Nestled in the established Academy Hills neighborhood of Leonardtown. This property presents charm from the minute you drive up to it. Boasting five bedrooms, three and a half baths, a finished basement with a bedroom, bath and flex space. This spacious home provides ample space for comfortable living and entertaining. Step inside to discover a grand foyer that leads to spacious living areas adorned with exquisite architectural details, including crown molding, wainscoting, and hardwood and laminate flooring. The kitchen features an eat in area, and a center island perfect for gathering with family and friends. Adjacent to the kitchen is a cozy family room complete with a fireplace that overlooks the backyard, and pool. Upstairs, the primary suite awaits, complete with a spa-like ensuite bath and two walk-in closets. Tree additional generously sized bedrooms offer flexibility for guests, home offices, or hobbies. Located just minutes from the Water District, residents have easy access to a plethora of recreational activities, including the convenience of walking or riding the trolley to nearby events, explore charming merchants, local restaurants, or join in the festivities of parades and winery tours. Don't miss your opportunity to own this exceptional colonial retreat in the heart of Leonardtown. Schedule your private showing today!