Middletown, IN Homes

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  $395,000

  • 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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  $1,099 - $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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  $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 $589,178

  Last Listing Agent Michael Lawson Dropped Members

  9247 W 650 N, Middletown, IN 47356
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  /30

  Est $239,181 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,544 Sq Ft

  5036 N Raider Rd, Middletown, IN 47356

  5036 N Raider Rd, Middletown, IN 47356
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  $224,900

  • 3 Beds
  • 2 Baths
  • 2,003 Sq Ft

  815 Maple St, Middletown, IN 47356

  Welcome to your dream tri-level home, nestled on a spacious lot in the highly sought-after Shenandoah school district! This beautifully maintained residence offers an abundance of space and charm, perfect for families and entertaining. Step inside to gleaming hardwood floors that flow seamlessly throughout the main level. The large living room/dining room combo provides an open, inviting space

  Steffanie Hensley RE/MAX At The Crossing

  815 Maple St, Middletown, IN 47356
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  /24

  $1,129 per month

  • 2 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 34, Middletown, IN 47356

  FIND A HOME FOR THE HOLIDAYS! 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! Offers expire December 19, 2025. 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

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 34, Middletown, IN 47356
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  $380,000 Sold Dec 20, 2024

  4358 E County Road 400 S, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 2,339 Sq Ft
  • Built 1976

  Last Sold Summary

  • 12% Below List Price
  • $162/SF
  • 21 Days On Market

  Current Estimated Value $387,714

  Last Listing Agent Michael Lawson Dropped Members

  4358 E County Road 400 S, Middletown, IN 47356
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  /2

  Est $390,490 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft

  7537 N County Road 850 W, Middletown, IN 47356

  7537 N County Road 850 W, Middletown, IN 47356
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  $289,900

  • 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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  $1,149 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 53, Middletown, IN 47356

  FIND A HOME FOR THE HOLIDAYS! 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! Offers expire December 19, 2025. 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

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 53, Middletown, IN 47356
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  $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 $176,170

  Last Listing Agent Dawn Cravens The Taflinger Real Estate Group

  482 N 7th St, Middletown, IN 47356
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  /40

  Est $269,826 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,296 Sq Ft

  4908 E 200 S, Middletown, IN 47356

  4908 E 200 S, Middletown, IN 47356
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  $149,900 Pending

  • Land
  • 10.13 Acres
  • $14,798 per Acre

  0 W County Road 600 N, Middletown, IN 47356

  This ten-acre parcel of land has endless possibilities but is currently being farmed. There is a farmhouse on a separate parcel of land that is being listed and sold separately just west of this farm ground. The property is currently being farmed and that lease will end once harvest is completed in 2025.

  Marty Dulworth RE/MAX Real Estate Solutions

  0 W County Road 600 N, Middletown, IN 47356
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  $1,169 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 49, Middletown, IN 47356

  FIND A HOME FOR THE HOLIDAYS! 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! Offers expire December 19, 2025. 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

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 49, 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

  Last Listing Agent Sharon Baker Carpenter, REALTORS®

  512 N 5th St, Middletown, IN 47356
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  Est $617,743 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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  /29

  $134,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,604 Sq Ft

  379 Locust St, Middletown, IN 47356

  Discover the inviting home awaiting you at 379 Locust ST, MIDDLETOWN, IN. This single-family residence in the heart of Indiana offers a wonderful opportunity to settle into a home within walking distance to the park and Middletown walking trail. The living room presents an appealing space to unwind, creating an area that feels both refined and comfortable. The kitchen offers ample space for meal

  Marty Dulworth RE/MAX Real Estate Solutions

  379 Locust St, Middletown, IN 47356
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  $1,129 per month

  • 2 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 35, Middletown, IN 47356

  FIND A HOME FOR THE HOLIDAYS! 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! Offers expire December 19, 2025. 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

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 35, Middletown, IN 47356
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  $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 $167,606

  Last Listing Agent Buster Johnson Buster Johnson, REALTORS®

  4078 N Mechanicsburg Rd, Middletown, IN 47356
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  /16

  Est $178,665 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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  /97

