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$170,000
3 Beds 2 Baths 1855778 MLS
Discover the perfect blend of modern style and urban living in this fully renovated ('24) property, centrally located in the heart of Downtown Middletown. Steps from local favorites: bars, restaurants, the Sorg Opera House, and year-round events. This versatile property has plenty to offer. Greeted by the contemporary facade that opens into a bright, stylish interior featuring 3 bedrooms, 1.5 baths, and a finished basement for extra living space or entertainment. The open layout and updated finishes create an inviting atmosphere ready for personal touches. The property's flexibility is unmatched. Currently operating as a successful STR, it also holds potential for commercial use. Live in the front half while running your business from the attached oversized 4 car garage/workshop, or continue generating income with the rental. The rear is a versatile workshop space with plenty of room to run a business. Home, business, short term rental, or investment property!

1321 First Ave, Middletown

$229,000
3 Beds 2 Baths 1855364 MLS
Welcome to this well-maintained single-family home nestled on a quiet, tree-lined street just around the corner from Wildwood Elementary. Featuring 3 spacious bedrooms (primary has it's own bathroom) and 2 full updated baths, this home offers comfort, functionality and room to grow. Enjoy peace of mind with a brand new roof (2024) and a waterproofed basement with a lifetime guarantee-perfect for future expansion or storage. Hardwood floors lie beneath the main level carpet, ready to be revealed and refinished. An expansive 3-season room provided the perfect spot to relax, entertain, or take in the changing seasons. Downstairs, the lower level offers abundant storage and excellent potential to create additional living space, a home office, gym or playrooms. This home is truly move-in ready with great bones, modern updates and located in a sought-after neighborhood. Don't miss your chance to make it yours!

1227 Ellen Drive, Middletown

$475,000
1851964 MLS
Medical Office Building for Sale - Prime Location in Middletown. Rare opportunity to own a well established medical office building in the heart of Middletown. This property has a long history of success, housing proven and thriving practices. Over 5,000 sq. ft. on the main floor with an additional 5,000 sq. ft. in the basement. Currently home to a successful dental practice on one side and a proven optometry office on the other, both with active leases. Features a shared central waiting area for patient convenience. Includes a private parking lot with additional on-street parking available. Traffic count for this area is over 20,000 a day. Financials, cap rate, net operating income, and lease agreements available to qualified buyers upon request. Owner is retiring, making this an excellent investment for medical professionals or investors seeking steady income in a high-demand area.

4102 Roosevelt Boulevard, Middletown

$386,000
3 Beds 3 Baths 1852691 MLS
Built in 2022, this stunning home feels practically brand new and is loaded with features! Enjoy an open floor plan with a vaulted great room, coffered bedroom ceilings, and new flooring throughout. The kitchen wows with quartz countertops, designer backsplash, stainless appliances, and a large island that flows perfectly into the great room. The spacious primary suite includes double sinks, private water closet, separate shower, and a walk-in therapeutic tub. Thoughtful details like wood beam accents, shiplap walls, and modern finishes add warmth and style. Outside, relax on the covered back porch overlooking the oversized backyard, or take advantage of the true 2-car garage. Get the bang for your buck on new constructionwithout paying new construction pricing for all these upgrades!

1901 Kenway Place, Middletown

$179,000
4 Beds 1 Baths 1852490 MLS
Freshly remodeled 4-bedroom, 1-bath home on nearly an acre with a huge backyard, perfect for outdoor living. Updates include new siding, windows, gutters, lighting, paint, carpet, and flooring throughout. The kitchen is all new with cabinets, granite countertops, a brand new stove, dishwasher and microwave plus a matching refrigerator. The bathroom has been refreshed, and the electrical panel has been updated. A charming front porch stretches across the front of the house, while a rear patio offers additional space to relax. The spacious 2-car detached garage features new doors and plenty of room for storage or a workshop. With four bedrooms, you'll have flexibility for an office or hobby space. Mechanical updates include a furnace and water heater, both about 5 years old. This well-updated home offers modern finishes, functional spaces, and a large yard to enjoy.

3004 Judy Drive, Middletown

$292,500
2 Beds 2 Baths 1852263 MLS
Imagine living in this 2 bed, 2 bath ranch, 1708sqtf where every necessity is arranged on one floor, providing a sense of ease. As you enter, you'll be greeted by vaulted ceilings in a wide open great room, complete with custom built ins and a cozy, gas fireplace. Continue into the well-appointed eat in kitchen, adjacent to a 3 season room, perfect for enjoying your morning coffee. Down the hallway, discover a spacious bathroom, several storage closets, and a generous laundry room with a large pantry. Finally, retreat to the generous primary suite, complete with a large walk in closet and en-suite bathroom. This property is conveniently located near shopping and restaurants. Don't miss out on this one. Schedule and appointment today!

5011 Riverview Avenue, Middletown

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.