Middletown, IN Homes

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  /36

  $109,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,133 Sq Ft

  108 N Maple St, Middletown, IN 47356

  Great find in Sulphur Springs. 3 bed/1 bath home with over 1100 square feet of living space that is move in ready. New flooring, fresh paint throughout the home. One bedroom is on the main level. There are hardwood floors under some of the carpeted areas. The stove, refrigerator, dishwasher, washer dryer and water softener all remain with the sale! The home has both front and back enclosed

  

  Susan Falck-Neal

  RE/MAX First Integrity

  (855) 952-3889

  108 N Maple St, Middletown, IN 47356
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• 

  

  

  /35

  $1,489 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 61, Middletown, IN 47356

  SIZZLING SUMMER SAVINGS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 6/30/25! ACT FAST! *Restrictions Apply. Welcome to your dream home at Crestwood! Step into comfort and style with this beautifully designed 3 bedroom, 2 bathroom residence perfectly suited for modern living. Located in a quiet, friendly neighborhood, this home offers a spacious and inviting layout that's sure to

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 61, Middletown, IN 47356
• 

  

  

  /38

  $265,000 Sold Jun 06, 2025

  • 1,680 Sq Ft
  • $158/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  8130 N Mechanicsburg Rd, Middletown, IN 47356

  This well-kept 3-bedroom, 1.5-bath ranch offers a functional open-concept layout with room to spread out. The updated kitchen includes stainless steel appliances (all included), a breakfast bar, and opens into a comfortable living room with a stone gas-log fireplace. A large second living area, near the half bath provides great flexibility-perfect for a family room, playroom, home office, or

  Lindsey Smalling F.C. Tucker Company

  8130 N Mechanicsburg Rd, Middletown, IN 47356
• 

  

  

  /43

  Est $314,592 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,805 Sq Ft

  5076 S County Road 450 E, Middletown, IN 47356

  5076 S County Road 450 E, Middletown, IN 47356
• 

  

  

  /68

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft

  9461 N County Road 800 W, Middletown, IN 47356

  Welcome home to this charming all brick ranch on a sprawling homesite! Greeted by an extended driveway, covered porch and towering trees, this home has a stately curb appeal! Open the door to New carpet, and wide open spaces offering over 1800 sq ft, with 3 bedrooms, 2 Full baths, and 3 living spaces! Greatroom just off the foyer with a large picture window offering tons of natural light! Flows

  Laura Turner F.C. Tucker Company

  9461 N County Road 800 W, Middletown, IN 47356
• 

  

  /29

  $1,209 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 22, Middletown, IN 47356

  SIZZLING SUMMER SAVINGS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 6/30/25! 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

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 22, Middletown, IN 47356
• 

  

  /53

  $184,500 Sold Jun 05, 2025

  • 3,408 Sq Ft
  • $54/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  8874 W Us Highway 36, Middletown, IN 47356

  GREAT OPPORTUNITY!! Sitting right on US-36 in Mechanicsburg with two full size lots that have been combined. This home has 3 bedrooms, a large bonus room, utility room and a large kitchen that boasts plenty of cabinet space and counter space. Inside has been updated with new carpet, floors, paint, trim, some and bathroom fixtures. Above the garage is a 1 bedroom apartment with an entrance in

  Christina Boyland Rhodes Realty, LLC

  8874 W Us Highway 36, Middletown, IN 47356
• 

  

  /29

  Est $581,353 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
• 

  

  /33

  $273,000

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

  914 Maple St, Middletown, IN 47356

  Welcome to this stunning one-level ranch home with almost 3000sf, two covered front porches providing welcoming entrances, beautifully situated on a .58 acre corner lot in the Shenandoah School District. Offering an expansive 4-bedroom, 2.5-bathroom layout, this property combines comfort and style with awesome living space and outdoor amenities. As you enter through the foyer, you'll be greeted

  Candy Bair RE/MAX Real Estate Solutions

  914 Maple St, Middletown, IN 47356
• 

  

  /28

  $1,209 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 28, Middletown, IN 47356

  SIZZLING SUMMER SAVINGS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 6/30/25! ACT FAST! *Restrictions Apply. Discover this inviting 3 bedroom, 2 bathroom home located in the welcoming community of Crestwood. Designed for both style and practicality, the home features wood vinyl flooring in the main living and bathroom areas, offering durability and easy upkeep. The kitchen is

