Refine Search
Sort by
$214,000
6 Beds 4 Baths 1852864 MLS
An incredible opportunity to be near the growing vibrancy of downtown Middletown. Just a few blocks from the historic South Main corridor, you can wake this sleeping beauty and give the John B. Tytus House a run for its money. Currently being used as a single-family home, you could also rent out individual floors. With separate entrances, 3 kitchens, 6 bedrooms, 4 full bathrooms, and a finished efficiency apartment in the attic - the possibilities are endless whether you need a multi-generational home, rental income or room to grow! The Great Room addition offers easy access to the deck and backyard. This large property includes the vacant corner lot addressed 801 S Main St. parcel # Q6521027000002. HVAC replaced 2024. H2O 5yrs old. Home is being sold strictly as-is; seller will make no repairs.

805 S Main Street, 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

$339,900
4 Beds 3 Baths 1852094 MLS
Tastefully updated 4-bed, 2.5-bath home with 2,200 sq. ft. plus a finished basement! The refreshed kitchen (2020) features soft-close cabinets, pull-out drawers, under-cab lighting, Bosch dishwasher, ceramic tile, pantry & movable island. Enjoy a spacious primary suite with dual closets & marble vanities. Family room offers hardwood floors, a gas fireplace & opens to a large covered deck. Fully fenced backyard with custom picket fence, shed & lush landscaping offers plenty of privacy. Basement includes rec room, built-ins, laundry w/ utility sink & folding table. Newer roof & HVAC (~7 yrs), gutter guards (1 yr), smart garage door opener, Pella windows w/ built-in blinds, and abundant storage throughout. All appliances convey! Gas fireplace and chimney not warranted. April Air humidifier not warranted. Offers reviewed 6 PM on Sunday, 8/24; sellers may accept offer prior.

4813 Longford Drive, Middletown

$306,000
4 Beds 4 Baths 1851549 MLS
Exquisitely renovated end-unit property offering nearly 2,600 sq ft of refined living space. Perfectly nestled on a serene cul-de-sac with no rear neighbors, this home blends luxury with comfort. Recent updates include an updated kitchen with new stainless appliances, designer bathrooms, rich engineered hardwood, plush carpet, fresh interior paint, modern lighting, new sliding doors, and more. Sun-filled interiors feature soaring cathedral ceilings, abundant storage, and an attached two-car garage. The elegant primary suite boasts a walk-in closet, private deck, and spacious all new bath. A versatile walkout finished LL offers an oversized 4th bedroom or flex space. Entertain on the expansive deck overlooking a wooded, private backyard. HOA only $75/year.

1031 Golfview Drive, Middletown

$310,000
5 Beds 4 Baths 1849622 MLS
Hard-to-find TRUE 5 bedroom home with all bedrooms on the 2nd floor, each with a walk-in closet! The spacious primary includes an adjoining bath and 2 closets for ultimate convenience. Enjoy 3 finished levels with extensive woodwork/moldings and multi-panel wood doors! Complete with formal living and dining rooms, plus a cozy family room with fireplace and balcony overlooking the private, wooded yard. Large eat-in kitchen offers a peninsula, double pantry, ample counter space & newer appliances. The basement features a 30x22 rec rm that walks out to a patio, a 1/2 bath & plenty of storage. Additional highlights include a large 1st floor laundry/mudroom, an 11x16 composite deck, newer furnace and covered front porch! This well-maintained home offers incredible space and comfort in a beautiful setting.

3406 Sherman Avenue, Middletown

$315,000
3 Beds 3 Baths 1849470 MLS
Back on Market due to buyer financing. Beautiful, private end unit just minutes from Miami University Middletown and Atrium Medical Center. HOA covers all exterior maintenance, roof, landscaping, and snow removal. Enjoy a low-maintenance lifestyle with lush landscaping and serene treed views. Main-level living includes a spacious primary suite, office, and laundry. Kitchen features Corian countertops and pull-out shelves. Newer vinyl flooring and carpet on main level and Andersen windows throughout. The great room with stone fireplace opens to a covered patio via French doors, complete with a swing and built-in electric grill. Major updates include new HVAC and sump pump with backup. Finished lower level offers a bedroom, office, full bath, and generous storage. Move-in ready with comfort, style, and carefree living.

4904 Timberline Drive, Middletown

$309,500
3 Beds 3 Baths 1848561 MLS
Don't miss your opportunity to make this custom-built contemporary home your own! Bursting with personality and thoughtful design, this 3 bed, 2.5 bath gem offers over 2,500 sq ft of flexible living space and a layout that truly stands out. The open-concept primary suite on the second floor brings a loft-like vibe, filled with natural light-ideal for those who value creativity and openness. Prefer more privacy? With a few simple updates, this space can be transformed into a more traditional retreat. Inside you'll find vaulted ceilings, warm natural woodwork, and a cozy wood-burning fireplace. The finished lower level with a walkout expands your living space even more, while the spa-like bathroom features a custom walk-in shower with a rain showerhead. Step outside and enjoy the beautifully landscaped backyard with a peaceful creek-your own outdoor sanctuary. Schedule your showing today!

