Middletown Homes with Colonial School district

Welcome to Middletown, Delaware – a charming town that perfectly blends small-town warmth with modern conveniences. Nestled in New Castle County, Middletown has become one of the most sought-after communities in the region, thanks to its rich history, vibrant culture, and strong sense of community.

As you explore Middletown, you’ll find a delightful mix of historic architecture and contemporary homes, making it an ideal place for families, young professionals, and retirees alike. The town is known for its picturesque streets, friendly neighbors, and a variety of parks that provide ample opportunities for outdoor activities. Whether you’re enjoying a leisurely stroll or taking the kids to the playground, there’s always something to love about the great outdoors in Middletown.

One of the standout features of this charming town is its commitment to education. Families with children will be pleased to know that Middletown falls within the renowned Colonial School District. This district is celebrated for its dedication to academic excellence and offers a range of educational programs that cater to diverse learning needs. With well-respected schools and a focus on student achievement, parents can feel confident that their children are receiving a top-notch education.

Middletown is not just a place to live; it’s a community where neighbors become friends and memories are made. With a variety of shops, restaurants, and local events throughout the year, there’s always something happening in this vibrant town. Come discover the charm of Middletown, where you’ll find the perfect place to call home!

Newest Middletown Homes with Colonial School district

$495,000

4 Beds ⋅ 4 Baths ⋅ DENC2110990 MLS

Welcome to this spacious 3-bedroom, 2.5-bath end-unit townhouse in the Canal View development. Ideally positioned with generous common grounds surrounding the home, this location offers an added sense of privacy and open space that many units in the community do not have. The extended kitchen features additional cabinetry and workspace, providing plenty of room for everyday living and entertaining. Step outside to the composite deck and enjoy peaceful views of the open common land. The finished basement adds exceptional versatility with an in-law suite that includes a family room, full kitchen, full bath, and bedroom. A walk-out door provides direct access to the stamped concrete patio, offering convenient outdoor access and additional living space. With its desirable end-unit location, expanded kitchen, composite deck, open views, and flexible finished basement, this Canal View townhouse offers a unique combination of space, privacy, and functionality.

138 Margaretta Dr, Middletown

$379,990

3 Beds ⋅ 3 Baths ⋅ DENC2109956 MLS

Welcome to 1026 Wickersham Way, a spacious three-story townhome offering three bedrooms, two and a half bathrooms, modern finishes, and the convenience of newer construction in the heart of Middletown. Built in 2022, this home features a bright, open-concept floor plan with plenty of room for everyday living and entertaining. The kitchen anchors the main living level with granite countertops, stainless steel appliances, a stylish backsplash, soft-close drawers, generous workspace, and a movable island that adds flexibility for cooking, dining, or gathering with guests. Step outside onto the newer second-level rear deck, complete with a retractable awning that creates an inviting outdoor extension of the living space for grilling, dining, or simply relaxing and enjoying the view of the spacious backyard. Additional upgrades include ceiling fans, two storm doors, and a backyard shed for extra storage, while the home’s newer construction means major components such as the roof are still only a few years old. Middletown continues to be one of Delaware’s most convenient places to live, with an impressive variety of shopping, restaurants, entertainment, grocery stores, services, and everyday necessities all within easy reach. Convenient access to Route 1 also makes it easy to head north toward Philadelphia and Philadelphia International Airport, south toward Dover and Dover Air Force Base, or farther south for weekends and day trips to the Delaware beaches. With generous living space, modern features, a versatile outdoor setup, and furniture also available, 1026 Wickersham Way offers an easy opportunity to settle into one of Delaware’s fastest-growing and most connected communities.

