Middletown, IN Homes

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  /43

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,571 Sq Ft

  1956 W US Highway 36, Middletown, IN 47356

  This well-cared-for all-brick ranch offers comfortable living on 2 beautiful acres in a convenient location along US Hwy 36. The home features 3 bedrooms and 2 full baths with nice-sized rooms, hardwood floors, newer LVP flooring, fresh paint, and plenty of storage throughout. A spacious living room provides ample gathering space, while the family room with a fireplace adds warmth and character.

  

  Susan Falck-Neal

  RE/MAX First Integrity

  (866) 618-9348

  1956 W US Highway 36, Middletown, IN 47356
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  /20

  $949 - $1,349 per month

  Crestwood MHC

  2 - 3 Beds

  27 Crestwood Dr, Middletown, IN 47356

  Welcome to Crestwood! An all-age, pet-friendly manufactured home community located in Middletown, Indiana. Here, you’ll find the ideal mix of small-town charm and everyday convenience, with a community feel that’s perfect for individuals and families alike.Nestled in a quiet area just minutes from local shopping and dining, Crestwood offers the comfort of community living with easy access

  27 Crestwood Dr, Middletown, IN 47356
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  /44

  $649,900 Sold Aug 11, 2025

  9247 W 650 N, Middletown, IN 47356

  • 5 Beds
  • 3 Baths
  • 5,516 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $118/SF
  • 65 Days On Market

  Current Estimated Value $652,354

  Last Listing Agent Michael Lawson Dropped Members

  9247 W 650 N, Middletown, IN 47356
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  /29

  Est $611,825 Not Listed For Sale

  • 232 Beds
  • 5 Baths
  • 3,058 Sq Ft

  7263 N County Road 700 W, Middletown, IN 47356

  7263 N County Road 700 W, Middletown, IN 47356
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  /5

  $690,000

  • Land
  • 30.09 Acres
  • $22,931 per Acre

  4998 N County Road 575 W, Middletown, IN 47356

  Situated at the corner of County Road 575 West and State Road 36, this 30.09-acre tract offers a unique combination of productive farm ground and valuable development potential. The corner four acres are zoned for storage buildings and include a 4,000-square-foot central storage building already in place. Drainage has been installed, and zoning and approvals are complete with the county. In

  

  Mark Dudley

  RE/MAX Realty Group

  (844) 703-6582

  4998 N County Road 575 W, Middletown, IN 47356
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  /24

  $984 per month

  • 2 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 34, Middletown, IN 47356

  FIND A NEW HOME FOR THE NEW YEAR! If you purchase this home, enjoy 4 months free site rent. If you rent this home, receive 3 months free rent. Plus, pay no application fees! Offer expires 1/31/26! Act Fast! Restrictions apply. Welcome to Crestwood in Middletown Indiana, where comfort, convenience, and community come together! This beautiful manufactured home offers a thoughtfully designed layout

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 34, Middletown, IN 47356
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  /34

  $179,900 Sold Aug 27, 2025

  482 N 7th St, Middletown, IN 47356

  • 3 Beds
  • 1 Bath
  • 1,153 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $156/SF
  • 59 Days On Market

  Current Estimated Value $179,978

  Last Listing Agent Dawn Cravens The Taflinger Real Estate Group

  482 N 7th St, Middletown, IN 47356
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  /16

  Est $182,970 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,318 Sq Ft

  8084 N County Road 875 W, Middletown, IN 47356

  8084 N County Road 875 W, Middletown, IN 47356
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  /35

  $335,000

  • 3 Beds
  • 1 Bath
  • 1,932 Sq Ft

  5579 W US Highway 36, Middletown, IN 47356

  Step back in time with this turn-of-the-century country farmhouse situated on 11.24 acres just east of Anderson along US HWY 36. Offering a classic rural setting, this spacious home features 10 rooms, including 3 bedrooms, 1 full bath, and a welcoming sunroom that overlooks the surrounding countryside. Recent updates include a newer roof and select replacement windows, while the home retains its

  

  Mark Dudley

  RE/MAX Realty Group

  (833) 382-9963

  5579 W US Highway 36, Middletown, IN 47356
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  /15

  $950 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  683 N 5th St Unit 683, Middletown, IN 47356

  Located across the street from Middletown church of the Nazarene. Shenandoah school system. 10 to 20 minutes From Anderson, Muncie, Newcastle.

