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509 Vincent Court, Middletown
$566,000
3 Beds ⋅ 3 Baths ⋅ 1879784 MLS
Built in 2014, this beautiful custom-built 3-bedroom, 3-bathroom ranch home is located on a desirable cul-de-sac with luxury finishes throughout and over 4,000 square feet of finished living space! The main level features two bedrooms and two full bathrooms, offering convenient main-level living. The living room includes floor power outlets for flexible furniture placement and added functionality. The finished lower level offers an additional bedroom and full bathroom, plus a wet bar and entertainment area perfect for hosting or relaxing. Enjoy efficient geothermal heating and cooling, a whole-house humidifier, crown molding, tray ceilings, and thoughtful details throughout. The exterior features an irrigation system, outdoor lighting, professionally designed gardens, and a private backyard, creating exceptional curb appeal and a peaceful outdoor setting. A truly special home with quality, comfort, and so much more to see.

509 Vincent Court, Middletown

5025 Oakview Drive, Middletown
$475,000
3 Beds ⋅ 3 Baths ⋅ 1879418 MLS
Welcome to the area's most highly coveted neighborhood where homes seldom come to market. Situated on a quiet cul-de-sac lot, this meticulously maintained two-story, one-owner home showcases exceptional quality at every turn. The professionally manicured landscaping and immaculate exterior set the tone for what awaits inside. Spotless 3-bedroom, 2.5-bath home offers an ideal blend of elegance and functionality with all the features today's buyers are searching for. The spacious great room is filled with natural light thanks to a dramatic wall of windows, creating a warm and inviting atmosphere. The first-floor owner's suite provides convenience and privacy, complete with a walk-in closet and well-appointed en-suite bath. Finished basement expands the living space with a home gym, custom built-in bar, abundant storage and endless possibilities for recreation or entertaining guests. Every detail throughout the home reflects quality craftsmanship and careful maintenance.

5025 Oakview Drive, Middletown

2116 Tullis Drive, Middletown
$329,000
3 Beds ⋅ 3 Baths ⋅ 1878578 MLS
Updated tri-level home with timeless mid-century charm and modern updates throughout. Entry with custom accent wall opens to sunken living room with vaulted ceiling. Dining room with floor-to-ceiling windows flows into spacious kitchen with abundant counter space. Breakfast room with patio access makes a great office or flex space. Oversized family room features wood accent wall, stone fireplace, built-in shelving, and access to deck shaded by mature trees. Walkout lower level offers flexible space for rec room, office, or guest bedroom. Excellent storage throughout with extra closets on every level. Upstairs offers 3 bedrooms and 2 full baths, including spacious primary suite with updated bath, walk-in closet, and private deck. Major updates in last 4 years include roof, appliances, flooring, light fixtures, and more. Move-in ready with space to spread out and enjoy.

2116 Tullis Drive, Middletown

309 Sharon Court, Middletown
$350,000
3 Beds ⋅ 3 Baths ⋅ 1878410 MLS
Welcome to this charming brick home with great curb appeal, a lush green lawn, and mature landscaping. Inside, the vaulted living room is filled with natural light, creating a bright and comfortable space to relax or gather. The kitchen offers rich wood cabinetry, granite countertops, stainless steel appliances, and a counter bar, with a sunny dining area nearby. This home features 3 generously sized bedrooms with brand-new carpet, including a spacious primary suite with a recessed ceiling, double-sink vanity, and walk-in closet. You'll also love the convenience of main-floor laundry. The enclosed porch overlooks a private fenced backyard, offering the perfect spot to unwind. The partially finished basement adds flexible space for an office, recreation room, or additional living area, plus unfinished storage. Conveniently located near shopping, parks, and highway access.

309 Sharon Court, Middletown

3300 Hampton Place, Middletown
$296,900
3 Beds ⋅ 2 Baths ⋅ 1878072 MLS
Discover timeless charm in this delightful 2-story on a beautiful, quiet street in Middletown. This classic residence immediately welcomes you with its inviting front porch hinting of the warmth within. Inside the sun filled living room greets you with an abundance of natural light and a cozy fireplace, creating warm and inviting space. The convenient center-hall leads to a half bath and recently updated kitchen, complete with granite countertops, tile floor and backsplash and stainless appliances. The dining room with its large bay window and wainscoting is perfect place to host all your holiday dinners. Upstairs you'll find three generous bedrooms that share a lovely hall bath. Additional features include a partially finished lower level that makes a great gameroom or home office. Outside, enjoy an expansive porch and private rear yard perfect for those weekend gatherings. This home blends classic character with modern updates- ready for you to move in and make your own!

