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$225,000
3 Beds ⋅ 2 Baths ⋅ 966624 MLS
Welcome to 114 Harrison St. This beautifully updated 3-bedroom, 1.5-bath home on the north side of Middletown offers over 1,680 sq. ft. of comfortable living space. Step inside to find beautiful hardwood floors, an updated kitchen and bathrooms, and a charming fireplace. Spacious rooms and tasteful finishes make this home truly move-in ready. The unfinished basement provides plenty of additional storage and possibilities for future use. Conveniently located near local shopping, dining, parks, and downtown Middletown entertainment. A wonderful combination of charm, modern updates, space, and location, this is one you won’t want to miss!

114 Harrison Street, Middletown

Courtesy of Andrea Mayer and C21-Thacker & Associates, Inc.
$225,000
3 Beds ⋅ 2 Baths ⋅ 1890518 MLS
Welcome to 114 Harrison St. This beautifully updated 3-bedroom, 1.5-bath home on the north side of Middletown offers over 1,680 sq. ft. of comfortable living space. Step inside to find beautiful hardwood floors, an updated kitchen and bathrooms, and a charming fireplace. Spacious rooms and tasteful finishes make this home truly move-in ready. The unfinished basement provides plenty of additional storage and possibilities for future use. Conveniently located near local shopping, dining, parks, and downtown Middletown entertainment. A wonderful combination of charm, modern updates, space, and location, this is one you won't want to miss!

114 Harrison Street, Middletown

Courtesy of Andrea Mayer with Century 21 Thacker & Assoc.

$363,500
2 Beds ⋅ 2 Baths ⋅ 966583 MLS
Beautiful and functional Luxury Villa! This one story, open layout is designed with vaulted ceilings and custom touches that contribute to a luxurious atmosphere throughout the home. A stunning kitchen features a walk-in pantry. The primary suite is configured with a vaulted ceiling, walk-in closet, gorgeous vanity, and a curbless shower, complemented by custom tile work. An attached two-car garage and multiple closets provide convenience and practical storage options. Featuring both a covered front porch and a covered rear patio, this home allows you to enjoy the fresh air in your outdoor living space rain or shine. Situated in a quiet, private neighborhood, the property offers a peaceful setting for daily living. Contact us today to schedule your private tour of this residence.

1904 Tipperary Drive, Middletown

Courtesy of Luke Creditt and Peelle, Lundy & Clifton Realty
$138,900
3 Beds ⋅ 2 Baths ⋅ 1890509 MLS
WOW 3 bedroom condo with 1278 sq ft, rare finding in this complex. Located close to everything! Fully equipped kitchen, Don't feel left out while entertaining, Cubby hole looks into dining room and great room so you're a part of what's going on. Open floor plan. Leisure on your enclosed patio while enjoying your morning coffee or relaxing with a cold beverage of your choice in the evening. Make this your Home in the Heart of it All!

4515 Shawnray Drive, Middletown

Courtesy of Karen Casey with RE/MAX Alliance Realty

$363,500
2 Beds ⋅ 2 Baths ⋅ 1890485 MLS
Beautiful and functional Luxury Villa! This one story, open layout is designed with vaulted ceilings and custom touches that contribute to a luxurious atmosphere throughout the home. A stunning kitchen features a walk-in pantry. The primary suite is configured with a vaulted ceiling, walk-in closet, gorgeous vanity, and a curbless shower, complemented by custom tile work. An attached two-car garage and multiple closets provide convenience and practical storage options. Featuring both a covered front porch and a covered rear patio, this home allows you to enjoy the fresh air in your outdoor living space rain or shine. Situated in a quiet, private neighborhood, the property offers a peaceful setting for daily living. Contact us today to schedule your private tour of this residence.

1904 Tipperary Drive, Middletown

Courtesy of Luke Creditt with Peelle, Lundy & Clifton Realty

$115,500
2 Beds ⋅ 1 Baths ⋅ 1890395 MLS
Welcome to 2015 Howard! Combining comfort with functionality. The interior welcomes you with a fantastic layout, highlighted by a generously sized kitchen. You won't have to sacrifice a dedicated eating area, as it includes a lovely separate dining room perfect for hosting dinners. In addition, you will have a basement with a laundry area, offering plenty of space for a workshop, storage solution, or whatever you can dream up! The charm extends seamlessly outside. The backyard is fully fenced, providing a perfect environment for pets or for hosting summer gatherings. Right off the back door, a patio awaits, serving as the perfect spot for barbecues, outdoor lounging, or winding down. Combining convenience, comfort, and a fantastic outdoor space, this delightful home is a rare find at a price unbeatable!schedule your tour today!

