2,671

Middletown, IN Homes

Section Image Section Image
  • /36

    $329,900 Pending

    • 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 approx 2.5 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

    Agent Photo

    Susan Falck-Neal

    RE/MAX First Integrity

    (866) 618-9348

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

    $1,124 - $1,249 per month

    Crestwood MHC

    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
  • /39

    $125,000 Sold Feb 20, 2026

    1208 Cottage Ave, Middletown, IN 47356

    • 3 Beds
    • 2 Baths
    • 2,072 Sq Ft
    • Built 1900

    Last Sold Summary

    • 11% Below List Price
    • $60/SF
    • 8 Days On Market

    Current Estimated Value $140,095

    Last Listing Agent Trudy Paige eXp Realty, LLC

    1208 Cottage Ave, Middletown, IN 47356
    • /46

      Est $303,286 Not Listed For Sale

      5642 N Meadowlark Ln, Middletown, IN 47356

      • 3 Beds
      • 2.5 Baths
      • 1,732 Sq Ft
      • Built 1973
      5642 N Meadowlark Ln, Middletown, IN 47356

      Last Sold Summary

      • 3% Above List Price
      • $170/SF
      • 45 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Rachel Ellis RE/MAX Real Estate Solutions

  • /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

    Agent Photo

    Mark Dudley

    RE/MAX Realty Group

    (833) 382-9963

    5579 W US Highway 36, Middletown, IN 47356
  • /29

    $1,160 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 47, Middletown, IN 47356

    LUCKY YOU! SAVE SOME GREEN WITH OUR LIMITED-TIME SPECIAL OFFER! 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 3/31/26! 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,

    Kameron Allen Crestwood

    27 Crestwood Dr Unit 47, Middletown, IN 47356
  • /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 $652,384

    Last Listing Agent Michael Lawson Dropped Members

    9247 W 650 N, Middletown, IN 47356
    • /24

      Est $152,378 Not Listed For Sale

      1215 Locust St, Middletown, IN 47356

      • 3 Beds
      • 1 Bath
      • 1,160 Sq Ft
      • Built 1900
      1215 Locust St, Middletown, IN 47356

      Last Sold Summary

      • 7% Above List Price
      • $123/SF
      • 94 Days On Market

      Last Sold Price $143,000

      Last Listing Agent Lindsey Smalling Highgarden Real Estate

  • /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

    Agent Photo

    Mark Dudley

    RE/MAX Realty Group

    (844) 703-6582

    4998 N County Road 575 W, Middletown, IN 47356
  • /15

    $900 per month

    • 2 Beds
    • 1 Bath
    • 950 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
  • /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 $182,104

    Last Listing Agent Dawn Cravens The Taflinger Real Estate Group

    482 N 7th St, Middletown, IN 47356
    • /29

      Est $635,379 Not Listed For Sale

      7263 N County Road 700 W, Middletown, IN 47356

      • 232 Beds
      • 5 Baths
      • 3,058 Sq Ft
      • Built 2008
      7263 N County Road 700 W, Middletown, IN 47356

      Last Sold Summary

      • 11% Above List Price
      • $188/SF
      • 53 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Diana Martin NonMember MEIAR

  • /40

    $315,000 Pending

    • 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 along with one full bathroom. The home features a warm, inviting layout with hardwood floors, abundant natural light, and thoughtfully updated spaces

    Shelly Hughes Indy A-Team Realty

    7255 W US Highway 36, Middletown, IN 47356
  • /28

    $1,164 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 116, Middletown, IN 47356

    LUCKY YOU! SAVE SOME GREEN WITH OUR LIMITED-TIME SPECIAL OFFER! 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 3/31/26! 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

    Kameron Allen Crestwood

    27 Crestwood Dr Unit 116, Middletown, IN 47356
  • /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 $172,333

    Last Listing Agent Sharon Baker Carpenter, REALTORS®

    512 N 5th St, Middletown, IN 47356
    • /16

      Est $182,773 Not Listed For Sale

      8084 N County Road 875 W, Middletown, IN 47356

      • 3 Beds
      • 1 Bath
      • 1,318 Sq Ft
      • Built 1955
      8084 N County Road 875 W, Middletown, IN 47356

      Last Sold Summary

      • 21% Above List Price
      • $114/SF
      • 2 Days On Market

      Last Sold Price $150,500

      Last Listing Agent Mary Cordle Berkshire Hathaway Indiana Realty

  • /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
  • /28

    $1,149 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 37, Middletown, IN 47356