1026 Wickersham Way, Middletown

$574,999

4 Beds ⋅ 3 Baths ⋅ DENC2109020 MLS

NOTHING LEFT TO DO BUT PACK YOUR BAGS AND MOVE IN! Welcome to 212 Saffron Circle, an exceptional 4-bedroom, 2.5-bath home in the highly desirable Hyett’s Crossing community of Middletown. Thoughtfully upgraded throughout, this stunning residence offers beautifully designed living spaces, modern finishes, incredible outdoor living, and a premium lot backing to open space with no homes directly behind you—providing added privacy and peaceful views right from your own backyard. This is a location that truly checks all the boxes! Adding even more appeal, this home is ideally situated close to the Village of Bayberry, giving you easy access to walking trails, parks, dining shopping, and outdoor recreation right within the surrounding community. From the moment you step inside, you'll immediately appreciate the bright and welcoming foyer, complemented by wide-plank hardwood flooring that extends throughout the entire first floor. The open-concept layout is designed with both everyday living and entertaining in mind, featuring recessed lighting, abundant natural light, and a spacious family room that serves as the perfect gathering place for cozy movie nights or entertaining family and friends. At the heart of the home is the spectacular gourmet kitchen, beautifully appointed with 42-inch white cabinetry, gorgeous granite countertops, an oversized center island, custom pendant lighting, and Energy Star stainless-steel appliances, including a coveted double wall oven. The kitchen flows effortlessly into the spacious dining area, creating an inviting space where meals, celebrations, and memories are made. The main level also offers a convenient half bath, direct access to the spacious two-car garage, and a generous three-car driveway, providing plenty of parking for family and guests. Step outside and prepare to be impressed! The backyard is truly an entertainer’s dream, featuring a beautiful paver patio and backing directly to open space. Enjoy an added sense of privacy and breathtaking cotton-candy-colored sunset views from your own backyard. Whether you're hosting summer barbecues, gathering around with friends, or simply unwinding after a long day, this outdoor space is sure to become a favorite destination. Upstairs, a versatile loft provides valuable additional living space and can easily adapt to your lifestyle. Create a home office, reading area, playroom, second entertainment space, or even explore the possibility of converting it into an additional bedroom. The upper level also features a convenient laundry room, a hall bathroom with dual sinks and tub/shower combination, and four generously sized bedrooms. The luxurious primary suite offers the perfect private retreat at the end of the day. The beautifully appointed en-suite bathroom features dual vanities, a tiled spa-style shower, and two oversized walk-in closets, providing both comfort and exceptional storage. All bedrooms feature newly installed plush carpeting for added warmth and comfort. The expansive unfinished basement presents a blank canvas limited only by your imagination. Transform this incredible space into a media room, game room, home gym, additional bedroom and bathroom, home office, entertaining area, or simply enjoy the abundant storage space. The possibilities are endless! With 4 bedrooms, 2.5 bathrooms, this home offers living space, a gourmet kitchen, two-car garage, three-car driveway, versatile loft, expansive basement, beautiful paver patio, open-space views, and countless thoughtful upgrades, 212 Saffron Circle offers the perfect blend of style, comfort, functionality, and location. Beautifully maintained. Thoughtfully upgraded. Ideally located. Truly move-in ready. This is more than just a house—it’s the opportunity to step into the lifestyle you've been waiting for. Don’t miss your chance to make 212 Saffron Circle your new home. Schedule your private tour today!

212 Saffron Cir, Middletown

$635,000

4 Beds ⋅ 4 Baths ⋅ DENC2109718 MLS

Welcome to 268 Ann Drive, where modern features, spacious living, and versatility come together! This beautifully maintained 4-bedroom, 3.5-bath home features hardwood flooring throughout the first and second floors, adding warmth and character from room to room. The spacious main living areas offer plenty of room for everyday living and entertaining, while the sunroom provides an inviting spot to enjoy your morning coffee, unwind at the end of the day, or gather with friends and family. Upstairs, a versatile loft area provides even more space to relax, work, or play, along with three bedrooms and two full bathrooms. Step outside to enjoy the back patio, a great spot for summer barbecues, outdoor entertaining, or simply relaxing at the end of the day. The finished lower level is a standout, featuring a permitted fourth bedroom and full bathroom, along with a dedicated theater room; perfect for movie nights, game days, overnight guests, or creating a private space for extended family. The unfinished areas provide ample additional storage space. A two-car garage and brand-new, spacious four-car driveway provide plenty of parking for family and guests, rounding out the home's practical features. A pre-listing inspection was completed, and all major items identified have been addressed. Residents of Crossland at the Canal enjoy community amenities including a clubhouse, pool, and outdoor park, all in a convenient Middletown location just minutes from Route 1, shopping, dining, and everyday conveniences. Come see for yourself why 268 Ann Drive could be the perfect place to call home!

268 Ann Dr, Middletown

$1,599,000

4 Beds ⋅ 4 Baths ⋅ DENC2109258 MLS

With lots of charm and character this 61 acre farm is located near the village of Port Penn, visited by William Penn in 1682 and named after him. Mostly rolling cropland with some marsh and woods to the rear of the property, The Farm would be a great place for raising farm animals and kids. Featuring four bedrooms two full and two half baths with updated kitchen, new sunroom, many thoughtful updates throughout the home, porch, pool, pond, and numerous outbuildings for animals, dirt bikes, or hunting as The Farm is located within a large wildlife area with lots of deer and Canadian geese. An adjacent property is owned by Delaware Wildlands as sanctuary for extensive ducks and geese. Additionally, there is a three bedroom two bath one story rental home renting at two thousand dollars a month. Great for multi-generational living! Located very near the Delaware River to the east and Rte. 1 interchange several miles away. A must see for those seeking tranquil country living. Pre-qualification required for showing

