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1045 Golfview Drive Unit 9, Middletown
$265,900
3 Beds ⋅ 2 Baths ⋅ 970907 MLS ⋅ Stephen C Winters
This spacious 3-bedroom, 2-full-bath condo offers the perfect blend of modern updates, functional space, and future potential in a quiet, serene neighborhood. A bright layout featuring vaulted ceilings, cozy wood-burning fireplace, three bedrooms and two full bathrooms designed for comfortable living. The large basement provides a massive footprint for a rec room or gym, while the unfinished utility room offers prime renovation opportunities. Recent updates include roof(2 years)and water heater installed this year. This house boasts a custom outdoor deck adjacent to peaceful Wildwood Country Club. This property is a combination of immaculate with move-in-ready comfort.

1045 Golfview Drive Unit 9, Middletown

Courtesy of Stephen C Winters and Big Valley Realty, LLC

708 Park Drive, Middletown
$284,900
4 Beds ⋅ 3 Baths ⋅ 970748 MLS ⋅ E. Anne Haye
Discover a home that feels larger than it looks! This impressive property offers 4 spacious bedrooms (3 on the main level) and 3 full bathrooms, with over 2,000 square feet of living space. A nearly full-size basement is ready for you to finish to your taste—or enjoy as is. The current dining room features a striking stone wall and fireplace. This flexible space can easily serve as a second living area. With the three main-floor bedrooms thoughtfully separated from the living areas, you can entertain guests without disturbing the private sleeping quarters. Upstairs, a generous loft provides the perfect spot for a home office, additional living room, or playroom. It includes a full bathroom and a large walk-in closet. Step outside to a private backyard oasis designed for relaxing, complete with a covered patio. The 2-car garage also offers a covered entry to the front door (note: the entry is not accessible from inside the garage). Don't miss this opportunity to make this home yours and be in before Christmas!

708 Park Drive, Middletown

Courtesy of E. Anne Haye and Agora Realty Group

513 Pinta Avenue, Middletown
$199,900
3 Beds ⋅ 1 Baths ⋅ 970746 MLS ⋅ Carmella I Baker
Welcome home to this well-maintained ranch featuring 3 bedrooms, 1 full bath, and a 2 1/2-car detached garage. This inviting home offers a cozy covered front porch and numerous updates throughout, providing comfortable, move-in-ready living. Major improvements include a new roof and gutters on both the house and garage (2023), new HVAC system (2023), updated tile flooring in the living room, dining room, kitchen, and hallway (2023), new carpet in bedrooms (2023), all new solid wood interior doors (including frames) and new baseboard trim (2023). Refrigerator, range and microwave (2024). The windows were replaced in 2024, along with an updated bathroom (2024) featuring a stylish walk-in shower. The home also received new porch lights in 2025 and new security lighting on both the house and garage in 2026. New siding and gutters on the house were completed in 2026. Enjoy relaxing on the cozy covered front porch, complete with a hot tub (2024), creating the perfect spot to unwind in a comfortable, sheltered setting. The rear patio provides additional space for outdoor entertaining, while the storage shed offers added convenience. With thoughtful updates, functional living spaces, inviting outdoor areas, and a detached 2 1/2-car garage, this charming ranch is ready to welcome its next owner!

513 Pinta Avenue, Middletown

Courtesy of Carmella I Baker and RE/MAX Victory + Affiliates

1021 Jackson Street, Middletown
$273,000
3 Beds ⋅ 2 Baths ⋅ 970721 MLS ⋅ Amy Hamilton
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. Charm, character, space, and versatility—this home has it all!