  683 N 5th St Unit 683, Middletown, IN 47356
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  /13

  $168,900 Sold Sep 23, 2025

  512 N 5th St, Middletown, IN 47356

  • 2 Beds
  • 1.5 Baths
  • 1,405 Sq Ft
  • Built 2001

  Last Sold Summary

  • $120/SF
  • 27 Days On Market

  Current Estimated Value $169,809

  Last Listing Agent Sharon Baker Carpenter, REALTORS®

  512 N 5th St, Middletown, IN 47356
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  /5

  Est $129,580 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,248 Sq Ft

  1459 Congress St, Middletown, IN 47356

  1459 Congress St, Middletown, IN 47356
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  /39

  $140,000

  • 3 Beds
  • 2 Baths
  • 2,072 Sq Ft

  1208 Cottage Ave, Middletown, IN 47356

  Classic charm in this inviting Middletown home. This 3-bedroom, 2-bath, 2072 sq ft single-family home offers a one-and-a-half-story layout with a bedroom on the main level and two additional bedrooms upstairs. Hardwood floors and original woodwork bring warmth and timeless character to the main floor. The basement provides ample storage, while the detached 1.5-car garage and spacious backyard

  Trudy Paige eXp Realty, LLC

  1208 Cottage Ave, Middletown, IN 47356
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  /36

  $1,134 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 49, Middletown, IN 47356

  FIND A NEW HOME FOR THE NEW YEAR! If you purchase this home, enjoy 4 months free site rent. If you rent this home, receive 3 months free rent. Plus, pay no application fees! Offer expires 1/31/26! Act Fast! Restrictions apply. Welcome to Crestwood in Middletown Indiana, where comfort, convenience, and community come together! This beautiful manufactured home offers a thoughtfully designed layout

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 49, Middletown, IN 47356
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  /6

  $165,000 Sold May 16, 2025

  4078 N Mechanicsburg Rd, Middletown, IN 47356

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1953

  Last Sold Summary

  • 3% Above List Price
  • $110/SF
  • 5 Days On Market

  Current Estimated Value $169,765

  Last Listing Agent Buster Johnson Buster Johnson, REALTORS®

  4078 N Mechanicsburg Rd, Middletown, IN 47356
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  /59

  Est $320,191 Not Listed For Sale

  • 4 Beds
  • 1,152 Sq Ft

  818 Cossack Dr, Middletown, IN 47356

  818 Cossack Dr, Middletown, IN 47356
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  /40

  $315,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,474 Sq Ft

  7255 W US Highway 36, Middletown, IN 47356

  Welcome to peaceful country living with room to breathe. This charming 1,474 sq ft ranch-style home sits on 8.91 beautiful acres, offering the perfect blend of comfort, functionality, and open space. Inside, you'll find two bedrooms plus an office that could easily serve as a third bedroom, along with one full bathroom. The home features a warm, inviting layout with hardwood floors, abundant

  Shelly Hughes Indy A-Team Realty

  7255 W US Highway 36, Middletown, IN 47356
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  /25

  $984 per month

  • 2 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 35, Middletown, IN 47356

  FIND A NEW HOME FOR THE NEW YEAR! If you purchase this home, enjoy 4 months free site rent. If you rent this home, receive 3 months free rent. Plus, pay no application fees! Offer expires 1/31/26! Act Fast! Restrictions apply. Welcome to Crestwood in Middletown Indiana, where comfort, convenience, and community come together! This beautiful manufactured home offers a thoughtfully designed layout

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 35, Middletown, IN 47356
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  /2

