33437 Islander Dr Millsboro, DE 19966

The welcoming covered entry of 33437 Islander Drive invites you inside to explore this exceptional luxury home, designed with enduring vision for resort-style living at home. Nestled in the sought-after, amenity-rich community of The Peninsula on Indian River Bay, this expanded Cassidy model balances coastal style, colonial design cues, and contemporary flair. Every room of this residence reflects polished elegance, sophisticated detail, and thoughtful upgrades that make it truly one-of-a-kind.

Step inside and you are greeted with exquisite design elements, gorgeous hardwood flooring, feature lighting, detailed architectural moldings, and an open floor plan that unfolds beautifully from one space to the next. The great room makes a stunning first impression with its two-story ceiling, floor-to-ceiling stone fireplace flanked by custom built-ins, and a wall of stacked picture windows topped by transoms, filling the space with natural light and framing views of the expanded courtyard, outdoor kitchen, and gardens. The gourmet kitchen is as functional as it is beautiful, featuring stainless steel appliances with range hood, Quartz countertops, gray glass subway tile backsplash, crisp-white 42” custom cabinetry, and an oversized L-shaped peninsula with breakfast bar. A thoughtfully redesigned walk-in pantry with custom birch shelving, a dry bar area in the dining nook, and abundant storage throughout the home reflect the owners’ eye for both form and function. The adjacent dining area offers spectacular views of the outdoors, creating the perfect setting for celebratory meals. Everyday conveniences are elevated with a custom laundry room outfitted with a sink, cabinetry, folding station, and concealed hampers, along with a professionally redesigned mudroom that accommodates golf bags and sports equipment. The oversized garage has been enhanced with slat walls, a bank of cabinets, and countertops for organized storage. The first-floor primary suite is a serene retreat, appointed with a tray ceiling, a shiplap-accented wall, wrap-around windows, private patio access, and two of the largest closets found in The Peninsula, redesigned with upgraded shelving and storage systems. The spa-like ensuite boasts dual vanities, a glass-enclosed shower with bench and transom window, and a private water closet. Two additional first-floor guest bedrooms, one with an ensuite bath, and one with a dedicated full bathroom, provide comfort and convenience for visiting family or older guests. A private office with bump-out window and a powder room completes the main level. Upstairs, a loft offers a relaxing retreat for reading, puzzles, or quiet leisure, alongside a spacious bedroom and dual access bath. A large unfinished “attic” storage room provides exceptional space rarely found in homes of this design and offers endless possibilities. The exterior living spaces are equally captivating. The terraced courtyard has been expanded to include a firepit area, an outdoor kitchen with granite bar seating, built-in refrigerator, grill, griddle, and trash system, plus a cozy gas fireplace, creating a private resort-style setting for entertaining or unwinding. Additional touches include wallpaper accents in the powder room, primary bath, and front bath; painted closets and pantry interiors; and shiplap details in the loft and laundry room.

Beyond the home itself, the location within The Peninsula’s, centrally located, exceptional Lakeside neighborhood enhances its appeal. Larger lot sizes provide a more open, less congested feel, and Islander Drive ends in a quiet cul-de-sac with limited traffic. Life here offers not only this remarkable residence but also access to the Peninsula’s world-class amenities—Jack Nicklaus Signature Golf, pools, sports facilities, bayfront beach, and endless opportunities to live your best coastal life.

Why wait to build when this thoughtfully designed, move-in-ready home is available now!