Middletown Real Estate

Middletown Real Estate

Welcome to Middletown, a charming city located in the heart of the United States. Nestled in the beautiful countryside, Middletown offers the perfect blend of small-town charm and modern amenities.

With a rich history dating back to its founding in the early 19th century, Middletown boasts a vibrant community and a strong sense of pride. The city is known for its picturesque landscapes, friendly residents, and bustling downtown area.

Middletown is a great place to call home for those looking for a peaceful and welcoming environment. The city offers a variety of housing options, from historic homes to newly built properties, catering to individuals and families of all sizes.

In addition to its residential appeal, Middletown provides residents with easy access to a range of amenities, including parks, shopping centers, restaurants, and top-rated schools. The city's convenient location also allows for quick commutes to nearby urban centers, making it an ideal choice for those seeking a balance between city living and suburban tranquility.

Whether you're looking to settle down or invest in real estate, Middletown has something to offer everyone. Come and discover the beauty and charm of this hidden gem in the heart of the United States.

Newest Listings in Middletown

$289,900
3 Beds ⋅ 2 Baths
Country living with convenience. Located between Elizabethtown and Middletown in Londonderry Township within Lower Dauphin School District. One level living brick ranch home with spacious covered front porch and a pleasant view of pristine farmland. Property consists of two parcels that total 1.07 acres with road frontage an front and rear of lot which would accommodate a pole building at rear of lot if needed. 1350 square feet of finished living area above grade, open living and dining room with large windows and pristine hardwood floors. Three bedrooms which include a primary bedroom with half bath, and a main bath with tub/shower. Full unfinished basement, professionally waterproofed with wood stove, laundry area (laundry temporarily located in 2nd bedroom) and both interior and exterior access. Architectural shingled roof, two hundred Amp Electrical distribution box, central air conditioning, and attic access. Attached oversize 20 x 29 garage with two new windows and a detached two-car garage that sits behind home and is accessible by paved driveway. Peaceful setting, just minutes from Elizabethtown and Middletown and will provide you with a place to decompress. Let us help you make this your home, call now!

275 N Deodate Rd, Middletown

Listing courtesy of RE/MAX Realty Select. Contact: 7175264300
$375,000
6 Beds ⋅ 3 Baths
Offering exceptional flexibility on a spacious Lower Swatara Township property, 834 Oberlin Road features a main residence, additional finished living space in the lower level, and a separate second home on the same lot—creating a unique setup for a variety of living arrangements. The main residence includes a large living room, kitchen and dining area, five bedrooms, multiple baths, and a screened porch that extends the living space outdoors. The primary bedroom is set apart from the additional bedrooms and includes a walk-in closet, while the overall layout provides flexibility for bedrooms, home offices, hobby spaces, or guest accommodations. The lower level adds another layer of versatility with a finished living area, kitchen, full bath, additional room, storage, utility space, and its own exterior access. This arrangement may work well for extended family, guests, or households looking for additional separation and privacy within the home. A separate second home is also located on the property and is currently tenant-occupied, adding yet another dimension to this unique offering. The combination of the main residence, lower-level living area, and second home creates possibilities for multigenerational living or households needing additional independent space. Buyers should independently verify permitted use, zoning, occupancy requirements, and any lease terms associated with the tenant-occupied dwelling. Outdoor spaces include a covered front porch, screened porch, expansive deck, and yard space surrounding the home. Located in Lower Swatara Township and the Middletown Area School District, this property offers an uncommon combination of space, flexibility, and multiple living areas in one location.

834 Oberlin Rd, Middletown

Listing courtesy of Turn Key Realty Group. Contact: (717) 775-7000
$349,900
3 Beds ⋅ 3 Baths
Welcome to 501 Aidone Drive! This well-maintained end-unit townhome is located in the popular Middletown Village community and is truly move-in ready. The main level offers a bright and open layout with plenty of natural light and a gas fireplace that makes the living space feel warm and inviting. The kitchen offers plenty of cabinet and counter space with an adjoining dining area, making it easy to entertain or enjoy everyday meals. Upstairs you’ll find three nicely sized bedrooms, including a spacious primary bedroom with its own private bath and ample closet space. Two additional bedrooms and a full hall bath complete the upper level. Need more room? The finished lower level gives you plenty of options. Use it as a family room, home office, gym, playroom, or additional entertainment space. Step outside and enjoy the rear deck and fenced backyard that backs to open space, giving you a little extra privacy. The home has been well cared for and also features a new HVAC system. Conveniently located in the Appoquinimink School District with easy access to shopping, restaurants, major roadways, and everything Middletown has to offer. There’s nothing left to do but unpack and make it yours. Schedule your tour of 501 Aidone Drive today!

