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3105 Shadow Hill Road, 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

116 Whisman Drive, 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

3106 Sheldon Road, Middletown
$460,000
6 Beds ⋅ 4 Baths ⋅ 1843619 MLS
Welcome to your dream home! Nestled on a spacious half-acre lot in Middletown, this expansive 5-bedroom, 3.5-bath residence offers over 4,000 square feet of beautifully finished living space. Perfect for entertaining or multigenerational living, this home features a fully finished walkout basement complete with a private mother-in-law suite. Step inside to find a warm and inviting living room with soaring vaulted ceilings and exposed wood beams, anchored by one of the home's two fireplaces. Living and dining rooms boast beautiful herringbone wood floors! The layout flows seamlessly into the well-appointed kitchen and dining areas, while the family room with coffered ceiling and gorgeous built ins leads to the large screen porch. This split ranch has just 4 steps up to large bedrooms and 2 full baths. The finished basement could be it's own apartment - perfect for in laws or even your college kids. Complete with living room, kitchen, bedroom, full bath and more!

3106 Sheldon Road, Middletown

5416 Sheldon Close, Middletown
$637,539
4 Beds ⋅ 3 Baths ⋅ 1843460 MLS
Stunning new Winslow Modern Prairie plan by Fischer Homes in beautiful Renaissance featuring one floor living with an open concept design. Island kitchen with built-in stainless steel appliances, upgraded maple cabinetry with 42 inch uppers and soft close hinges, durable quartz counters, huge walk-in pantry, and walk-out breakfast room to covered deck and all open to the oversized family room with tray ceiling. Formal dining room just off the foyer and guest suite with attached full bathroom. The primary suite is a true retreat and includes a tray ceiling and an ensuite with a double bowl vanity, walk-in shower and large walk-in closet with laundry room access for easy laundry days. Full walk-out basement with full bath rough-in and a 2 bay side load garage.

5416 Sheldon Close, Middletown

1529 Central Avenue, Middletown
$195,000
5 Beds ⋅ 2 Baths ⋅ 1841145 MLS
Welcome to a piece of history! Built in 1900, this 4-bedroom, 1.5-bath home is full of character and old-world charm, just waiting for the right owner to bring it back to life. From the moment you step inside, you'll be captivated by the original stained-glass windows, high ceilings, and timeless architectural details that make this home truly special. Spacious and filled with potential, the main floor offers a traditional layout with a cozy living room, formal dining room, half bath, and a kitchen that's ready for your design ideas. Upstairs you'll find four generously sized bedrooms and a full bath.The third floor is a hidden bonus - An additional space with 500 sqft that can be tailored to your vision. While the home does need some TLC, it offers a rare opportunity to restore and customize a classic property with endless potential. If you appreciate craftsmanship, charm, and the idea of making something your own, this is the home for you.

1529 Central Avenue, Middletown

4901 Oakview Drive, Middletown
$455,500
4 Beds ⋅ 4 Baths ⋅ 1840008 MLS
Sophisticated custom brick home in The Oaks with dramatic two-story foyer, marble flooring, and curved oak staircase. Sunken living room with 14-ft ceiling and custom mantle opens to formal Dining Room. Family room with vaulted ceiling walks out to private courtyard. Kitchen offers oak cabinetry, Corian counters, double ovens, built-in wine cooler, pantry, and counter seating. First-floor primary suite opens to courtyard and features jetted tub, shower, double vanities, barrel ceiling, and three connected walk-in closets. Upstairs: two bedrooms with Jack-and-Jill bath. Finished lower level has large rec room, two more finished rooms, full bath, and storage. Extras: first-floor laundry, tankless water heater, water softener, security system, 2021 HVAC w/humidifier and iWave. In addition to the new furnace downstairs in 2021, new furnace upstairs, brand new HVAC system upstairs, a battery backup sump pump and new roof in 2021. Low utilities gas and electric is $209 combined monthly.