2015 Howard Avenue, Middletown

Courtesy of Isaac Wiggenhorn with DixRoad RealEstate ServicesLLC

$145,000
3 Beds ⋅ 2 Baths ⋅ 966495 MLS
Discover an exceptional opportunity in Middletown, where comfort and convenience converge. This charming single-family residence, with three bedrooms and two full bathrooms, offers an ideal living space for a tranquil suburban lifestyle. The property includes a refreshing central air system for year-round comfort. Featuring a generous 1260 square feet of living area and situated on a substantial 0.39-acre lot, there is ample room for both relaxation and outdoor activities. The expansive lot provides a wonderful backdrop for creating a private oasis. Located in a desirable neighborhood, this home offers a peaceful retreat with easy access to local amenities. Experience the perfect blend of serenity and practicality in this inviting Middletown home.

1914 Winona Drive, Middletown

Courtesy of Tyler A Morton and RE/MAX Victory + Affiliates
$699,000
1890013 MLS
Fully renovated commercial building, generating gross income of $60k a year. Located at the high-traffic corner of Central Ave & N Sutphin St! Freestanding 3,300 SF property (plus a 2,200 SF partially finished basement) with diversified cash flow with exceptional long-term versatility. Currently operating as a modern salon suite concept with 4 active tenants in place, alongside an active ATM lease generating steady passive income. Major upgrades showcase sleek epoxy flooring throughout, turnkey finishes, private individual suites/offices, a welcoming open lobby, and a high-visibility signage. A former bank branch, the property retains a preserved multi-lane drive-thru canopy, a large dedicated parking lot, and convenient dual-street ingress/egress. Flexible B-3 zoning accommodates a variety of commercial operations, including medical clinics, dental office, professional/legal offices, retail, or fast-casual/ food service. This a premier turnkey investment or owner-user asset

1971 Central Avenue, Middletown

Courtesy of Luana King with eXp Realty

$269,900
3 Beds ⋅ 2 Baths ⋅ 966337 MLS
Easy living awaits in this inviting ranch-style home, ideally situated on a cul-de-sac lot with a private, wooded, and serene setting. With no steps, this 3-bedroom, 2-full-bath home offers comfortable one-level living and a 2-car garage. The spacious living room features a cozy fireplace, while the well-appointed kitchen provides plenty of cabinet and countertop space plus a convenient island. The primary bedroom includes an attached full bath. A dedicated laundry room adds everyday convenience. Step outside to the concrete patio and enjoy the beautifully landscaped yard and peaceful surroundings. This home is move-in ready and waiting for you to make it your own!

4911 Sir Gregory Way, Middletown

Courtesy of Amy Markowski and Real of Ohio
$125,000
2 Beds ⋅ 1 Baths ⋅ 966172 MLS
Discover an exceptional opportunity in Middletown, where comfort and convenience converge in this charming single-family residence. This inviting home is perfectly situated, offering a lifestyle of ease and accessibility. The thoughtfully designed layout maximizes every square foot, creating an atmosphere that is both functional and welcoming for daily living. Boasting two comfortable bedrooms and a full bathroom, this home provides ample space for relaxation and privacy. The basement is the size of the house, and with some work, you could make a 3rd bedroom down there. The single-story design enhances its accessibility, making it an ideal choice for a variety of needs. Step outside to a delightful porch, perfect for enjoying quiet mornings or peaceful evenings. The generous lot, spanning approximately 0.24 acres, provides ample outdoor space for leisure and gardening pursuits, backyard is full of shade trees. This residence presents an appealing blend of practicality and charm in a desirable Middletown location. Case #411-640753 (IE). Buyer is responsible for determining water source and sanitary sewer. Rely on your own inspections. Room sizes estimated. Sold AS-IS

3504 Jewell Street, Middletown

Courtesy of Charles C Harris and Valley Real Estate Services LL
$269,900
3 Beds ⋅ 2 Baths ⋅ 1890003 MLS
Easy living awaits in this inviting ranch-style home, ideally situated on a cul-de-sac lot with a private, wooded, and serene setting. With no steps, this 3-bedroom, 2-full-bath home offers comfortable one-level living and a 2-car garage. The spacious living room features a cozy fireplace, while the well-appointed kitchen provides plenty of cabinet and countertop space plus a convenient island. The primary bedroom includes an attached full bath. A dedicated laundry room adds everyday convenience. Step outside to the concrete patio and enjoy the beautifully landscaped yard and peaceful surroundings. This home is move-in ready and waiting for you to make it your own!

