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509 Tara Oaks Drive, Middletown
$379,000
4 Beds ⋅ 3 Baths ⋅ 1885678 MLS
Spacious 4 BR, 2.5 BA brick 2-story offering over 2,700 sq. ft. in a convenient Middletown location! Hardwood floors welcome you into the foyer, with a formal LR and a flex room ideal for an office or study. The DR adjoins the kitchen featuring granite countertops, planning desk, breakfast area & abundant natural light, opening to the FR with a WBFP & walkout to a screened porch overlooking the large fenced backyard. An open patio offers additional outdoor living. Upstairs are 4 generous bedrooms, including a primary suite with walk-in closet & private bath with custom tile shower. Full unfinished basement provides excellent storage or future living space. Updates include vinyl flooring (2025), hall bath tile (2023), bath toilets (2024 & 2026), backflow prevention system (2025) & kitchen faucet (2026). Spacious rooms, flexible floor plan & numerous updates make this home a must see!

509 Tara Oaks Drive, Middletown

20 Ardmore Drive, Middletown
$318,500
3 Beds ⋅ 2 Baths ⋅ 1885521 MLS
Welcome home to this beautifully updated 3-bedroom, 1.5-bath just steps from the park. Thoughtfully updated from top to bottom, this move-in-ready home blends modern updates with timeless charm. The stunning kitchen has been features quartz countertops, custom soft-close shaker cabinetry, designer backsplash, new refrigerator and stainless-steel appliances. This home offers a stylish gas fireplace that creates a warm and inviting living space. First-floor laundry adds everyday convenience, while the basement offers exceptional storage, a brand new furnace and endless potential for a recreation room, home gym, or media space. Outside, enjoy a private, fully fenced backyard and an oversized 3-car garageperfect for car enthusiasts, hobbyists, or additional storage. With quality finishes, extensive updates, and an unbeatable location! WELCOME HOME!

20 Ardmore Drive, Middletown

2716 Renaissance Boulevard, Middletown
$537,500
4 Beds ⋅ 3 Baths ⋅ 1885034 MLS
Welcome home to this beautifully maintained Fischer Homes Avery floor plan in the highly desirable Renaissance community within the Lebanon School District! This unique 5-level design offers the perfect blend of open living & private retreats. The impressive two-story great room flows into the spacious kitchen featuring granite countertops, a large island & walk-in pantry. A lower-level recreation room provides flexible space for entertaining, a home office or playroom. The private owner's suite occupies its own level with a tray ceiling, oversized tiled shower, walk-in closet & convenient laundry access. Upstairs offers three additional bedrooms with new carpet & ceiling fans. Recent updates include a new roof (2025), water softener, carpet & humidifier. Enjoy LVP flooring, a 3-car garage, fenced yard, stamped concrete patio with hot tub, outdoor TV hookup & community amenities including pools, lakes, trails, playgrounds & basketball court.

2716 Renaissance Boulevard, Middletown

2212 Arlington Avenue, Middletown
$260,000
4 Beds ⋅ 1 Baths ⋅ 1884052 MLS
Welcome home! 4-bed, 1-bath residence where timeless craftsmanship meets thoughtful modern updates. Rich original hardwood floors with stunning picture-frame detailing, beautifully preserved trim, and original woodwork create a character that simply cannot be replicated. The main floor offers a generous eat-in kitchen, elegant formal dining, and the crown jewel, a gorgeous three-season room perfect for quiet morning coffee or the perfect Christmas tree room during the holidays! Upstairs, all four bedrooms await with modern finishes. The basement is a rare find for the area, boasting modern ceiling heights and open-ness, ready to be finished for additional living space or enjoyed as storage. Outside, a fully fenced private backyard and 2-car detached garage complete this one-of-a-kind home.

2212 Arlington Avenue, Middletown

2005 Tullis Drive, Middletown
$419,000
4 Beds ⋅ 4 Baths ⋅ 1883829 MLS
Authentic Mid-Century Modern ranch offering over 3,300 square feet of updated living space with timeless architectural character. Cathedral ceilings, expansive windows, and an open-concept design create a bright, inviting atmosphere that's perfect for everyday living and entertaining. This spacious home features 4 bedrooms, 3.5 baths, including the rare convenience of three bedrooms with private ensuite full bathsideal for guests or multi-generational living. The updated kitchen flows into the great room and opens to a private backyard retreat, blending indoor and outdoor living with ease. A unique opportunity to own a beautifully updated architectural home in one of Middletown's most desirable neighborhoods.

2005 Tullis Drive, Middletown

4823 Beechwood Lane, Middletown
$312,000
3 Beds ⋅ 3 Baths ⋅ 1882268 MLS
Welcome home to maintenance-free living at its absolute finest! Tucked away in the highly desirable community of The Woods, this beautifully maintained, move-in-ready END UNIT condo is beaming with natural light. The main level features a spacious, open-concept floor plan highlighted by soaring vaulted ceilings, neutral decor, and a convenient first-floor laundry room. Unwind or entertain effortlessly on your rare, expansive WRAP-AROUND DECK surrounded by peaceful, serene woods. The fully finished WALK-OUT LOWER LEVEL functions as its own private suite, boasting a generous third bedroom and a full third bathroomperfect for guests or a home office. Complete with fresh paint throughout, a generous 2-car garage, and extra community parking, this gem leaves nothing to do but move right in. Enjoy a premier Middletown location with low-maintenance HOA coverage managing your exterior care, landscaping, and snow removal! Schedule your private tour today before this rare end-unit is gone!