501 Aidone Dr, Middletown

Listing courtesy of Brokers Realty Group, LLC. Contact: 8556872765
$655,000
4 Beds ⋅ 3 Baths
Welcome to 202 W Thomas Ct, a spacious 4-bedroom, 2.5-bath Colonial offering approximately 2,700 sq. ft. of above-grade living space on a beautiful half-acre lot in the peaceful Thomas Landing II community. Enjoy a private setting while remaining just minutes from shopping, dining, everyday conveniences, and major roadways. Step inside to a dramatic two-story foyer with a turned staircase, flanked by formal living and dining rooms. A beautifully updated first-floor office provides a stylish, dedicated space for working from home, studying, or managing everyday tasks. The inviting family room features a fireplace with marble surround and flows into the eat-in kitchen, complete with upgraded cabinetry, granite countertops, and a center island offering additional workspace and storage. A main-level bedroom, powder room, and laundry room complete the first floor. Upstairs, the spacious primary suite offers a sitting area, walk-in closet, and private full bath. Two additional bedrooms share a full hall bath. The full basement provides approximately 1,574 sq. ft. of additional below-grade space, including finished areas ideal for recreation, entertaining, fitness, or hobbies, along with abundant storage. Outdoor living truly sets this home apart. The expansive fenced backyard offers plenty of room to relax and entertain, complemented by a mature willow tree, screened gazebo perfect for morning coffee, and a rear deck for enjoying peaceful afternoons and evenings. Additional highlights include central air, an attached two-car garage, a radon mitigation system, and approximately two years remaining on the home's warranty. Located within the Appoquinimink School District, this Thomas Landing II home delivers an exceptional combination of space, flexibility, and indoor-outdoor living. Come experience 202 W Thomas Ct and make it your new home!

202 W Thomas Ct, Middletown

Listing courtesy of BHHS Fox & Roach - Hockessin. Contact: (302) 999-9999
$1,550,000
5 Beds ⋅ 4 Baths
A truly extraordinary opportunity to own a restored piece of Delaware history, 220 Nighthawk Drive—historically known as the Mrs. Templeman Farmhouse—is a remarkable circa-1830 residence where nearly two centuries of character have been preserved and paired with modern luxury. Set on 5.81 acres, this approximately 5,500 sq. ft., 5-bed, 3.5-bath home underwent an extensive renovation completed in 2026 with superior craftsmanship and high-end finishes, while preserving many original architectural elements. Original boxwood trees remain along the drive, offering a glimpse into the property’s past as you approach the historic farmhouse and its outbuildings. Brick paver walkways lead toward the home and grounds. Step through the original wooden front door to find rich red oak hardwood flooring, solid wood doors and the preserved original staircase. To the left of the foyer, the living room features oversized crown molding and a gas fireplace framed by its original brick surround. To the right, the formal dining room is filled with natural light and enhanced by a tray ceiling and oversized crown molding. Continue to the stunning kitchen, where handcrafted solid wood cabinetry is paired with quartz countertops, a striking hickory wood island and walk-in pantry. Shiplap walls add warmth, while original exposed wooden ceiling beams preserve the farmhouse character. A double-sided fireplace connects the kitchen and adjoining sunroom and features a mantel constructed from fieldstone found on the property. The sunroom features brick flooring, recessed lighting and a fireplace surrounded by original fieldstone. Double doors from the kitchen open onto a brick patio, creating a connection to the surrounding acreage. A beautifully appointed powder room completes the first floor. Upstairs are three bedrooms, two full bathrooms and a dedicated second-floor laundry room. The expansive primary suite offers a walk-in closet, ensuite bathroom and direct access to the third-floor loft. The primary bath features a classic claw-foot tub paired with a frameless glass shower. The third floor offers two additional bedrooms with Jack-and-Jill access to a full bathroom. The finished basement is not to be missed. Portions of the original stone foundation walls have been strengthened, preserved and left exposed as a dramatic architectural feature. Wood-paneled walls and ceilings create incredible ambiance, while Bilco doors provide convenient yard access. While the home's character has been carefully preserved, its infrastructure has been extensively modernized. The 2026 renovation includes all-new electrical and plumbing, roof, Andersen windows, appliances, four HVAC systems and a tankless water heater. Recessed lighting is found throughout, and both the detached garage and barn received new foundations. The property itself is equally remarkable. The oversized, heated 24' x 36' detached two-car garage provides generous parking, workspace and storage. Nearby, the original chicken house remains as another connection to the property’s agricultural past. The impressive 31' x 26' barn features a new foundation and floored upper level for additional storage. Even stormwater management has been thoughtfully considered, with the home's downspouts directed to a rain garden. Historically documented as the Mrs. Templeman Farmhouse and associated with the former Lovett Farm/Chestnut Grove Farm. 220 Nighthawk Drive is far more than a renovated farmhouse. It is the thoughtful restoration of a nearly 200-year-old property where modern systems, luxurious finishes and exceptional craftsmanship have been carefully integrated without erasing its irreplaceable character. From the 5.81-acre setting to the historic farmhouse, barn, original chicken house and preserved architectural details, this is a rare opportunity to become the next steward of an exceptional piece of DE history.

