16723 Caldwell Court
Williamsport, MD 21795

$545,000

Beds: 5
Baths: 3 full
Sq. Feet: 2948
MLS ID: MDWA2033530
Subdivision: VAN LEAR
School Dist: WASHINGTON COUNTY PUBLIC SCHOOLS
Welcome home to this grand, stately, and beautifully preserved all-brick Colonial, gracefully positioned at the end of a peaceful, private cul-de-sac in the highly sought-after Van Lear neighborhood. Surrounded by iconic battlefields and cherished historical landmarks just minutes away, this home is thoughtfully decorated to reflect the area’s classic Americana charm as warm, nostalgic, timeless, and effortlessly inviting. Custom built in 1989, this impressive 2,948-square-foot, two-level residence offers five exceptionally spacious bedrooms and three full baths, each featuring generous closet space and comfortable proportions rarely found today. From the moment you enter, you’re greeted by a grand yet welcoming split-foyer interior that sets the tone for both elegant entertaining and relaxed everyday living. The home features A separate, clearly defined living and dining room perfect for hosting memorable holidays and intimate gatherings, while the large, cozy family room flows seamlessly into the updated oversized kitchen. The kitchen is a true centerpiece, bright, functional, and beautifully refreshed! Boasting abundant counter space, ample cabinetry, and all-new appliances makes the kitchen ideal for both casual meals and large celebrations where no one feels left out. The warm, rustic interior décor complements the home’s surroundings beautifully, creating a space that feels comfortable, inviting, and aesthetically consistent. A convenient main-level full bath is thoughtfully located for easy access from the backyard and pool, perfect for effortless indoor-outdoor entertaining. Upstairs, the luxuriously oversized primary suite serves as a private retreat, featuring a large walk-in closet and a truly unique, custom-designed primary bath that is spacious, bright, and spa-like. A generously sized second-story guest bath offers comfort and functionality for family and visitors alike. Additional highlights include a spacious laundry area and an oversized two-car garage, providing excellent storage and everyday convenience. Step outside to discover a private backyard oasis and entertainer’s dream. The fully fenced yard offers exceptional privacy and features a newly renovated saltwater in-ground pool, a new custom grill patio, and two inviting covered patios, creating multiple spaces for relaxing, dining, and hosting unforgettable gatherings. With ample parking, no HOA, and a serene neighborhood setting, this property delivers both freedom and tranquility. Hundreds of thousands in thoughtful improvements over time, which ensures peace of mind and true move-in-ready confidence. Conveniently located near schools, shopping, fine dining, commuter routes, I-81 and I-70, and historic downtown Williamsport, this meticulously maintained home masterfully blends classic character, modern comfort, and an unbeatable location. This is not just a home, it’s a lifestyle, a setting, and a home where memories are made and traditions begin. Must see in person so you don’t miss your opportunity to own this awesome property View this listing at: http://miamovesyou.com/mls=MDWA2033530

Property Features

School Information

Printed March 03, 2026


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Mia Anderson-Fleming 

77 Main Street, Annapolis, MD 21401
410-505-9700