Middletown, MO Homes

• 

  

  

  /47

  $500,500

  • Land
  • 77 Acres
  • $6,485 per Acre

  89 Kern Rd, Middletown, MO 63359

  77 Acres of Outdoor Paradise and a Hunter’s Dream in Montgomery CountyEscape to this stunning 77± acre property just 2.7 miles from Middletown, MO. This gently rolling, hilly land features scattered timber and wooded areas, perfect for outdoor enthusiasts and hunters alike. Key Features:- Corner lot with woven wire fencing- Suitable for horses- Backing onto Middletown

  Jason Cleveland Trophy Properties & Auction

  89 Kern Rd, Middletown, MO 63359
• 

  

  

  /33

  $545,000 Last List Price Sold Apr 11, 2025

  • Land
  • 46 Acres
  • $11,848 per Acre

  • 43 Days On Market

  13840 Highway Pp, Middletown, MO 63359

  This country home on 46+/- acres in Pike County, MO is the perfect mix of space, privacy, and country living. With over 2,300 sq. ft., it features 2 bedrooms, 1 bath, and a bonus room in the basement that could make a non-conventional bedroom. Out back, there’s a large two-car garage with power and a separate shop for extra storage or workspace.The property includes 20+/- tillable acres,

  Tyler Wilmsmeyer Sports Afield Real Estate

  13840 Highway Pp, Middletown, MO 63359
• 

  

  

  /14

  Not Listed For Sale

  • Studio

  32 Whit Sydnor Rd, Middletown, MO 63359

  32 Whit Sydnor Rd, Middletown, MO 63359
• 

  

  

  /43

  $497,700 Pending

  • Land
  • 55 Acres
  • $9,000 per Acre

  0 Bales Rd (55 3+ - Acres), Middletown, MO 63359

  55.3+/- acre parcel located just east of Middletown, MO, offering approximately 44+/- acres of tillable land. The western border is lined by Sandy Creek, adding a scenic water feature. Abundant deer activity is evident throughout the property. Includes some floodplain areas along the western and southern boundaries. Additional acreage options are available.

  Bret Martin Meyer & Company Real Estate

  0 Bales Rd (55 3+ - Acres), Middletown, MO 63359
• 

  

  

  /53

  $379,900 Last List Price Sold Apr 01, 2025

  • 1,836 Sq Ft
  • $207/SF
  • 15 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1983

  52 Berger Rd, Middletown, MO 63359

  Newer construction with lots of space for a family! All on 6.76+/- acres with no restrictions. This incredible home offers 4 main level bedrooms with 3 full baths. Large primary bedroom suite with back deck access and 12x12 primary closet with full bath attached. Jack & Jill bathroom shared between 2 of the 3 other bedrooms. Main floor laundry just off the dining room. Spacious kitchen offering

  Chelsey Van Horn Milner Agency

  52 Berger Rd, Middletown, MO 63359
• 

  

  /13

  Not Listed For Sale

  • Studio

  0 Highway T Unit 23066330, Middletown, MO 63359

  0 Highway T Unit 23066330, Middletown, MO 63359
• 

  

  /46

  $212,500

  • 3 Beds
  • 1 Bath
  • 1,333 Sq Ft

  56 Berger Rd, Middletown, MO 63359

  Rural home on 9.9 +/- acres! A nice mixed of open and wooded land ready for you. Perfect for horses, cattle, other livestock. Four-wheeler trails winding back to the back of the property, wet creek, great hunting with lots of wildlife roaming through the area. 3 bedroom, 1 bath earth contact home. Metal roof & siding installed in 2019, as well as new bathtub, toilet. Galley kitchen with new

  Chelsey Van Horn Milner Agency

  56 Berger Rd, Middletown, MO 63359
• 

  