    FALL INTO SAVINGS! 2 MONTHS FREE RENT & NO APPLICATION FEES*! EXPIRES 9/30/25! ACT FAST! *Restrictions Apply. Welcome to your new home in the beautiful Crestwood community! This inviting 3 bedroom, 2 bathroom property offers a perfect blend of comfort, space, and convenience! This home is all set on a generous lot with plenty of lush green space to enjoy. Inside, the open kitchen shines with

    Kameron Allen Crestwood

    27 Crestwood Dr Unit 37, Middletown, IN 47356
  • /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 $177,346

    Last Listing Agent Buster Johnson Buster Johnson, REALTORS®

    4078 N Mechanicsburg Rd, Middletown, IN 47356
    • /5

      Est $100,802 Not Listed For Sale

      1459 Congress St, Middletown, IN 47356

      • 4 Beds
      • 2 Baths
      • 3,248 Sq Ft
      • Built 1970
      1459 Congress St, Middletown, IN 47356

      Last Sold Summary

      • 124% Above List Price
      • $14/SF
      • 73 Days On Market

      Last Sold Price $45,000

      Last Listing Agent Christina Boyland Rhodes Realty, LLC

  • /36

    $299,900

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

    4326 E County Road 500 S, Middletown, IN 47356

    Completely updated and move-in ready, this 3-bedroom, 2-bath home offers 2,132 finished square feet of thoughtfully renovated living space in a peaceful rural setting. Nearly every major component has been improved, giving buyers the confidence of modern systems with the charm of a well-established home. Step inside to find all new flooring throughout, including luxury vinyl plank and new carpet,

    Austin Rich NextHome Elite Real Estate

    4326 E County Road 500 S, Middletown, IN 47356
  • /29

    $1,209 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 22, Middletown, IN 47356

    FALL INTO SAVINGS! 4 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 9/30/25! ACT FAST! *Restrictions Apply. Modern Comfort Meets Community Living in Crestwood! Welcome to this beautifully designed 3 bedroom, 2 bathroom home located in the desirable Crestwood community! With wood vinyl flooring throughout, the home offers a seamless blend of modern style, durability, and low-maintenance

    Kameron Allen Crestwood

    27 Crestwood Dr Unit 22, Middletown, IN 47356
  • /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

    Current Estimated Value $282,533

    Last Listing Agent Christina Boyland Rhodes Realty, LLC

    5571 N Raider Rd, Middletown, IN 47356
    • /59

      Est $305,192 Not Listed For Sale

      818 Cossack Dr, Middletown, IN 47356

      • 4 Beds
      • 1,152 Sq Ft
      • Built 1971
      818 Cossack Dr, Middletown, IN 47356

      Last Sold Summary

      • 13% Below List Price
      • $304/SF
      • 2 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Schuyler Estes RE/MAX Real Estate Solutions

  • /26

    $349,000

    • 4 Beds
    • 2 Baths
    • 2,188 Sq Ft

    5634 N Quail Ln, Middletown, IN 47356

    Welcome home to this spacious 4-bedroom, 2-bath all-brick ranch situated on 0.78 acres in a quiet, peaceful neighborhood just south of Middletown. With generous living space inside and plenty of room to enjoy outdoors, this property offers comfort, flexibility, and classic ranch-style convenience. The main level features two separate living areas, perfect for relaxing, entertaining, or creating a

    James Shroyer Flesher Brothers Auctioneering and Real Estate Inc

    5634 N Quail Ln, Middletown, IN 47356
  • /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 $211,413

    Last Listing Agent Lisa Buckner RE/MAX Real Estate Groups

    11801 S County Road 600 W, Middletown, IN 47356
    • /30

      Est $208,510 Not Listed For Sale

      2483 W County Road 400 N, Middletown, IN 47356

      • 3 Beds
      • 1 Bath
      • 2,127 Sq Ft
      • Built 1915
      2483 W County Road 400 N, Middletown, IN 47356

      Last Sold Summary

      • 11% Above List Price
      • $88/SF
      • 77 Days On Market

      Last Sold Price $188,000

      Last Listing Agent Rachel Mappes F.C. Tucker Company

  • /20

    $275,000

    • 3 Beds
    • 1.5 Baths

    7140 W County Road 950 N, Middletown, IN 47356

    Cozy 3 bedroom, 1.5 bath home offering 1,532 sq ft located on .79 acres on the outskirts of Middletown. This home features many recent updates and a comfortable layout with a welcoming living room, inviting kitchen, and a den with fireplace perfect for relaxing at the end of the day. The property also includes an outbuilding currently used as a well-maintained woodshop, providing excellent space

