25,528

Middletown, OH Homes

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  • /10

    $145,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    1914 Winona Dr, Middletown, OH 45042

    Discover an exceptional opportunity in Middletown, where comfort and convenience converge. This charming single-family residence, with three bedrooms and two full bathrooms, offers an ideal living space for a tranquil suburban lifestyle. The property includes a refreshing central air system for year-round comfort. Featuring a generous 1260 square feet of living area and situated on a substantial

    Tyler Morton RE/MAX Victory + Affiliates

    1914 Winona Dr, Middletown, OH 45042
  • /18

    $230,000

    Sold Aug 28, 2026

    4235 Vannest Ave, Middletown, OH 45042

    • 4 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Built 1951

    Last Sold Summary

    • 2% Below List Price
    • $155/SF
    • 11 Days On Market

    Current Estimated Value $217,007

    Last Listing Agent Jodi Brown Coldwell Banker Heritage

    4235 Vannest Ave, Middletown, OH 45042
    • /13

      Est $196,902

      Not Listed For Sale

      1325 Oxford State Rd, Middletown, OH 45044

      • 3 Beds
      • 1 Bath
      • 952 Sq Ft
      • Built 1955
      1325 Oxford State Rd, Middletown, OH 45044

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Chris Henkaline Coldwell Banker Realty

  • /19

    $129,900

    • 3 Beds
    • 1 Bath
    • 860 Sq Ft

    3210 Finley St, Middletown, OH 45044

    Check out his solid brick home...This well-maintained home features a functional layout, comfortable living spaces, and convenient accessibility throughout. Major updates include a new HVAC system installed in 2024 for added efficiency and peace of mind. This payment will be cheaper than anything you can rent! Come check it out!

    Noah Hawkins Coldwell Banker Heritage

    3210 Finley St, Middletown, OH 45044
  • /26

    $194,000

    Sold Mar 27, 2026

    1100 Hughes St, Middletown, OH 45042

    • 3 Beds
    • 2 Baths
    • 1,885 Sq Ft
    • Built 1899

    Last Sold Summary

    • 10% Below List Price
    • $103/SF
    • 44 Days On Market

    Current Estimated Value $192,020

    Last Listing Agent Matt Collins eXp Realty

    1100 Hughes St, Middletown, OH 45042
    • 1307 Oxford State Rd, Middletown, OH 45044

      Est $134,500

      Not Listed For Sale

      1307 Oxford State Rd, Middletown, OH 45044

      • 2 Beds
      • 1 Bath
      • 794 Sq Ft
      • Built 1954
      1307 Oxford State Rd, Middletown, OH 45044

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent William Huff eXp Realty

  • /5

    $90,000

    $10K PRICE DROP
    • Land
    • 1.05 Acres
    • $85,316 per Acre

    4102 Gregory Dr, Franklin, OH 45005

    No HOA's !! The perfect opportunity to build the home of your dreams! This beautiful private, tree lined lots offers peace and privacy you've been looking for- no No HOA restrictions. Conveniently located just minutes from I-75 Don't miss this chance to make your dream home a reality!

    Teresa Hall Coldwell Banker Heritage

    4102 Gregory Dr, Franklin, OH 45005
  • /20

    $268,500

    Sold Apr 24, 2026

    201 Curryer Rd, Middletown, OH 45042

    • 3 Beds
    • 2.5 Baths
    • 1,679 Sq Ft
    • Built 1942

    Last Sold Summary

    • 7% Below List Price
    • $160/SF
    • 69 Days On Market

    Current Estimated Value $265,236

    Last Listing Agent Nicholas Huscroft Chosen Real Estate Group

    201 Curryer Rd, Middletown, OH 45042
    • 3005 Ogden Dr, Middletown, OH 45044

      Est $140,620

      Not Listed For Sale

      3005 Ogden Dr, Middletown, OH 45044

      • 3 Beds
      • 1 Bath
      • 840 Sq Ft
      • Built 1954
      3005 Ogden Dr, Middletown, OH 45044

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Shannon Grant RE/MAX Alliance Realty