992 Port Penn Rd, Middletown

$465,000

4 Beds ⋅ 2 Baths ⋅ DENC2107924 MLS

Rare Opportunity – Fully Renovated 4-Bedroom Ranch in Middletown Don’t miss this rare opportunity to own a beautifully updated 4-bedroom, 2-bathroom ranch home in a peaceful setting in Middletown, DE, conveniently located just minutes from Route 13 and Route 1. You’ll fall in love with the elegant design and modern upgrades throughout, The modern kitchen is a true highlight, offering white cabinetry, black granite countertops, and high-end stainless steel appliances, along with new doors and windows, new flooring, and fresh paint throughout. Recent improvements include a new roof (2023) and siding, new concrete driveway, new HVAC, fresh paint, new light fixtures and new appliances throughout. The STUNNING fully finished basement adds approximately 1,000 sq. ft. of additional living space, complete with a recreation area and walkout access, providing excellent flexibility for entertainment, storage, or future use. Step outside to your private backyard retreat, featuring a spacious patio and Gazebo —perfect for family BBQs, summer gatherings, or relaxing evenings. This move-in ready home offers exceptional value, modern comfort, and long-term savings. Schedule your showing today!

2 Gina Dr, Middletown

$540,000

3 Beds ⋅ 3 Baths ⋅ DENC2107184 MLS

PRICED TO SELL - $10k Settlement Assist w/ Full price offer!!! ✅ Low-maintenance HOA living ✅ Community pool ✅ Updated kitchen ✅ Bonus room ✅ Finished basement ✅ Prime location near Routes 1, 13 & 301 Don't worry about cutting the grass or shoveling snow!! Our HOA handles that, allowing you to enjoy your weekends relaxing by the community pool. HOA fees also include common area maintenance and snow removal. This spacious 3-bedroom home with a VERSATILE BONUS ROOM offers a thoughtfully designed layout and numerous updates throughout. The inviting family room with fireplace opens seamlessly to the center-island kitchen with a bar area at the island , now updated with a new stove, microwave, dishwasher, refreshed countertops, and a stylish backsplash, making it perfect for both everyday living and entertaining. Just off the kitchen you’ll find a convenient mudroom, pantry closet, half bath, and garage entry. Upstairs, the spacious primary suite boasts a tray ceiling, double vanities, his and her walk-in closets, and a beautifully tiled shower. Two additional bedrooms are generously sized, and the bonus room can be used as a den, home office, or playroom. The laundry room is conveniently located on this level. The full basement provides exceptional additional living space with a second family room, a large storage area, and a utility room. Plumbing is already roughed in for a future bathroom, and the water heater was replaced in 2019. Location Location Location!! Minutes from Routes 1, 13, and 301 with no tolls to go north and a grocery store 5 minutes away!

336 Acasta Dr, Middletown

$765,000

5 Beds ⋅ 5 Baths ⋅ DENC2107056 MLS

Welcome to 201 Parker Drive, an exceptional residence nestled in the highly sought-after Crossland at the Canal community, where elegant design, luxurious amenities, and energy-efficient living come together in one remarkable home. Offering five bedrooms, four full bathrooms, and one half bath, this beautifully appointed property welcomes you with a bright two-story foyer and hardwood flooring throughout the main level. A private office with custom built-in shelving provides the perfect work-from-home space, while the formal living and dining rooms seamlessly transition into the spacious family room with a cozy fireplace. The gourmet kitchen is thoughtfully designed for both everyday living and entertaining, featuring granite countertops, abundant cabinetry, and a large center island that serves as the heart of the home.The finished walk-out lower level is an entertainer's dream, featuring a wired home theater, an expansive recreation area, a custom wet bar complete with dual wine coolers, an additional bedroom, and a full bathroom, creating the ideal space for hosting guests or multi-generational living. Upstairs, the luxurious primary suite offers a private sitting room highlighted by a custom dry bar with dual wine coolers, creating the perfect retreat for relaxing at the end of the day. One of the secondary bedrooms has been professionally transformed by Closet by Design into an impressive boutique-style walk-in dressing room and can easily be converted back into a full bedroom if desired. Even the laundry room has been thoughtfully upgraded with a built-in wall-mounted ironing board for added convenience.Step outside to your own private backyard oasis featuring a heated saltwater in-ground swimming pool with lighting, perfect for enjoying warm summer days and unforgettable evenings with family and friends. This exceptional home is loaded with premium upgrades, including a new roof installed in 2025, a Generac whole-house generator, an electric vehicle charging station, and transferable solar panels that provide outstanding energy efficiency and long-term savings. Combining luxury finishes, thoughtful customizations, and major system improvements, this home delivers both comfort and peace of mind for years to come. Located within the desirable Crossland at the Canal community and convenient to shopping, dining, parks, and major commuter routes, 201 Parker Drive presents a rare opportunity to own a truly turnkey home that offers the perfect balance of luxury, functionality, and modern efficiency. This is more than a home—it's a lifestyle.

