Middletown, IN Homes

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  /33

  $255,000

  Sold Sep 04, 2025

  914 Maple St, Middletown, IN 47356

  • 4 Beds
  • 2.5 Baths
  • 2,920 Sq Ft
  • Built 1952

  Last Sold Summary

  • 15% Below List Price
  • $87/SF
  • 257 Days On Market

  Current Estimated Value $282,184

  Last Listing Agent Candy Bair RE/MAX Real Estate Solutions

  914 Maple St, Middletown, IN 47356
• 

  

  

  /57

  Est $301,785

  Not Listed For Sale

  6221 N County Road 200 W, Middletown, IN 47356

  • 2 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1949

  6221 N County Road 200 W, Middletown, IN 47356

  Last Sold Summary

  • 81 Days On Market

  Last Listing Agent Jeff Weightman Weightman Realty Group, LLC
• 

  

  

  /30

  $209,900

  • 2 Beds
  • 1.5 Baths
  • 1,521 Sq Ft

  558 Central Ave, Middletown, IN 47356

  Discover the charm of 558 Central AVE, a welcoming single-family residence in Middletown, IN. Built in 1900 and offering 1521 square feet of living space, this inviting home is ready for you to move in and begin your next chapter. The heart of this home features a kitchen equipped with matching black appliances, designed for both functionality and style. The bathroom offers a walk-in shower,

  Marty Dulworth RE/MAX Real Estate Solutions

  558 Central Ave, Middletown, IN 47356
• 

  

  /2

  $183,855

  Sold Oct 30, 2025

  5708 N County Road 700 W, Middletown, IN 47356

  • 3 Beds
  • 1 Bath
  • 1,199 Sq Ft
  • Built 1959

  Last Sold Summary

  • 18,385,400% Above List Price
  • $153/SF
  • 22 Days On Market

  Current Estimated Value $203,235

  Last Listing Agent Caleb Cleek Jeff Boone Realty, LLC

  5708 N County Road 700 W, Middletown, IN 47356
• 

  

  

  /54

  Est $459,985

  Not Listed For Sale

  2801 W County Road 650 N, Middletown, IN 47356

  • 4 Beds
  • 2.5 Baths
  • 2,799 Sq Ft
  • Built 2002

  2801 W County Road 650 N, Middletown, IN 47356

  Last Sold Summary

  • 103 Days On Market

  Last Listing Agent Brittney White RE/MAX Real Estate Solutions
• 

  

  /25

  $174,900

  • 3 Beds
  • 2.5 Baths
  • 1,820 Sq Ft

  1257 Congress St, Middletown, IN 47356

  Move-in-ready opportunity on Congress St, in Middletown. An inviting layout with 3 bedrooms and 1.5 baths. Parking in both front and back.

  Christina Boyland Rhodes Realty

  1257 Congress St, Middletown, IN 47356
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  /29

  $195,000

  Sold Nov 05, 2025

  1213 W Mill St, Middletown, IN 47356

  • 3 Beds
  • 1 Bath
  • 1,107 Sq Ft
  • Built 1959

  Last Sold Summary

  • 3% Above List Price
  • $176/SF
  • 3 Days On Market

  Current Estimated Value $200,885

  Last Listing Agent Jenny Shopp Berkshire Hathaway Home

  1213 W Mill St, Middletown, IN 47356
• 

  

  /31

  Est $347,498

  Not Listed For Sale

  2917 W County Road 650 N, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft
  • Built 1998

  2917 W County Road 650 N, Middletown, IN 47356

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Laura Wright PPG Real Estate LLC
• 

  

  /14

  $114,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,166 Sq Ft

  1253 Congress St, Middletown, IN 47356

  This is a nice 3 bedroom 1 bath home located on a lightly travelled street. The large wrap around covered porch and sizable living room provide great areas to relax or entertain. The back yard is partially fenced.