  • /22

    $365,000

    • 4 Beds
    • 2 Baths
    • 2,232 Sq Ft

    7101 Elk Creek Rd, Middletown, OH 45042

    Enjoy the space and privacy of country living on over 5 acres! This 4-bedroom, 2-bath home offers plenty of room inside and out, with oversized windows, a cozy fireplace, first-floor bedroom, and an enclosed rear patio overlooking the peaceful property. Outside, you'll find a detached 2-car garage and barn with two horse stalls perfect for those looking for space for animals, hobbies, or

    Cynthia Brown-Burke Huff Realty

    7101 Elk Creek Rd, Middletown, OH 45042
  • /64

    $249,900

    Sold Oct 06, 2025

    13 Monroe St, Middletown, OH 45042

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1915

    Last Sold Summary

    • 7% Below List Price
    • $139/SF
    • 109 Days On Market

    Current Estimated Value $250,905

    Last Listing Agent Douglas Hunter Lohmiller Real Estate

    13 Monroe St, Middletown, OH 45042
    • /32

      Est $180,310

      Not Listed For Sale

      3003 Roslyn Dr, Middletown, OH 45044

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1955
      3003 Roslyn Dr, Middletown, OH 45044

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Amy Eggemeyer RE/MAX United Associates

  • /28

    $269,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft

    4911 Sir Gregory Way, Middletown, OH 45044

    Easy living awaits in this inviting ranch-style home, ideally situated on a cul-de-sac lot with a private, wooded, and serene setting. With no steps, this 3-bedroom, 2-full-bath home offers comfortable one-level living and a 2-car garage. The spacious living room features a cozy fireplace, while the well-appointed kitchen provides plenty of cabinet and countertop space plus a convenient island.

    Amy Markowski Real of Ohio

    4911 Sir Gregory Way, Middletown, OH 45044
  • 2809 Inland Dr, Middletown, OH 45042

    $177,000

    Sold Nov 25, 2025

    2809 Inland Dr, Middletown, OH 45042

    • 3 Beds
    • 1 Bath
    • 884 Sq Ft
    • Built 1954

    Last Sold Summary

    • $200/SF
    • 32 Days On Market

    Current Estimated Value $178,836

    Last Listing Agent Rodney Muterspaw BHHS Professional Realty

    2809 Inland Dr, Middletown, OH 45042
    • /24

      Est $142,458

      Not Listed For Sale

      1423 Pershing Ave, Middletown, OH 45044

      • 2 Beds
      • 1 Bath
      • 1,088 Sq Ft
      • Built 1955
      1423 Pershing Ave, Middletown, OH 45044

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Destiny Manning Keller Williams Advisors

  • /41

    $269,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,281 Sq Ft

    506 Ross St, Middletown, OH 45044

    This fully remodeled brick ranch on a quiet street offers effortless, move‑in‑ready living. An inviting front porch leads into a bright 3‑bed, 2‑bath layout featuring a brand‑new kitchen with granite countertops and stainless appliances. Enjoy a cozy corner gas fireplace visible from both the living and dining rooms, plus fresh paint, carpet, and LVP throughout. The primary suite includes a

    Melissa Stone eXp Realty

    506 Ross St, Middletown, OH 45044
  • /34

    $255,000

    Sold Jun 25, 2026

    529 Kensington St, Middletown, OH 45044

    • 4 Beds
    • 2.5 Baths
    • 1,329 Sq Ft
    • Built 1953

    Last Sold Summary

    • 7% Below List Price
    • $192/SF
    • 56 Days On Market

    Current Estimated Value $253,734

    Last Listing Agent Tyler Frazier Keller Williams Community Part

    529 Kensington St, Middletown, OH 45044
    • /36

      Est $162,568

      Not Listed For Sale

      1419 Pershing Ave, Middletown, OH 45044

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1955
      1419 Pershing Ave, Middletown, OH 45044

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Amy King Sibcy Cline Inc.

  • /23

    $259,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,480 Sq Ft

    4812 Shannon Way, Middletown, OH 45042

    Rare opportunity in Manchester Manor! This spacious landominium offers the ease of low-maintenance living without sacrificing space. Featuring a 2-car garage, full basement, soaring vaulted ceilings, two full baths, two private patios, 1st floor laundry and a HUGE primary bedroom, this one checks all the boxes. Properties like this don't come along often. Come see it before it's gone!

