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33 E Main St, Middletown
$360,000
6 Beds ⋅ 4 Baths
Rare Opportunity: Own 2 Units for the Price of 1 in Historic Middletown! Discover this exceptional multi-unit property in the heart of charming, historic Middletown—perfectly positioned for a lifestyle of convenience, character, and potential. Stroll to your favorite restaurants, boutique shopping on vibrant Main Street, and scenic local parks featuring jogging trails, streams, and lush green spaces. Immerse yourself in the rich history and timeless beauty this community has to offer! The main residence is a classic Historic Victorian boasting 3 bedrooms and 1.5 baths, rich with the architectural elegance and original details you’d expect: ornate moldings, grand proportions, and old-world charm. This diamond in the rough offers incredible potential for the visionary buyer or investor—Investor Alert! The primary residence requires renovation and will not qualify for standard financing options (such as FHA 203(b), Conventional, VA, or USDA) due to the lack of operational heat and other needed repairs. Bring your creativity and contractor to restore this beauty to its former glory. Complementing the main home is a spacious detached 3-bedroom, 1-bath apartment with its own entrance, located at the rear of the property. This unit is in excellent, move-in ready condition and includes a 3-car garage—an incredible bonus for parking, storage, or hobbies. Versatile Living Options: Occupy the apartment while renovating the main Victorian at your own pace or possible rental /Airbnb for strong income potential. Ideal for extended family, guests, or generating passive revenue in a highly desirable historic district. This rare package combines historic appeal, modern practicality, and strong investment upside in one of Middletown’s most walkable locations. Don’t miss your chance to own a piece of history with immediate income or living flexibility! Schedule your private showing today—properties like this don’t last long.

33 E Main St, Middletown

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Selling Office: Keller Williams Realty Centre.

311 S Cass St, Middletown
$345,000
3 Beds ⋅ 2 Baths
Charming, completely remodeled 3 bedroom, 1 1/2 bath twin home in downtown Middletown within walking distance to shopping and dining! The current owners have lovingly improved this home over the past three years. The welcoming covered front porch invites you into the main level which was completely opened up to provide a true open concept design. The kitchen was completely remodeled with white cabinets, large island, butcher block countertops and stainless appliances. The main level also has a half bath, all new overhead lighting, fresh paint and beautiful maple flooring! Door from the kitchen leads to the covered rear deck looking over the very large rear yard with gardens filled with native plants, vegetable garden and flowers. Upstairs are three generously sized bedrooms with good closet space, plus a bonus room off of one bedroom that could be a nursery, a small office or large walk-in closet. The full bath was also remodeled with tile floor and double vanity. Walk up attic for additional storage. Unfinished basement with updated electric and plumbing. Hurry to schedule your private tour today!

311 S Cass St, Middletown

Listing courtesy of Patterson-Schwartz-Newark. Contact:

Selling Office: Patterson-Schwartz-Hockessin.

108 E Cochran St, Middletown
$330,000
3 Beds ⋅ 1 Baths
Welcome to 108 E Cochran Avenue in the heart of Middletown, Delaware. This cute house has it all - including location. The moment you arrive you will pull up in the driveway and feel like you belong here. The covered porch is wonderful and adds to the curb appeal and style of hte home. Inside, the kitchen is open and spacious. There are plenty of cabinets along with ample counter space. The living room is wide open with large windows and tons of natural light. The rear of the home has a enclosed three-season room where the windows are amazing. There are three ample bedrooms ensuring everyone has a place to call their own. Downstairs the full basement is perfect for extra storage space. The back yard is flat and perfect for spending time outdoors during those summer barbecues with family and friends. Come see this one today!.