  /35

  $269,000 Last List Price Sold Nov 01, 2024

  • Land
  • 45 Acres
  • $5,978 per Acre

  • 3 Days On Market

  0 Audrain Road 689 (45+ - Acres), Middletown, MO 63359

  Discover this exceptional 45+/- acre property located on Audrain Road 689, just outside of Middletown, Missouri. Perfect for hunting enthusiasts and nature lovers, this affordable parcel offers a diverse landscape with a balanced mix of open fields and wooded areas. The Cuivre River winds through the property, providing a natural habitat for wildlife, enhancing the property's appeal for hunting

  Rick Meyer Meyer & Company Real Estate

  0 Audrain Road 689 (45+ - Acres), Middletown, MO 63359
• 

  

  /11

  Est $67,352 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,072 Sq Ft

  11393 Pike 410, Middletown, MO 63359

  11393 Pike 410, Middletown, MO 63359
• 

  

  /49

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  42 Berger Rd, Middletown, MO 63359

  One owner home with excellent maintenance kept! This earth contact home offers 3 bedrooms, 2 full baths. Beautiful 50x8 front, covered porch with view of the yard and surrounding woods. Very private, wet creek, walking/ four-wheeler trail that takes you to the back property line. Open floor concept with kitchen/dining combo. TONS of custom oak cabinetry with lifetime warranty, large pantry. All

  Chelsey Van Horn Milner Agency

  42 Berger Rd, Middletown, MO 63359
• 

  

  /20

  $79,900 Last List Price Sold Oct 01, 2024

  • Land

  • 65 Days On Market

  629 Highway A, Middletown, MO 63359

  5 acre nice little retreat approx. half woods and half open great homesite or weekend getaway with a 48' x 93' older pole barn with concrete floor and small living quarters that needs some TLC, county water connected to the building also has a deep well. electric and plumbing in the building. Property has camper connections.

  Jackie Brower Milner Agency

  629 Highway A, Middletown, MO 63359
• 

  

  /51

  Not Listed For Sale

  • Studio

  0 Pike Co Rd 340 (75+ - Acres), Middletown, MO 63359

  0 Pike Co Rd 340 (75+ - Acres), Middletown, MO 63359
• 

  

  /44

  $110,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  103 N Cherry N, Middletown, MO 63384

  Welcome to this beautiful country style farmhouse home. Postcard perfect !! This 3 bedroom 1 bath house boasts tall ceilings and old time country charm. Beautiful wood trim and stairway are true to the era of when this home was built. Picket white fence surrounds mature seasonal flowers and plants. Detached 2 car oversized garage with work room and half bath and an additional carport.

  Laura Wille Wille Real Estate LLC

  103 N Cherry N, Middletown, MO 63384
• 

  

  /45

  $671,500 Last List Price Sold Sep 06, 2024

  • Land
  • 79 Acres
  • $8,500 per Acre

  • 44 Days On Market

  0 Highway K (79+ - Acres), Middletown, MO 63359

  Imagine your dream escape on this extraordinary 79+/- acre property. The property includes tillable acres, lush mature timber, wooded draws, good home sites and an excellent potential pond site, making it the perfect location for your rural retreat. A hunter's paradise, this property boasts a rich history of successful hunts. With 46+/- tillable acres, you have ideal space for food plots or row

  Bret Martin Meyer & Company Real Estate

  0 Highway K (79+ - Acres), Middletown, MO 63359
• 

  

  /24

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,703 Sq Ft

  96 Evergreen Rd, Middletown, MO 63359

  96 Evergreen Rd, Middletown, MO 63359
• 

  

  /26

  $265,000

  • Land
  • 26 Acres
  • $10,000 per Acre

  0 Bales Rd (26 5+ - Acres), Middletown, MO 63359

  26.5+/- acres of scenic land with excellent homesite potential! This gently rolling property is located just 18 miles south of Bowling Green and 3 miles east of Middletown, Missouri. It features 21.5+/- tillable acres, abundant wildlife, and a small pond. Taxes are currently based on the original 81+/-acre parent tract. Additional acreage is also available.