    Zachary Ferrell Keller Williams Advisors

    4812 Shannon Way, Middletown, OH 45042
  • /20

    $160,000

    Sold Jun 17, 2026

    2216 Carolina St, Middletown, OH 45044

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft
    • Built 1930

    Last Sold Summary

    • 11% Below List Price
    • $180/SF
    • 158 Days On Market

    Current Estimated Value $153,151

    Last Listing Agent Ronald Faulkner Faulkner Four Percent

    2216 Carolina St, Middletown, OH 45044
    • /19

      Est $130,874

      Not Listed For Sale

      1323 Pershing Ave, Middletown, OH 45044

      • 3 Beds
      • 1 Bath
      • 1,306 Sq Ft
      • Built 1956
      1323 Pershing Ave, Middletown, OH 45044

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Vernon Duett Hand In Hand Realty, LLC

  • /2

    $263,900

    New Construction $16K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    2761 Forest Haven Dr, Middletown, OH 45044

    Located in the Lebanon School District, The Rowan is a stylish new two-story townhome by Cristo Homes offering approximately 1,480 square feet of modern living space with 3 bedrooms, 2.5 baths and a 1-car garage. The open main level features 9-foot ceilings, expansive windows, and a beautifully designed kitchen with an island, pantry closet, built-in storage cubbies, and access to the rear patio.

    Adam Marit Real Link

    2761 Forest Haven Dr, Middletown, OH 45044
  • /40

    $448,500

    Sold Jul 22, 2026

    4613 Rosedale Rd, Middletown, OH 45042

    • 5 Beds
    • 4 Baths
    • 3,234 Sq Ft
    • Built 1996

    Last Sold Summary

    • 10% Below List Price
    • $139/SF
    • 49 Days On Market

    Current Estimated Value $478,292

    Last Listing Agent Bishnu Kharel RE/MAX Preferred Group

    4613 Rosedale Rd, Middletown, OH 45042
    • 5006 Caprice Dr, Middletown, OH 45044

      Est $232,635

      Not Listed For Sale

      5006 Caprice Dr, Middletown, OH 45044

      • 3 Beds
      • 1.5 Baths
      • 1,442 Sq Ft
      • Built 1970
      5006 Caprice Dr, Middletown, OH 45044

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Pat Rauter Comey & Shepherd REALTORS

  • /20

    $181,888

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    3223 Keays Ave, Middletown, OH 45044

    Welcome to 3223 Keays Ave! Located at the end of a low-traffic street, this 3-bedroom home is full of potential. Currently tenant-occupied at $1,200/month, it's ideal whether you're looking for a steady income-producing rental or a value-add home where you can apply a little TLC to build instant equity. Enjoy the partially wooded backyard outside that's perfect for relaxing or entertaining. Bring

    Luana King eXp Realty

    3223 Keays Ave, Middletown, OH 45044
  • /2

    $115,500

    Sold May 19, 2026

    3107 Judy Dr, Middletown, OH 45044

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1954

    Last Sold Summary

    • 2% Below List Price
    • $134/SF
    • 0 Days On Market

    Current Estimated Value $115,975

    Last Listing Agent Paul Renwick Renwick Realty LLC

    3107 Judy Dr, Middletown, OH 45044
    • /22

      Est $273,125

      Not Listed For Sale

      5007 Catalina Ct, Middletown, OH 45044

      • 4 Beds
      • 1.5 Baths
      • 1,488 Sq Ft
      • Built 1972
      5007 Catalina Ct, Middletown, OH 45044

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent William Hobbs Coldwell Banker Heritage

  • /14

    $99,000

    $26K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    3504 Jewell St, Middletown, OH 45042

    Discover an exceptional opportunity in Middletown, where comfort and convenience converge in this charming single-family residence. This inviting home is perfectly situated, offering a lifestyle of ease and accessibility. The thoughtfully designed layout maximizes every square foot, creating an atmosphere that is both functional and welcoming for daily living. Boasting two comfortable bedrooms

    Craig Harris Valley Real Estate Services LL

    3504 Jewell St, Middletown, OH 45042
  • /2

    $650,000

    Sold Jan 06, 2026

    3831 Lefferson Rd, Middletown, OH 45044

    • Land
    • 1.14 Acres
    • $572,183 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 3 Days On Market

    Last Listing Agent Simranjit Singh NavX Realty, LLC

    3831 Lefferson Rd, Middletown, OH 45044
    • /47

      Est $252,919

      Not Listed For Sale

      5000 Catalina Ct, Middletown, OH 45044

      • 3 Beds
      • 2.5 Baths
      • 1,780 Sq Ft
      • Built 1970
      5000 Catalina Ct, Middletown, OH 45044

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Steve Riehle Howard Hanna Real Estate Serv

  • /2

    $85,000

    • Land
    • 1.87 Acres
    • $45,552 per Acre

    7110 Hetzler Rd, Middletown, OH 45042

    ONE-OF-A-KIND BUILDABLE LOT! NO HOA'S Looking to build the home of your dreams? This beautiful 1.866-acre lot in Madison Township offers plenty of space, privacy and the freedom to create your perfect home.