4823 Beechwood Lane, Middletown

7 N Sutphin Street, Middletown
$268,000
1881644 MLS
Incredible turnkey investment opportunity with massive value-add potential! This cash-flowing Middletown duplex features stable, with a long-term tenants already in place, generating $1,200 in gross monthly income, second was rented at $1,300 a month. You can choose to live in one unit and let the other offset your mortgage! The upstairs unit has been recently fully renovated, and the roof was replaced in 2020, minimizing your immediate cap-ex. Looking for instant equity? The full basement features a separate entrance and already includes a kitchenette and full bathroom, offering the perfect setup to easily build out a 3rd income-producing unit. Exterior amenities include a 2-car detached garage and a fenced-in patio space. Unbeatable locationjust minutes from the restaurants on Central Ave and a quick 10-minute drive to I-75. Don't disturb tenants. Call to schedule your tour or more information. Agent Owned property.

7 N Sutphin Street, Middletown

5741 Sawyers Mill Drive, Middletown
$380,000
3 Beds ⋅ 4 Baths ⋅ 1879610 MLS
Built By Fischer Homes, In The Sawyers Mill Community, This Beautiful Two-Story Offers A Spacious Layout. The Open Concept Main Floor Flows From The Dining Space To The Living Room And Into The Updated Kitchen. A Walk-Out To The Large Deck Allows For Sunset Views. In Addition To 3 Bedrooms & 2 Full Baths, The Upstairs Consists of A Laundry Room And Sizeable Loft Space. The Primary Bedroom Has A Walk-In Closet And En-Suite Bathroom With Double Vanities And Glass Shower. The Walk-Out Basement Is Ready To Entertain! Enjoy Movies On The Projector System, Play Pool, Or Host At The Wet Bar, Complete With Beverage Cooler & 2 Keg Hook Ups With Countertop Tap Dispensers. The Large Patio, Fenced Level Yard & Fire Pit Extend The Fun! The 2-Car Garage Comes Complete With A Fast Track Organization System & 3 Tool Cabinets. Come See This Beauty For Yourself!

5741 Sawyers Mill Drive, Middletown

615 Stanley Street, Middletown
$260,000
4 Beds ⋅ 2 Baths ⋅ 1881464 MLS
Rich in history, character, and timeless craftsmanship, this one-of-a-kind stone home offers a rare opportunity to own a truly unique property. Featuring 4 bedrooms, 2 bathrooms, and three levels of living space, this home showcases stunning original woodwork, hardwood floors, and a custom tile fireplace that highlights its historic charm. Three of the four bedrooms offer walk-in closets, while the kitchen is equipped with a gas range and stainless steel appliances. Additional features include a newer roof (2023), full basement, 2-car garage, charming garden room with sprinkler system, elevated front porch, and second-floor balconies overlooking both the front and rear of the property. With distinctive architectural details and character throughout, this remarkable home is ready for its next chapter.

615 Stanley Street, Middletown

713 Trafalgar Court, Middletown
$275,000
3 Beds ⋅ 2 Baths ⋅ 1881625 MLS
Recently updated 1,814 sq ft, 3 bed 1.5 bath cul-de-sac home w/fenced yard (11,761 sq ft lot), & finished lower level. The main level living includes 3 bedrooms, 1 dual vanity bathroom w/tub/shower, kitchen, breakfast nook, living room, and family dining room. The lower level includes a 1/2 bath, open multipurpose room w/fireplace, new ceiling fan, & separate utility room. Numerous updates including: baths(2026), flooring (2026), kitchen (2025)- cabinets countertops, faucet & appliances, roof(2024), siding(2024), ac/heat(2025), water heater(2025), interior paint(2026), exterior paint(2025), garage paint & electrical(2026), rain gutters(2025), interior lighting(2026), exterior deck refurbish/stain(2026), door-locks(May 2026), reprogram garage door remotes & keypad(May 2026), & numerous interior electrical updates(2026).

713 Trafalgar Court, Middletown

3478 Renaissance Boulevard, Middletown
$725,000
5 Beds ⋅ 6 Baths ⋅ 1880414 MLS
Located in the desirable Renaissance Community, this 5BD/6BA home features a grand 2-story entry, front and rear staircases, hardwood floors, cathedral ceilings and over 6,000 sqft of finished space. A functional layout for entertaining all year. Includes a 1st floor study, walkout lower level with rec room, wet bar, exercise room, and workshop. Kitchen offers updated appliances, ample cabinetry, and great gathering space. Recent updates include fresh paint, lighting, and HVAC (2024), plus an in-home speaker system. Enjoy the wooded backyard complete with an upscale patio and firepit. Community amenities include clubhouse, cabana, two swimming pools, walking trails, playground, basketball court, and open green spaces.

