2,666

Henry, IN Homes

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  • /40

    $1 Open Thu 4PM - 7PM

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    5634 N Quail Ln, Middletown, IN 47356

    To be sold in an online auction on Sunday, August 10th @ 5 PM EST. A 3 bed 2 bath 1,732 sqft house with a beautiful yard, and mature trees! Enjoy the huge porch that wraps around the front and side of the home! Convenient basement access for storage and utilities. Attached garage to park your car inside on a rainy or cold day, or possible workshop/hobby space. Come take a look!

    Agent Photo

    Caleb Cleek

    Jeff Boone Realty, LLC

    (877) 361-6132

    5634 N Quail Ln, Middletown, IN 47356
  • /35

    $1,209 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
  • /68

    $260,000 Sold Jul 29, 2025

    • 1,884 Sq Ft
    • $138/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    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
    • /59

      Est $311,142 Not Listed For Sale

      • 4 Beds
      • 1,152 Sq Ft

      818 Cossack Dr, Middletown, IN 47356

      818 Cossack Dr, Middletown, IN 47356
  • /39

    $310,000

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

    5571 N Raider Rd, Middletown, IN 47356

    Beautiful ranch home offering 3 bedrooms, 1 bathroom, laundry room and attached garage. This property sits on over 4 acres of land with a barn suitable for animals and a lean to, 2.5 acres are fenced. The garage is fully insulated with heating and cooling. Located within miles of Shenandoah School District and less than 3 miles to the town of Middletown.

    Christina Boyland Rhodes Realty, LLC

    5571 N Raider Rd, Middletown, IN 47356
  • /28

    $1,199 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 37, Middletown, IN 47356

    STAR SPANGLED SPECIALS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 7/31/25! 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

    Nathan Fles Crestwood

    27 Crestwood Dr Unit 37, Middletown, IN 47356
  • /36

    $204,000 Sold Jul 24, 2025

    • 1,506 Sq Ft
    • $135/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    993 High St, Middletown, IN 47356

    Beautiful and well maintained corner lot home. There is new flooring throughout, freshly painted, all new kitchen appliances, and water heater. Both bathrooms have been newly renovated with all new fixtures. There is ample parking including a heated 4 car garage.

    Tina Cale-Coons RE/MAX Real Estate Groups

    993 High St, Middletown, IN 47356
    • /75

      Est $287,989 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,119 Sq Ft

      705 High St, Middletown, IN 47356

      705 High St, Middletown, IN 47356
  • /20

    $170,000

    • 3 Beds
    • 1 Bath
    • 1,286 Sq Ft

    663 N 5th St, Middletown, IN 47356

    This adorable 3 bedroom 1 bath home has so much to offer! The large living room is open to the kitchen/dining area. There is an updated bathroom and laundry room with extra storage on the main floor. Not only is it in the Shenandoah School District, it also offers a large back yard that is partially fenced in with a firepit. The detached garage and shed gives you extra storage space you may

    Donna Showalter Legacy Real Estate Partners Inc

    663 N 5th St, Middletown, IN 47356
  • /17

    $1,400 per month

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    1257 Congress St, Middletown, IN 47356

    This spacious, newly renovated 3 bedroom, 2 bath home features new paint, new vinyl plank flooring throughout, new kitchencabinets and counter tops.Your family will love the enormous open concept living room and dining room for all of your entertainment needs.This home has plenty of storage throughout including the utility and launry rooms, as well as the outdoor shed.The

    1257 Congress St, Middletown, IN 47356
  • /23

    $128,000 Sold Jul 16, 2025

    • 911 Sq Ft
    • $141/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1910

    1041 Locust St, Middletown, IN 47356

    This calm and cozy 3bedroom, 1bath bungalow in Middletown is perfect as a starter home or an investment property-and with possession at closing, you still have time to settle in before school starts. High ceilings give the space an airy feel, while the enclosed front porch offers a quiet spot to unwind. Located within walking distance to Honey Creek Trail and the library, and just one block from

    Hilary Casstevens Epique Inc

    1041 Locust St, Middletown, IN 47356
    • /43

      Est $312,640 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
  • /13

    $168,900

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

    512 N 5th St, Middletown, IN 47356

    Located at 512 N 5th ST, MIDDLETOWN, IN, this single-family residence in the heart of Indiana offers a unique opportunity to embrace comfortable living. The residence features two bedrooms, offering ample space for relaxation and personalization. The configuration includes a full handicap tiled walk in Shower that can be used by all. bathroom, designed for both efficiency and comfort, as well

    Sharon Baker Carpenter, REALTORS®

    512 N 5th St, Middletown, IN 47356
  • /29

    $1,209 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 22, Middletown, IN 47356

    STAR SPANGLED SPECIALS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 7/31/25! 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
  • /17

    $120,000 Sold Jul 14, 2025

    • 1,195 Sq Ft
    • $100/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1900

    252 N 6th St, Middletown, IN 47356

    Charming 2 Bed, 2 Bath Home in Quiet Middletown Neighborhood Welcome to this well-maintained 2-bedroom, 2-bath home nestled in a peaceful area of Middletown. Perfectly suited for comfortable living, this property features a spacious master bedroom, a walkout basement, and an attached 1-car garage for added convenience. Enjoy outdoor living in the large, with an outdoor patio, fully fenced