  $437,500

  • 4 Beds
  • 4 Baths
  • 4,016 Sq Ft

  8482 N Cherry Knoll Dr, Middletown, IN 47356

  Custom all-brick home on a generous lot (.86 acres) in the Shenandoah School District. With 2,852 sq. ft. on the main & upper levels plus a finished basement, this home offers plenty of room for family, guests, and home-based work. You begin by greeting your family & guests at the front door with sidelights and a transom window for some added sunshine. Inside, the home office features 15lite

  John Rhodes III Indiana Select Realty LLC

  8482 N Cherry Knoll Dr, Middletown, IN 47356
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  $1,199 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 47, Middletown, IN 47356

  FIND A HOME FOR THE HOLIDAYS! 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! Offers expire December 19, 2025. 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

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 47, 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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  /5

  Est $108,343 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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  $246,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  5636 N Mechanicsburg Rd, Middletown, IN 47356

  Get your own slice of country living on this 1.2-acre lot with mature trees, beautiful views, and all the privacy you could want. Start your mornings with coffee on the deck while watching deer and other wildlife right in your backyard. The large kitchen offers plenty of space, the cozy wood-burning fireplace warms the spacious living room, and the basement provides endless possibilities. It

  Kimberly Goodwin RE/MAX At The Crossing

  5636 N Mechanicsburg Rd, Middletown, IN 47356
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  $1,199 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 69, Middletown, IN 47356

  FIND A HOME FOR THE HOLIDAYS! 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! Offers expire December 19, 2025. 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

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 69, Middletown, IN 47356
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  $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

  Last Listing Agent Lisa Buckner RE/MAX Real Estate Groups

  11801 S County Road 600 W, Middletown, IN 47356
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  Est $300,260 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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  $275,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  818 Earl Ave, Middletown, IN 47356

  Beautifully Remodeled Brick Ranch on Half an Acre with Incredible Outbuildings Rural living meets modern comfort in this fully renovated brick ranch set on a spacious half-acre lot backing up to open farmland. Priced to sell quickly, this home easily could have been listed higher-its combination of features is unmatched in the area. Enjoy a 2-car attached garage PLUS two rare bonus buildings: * A

  Travis Carpenter Indiana Ford Realty LLC

  818 Earl Ave, Middletown, IN 47356
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  $1,164 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 124, Middletown, IN 47356

  FIND A HOME FOR THE HOLIDAYS! 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! Offers expire December 19, 2025. Act Fast! Restrictions apply. Welcome to this beautifully updated 3 bedroom, 2 bathroom home nestled in the charming Crestwood community. With a warm, modern design and smart features throughout,

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 124, Middletown, IN 47356
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  $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 $146,420

  Last Listing Agent Lindsey Smalling F.C. Tucker Company

  1215 Locust St, Middletown, IN 47356
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  Est $206,836 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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  /5

  $199,000

  • Land
  • 17.59 Acres
  • $11,313 per Acre

  **** N County Road 400 W, Middletown, IN 47356

  17+ acres. Currently being used as tillable farm ground but could be a beautiful building lot. Great road frontage in a rural setting.

  Perri Trennepohl Keller Williams Realty

  **** N County Road 400 W, Middletown, IN 47356
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  $1,194 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 116, Middletown, IN 47356

  FIND A HOME FOR THE HOLIDAYS! 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! Offers expire December 19, 2025. Act Fast! Restrictions apply. Brand new home at Crestwood is ready for move in! Step into comfort and style with this brand-new manufactured home designed for modern living. Featuring an

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 116, Middletown, IN 47356
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  $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 $200,324

  Last Listing Agent Oksana Minkevych Trueblood Real Estate

  602 Liberty St, Middletown, IN 47356
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  Est $346,424 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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  $135,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  1458 Congress St, Middletown, IN 47356

  Welcome home to this cozy and inviting bungalow, perfectly blending charm and comfort in every detail. Featuring 2 bedrooms, a bright and functional kitchen, and a detached 1-car garage, this home is ideal for first-time buyers, downsizers, or anyone seeking an easy-to-maintain space in a convenient location. Step inside to find a warm, welcoming living area filled with natural light and a

  Phillip Whitaker Asher Real Estate Agency

  1458 Congress St, Middletown, IN 47356
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  $1,194 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 114, Middletown, IN 47356

  FIND A HOME FOR THE HOLIDAYS! 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! Offers expire December 19, 2025. 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

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 114, Middletown, IN 47356
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  $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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  Est $280,498 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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