4901 Oakview Drive, Middletown

3405 Sherman Avenue, Middletown
$325,000
3 Beds ⋅ 3 Baths ⋅ 1840550 MLS
Beautifully updated and move-in ready, this 3-bedroom, 3 full bath home offers style, comfort, and function throughout. Enjoy peace of mind with new windows, composite siding, a 2019 water heater, and 2015 furnace & A/C. The kitchen features quartz countertops, full appliance package (including a trash compactor!), and opens to a spacious living area with a woodburning fireplace. Bathrooms boast new tile surrounds, and the home is freshly painted with newer carpet throughout. A unique floor plan includes an upstairs balcony overlooking the living and dining areas. Step outside to a patio with a large pergola, fresh landscaping, and an in-ground sprinkler system. This home has charm, updates, and a layout you'll love!

3405 Sherman Avenue, Middletown

4528 Miller Road, Middletown
$430,000
4 Beds ⋅ 3 Baths ⋅ 1840050 MLS
Welcome home to this absolutely stunning Middletown show stopper. You will be greeted with charming landscaping surrounding the large private tree lined lot and covered front porch. Upon entering you will notice volume ceilings and large palladian windows allowing plenty of natural light to flood the living spaces. the large eat in kitchen has an oversized island with an abundance of cabinets. The primary suite offers a large walk in closet along with private bath featuring double sinks, tiled shower and soaking tub. The expansive great room is highlighted with a corner gas fireplace. New roof and siding in 2023, exterior and interior whole house paint in 2024 along with walk-out basement and 3 car garage and large trex deck makes this home one you won't want to miss.

4528 Miller Road, Middletown

4536 Rosemont Court, Middletown
$430,000
4 Beds ⋅ 3 Baths ⋅ 1838109 MLS
Don't Miss Out on This Stunning 4-Bedroom, 2.5-Bathroom Home! This beautifully maintained property offers fantastic curb appeal with a welcoming front porch with ceiling fans and a gorgeous backyard featuring low-maintenance composite decking, an vinyl railing perfect for entertaining or relaxing. Inside, you'll find a spacious layout including a full finished basement with approximately 1100 sq. ft. The second floor boast hardwood flooring (installed in 2022), and the huge primary suite includes a custom ensuite bathroom with heated floors and a walk-in closet. Enjoy multiple living spaces. A cozy step down family room with a fireplace, spacious living room, formal dining room, study complete with a fireplace, wet bar, and built in bookcases. Additional features include a 2-car garage with epoxy-coated flooring and so much more. This home truly has it all, style, space, and thoughtful upgrades throughout!

4536 Rosemont Court, Middletown

2896 Renaissance Boulevard, Middletown
$617,500
4 Beds ⋅ 5 Baths ⋅ 1837266 MLS
Absolute show stopper! Custom-built 4 bed, 5 bath Clay Masterpiece Collection home by Fischer Homes in LEBANON SCHOOLS! This stunning property features a massive 15x25 private master suite w/ his & hers walk-in closets, a 15x25 den/bonus room, finished basement, 3 CAR GARAGE, and more! Home is loaded w/ UPGRADES: detailed crown molding & trim, gas fireplace, soaring 10ft ceilings in the main areas, impressive 2-story great room, custom kitchen, full brick front, LARGE stamped concrete patio, and so much more! Situated on nearly a half-acre lot and just 3 lots down from the community pool, pavilion, park, and walking trail entrance. Home is located in the Renaissance Community, minutes from double highway access and the new renaissance pointe (coming soon) that will feature high-end dining, shopping, and a hockey rink. This home is must see!

2896 Renaissance Boulevard, Middletown

529 Cedarwood Court, Middletown
$277,000
3 Beds ⋅ 2 Baths ⋅ 1837041 MLS
Beautiful classic ranch style home located in between Middletown and Franklin. Full of charm. Loads of space in this one. Located on a cul-de-sac with plenty of shade trees. Upon entering you will find the good sized living room. That leads to the huge dining room/family room with a fireplace. Decent sized kitchen and good size laundry room. Two bedrooms at the other end of the house with the master located at the rear of the house. Downstairs is a full basement. Partially finished. The huge media/game comes complete with a tucked away bar. A good size yard rounds out the property. Being sold as is. rely on your own inspections and measurements. Case #411-433723 (IE Insurable with Escrow) All properties sold As-Is' Buyer is responsible for determining water source and sanitary sewer. Rely on your own inspections. Room sizes estimated. No knowledge of fireplace.

529 Cedarwood 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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