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 28, Middletown, IN 47356
• 

  

  /31

  $363,000 Sold May 30, 2025

  • 1,944 Sq Ft
  • $187/SF
  • 49 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1998

  2917 W County Road 650 N, Middletown, IN 47356

  BACK ON MARKET DUE TO NO FAULT OF SELLER. Rural home in Shenandoah Schools! When you enter the home, you will notice the open floor plan with lots of natural light. The dining room leads to a deck that overlooks a wooded lot and fire ring. The kitchen is fully equipped with all appliances and tons of cabinetry. All three bedrooms are spacious with nicely sized closets. The impressive master

  Laura Wright PPG Real Estate LLC

  2917 W County Road 650 N, Middletown, IN 47356
• 

  

  /16

  Est $200,052 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
• 

  

  /36

  $215,000 Pending

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

  8600 W Us Highway 36, Middletown, IN 47356

  Brick Ranch on 1 acre in desirable Shenandoah school district! This property has a fully fenced in back yard, a driveway with basketball hoop, 2 car attached garage, sunroom and a shed in the backyard that brings lots of storage opportunities. The primary bedroom has a half bath ensuite and there is beautiful vinyl flooring throughout most of the home. This is a great home to put your personal

  Tim Hall F.C. Tucker / Prosperity

  8600 W Us Highway 36, Middletown, IN 47356
• 

  

  /30

  $1,209 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 13, Middletown, IN 47356

  SIZZLING SUMMER SAVINGS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 6/30/25! ACT FAST! *Restrictions Apply. Stylish and Smart Living in Crestwood! Welcome to this thoughtfully upgraded 3 bedroom, 2 bathroom home located in the heart of Crestwood. With wood vinyl flooring extending throughout the entire home, every room feels cohesive, durable, and easy to maintain. Step into the

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 13, Middletown, IN 47356
• 

  

  /42

  $210,000 Sold May 30, 2025

  • 975 Sq Ft
  • $215/SF
  • 68 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1965

  9393 N County Road 800 W, Middletown, IN 47356

  Great style, Hoosier Hospitality & small-town charm in this totally remodeled, .92 acre, well-maintained all-brick ranch with metal roof. Stylish gray interior w/LVP flooring and carpet new in 2022. Kitchen w/farmhouse sink; spacious cabinets & all other appliances new in 2022. Pocket sliding screen door leads to large deck off kitchen. Pocket sliding screen on front door, too. New blinds

  Rebecca Morrow F.C. Tucker Company

  9393 N County Road 800 W, Middletown, IN 47356
• 

  

  /5

  Est $156,081 Not Listed For Sale

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

  1459 Congress St, Middletown, IN 47356

  1459 Congress St, Middletown, IN 47356
• 

  

  /33

  $274,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft

  9037 W County Road 950 N, Middletown, IN 47356

  Best of both worlds! This meticulously maintained, one owner home, is located on 4 pristine acres with beautiful country views, but just 6 minutes from SR 67 and 8 minutes from I-69. This well built home features a large living room at the front of the home. The living room opens to the dining room and spacious kitchen. Located off the kitchen is the cozy family room. The 3 bedrooms are

  Rebekah Hanna RE/MAX Real Estate Groups

  9037 W County Road 950 N, Middletown, IN 47356
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  /40

  $1,209 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 54, Middletown, IN 47356

  SIZZLING SUMMER SAVINGS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 6/30/25! ACT FAST! *Restrictions Apply. Welcome to this thoughtfully designed 3 bedroom, 2 bathroom home in the heart of Crestwood. With modern finishes, smart features, and a welcoming layout, this home offers both comfort and convenience from the moment you walk in. Wood vinyl flooring flows throughout the entire

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 54, Middletown, IN 47356
• 

  

  /6

  $165,000 Sold May 16, 2025

  • 1,500 Sq Ft
  • $110/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  4078 N Mechanicsburg Rd, Middletown, IN 47356

  House has 1500 Square Feet and has always been maintain with the 1 owner Rawlings family.

