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Middletown, MO Homes

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  • /62

    $1,068,000

    • 2 Beds
    • 2 Baths

    28450 Highway M, Middletown, MO 63359

    120 Acres Middletown, MO | Income & Recreation in One Prime Package Welcome to 28450 Hwy M, a diverse 120-acre property in Middletown, MO that perfectly blends income potential with recreation. With 61 acres of tillable ground bringing in $6,000/year in cash rent, this farm is already producing. The remaining acreage features a mixture of native grasses and mature timber, established food

    Agri Co

    28450 Highway M, Middletown, MO 63359
  • /69

    $649,900 Last List Price Sold Jul 14, 2025

    8124 Highway K, Middletown, MO 63359

    • 3 Beds
    • 2 Baths
    • 2,241 Sq Ft
    • Built 2022

    Last Sold Summary

    • $290/SF
    • 3 Days On Market

    Last Listing Agent Cassandra Magruder Trophy Properties & Auction

    8124 Highway K, Middletown, MO 63359
    • /14

      Not Listed For Sale

      • Studio

      32 Whit Sydnor Rd, Middletown, MO 63359

      32 Whit Sydnor Rd, Middletown, MO 63359
  • /23

    $265,000

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

    0 Bales Rd (26 50+ - 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. For additional information, please

    Bret Martin Bret Martin - Meyer & Company Real Estate

    0 Bales Rd (26 50+ - Acres), Middletown, MO 63359
  • /2

    $20,000 Last List Price Sold May 01, 2025

    403 Missouri 161, Middletown, MO 63359

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    Last Sold Summary

    • $17/SF
    • 154 Days On Market

    Last Listing Agent Jessica Lawson Real Broker LLC

    403 Missouri 161, Middletown, MO 63359
    • /35

      Not Listed For Sale

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

      0 Audrain Road 689 (45+ - Acres), Middletown, MO 63359
  • /49

    $736,200

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

    0 Bales Rd (81 80+ Ac), 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. Its 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

    Meyer Auctions Meyer & Company Real Estate and Auctions

    0 Bales Rd (81 80+ Ac), Middletown, MO 63359
  • /35

    $320,000 Last List Price Sold Nov 21, 2025

    0 Highway T Unit MIS25053724, Middletown, MO 63359

    • Built 2025

    Last Sold Summary

    • 57 Days On Market

    Last Listing Agent Travis Owen High Point Land Company, LLC

    0 Highway T Unit MIS25053724, Middletown, MO 63359
    • /20

      Est $79,560 Not Listed For Sale

      • 1 Bed
      • 1 Bath

      629 Highway A, Middletown, MO 63359

      629 Highway A, Middletown, MO 63359
  • /43

    $497,700 Pending

    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
  • /15

    $700,700 Last List Price Sold Oct 03, 2025

    77 Acres Highway Ac, Middletown, MO 63359

    • Land
    • 77 Acres
    • $9,100 per Acre

    Last Sold Summary

    • 54 Days On Market

    Last Listing Agent Julie Worsham Milner Agency

    77 Acres Highway Ac, Middletown, MO 63359
    • /45

      Not Listed For Sale

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

      0 Highway K (79+ - Acres), Middletown, MO 63359
  • /8

    $40,000 Pending

    • 4 Beds
    • 1 Bath
    • 1,938 Sq Ft

    301 Main St, Middletown, MO 63359

    Vintage 2-sty with large rooms. Beautiful wood staircase, most rooms have 10 inch wood trim. Upstairs rooms have 9 ft ceilings and 10 ft ceilings downstairs Needs work to restore it to original beauty. Large yard on 4 lots. Sold as-is.