    Jacob Gray RE/MAX Real Estate Solutions

    252 N 6th St, Middletown, IN 47356
    • /29

      Est $575,913 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
  • /31

    $275,000

    • 3 Beds
    • 1.5 Baths
    • 1,372 Sq Ft

    5411 N County Road 850 W, Middletown, IN 47356

    Welcome to your peaceful retreat in the heart of the countryside! This inviting 3-bedroom, 1-1/2 bath, this two-story home sits on a spacious 1-acre lot, offering the perfect blend of comfort and rural charm. Inside, you'll find a warm, functional layout with plenty of natural light and space to make your own. Step outside to enjoy a spacious yard, ideal for gardening, relaxing, or

    Marty Dulworth RE/MAX Real Estate Solutions

    5411 N County Road 850 W, Middletown, IN 47356
  • /30

    $1,209 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 28, Middletown, IN 47356

    STAR SPANGLED SPECIALS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 7/31/25! 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
  • /26

    $174,000 Sold Jul 11, 2025

    • 1,944 Sq Ft
    • $90/SF
    • 8 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1972

    809 State St, Middletown, IN 47356

    Nestled in a tranquil setting, this stunning three or four bedroom home offers a bonus room perfect for an office or additional living space. Spanning 1,900 sq ft, the property boasts two full baths and an array of impressive features. The bright living room is adorned with hardwood floors, while the eat-in kitchen is equipped with stainless steel appliances. A spacious dining room, half bath,

    Steffanie Hensley RE/MAX At The Crossing

    809 State St, Middletown, IN 47356
    • /16

      Est $175,265 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
  • /44

    $179,900

    • 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 central air, three bedrooms, one bath and ample amount of storage space.

    Dawn Cravens Taflinger Real Estate Group

    482 N 7th St, Middletown, IN 47356
  • /30

    $1,209 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 13, Middletown, IN 47356

    STAR SPANGLED SPECIALS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 7/31/25! 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
  • /37

    $180,000 Sold Jul 09, 2025

    • 1,248 Sq Ft
    • $144/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1996

    8970 N County Road 500 W, Middletown, IN 47356

    This one-owner, 3-bedroom, 2-bath manufactured home sits on nearly an acre in a peaceful rural setting within the Shenandoah school district. Imagine relaxing in the living room, where the vaulted ceiling creates a comfortable and welcoming atmosphere. The kitchen features shaker cabinets, a peninsula, and a bar area-offering a stylish and functional space to cook and gather. The primary bedroom

    Hilary Casstevens Epique Inc

    8970 N County Road 500 W, Middletown, IN 47356
    • /5

      Est $105,535 Not Listed For Sale

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

      1459 Congress St, Middletown, IN 47356

      1459 Congress St, Middletown, IN 47356
  • /15

    $169,900

    • 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
  • /40

    $1,209 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 54, Middletown, IN 47356

    STAR SPANGLED SPECIALS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 7/31/25! 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
  • /36

    $200,000 Sold Jul 09, 2025

    • 1,445 Sq Ft
    • $138/SF
    • 40 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1968

    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
    • /2

      Est $216,429 Not Listed For Sale

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

      802 Cossack Dr, Middletown, IN 47356

      802 Cossack Dr, Middletown, IN 47356
  • /36

    $335,000

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

    9161 N Raider Rd, Middletown, IN 47356

    A spacious 5 bedroom, 2 bath bi-level home sits on 3.72 acres and offers a perfect blend of comfort and functionality. Inside you'll find a large living room, a versatile bonus room, and a huge kitchen/dining area with ample cabinet space ideal for gatherings and everyday living. Recent updates include a new roof, water heater, appliances, carpets, and a renovated primary bath, making this home

    Mary Cordle Berkshire Hathaway Indiana Realty

    9161 N Raider Rd, Middletown, IN 47356
  • /25

    $1,209 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 24, Middletown, IN 47356

    STAR SPANGLED SPECIALS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 7/31/25! 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 room,

    Nathan Fles Crestwood

    27 Crestwood Dr Unit 24, Middletown, IN 47356
  • /33

    $295,000 Sold Jun 20, 2025

    • 1,380 Sq Ft
    • $214/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1968

    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
    • /46

      Est $354,796 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
  • /33

    $259,900 Pending

    • 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
  • /39

    $1,209 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 103, Middletown, IN 47356

    STAR SPANGLED SPECIALS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 7/31/25! 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
  • /39

    $130,000 Sold Jun 19, 2025

    • 1,133 Sq Ft
    • $115/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    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 Integrity Real Estate

    108 N Maple St, Middletown, IN 47356
    • /43

      Est $294,413 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
  • /36

    $160,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,404 Sq Ft

    1144 Cottage Ave, Middletown, IN 47356

    Nestled at 1144 Cottage AVE, MIDDLETOWN, IN, this single-family residence presents an attractive property in great condition, ready to welcome you home. Imagine preparing meals in the kitchen, which features lots of cabinets and a wood ceiling, with a backsplash that adds a touch of visual interest. The outdoor areas provide a variety of options for relaxation and entertainment, including a

    Marty Dulworth RE/MAX Real Estate Solutions

    1144 Cottage Ave, Middletown, IN 47356
  • /25

    $1,209 per month

    • 3 Beds
    • 2 Baths
    • Property for Rent

    27 Crestwood Dr Unit 124, Middletown, IN 47356

    STAR SPANGLED SPECIALS! 3 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 7/31/25! 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
  • /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
    • /6

      Est $228,451 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middletown, IN

Housing Trends

Median Sale Price
$399,900
Median Single Family Sale Price
$399,900
Average Price Per Sq Ft
$172
Number of Homes for Sale
0
Last 12 months Home Sales
48
Months of Supply
0.00
Median List Price
$449,900
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
89%
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