  Bret Martin Meyer & Company Real Estate

  0 Bales Rd (26 5+ - Acres), Middletown, MO 63359
• 

  

  /4

  $180,000 Last List Price Sold Jul 26, 2024

  • Land
  • 24 Acres
  • $7,500 per Acre

  • 98 Days On Market

  0 Mo-M Unit MAR24026690, Middletown, MO 63359

  Nestled in Pike County, this 24 acre property offers rural tranquility just 18 miles from Walmart in Bowling Green. Ideal for weekend retreats or full-time living, it's a mini farm oasis perfect for gardening, animals, and outdoor living. Enjoy convenience with nearby amenities while embracing the serene countryside. Your ideal retreat awaits in Pike County.

  Kent E Jacobsmeyer United Country Land and Lake Properties

  0 Mo-M Unit MAR24026690, Middletown, MO 63359
• 

  

  /26

  Est $245,118 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft

  33 Main St, Middletown, MO 63359

  33 Main St, Middletown, MO 63359
• 

  

  /43

  $110,000

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  610 N Caldwell St, Middletown, MO 63359

  4 bedroom, 2.5 bath manufactured home on the edge of town! Quiet street. Attached, oversized carport for multiple vehicles, circle driveway. Large primary bedroom with separate vanities prior to entering the primary bath with stand-in shower and tub. Comfortable kitchen with plenty of cabinets and countertops. All kitchen appliances convey. Fridge and dishwasher need replacing. Hearth room with

  Chelsey Van Horn Milner Agency

  610 N Caldwell St, Middletown, MO 63359
• 

  

  /26

  $84,000 Last List Price Sold Jun 20, 2024

  • Land
  • 10 Acres
  • $8,400 per Acre

  • 34 Days On Market

  0 Highway Bb (10+ - Acres), Middletown, MO 63359

  Experience the ultimate rural lifestyle on this picturesque 10-acre property. Nestled in the heart of nature, you'll discover sprawling woods, a serene seasonal creek, and an abundance of wildlife, perfect for hunting enthusiasts and nature lovers alike. With two desirable building sites, you can create your dream retreat or forever home. Embrace the tranquility as you hike through your own

  Bret Martin Meyer & Company Real Estate

  0 Highway Bb (10+ - Acres), Middletown, MO 63359
• 

  

  /42

  Est $134,647 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  111 N Caldwell St, Middletown, MO 63359

  111 N Caldwell St, Middletown, MO 63359
• 

  

  /45

  $415,900

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  24496 Pike 439, Middletown, MO 63359

  Nestled on 15 picturesque acres, this charming 1.5-story cabin offers serene lakeside living with a stocked 5-acre lake right at your doorstep. The cabin features 3 spacious bedrooms, 2.5 bathrooms, and is beautifully appointed with custom hickory cabinets throughout. Enjoy the convenience of an in-home elevator, providing easy access to all levels.Step outside to relax on the expansive

  Angela Peters Century 21 Broughton Team

  24496 Pike 439, Middletown, MO 63359
• 

  

  /30

  Est $149,359 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,209 Sq Ft

  27006 Pike 413, Middletown, MO 63359

  27006 Pike 413, Middletown, MO 63359
• 

  

  /10

  $765,000

  • Land
  • 90 Acres
  • $8,500 per Acre

  0 Hwy M County Rd 419 Unit MAR24042132, Middletown, MO 63359

  Great piece of land in Pike County priced to sell. 90 acres w/ 60 tillable terraced acres, and 30 acres of woods great for hunting.WIth blacktop frontage, would make a great building site. current owner would continues to farm it if looking for investmen propertyy. Approx 14 miles from Bowling Green. Great deal so don't wait,

  Alice Charlton RE/MAX Realty Shop

  0 Hwy M County Rd 419 Unit MAR24042132, Middletown, MO 63359
• 

  

  /93

  Est $239,551 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  30 Angel Ln, Middletown, MO 63359

  30 Angel Ln, Middletown, MO 63359
• 

  

