Banker Village GreenK

  Tbd Dimmick Mountain Rd, Middletown, NY 12430
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  Not Listed For Sale

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

  5 Fortune Rd W Unit M, Middletown, NY 10941

  5 Fortune Rd W Unit M, Middletown, NY 10941

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