201 Parker Dr, Middletown

$649,900

5 Beds ⋅ 4 Baths ⋅ DENC2106906 MLS

Welcome to 601 Yensid Drive, where space, comfort, and style come together in the desirable community of Crossland at the Canal. This beautifully maintained 5-bedroom, 3.5-bath Colonial offers over 3,800 square feet of thoughtfully designed living space, featuring gleaming hardwood floors throughout, an open floor plan, and a gourmet kitchen. The kitchen has lots of prep space with granite countertops, stainless steel appliances, abundant cabinetry, a center island, and a sunny eat in area that flows seamlessly into the sunroom and the spacious family room. This floor plan lends itself to entertaining due to the flow from the formal living room open to the formal dining room and then to the huge family room open to the kitchen and sunroom. Whether you entertain or not, you will love the openness. Upstairs, you'll find 4 generously sized bedrooms, including a spacious primary suite with a large walk-in closet and private bath and laundry is located upstairs. The finished lower level adds incredible flexibility with a full bath, bedroom and plenty of room for a recreation area, home gym, office, or guest space. There is also a daylight walkout and an egress window. Outside, enjoy a beautifully landscaped yard with plenty of room to relax or entertain. Residents also enjoy access to the community pool and clubhouse. All is just minutes from shopping, dining, and major commuter routes. This is a home you'll want to experience in person. With its generous living spaces, thoughtful layout, and exceptional community amenities, 601 Yensid Drive is ready to welcome you home.

601 Yensid Dr, Middletown

$379,900

3 Beds ⋅ 3 Baths ⋅ DENC2105982 MLS

Inviting end-unit townhouse, perfectly situated on a premium lot backing to peaceful open space. Built in August 2016, this spacious three-level home offers 3 bedrooms, 2.5 bathrooms, a one-car garage, driveway parking, and a thoughtfully designed floor plan. Step inside to the entry level, where you'll find a versatile family room with sliding glass doors leading to the fully fenced backyard. Enjoy plenty of outdoor space with the added privacy and scenic views of open space beyond. This level also provides convenient interior access to the garage. Head upstairs to the main living level, where an open-concept layout creates the perfect space for everyday living and entertaining. The spacious kitchen features hardwood flooring, stainless steel appliances, a center island with breakfast bar seating, a pantry, tile backsplash, and a dedicated dining area. Flowing seamlessly into the bright living room, this inviting space is ideal for gathering with family and friends. A convenient powder room completes the main level. The upper level offers three bedrooms, two full bathrooms, and a centrally located laundry room for added convenience. The spacious primary suite boasts a walk-in closet and a private en-suite bathroom, creating the perfect retreat at the end of the day. Freshly painted throughout—including all walls, ceilings, and trim—and featuring brand-new carpet, this home is truly ready for its next owner. Additional features include a new doorbell and a security system that will convey with the home. Conveniently located near local shopping, dining, and major roadways, this home offers an easy commute while providing the comfort, space, and privacy you've been looking for. Don't miss the opportunity to make this exceptional end-unit townhouse your next home!

969 Lissicasey Loop, Middletown

$379,900

3 Beds ⋅ 2 Baths ⋅ DENC2103602 MLS

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

$538,900

3 Beds ⋅ 2 Baths ⋅ DENC2103386 MLS

HUGE PRICE DROP!!! MOTIVATED SELLER!! BRING YOUR OFFERS!!!! ONE ACRE!!!!!! UPDATED!!! MOVE IN READY!!! Completely renovated from top to bottom, this stunning home is truly move-in ready and packed with major upgrades! Featuring smart home appliances, a brand new septic tank, newer roof, and new HVAC system, this home offers peace of mind along with modern style and comfort. Inside, you’ll find an updated kitchen with beautiful finishes, renovated bathrooms, and a spacious layout designed for both everyday living and entertaining. The fully finished basement adds incredible additional living space perfect for a family room, game room, home gym, office, or guest area. Outside, enjoy a huge yard with endless possibilities — and with no HOA, you have the freedom to truly make the space your own. Whether you dream of adding a pool, detached garage, garden, outdoor entertaining area, or simply want room to spread out, the options are endless. Located in a great neighborhood with convenient access to local amenities, this beautifully updated home combines charm, functionality, and major value all in one package.

305 White Pine Dr, Middletown

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