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$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

$222,000
3 Beds 3 Baths 1853635 MLS
Step into style and serenity with this stunning contemporary home nestled on a beautifully wooded lot. Featuring a striking 9' or greater ceiling and an airy, open-concept layout, this home offers the perfect blend of comfort and modern design. With flexible space to be configured as either a 2 or 3-bedroom home and 1 full and 2 half baths, it's perfect for anyone from young professionals to growing families. The main level boasts a bright and spacious living room that flows effortlessly into the heart of the home, while the lower-level family room complete with a cozy fireplace is ideal for relaxing evenings or entertaining during cooler months. Step outside onto your private deck and take in peaceful views of your lush, wooded backyard a tranquil escape right at home. Don't miss your chance to own this hidden gem in the heart of Middletown.

4304 Pennswood Drive, Middletown

$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

$188,000
3 Beds 2 Baths 1852841 MLS
Updated 3-bedroom 2-story with 3 + car garage/pole barn centrally located. Situated on a spacious corner lot, this property features a fenced yard with two welcoming porches and an additional deck, perfect for morning coffee or evening gatherings. Inside, you'll find natural wood and brick accents throughout, providing timeless warmth and charm. The layout includes a bright living area, a modern kitchen with brand-new appliances/island bar, and updated finishes including new carpet, all new electrical/plumbing, and hot water heater. The oversized 3-car garage offers ample parking plus dedicated workspace, ideal for hobbies or storage. With its combination of classic details and thoughtful updates, this home is truly move-in ready and waiting for its next owners!

401 S Sutphin Street, Middletown

$190,000
3 Beds 3 Baths 1852723 MLS
This exquisite turn-of-the-century residence has undergone a stunning remodel, boasting three bedrooms and three full bathrooms. The bathrooms have been elegantly revamped with new tub and shower surrounds, complemented by new vanities and mirrors. The home features stunning new lighting and flooring throughout. Additionally, the interior and exterior showcase a fresh coat of paint in a neutral color palette. The expansive kitchen is equipped with white shaker-style cabinets, a kitchen island, and granite countertops, complete with stainless steel appliances. Situated on a generous lot, this property is conveniently located near public transit, schools, and parks. A new central air unit to be installed prior to closing.

1101 Baltimore Street, 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

$255,000
4 Beds 3 Baths 1851264 MLS
Welcome to 2212 Fernwood Street! This beautifully updated 4-bedroom, 2.5-bath home offers modern comfort and style in a prime Middletown location. Step inside to discover an open and inviting layout with all-new stainless steel appliances, upgraded electric, brand-new HVAC, and a water heater for worry-free living. The roof is just 3 years old, giving you peace of mind for years to come. Enjoy the spacious finished basementperfect for a media room, home gym, or additional living space. Outside, you'll find a detached 2-car garage and a large backyard ideal for entertaining, gardening, or relaxing on warm evenings. Move-in ready and priced to sell, this home is a rare find that blends modern upgrades with everyday functionality. Don't miss your chance to make it yoursschedule a showing today!

2212 Fernwood Street, Middletown

$217,500
3 Beds 1 Baths 1851661 MLS
Move-in ready and beautifully remodeled, this all-brick ranch offers over 1,500 sq. ft. of comfortable living space. Featuring 3 bedrooms, 1 updated bathroom, and a full unfinished basement, this home has been freshly painted and thoughtfully updated throughout. Gorgeous wood floors run throughout the main living areas, adding warmth and charm. The inviting kitchen boasts stainless steel appliances, butcher block countertops, and recessed lighting. Enjoy the heated and cooled morning room with brand new carpet, perfect for year-round relaxation, plus an enclosed porch for added living space. Outside, you'll find a carport, fenced yard, storage shed, fire pit, and pergolaideal for entertaining or unwinding. An extra storage room at the back of the property provides even more space for your needs. With its charming curb appeal, modern updates, and versatile layout, this home is ready for you to make it your own. Don't let this one get awayschedule your showing today!

15 Fulton Lane, 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.