  Buster Johnson Buster Johnson, REALTORS®

  4078 N Mechanicsburg Rd, Middletown, IN 47356
• 

  /2

  Est $211,022 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,952 Sq Ft

  802 Cossack Dr, Middletown, IN 47356

  802 Cossack Dr, Middletown, IN 47356
• 

  

  /25

  $299,000 Pending

  • 4 Beds
  • 2 Baths
  • 5,824 Sq Ft

  254 N 7th St, Middletown, IN 47356

  This must see beautiful historic 3 bedroom home with a 3 car garage offers an additional 2 bedroom updated rental property or in-law quarters with split utility and private concrete drive. Inside the home there are 4 original fireplaces, a grand stairway in foyer leading upstairs to a 2 story front porch over looking the town. The upstairs has 3 large bedrooms with walk in closets and a large

  Doug Rector Doug Rector

  254 N 7th St, Middletown, IN 47356
• 

  

  /19

  $1,209 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 24, Middletown, IN 47356

  SIZZLING SUMMER SAVINGS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 6/30/25! ACT FAST! *Restrictions Apply. Step into this well-appointed 3 bedroom, 2 bathroom home designed with both style and function in mind. Located in the welcoming Crestwood community, this residence offers a smart layout with thoughtful upgrades throughout. Wood vinyl flooring runs seamlessly through every

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 24, Middletown, IN 47356
• 

  

  /16

  $156,500 Sold May 15, 2025

  • 855 Sq Ft
  • $183/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  11851 S Co Road 600 W, Middletown, IN 47356

  Daleville Schools! This cute bungalow is situated on 2 acres. It features new carpet and vinyl plank flooring and has been freshly painted. Updates include newer HVAC system, some windows, well pump, water softener, reverse osmosis system and deck. The property features persimmon, apple and mulberry trees that produce fruit. Chestnut, black walnut and English walnut that produce nuts. There

  Laura Wright PPG Real Estate LLC

  11851 S Co Road 600 W, Middletown, IN 47356
• 

  

  /46

  Est $345,741 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
• 

  

  /34

  $139,000

  • 4 Beds
  • 2 Baths
  • 1,547 Sq Ft

  1256 Locust St, Middletown, IN 47356

  Nestled in the heart of East Central Indiana and located within the Shenandoah School District, this 1.5-story home offers 1,547 sq ft of comfortable living space with a flexible layout that blends openness and privacy. Four bedrooms provide ample opportunity for personalization-whether it's a peaceful retreat, creative studio, or cozy guest space. Start your mornings on the inviting covered

  Hilary Casstevens Epique Inc

  1256 Locust St, Middletown, IN 47356
• 

  

  /39

  $1,209 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 103, Middletown, IN 47356

  SIZZLING SUMMER SAVINGS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 6/30/25! 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, this home offers both comfort and practicality in every detail. Wood vinyl flooring runs throughout the entire

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 103, Middletown, IN 47356
• 

  

  /6

  $18,000 Sold May 13, 2025

  • 1,288 Sq Ft
  • $14/SF
  • 18 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  1328 Cottage Ave, Middletown, IN 47356

  Small town living in this 2 bedroom, 1 full bath with a large living room and kitchen, gas forced air furnace and covered front porch. All within walking distance to convenience stores and park.

  Bryce Conyers Starr Real Estate LLC

  1328 Cottage Ave, Middletown, IN 47356
• 

  

  /43

  Est $271,067 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
• 

  

  /23

  $189,900

  • 3 Beds
  • 1 Bath
  • 1,153 Sq Ft

  482 N 7th St, Middletown, IN 47356

  Nestled in Middletown. Home offers a beautifully manicured corner lot with Wisteria Vine, Azaleas, Spireas, Lilacs, Hydrangea, Rhododendron and much more! Greenhouse with power is located in the south east corner of the parcel. The backyard is completely fenced in, connecting to the detached garage and workshop. Home has three bedrooms, one bath and ample amount of storage space. This Traditional

  Dawn Cravens Taflinger Real Estate Group

  482 N 7th St, Middletown, IN 47356
• 

  

  /19

  $1,209 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 124, Middletown, IN 47356

  SIZZLING SUMMER SAVINGS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 6/30/25! 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, this home offers both comfort and practicality in every detail. Wood vinyl flooring runs throughout the entire

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 124, Middletown, IN 47356
• 

  