3300 Hampton Place, Middletown

18 N Sutphin Street, Middletown
$240,000
4 Beds ⋅ 2 Baths ⋅ 1877906 MLS
Beautiful, character-filled home offering the perfect blend of charm and functionality. This 4-bedroom, 2-bath residence features a large kitchen ideal for gathering, along with spacious living and dining rooms designed for comfort and entertaining. Rich wood floors run throughout, adding warmth and timeless appeal. A bright bonus sunroom provides the perfect spot to relax, while the expansive basement offers excellent space for a workshop, storage, or future possibilities. Step outside to a fully fenced backyard complete with a 15x20 wood deck and a convenient storage shed?perfect for outdoor living. Enjoy quiet mornings or evenings on the inviting front porch, and take advantage of the extra parcel, offering a great opportunity to add a garage or expand your vision.

18 N Sutphin Street, Middletown

1631 Jackson Lane, Middletown
$3,550,000
1877557 MLS
Well-maintained 48-unit multifamily community in Middletown, Ohio, featuring 48 spacious one-bedroom, one-bath apartments, each with a living room, dining area, and kitchen. This income-producing asset offers desirable tenant amenities, including an on-site leasing office, laundry facility, and dog park. Recent capital improvements include a new roof installed in 2022 and all new electrical service completed in 2023. Select units have also been updated with new hot water heaters, flooring, countertops, and other interior finishes. Rents continue to trend upward as units turn over, providing a clear path for continued revenue growth. The property also benefits from an on-site maintenance employee, with those expenses already incorporated into the current NOI. Located between Dayton and Cincinnati, this property presents an excellent investment opportunity with stable cash flow and additional upside potential through continued unit upgrades and operational efficiencies.

1631 Jackson Lane, Middletown

2001 Woodlawn Avenue, Middletown
$224,900
3 Beds ⋅ 2 Baths ⋅ 1876174 MLS
Welcome to this beautifully renovated 3-bedroom, 2 full-bath home where modern design meets everyday comfort. From the moment you step inside, you'll appreciate the quality craftsmanship, stylish finishes, and thoughtful updates throughout. Features You'll Love: ✔️ Brand-new modern kitchen with updated finishes ✔️ Two fully renovated bathrooms ✔️ New roof, siding, electrical, and plumbing for long-term peace of mind ✔️ Energy-efficient windows throughout the home ✔️ Elegant contemporary lighting that fills every room with warmth and natural brightness ✔️ A stunning custom decorative mural that creates a unique focal point in the living room Whether you're a first-time buyer, growing family, or simply looking for a beautifully updated home, this property offers the perfect combination of style, comfort, and value. Schedule your private showing today Owner-Agent.

2001 Woodlawn Avenue, Middletown

15 Kenwood Drive, Middletown
$269,000
3 Beds ⋅ 2 Baths ⋅ 1876541 MLS
Welcome Home! Tucked in the heart of Sunset Park area, this charming 3 bed, 2 bth Cape Cod is ready to begin its next chapter with a new owner. From the moment you step inside, you'll feel the warmth of the home's character, with brand new beautifully refinished hardwood flrs thru-out + showcase timeless picture-frame detailing.The main level is filled with charm, natural light, + orig woodwork. The main floor features a formal dining room + private office. Unwind in the cozy back den and family room, where doors open to a patio that feels like a hidden garden escape. W/ brick pavers, lush landscaping, + privacy fence, the outdoor space feels peaceful, private, + made for slow mornings, summer evenings, and meaningful moments.The home also offers a partially finished basement, perfect for a man cave or additional bedrm. Upstairs, you'll find all 3 bedrooms,offering generous closet space with comfortable room sizes. It's a home waiting for it's next beautiful story to begin!

15 Kenwood Drive, Middletown

409 Crawford St, Middletown
$259,900
1876691 MLS
TURN-KEY OR VALUE ADD INVESTMENT DREAM. THIS ALL BRICK CONSTRUCTION, HIGH PERFORMING INVESTMENT PROPERTY IS GENERATING APPROXIMATELY $5,000/MONTH THROUGH IT'S CURRENT ROOM RENTAL SETUP. THIS MULTI-LEVEL BUILDING OFFERS IMMEDIATE CASH FLOW WITH ADDITIONAL UPSIDE FOR INVESTORS LOOKING TO MAXIMIZE RETURN. THE UPPER LEVELS ARE CURRENTLY CONFIGURED FOR ROOM RENTALS, PROVIDING CONSISTENT INCOME, WHILE THE LOWER LEVEL OFFERS A FLEXIBLE SPACE THAT CAN BE UTILIZED FOR COMMERCIAL OR ADDITIONAL RESIDENTIAL UNITS, CREATING A FULLY APARTMENT-STYLE PROPERTY. WHETHER YOU'REB LOOKING TO CONTINUE OPERATING AS-IS FOR STEADY INCOME OR REPOSITION THE ASSET FOR HIGHER RENTS AND APPRECIATION, THIS PROPERTY OFFERS MULTIPLE STRATEGIES TO FIT YOUR INVESTMENT GOALS.