    Teresa Hall Coldwell Banker Heritage

    7110 Hetzler Rd, Middletown, OH 45042
  • /49

    $328,500

    Sold Jun 22, 2026

    5908 Cresting Dr, Middletown, OH 45005

    • 4 Beds
    • 2.5 Baths
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • 23 Days On Market

    Last Listing Agent Stephanie Mason Keller Williams Advisors

    5908 Cresting Dr, Middletown, OH 45005
    • /23

      Est $211,877

      Not Listed For Sale

      2629 El Camino Dr, Middletown, OH 45044

      • 3 Beds
      • 1 Bath
      • 984 Sq Ft
      • Built 1973
      2629 El Camino Dr, Middletown, OH 45044

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Lynn Wendel Sibcy Cline Inc.

  • /27

    $160,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 938 Sq Ft

    2313 Woodburn Ave, Middletown, OH 45042

    Affordable 1½-story home offering 2 bedrooms, 1 full bath, an upstairs bonus room, full basement, central air, detached garage and fenced backyard. According to the prior MLS listing, improvements completed around 2021 included an updated kitchen, replacement windows, exterior paint and flooring. This is a guardianship estate sale, and the property is being sold as-is. Seller will make no repairs

    Kelly Little Plum Tree Realty

    2313 Woodburn Ave, Middletown, OH 45042
  • 703 Orchard St Unit 701, Middletown, OH 45044

    $251,000

    Sold Jun 16, 2026

    703 Orchard St Unit 701, Middletown, OH 45044

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1958

    Last Sold Summary

    • $138/SF
    • 33 Days On Market

    Last Listing Agent Kellan Oxley Glasshouse Realty Group

    703 Orchard St Unit 701, Middletown, OH 45044
  • /21

    $129,900

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    2016 S Breiel Blvd Unit 2016, Middletown, OH 45044

    Discover a charming two-story CONDO offering an exceptional blend of comfort and convenience in Middletown. This delightful CONDO, featuring two bedrooms and and-1.5 bathrooms, presents a unique opportunity for tranquil living. The thoughtfully designed layout spans 1024 square feet, providing ample space for relaxation and daily activities. Recently renovated, the property boasts new flooring

    Aida Badalova Keller Williams Home Town Rlty

    2016 S Breiel Blvd Unit 2016, Middletown, OH 45044
  • /33

    $210,000

    Sold May 01, 2026

    4524 Manchester Rd, Middletown, OH 45042

    • 4 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Built 1953

    Last Sold Summary

    • 7% Below List Price
    • $151/SF
    • 49 Days On Market

    Current Estimated Value $210,907

    Last Listing Agent Aubrey Ballinger eXp Realty

    4524 Manchester Rd, Middletown, OH 45042
    • 2647 Cincinnati Dayton Rd, Middletown, OH 45044

      Est $232,999

      Not Listed For Sale

      2647 Cincinnati Dayton Rd, Middletown, OH 45044

      • 3 Beds
      • 1 Bath
      • 1,184 Sq Ft
      • Built 1962
      2647 Cincinnati Dayton Rd, Middletown, OH 45044

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Cory Allen Streetlight Realty LLC

  • /56

    $259,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,285 Sq Ft

    406 Ross St, Middletown, OH 45044

    Here is the brick ranch you've been waiting for! This well cared for home with three bedrooms and 2 full baths has been with the same family since 1962! Hardwood floors flow throughout the bedrooms and living room with fireplace. The well-sized primary bedroom has attached bath and dual closets. The full basement has great space for a rec area and a finished room ideal for an office or den.

    Stefan Wannemacher Coldwell Banker Heritage

    406 Ross St, Middletown, OH 45044

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