4911 Sir Gregory Way, Middletown

Courtesy of Amy Markowski with Real of Ohio

$125,000
2 Beds ⋅ 1 Baths ⋅ 1889885 MLS
Discover an exceptional opportunity in Middletown, where comfort and convenience converge in this charming single-family residence. This inviting home is perfectly situated, offering a lifestyle of ease and accessibility. The thoughtfully designed layout maximizes every square foot. Boasting two comfortable bedrooms and a full bathroom, this home provides ample space for relaxation and privacy. The basement is the size of the house, and with some work, you could make a 3rd bedroom down there. Backyard is full of shade trees. This residence presents an appealing blend of practicality and charm in a great location. Case #411-640753.(IE) Buyer is responsible for determining water source and sanitary sewer. Rely on your own inspections. Room sizes estimated. Sold AS-IS Square footage is 720

3504 Jewell Avenue, Middletown

Courtesy of Joseph Campbell with Valley Real Estate Services LL

$263,000
3 Beds ⋅ 2 Baths ⋅ 966244 MLS
East end ranch, 3 beds, 2 bths, large kitchen that also connects to rear suites in house, all floors except carpet in bedrooms, front deck 10 X12, back deck 10 X 20 (partially covered), some fencing, seller does not warrant FP.

2022 Brell Drive, Middletown

Courtesy of Jenny Kerr and Coldwell Banker Heritage
$299,900
3 Beds ⋅ 2 Baths ⋅ 966184 MLS
Discover unparalleled country living in this updated brick ranch, perfectly situated on nearly an acre of picturesque landscape. This move-in-ready residence offers a harmonious blend of comfort and modern amenities, ensuring a lifestyle of ease and tranquility. Step inside to a spacious living room, featuring an elegant tile entry and a decorative pillar that adds architectural charm, seamlessly flowing into the heart of the home. The kitchen offers tile flooring, wood cabinetry, a pantry, and a central island, making meal preparation a delight. An adjacent dining room, also with tile flooring, provides an inviting space for gatherings. The family room, complete with a cozy fireplace, offers a warm retreat and direct access to the back deck, ideal for outdoor enjoyment and entertaining. The primary bedroom provides a private bath with a shower and a new toilet. Two additional bedrooms and a remodeled full bath are located in the hallway, alongside a dedicated laundry space for added convenience. This home has undergone significant enhancements, including new vinyl plank flooring throughout the living room, family room, hallway, and all three bedrooms in 2026, a new furnace in 2023, a new AC unit in 2022, all front windows replaced in 2025, and a new roof installed in 2024. Experience the peace and quiet of rural life without sacrificing modern comforts in this thoughtfully updated residence.

7238 Elk Creek Road, Middletown

Courtesy of Missie Miller and Valley Real Estate Services LL
$263,000
3 Beds ⋅ 2 Baths ⋅ 1889805 MLS
East end ranch, with a mother-in-law suite. 3 beds, 2 baths, large kitchen that also connects to rear suites in house, all floors except carpet in bedrooms, front deck 10 X12, back deck 10 X 20 (partially covered), some fencing, seller does not warrant FP. Possession to be negotiated.

2022 Brell Drive, Middletown

Courtesy of Jennifer Kerr with Coldwell Banker Heritage

$244,950
4 Beds ⋅ 2 Baths ⋅ 1889825 MLS
Welcome home to this beautifully renovated 4-bedroom, 2-bath home in Middletown! Offering modern updates throughout, this move-in-ready property combines comfort, style, and peace of mind. The fully remodeled kitchen features new appliances, updated cabinetry, countertops, and finishes, while both bathrooms have been completely renovated with fresh, contemporary touches. Major mechanical improvements include a newer roof, new furnace, and new central air conditioning. Spacious bedrooms provide plenty of room for family, guests, or a home office. Outside, enjoy a large backyard with plenty of space for entertaining, pets, gardening, or outdoor activities. A detached two-car garage provides additional parking and storage. With the major improvements already completed, this home is ready for its next owner to move in and enjoy!

608 Richardson Drive, Middletown

Courtesy of Christopher Woodward with NavX Realty, LLC

$215,000
3 Beds ⋅ 1 Baths ⋅ 965868 MLS
This classic Cape Cod in Middletown offers 3 bedrooms, 1 full bathroom, and 1,128 square feet of comfortable living space on a level 0.21-acre lot. The home has been freshly repainted and features a formal dining room, a practical Cape Cod layout, and two bedrooms on the upper level. The full basement provides additional storage, while the detached 2-car garage and driveway offer convenient off-street parking. The roof has been inspected, and the HVAC system has recently been serviced, with both reported to be in good condition. Additional features include natural gas heat, central air, and public water and sewer. Located on Middletown’s north side near University Boulevard, the property provides convenient access to I-75, local shopping, dining, and the Middletown City School District. The nicely sized yard also features a mature front tree known for its beautiful fall color.

