Middletown Real Estate

Middletown Real Estate

Welcome to Middletown, a charming city nestled in the heart of the United States, where small-town charm meets vibrant community spirit. With a rich history dating back to its founding in the early 19th century, Middletown has blossomed into a welcoming hub that offers a unique blend of cultural experiences, recreational opportunities, and a strong sense of belonging.

Middletown is renowned for its picturesque landscapes, featuring lush parks and scenic trails that invite residents and visitors alike to explore the great outdoors. The city's commitment to green spaces is evident in the beautifully maintained parks, perfect for family picnics, leisurely strolls, or invigorating runs. The nearby river provides a serene backdrop for fishing, kayaking, and peaceful afternoons by the water.

Culturally, Middletown boasts a vibrant arts scene, with local galleries, theaters, and community events that celebrate creativity and foster connection. The annual Middletown Arts Festival draws crowds from near and far, showcasing local talent and bringing the community together in a celebration of creativity.

The city's strong educational institutions and family-friendly neighborhoods make it an ideal place for raising children. With a range of housing options from charming historic homes to modern developments, there's something for everyone in Middletown.

Whether you're looking to settle down, invest, or simply explore, Middletown offers an inviting atmosphere filled with opportunity. Come discover why so many call this delightful city home, and experience the warmth and vibrancy that define the heart of Middletown.

Newest Listings in Middletown

1080 Dutch Neck Rd, Middletown
$3,125,000
4 Beds ⋅ 4 Baths
Hidden behind roughly 1,200 feet of mature arborvitae, this gated estate of approximately 27 acres combines a 4 bedroom 3.5 bth main residence w/ a 2 car attached garage and 4 car detached garage. A guest house which is 2 bed, 2bth and a stone-front professional office which can be converted to another dwelling as well as a complete equestrian and livestock facility, all inside one perimeter fence with two separate gated entrances. The main residence offers hardwood floors, a two-story foyer, a formal dining room and a two-story recreation room with a floor-to-ceiling wood-burning fireplace. The chef’s kitchen features a Wolf double oven and six-burner range with griddle, full-size commercial refrigeration, an island ice maker and heated tile floors. The first-floor primary suite includes a custom walk-in closet and a spa bath with heated floors and a dual-head shower. Outside: a gunite pool with automatic cover, hot tub, outdoor fireplace and a one-acre fenced pond with lighted fountains, an island and a bridge. The guest house is leased month to month. The office has a reception area, conference room, two private offices, kitchen and full bath. Equestrian and ag improvements include a five-stall barn with tack room, covered heavy-use pad with handling equipment, seven pastures with heated automatic waterers, a large clear-span storage building and a two-story barn. Two wells, two 22 kW generators, two owned propane tanks, two electric services and two fiber internet lines provide full redundancy. New HVAC and electrical panels in 2025. Preserved land on one side and thousand acre marsh behind. Enjoy ATV trail, access to hunting stands and also access to C&D Canal for duck hunting. All the garages and buildings are operated by MyQ and the entire estate is paved from one gate to another. Almost maintenance free with a cattle operator who grazes the pastures in exchange for grounds maintenance and he may stay for new owner. (Cattle do not convey with sale) Appointment only. Two parcels being sold together.

1080 Dutch Neck Rd, Middletown

Listing courtesy of RE/MAX Associates-Hockessin. Contact:

313 Great Oak Dr, Middletown
$489,900
3 Beds ⋅ 3 Baths
Beautiful 3-Bedroom Home with In-Law Suite on 1 Acre with NO HOA! Welcome to this spacious and versatile 3-bedroom, 3-bathroom home offering comfort, functionality, and plenty of room to enjoy indoor and outdoor living! Situated on a full acre, this property features a wonderful combination of updated amenities, flexible living space, and outdoor entertaining areas. The recently updated kitchen features beautiful granite countertops and stainless steel appliances. Just off the kitchen, a large three-season porch provides the perfect spot to relax and enjoy the surroundings, with convenient access to a spacious deck—ideal for outdoor dining and entertaining. The lower-level family room offers a cozy brick fireplace and direct access to a rear patio, creating another inviting space to gather with family and friends. A special highlight of this property is the in-law suite addition, featuring its own full kitchen, separate laundry, and exterior ramp access. This flexible space is ideal for multigenerational living, extended family, or guests seeking added privacy and independence. Outside, enjoy the generous one-acre lot, complete with a swimming pool and a separate deck area perfect for summer gatherings, relaxing poolside, and entertaining friends and family. With its spacious layout, private in-law suite, inviting outdoor spaces, and desirable combination of indoor and outdoor amenities, this property offers a wonderful opportunity to enjoy comfortable living with room to spread out! All major systems have been well maintained, offering buyers an opportunity to make this property their own. The home is being sold in as-is condition. Furnishing are negotiable.

