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1021 Jackson Street, Middletown
$273,000
3 Beds ⋅ 2 Baths ⋅ 1896814 MLS
Fall in love with this charming Cape Cod in the desirable Wildwood area! Beautifully updated and lovingly maintained from top to bottom, this home is full of character and warmth. The cozy and inviting main level features a circular floor plan with a living room complete with a fireplace, kitchen, dining room, bedroom, and full bathroom. One of the home's hidden gems is the delightful side sunroom with exposed rafters, the perfect spot to relax and enjoy those beautiful fall days! Upstairs, you'll find two spacious bedrooms featuring built-in dressers and cedar closets, along with another full bathroom. But wait until you see the basement! Offering incredible possibilities for extended family, college kids, or additional entertaining space, the lower level features a family room, second kitchen, study, laundry room, and plenty of storage. Step outside to enjoy the fenced backyard, 2-car detached garage, and additional storage shed.

1021 Jackson Street, Middletown

109 Orchard Street, Middletown
$249,900
3 Beds ⋅ 3 Baths ⋅ 1896243 MLS
Move-in-ready 3-bedroom, 2-bath ranch in an established Middletown neighborhood! Recent improvements include a new roof, new flooring throughout, fresh paint, new kitchen countertops, brand-new appliances and an updated circuit breaker panel. Bright living spaces offer classic character with built-ins, crown molding and a fireplace. The refreshed kitchen features a new range and over-the-range microwave. The primary bedroom has an adjoining full bath, with a second full bath on the main level. A spacious, open basement includes a half bath and laundry area, plus flexible room for recreation, hobbies, a home office, exercise equipment or storage. Outside, enjoy a fenced backyard, deck and attached one-car garage. With extensive updates already completed, 109 Orchard Street is ready for you to make it your own. Schedule your showing today!

109 Orchard Street, Middletown

3308 Grand Avenue, Middletown
$209,000
4 Beds ⋅ 3 Baths ⋅ 1892434 MLS
The classic design of this cape cod style residential single family residence offers a serene living experience in Middletown. Spanning 1,696 square feet, the home features four bedrooms, two full bathroom, and one half bathroom. Central Air provides indoor comfort throughout the seasons. The layout spans two stories, offering distinct spaces for daily living. The exterior features a 0.32-acre lot measuring 13,809 square feet. This outdoor space provides a setting for warm weather activities. Located in Middletown at 3308 Grand Ave, this property combines functional living spaces with outdoor recreation opportunities. Schedule a visit today to view this residence. Being Sold AS-IS Room sizes are estimated. Seller will make not repairs

3308 Grand Avenue, Middletown

25 Scholars Way, Middletown
$235,000
3 Beds ⋅ 3 Baths ⋅ 1895946 MLS
The Rowan is a stylish new two-story townhome by Cristo Homes offering approximately 1,480 square feet of modern living space with 3 bedrooms, 2.5 baths and a 1-car garage. The open main level features 9-foot ceilings, expansive windows, and a beautifully designed kitchen with an island, pantry closet, built-in storage cubbies, and access to the rear patio. The Grand Bedroom features an en-suite bathroom, double-sink vanity and walk-in closet. Townes of Lincoln Village will feature 59 new townhomes with wooded views, a fenced dog park, and shaded pergola picnic area beneath a mature tree canopy. Conveniently located near Miami University Middletown, Atrium Medical Center, local dining options, and easy access to I-75, with lawn care and a professionally managed HOA. Located in Middletown School District.

25 Scholars Way, Middletown

23 Scholars Way, Middletown
$247,000
3 Beds ⋅ 3 Baths ⋅ 1895909 MLS
The Rowan is a stylish new two-story townhome by Cristo Homes offering approximately 1,480 square feet of modern living space with 3 bedrooms, 2.5 baths and a 1-car garage. The open main level features 9-foot ceilings, expansive windows, and a beautifully designed kitchen with an island, pantry closet, built-in storage cubbies, and access to the rear patio. The Grand Bedroom features an en-suite bathroom, double-sink vanity and walk-in closet. Townes of Lincoln Village will feature 59 new townhomes with wooded views, a fenced dog park, and shaded pergola picnic area beneath a mature tree canopy. Conveniently located near Miami University Middletown, Atrium Medical Center, local dining options, and easy access to I-75, with lawn care and a professionally managed HOA. Located in Middletown School District.

23 Scholars Way, Middletown

110 N Sutphin Street, Middletown
$225,000
3 Beds ⋅ 3 Baths ⋅ 1894556 MLS
Classic character meets a fresh, fully remodeled interior in this beautiful 3-bedroom, 2.5-bath two-story home. A welcoming covered front porch framed by white columns sets the tone, while inside, rich hardwood floors, classic trim and a timeless staircase create an inviting first impression. The spacious Living Room features a striking stone fireplace and built-in shelving, while bay windows add character and natural light. The remodeled Kitchen combines warm wood cabinetry with tile flooring and a central island. Upstairs, 3 bedrooms share a beautifully refreshed full bath with classic soaking tub and modern tile. The finished basement adds valuable living space, a full bath and plenty of storage. From the classic architectural details to the extensive updates throughout, this home brings the charm of its era together with the ease of a complete renovation. Property is being sold as is, where is and fireplace is not warranted.