1021 Jackson Street, Middletown

Courtesy of Amy Hamilton and Keller Williams Community Part

1812 Jefferson Avenue, Middletown
$115,000
2 Beds ⋅ 2 Baths ⋅ 970630 MLS ⋅ Kimberly Carpenter
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

3805 Central Avenue, Middletown
$260,000
3 Beds ⋅ 3 Baths ⋅ 970491 MLS ⋅ Robert Gray
Beautifully kept and thoughtfully updated, this Cape Cod at 3805 Central Avenue pairs classic character with the comfort of a home ready for everyday living. Hardwood floors, custom built-ins, and distinctive architectural details give the rooms a warm, finished look. The main level is arranged for both quiet evenings and easy entertaining: a living room with a fireplace, a separate dining room, and an updated kitchen. The first-floor primary bedroom is paired with a full bath featuring a jetted tub. A screened sun porch extends the living space in a softer light. Upstairs, two additional bedrooms and a second full bath complete the private quarters. A partially finished basement with a half bath offers flexible room for recreation, work, or guests. Outside, a privacy-fenced backyard is well suited to gardening, pets, or a small gathering. A one-car garage with an attached carport provides covered parking. Set along Central Avenue, the home is a short drive from downtown Middletown, The JUG, and local dining, with Smith Park nearby and convenient access to I-75. A graceful, move-in-ready residence! Schedule your showing today!

3805 Central Avenue, Middletown

Courtesy of Robert Gray and Howard Hanna Real Estate Serv

2351 Tytus Avenue, Middletown
$320,000
4 Beds ⋅ 4 Baths ⋅ 970359 MLS ⋅ Shawn Reese
Classic brick 4-unit residential income property located at 2351 Tytus Avenue. This multi-family investment opportunity features a two-story layout with a concrete walkway, Common entry & stairway with 2 units upstairs and 2 units downstairs, each unit is 1 bedroom and 1 bath. With two updated units and two units that still will need some updates. Each individual unit is configured with one bedroom, one bathroom, a large living space, a separate dining area, and a kitchen, entrances at the front and rear of each unit. Each kitchen is equipped with a range and refrigerator. The building is serviced by natural gas radiant heat, window unit cooling, updated plumbing, and a newer shared hot water heater. A shared washer and dryer are located in the basement alongside individual storage areas for each unit. Two 2-car garages are shared by tenants, with additional driveway parking and street parking available. Great opportunity to add this to your current investment portfolio or a great way to get started.

2351 Tytus Avenue, Middletown

Courtesy of Shawn Reese and Glasshouse Realty Group

3308 Grand Avenue, Middletown
$209,000
4 Beds ⋅ 3 Baths ⋅ 967909 MLS ⋅ Charles C Harris
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

2025 Sherman Avenue, Middletown
$160,000
2 Beds ⋅ 1 Baths ⋅ 970193 MLS ⋅ Ryan Davis
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

5626 Autumn Drive, Middletown
$324,900
3 Beds ⋅ 3 Baths ⋅ 968375 MLS ⋅ Jamie Wilson
Don't miss this charming ranch with a full walkout basement! This wonderful home features 3 bedrooms and 3 full baths! The vaulted great room is perfect for gatherings and flows into a charming kitchen with pass through and pantry. The breakfast nook opens out to a covered deck overlooking the fenced rear yard with access to the lower level. The Primary bedroom features a walk in closet and ensuite. Tons of storage throughout! The lower level walkout features a HUGE family room area, second kitchen with stove and refrigerator and an expansive bar area complete with bar stools, full refreshed bath, a bonus partially finished room and storage area. Walking out the updated patio doors on the lower level you will find another patio area and storage shed. Home is located near EVERYTHING! Don't miss this amazing property! HVAC - 2022, Roof - 2017, Water heater- 2016