4723 Rosedale Road, Middletown

$579,150
4 Beds 4 Baths 1848319 MLS
Welcome to this pristine & extensively updated home in the desirable Renaissance community. Nestled on a quiet cul-de-sac with a wooded backdrop, this home offers privacy, style, and convenience. Since 2022, nearly every corner has been refreshednew carpet throughout, a fully updated kitchen with sleek quartz countertops and subway tile backsplash, and new quartz surfaces on all bathroom vanities. Enjoy hardwood floors in the foyer, living room, dining room, and kitchen, A dedicated first-floor study perfect for working from home. The second floor features 3 full baths and a luxurious primary suite. The finished, walkout lower level provides additional living space. Major mechanicals are taken care of with a new roof and HVAC system installed in 2023. Enjoy quick access to the community pool just beyond the trees in the backyard. Ideally located minutes from highways, shopping, and Bishop Fenwick High Schoolthis home is move-in ready and beautifully updated from top to bottom.

3351 Babson Court, Middletown

$419,900
4 Beds 4 Baths 1847637 MLS
Welcome home! Beautiful 4 bed, 3.5 bath ALL BRICK home nestled on a tree-lined cul-de-sac on nearly 1 acre, offering a rare blend of charm, privacy, & timeless design. As you wind down the lane & arrive at this stately residence surrounded by a lush green & neighboring woods, you'll feel like you've been transported to an English countryside. Step inside: New PORCELAIN tile thru-out, & oversized windows flood home w/ natural light. UPDTD KTCHN (2020 & 2024) fts: oak cabs, granite cntrs, & custom finishes. Upstairs fts: all 4 bds, including a LG master w/ walk-in closet & updated bath ft: custom tiled walk-in shower. Step outside & exhale. Your backyard is a private sanctuary where you can sip your coffee on a crisp fall morning while an array of beautiful birds provide the soundtrack. Additional highlights include a partially finished bsmnt, MAIN FLR LAUNDRY, oversized 2car grge. Major updates include: BRND NW ROOF (2025), HVAC (2023), updated baths (2020), fresh paint, & SO much mor

1908 Court Donegal, Middletown

$375,000
4 Beds 3 Baths 1845139 MLS
Welcome to your dream home! An immaculately updated home located off the ONLY SHARED POND community in Middletown! This spacious quad-level offers over 2,900 sq ft of stylish living space, blending thoughtful updates with a flexible layout perfect for anyone's lifestyle. Step inside to find modern finishes throughout, including updated HARDWOOD FLOORS, a huge bay window looking out to the neighboring POND and a bright open kitchen with stainless steel appliances, granite countertops, and custom white shaker cabs. The main level offers multiple living areas, ideal for entertaining or relaxing, while the lower level provides a secondary cozy family room w/a fireplace and walk-out patio, home office and an additional bedroom. Perfect floor for a mother-in-law suite with its private entrance! Downstairs features a finished basement with a media room area and storage! Upstairs, you'll find generously sized bedrooms and beautifully remodeled bathrooms. The primary suite includes a walk-in c

4629 Wicklow Drive, Middletown

$300,000
3 Beds 2 Baths 1845115 MLS
Welcome to Shadow hill! Where quality updates, timeless style, and peaceful surroundings come together! Tucked in a quiet cul-de-sac, established neighborhood on nearly half an acre, this beautifully updated BRICK tri-level offers over 2,000 sq ft of comfortable, move-in ready living. Step inside to find original hardwood floors, fresh paint, and a remodeled kitchen with quartz countertops, updated cabinetry, and stainless steel appliances. The home features two spacious living areas, a wood-burning fireplace, and a fully renovated hall bath with beautiful modern finishes. The three-season room is the true showstopper... overlooking a serene, tree-lined backyard, that provides privacy and tranquility year-round, where deer are frequent visitors. Just two blocks away is the private members only Wildwood Golf Club. Enjoy the rare convenience of driving your personal golf cart straight to the course! Or enjoy a peaceful summer stroll to the prestigious Sunset Park!

3105 Shadow Hill Road, Middletown

$339,000
4 Beds 3 Baths 1845090 MLS
Nestled at the end of a quiet cul-de-sac, this beautifully maintained 4bd 3 ba home offers the perfect blend of comfort, space, and style. Step inside to a spacious layout ideal for both entertaining and everyday living. The main level features a large living area, LVP flooring an updated kitchen with walk in pantry and an enclosed patio, a great space to enjoy your morning coffee. The finished basement provides versatile extra space- perfect for a home theatre, gym, or playroom. Extra Space with tons of storage. Upstairs, the generously sized bedrooms with walk in closets are perfect for families, guests, or home office setups. The primary suite offers a peaceful retreat with his/her closets and an en-suite bath. Enjoy evenings under the stars around the fire pit area or unwind in the fenced backyard that offers privacy and room to play or garden. Make this house your home! HVAC and Sump pump 2021. Quick access to shopping centers, dining options, parks and more!

116 Whisman Drive, 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.