Middletown Homes under $400,000

Welcome to Middletown, Ohio—a charming city that effortlessly blends small-town warmth with urban convenience. Nestled in the heart of southwestern Ohio, Middletown boasts a rich history, vibrant community spirit, and a plethora of recreational opportunities. With its picturesque parks, local shops, and diverse dining options, Middletown is a place where neighbors become friends and families thrive.

For those seeking to plant roots in this delightful city, you'll be pleased to discover an array of homes available for under $400,000. Whether you're a first-time homebuyer, a growing family, or looking to downsize, Middletown offers a variety of housing options that cater to every lifestyle. From charming single-family homes with spacious yards to modern townhouses with contemporary designs, there's something here for everyone.

Imagine settling into a cozy home where you can enjoy peaceful evenings on your porch, host family gatherings in your backyard, or take leisurely strolls through the nearby parks. The affordability of homes in Middletown means you can enjoy the comforts of homeownership without stretching your budget. With excellent schools, a strong sense of community, and a commitment to maintaining a high quality of life, Middletown is an ideal place to call home.

Explore the possibilities that await you in Middletown. Your dream home under $400,000 is just waiting to be discovered in this welcoming city where every day feels like a new adventure. Come experience the charm and warmth of Middletown—your future home is calling!

Newest Middletown Homes under $400,000

$315,000

3 Beds ⋅ 3 Baths ⋅ 1896295 MLS

Welcome home to this beautifully updated Madison Township ranch on a private corner lot! Offering 3 bedrooms, 2.5 baths, finished living space, and an impressive list of updates. The stunning kitchen features new cabinetry, granite countertops, tile backsplash, and a custom butcher-block workstation with added storage. The spacious primary suite includes a huge walk-in closet and gorgeous en-suite bath with walk-in shower, double vanity, and thoughtful storage. The finished basement offers a family room plus two additional rooms ideal for an office, gym, hobby space, or guests. Outside, enjoy a covered back porch, fully fenced yard, garden space, and two storage sheds. The oversized 2-car garage features a 10' overhead door for a boat, camper, larger vehicle, or extra storage. So much to love, come see it for yourself!

6663 Gerry Street, Middletown

Courtesy of Lora Allen with RE/MAX Victory + Affiliates

$239,900

3 Beds ⋅ 3 Baths ⋅ 1896243 MLS

MOVE IN READY! 3 Bedroom Ranch with full basement, 2 full baths including a master bath. Pretty Dining Room with chair railing and Living Room with Wood burning fireplace. New Roof, all new flooring, freshly painted, new countertops in the pretty kitchen. This home is Ready for you to enjoy family and friends. See it today!

109 Orchard Street, Middletown

Courtesy of Betty Little with Coldwell Banker Realty

$270,000

3 Beds ⋅ 2 Baths ⋅ 970377 MLS

Spacious 3 bedroom, 1 full and 1 half bath home featuring a comfortable living room plus a cozy family room with a fireplace. The family room opens to the large eat in kitchen, perfect for everyday living and entertaining. Laminating flooring throughout and bedrooms offers carpet. A wonderful home with plenty of space. A nice, fenced yard with a detached garage also a back patio is great for entertaining. call today

5943 Elk Creek Road, Middletown

Courtesy of Teresa L Hall and Coldwell Banker Heritage

$185,000

3 Beds ⋅ 1 Baths ⋅ 970374 MLS

Welcome to 2904 Goldman Ave! This charming 3-bedroom, 1-bath home offers 1,355 square feet of comfortable living space with plenty of character and potential. Inside, you’ll find a spacious layout with a cozy fireplace, central air, and generously sized bedrooms. The home sits on a nice lot with a detached garage, providing convenient additional storage and parking. Located in Middletown, this home offers easy access to local shopping, dining, schools, and everyday amenities. Whether you’re a first-time buyer, looking for more space, or searching for an investment opportunity, this home is ready for its next chapter. Schedule your showing today!

2904 Goldman Avenue, Middletown

Courtesy of Kaitlyn Lickliter and Irongate Inc.

$209,000

4 Beds ⋅ 3 Baths ⋅ 967909 MLS

The classic design of this cape cod style residential single family residence offers a serene living experience in Middletown. Spanning 1,696 square feet, the home features four bedrooms, two full bathroom, and one half bathroom. Central Air provides indoor comfort throughout the seasons. The layout spans two stories, offering distinct spaces for daily living. The exterior features a 0.32-acre lot measuring 13,809 square feet. This outdoor space provides a setting for warm weather activities. Located in Middletown at 3308 Grand Ave, this property combines functional living spaces with outdoor recreation opportunities. Schedule a visit today to view this residence. Being Sold AS-IS Room sizes are estimated. Seller will make not repairs