108 E Cochran St, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Empower Real Estate, LLC.

403 New St, Middletown
$310,000
3 Beds ⋅ 1 Baths
Easy Middletown Living on a Rare .39-Acre Lot! Welcome to this thoughtfully updated ranch home located in the highly sought-after Appoquinimink School District, right in the heart of Middletown. Set on a rare 0.39-acre lot, this home offers the perfect blend of space, convenience, and walkability—just moments from Middletown’s shops, restaurants, and everyday amenities. Lovingly maintained, the home has been refreshed with a clean, modern feel while keeping its original charm. Bedrooms feature new drywall, fresh paint, 6" baseboards, and updated 6-panel doors with modern hardware, along with updated lighting, switches, and outlets throughout. The fully renovated bathroom offers an accessible shower and updated electrical. The kitchen includes updated flooring and backsplash, with room for the next owner to personalize further over time. Major improvements provide peace of mind, including a new roof (2026), new water heater, basement waterproofing (Drylock), partial French drain, sump pump, new basement windows, gutter guards, and popup drains. The basement has also been partially finished with drywall and updated laundry plumbing. Outside, enjoy a repaired screened porch, rebuilt rear steps, a freshly paved double-wide driveway with ample parking, and a spacious yard enhanced by recent tree removal—offering plenty of room to relax, entertain, or garden. This is a home where the heavy lifting has already been done, offering a solid, move-in ready opportunity with room to grow in one of Middletown’s most convenient locations. Private showings will begin after the Open House on Sunday, March 22nd.

403 New St, Middletown

Listing courtesy of Redfin Corporation. Contact:

Selling Office: Long & Foster Real Estate, Inc..

902 Deatrich Ave, Middletown
$281,500
3 Beds ⋅ 1 Baths
Middletown Area Schools 3 bedroom, 2 full bath ranch home on a corner lot. Boasting over 1600 ft.² with two bedrooms and a bath. At one end and a Primary Bedroom with a full bath at the other. In between, is a large living room with hardwood floors and a kitchen with new kitchen cabinets, Quartz countertops, vinyl plank floors. New light fixtures and more! You'll want to bring all your friends over for entertaining with a huge 8 x 16 back porch and a comfy corner lot with curb cuts for a driveway and a one car workshop storage barn with overhead door. Affordably priced, and ready for you to move in. It has baseboards in place if you wanted to add gas or oil furnace. But the main source is a brand new electric heat pump with Central air to all the rooms on the main floor. There is a bonus 41 x 25' unfinished basement that would make an awesome recreation area playroom and much more. This needs. Nothing move right in the payments are affordable. Check it out. Lot of house for the Money $$

902 Deatrich Ave, Middletown

Listing courtesy of Iron Valley Real Estate. Contact:

Selling Office: Coldwell Banker Realty.

68 E Water St, Middletown
$279,300
3 Beds ⋅ 2 Baths
Step into timeless charm with a fresh, modern touch at this beautifully renovated 3-bedroom, 1.5-bath Middletown home. From the moment you enter, you're welcomed into a stunning living room with rich woodwork, setting the tone for the character and warmth of the home. Thoughtful updates make the home truly move-in ready, while a brand-new roof and HVAC system, along with refreshed landscaping, enhance curb appeal and provide valuable peace of mind for years to come. The main floor also includes a flexible space ideal for a home office or den. Upstairs are three light-filled bedrooms, including one with access to a private balcony. A walk-out basement provides excellent storage and leads to a fenced-in yard—perfect for pets, gardening, or entertaining. With its blend of classic detail and modern improvements, this home is a standout opportunity you won't want to miss.

68 E Water St, Middletown

Listing courtesy of Keller Williams of Central PA. Contact:

Selling Office: RE/MAX Pinnacle.

1781 Lakeside Dr, Middletown
$260,000
3 Beds ⋅ 3 Baths
Welcome home to this charming two-story townhome in Middletown featuring attractive stone accents and a thoughtfully designed layout perfect for comfortable everyday living. Step inside to a bright and inviting main level that includes a convenient half bath and a spacious living area that flows seamlessly into the kitchen. The kitchen is a standout feature with a custom tile backsplash and a peninsula/island with seating for stools, making it the perfect spot for casual meals, morning coffee, or a place for homework and gathering with friends and family. Upstairs, you’ll find a well-designed second floor with three bedrooms and two full bathrooms. The primary bedroom suite offers a private retreat, while two additional bedrooms share a hallway bathroom—ideal for family, guests, or a home office. Additional highlights include an attached garage and a full basement that offers excellent storage and the potential to be easily finished for additional living space. Step outside to enjoy the beautiful backyard patio, perfect for relaxing or entertaining, with trees lining the property for added privacy. Conveniently located just minutes from Harrisburg International Airport, the Pennsylvania Turnpike, and major commuter routes including Interstate 83, Interstate 81, and Pennsylvania Route 283, this home offers easy access to surrounding areas. The community itself is walkable and welcoming, with a park and lake nearby—perfect for enjoying the outdoors. This home combines style, convenience, and location—don’t miss the opportunity to make it yours!