911 Ellen Drive, Middletown

Courtesy of Brandi Howell and Keller Williams Community Part
$550,000
1889800 MLS
Prime Mixed-Use Property Originally built in 1845, and recently renovated 5,000 sqft, 2 story building hosting 2 apartments and 1 retail space. The apartments are each, 2 bedroom, 1.5 bathrooms laid-out in 1200 sqft. Exposed 12ft High ceilings and modern finishes. ➢ New roof with white, TPO and insulation (40 yrs) ➢ New windows ➢ New systems in each unit ➢ New appliances & gas stoves ➢ New CCTV system and access control ➢ Oversized exterior lighting ➢ New & updated awnings ➢ One of a kind mural by artist Joshua Stout Retail space is also for lease..

1044 Central Avenue, Middletown

Courtesy of Kelly Meyer with Drake & Madison LLC

$139,000
2 Beds ⋅ 1 Baths ⋅ 966066 MLS
Cute, affordable, and full of potential! This 2-bedroom, 1-bath ranch offers a spacious layout with a large living room, two generously sized bedrooms, and a bonus room created from the converted garage. Plus, there are hardwood floors under the carpet, making this the perfect opportunity to add your own cosmetic touches. Major updates include, a 4-year-old roof, fresh paint throughout, new bedroom and kitchen windows, new kitchen light/fan, gutters and fascia wrapped in metal (2025), an 8-year-old furnace with a new blower and motherboard (January 2026), and a 10-year-old A/C. Situated on a large lot with great curb appeal, you’ll love the fully fenced backyard, oversized shed, and additional yard space that extends well beyond the fence.

1808 Brentwood Street, Middletown

Courtesy of Chelsea Saunders and eXp Realty
$1,100,000
1888861 MLS
This is a multi-tenant, multi-use investment property in the heart of downtown Middletown. The property includes restaurant, office, dog groomer, yoga/exercise studio, boutique hotel, event center and more. there are spaces available to LEASE.

1131 Central Avenue, Middletown

Courtesy of Kelly Meyer with Drake & Madison LLC

$233,000
3 Beds ⋅ 2 Baths ⋅ 1888288 MLS
Such a charming 3 BR, 1.5 Bath ranch in Middletown's Ayershire neighborhood. This ranch is bigger than it looks from the outside with living room, dining room and gorgeous 20 x 18 SQF Family Room addition with fireplace. Newer roof, flooring, ceiling fans and paint. All appliances, including washer and dryer stay! Family room walks out to beautiful fenced in patio and backyard, with gate, that allows you to access field and school. A perfect location. No rear neighbors! Less than five minutes from the interstate and the main city restaurants and shopping. Give it a look!

508 Regent Drive, Middletown

Courtesy of Rodney Muterspaw with Berkshire Hathaway HomeService

$375,000
3 Beds ⋅ 3 Baths ⋅ 1881992 MLS
Character, space, and versatility come together in this beautiful 3-bedroom, 3-bath home! Rich woodwork, stunning beam ceilings, and abundant natural light create a warm and inviting atmosphere throughout. The spacious living room flows into the updated kitchen featuring stainless steel appliances, butcher block countertops, and a stylish tile backsplash. The primary suite offers a relaxing sitting room and dual closets for added comfort and storage. A dedicated study provides the perfect work-from-home space. The finished lower level includes a full bath and offers endless possibilities as a recreation room, game room, home theater, fitness area, or guest retreat. The entire exterior has been freshly painted, and the driveway was recently seal-coated, enhancing the home's curb appeal. Enjoy the generously sized, privacy-fenced backyard, perfect for entertaining, along with a detached 2-car garage. A home that beautifully blends timeless character with today's lifestyle!

518 Kensington Street, Middletown

Courtesy of Dustin Poe with Keller Williams Seven Hills Re

$215,000
3 Beds ⋅ 1 Baths ⋅ 1889438 MLS
This classic Cape Cod in Middletown offers 3 bedrooms, 1 full bathroom, and 1,128 square feet of comfortable living space on a generous lot. The home has been freshly repainted and features a formal dining room, a practical Cape Cod layout, and two bedrooms on the upper level. The full basement provides additional storage, while the detached 2-car garage and driveway offer convenient off-street parking. The roof has been inspected, and the HVAC system has recently been serviced, with both reported to be in good condition. Additional features include natural gas heat, central air, and public water and sewer. Located on Middletown's north side near University Boulevard, the property provides convenient access to I-75, local shopping, dining, and the Middletown City School District. The nicely sized yard also features a mature front tree known for its beautiful fall color.