5626 Autumn Drive, Middletown

Courtesy of Jamie Wilson and Coldwell Banker Heritage

110 N Sutphin Street, Middletown
$225,000
3 Beds ⋅ 3 Baths ⋅ 969330 MLS ⋅ Derick Shepherd
Classic character meets a fresh, fully remodeled interior in this beautiful 3-bedroom, 2.5-bath two-story home. A welcoming covered front porch framed by white columns sets the tone, while inside, rich hardwood floors, classic trim and a timeless staircase create an inviting first impression. The spacious Living Room features a striking stone fireplace and built-in shelving, while bay windows add character and natural light. The remodeled Kitchen combines warm wood cabinetry with tile flooring and a central island. Upstairs, 3 bedrooms share a beautifully refreshed full bath with classic soaking tub and modern tile. The finished basement adds valuable living space, a full bath and plenty of storage. From the classic architectural details to the extensive updates throughout, this home brings the charm of its era together with the ease of a complete renovation. Property is being sold "as is, where is" and fireplace is not warranted.

110 N Sutphin Street, Middletown

Courtesy of Derick Shepherd and eXp Realty

5002 Brooklet Way, Middletown
$339,900
4 Beds ⋅ 3 Baths ⋅ 969624 MLS ⋅ Amy King
Welcome home to this well-maintained 4 bedroom, 2.5 bath home situated on a nicely landscaped corner lot! The spacious great room features a built-in entertainment center and opens to the eat-in kitchen, complete with a pantry and center island- perfect for everyday living and entertaining. The primary suite offers a large walk-in closet, double sinks, and a walk-in shower. A versatile study/playroom provides additional living space to suit your needs. Enjoy the convenience of second-floor laundry and an unfinished basement with a bathroom rough-in, offering plenty of potential for future finishing. The fully fenced rear yard provides a great space for outdoor enjoyment. Nicely landscaped and ready for its new owners- move in, settle in, and enjoy the upcoming holidays in your new home!

5002 Brooklet Way, Middletown

Courtesy of Amy King and Sibcy Cline Inc.

4531 Bonita Drive Unit 110, Middletown
$139,900
2 Beds ⋅ 2 Baths ⋅ 969370 MLS ⋅ Austin R Castro
Welcome to this well-maintained 2-bedroom, 1.5-bath home offering comfortable, low-maintenance living in a convenient location. As you step inside, you’ll find a half bath and a fully equipped kitchen with a great view into the dining area and spacious living room—perfect for entertaining or relaxing at home. The living room provides easy access to the back patio, creating a seamless indoor-outdoor living space. Upstairs, the primary bedroom features two closets for ample space and convenient access to the full bathroom, which connects directly to the laundry area. A second spacious bedroom completes the upper level. Step outside to enjoy your private, fenced-in back patio, ideal for relaxing, entertaining, or enjoying your morning coffee. A storage shed provides additional space. A few notable updates include, updated paint and a newer HVAC, a 2-year old roof, and brand new windows installed in August of 2026. With its functional layout, ample storage, private outdoor space, and located within the Middletown School District, this is a must SEE!

4531 Bonita Drive Unit 110, Middletown

Courtesy of Austin R Castro and Coldwell Banker Heritage

2401 Flemming Road, Middletown
$184,900
2 Beds ⋅ 2 Baths ⋅ 969167 MLS ⋅ Matt Collins
Welcome home to a charming slice of Middletown history, beautifully updated for modern living. Situated on a desirable corner lot, this delightful 2-bedroom, 2-bathroom home spans more than 1,100 sq ft, offering a perfect blend of cozy comfort and convenient space. Step inside to discover the warmth of original character harmonized with contemporary upgrades. Beautiful hardwood floors flow through key areas, complemented by a mix of wood and new flooring, creating an inviting ambiance. The heart of the home features a well-appointed kitchen. Both washer and dryer are included, ensuring a truly move-in ready experience. Beyond its walls, enjoy immediate access to a nearby park, perfect for leisurely strolls or outdoor activities, enhancing your lifestyle significantly. With forced air heating for year-round comfort, this home offers an exceptional opportunity for first-time buyers or those seeking a charming, low-maintenance retreat. Discover your new beginning today!

2401 Flemming Road, Middletown

Courtesy of Matt Collins and eXp Realty

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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 Real Estate Company 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®