1781 Lakeside Dr, Middletown

Listing courtesy of RE/MAX Realty Associates. Contact:

Selling Office: EXP Realty, LLC.

417 W Main St, Middletown
$240,000
3 Beds ⋅ 1 Baths
Price Improved and ready for you to make this your new home in 2026 !! Welcome to this delightful 3-bedroom, 1-bath single-family home nestled on Main St. in the heart of historic Middletown. Full of character and timeless appeal, this vintage gem is brimming with potential. Situated on a generous lot, the home boasts a spacious backyard—perfect for outdoor entertaining, gardening, or future expansion. Inside, you'll find original details that speak to the home's heritage, creating a warm and inviting atmosphere that’s ready to be reimagined. Whether you're looking to bring new life to a classic property or create your dream home in a sought-after location, this residence offers the perfect canvas. Attic is fully floored for extra storage, basement is unfinished & is another great storage space. With its unbeatable location in a charming community close to schools, shops, and parks, this is an opportunity you don’t want to miss.

417 W Main St, Middletown

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

Selling Office: RE/MAX Realty Group.

908 Vine St, Middletown
$235,000
3 Beds ⋅ 1 Baths
**Offer deadline set for Monday, November 10th at 5pm.**Welcome to 908 Vine Street in Middletown; the perfect place to call your first home! This charming property features beautiful, real, hardwood floors, a bright and inviting living space, and a layout designed for both comfort and functionality. The kitchen offers plenty of room to cook and gather, while the bedrooms provide cozy retreats. The third bedroom is ideal for a nursery, home office, or guest room, giving you the flexibility to make the space your own. Outside, you’ll find a lovely, flat backyard, perfect for relaxing, entertaining, or adding your personal touch. Nestled in a convenient Middletown location close to parks, shops, and schools, this home offers a wonderful opportunity for first-time buyers to build equity and create lasting memories. Don’t miss your chance to make 908 Vine Street your very own — schedule your showing today!

908 Vine St, Middletown

Listing courtesy of Keller Williams of Central PA. Contact:

Selling Office: Pecora Realtor, P.C.

105 Oak Hill Dr, Middletown
$212,500
Charming Cape Cod style home on a spacious corner lot with mature trees, a long driveway and plenty of yard space. offering potential for the right buyer. The main house features 3 bedrooms and 1.5 bathrooms, and a large upstairs den currently used as a bedroom. Enjoy a spacious living room, a separate dining area, and an eat-in kitchen. The finished basement includes a laundry area, a kitchenette with running water, an an additional room that can be used as a bedroom. The property also includes 2 unique detached structures: a large two-car garage with a loft and an additional rear storage/workshop area, and a detached ranch-style building with one bedroom and one bath, recently stripped and ready for renovation - perfect for additional family members or use as a rental property. This property offers space, flexibility, and a great neighborhood setting. Home is value priced and in good condition.

105 Oak Hill Dr, Middletown

Listing courtesy of Straub & Associates Real Estate. Contact:

Selling Office: Straub & Associates Real Estate.

105 Oak Hill Dr, Middletown
$212,500
3 Beds ⋅ 1 Baths
Charming Cape Cod style home on a spacious corner lot with mature trees, a long driveway and plenty of yard space. offering potential for the right buyer. The main house features 3 bedrooms and 1.5 bathrooms, and a large upstairs den currently used as a bedroom. Enjoy a spacious living room, a separate dining area, and an eat-in kitchen. The finished basement includes a laundry area, a kitchenette with running water, an an additional room that can be used as a bedroom. The property also includes 2 unique detached structures: a large two-car garage with a loft and an additional rear storage/workshop area, and a detached ranch-style building with one bedroom and one bath, recently stripped and ready for renovation - perfect for additional family members or use as a rental property. This property offers space, flexibility, and a great neighborhood setting. Home is value priced and in good condition.

105 Oak Hill Dr, Middletown

Listing courtesy of Straub & Associates Real Estate. Contact:

Selling Office: Straub & Associates Real Estate.