911 Ellen Drive, Middletown

Courtesy of Brandi Howell with Keller Williams Community Part

$240,000
3 Beds ⋅ 2 Baths ⋅ 965955 MLS
Welcome to this Moving Ready home offering comfort, convenience, and peace of mind! The property has been meticulously cared for and features a new roof installed in June 2026, updated bathrooms, and luxury vinyl flooring installed throughout since 2022. These thoughtful updates provide a modern feel while reducing future maintenance. Conveniently located near shopping, dining, schools, and major highways, this move-in-ready home is an excellent opportunity for homeowners and investors alike. Schedule your showing today!

2605 Cincinnati Dayton Road, Middletown

Courtesy of Mary Rivera and Lohmiller Real Estate
$208,499
3 Beds ⋅ 1 Baths ⋅ 965908 MLS
Welcome home to this one floor easy living that is filled with updates and conveniently located between Cincinnati and Dayton. The newer kitchen with newer appliances offers a bright and functional space. Additional improvements include an updated bath, luxury vinyl plank flooring throughout, fresh paint, newer interior doors, garage door, patio door, gutters, insulation and windows with a transferable warranty. Water heater new in 2023. Step outside to the newer deck overlooking the large fenced yard, perfect for relaxing, entertaining, pets or outdoor activities. Multiple storage sheds provide plenty of space for tools, lawn equipment and seasonal items. Conveniently located near shopping, dining and I 75 for an easy commute to Cincinnati or Dayton. Move in and start enjoying everything this home has to offer!

4120 Bonita Drive, Middletown

Courtesy of Donna S Deaton and RE/MAX Victory + Affiliates
$114,900
3 Beds ⋅ 1 Baths ⋅ 965816 MLS
2 story with great potential and generous size rooms. Just shy of 1100 square feet home with 2 beds and 1 bath. Most exterior work is done. On the inside bring your imagination and design and make this one your own. Needs updating and it will be ready to go! Convenient location and within close distance to everything! Why rent when you can own it!!

1713 Columbia Avenue, Middletown

Courtesy of Kal Mughrabi and Coldwell Banker Heritage
$119,900
3 Beds ⋅ 2 Baths ⋅ 1889357 MLS
2 story with great potential and generous size rooms. Just shy of 1100 square feet home with 2 beds and 1 bath. Most exterior work is done. On the inside bring your imagination and design and make this one your own. Needs updating and it will be ready to go! Convenient location and within close distance to everything! Why rent when you can own it!!

1713 Columbia Avenue, Middletown

Courtesy of Kal Mughrabi with Coldwell Banker Heritage

$124,900
2 Beds ⋅ 2 Baths ⋅ 965650 MLS
Looking for a hassle-free investment with immediate returns? This well maintained 2-bedroom, 1.5-bathroom Middletown rental is already occupied by a reliable tenant, eliminating the time and expense of finding a new renter. The current lease began on April 1, 2026, providing dependable income with monthly rent totaling $1,300, consisting of $1,200 in base rent plus $100 in pet rent. Designed for investors seeking predictable cash flow, this property offers proven rental history and a practical floor plan that continues to attract long term tenants. Whether you are building your real estate portfolio or purchasing your first rental property, this is a turnkey opportunity that begins generating income the day you close. The seller is willing to consider both conventional financing and creative purchase structures, giving buyers additional flexibility. The current lease agreement and rent roll are available for review, making it easy to evaluate this income producing property before making your move.

707 Moore Street, Middletown

Courtesy of John Clark and eXp Realty
$134,900
2 Beds ⋅ 2 Baths ⋅ 965726 MLS
Don't miss out on this one!!! Super nice Condo 2beds 1.5 Baths updated baths and Kitchen newer flooring paint newer appliances Washer and Dryer private patio for your morning Coffee. Great place to call home in this price range this is a must see.

4539 Bonita Drive Unit 172, Middletown

Courtesy of Jon Landrum and Coldwell Banker Heritage
$134,900
2 Beds ⋅ 2 Baths ⋅ 1889076 MLS
Don't miss out on this one!!! Super nice Condo 2beds 1.5 Baths updated baths and Kitchen newer flooring paint newer appliances Washer and Dryer private patio for your morning Coffee. Great place to call home in this price range this is a must see.

4539 Bonita Drive, Middletown

Courtesy of Jon Landrum with Coldwell Banker Heritage

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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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Mark Ryan Group RE/MAX Victory + Affiliates are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®