110 N Sutphin Street, Middletown

4209 Bonita Drive, Middletown
$240,000
3 Beds ⋅ 2 Baths ⋅ 1895010 MLS
Welcome home to 4209 Bonita Dr! This move-in ready 3 bedroom, 1.5 bath ranch has been freshly updated with new paint throughout, brand new carpet, and new flooring in the half bath. A beautiful cathedral ceiling adds an open, airy feel, and everything is on one level for easy everyday living. The large kitchen offers plenty of space to cook and gather, and it walks right out to a small, private patio that's great for morning coffee or relaxing in the evening. Stay cool with a brand new 2026 AC unit. The 2-car garage features a freshly epoxied floor for a clean, finished look and extra durability. Just unpack and enjoy. Schedule your showing today! Seller is willing to consider concessions that could help the buyer with a rate buydown.

4209 Bonita Drive, Middletown

4531 Bonita Drive, Middletown
$139,900
2 Beds ⋅ 2 Baths ⋅ 1894733 MLS
Welcome to this well-maintained 2-bedroom, 1.5-bath home offering comfortable, low-maintenance living in a convenient location. The main level features a half bath, fully equipped kitchen, and an open view into the dining area and spacious living roomperfect for entertaining or relaxing. The living room provides easy access to the private, fenced-in back patio, creating a seamless indoor-outdoor living space. Upstairs, the primary bedroom offers two closets and convenient access to the full bath, which connects directly to the laundry area. A second spacious bedroom completes the upper level. Outside, enjoy a private patio, storage shed, and space to relax or entertain. Recent updates include fresh paint, newer HVAC, a 2-year-old roof, and brand-new windows installed in August 2026. Located within the Middletown School Districtthis home is a must-see!

4531 Bonita Drive, Middletown

2401 Flemming Road, Middletown
$184,900
2 Beds ⋅ 2 Baths ⋅ 1894309 MLS
Welcome home to a charming slice of Middletown history, beautifully updated for modern living. Situated on a desirable corner lot, this delightful 2-bedroom, 2-bathroom home spans more than 1,100 sq ft, offering a perfect blend of cozy comfort and convenient space. Step inside to discover the warmth of original character harmonized with contemporary upgrades. Beautiful hardwood floors flow through key areas, complemented by a mix of wood and new flooring, creating an inviting ambiance. The heart of the home features a well-appointed kitchen. Both washer and dryer are included, ensuring a truly move-in ready experience. Beyond its walls, enjoy immediate access to a nearby park, perfect for leisurely strolls or outdoor activities, enhancing your lifestyle significantly. With forced air heating for year-round comfort, this home offers an exceptional opportunity for first-time buyers or those seeking a charming, low-maintenance retreat. Discover your new beginning today!

2401 Flemming Road, Middletown

1827 Londonderry Drive, Middletown
$250,000
3 Beds ⋅ 3 Baths ⋅ 1892456 MLS
Enjoy low-maintenance living without sacrificing space in this well-maintained 3-bedroom, 2 full/1 half bath end-unit condo offering over 2,300 sq. ft. of finished living space. Inside, you'll find a welcoming fireplace, newer flooring and carpet, deep closets, and a large upstairs loft that adds valuable flexibility. The finished basement provides even more room to spread out, while the 2-car garage offers plenty of parking and storage. Additional updates include HVAC in 2024, a smart thermostat, and kitchen appliances. Outside, enjoy your deck without the usual maintenance demands. The HOA handles exterior maintenance, including lawn care, mulching, snow removal, deck maintenance and more. Set in a quiet, convenient neighborhood, this home delivers the space of a larger home with the ease of condo living. Schedule your private tour today! Property has monthly assessment through end of 2026 of which sellers will pay in full at closing.

1827 Londonderry Drive, Middletown

4525 Bonita Drive, Middletown
$129,900
2 Beds ⋅ 2 Baths ⋅ 1892355 MLS
Welcome to this spacious END-UNIT townhome offering over 1100 sq ft of comfortable living space! The updated kitchen features a large pantry and an open sightline into the dining area and inviting living room. A half bath and electric fireplace completes this space. Step outside from the main level to an enclosed patio, perfect for relaxing or entertaining, plus a storage shed for added convenience. Upstairs, you'll find two generously sized bedrooms and a full bathroom with tub shower combination. Enjoy the added privacy and natural light of an end-unit location, along with a functional layout designed for everyday living. A wonderful opportunity to make this well-maintained townhome your own. Roof replaced 2024 and water and trach is included in the HOA.

4525 Bonita Drive, Middletown

1609 Lafayette Avenue, Middletown
$215,000
3 Beds ⋅ 2 Baths ⋅ 1891663 MLS
Beautifully updated ranch offering easy one-floor living with plenty of space inside and out! The welcoming entry features laminate flooring and a versatile bedroom that could also serve as a home office or study. The updated kitchen boasts white cabinetry, granite countertops, stainless appliances, tile backsplash, counter-bar seating, and a walkout to the covered patio. Enjoy a spacious living room and two full baths, including one with a walk-in shower and double vanity. A newly finished flex/rec room in the lower level provides additional living space. Recent improvements include a new roof, encapsulated crawl spaces, and updated ductwork extended to the front of the home for improved heating and cooling efficiency. Outside, enjoy a freshly landscaped, large fenced yard with a fire pit, covered patio, oversized two-car garage, and additional parking pad!

1609 Lafayette 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.