220 Nighthawk Dr, Middletown

Listing courtesy of Compass. Contact: 3022029855
$425,000
3 Beds ⋅ 2 Baths
Built in 1958 and tucked into the heart of historic Middletown, this distinctive all-brick rancher has a story all its own. Offering approximately 2,580 finished square feet—1,440 above grade and 1,140 finished below grade—on a .73-acre corner lot, the home was custom built by its original owners and reflects craftsmanship, character, and thoughtful design throughout. Tall ceilings and custom built-ins immediately set this home apart. The main level offers three spacious bedrooms, a full bath, and the comfort of radiant floor heating. The dining room features a built-in hutch and a clever pass-through connecting the kitchen and dining room with original rotating doors that close when not in use—a charming detail that speaks to the thoughtful design of the home. Main-level laundry is conveniently located in the kitchen. Just off the dining room, a screened porch creates a natural extension of the living space for dining and entertaining, while a rear covered porch offers another place to enjoy the outdoors. At the heart of the home is a dramatic masonry fireplace, centrally positioned and extending through both the main and lower levels. On the main level, it anchors a remarkable family room where a vaulted, beamed ceiling adds distinctive mid-century character with hints of Frank Lloyd Wright-inspired design. The fireplace continues into the lower-level family room, creating an architectural connection between the two living spaces. A tall, narrow vertical window beside the main-level entrance further complements the home’s design. One of the home’s most interesting features is the way its 1,440-square-foot main level and 1,140-square-foot finished lower level each have their own private exterior entrance. The lower level substantially expands the living space with a large second family room, full bath, and multiple finished flex rooms, several featuring high-set windows that bring in natural light. These versatile spaces offer options for guest accommodations, home offices, hobbies, or other uses. One was originally used as a photography darkroom for developing film—a unique detail that adds another layer to the home’s story. With its separate exterior entrance, full bath, and generous finished space, the lower level provides an opportunity to create a more private, independent living area depending on the next owner’s needs and applicable requirements. An extra-long attached one-car garage provides room for parking, storage, hobbies, or projects. A fold-away wall-mounted ironing board is another clever feature tucked into the home. Radiant heating within the main-level flooring provides warmth underfoot while also allowing heat to radiate into portions of the spaces below, including the garage beneath the dining room. Outside, the .73-acre corner lot offers off-street parking with access from more than one side, a large storage shed, and a private recreational court complete with a basketball hoop and markings for tennis and pickleball. Basketball and tennis have been enjoyed here through four generations, adding another chapter to the property’s history. All of this is within walking distance of schools, downtown Main Street, shops, restaurants, community amenities, and much of what makes historic Middletown special. This isn’t a cookie-cutter rancher. It was never intended to be. It’s a custom-built home with architectural personality, flexible living spaces, and details that tell a story. Perhaps the most meaningful part of that story is the land itself. The home was built on a portion of the original family farm—land that once extended across what is now home to Middletown Primary School, the Middletown Volunteer Fire Company, and Remsberg Park. Today, this property remains a tangible piece of that history. For the first time, it’s ready for its next chapter. **Full listing & photos will be available 9/24.  Showings to begin 9/25, not before.**

205 Franklin St, Middletown

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005
$274,900
3 Beds ⋅ 2 Baths
Coming Soon! 3-Bedroom ranch in Middletown with 2 full bathrooms. Well maintained and ready for its next owners! More info and professional photos coming soon! Mortgage savings may be available for buyers of this listing.

312 Elizabeth St, Middletown

Listing courtesy of Redfin Corporation. Contact: (215) 631-3154
$959,000
5 Beds ⋅ 5 Baths
Welcome to 204 Stover Court, located in the Estates of Cedar Lane. This stunning brick home located on an exceptional lot with a serene wooded backdrop has a back yard oasis awaiting you. This beautiful home features a two-story family room with a coffered ceiling, gas fireplace and open to the large kitchen. The kitchen is a chef's delight, boasting a large island that comfortably seats five and an oversized morning room filled with windows, perfect for enjoying natural light. The home offers five spacious bedrooms and four and a half bathrooms, ensuring ample space for everyone. The finished basement is an entertainer's dream with a walk-out, a gorgeous bar, an exercise room, a full bathroom, and an additional bedroom, perfect for guests or extended family. The mudroom is thoughtfully designed with custom lockers, offering functional storage solutions. Experience the perfect blend of luxury, comfort, and functionality in this exceptional home. Here are some of the best upgrades....a 3 car garage, alarge deck, a custom paver patio ...In 2022 solar panel added, the basement finished with all permits full bathroom, an unbelievable bar with a sink, quartz countertops custom stone work....a large bedroom with a murphy bed and large closets, new outdoor well pump, in 2024 new hot water heater, primary bedroom closet designed, ceiling rack storage added to garage and just to add more to the list a new dishwasher 2026...............so much to see.

