Middletown Homes for Sale

Middletown Homes for Sale

Welcome to Middletown, a charming city nestled in the heart of the United States, where small-town warmth meets modern conveniences. Known for its vibrant community spirit and rich history, Middletown offers a delightful blend of scenic landscapes, friendly neighborhoods, and a thriving local economy. With its picturesque parks, quaint downtown area filled with unique shops and eateries, and excellent schools, it’s no wonder that families and professionals alike are drawn to this inviting locale.

Middletown boasts a variety of homes for sale that cater to diverse lifestyles and budgets. Whether you’re searching for a cozy single-family home, a spacious townhouse, or a modern condo, you’ll find an array of options that perfectly suit your needs. Many properties feature beautiful outdoor spaces, ideal for entertaining or enjoying a quiet evening under the stars. The architectural styles range from classic Victorian designs to contemporary builds, ensuring there’s something for everyone.

Living in Middletown means enjoying a strong sense of community. Residents take pride in their neighborhoods and participate in numerous local events and activities throughout the year. With easy access to major highways and public transportation, commuting to nearby cities for work or leisure is a breeze.

Explore the homes for sale in Middletown today and discover the perfect place to call home in this idyllic city. Your dream home awaits, nestled in a community that feels like family. Don’t miss the opportunity to be part of this charming city that truly has it all!

Newest Middletown Homes for Sale

43 S Main St, Middletown
$369,900
3 Beds ⋅ 2 Baths
No down payment needed. This home qualifies for 100% USDA financing. Freshly renovated and full of character and charm, this beautiful two-story home offers 3 bedrooms, 2 full bathrooms, a private setting, and breathtaking water views. Step inside to a bright and inviting living room featuring new hardwood flooring that continues throughout the home and into the beautifully updated kitchen. The spacious kitchen boasts fresh white cabinetry, recessed lighting, stainless steel appliances, space for an eat-in dining area, and scenic water views. Just off the kitchen, the family room provides the perfect spot to enjoy your morning coffee while watching boats sail through the canal. The versatile family room offers endless possibilities, whether you envision a home theater, office, playroom, or additional entertaining space. Upstairs you will find 3 charming bedrooms and one full bathroom. There is also a second full bathroom on the main floor. Outdoor living shines for the upcoming season with a cozy yard offering room for gardens, outdoor entertaining, movie nights, barbecues, or relaxing around the fire pit while enjoying sunset views. The enclosed front porch adds even more charm and space to gather with family and friends. Additional updates include a brand new septic system (2026), new roof (2022), new heater and ac units (2022), new water heater (2025), main-floor laundry, fresh paint, and new flooring throughout. Conveniently located near Route 1 and Route 13, with close proximity to shopping, restaurants, schools, fitness centers, and Weis Markets at the new Bayberry Town Centre. Enjoy nearby boating, fishing, and scenic canal biking and walking trails. Schedule your private showing today and make this waterfront retreat your new home!

43 S Main St, Middletown

Listing courtesy of Walker Realty Group. Contact:

1121 Majesty Ln, Middletown
$764,900
4 Beds ⋅ 3 Baths
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back charm of Delaware living, Monarch delivers the perfect balance of comfort, style, and convenience—all just minutes from Middletown’s shopping, dining, and entertainment. The Bethany is a spacious, highly customizable single-family floor plan by Schell Brothers, offering 3,028 to 6,824 sq. ft. of heated space, 4 to 8 bedrooms, and 2.5 to 6.5 bathrooms. Notable features include a courtyard-style garage, vaulted great room ceilings, and an optional first-floor owner's suite. Monarch’s HOA fee includes grass cutting on your property, curbside garbage and recycling services, common area maintenance including walking paths, landscaping, streetlights, entrance monuments, and all community amenities.

1121 Majesty Ln, Middletown

Listing courtesy of Compass. Contact:

7868 Senseney Ave, Middletown
$299,995
3 Beds ⋅ 1 Baths
This charming ranch-style home in the heart of Middletown offers a perfect blend of comfort and functionality. With three spacious bedrooms and a well-appointed full bathroom, this residence is designed for easy living. The inviting combination kitchen and dining area features stainless steel appliances and opens directly out onto the gorgeous yard. Outside, the landscaped front and rear yards create a serene outdoor retreat, perfect for relaxation or entertaining. The gravel driveway offers ample parking, and the open lot provides a sense of space and tranquility. With a lovely street view and ideal Middletown location, this home is ready to welcome you into a warm and inviting atmosphere. Experience the comfort and charm that awaits!