  Jeff Weightman Weightman Realty Group, LLC

  1253 Congress St, Middletown, IN 47356
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  /34

  $170,000

  Sold Mar 17, 2026

  508 N 5th St, Middletown, IN 47356

  • 2 Beds
  • 1.5 Baths
  • 1,405 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $121/SF
  • 39 Days On Market

  Current Estimated Value $173,501

  Last Listing Agent Travis Smith eXp Realty LLC

  508 N 5th St, Middletown, IN 47356
• 

  

  /12

  Est $278,108

  Not Listed For Sale

  3701 N County Road 575 W, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • Built 2000

  3701 N County Road 575 W, Middletown, IN 47356

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Michael Johnson Dropped Members
• 

  

  /3

  $185,000

  Pending

  • Land
  • 12 Acres
  • $15,417 per Acre

  5229 N Mechanicsburg Rd, Middletown, IN 47356

  Buster Johnson Buster Johnson, REALTORS®

  5229 N Mechanicsburg Rd, Middletown, IN 47356
• 

  

  /41

  $345,000

  Sold Apr 10, 2026

  6912 N County Road 700 W, Middletown, IN 47356

  • 5 Beds
  • 1.5 Baths
  • 3,782 Sq Ft
  • Built 1900

  Last Sold Summary

  • 13% Below List Price
  • $91/SF
  • 150 Days On Market

  Current Estimated Value $345,463

  Last Listing Agent Marty Dulworth RE/MAX Real Estate Solutions

  6912 N County Road 700 W, Middletown, IN 47356
• 

  

  /6

  Est $183,198

  Not Listed For Sale

  4078 N Mechanicsburg Rd, Middletown, IN 47356

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

  4078 N Mechanicsburg Rd, Middletown, IN 47356

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Buster Johnson Buster Johnson, REALTORS®
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  /29

  $362,000

  $27K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,392 Sq Ft

  9161 N Raider Rd, Middletown, IN 47356

  Charming Homestead on nearly 4 acres-Ultimate Mini-Farm and country Living! The spacious interior layout offers 4 bedrooms, two full bathrooms, separate living and family rooms that provide plenty of space for entertaining, a large kitchen, and a bonus room that could serve as a fifth bedroom, plus a two-car attached garage. The home features newer flooring, exterior paint, a remodeled main

  Susie Dudley F.C. Tucker/Crossroads Real Estate

  9161 N Raider Rd, Middletown, IN 47356
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  /36

  $265,000

  Sold Jul 24, 2026

  4326 E County Road 500 S, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 2,132 Sq Ft
  • Built 1899

  Last Sold Summary

  • 5% Below List Price
  • $124/SF
  • 17 Days On Market

  Current Estimated Value $297,832

  Last Listing Agent Austin Rich NextHome Elite Real Estate

  4326 E County Road 500 S, Middletown, IN 47356
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  /47

  Est $277,782

  Not Listed For Sale

  8542 W Us Highway 36, Middletown, IN 47356

  • 4 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1957

  8542 W Us Highway 36, Middletown, IN 47356

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Caleb Cleek Jeff Boone Realty, LLC
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  /35

  $140,000

  • 2 Beds
  • 1 Bath
  • 1,002 Sq Ft

  118 N 8th St, Middletown, IN 47356

  Welcome home to this adorable, move-in ready 2-bedroom, 1-bath cottage located right in the heart of Middletown! If you love local traditions, you'll fall in love with having a front-row seat to the annual parade, watch the festivities and catch candy right from your own beautiful covered front porch, making memories for years to come. Inside, the home is packed with character, featuring a warm

  Robyn Breece @properties

  118 N 8th St, Middletown, IN 47356
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  /41

  $399,900

  Sold Jun 03, 2026

  4190 W County Road 700 N, Middletown, IN 47356

  • 4 Beds
  • 2.5 Baths
  • 2,068 Sq Ft
  • Built 2004

  Last Sold Summary

  • $193/SF
  • 2 Days On Market

  Current Estimated Value $397,725

  Last Listing Agent Michelle Frazier Keller Williams Indy Metro NE

  4190 W County Road 700 N, Middletown, IN 47356
• 

  