    Zachary York

    7140 W County Road 950 N, Middletown, IN 47356
  • /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 $208,395

    Last Listing Agent Oksana Minkevych Trueblood Real Estate

    602 Liberty St, Middletown, IN 47356
    • /46

      Est $349,592 Not Listed For Sale

      4700 N County Road 300 W, Middletown, IN 47356

      • 5 Beds
      • 5 Baths
      • 3,754 Sq Ft
      • Built 1977
      4700 N County Road 300 W, Middletown, IN 47356

      Last Sold Summary

      • 23% Above List Price
      • $76/SF
      • 43 Days On Market

      Last Sold Price $285,000

      Last Listing Agent John Rhodes III Indiana Select Realty LLC

  • /27

    $450,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    6378 N County Road 940 W, Middletown, IN 47356

    Set on over 5 acres, this one-of-a-kind property offers a rare opportunity to enjoy peaceful country living with striking architectural character. The living room is a true showpiece, featuring a soaring vaulted, beamed wood ceiling, a dramatic log wall, a wood-burning fireplace with insert, and a custom TV stand-creating a warm and inviting space filled with natural light. The kitchen blends

    Richard Beckham Keller Williams Indy Metro NE

    6378 N County Road 940 W, Middletown, IN 47356
  • /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

    Current Estimated Value $237,903

    Last Listing Agent Caleb Cleek Jeff Boone Realty, LLC

    5080 S County Road 450 E, Middletown, IN 47356
    • /43

      Est $282,663 Not Listed For Sale

      5431 N County Road 200 W, Middletown, IN 47356

      • 3 Beds
      • 2 Baths
      • 1,749 Sq Ft
      • Built 1965
      5431 N County Road 200 W, Middletown, IN 47356

      Last Sold Summary

      • 8% Above List Price
      • $149/SF
      • 2 Days On Market

      Last Sold Price $261,000

      Last Listing Agent Steffanie Hensley RE/MAX At The Crossing

  • /17

    $92,500

    • 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
  • /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 $416,688

    Last Listing Agent John Rhodes III Indiana Select Realty LLC

    6755 W County Road 675 N, Middletown, IN 47356
    • /6

      Est $198,611 Not Listed For Sale

      2121 W County Road 575 N, Middletown, IN 47356

      • 3 Beds
      • 1 Bath
      • 1,788 Sq Ft
      • Built 1955
      2121 W County Road 575 N, Middletown, IN 47356

      Last Sold Summary

      • 31% Above List Price
      • $85/SF
      • 75 Days On Market

      Last Sold Price $152,000

      Last Listing Agent Michelle Drumm Rhodes Realty, LLC

  • /14

    $158,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,226 Sq Ft

    1190 Cottage Ave, Middletown, IN 47356

    Nestled at 1190 Cottage AVE, MIDDLETOWN, IN, this single-family residence in a desirable part of the town offers an inviting home ready for its residents. The living room becomes a haven of warmth and character with its beautiful fireplace, ready to create cozy evenings and memorable moments. The kitchen is equipped with shaker cabinets, offering a blend of classic design and practical storage.

    Christina Boyland Rhodes Realty

    1190 Cottage Ave, Middletown, IN 47356
  • /37

    $180,000 Sold Jul 09, 2025

    8970 N County Road 500 W, Middletown, IN 47356

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Below List Price
    • $144/SF
    • 2 Days On Market

    Last Listing Agent Hilary Casstevens Epique Inc

    8970 N County Road 500 W, Middletown, IN 47356
    • /57

      Est $294,113 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

      • 13% Above List Price
      • $135/SF
      • 81 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Jeff Weightman Weightman Realty Group, LLC

  • /34

    $175,000 Pending

    • 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middletown, IN

Housing Trends

Median Sale Price
$190,000
Median Single Family Sale Price
$179,900
Average Price Per Sq Ft
$122
Number of Homes for Sale
10
Last 12 months Home Sales
62
Months of Supply
1.90
Median List Price
$195,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
1%
How to Buy a Home How to Finance a Home How to Sell a Home