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203 Deerfield Dr, Middletown
$742,000
4 Beds ⋅ 3 Baths
Welcome to 203 Deerfield Drive, a beautifully maintained original-owner home nestled on a breathtaking 1.5-acre level lot surrounded by mature trees, offering the perfect blend of privacy, elegance, and everyday comfort. With 4 bedrooms, 3 full bathrooms, and a versatile flex room that could serve as a 5th bedroom, in-law suite, home office, or playroom, this home offers incredible flexibility to fit your lifestyle. A grand two-story foyer with an elegant turned staircase creates a stunning first impression, flanked by formal living and dining rooms. Straight ahead, the spacious family room features soaring cathedral ceilings that open to the upper hallway and seamlessly connect to the kitchen, creating an inviting space for gathering and entertaining. The kitchen boasts tile flooring, granite countertops, a marble center island, pantry, recessed lighting, double wall ovens, and a cooktop with a hidden downdraft. A door from the kitchen leads to an expansive deck overlooking the picturesque backyard. With mature trees framing the property and endless open space, you'll feel transported to the countryside while enjoying all the conveniences of Middletown. The setting is ideal for outdoor entertaining, family gatherings, or simply relaxing and taking in the peaceful surroundings. The first floor features a flexible bonus room with Jack-and-Jill access to a full bathroom, making it an excellent option for multi-generational living or a private work-from-home space. A convenient laundry room and interior access to the garage complete the main level. Upstairs, you'll find four generously sized bedrooms, all equipped with ceiling fans, along with two full bathrooms. The enormous primary suite is truly a retreat, featuring a spacious sitting room that flows into an additional dressing room—either space could easily accommodate a nursery, hobby room, fitness area, or home office. The luxurious five-piece primary bath includes a Jacuzzi tub, double vanity, private water closet, and tiled shower with dual showerheads. Additional features include an unfinished basement offering abundant storage and future finishing potential, a 3-car side-entry garage with oversized 9-foot-wide garage doors, and an oversized driveway providing exceptional parking capacity. This meticulously cared-for home has been thoughtfully updated with brand-new carpeting, two brand-new HVAC systems with a transferable 10-year parts and labor warranty, a new roof (Oct 2024), driveway freshly sealed (2025), newer kitchen appliances and new tile flooring in the first-floor and upstairs hall bathrooms. Additional upgrades include beautiful tigerwood hardwood flooring throughout most of the first floor, LED lighting throughout, and a Ring doorbell with exterior security cameras included. Offering exceptional living space, numerous major updates, a spectacular lot, and a location within the Appoquinimink School District, this is a rare opportunity to own a truly special home in one of Middletown's most desirable settings. Don’t wait, schedule your tour today! DEADLINE for highest and best offers to be submitted by Monday evening, June 22nd at 11PM.

203 Deerfield Dr, Middletown

Listing courtesy of Compass. Contact:

Selling Office: Redfin Corp.

3 Meadow Dr, Middletown
$650,000
4 Beds ⋅ 3 Baths
Welcome to 3 Meadow Dr in the rarely available community of Chesapeake Meadow. This homesite offers 1.2 acres you don't find in todays newer communities with mature trees and privacy. As you drive up to the large driveway it gives ample parking that includes a 3 car garage. Not to mention plenty of off street parking for all your guest. Inside this home is 2660 sq ft of living space where everything you need in on one floor. This includes 4 bedrooms and 2 full baths. All of the flooring has been recently updated for easy cleaning and aesthetically pleasing for all decor types. Painted walls with neutral colors. The kitchen has been freshened up with new appliances, counter top and a large farm sink. The combination space of the living room with a gas fireplace and dining room with a built-ins is generous in size. In addition the family-room off the kitchen opens up to a newly replaced deck that is a must see. This new deck stretches from the kitchen to the primary with multiple points to access. Can you imagine the gatherings this space will accommodate. And all of this is just a short drive to town to access the conveniences that Middletown has to offer. Set your tour today there is so much more to see here.

3 Meadow Dr, Middletown

Listing courtesy of Thyme Real Estate Co LLC. Contact:

Selling Office: Compass.