7868 Senseney Ave, Middletown

Listing courtesy of Century 21 Redwood Realty. Contact:

65 State St, Middletown
$170,000
4 Beds ⋅ 1 Baths
Located at 65 State St in Middletown, PA 17057, this house has four bedrooms and one full bathroom. The living area measures 2,025 square feet, and the lot encompasses 0.293 acres. The property is a house with four bedrooms, providing the stated bedroom count within a living area of 2,025 square feet. The single full bathroom is the only bathroom listed, with no half bathrooms. The 0.293-acre lot is part of the property at 65 State St, situated in Middletown, Pennsylvania, ZIP code 17057. Some photos have been virtually rendered.

65 State St, Middletown

Listing courtesy of BEYCOME BROKERAGE REALTY LLC. Contact:

231 Ulrich St, Middletown
$199,995
3 Beds ⋅ 2 Baths
Welcome to 231 Ulrich Street, a detached traditional-style home in Middletown offering an exceptional opportunity for investors or owner-occupants looking to build sweat equity. Spanning 1,546 square feet of living space on a generous 0.22-acre lot, this property features 3 comfortable bedrooms and 2 full bathrooms, providing a solid foundation for your custom updates and personal touch. The true showstopper of this property is the massive, attached 5-car oversized garage, offering an unparalleled amount of space for car enthusiasts, workshop setups, extensive storage, or potential project space. Located within the Middletown Area School District, this home is primed for a transformation that will unlock its full market value. Bring your vision, capitalize on the incredible footprint, and turn this diamond in the rough into a standout neighborhood gem.

231 Ulrich St, Middletown

Listing courtesy of Keller Williams Keystone Realty. Contact:

108 Brooks Dr, Middletown
$810,000
4 Beds ⋅ 6 Baths
Showings start Nov 7 Open House . Welcome to 108 Brooks Dr — a stately 4-bedroom, 3-bath Colonial set on nearly a full acre in the coveted Back Creek golf community of Middletown. Built in 2003 and beautifully maintained, this 3,200 sq ft residence delivers the space today's buyers are searching for: a flexible main-level layout for everyday living and entertaining, four generous bedrooms including a serene primary suite, and three full baths. Outside, the impressive 0.87-acre homesite offers room to roam, garden, or simply enjoy the privacy of a premium Back Creek lot. A rare 3-car side-entry attached garage keeps vehicles, toys, and tools under roof, with additional driveway parking for guests. Living in Back Creek means more than a great home — enjoy the community park, pond, and the acclaimed Back Creek Golf Club and clubhouse just moments from your door. All of this in the top-rated Appoquinimink School District, with easy access to Route 301, Middletown's shopping and dining, and a convenient commute to Wilmington, Newark, and beyond. Homes on acreage in Back Creek rarely come available — schedule your private tour today.

108 Brooks Dr, Middletown

Listing courtesy of BHHS Fox & Roach-Christiana. Contact:

268 Ann Dr, Middletown
$600,000
4 Beds ⋅ 4 Baths
Welcome to 268 Ann Drive, a beautifully maintained and thoughtfully upgraded home in the desirable community of Crossland at the Canal, where exceptional versatility, quality improvements, and resort-style amenities come together! Offering approximately 3,200 square feet of finished living space, not including the partially finished basement, this 4-bedroom, 3.5-bath home has been enhanced with upgrades that discerning buyers will truly appreciate. Gorgeous hardwood flooring extends throughout the main and upper levels, while seven additional windows bring an abundance of natural light into the home. The spacious kitchen features a gas range, generous cabinetry, and additional counter space, creating an inviting setting for everyday living and entertaining. One of the home’s most impressive features is the extended first-floor living area, complete with its own dedicated mini-split heating and cooling system. Currently enjoyed as a second living room, this flexible space offers exciting possibilities for a future main-level bedroom and sitting area, guest retreat, or multigenerational living arrangement. A first-floor laundry room and powder room add everyday convenience. Upstairs, the spacious primary suite offers a beautifully updated bathroom featuring a separate shower and soaking tub, double vanity with quartz countertop, and generous linen storage. Two additional bedrooms, another full bathroom, and a versatile loft complete the upper level. The finished lower level is equally impressive, featuring a legal and permitted fourth bedroom with its own full bathroom, providing wonderful accommodations for guests or extended living arrangements. Movie nights become an experience of their own in the dedicated home theater, where the projector, large screen, and surround sound system are all included! Additional unfinished space provides valuable storage. Outside, enjoy a private, tree-lined backyard with a patio perfect for outdoor dining, entertaining, or simply relaxing. Additional improvements include a repaved driveway, storm doors with screens, an 8kW Generac generator, and a newer roof installed in 2022. The solar system provides an additional energy feature. For added peace of mind, the sellers have proactively completed a pre-listing home inspection and addressed the major items identified. Radon testing also returned results within acceptable levels. Crossland at the Canal offers a wonderful community lifestyle with an outdoor swimming pool, clubhouse, and community recreation areas. Conveniently located near Route 1, shopping, restaurants, and everyday amenities, this home offers the perfect combination of neighborhood charm and accessibility. With its flexible living spaces, exceptional upgrades, private setting, and extensive list of included features, 268 Ann Drive is a home that truly deserves to be experienced in person. Schedule your private tour today!