    Jude Turner WJRJR LLC

    301 Main St, Middletown, MO 63359
  • /18

    $70,000 Last List Price Sold Sep 04, 2025

    5139 Pike 427, Middletown, MO 63359

    • 3 Beds
    • 2 Baths
    • 2,112 Sq Ft
    • Built 1880

    Last Sold Summary

    • $33/SF
    • 5 Days On Market

    Current Estimated Value $70,000

    Last Listing Agent Patrick Stumbaugh Stumbaugh Realty, LLC

    5139 Pike 427, Middletown, MO 63359
    • /4

      Not Listed For Sale

      0 Mo-M Unit MAR24026690, Middletown, MO 63359

      0 Mo-M Unit MAR24026690, Middletown, MO 63359
  • /44

    $103,000

    • 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
  • /53

    $175,000 Last List Price Sold Jul 18, 2025

    56 Berger Rd, Middletown, MO 63359

    • 3 Beds
    • 1 Bath
    • 1,333 Sq Ft
    • Built 1983

    Last Sold Summary

    • $131/SF
    • 59 Days On Market

    Current Estimated Value $175,000

    Last Listing Agent Chelsey Van Horn Milner Agency

    56 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
  • /24

    $265,000

    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
  • /53

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

    52 Berger Rd, Middletown, MO 63359

    • 4 Beds
    • 4 Baths
    • 1,836 Sq Ft
    • Built 1983

    Last Sold Summary

    • $207/SF
    • 15 Days On Market

    Current Estimated Value $379,900

    Last Listing Agent Chelsey Van Horn Milner Agency

    52 Berger Rd, Middletown, MO 63359
    • /11

      Est $229,019 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,072 Sq Ft

      11393 Pike 410, Middletown, MO 63359

      11393 Pike 410, Middletown, MO 63359
  • /10

    $350,000

    00 Highway T, Middletown, MO 63359

    Bruns Farm – 40± Acres of Tillable GroundThe Bruns Farm offers 40± acres of nearly all tillable land in a convenient and accessible location. While the soils are more modest compared to some larger tracts, this property has a proven production history, offering dependable yields and steady income potential.Key Features:40± acres, nearly all in productionAverage

    Travis Owen High Point Land Company, LLC

    00 Highway T, Middletown, MO 63359
  • /47

    $470,000 Last List Price Sold Nov 07, 2025

    89 Kern Rd, Middletown, MO 63359

    • Built 1975

    Last Sold Summary

    • 189 Days On Market

    Last Listing Agent Jason Cleveland Trophy Properties & Auction

    89 Kern Rd, Middletown, MO 63359
    • /26

      Not Listed For Sale

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

      0 Highway Bb (10+ - Acres), Middletown, MO 63359
  • /49

    $736,200 Pending

    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
  • /33

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

    13840 Highway Pp, Middletown, MO 63359

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

    Last Sold Summary

    • 43 Days On Market

    Current Estimated Value $545,000

    Last Listing Agent Tyler Wilmsmeyer Sports Afield Real Estate

    13840 Highway Pp, 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
  • /65

    $255,000 Last List Price Sold Oct 02, 2025

    42 Berger Rd, Middletown, MO 63359

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2001

    Last Sold Summary

    • $170/SF
    • 142 Days On Market

    Last Listing Agent Chelsey Van Horn Milner Agency

    42 Berger Rd, 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
  • /38

    $325,000 Last List Price Sold May 05, 2025

    26969 Highway M, Middletown, MO 63359

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

    Last Sold Summary

    • 149 Days On Market

    Current Estimated Value $325,000

    Last Listing Agent Travis Owen High Point Land Company, LLC

    26969 Highway M, Middletown, MO 63359
    • /42

      Est $141,182 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
  • /43

    $85,000 Last List Price Sold Aug 15, 2025

    610 N Caldwell St, Middletown, MO 63359

    • 4 Beds
    • 2.5 Baths
    • 2,052 Sq Ft
    • Built 1997

    Last Sold Summary

    • $41/SF
    • 327 Days On Market

    Current Estimated Value $85,000

    Last Listing Agent Chelsey Van Horn Milner Agency

    610 N Caldwell St, Middletown, MO 63359
    • /93

      Est $371,443 Not Listed For Sale

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

      30 Angel Ln, Middletown, MO 63359

      30 Angel Ln, Middletown, MO 63359
  • /22

    $369,000 Last List Price Sold Sep 26, 2025

    0 Flint Rd (41+ - Ac) Unit MAR25028459, Middletown, MO 63359

    Last Sold Summary

    • 99 Days On Market

    Last Listing Agent Danielle Ryker Blondin Group, Inc

    0 Flint Rd (41+ - Ac) Unit MAR25028459, Middletown, MO 63359
    • /41

      Est $220,725 Not Listed For Sale

      • 2 Beds
      • 1 Bath

      59 Pond Bottom Rd, Middletown, MO 63359

      59 Pond Bottom Rd, Middletown, MO 63359
  • /45

    $410,900 Last List Price Sold Jul 17, 2025

    24496 Pike 439, Middletown, MO 63359

    • 3 Beds
    • 2.5 Baths
    • 2,550 Sq Ft
    • Built 2015

    Last Sold Summary

    • $161/SF
    • 281 Days On Market

    Current Estimated Value $410,900

    Last Listing Agent Angela Peters Century 21 Broughton Team

    24496 Pike 439, Middletown, MO 63359
    • /18

      Not Listed For Sale

      • 2 Beds
      • 1 Bath

      1963 Highway E, Middletown, MO 63359

      1963 Highway E, Middletown, MO 63359
    • /18

      Est $255,555 Not Listed For Sale

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

      5182 Pike 427, Middletown, MO 63359

      5182 Pike 427, Middletown, MO 63359
    • /26

      Est $157,015 Not Listed For Sale

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

      33 Main St, Middletown, MO 63359

      33 Main St, Middletown, MO 63359
    • /30

      Est $263,061 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,209 Sq Ft

      27006 Pike 413, Middletown, MO 63359

      27006 Pike 413, Middletown, MO 63359

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