54 Meadow Dr, Middletown
$590,000
3 Beds ⋅ 3 Baths
Back on the market due to buyer’s home sale contingency not being satisfied. No fault of the seller or property. Inspections have been done and repairs completed so this home is ready for your buyers! Pride of ownership shines throughout this beautifully maintained home in the desirable Chesapeake Meadows community, located within the Appoquinimink School District. Set on just over an acre of meticulously landscaped grounds, this 3-bedroom, 2.5-bath residence offers privacy, space, and timeless comfort. As you enter, you’re welcomed by a stunning two-story foyer featuring a graceful turned staircase, complete with a chairlift for added accessibility. Formal living and dining rooms offer elegant spaces for entertaining, while the open-concept family room provides a comfortable retreat with the warmth of a natural gas fireplace. At the heart of the home, the gourmet kitchen features granite countertops, a center island, stainless steele appliances, and a sliding glass door that opens to a sprawling, level backyard—your own private outdoor oasis, perfect for gatherings, play, or peaceful evenings at home. The main level also offers a versatile fourth flex room/bedroom or home office, ideal for today’s flexible lifestyles. Laundry is located in a closet on the main floor in the flex room. Upstairs, the oversized primary suite is a true retreat, complete with a sitting area and a spa-like primary bath designed for relaxation. Additional bedrooms are generously sized and thoughtfully laid out. Major updates have already been completed, including a newer roof, HVAC system, radon remediation system, windows, front door, and patio door, allowing the next owner to focus on cosmetic updates and personal touches. Home has been freshly painted. Additional highlights include an electric fence for pets and a home that has been lovingly cared for inside and out. Inspections and recommended repairs have already been made. Septic Inspection completed and passed. Home has a chairlift attached to stairwell. Seller will remove chairlift if buyer does not want it.

54 Meadow Dr, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Selling Office: Empower Real Estate, LLC.

305 Bald Eagle Way, Middletown
$635,000
4 Beds ⋅ 3 Baths
Welcome to 305 Bald Eagle Way. Set on a peaceful cul-de-sac in the desirable Chesapeake Meadow neighborhood, this inviting 4-bedroom, 2½-bath Colonial offers great curb appeal, a beautiful new front door, and a warm sense of home in an ideal Middletown location—close to everything, yet comfortably removed from congestion. From the moment you step into the bright, two-story foyer with newly refinished hardwood floors, fresh paint, a new chandelier, and a stunning arched window, you’ll feel the pride of ownership that shines throughout this thoughtfully built home. Nine-foot ceilings on the main level enhance the open, airy flow between the living and dining rooms and the sun-filled two-story family room, which features recessed lighting, a ceiling fan, and a wood-burning fireplace for cozy nights at home. The family room opens seamlessly to a well-appointed kitchen with stainless steel appliances, including a double-oven gas range and a newer stainless refrigerator. Under-cabinet lighting, ceramic tile flooring, and a charming round-top window above the sink complement the kitchen’s turnkey appeal. You’ll also find a pantry, a center island with seating, and a sunny eat-in area that leads outside to the expansive 35’ x 16’ deck with a natural gas line for grilling, overlooking a private, fenced backyard with raised garden beds and convenient side gates—perfect for relaxing, entertaining, or enjoying your morning coffee while birdwatching. The first-floor office with French doors provides an ideal work-from-home space, while the functional mud/laundry room offers a utility sink and added storage. Upstairs, the spacious primary suite impresses with a sitting area, two closets (one walk-in), and a bright ensuite bath with updated fixtures and recessed lighting. Three additional generously sized bedrooms offer ample closet space, and the large hall bath with a built-in linen closet serves the secondary bedrooms and completes the upper level. The basement (with Bilco doors) offers incredible flexibility, featuring a large finished room with closets that’s ideal as a fifth bedroom, den, or hobby space, along with additional partially finished areas and abundant storage with floor-to-ceiling shelving. Practical touches abound, from the turned two-car garage with extensive storage cabinets, workbench, and overhead shelving to the newer roof with 40-year shingles. The home is further enhanced by tasteful landscaping and hardscaping, river rock accents along the driveway, a paver patio by the garage service door, and solar panels discreetly placed on the rear of the home. Located within the award-winning Appoquinimink School District and lovingly maintained by the original owners, this bright, spacious home is just what you’ve been looking for. Welcome home!

305 Bald Eagle Way, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Selling Office: Empower Real Estate, LLC.

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