268 Ann Dr, Middletown

Listing courtesy of KW Empower. Contact:

320 E Emaus St, Middletown
$359,000
5 Beds ⋅ 3 Baths
Nestled on a generous 0.22-acre lot, this charming 5-bedroom, 3-bathroom ranch-style home offers a perfect blend of comfort and functionality. As you approach the residence, you'll appreciate the level lot, providing ample space for outdoor activities, gardening, or simply enjoying the fresh air. The well-maintained brick exterior not only adds to the home's curb appeal but also promises durability and low maintenance for years to come. Step inside to discover a cozy family room with a wood-burning fireplace. The main level features four spacious bedrooms, ensuring plenty of room for relaxation and privacy. The main floor has laundry hookups and two full bathrooms which provide convenience for busy mornings and gatherings, making this home perfect for entertaining. Gather around the fireplace on chilly evenings, creating lasting memories with loved ones in the heart of the home. Built in 1950, the property offers a great separate space for in-law quarters with a fully finished basement which includes a kitchen area, dining room, full bath, laundry area, and living room. The basement can only be accessed from the outside entrance. The inviting porch is an excellent spot for sipping morning coffee or unwinding after a long day, enhancing the overall sense of tranquility this property offers. Parking is a breeze with a detached garage that accommodates two vehicles, along with additional driveway and on-street parking options. This thoughtful design ensures that you and your guests will always have a place to park. Located in a peaceful area, this home provides a serene escape while still being conveniently close to schools, fire station, and local amenities. Whether you're looking for a quiet evening at home or a vibrant community to explore, this property meets a variety of lifestyle needs. This ranch-style home is ready to welcome you. Experience the comfort and warmth that this property has to offer and envision the countless memories waiting to be made within its walls. Don't miss the opportunity to make this delightful residence your own!

320 E Emaus St, Middletown

Listing courtesy of Iron Valley Real Estate Hanover. Contact:

312 W Windmill Way, Middletown
$300,000
3 Beds ⋅ 2 Baths
INCREDIBLE INVESTMENT OPPORTUNITY IN MIDDLETOWN! Opportunity awaits at 312 W Windmill Way, where endless potential, an exceptional homesite, and an unbeatable price come together to create a rare opportunity in one of Middletown's established neighborhoods! Offered at just $300,000, this classic brick ranch is situated on a sprawling one-acre lot, surrounded by homes commanding significantly higher price points, making it an incredible opportunity for investors, renovators, or buyers looking to build equity and bring their vision to life. Set against a picturesque backdrop of open farmland, the property offers a peaceful setting, expansive outdoor space, and beautiful countryside views that are increasingly difficult to find at this price point. The timeless brick exterior provides a wonderful foundation for transformation, while the desirable single-story layout offers three bedrooms, two full bathrooms, a spacious family room with a charming wood-burning stove, and a generously sized kitchen with ample opportunity for reimagining. Downstairs, the massive basement presents another exciting opportunity, offering an abundance of square footage and the potential to create additional finished living space, recreation areas, or functional storage. While this home is ready for some TLC and a fresh vision, the possibilities are truly remarkable. Whether you're searching for your next renovation project, an investment opportunity, or a property to transform into your dream home, the combination of a classic brick ranch, expansive one-acre lot, breathtaking farmland backdrop, and desirable Middletown location creates an opportunity that's hard to overlook. With a $300,000 price tag and incredible potential for added value, this is your chance to turn vision into value. Don't miss it!

312 W Windmill Way, Middletown

Listing courtesy of Keller Williams Realty. Contact:

1204 Pimpernell Path, Middletown
$749,900
4 Beds ⋅ 3 Baths
Professional Pictures Coming Soon! Join us for an Open House this Sunday, November 1 from 2PM - 5PM for a weekend BLITZ! This is one of the only times a seller says, "Let's Make A Deal" during the first week on the market! This home is a Gorgeous 4 bedroom 2.5 bath Colonial Style home with Grandeur features throughout! The opportunities are endless with this home, and you will appreciate everything from the time you pull up to the time you leave. Let's start with the road you pull into where this home sits. It's on a cul-de-sac, so there will be no through traffic! Do you have a growing family that likes to play, or perhaps you like to entertain? Well this home sits on half an acre lot that back up to a 10 acre farm! Want to put in a pool? Do it! Want to create an oasis for you and your guests? You can do it here! Now let's get out and begin our journey inside. You'll notice the 3 bay garage doors that can be used for your vehicles, toys, or both! You can enter the home through the garage - which 99% of the time you will do, but let's walk around into the very welcoming front. You will notice the beautiful bay window that extends all the up to one of the very large bedrooms, but I'm getting ahead of myself. Open the door and experience the WOW factor! Immediately the 20 ft ceilings welcome you with the beautiful 12 bulb chandelier, the cascading wood steps that curves down in a Cinderella'esque style! To the right there is the formal living room, or office, and directly across is the Dining Room with a luxurious feel to include the bay window and 9 foot tray ceiling! From here we will go through the butler's pantry with a fully equipped wet bar and wine cooler. Once you pass this section you will notice the laundry room to your left and the garage entrance. This area will bring you into the kitchen that boasts of an oversized granite countertop island with a Country style Pendant light. There is a desk for all the moments of little hands doing their homework while you prepare dinner. The 42" cabinets and drawers hold so many cookware and spices that you will not have any issues with storage! There is also a deceivingly deep pantry in the corner as well. From here you can imagine entertaining around the island, sitting in the Sunroom with friends or family, or bringing them past the Roman Style pillars into your 20 ft ceiling high ceiling Family Room with the cozy Gas Fireplace and custom mantel. Still need more room? Go into the connected room and use this as your office, game/play room, or turn it into the possible 5th bedroom! Walk around the corner and you will notice the oversized half bath with gorgeous wallpaper, and the entrance to the basement. Now, even though the basement isn't finished, it is approximately 2,100 sqft with 10ft ceilings and room to use your imagination! There is also a rough in for your 3rd full bath and the larger egress window to make permitting another bedroom even easier. The bedrooms are all located upstairs and the sizes will not disappoint! The primary boasts of a natural gas fireplace in the sitting area, another tray ceiling, the hallway that leads to the two nice sized closets - one complete walk-in, and the primary bathroom that everyone will envy! This space boasts of a water closet, a soaker tub, walk-in shower, two vanities and plenty of overall space! The other bedrooms are also very large and have great space for a family, or anyone who needs this type of space! Many updates have been completed throughout the home from electrical upgrades, new hot water heater, fresh paint throughout and more! Seller is including a home warranty on top of it all for peace of mind! Again, let's make a deal before it's too late or multiple people get involved!

1204 Pimpernell Path, Middletown

Listing courtesy of LPT Realty, LLC. Contact:

672 Spring Hollow Dr, Middletown
$919,000
4 Beds ⋅ 4 Baths
NEXT WEEK THE INSIDE PICTURES WILL BE HERE!!!! Welcome home to 672 Spring Hollow Drive, in the sought after the community of PARKSIDE. This stunning Schell Brothers Whimbrel model is a unique find here in this neighborhood. This energy efficient home has a spectacular open floor plan with four bedrooms and four full bathrooms. This spacious home with take your breathe away with its panoramic views of a serene farmland and its open concept living area. Where do we begin? Is it the first floor master suite? The 5' hand scraped hickory hardwoods throughout the first floor? The vaulted ceilings in the family room that hosts a large stoned fireplace? The upgraded gourmet kitchen and custom moldings? The inviting front porch?.. The VIEW? Lets walk into this home ... upon entering the foyer you have the view straight ahead, the flex room that allows so many options (office, living room or dining room) to the left is 2 lovely bedrooms (one that has a vaulted ceiling and a featured wall with shiplap) these 2 bedrooms share a lovely full bath. As you proceed further into the home, you are taken by the picturesque view, the large never ending windows, the kitchen overlooking the family room as well as a master suite. From any one of these spaces you can sip your coffee while gazing out the windows at what looks like a classic painting. The Kitchen has so many upgrades....double oven, large prep island, additional all glass decorative cabinets featured over already tall upgraded cabinets, large pantry, soft closed drawers... the list is endless. As you head upstairs ... on the all wood beautiful staircase... is an open extra large loft with a full bath and a large bedroom. The fully finished basement is STUNNING...SO MUCH SPACE...2 large recreational rooms,an exercise room, an another room that can serve as a bedroom for guests or a movie room, an egress window that brings in great natural light, a fun well lit hidden nook under the staircase, beautiful moldings and a gorgeous full tiled bathroom. There are even more extra features.......a recently added three season room, large patio, irrigation system, the REME HALO air purifying system for the whole house, which was installed at the onset of the pandemic (will be included, see disclosures) and the GREEN HOUSE energy efficient certificate. Did I forget the fully fenced in yard. CALL TODAY

672 Spring Hollow Dr, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

1035 Plane St, Middletown
$80,000
3 Beds ⋅ 1 Baths
This property will be offered at Public Auction on Thursday, 12/3 at 6:00 PM. The listing price is the opening bid only and in no way reflects the final sale price. 10% down due at auction, 2% transfer tax and 3% buyer’s premium to be paid by the purchaser. Real estate taxes will be prorated.

1035 Plane St, Middletown

Listing courtesy of Cavalry Realty LLC. Contact:

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