Middletown, IN Homes

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  /47

  $225,055 Pending

  • 3 Beds
  • 2 Baths
  • 2,695 Sq Ft

  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

  (844) 588-0966

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

  

  

  /21

  $1,267 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 31, Middletown, IN 47356

  Looking for a fresh, stylish space to call home? This newer 3-bedroom, 2-bathroom beauty has everything you need-and then some! With its open-concept layout, clean lines, and modern finishes, it's the perfect blend of comfort and convenience. What You'll Love: Bright, open floor plan-kitchen, dining & living all flow together Spacious kitchen with newer appliances & plenty of counter space Large

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 31, Middletown, IN 47356
• 

  

  

  /43

  $467,500 Sold Apr 23, 2025

  • 4,011 Sq Ft
  • $117/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1991

  5863 W County Road 600 N, Middletown, IN 47356

  Are you ready to start living that country life? Check out this amazing 4-bedroom, 2.5 bath approximately 4,500 sq ft. with 2 wood burning fireplaces and lots of room for the family to enjoy life. It's surrounded by fields and offers lots of privacy. Inside the home there is wood flooring and kitchen cabinets made from native trees from the property. You will have lots of room for storage inside

  Marty Dulworth RE/MAX Real Estate Solutions

  5863 W County Road 600 N, Middletown, IN 47356
• 

  

  

  /22

  Est $175,767 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,966 Sq Ft

  364 N 6th St, Middletown, IN 47356

  364 N 6th St, Middletown, IN 47356
• 

  

  

  /38

  $265,000

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  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
• 

  

  /4

  $1,139 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 9, Middletown, IN 47356

  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, giving the home a warm, modern look that is also easy to maintain. The open living and dining areas create an inviting

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 9, Middletown, IN 47356
• 

  

  /50

  $136,000 Sold Apr 14, 2025

  • 1,606 Sq Ft
  • $85/SF
  • 24 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1972

  9031 W Us Highway 36, Middletown, IN 47356

  Check out this 3 bed / 1 bath home in Middletown, IN. Newly updated bathroom. New flooring and fresh paint through most of the house. Primary Bedroom and second bedroom on the main floor. Dining room, laundry room, living room, and a bonus room all on the main floor. Upstairs you will find a loft, 1 bedroom, and 1 play room that just needs a closet to be considered a bedroom. Plenty of storage

  Caleb Cleek Jeff Boone Realty, LLC

  9031 W Us Highway 36, Middletown, IN 47356
• 

  

  /19

  Est $184,395 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,588 Sq Ft

  504 N 12th St, Middletown, IN 47356

  504 N 12th St, Middletown, IN 47356
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  /36

  $419,900

  • 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
• 

  

  /18

  $1,199 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 79, Middletown, IN 47356

  Welcome to Your Dream Home in Crestwood! Step into comfort and style in this beautifully designed 3 bedroom 2 bathroom home located in the desirable Crestwood community. Featuring a spacious open floor plan, this home is perfect for both everyday living and entertaining. The heart of the home offers a modern kitchen with gleaming stainless steel appliances, a gas range stove, kitchen island, and

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 79, Middletown, IN 47356
• 

  

  /46

  $295,000 Sold Mar 12, 2025

  • 1,732 Sq Ft
  • $170/SF
  • 45 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  5642 N Meadowlark Ln, Middletown, IN 47356

  Beautifully Updated 3-Bedroom, 2.5-Bath Home in Maple Hills! Welcome to this stunning home featuring floor-to-ceiling windows that flood the front living area with natural light. The dream kitchen is completely new, offering soft-close cabinets, abundant quartz countertops, and two pantries framing a custom stove. New appliances complement the open-concept design, making it perfect for

  Rachel Ellis RE/MAX Real Estate Solutions

  5642 N Meadowlark Ln, 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
• 

  

  /25

  $283,000

  • 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
• 

  

  /21

  $1,199 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 22, Middletown, IN 47356

  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 living. The open concept kitchen is equipped with stainless steel appliances, a gas range stove, and a kitchen bar

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 22, Middletown, IN 47356
• 

  

  /24

  $143,000 Sold Mar 10, 2025

  • 1,160 Sq Ft
  • $123/SF
  • 94 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  1215 Locust St, Middletown, IN 47356

  This cozy 3-bedroom, 1-bathroom home offers a welcoming covered front porch and a nice-sized yard, perfect for outdoor activities. Inside, you'll find a comfortable living room and a kitchen with plenty of cabinetry for storage, plus all kitchen appliances are included with the home. The large bathroom features a tiled Jacuzzi tub, a stand-up shower, and a double-sink vanity-providing both luxury

  Ashley Wright F.C. Tucker Company

  1215 Locust St, Middletown, IN 47356
• 

  

  /29

  Est $583,491 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

  $294,900

  • 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
• 

  

  /18

  $1,199 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 28, Middletown, IN 47356

  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 thoughtfully laid out with stainless steel appliances, a gas range stove, a convenient kitchen bar for seating, and an abundance

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 28, Middletown, IN 47356
• 

  

  /29

  $125,000 Sold Feb 28, 2025

  • 1,758 Sq Ft
  • $71/SF
  • 48 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  544 Liberty St, Middletown, IN 47356

  This charming 3-bedroom, 2-bathroom ranch in the heart of Middletown IN offers both comfort and potential. Over 1750 sq. ft. with its accessible layout and spacious rooms makes it an attractive option. Join this inviting community, within a 30-minute drive from all that Hamilton County has to offer. This home is ready for your personal touch and creativity to bring it to life. The primary

  Gadi Boukai F.C. Tucker Company

  544 Liberty St, Middletown, IN 47356
• 

  

  /16

  Est $180,157 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
• 

  