  /36

  Est $227,771

  Not Listed For Sale

  8600 W Us Highway 36, Middletown, IN 47356

  • 3 Beds
  • 1.5 Baths
  • 1,445 Sq Ft
  • Built 1968

  8600 W Us Highway 36, Middletown, IN 47356

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Tim Hall F.C. Tucker / Prosperity
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  /6

  $69,900

  $29K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 966 Sq Ft

  1371 Cottage Ave, Middletown, IN 47356

  Brandon Williams SGA Enterprises, Inc.

  1371 Cottage Ave, Middletown, IN 47356
• 

  

  /28

  $220,000

  Sold Jan 16, 2026

  815 Maple St, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 2,003 Sq Ft
  • Built 1956

  Last Sold Summary

  • 4% Below List Price
  • $110/SF
  • 39 Days On Market

  Current Estimated Value $222,106

  Last Listing Agent Steffanie Hensley REMAX ONE

  815 Maple St, Middletown, IN 47356
• 

  

  /53

  Est $216,848

  Not Listed For Sale

  8874 W Us Highway 36, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 3,408 Sq Ft
  • Built 2005

  8874 W Us Highway 36, Middletown, IN 47356

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Christina Boyland Rhodes Realty, LLC
• 

  

  /35

  $165,000

  Sold Aug 20, 2025

  127 N 8th St, Middletown, IN 47356

  • 2 Beds
  • 1 Bath
  • 1,192 Sq Ft
  • Built 1900

  Last Sold Summary

  • $138/SF
  • 5 Days On Market

  Current Estimated Value $160,959

  Last Listing Agent Robyn Breece @properties

  127 N 8th St, Middletown, IN 47356
• 

  

  /62

  Est $404,164

  Not Listed For Sale

  5584 N County Road 850 W, Middletown, IN 47356

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • Built 1959

  5584 N County Road 850 W, Middletown, IN 47356

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Drew Keller Compass Indiana, LLC
• 

  

  /37

  $138,400

  Sold Oct 30, 2025

  829 High St, Middletown, IN 47356

  • 3 Beds
  • 1 Bath
  • 1,074 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $129/SF
  • 6 Days On Market

  Current Estimated Value $147,462

  Last Listing Agent Christina Boyland Rhodes Realty, LLC

  829 High St, Middletown, IN 47356
• 

  

  /60

  Est $562,874

  Not Listed For Sale

  8450 W County Road 575 N, Middletown, IN 47356

  • 3 Beds
  • 3.5 Baths
  • 4,070 Sq Ft
  • Built 2002

  8450 W County Road 575 N, Middletown, IN 47356

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Brittany Stearman Weichert REALTORS® Cooper Group Indy
• 

  

  /24

  $173,000

  Sold Aug 07, 2026

  850 Progress St, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Above List Price
  • $166/SF
  • 3 Days On Market

  Current Estimated Value $130,631

  Last Listing Agent Marty Dulworth RE/MAX Real Estate Solutions

  850 Progress St, Middletown, IN 47356
• 

  

  /37

  Est $509,752

  Not Listed For Sale

  8632 W County Road 550 N, Middletown, IN 47356

  • 3 Beds
  • 2.5 Baths
  • 2,662 Sq Ft
  • Built 2018

  8632 W County Road 550 N, Middletown, IN 47356

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Marty Dulworth RE/MAX Real Estate Solutions
• 

  

  /22

  $229,000

  Sold Apr 15, 2026

  683 N 5th St, Middletown, IN 47356

  • 4 Beds
  • 2 Baths
  • 1,968 Sq Ft
  • Built 1995

  Last Sold Summary

  • 8% Below List Price
  • $116/SF
  • 12 Days On Market

  Current Estimated Value $232,268

  Last Listing Agent Marty Dulworth RE/MAX Real Estate Solutions

  683 N 5th St, Middletown, IN 47356
• 

  

