Middletown Homes under $300,000

Welcome to Middletown, Ohio – a charming community nestled in Butler County, where small-town warmth meets modern convenience. Known for its rich history and vibrant culture, Middletown offers residents a delightful blend of suburban tranquility and urban accessibility, making it a perfect place to call home.

One of the most appealing aspects of Middletown is its diverse range of housing options, particularly for those seeking homes under $300,000. Whether you’re a first-time buyer, a growing family, or looking to downsize, you’ll find a variety of properties that fit your budget without compromising on quality or comfort. From cozy single-family homes to inviting townhouses, Middletown has something for everyone.

The local real estate market is thriving, with homes featuring spacious layouts, updated kitchens, and beautiful yards that are perfect for outdoor gatherings or quiet evenings. Many properties are conveniently located near schools, parks, and shopping centers, ensuring that everything you need is just a short drive away.

Middletown’s strong sense of community is evident in its friendly neighborhoods and active local events. Residents enjoy access to recreational facilities, scenic parks, and a variety of dining options, making it easy to engage with fellow community members and enjoy all that this lovely city has to offer.

If you’re searching for a place that combines affordability with a welcoming atmosphere, look no further than Middletown, OH. Explore the possibilities today and discover your dream home in this delightful community!

Newest Middletown Homes under $300,000

$273,000

3 Beds ⋅ 2 Baths ⋅ 1896814 MLS

Fall in love with this charming Cape Cod in the desirable Wildwood area! Beautifully updated and lovingly maintained from top to bottom, this home is full of character and warmth. The cozy and inviting main level features a circular floor plan with a living room complete with a fireplace, kitchen, dining room, bedroom, and full bathroom. One of the home's hidden gems is the delightful side sunroom with exposed rafters, the perfect spot to relax and enjoy those beautiful fall days! Upstairs, you'll find two spacious bedrooms featuring built-in dressers and cedar closets, along with another full bathroom. But wait until you see the basement! Offering incredible possibilities for extended family, college kids, or additional entertaining space, the lower level features a family room, second kitchen, study, laundry room, and plenty of storage. Step outside to enjoy the fenced backyard, 2-car detached garage, and additional storage shed.

1021 Jackson Street, Middletown

Courtesy of Amy Hamilton with Keller Williams Community Part

$273,000

3 Beds ⋅ 2 Baths ⋅ 970721 MLS

1021 Jackson Street, Middletown

Courtesy of Amy Hamilton and Keller Williams Community Part

$115,000

2 Beds ⋅ 2 Baths ⋅ 970630 MLS

A charming one-story bungalow located in Middletown, directly across the street from Jefferson Park. This property presents a great opportunity for a first-time homebuyer or an investor seeking a move-in ready rental. This home features 2 bedrooms, 2 full baths including an en-suite in the primary bedroom, an office space that could serve as a 3rd bedroom, living room, dining room, and a partial basement with outside entry. Recent updates: Fresh paint throughout, carpet / flooring (3-5yrs), updated bathrooms (3-5yrs), newer appliances (3-5yrs), hvac (approx 10 yrs), and roof (approx 12 yrs). Amenities: Washer and dryer hookups conveniently located in the kitchen. Home is being sold as is.

1812 Jefferson Avenue, Middletown

Courtesy of Kimberly Carpenter and Coldwell Banker Heritage

$115,900

3 Beds ⋅ 1 Baths ⋅ 970258 MLS

Welcome to 612 Seventeenth Ave in Middletown, OH! This a charming 3-bedroom, 1-bathroom Middletown residence. Perfect for your next investment, or future owner occupied! New roof in 2024. Currently rented with well performing tenants, paying $1120 a month! Inside, the home is arranged with 1,056 square feet of living space across a two-story floor plan. The layout provides distinct areas for work, rest, and everyday activities. The residence is situated on a 0.08-acre lot. This outdoor space accommodates various activities and serves as an inviting extension of the home. No Showings prior to accepted offer.

612 Seventeenth Avenue, Middletown

Courtesy of Isaac Wiggenhorn and Dix Road Real Estate Services

$194,900

3 Beds ⋅ 2 Baths ⋅ 970532 MLS

WELCOME HOME! This freshly painted and newly updated 3-bedroom, 2-bath home offers 1,616 sq ft of living space filled with original hardwood floors and old-world charm. Enjoy beautiful natural woodwork, spacious rooms, newer windows and a full dry basement offering plenty of storage. Conveniently located near shopping, dining, schools and major roadways. Move-in ready with timeless character throughout!

111 N Sutphin Street, Middletown

Courtesy of Regina Miller and Coldwell Banker Heritage

$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

$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

$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

$189,500

3 Beds ⋅ 1 Baths ⋅ 969369 MLS

HUGE garage and a gosh darn kool house. Great front porch. House has been remodled and would be a great place to live. This is not something you can just drive by, you need to SEE it. House is being sold As-Is to settle Estate.

708 Elsmere Street, Middletown

Courtesy of Michael Combs and Coldwell Banker Heritage

$129,900

3 Beds ⋅ 1 Baths ⋅ 969166 MLS

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!

3210 Finley Street, Middletown

Courtesy of Noah Hawkins and Coldwell Banker Heritage

$179,000

3 Beds ⋅ 2 Baths ⋅ 968956 MLS

Spacious home with two lots ready for its new owner! This property features an oversized yard not found in most neighborhoods. It includes two lots providing plenty of space in the fenced yard. Major updates in the last few years include new vinyl windows, new roof, bathrooms, kitchen and lighting. Inside you'll find an updated interior that still maintains character and charm with the vintage living room fireplace and exposed brick accents. Kitchen is huge with lots of space to add an island or eat-in area. Convenient half bathroom on the main level for guests. Upstairs are three very large bedrooms and a full bathroom. The wood flooring has been freshly painted throughout the home and exterior painting has been completed on the porch as well. Storage shed outback provides additional storage space for all your tools and lawn equipment. Don't miss out on this move-in ready gem!

1024 Hughes Street, Middletown

Courtesy of Eric Jones and Keller Williams Community Part

$159,900

3 Beds ⋅ 1 Baths ⋅ 968890 MLS

Welcome home to this refreshed 3 bedroom, 1 bath ranch on a large corner lot! Recently updated with new flooring and fresh paint throughout, this home also features an added third bedroom and updated kitchen including new countertops, giving the space a fresh and inviting feel. Enjoy the convenience of a carport for covered parking, along with both front and side covered patios, perfect for relaxing outdoors or entertaining guests. The spacious corner lot provides plenty of outdoor space and added privacy. Ideally located close to shopping, restaurants, everyday amenities, and convenient roadways, this home offers an excellent combination of comfort, updates, outdoor space, and location.

701 16th Avenue, Middletown

Courtesy of Savanna Perkins and Coldwell Banker Heritage

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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®