313 Great Oak Dr, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

no property photo
$250,000
Build your dream home on this beautiful piece of land in Middletown. Property has two wells (one is geothermal) and has been perc’d for a four bedroom home. To access property, turn into the driveway. Go up the driveway and you will see a sign on the left for Bowen Road. Property is there on the left.

8899 Hawbottom Rd, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

426 Crownleaf Dr, Middletown
$769,000
4 Beds ⋅ 4 Baths
*Long awaited release - only 4 of our final 15 homes now available for purchase!* Welcome to 426 Crownleaf Drive, the stunning Montgomery floorplan! Come on in and be greeted by a grand double story entry way. This open style floorplan connects the formal dining space to your living room seamlessly. Off your gourmet style kitchen you will find a home office and spacious mudroom with direct access to your two car garage. Moving upstairs you will conveniently find your laundry room as well as four bedrooms and two full baths. This home is complete with a partially finished basement with an additional full bathroom! Copperleaf homes are located in the highly coveted Appoquinimink School district on half acre lots! ** Please Read: Photos are for illustrative purposes only and may include renderings or images of the actual home or similar home/plan. Please see New Home Consultant for final pricing, finishes, and details. If you are working with a realtor, buyer representation must be acknowledged during the first interaction with Lennar, and the realtor must accompany the client on their first visit. Appointments are highly encouraged to ensure the best customer experience. Taxes will be assessed after settlement. Open houses are held at the model home, not at this address. PLEASE DO NOT ENTER THE HOME WITHOUT A NEW HOME SALES CONSULTANT. VISIT THE MODEL HOME FOR OPEN HOUSE ACCESS. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. **

426 Crownleaf Dr, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

624 Swansea Dr, Middletown
$579,000
2 Beds ⋅ 3 Baths
Welcome to 624 Swansea Drive, nestled in the serene 55 and older community at the Preserve at Deep Creek. This home exudes charm and elegance from the moment you arrive, with immaculate curb appeal enhanced by extended driveway pavers, a beautifully designed walkway, and an inviting front entrance. Step inside through a well-crafted storm door that floods the entryway with natural light. The interior boasts stunning wood floors throughout, setting a warm and welcoming tone. This home offers exquisite living with a layout and finishes designed for comfort and style. The interior features exquisite architectural details, including a sophisticated curved archway and double glass French doors into the office, a gorgeous stone fireplace in the heart of the home, tall kitchen cabinets and a large island in the kitchen that create an open and airy atmosphere. With 2 bedrooms and 3 full bathrooms, this home is designed for both comfort and style. The main living area includes a spacious family room open to the large kitchen that is stunning with a large eating area and a new sky light added. In additional a bonus room surrounded by windows was added outside the living area providing a perfect getaway spot. The large primary bedroom offers a sitting room, enhancing the space for relaxation. Enjoy dining in the morning room, accented with added sunlight from above. The finished basement provides additional living space, while the fenced-in yard backs to open space, offering privacy and tranquility. The property includes a 2-car garage and all-new lighting fixtures throughout, adding modern convenience to its classic charm. This home's prime location within the community ensures easy access to amenities, including an active clubhouse just a short walk away. Experience a lifestyle of ease and enjoyment in this delightful residence.

624 Swansea Dr, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

424 Crownleaf Dr, Middletown
$862,000
4 Beds ⋅ 5 Baths
**"Long awaited release - only 4 of our final 15 homes now available for purchase!"** 424 Crownleaf Drive showcases the popular Aurora floorplan. The grandeur of this home is immediately apparent, with a formal living room and dining room elegantly flanking the wide, two-story foyer. Moving through the home, you have a powder room tucked neatly down the hall. The great room has a show-stopping two story ceiling and features. This space effortlessly moves into the kitchen, featuring stainless steel appliances, upgraded cabinets, modern quartz counter tops and a large walk-in pantry. This particular home features a popular morning room option, allowing natural light to pour through. This space is easily transitional for many uses. This level also includes a mudroom - a perfect drop zone as you come in through your two car side entry garage! Upstairs, you'll find a smart layout - with two large bedrooms sharing a bath. The third bedroom has a large closet and it's own en suite! The primary bedroom is a true retreat, offering a large bathroom with a walk in shower, linen closet, dual sinks and a water closet. Moving past the bathroom is an oversized walk-in closet that makes starting and ending your day a breeze. The laundry room is also found nearby for added convenience. The partial finished basement on this home offers an enormous amount of storage space and/or future living! Come see why so many have decided to call Copperleaf home! Schedule a private or self-guided tour today and make this magnificent home yours, where every detail is designed for your comfort and enjoyment. ** Please Read: Photos are for illustrative purposes only and may include renderings or images of the actual home or similar home/plan. Please see New Home Consultant for final pricing, finishes, and details. If you are working with a realtor, buyer representation must be acknowledged during the first interaction with Lennar, and the realtor must accompany the client on their first visit. Appointments are highly encouraged to ensure the best customer experience. Taxes will be assessed after settlement. Open houses are held at the model home, not at this address. PLEASE DO NOT ENTER THE HOME WITHOUT A NEW HOME SALES CONSULTANT. VISIT THE MODEL HOME FOR OPEN HOUSE ACCESS. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. **

