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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

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

1024 Hughes Street, Middletown
$179,000
3 Beds ⋅ 2 Baths ⋅ 968956 MLS ⋅ Eric Jones
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

701 16th Avenue, Middletown
$159,900
3 Beds ⋅ 1 Baths ⋅ 968890 MLS ⋅ Savanna Perkins
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

1609 Lafayette Avenue, Middletown
$215,000
3 Beds ⋅ 2 Baths ⋅ 968721 MLS ⋅ Tracy Wieland
Beautifully updated ranch offering easy one-floor living with plenty of space inside and out! The welcoming entry features laminate flooring and a versatile bedroom that could also serve as a home office or study. The updated kitchen boasts white cabinetry, granite countertops, stainless appliances, tile backsplash, counter-bar seating, and a walkout to the covered patio. Enjoy a spacious living room and two full baths, including one with a walk-in shower and double vanity. A newly finished flex/rec room in the lower level provides additional living space. Recent improvements include a new roof, encapsulated crawl spaces, and updated ductwork extended to the front of the home for improved heating and cooling efficiency. Outside, enjoy a freshly landscaped, large fenced yard with a fire pit, covered patio, oversized two-car garage, and additional parking pad!

1609 Lafayette Avenue, Middletown

Courtesy of Tracy Wieland and Comey & Shepherd REALTORS

2403 S Sutphin Street, Middletown
$214,900
4 Beds ⋅ 2 Baths ⋅ 967608 MLS ⋅ Shawna Smith
Welcome home to this beautifully updated 4-bedroom, 2-full-bath home offering stylish updates and flexible living space throughout. The first floor features brand-new luxury vinyl plank flooring, fresh paint and a spacious layout designed for everyday living and entertaining. The updated kitchen showcases quartz countertops, stainless steel appliances, and modern finishes. A convenient first-floor laundry room adds functionality and ease. The second floor offers comfortable bedrooms with new carpeting, while the lower level provides two versatile bonus roomsperfect for a home office, exercise room, playroom, hobby space, or additional living area. New carpet and fresh paint continue throughout the lower and second levels. With thoughtful updates throughout and plenty of flexible space, this move-in-ready home is ready for its new owner! Agent/Owner

2403 S Sutphin Street, Middletown

Courtesy of Shawna Smith and EquiRealty Group

1914 Winona Drive, Middletown
$145,000
3 Beds ⋅ 2 Baths ⋅ 966495 MLS ⋅ Tyler A Morton
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 0.39-acre lot, there is ample room for both relaxation and outdoor activities. The expansive lot provides a wonderful backdrop for creating a private oasis. Located in a desirable neighborhood, this home offers a peaceful retreat with easy access to local amenities. Experience the perfect blend of serenity and practicality in this inviting Middletown home.

1914 Winona Drive, Middletown

Courtesy of Tyler A Morton and RE/MAX Victory + Affiliates

1808 Brentwood Street, Middletown
$139,000
2 Beds ⋅ 1 Baths ⋅ 966066 MLS ⋅ Chelsea Saunders
Cute, affordable, and full of potential! This 2-bedroom, 1-bath ranch offers a spacious layout with a large living room, two generously sized bedrooms, and a bonus room created from the converted garage. Plus, there are hardwood floors under the carpet, making this the perfect opportunity to add your own cosmetic touches. Major updates include, a 4-year-old roof (transferable warranty), fresh paint throughout, new bedroom and kitchen windows, new kitchen light/fan, gutters and fascia wrapped in metal (2025), an 8-year-old furnace with a new blower and motherboard (January 2026), and a 10-year-old A/C. Situated on a large lot with great curb appeal, you’ll love the fully fenced backyard, oversized shed, and additional yard space that extends well beyond the fence.

1808 Brentwood Street, Middletown

Courtesy of Chelsea Saunders and eXp Realty

1307 Park Drive, Middletown
$289,000
4 Beds ⋅ 3 Baths ⋅ 964586 MLS ⋅ Amy King
Don't miss this beautifully updated brick and stone quad-level home nestled on a quiet cul-de-sac! Offering 3 bedrooms plus a study that could serve as a 4th bedroom, this home features 2.5 remodeled baths and laminate flooring throughout most of the home, with carpet in the bedrooms. Enjoy multiple living spaces, including a spacious living room and a cozy family room with a wood-burning fireplace. The remodeled kitchen offers modern finishes with granite countertops, and is ready for everyday living and entertaining. Fresh paint in select areas adds to the home's appeal. Step outside to a fully fenced backyard, perfect for pets, play, or relaxing. Move-in ready with flexible living space- make this wonderful home yours today!

1307 Park Drive, Middletown

Courtesy of Amy King and Sibcy Cline Inc.

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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®