  /42

  $218,000 Pending

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft

  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
• 

  

  /14

  $1,199 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 13, Middletown, IN 47356

  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 spacious living area where a built-in entertainment center creates a natural focal point for gathering and relaxing. Just off

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 13, Middletown, IN 47356
• 

  

  /22

  $135,000 Sold Feb 28, 2025

  • 988 Sq Ft
  • $137/SF
  • 174 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1967

  930 Progress St, Middletown, IN 47356

  Move In Ready!! This is the perfect starter home or downsizing home with low maintenance. This ranch style house has 3 bedrooms with 1 bathroom as well as a nice size living room with a large picture window. The kitchen has a side door that goes out to the carport to make it easy to enter/exit the house to your vehicle. Recently installed carpet and closet doors as well as fresh paint

  Christina Boyland Rhodes Realty, LLC

  930 Progress St, Middletown, IN 47356
• 

  

  /5

  Est $160,547 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

  $299,900 Pending

  • 5 Beds
  • 1 Bath
  • 2,316 Sq Ft

  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
• 

  

  /20

  $1,199 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 54, Middletown, IN 47356

  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 home, creating a clean, cohesive feel. The open living and dining areas connect seamlessly to a well-equipped kitchen,

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 54, Middletown, IN 47356
• 

  

  /25

  $180,000 Sold Jan 03, 2025

  • 1,692 Sq Ft
  • $106/SF
  • 98 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1966

  1301 Locust St, Middletown, IN 47356

  Sitting on a coveted corner lot, this sprawling brick ranch has everything you've been looking for! You'll be greeted by a stately entryway with columns and double doors. The home features an eat in kitchen & vast living area, which leads directly to the fenced in backyard. With the beautiful brick fireplace, it is truly a perfect space for entertaining guests and making memories together. Each

  Matthew Wehner Gardner Property Group

  1301 Locust St, Middletown, IN 47356
• 

  

  /12

  Est $218,630 Not Listed For Sale

  • 4 Beds
  • 1,976 Sq Ft

  802 Cossack Dr, Middletown, IN 47356

  802 Cossack Dr, Middletown, IN 47356
• 

  

  /27

  $195,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,423 Sq Ft

  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
• 

  

  /6

  $1,199 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 81, Middletown, IN 47356

  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, a gas range stove, and ample cabinetry that offers generous storage and a clean, streamlined look. It is a space designed

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 81, Middletown, IN 47356
• 

  

  /53

  $770,000 Sold Dec 30, 2024

  • 2,498 Sq Ft
  • $308/SF
  • 45 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2006

  5748 W County Road 900 N, Middletown, IN 47356

  Experience rustic elegance and modern luxury in this exceptional four-bedroom, 3.5-bathroom log home, situated on 50.56 acres of serene countryside. This Property features granite countertops, SS appliances, and two Primary en-suites, one on the main level with a standalone tile shower with two shower heads, double sinks, and separate toilet area. The impressive great room boasts soaring

  Steffanie Hensley RE/MAX At The Crossing

  5748 W County Road 900 N, 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
• 

  

  /31

  $375,000 Pending

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

  2917 W County Road 650 N, Middletown, IN 47356

  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 suite has vaulted ceilings, large walk in

  Laura Wright PPG Real Estate LLC

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

  

  /15

  $1,199 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 24, Middletown, IN 47356

  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, giving the home a warm, modern look that is also easy to maintain. The open living and dining areas create an inviting

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 24, Middletown, IN 47356
• 

  

  /37

  $191,500 Sold Dec 27, 2024

  • 1,131 Sq Ft
  • $169/SF
  • 22 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  510 N 12th St, Middletown, IN 47356

  This charming 3-bedroom, 1.5-bathroom ranch home boasts nearly 1,200 square feet of living space and is situated on a double Lot, located in the desirable Honnold Addition, within the highly sought-after Shenandoah School district. With features that include an expansive living room with an open-concept dining area, galley kitchen, primary bedroom en-suite, easily accessible standalone shower in

  Steffanie Hensley RE/MAX At The Crossing

  510 N 12th St, Middletown, IN 47356
• 

  

  /43

  Est $272,910 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

  $24,000

  • 3 Beds
  • 1 Bath
  • 937 Sq Ft

  907 Locust St, Middletown, IN 47356

  Attention! This distressed property in the heart of Middletown offers a prime opportunity to bring your vision and craftsmanship to life. Located at 907 Locust St, this fixer-upper is ready for a full renovation and would make a great addition to a rental portfolio or a profitable flip. The home currently features an open floor plan, giving investors a flexible canvas to work with. Whether you're

  Ryan Gehris Unreal Estate LLC

  907 Locust St, Middletown, IN 47356
• 

  

  /23

  $1,199 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  27 Crestwood Dr Unit 103, Middletown, IN 47356

  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 home, creating a seamless and stylish foundation. The open living area flows easily into a spacious kitchen that is sure

  Nathan Fles Crestwood

  27 Crestwood Dr Unit 103, Middletown, IN 47356
• 

  

  /57

  $260,000 Sold Dec 27, 2024

  • 1,920 Sq Ft
  • $135/SF
  • 81 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1949

  6221 N County Road 200 W, Middletown, IN 47356

  This great 2 bedroom 2 bath country farm home on 7 1/2 acres with a horse barn with stalls and hay storage, a pole barn perfect for equipment storage, a pasture area, and a wooded area is ready for your personal touches and updates. This home has amazing potential! The home features large rooms and a flexible floor plan. The living area coud be easily converted into a third bedroom. Don't miss

  Jeff Weightman Weightman Realty Group, LLC

  6221 N County Road 200 W, Middletown, IN 47356
• 

  

  /6

  Est $241,587 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

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