424 Crownleaf Dr, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

202 Stover Ct, Middletown
$770,000
4 Beds ⋅ 3 Baths
Welcome to this exceptional 3,200 sq ft home, perfectly situated on a private wooded lot with beautiful landscaping, outstanding curb appeal, and a professionally manicured lawn. Thoughtfully designed with timeless finishes and an open, light-filled floor plan, this home offers the perfect blend of elegance, comfort, and functionality. The gourmet kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, a cooktop with a stainless vent hood, an oversized center island with seating and an undermount sink, a walk-in pantry, recessed lighting, and a spacious breakfast area. The kitchen flows seamlessly into the dramatic two-story family room, where floor-to-ceiling windows fill the space with natural light and a stunning floor-to-ceiling stone fireplace creates a warm and inviting focal point. Ideal for both everyday living and entertaining, the main level also includes formal living and dining rooms with elegant trim details, as well as a private office/additional bedroom or flex room and a convenient powder room. Upstairs, the luxurious primary suite offers a peaceful retreat with a large walk-in closet and a spa-inspired en-suite bath featuring dual vanities, a custom tiled walk-in shower with dual shower heads, and a relaxing soaking tub. Three additional generously sized bedrooms, a full hall bath, and an upstairs laundry room complete the second floor. The expansive 1,756-square-foot walk-out basement features 9+ foot ceilings and plumbing rough-ins for a future bathroom, providing endless possibilities for additional living space, a home gym, recreation room, or guest suite. Step outside to your own private backyard retreat with a perfect setting for outdoor dining, relaxing, and entertaining while overlooking the peaceful-wooded backdrop. A 10' x 12' storage shed provides ample space for lawn equipment, tools, and outdoor gear. Located in the highly regarded Appoquinimink School District, this beautiful home offers space, style, and an exceptional location. Combining elegant interior finishes with exceptional indoor and outdoor living, this move-in-ready home is a rare opportunity you won't want to miss. **please note some areas of the home have virtual staging and object removal performed**

202 Stover Ct, Middletown

Listing courtesy of Crown Homes Real Estate. Contact:

892 Woodridge Dr, Middletown
$265,000
3 Beds ⋅ 3 Baths
Welcome to 892 Woodridge Drive, a quaint end-unit home tucked into the Woodridge community in Middletown. Offering 3 bedrooms and 2.5 baths, this home has a comfortable, functional layout with plenty of opportunity to make it your own. The end-unit location is an added bonus, along with central air and a back deck perfect for enjoying a little outdoor space. With a few personal touches and updates, there's so much potential to bring new life to this home. Conveniently located near shopping, dining, major highways, and Harrisburg International Airport, you'll have easy access to just about everything while still enjoying the feel of a tucked-away community. Come see the possibilities at 892 Woodridge Drive!

892 Woodridge Dr, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

135 David Dr, Middletown
$59,900
2 Beds ⋅ 1 Baths
Affordable living in scenic Little Hollywood. Enjoy all this neighborhood has to offer with low lot rent that includes water, sewer, and trash. This newer home offers 2 bedrooms and a spacious main living area situated on a beautiful lot with mature trees. A great opportunity to start out owning your own home or downsizing to something more manageable. Propane tanks are full and ready to snug in for winter. Special financing options are available.

