109 Starboard Court Grasonville, MD 21638

Rare Waterfront Opportunity! Enjoy waterfront living on the shores of Winchester Creek, at the base of the Chester River in the sought-after waterfront community of Homeport. This exceptional residence with coastal flair offers sweeping water views, refined interior updates, and resort-style living designed to embrace Maryland's Eastern Shore lifestyle. Included with the property is Deeded Boat Slip #5, complete with both a boat lift and a PWC lift. The deeded slip is maintained by the HOA for only $600 annually, offering direct access to the water and a truly low-maintenance boating lifestyle. Nestled on a beautifully landscaped homesite with direct water access, two deeded slips and a private natural shoreline, the property captures the beauty of waterfront living withpeaceful views, ever-changing sunsets, and a seamless connection between indoorand outdoor spaces. Inside, more than 4,400 square feet of light-filled living spaceunfolds across three finished levels, where expansive windows frame the sparklingwaterfront setting from nearly every angle. Curated upgrades including hardwoodflooring, fresh interior paint, custom millwork and designer finishes create a relaxedluxury aesthetic throughout the home. The welcoming foyer is flanked by a cozy livingroom with fireplace and a formal dining room ideal for entertaining. Beyond, thefoyer opens into a dramatic two-story family room anchored by an upgradedfireplace, soaring custom millwork surround and a waterside-wall of stacked windowsthat showcase breathtaking water views and fill the open plan home with naturallight. Designed for everyday comfort and effortless entertaining, the gourmet kitchenhas been beautifully updated with abundant cabinetry, a contrast center island incoastal blue with breakfast bar seating, quartz countertops, designer tile backsplash,pendant lighting, heated floors and ss appliances that are positioned to enjoy thewaterfront backdrop at every meal. Multiple gathering spaces provide exceptionalflexibility for modern lifestyles. An upper-level flex space serves perfectly as areading lounge, hobby area, home office or secondary family room. The third floorfeatures a wet bar, beverage cooler, and full bath, ideal for movie nights withsurround-sound, game days, guest accommodations or multigenerational living. Themain-level primary suite offers a luxurious retreat with peaceful water views,hardwood flooring, and a fully remodeled spa-inspired bath featuring Kohler fixtures,a sunlit soaking tub, glass-enclosed shower, designer tilework and walk-in CaliforniaClosets. A second waterside ensuite bedroom on the main level also enjoys beautifulwater views and a private bath. Outside, the serpentine paver walkway leads to anopen front porch framed by two-story columns and custom coastal blue front door.The waterfront setting is a centerpiece of daily living where the waterside elevationincludes a newly expanded dining deck, updated covered porch and grand stairs thatlead to a comfortable backyard, side brick paver patio for grilling and professionalplanting areas create an outdoor retreat designed for relaxation and entertaining.Whether enjoying morning coffee overlooking the glistening water, afternoon siestasby the water, hosting sunset gatherings, heading out for water activities from thedeeded boat slip from Homeport’s private pier, this property offers an exceptionalopportunity to experience the very best of Eastern Shore waterfront living. Extensiverecent improvements provide both comfort and peace of mind, including dual high-efficiency Bosch HVAC systems (2023 & 2024), a Rinnai Sensei tankless water heater,Honeywell smart thermostats on all three levels, whole-house water treatment andsmart water management systems, updated baths with Kohler fixtures, ceiling fans,fresh interior paint, and professionally enhanced landscaping with regrading andprivacy enhancements.