3478 Renaissance Boulevard, Middletown

5298 Donatello Drive, Middletown
$717,500
5 Beds ⋅ 4 Baths ⋅ 1881330 MLS
Welcome to your dream home! 5bd 4bth luxury Masterpiece Collection, built 2021, fts: incredible number of upgrades, inc. a WALKOUT BASEMENT perfect for multi-gen living. Renaissance POOL comm. fts: 2 pools, walking trails, playgrounds. First flr fts: wide-plank hardwd, 2 offices, flex sunroom, & cstm-built kitchen. Kitchen fts: cmercial-grade vent system, gas rnge, RO wtr purification, quartz cnters. Upstairs, you will find 4 bdrms, a LG primary w/ attached prvt loft. Wlk-out lwer level finished w/ kitchen, full bath, bedrm, & LG storage area. Step outside & discover a backyard that feels like its own private retreat. Set on one of the highest points in the area, offering breathtaking sunset views over the valley. Enjoy from your 20x30 covered raised patio or under the 20x20 pavilion. w/ more than 70 trees added, smart irrigation, & extsve landscaping, the space has been transformed into a peaceful oasis. Why build when you can have this remarkable masterpiece

5298 Donatello Drive, Middletown

5935 Regatta Drive, Middletown
$350,000
4 Beds ⋅ 3 Baths ⋅ 1881079 MLS
Better than new! The homeowners have elevated the interior with wainscoting, board and batten, and new light fixtures. Featuring an open floor plan with loads of natural light. The gorgeous kitchen includes an island, pantry, stainless steel appliances, and gold cabinet hardware. The first-floor flex space which is perfect for a study, office, playroom, home gym, or mud room. Upstairs are four bedrooms, three of which have walk-in closets, and second floor laundry. The full basement is ready for expanded living space with an egress window, three- piece rough in, and Radon Mitigation System. Outside enjoy the fully fenced yard and a low maintenance composite deck. The community also has a scenic pond to enjoy. Convenient location close to shopping and multiple schools. Located in Franklin School District, but minutes private and public school options- Fenwick High School- 5mi, St. John XXII-2.3mi, Middletown Christian- 4.4mi, Middletown HS, JH- 1.7mi, Miami Middletown-1.9mi. Tour Today!

5935 Regatta Drive, Middletown

3120 Illinois Ave, Middletown
$157,000
1880540 MLS
This unique property features two separate single-family homes on a single parcel - perfect for investors or house hackers looking for immediate cash flow or owner-occupant income. One 3-bedroom, 1-bath home and One 1-bedroom, 1-bath home. Both units are separately metered for utilities, making management simple and allowing each tenant to cover their own costs. Live in one unit and rent the other to significantly offset your mortgage, or rent both for strong rental income in a solid Middletown location. Excellent potential for value-add improvements. Whether you're building your real estate portfolio or seeking an affordable way to own while earning income, this turnkey setup delivers flexibility and opportunity. Properties like this with two separate homes on one parcel don't come along often!

3120 Illinois Ave, Middletown

2210 Arlington Avenue, Middletown
$215,000
3 Beds ⋅ 2 Baths ⋅ 1880439 MLS
Packed with character and timeless charm, this 3-bedroom, 2-bath home offers incredible potential for a first-time buyer, investor, or anyone ready to add their own personal touch. Original woodwork and hardwood floors throughout create warmth and classic appeal you don't find every day. Spacious bedrooms, generous closet space, and a flexible layout provide plenty of room to make the space your own. The rear addition offers versatility as a cozy family room or potential primary suite, while the dining room featuring solid wood French doors could also function beautifully as a home office or flex space. A loft area adds even more possibilities and is ideal for a reading nook, playroom, or bonus living area. Outside, enjoy the covered front porch, covered patio, fenced backyard, and a full unfinished basement with abundant storage or future finishing potential. With light updates and minor repairs, this home presents a great opportunity to build equity and bring your vision to life.

2210 Arlington Avenue, Middletown

3721 Fiesta Way, Middletown
$272,500
3 Beds ⋅ 3 Baths ⋅ 1879851 MLS
Beautifully updated 3-bedroom, 2.5-bath tri-level nestled on a quiet street and filled with modern upgrades and versatile living space! This move-in ready home features a bright open floor plan with light wood LVP flooring, all new recessed lighting, and seamless flow between the living, dining, and kitchen areas. The inviting living room is anchored by a cozy wood pellet fireplace, while the stunning sunroom is filled with natural light and overlooks the backyard. The finished lower level offers flexible space for a home office, recreation room, media room, or additional living area. The spacious primary suite features an updated ensuite bath. Additional highlights include a newer HVAC system (2020), oversized 2-car garage with 220 electric vehicle charger, large storage shed, and professionally installed French drain system added in January 2023. Thoughtfully updated throughout and move-in ready! Agent/Owned.

3721 Fiesta Way, Middletown

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

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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