409 Crawford St, Middletown

5820 Bentwood Drive, Middletown
$370,000
5 Beds ⋅ 3 Baths ⋅ 1876097 MLS
Welcome home to this spacious 5 bedroom residence featuring 2 full bathrooms and 1 half bath. The large eat in kitchen offers ample room for gatherings with friends and family, and it's convenient walkout design provides seamless indoor-outdoor dining. Step onto the peaceful deck to enjoy your morning coffee in a serene setting. Inside, you'll find beautifully maintained interiors, including freshly painted rooms that create a bright and welcoming atmosphere. The large, full unfinished basement offers excellent potential for expansion, storage, or future customization. This home is filled with possibilities and showcase distinctive character throughout. It's a wonderful opportunity to make a space truly your own.

5820 Bentwood Drive, Middletown

620 Tara Oaks Drive, Middletown
$394,316
4 Beds ⋅ 3 Baths ⋅ 1875536 MLS
Welcome home to the perfect blend of comfort, space, and style with this stunning 2 story home situated in a culdesac. Featuring 4 spacious bedrooms and 2.5 baths, this home offers room for everyone to live, work and relax with ease. The beautifully updated kitchen with a high end fridge , ss appliances and granite counters is the heart of the home - ideal for cooking, gathering and making memories. A dedicated first floor office with built in bookshelves provides the perfect space for remote work or quiet productivity. Upstairs, you'll find generously sized bedrooms designed with comfort in mind. Car enthusiasts or those needing extra storage/space will love the long driveway and 3 car garage. The tree lined backyard and cozy front porch offer a private setting, perfect for entertaining or unwinding after a long day. With its prime location, thoughtful layout, and modern updates, this home truly checks all the boxes. Don't miss your chance to make it yours!

620 Tara Oaks Drive, Middletown

117 Dorset Drive, Middletown
$385,000
4 Beds ⋅ 3 Baths ⋅ 1874221 MLS
Welcome home! This stunning 4-bedroom, 3-bathroom ALL BRICK residence offers the perfect blend of timeless elegance and modern comfort. The expansive layout features a FULLY FINISHED WALKOUT BASEMENT, providing an abundance of versatile living space perfect for entertaining, a home office, or a private guest suite. Nestled just steps away from the historical Highland District, where holidays feel like they were pulled straight from a Hallmark movie complete with neighborhood traditions, festive gatherings, and beautifully decorated historic homes featured in a beloved community Christmas tour! Additional features include a large screened-in patio, 2-car garage, main floor laundry, wooded backyard, BRAND NEW FURNACE AND AC, new gutters (2024), new carpet, new appliances, and a rubber roof over the screened-in patio. Across the street, enjoy a public green space with the perfect sledding hill come wintertime. This one truly has it all schedule your private showing today!

117 Dorset Drive, Middletown

4613 Rosedale Road, Middletown
$448,500
5 Beds ⋅ 4 Baths ⋅ 1873734 MLS
Beautiful custom-built 5BR, 3.5BA home offering 3,234 sq ft of living space. Features 9' ceilings on the first floor, a private study that can be used as a 5th bedroom, and a finished basement with approximately 1,000 sq ft of additional space. Spacious primary suite includes a 10x12 sitting/recreation room, large walk-in closet, and its own gas fireplace. Home offers two gas fireplaces (family room & primary suite), Andersen windows, and a high-efficiency furnace. Professionally decorated, freshly painted, and well maintained throughout. Enjoy the outdoor living with a beautiful brick terrace, serene lily pond, and a large flat backyardperfect for entertaining or relaxing. Move-in ready with exceptional space and comfort!

4613 Rosedale Road, Middletown

2206 Cincinnati Dayton Road, Middletown
$355,000
1870557 MLS
This is an amazing property. it has 3 BRMS, large family room, wood burning brick fireplace ducts into the vents a second source of energy. (fireplace not warranted). Eat in Kitchen wood cabinets. Full walk out basement in the residential property. Newer windows, vinyl siding, large laundry with sink. Maintenance free, front covered porch, patio in the rear of the property. 4 car garage. Fully fenced yard. For the buildings on the property. the 4 car garage is attached to massive workshop. workshop fully equipped w/car lift. the opening is large enough to have a semi inside. there is an office & bathroom inside the workshop, electric, heating, and concrete floors this space has unlimited possibilities. There is a third garage for extra storage space. This property is great for a small business outside the residents; No to drive to work. Or car maintenance it is a find. it's inside the city limits.

2206 Cincinnati Dayton Road, Middletown

2003 Central Avenue, Middletown
$150,000
1871973 MLS
This mixed-use property features a professional office space offering approximately 2,680 square feet across the main level (1,812 SF) and finished lower level (868 SF) as well as a second floor residential space with separate entry. The professional office space offers a versatile layout including two conference rooms, private offices, work rooms, a receptionist area, two bathrooms and a kitchenette. Ample parking is available in a private lot behind the building. Many options are available for the residential space including owner-occupied, as a rental or for additional office space. In addition to the building being offered for sale, the commercial office space is also being offered for rent. (See MLS #1855177). Agent is related to seller. The commercial space can be shown anytime. Listing agent must be present for tours of the residential space.

2003 Central 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.

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