  $275,000 Sold Nov 12, 2025

  5571 N Raider Rd, Middletown, IN 47356

  • 3 Beds
  • 1 Bath
  • 1,875 Sq Ft
  • Built 2002

  Last Sold Summary

  • 15% Below List Price
  • $147/SF
  • 72 Days On Market

  Last Listing Agent Christina Boyland Rhodes Realty, LLC

  5571 N Raider Rd, Middletown, IN 47356
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  /30

  Est $211,262 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,127 Sq Ft

  2483 W County Road 400 N, Middletown, IN 47356

  2483 W County Road 400 N, Middletown, IN 47356
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  /17

  $94,900

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft

  1456 Congress St, Middletown, IN 47356

  Remodeled 1 bedroom home with recent updates throughout. Improvements include, but are not limited to; remodeled bathroom, new roof, fresh interior paint, updated flooring, modern light fixtures, a new water heater, and updated appliances. The efficient layout offers comfortable living with low maintenance features. A great option for buyers looking for a move in ready property with recent

  Ryan Kramer RE/MAX Real Estate Groups

  1456 Congress St, Middletown, IN 47356
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  /28

  $1,134 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 47, Middletown, IN 47356

  FIND A NEW HOME FOR THE NEW YEAR! If you purchase this home, enjoy 4 months free site rent. If you rent this home, receive 3 months free rent. Plus, pay no application fees! Offer expires 1/31/26! Act Fast! Restrictions apply. Your brand new home awaits at Crestwood! This spacious home offers vinyl wood flooring that flows seamlessly throughout the main living areas, creating a warm and inviting

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 47, Middletown, IN 47356
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  /21

  $215,000 Sold Oct 10, 2025

  11801 S County Road 600 W, Middletown, IN 47356

  • 2 Beds
  • 2 Baths
  • 1,502 Sq Ft
  • Built 1941

  Last Sold Summary

  • $143/SF
  • 26 Days On Market

  Current Estimated Value $217,144

  Last Listing Agent Lisa Buckner RE/MAX Real Estate Groups

  11801 S County Road 600 W, Middletown, IN 47356
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  /46

  Est $335,816 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,754 Sq Ft

  4700 N County Road 300 W, Middletown, IN 47356

  4700 N County Road 300 W, Middletown, IN 47356
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  /34

  $175,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,405 Sq Ft

  508 N 5th St, Middletown, IN 47356

  Discover the inviting home awaiting you at 508 N 5th ST, MIDDLETOWN, IN. This single-family residence in the heart of the USA is ready for you to move in and make it your own. This home offers 1405 square feet of living area, featuring two bedrooms, one full bathroom, and one half bathroom, all situated on a generous 5576 square foot lot. Built in 2005, this one-story home offers modern comfort.

  Travis Smith eXp Realty LLC

  508 N 5th St, Middletown, IN 47356
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  /28

  $1,124 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 116, Middletown, IN 47356

  FIND A NEW HOME FOR THE NEW YEAR! If you purchase this home, enjoy 4 months free site rent. If you rent this home, receive 3 months free rent. Plus, pay no application fees! Offer expires 1/31/26! Act Fast! Restrictions apply. Your brand new home awaits at Crestwood and is now ready for move in! This spacious home offers vinyl wood flooring that flows seamlessly throughout the main living areas,

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 116, Middletown, IN 47356
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  /24

  $143,000 Sold Mar 10, 2025

  1215 Locust St, Middletown, IN 47356

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Below List Price
  • $123/SF
  • 94 Days On Market

  Current Estimated Value $150,087

  Last Listing Agent Lindsey Smalling F.C. Tucker Company

  1215 Locust St, Middletown, IN 47356
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  /43

  Est $282,949 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,749 Sq Ft

  5431 N County Road 200 W, Middletown, IN 47356

  5431 N County Road 200 W, Middletown, IN 47356
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  /41

  $380,000

  • 5 Beds
  • 1.5 Baths
  • 3,782 Sq Ft

  6912 N County Road 700 W, Middletown, IN 47356

  Welcome to country living at its best! This spacious farmhouse sits on 2.4 beautiful acres and offers plenty of room both inside and out. Step inside to a large great room perfect for family gatherings, a generous kitchen and dining area, and five total bedrooms providing space for everyone. Enjoy peaceful mornings on the covered front porch, and appreciate the convenience of a two-car attached

  Marty Dulworth RE/MAX Real Estate Solutions

  6912 N County Road 700 W, Middletown, IN 47356
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  /28

  $1,124 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 114, Middletown, IN 47356