204 Stover Ct, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
$364,900
3 Beds ⋅ 3 Baths
Lovely interior townhome in the popular Middletown community of Willow Grove Mill, as part of the highly sought after Appoquinimink School District. The main level boasts a large living room, spacious kitchen with center island, recessed lighting, breakfast area and half bath. The rear sliders open onto a spacious paver patio and fenced rear yard. Upstairs there are 3 good sized bedrooms, 2 baths and the laundry area. The primary suite features a sitting area, walk in closet and a private full bath with double sink. Other features include fenced rear yard, back patio and a 1-car garage with inside access. Plenty of overflow parking in the neighborhood. Home is close to convenient stores, restaurants, shopping, I95 and Christiana Hospital. Don't miss your opportunity to join this desirable Middletown Community! Please note: some photo's have been digitally enhanced and/or modified as the sellers move out of the property.

1040 Sherbourne Rd, Middletown

Listing courtesy of Iron Valley Real Estate at The Beach. Contact: (302) 541-8787
$9,000,000
4 Beds ⋅ 2 Baths
Discover an exceptional investment opportunity with this expansive 361.24-acre farm (consisting of 9 parcels of land). This property is a canvas for your vision, offering a multitude of possibilities. The lot features a unique blend of partly wooded areas and open spaces, providing a perfect backdrop for various agricultural ventures or recreational developments. With its agricultural use along with the presence of historical resources, the land is a great candidate for conservation tax credits. The potential is limitless, and the natural beauty of the land enhances its appeal. With road frontage along I-66 and Reliance Road (State Route 627), and its close proximity to the Virginia Inland Port, accessibility is a key advantage, ensuring that your investment is not only visible but also easily reachable. This feature is crucial for any future development or agricultural operations, allowing for seamless transportation of goods. There are two farmhouses located on the property, but both will require substantial renovations for livability. Seven out of the nine parcels included in the sale receive a reduced tax assessment due to being located within an agricultural land use designation. Two of the parcels were too small to receive the designation. Property is being sold "As-Is, Where-Is."

1258 Reliance Rd, Middletown

Listing courtesy of Farms & Acreage, Inc.. Contact:

$32,900
3 Beds ⋅ 2 Baths
Discover an affordable homeownership opportunity in Middletown’s Villagebrook I community! This spacious 1990 mobile home offers approximately 1,050 square feet, plus a 325-square-foot addition, providing more than 1,300 square feet of total living space. The open-concept living, dining and kitchen area creates a comfortable setting for everyday living and entertaining, while the bedroom areas offer added privacy. Some updates and finishing work remain, giving the next owner an opportunity to personalize the home and complete it to suit their needs. The price reflects the home’s current condition and remaining improvements. Enjoy the benefits of the Appoquinimink School District, along with convenient access to downtown Middletown, shopping, dining and Routes 1, 13 and 301. Current lot rent is $900 per month. Cash sale only. Property is being sold as-is, with the seller making no repairs. All buyers must obtain community approval before submitting an offer. Schedule your showing and imagine the possibilities!

114 Boxwood Rd Unit #B114, Middletown

Listing courtesy of Tesla Realty Group, LLC. Contact: 8448375274
$379,999
3 Beds ⋅ 3 Baths
NEW ROOF INSTALLED AUGUST 2026! Set along Historic Route 11 between Middletown and Stephens City, this single-level 4-bedroom, 3-bathroom home sits on a 0.43-acre lot and has received steady updates over the past four years. Inside, two bedrooms plus the living and dining rooms feature updated flooring, and one bathroom has been fully remodeled. New carpet was recently added in the mudroom and the primary suite's step-in closet, bringing recent updates to three of the four bedrooms and two of the three full bathrooms. Major system upgrades add long-term value: a new roof installed by Cenvar, a newer refrigerator and dishwasher in the kitchen, and a newer washing machine in the laundry area, all completed within the last two to four years. The detached garage includes a 240V outlet, a practical feature for RV, fifth-wheel, or EV charging needs. The backyard offers a semi-secluded layout suited for gardening, relaxing, or entertaining. Location adds everyday convenience along Route 11, with easy access for commuting between Middletown and Stephens City. The area is also known for the annual Route 11 Yard Crawl each August, a regional shopping tradition that draws visitors along this corridor. Ongoing growth nearby, including new retail development a few minutes away, continues to add convenience to the area.

6666 Valley Pike, Middletown

Listing courtesy of Homecoin.com. Contact: 8884002513
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