3308 Grand Avenue, Middletown

Courtesy of Charles C Harris and Valley Real Estate Services LL

$209,000

4 Beds ⋅ 3 Baths ⋅ 1892434 MLS

3308 Grand Avenue, Middletown

Courtesy of Joseph Campbell with Valley Real Estate Services LL

$219,900

3 Beds ⋅ 1 Baths ⋅ 1893003 MLS

Move-in ready and loaded with updates! This home features a new roof, furnace, A/C, hot water heater, updated kitchen, new appliances, flooring, fresh paint, and more. Inside, you'll find charming details including vaulted ceilings, a fireplace, and a basement offering additional space and storage. Outside, enjoy the fenced-in yard and inviting front porch. Major improvements have already been completed, making this an excellent opportunity for the next owner. For additional perspective on the value, the home next door - over 430 sqft above grade smaller - recently sold for $208,000. Agent/Owned

505 S Highview Road, Middletown

Courtesy of Zachary Ferrell with Keller Williams Advisors

$315,000

3 Beds ⋅ 3 Baths ⋅ 970308 MLS

Updated, Spacious & Ready to Impress! Welcome home to this beautifully updated Madison Township ranch, perfectly situated on a private corner lot! Offering 3 bedrooms, 2.5 baths, over 2700 sq ft of finished living space, and an impressive list of updates, this home has the space, style, and functionality you've been looking for. Step inside and fall in love with the stunning kitchen, featuring new cabinetry, granite countertops, a stylish tile backsplash, and additional storage with a custom butcher-block workstation—perfect for everything from morning coffee to meal prep and entertaining. The spacious primary suite is a true retreat, complete with a huge walk-in closet and gorgeous en-suite bath featuring a walk-in shower, double vanity, and an abundance of thoughtfully designed storage and organization. Need more room? The finished basement delivers! Enjoy a comfortable family room plus two additional finished rooms ready to become a home office, gym, hobby space, guest room, or whatever fits your lifestyle. And the outdoor space is just as impressive! Relax on the covered back porch, entertain in the fully fenced yard, enjoy the garden space, and take advantage of two storage sheds for all your extras. The oversized 2-car garage features a 10-foot overhead door, providing the flexibility and clearance you need for a boat, camper, larger vehicle, or additional storage. With an extensive list of updates completed by the current owners, there is so much to appreciate here. The updates list is attached—come see for yourself all this home has to offer! This is more than just a house—it’s a home designed for comfortable living, entertaining, hobbies, storage, and everything in between.

6663 Gerry Street, Middletown

Courtesy of Lora E Allen and RE/MAX Victory + Affiliates

$174,900

3 Beds ⋅ 1 Baths ⋅ 970278 MLS

Mid Century modern ranch located in a convenient location, 3 possible 4 bedrooms, 2 baths or a basement. and 1 car carport spacious living room, efficient kitchen and comfortable sized rooms on a nice private lot.

4721 Creekview Drive, Middletown

Courtesy of Kal Mughrabi and Coldwell Banker Heritage

$174,900

3 Beds ⋅ 1 Baths ⋅ 1896078 MLS

4721 Creekview Drive, Middletown

Courtesy of Kal Mughrabi with Coldwell Banker Heritage

$350,000

3 Beds ⋅ 2 Baths ⋅ 1896034 MLS

1940's Storybook cape cod nestled on a wooded lot surrounded by nature with city conveniences. Classic charm with lots of updates. 3 bedrooms, 2 1/2 baths, Gleaming hardwood flooring, Charming living room with firplace, 1st floor bedroom or study. updated kitchen with granite and huge pantry and adjoining Breakfast room with builtins and walk out to porch. Huge enclosed back porch off of living room with walkout to patio and view of .92 acre wooded lot. Great place to enjoy both inside and out. Lots of storage with basement, garage and shed. Be sure to see video

3910 Grand Avenue, Middletown

Courtesy of Roxane Leitsch with Martha Baker Realty, Inc

$160,000

2 Beds ⋅ 1 Baths ⋅ 970193 MLS

Welcome to 2025 Sherman Ave — remodeled and ready for its next chapter. This charming 2-bedroom, 1-bath home has been nicely remodeled throughout, and the new kitchen is the highlight — a fresh, functional space that makes cooking and gathering a joy. Clean lines, updated finishes, and a bright, welcoming layout give the home a move-in-ready feel from the moment you walk in. With 720 square feet of well-used space on a manageable lot, this home delivers easy, low-maintenance living in a convenient Middletown location — close to shopping, dining, and commuter routes. Whether you're buying your first home, rightsizing, or looking for a smart investment, 2025 Sherman Ave offers updated comfort at an approachable price. Don't miss it — schedule your private showing today.

2025 Sherman Avenue, Middletown

Courtesy of Ryan Davis and NavX Realty, LLC

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Mark Ryan Group RE/MAX Victory + Affiliates are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®