162 E Water St, Middletown
$189,900
3 Beds ⋅ 2 Baths
Price Improvement!!! Welcome to The E Water Street House! This gorgeous brick Victorian, built in 1850, is one of the most unique homes in Middletown. Featuring an eye-catching corner front door & large front porch perfect for morning coffee. Inside you'll find 3 bedrooms, 1.5 baths, & a blend of historic charm and modern updates. In 2020, the home got a new roof, new windows, updated bathrooms, new kitchen cabinetry with granite countertops, & a new water heater. More recently, a mini split was added to efficiently heat and cool the first floor. Conveniently located just 1 mile from Penn State Harrisburg & 3 miles from Harrisburg International Airport, this one-of-a-kind home is waiting for its new owner. Schedule your showing today!

162 E Water St, Middletown

Listing courtesy of Inch & Co. Real Estate, LLC. Contact:

Selling Office: Iron Valley Real Estate of Central PA.

135 Oak Hill Dr, Middletown
$185,000
4 Beds ⋅ 2 Baths
135 Oak Hill Dr offers a strong opportunity for investors or buyers seeking a spacious home with solid long-term potential. Situated in Middletown, this detached two-story property combines generous square footage with the chance to add value through updates and personal touches. The home features 2,510 total square feet, including 1,510 above grade and roughly 1000-square-foot finished basement, with four bedrooms and two full bathrooms. The layout is practical and flexible, making it ideal for larger households, future tenants, or resale after renovations. A formal dining room provides additional living space, and the floor plan offers room to rework or modernize as desired. Key features include central air, a fenced yard, patio space, and a new roof installed in February 2026. With major systems and big-ticket items already addressed, the next owner can focus on cosmetic improvements and increasing value over time. Location is one of this property’s best assets. Oak Hill Drive sits just off North Union Street, with quick access to Route 283, Route 230, and the Pennsylvania Turnpike, making travel to Harrisburg, Lancaster, and beyond, simple. Harrisburg International Airport is only minutes away - an appealing convenience for both residents and future buyers. Middletown continues to attract attention for its balance of affordability and accessibility. You’re close to Harrisburg’s restaurants, nightlife, and events, while Hershey offers concerts, Hersheypark, and year-round entertainment just a short drive away. Local staples like Brownstone Café, Hoffer’s Bar & Restaurant, Little Amps Coffee Roasters, and Karns Quality Foods add everyday convenience and charm. Nearby, Penn State Harrisburg supports steady rental demand and local employment, while UPMC Harrisburg provides another major job and healthcare anchor. Overall, 135 Oak Hill Dr represents a straightforward value-add opportunity in a location that continues to make sense. Whether your goal is to renovate and resell, hold as a rental, or improve for long-term occupancy, the combination of size, location, and upside makes this property a smart move.

135 Oak Hill Dr, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

2082 Lexington Ave, Middletown
$170,101
3 Beds ⋅ 2 Baths
This charming bi-level townhouse in the desirable Middletown subdivision offers an excellent investment opportunity with a solid foundation for rental income. Built in 1975, this well-maintained property features 3 spacious bedrooms and 1.5 bathrooms, providing ample space for tenants. The full basement adds potential for additional living space or storage, enhancing its appeal. Equipped with essential appliances, including a washer and dryer, and a refrigerator, this home is ready for immediate occupancy, minimizing vacancy periods. The off-street parking ensures convenience for residents, while the manageable lot size of 0.06 acres allows for easy maintenance. Investors will appreciate the potential for steady cash flow in a community that values comfort and accessibility. With a total finished area of 2,016 sq ft, this property is poised to attract a wide range of tenants, making it a smart addition to any real estate portfolio. Don't miss out on this opportunity to secure a reliable income stream!

2082 Lexington Ave, Middletown

Listing courtesy of Morganelli Properties LLC. Contact:

Selling Office: Morganelli Properties LLC.

112 Gate Ln, Middletown
$32,000
2 Beds ⋅ 1 Baths
Welcome to 112 Gate Ln in Middletown, PA — a well-maintained 2-bedroom, 1-bath mobile home offering approximately 840 square feet of comfortable living space. This home features an open layout with a spacious living area, functional kitchen with ample cabinet storage, and two generously sized bedrooms. The full bathroom is conveniently located and offers a practical design for everyday living. Situated in a peaceful community, this property provides private off-street parking and outdoor space perfect for relaxing or entertaining. The location is ideal for commuters or students — just minutes from Sheetz, Harrisburg International Airport, and Penn State Harrisburg. Quick access to Route 283 and surrounding amenities makes daily errands and travel convenient. Why rent when you can own? Schedule your private showing today and take the first step toward ownership.

112 Gate Ln, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.