  /49

  $736,200 Pending

  • Land
  • 82 Acres
  • $9,000 per Acre

  0 Bales Rd (81 8+ - Acres), Middletown, MO 63359

  This 81.8+/- acre property is located just east of Middletown, MO, offering approximately 70+/- acres of tillable land. The western border is lined by Sandy Creek, adding a scenic water feature to the property. It’s a haven for wildlife, with numerous deer sightings. While there is some floodplain along the western and southern edges, the northeastern part of the property offers an excellent

  Bret Martin Meyer & Company Real Estate

  0 Bales Rd (81 8+ - Acres), Middletown, MO 63359
• 

  

  /41

  Est $125,362 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  59 Pond Bottom Rd, Middletown, MO 63359

  59 Pond Bottom Rd, Middletown, MO 63359
• 

  /2

  $20,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  403 Missouri 161, Middletown, MO 63359

  Investor special! While this property requires significant attention, the possibilities are endless for those with a vision and a keen eye for transformation. This is a great opportunity to create a personalized space or add to your investment portfolio. This sale includes 2 lots totaling 0.74 +/- acre. Being sold in AS-IS condition and will include any personal property left at the residence.

  Jessica Lawson Lawson Realty Group

  403 Missouri 161, Middletown, MO 63359
• 

  

  /18

  Not Listed For Sale

  • 2 Beds
  • 1 Bath

  1963 Highway E, Middletown, MO 63359

  1963 Highway E, Middletown, MO 63359
• 

  

  /38

  $325,000 Pending

  • Land
  • 10 Acres
  • $34,185 per Acre

  26969 Highway M, Middletown, MO 63359

  This Pike county homestead is a 9.503-acre estate at the junction of Hwy M and Hwy K. With ample space for livestock or gardening, the property features a hayed field, fruit trees, and several outbuildings. The 3-bed, 1.5-bath home, built in 1966 and expanded in 1990, is in great shape with a well-kept basement and a new roof (2023). A 30x50 pole barn, workshops, and sheds offer plenty of

  Travis Owen High Point Land Company, LLC

  26969 Highway M, Middletown, MO 63359
• 

  

  /18

  Est $108,467 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,261 Sq Ft

  5182 Pike 427, Middletown, MO 63359

  5182 Pike 427, Middletown, MO 63359
• 

  

  /24

  Not Listed For Sale

  • Studio

  Unlisted Address

  Unlisted Address
• 

  

  /11

  Est $33,903 Not Listed For Sale

  • Studio
  • 2,016 Sq Ft

  602 N Cherry St, Middletown, MO 63359

  602 N Cherry St, Middletown, MO 63359
• 

  

  /3

  Not Listed For Sale

  7 Missouri 161, Middletown, MO 63359

  7 Missouri 161, Middletown, MO 63359
• 

  

  /31

  Est $92,786 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  218 Johnson, Middletown, MO 63359

  218 Johnson, Middletown, MO 63359
• 

  

  /7

  Not Listed For Sale

  • Studio

  1 Hwy Cc, Middletown, MO 63359

  1 Hwy Cc, Middletown, MO 63359
• 

  

  /7

  Not Listed For Sale

  • Studio

  40 Ac Highway M, Middletown, MO 63359

  40 Ac Highway M, Middletown, MO 63359
• 

  

  /15

  Not Listed For Sale

  • Studio

  63+/- Ac Cr 441, Middletown, MO 63359

  63+/- Ac Cr 441, Middletown, MO 63359
• 

  

  /3

  Not Listed For Sale

  • Studio

  0 Hwy 161 Unit 21034795, Middletown, MO 63359

  0 Hwy 161 Unit 21034795, Middletown, MO 63359
• 

  

  /5

  Not Listed For Sale

  • Studio

  0 Hwy 161 Unit 21034785, Middletown, MO 63359

  0 Hwy 161 Unit 21034785, Middletown, MO 63359

Showing Results 1 - 40, Page 1 of 13