  FIND A NEW HOME FOR THE NEW YEAR! If you purchase this home, enjoy 4 months free site rent. If you rent this home, receive 3 months free rent. Plus, pay no application fees! Offer expires 1/31/26! Act Fast! Restrictions apply. Your brand new home awaits at Crestwood and is now ready for move in! This spacious home offers vinyl wood flooring that flows seamlessly throughout the main living areas,

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 114, Middletown, IN 47356
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  /27

  $200,000 Sold May 09, 2025

  602 Liberty St, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 1,423 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $141/SF
  • 34 Days On Market

  Current Estimated Value $207,902

  Last Listing Agent Oksana Minkevych Trueblood Real Estate

  602 Liberty St, Middletown, IN 47356
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  /6

  Est $247,080 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,788 Sq Ft

  2121 W County Road 575 N, Middletown, IN 47356

  2121 W County Road 575 N, Middletown, IN 47356
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  /56

  $289,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,512 Sq Ft

  4863 W County Road 600 N, Middletown, IN 47356

  Nestled at 4863 W County Road 600 N, MIDDLETOWN, IN, this inviting home in Henry County stands ready to welcome you. Imagine mornings spent in the kitchen, where the shaker cabinets and create a space that is both stylish and functional, perfect for preparing everything from simple breakfasts to elaborate weekend brunches. The living room, adorned with original woodwork, offers a touch of

  Marty Dulworth RE/MAX Real Estate Solutions

  4863 W County Road 600 N, Middletown, IN 47356
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  /25

  $1,154 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 76, Middletown, IN 47356

  FIND A NEW HOME FOR THE NEW YEAR! If you purchase this home, enjoy 4 months free site rent. If you rent this home, receive 3 months free rent. Plus, pay no application fees! Offer expires 1/31/26! Act Fast! Restrictions apply. Welcome to your next home in the beautiful Crestwood community of Middletown, Indiana. This spacious home blends modern convenience with cozy charm. Step into a bright,

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 76, Middletown, IN 47356
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  /35

  $233,295 Sold Nov 07, 2025

  5080 S County Road 450 E, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 2002

  Last Sold Summary

  • 23,329,400% Above List Price
  • $168/SF
  • 28 Days On Market

  Last Listing Agent Caleb Cleek Jeff Boone Realty, LLC

  5080 S County Road 450 E, Middletown, IN 47356
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  /57

  Est $288,082 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,920 Sq Ft

  6221 N County Road 200 W, Middletown, IN 47356

  6221 N County Road 200 W, Middletown, IN 47356
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  /27

  $140,000

  • 2 Beds
  • 1 Bath
  • 1,268 Sq Ft

  687 W Mill St, Middletown, IN 47356

  Discover the charm of 687 W Mill ST, MIDDLETOWN, IN. This single-family residence, situated in the heart of the USA, presents an exciting opportunity to reimagine a piece of history. With 1268 square feet of living area, the residence offers a comfortable layout that includes two bedrooms. The generous 11108 square foot lot provides ample space for outdoor activities. Imagine creating your own

  Marty Dulworth RE/MAX Real Estate Solutions

  687 W Mill St, Middletown, IN 47356
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  /38

  $1,149 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 70, Middletown, IN 47356

  FIND A NEW HOME FOR THE NEW YEAR! If you purchase this home, enjoy 4 months free site rent. If you rent this home, receive 3 months free rent. Plus, pay no application fees! Offer expires 1/31/26! Act Fast! Restrictions apply. Welcome to this thoughtfully upgraded home located in the heart of Crestwood. With wood vinyl flooring extending throughout the entire home, every room feels cohesive,

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 70, Middletown, IN 47356
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  /58

  $407,000 Sold Sep 22, 2025

  6755 W County Road 675 N, Middletown, IN 47356

  • 4 Beds
  • 3 Baths
  • 2,190 Sq Ft
  • Built 1993

  Last Sold Summary

  • $186/SF
  • 1 Day On Market

  Current Estimated Value $409,595

  Last Listing Agent John Rhodes III Indiana Select Realty LLC

  6755 W County Road 675 N, Middletown, IN 47356
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  /54

  Est $438,461 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,799 Sq Ft

  2801 W County Road 650 N, Middletown, IN 47356

  2801 W County Road 650 N, Middletown, IN 47356

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