  /33

  $330,500 Sold May 09, 2025

  • 2,316 Sq Ft
  • $143/SF
  • 3 Days On Market

  • 5 Beds
  • 1 Bath
  • Built 1933

  8730 N County Road 400 W, Middletown, IN 47356

  Seize the opportunity to own a meticulously cared-for farmhouse nestled on 4.5 acres in rural Middletown- Shenandoah Schools. This 1933 farmhouse has been lovingly maintained for over 50 years, offering vintage charm and recent improvements include a new roof (November 2024), a new water heater (2025), and vinyl replacement windows, ensuring comfort and peace of mind for years to come. The main

  Heather Upton Keller Williams Indy Metro NE

  8730 N County Road 400 W, Middletown, IN 47356
• 

  

  /6

  Est $236,965 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
• 

  

  /15

  $174,900

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  8984 W Us Highway 36, Middletown, IN 47356

  Large 4 bedroom property sitting on the corner of Highway 36 and Mechanicsburg Road. On the main level is the kitchen, utility room, a bedroom, living room with a dining room which could also be turned into another bedroom. Upstairs has 3 additional bedrooms with the potential for a 4th bedroom. The primary bedroom upstairs has another room attached with a sink and washer and dryer hook ups.

  Christina Boyland Rhodes Realty, LLC

  8984 W Us Highway 36, Middletown, IN 47356
• 

  

  /25

  $1,244 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 14, Middletown, IN 47356

  SIZZLING SUMMER SAVINGS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 6/30/25! 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, this home offers both comfort and practicality in every detail. Wood vinyl flooring runs throughout the entire

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 14, Middletown, IN 47356
• 

  

  /27

  $200,000 Sold May 09, 2025

  • 1,423 Sq Ft
  • $141/SF
  • 34 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  602 Liberty St, Middletown, IN 47356

  Welcome to 602 Liberty Street, Middletown, IN! This charming 3-bedroom, 2-bathroom home offers a perfect blend of modern comfort and classic appeal. Nestled in a friendly neighborhood, this property features a spacious open-concept kitchen and dining area, perfect for family gatherings. The cozy living room, completed with beautiful fireplace, provides a warm and inviting space to relax. The

  Oksana Minkevych Trueblood Real Estate

  602 Liberty St, Middletown, IN 47356
• 

  

  /12

  Est $217,173 Not Listed For Sale

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

  3701 N County Road 575 W, Middletown, IN 47356

  3701 N County Road 575 W, Middletown, IN 47356
• 

  

  /44

  $669,900

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

  9247 W 650 N, Middletown, IN 47356

  ***NEW PRICE!*** ONE LOOK AND YOU'LL BE SMITTEN!!! 2005 custom home offers 16 rooms, including 5 BR's and over 5500+ sq ft finished living space plus 972 sq ft 3 car garage. 455 sq ft upstairs is unfinished storage area. Entertaining is easy in spacious theatre rm, massive party rm w/mini kitchen plus exercise and game rooms. Primary suite, with setting area, large walk-in tile shower, and 2 big

  Michael Lawson RE/MAX Real Estate Solutions

  9247 W 650 N, Middletown, IN 47356
• 

  

  /47

  $1,209 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 81, Middletown, IN 47356

  SIZZLING SUMMER SAVINGS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 6/30/25! ACT FAST! *Restrictions Apply. Welcome to this thoughtfully upgraded 3 bedroom, 2 bathroom home located in the heart of Crestwood. With wood vinyl flooring extending throughout the entire home, every room feels cohesive, durable, and easy to maintain. The kitchen is equipped with stainless steel appliances,

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 81, Middletown, IN 47356
• 

  

  /47

  $225,055 Sold Apr 28, 2025

  • 2,695 Sq Ft
  • $84/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1924

  4396 N County Road 200 W, Middletown, IN 47356

  To be sold in an online auction on Sunday, March 16th @ 5 Pm EST. Check out this 7 +/- Acre Homestead in Henry County Indiana! Big farmhouse ready for you to put your mark on it. Large attached garage, plenty of storage, geothermal heat/ac system, & hand hewn barn beams inside this home are just a small selection of what this property has to offer. Huge sunroom that wraps around 2 sides of the

  Caleb Cleek Jeff Boone Realty, LLC

  4396 N County Road 200 W, Middletown, IN 47356
• 

  

  /47

  Est $270,532 Not Listed For Sale

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

  8542 W Us Highway 36, Middletown, IN 47356

  8542 W Us Highway 36, Middletown, IN 47356

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