135 David Dr, Middletown

Listing courtesy of Full Circle Realty Co.. Contact:

1303 Georgetown Rd, Middletown
$200,000
3 Beds ⋅ 2 Baths
This well-maintained townhome features a spacious living room, a dining room with access to a covered deck, a kitchen with brand-new quartz countertops, and a convenient half bath on the main level. The second floor offers three generously sized bedrooms and a full bathroom. An unfinished basement provides great storage space. Fresh paint throughout gives the home a bright, updated feel. All-new windows! Call today to schedule a showing. Check out the 3D virtual tour

1303 Georgetown Rd, Middletown

Listing courtesy of Cavalry Realty, LLC. Contact:

12 Dean Ln, Middletown
$659,900
4 Beds ⋅ 4 Baths
Sunset Views, Small-Town Charm & Modern Living. Imagine walking to Historic Main Street for dinner, greeting neighbors along the way, and returning home to your covered front porch just in time to watch the sun set over South Mountain. At 12 Dean Lane, those simple pleasures become part of everyday life. Here, the comfort of newer construction meets the charm, character, and walkability that make Middletown such a wonderful place to call home. A Front Porch Worth Coming Home To. From the covered front porch, enjoy colorful sunsets over South Mountain, with the rooftops and church steeple of Historic Middletown creating a picturesque backdrop. Directly across the street from the Middletown Library, this corner-lot home in Middletown Glen places you just steps from Main Street restaurants, parks, schools, and the heart of town. Nearly New Construction with Timeless Appeal. Built in 2019 by Ryan Homes, this beautifully maintained Columbia model offers more than 3,100 finished square feet across three finished levels, four bedrooms, three full and one half baths, and a two-car garage. Fresh interior paint and new carpeting create a crisp, move-in-ready feel, while the thoughtful floor plan offers comfort and flexibility for everyday living. Welcoming Spaces That Feel Like Home. Inside, engineered hardwood floors, high ceilings, and abundant natural light create an inviting atmosphere. A private home office with French doors provides dedicated workspace, while the open family room, centered around a cozy gas fireplace, invites you to settle in and stay awhile. Whether enjoying a quiet evening or entertaining friends, these spaces feel warm, comfortable, and connected. The Heart of the Home. The kitchen brings everyone together with a spacious center island, quartz countertops, classic white cabinetry, stainless steel appliances, gas cooking, a wall oven, and generous pantry storage. A charming breakfast nook provides a comfortable dining space for morning coffee and everyday meals. Sliding doors open to the covered, maintenance-free rear deck, offering another inviting place to dine, entertain, or unwind outdoors. Comfortable Retreats & Everyday Convenience. Upstairs, the spacious primary suite offers a peaceful retreat with a private en-suite bath and walk-in closet. Three additional bedrooms, a full hall bath, and convenient upper-level laundry complete the second floor. Room to Gather, Relax & Grow. The finished walkout lower level adds approximately 650 square feet of living space, featuring a spacious recreation room, full bathroom, windows, and direct backyard access. Perfect for movie nights, games, exercise, or additional gathering space, this level offers wonderful flexibility. A large unfinished storage area provides valuable storage today, with potential for future finished space, subject to applicable requirements. Modern Comfort & Peace of Mind. Built in 2019, the home features relatively young systems and modern conveniences, including a tankless water heater, in-home fire sprinkler system, energy-efficient features, natural gas, public water and sewer, and underground utilities. Fresh paint and new carpeting add to its move-in-ready appeal. Experience the Best of Middletown. Walk to Main Street restaurants for dinner, cross the street to the library, explore nearby parks and trails, or enjoy Friday-night football, hometown parades, concerts, and community celebrations. Here, familiar faces, mountain views, and small-town traditions are part of everyday life. More Than a Home—A Wonderful Way to Live. At 12 Dean Lane, you’re coming home to sunset views from the front porch, evenings spent walking to dinner, comfortable spaces to make memories, and a community you’ll love being part of. It’s the best of Middletown living, wrapped into one beautiful place to call your own.

12 Dean Ln, Middletown

Listing courtesy of RE/MAX Results. Contact:

163 State St, Middletown
$275,000
4 Beds ⋅ 2 Baths
Welcome to 163 State Street in Middletown! This Cape Cod offers four bedrooms, one full bath, and one half bath, with approximately 1,425 square feet of living space. The spacious kitchen and dining area provide room for everyday meals and gathering with guests, while four bedrooms offer flexibility for sleeping quarters, a home office, or a hobby room. Situated on approximately 0.43 acres, the property’s generous yard is a standout feature, offering space for outdoor entertaining, gardening, or simply enjoying the fresh air. Central air and natural gas heat add everyday comfort to this inviting home. With classic Cape Cod character and room to make it your own, 163 State Street is ready for its next chapter. Schedule your private showing today!

163 State St, Middletown

Listing courtesy of SERHANT PENNSYLVANIA LLC. Contact:

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