  /36

  Est $294,604

  Not Listed For Sale

  7780 W County Road 625 N, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft
  • Built 1972

  7780 W County Road 625 N, Middletown, IN 47356

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Jon Green RE/MAX Real Estate Solutions
• 

  

  /80

  $805,000

  Sold Mar 31, 2026

  5333 S County Road 450 E, Middletown, IN 47356

  • 3 Beds
  • 2.5 Baths
  • 2,706 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Above List Price
  • $297/SF
  • 2 Days On Market

  Current Estimated Value $809,762

  Last Listing Agent Michelle Frazier Keller Williams Indy Metro NE

  5333 S County Road 450 E, Middletown, IN 47356
• 

  

  /30

  Est $250,322

  Not Listed For Sale

  5036 N Raider Rd, Middletown, IN 47356

  • 3 Beds
  • 1.5 Baths
  • 1,544 Sq Ft
  • Built 1950

  5036 N Raider Rd, Middletown, IN 47356

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Steffanie Hensley REMAX ONE
• 

  

  /23

  $209,900

  Sold May 08, 2026

  803 High St, Middletown, IN 47356

  • 6 Beds
  • 3 Baths
  • 2,864 Sq Ft
  • Built 1900

  Last Sold Summary

  • $73/SF
  • 10 Days On Market

  Current Estimated Value $206,185

  Last Listing Agent Lucero Vargas RE/MAX Complete

  803 High St, Middletown, IN 47356
• 

  

  /43

  Est $494,280

  Not Listed For Sale

  5863 W County Road 600 N, Middletown, IN 47356

  • 4 Beds
  • 2.5 Baths
  • 4,011 Sq Ft
  • Built 1991

  5863 W County Road 600 N, Middletown, IN 47356

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Marty Dulworth RE/MAX Real Estate Solutions
• 

  

  /56

  $260,000

  Sold Feb 13, 2026

  4863 W County Road 600 N, Middletown, IN 47356

  • 2 Beds
  • 1 Bath
  • 1,512 Sq Ft
  • Built 1900

  Last Sold Summary

  • 13% Below List Price
  • $172/SF
  • 140 Days On Market

  Current Estimated Value $273,136

  Last Listing Agent Marty Dulworth RE/MAX Real Estate Solutions

  4863 W County Road 600 N, Middletown, IN 47356
• 

  

  /14

  Est $342,904

  Not Listed For Sale

  5937 N County Road 400 W, Middletown, IN 47356

  • 4 Beds
  • 2 Baths
  • 2,338 Sq Ft
  • Built 1977

  5937 N County Road 400 W, Middletown, IN 47356

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Bryce Conyers Starr Real Estate LLC
• 

  

  /6

  $141,175

  Sold Dec 19, 2025

  0 W County Road 600 N, Middletown, IN 47356

  • Land
  • 10.13 Acres
  • $13,936 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 8 Days On Market

  Last Listing Agent Marty Dulworth RE/MAX Real Estate Solutions

  0 W County Road 600 N, Middletown, IN 47356
• 

  

  /50

  Est $316,121

  Not Listed For Sale

  6653 W County Road 675 N, Middletown, IN 47356

  • 3 Beds
  • 1 Bath
  • 1,420 Sq Ft
  • Built 1930

  6653 W County Road 675 N, Middletown, IN 47356

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent James Abner eXp Realty, LLC
• 

  

  /7

  $55,000

  Sold Jul 16, 2026

  804 High St, Middletown, IN 47356

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1900

  Last Sold Summary

  • 41% Below List Price
  • $31/SF
  • 33 Days On Market

  Current Estimated Value $161,333

  Last Listing Agent Keri Hir Keri Hir

  804 High St, Middletown, IN 47356

Showing Results 41 - 80, Page 2 of 18