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$599,000
3 Beds ⋅ 2 Baths
Escape to the unspoiled beauty of Hoopers Island, where peaceful waterfront living and world-class fishing, crabbing, and boating are part of everyday life. Situated on a beautifully landscaped 1.06-acre corner lot, this charming 3-bedroom, 2-bath home offers the ideal Eastern Shore retreat with generous indoor and outdoor spaces designed for gathering with family and friends. The heart of the home is a beautifully appointed kitchen featuring granite countertops, abundant cabinetry with under-cabinet lighting, a center island, double wall ovens, cooktop, wet bar, and custom wood ceilings. Original pocket doors, warm wood accents, and pellet stoves add timeless character throughout, while the spacious sunroom with stone hearth creates a cozy place to unwind year-round. A private hot tub room, large covered porch, rear deck, fenced yard, and mature shade trees complete the inviting outdoor setting. Upstairs offers three bedrooms, a full bath, and a loft that comfortably accommodates additional guests, making this an ideal full-time residence or weekend getaway. Two storage sheds provide ample space for boating and outdoor equipment. Included in the sale is a rare additional 0.13-acre Commercial Maritime waterfront parcel featuring a 100-foot pier with approximately 5 feet of water depth, multiple boat slips, and endless opportunities to enjoy the Chesapeake Bay lifestyle. Whether your passion is offshore fishing, crabbing, kayaking, or simply watching the sunset over the water, this property is ready for your next adventure. Located just minutes from local favorites including Old Salty's Restaurant, Hoopers Island General Store, and Madhouse Oysters, this exceptional offering combines authentic Eastern Shore charm with the waterfront lifestyle so many dream of—but few ever find.

2404 and 2407 Hoopers Island Rd, Fishing Creek

Listing courtesy of Sharon Real Estate P.C.. Contact:

$115,000
3 Beds ⋅ 2 Baths
Bring your imagination! Open floor plan with views to the Chesapeake Bay, needs some finishing touches to make this a truly wonderful getaway. Home was renovated in 2022, but has some damage due to a windstorm. Needs a heating/airconditioning system, some drywall and insulation, and skirting around foundation perimeter. Nature lovers and solace seekers could not find a more peaceful place to escape and reconnect with nature. Western exposure for spectacular sunsets. Bring your telescope for views out to the Chesapeake Bay of wildlife and boat traffic.

3401 Marsh Rd, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$845,000
3 Beds ⋅ 2 Baths
Renovated waterfront living with room for your fleet! Extensively renovated Cape Cod on Tilghman Island offering exceptional boating access and refined coastal living. This beautifully reimagined 3 BR, 2 BA home features 1,314 sq ft of thoughtfully designed space including two full kitchens with high-end finishes, providing outstanding flexibility for guests or extended living. Bright, upscale interiors blend modern comfort with classic Eastern Shore charm, complemented by a distinctive Standing Seam metal roof and owned solar energy system. Situated along protected waterfront with long water views and four boat slips, offering rare boating convenience and potential income opportunity. A turnkey coastal retreat ideal for full-time living weekend escape.

21560 Chicken Point Rd, Tilghman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$799,900
2 Beds ⋅ 3 Baths
Bayfront Luxury in Prestigious Harbour Island – Home of the White Marlin Open Step into coastal sophistication with this rare southern-facing end-unit townhouse in the exclusive gated community of Harbour Island, host of the world-famous White Marlin Open. Perfectly positioned on the bay front with sweeping views of Assateague Island, the marina, and open water, this 2 bedroom, 2.5 bath residence seamlessly blends luxury living with effortless style. Impeccably maintained and thoughtfully upgraded, this home has been decorated with designer furnishings and curated finishes, and also offers proven investment potential as a high-end seasonal rental, grossing $40,000–$50,000 annually. Inside, natural light pours across freshly painted interiors and new upstairs flooring. A wood-burning fireplace anchors the living space, complemented by Pottery Barn lighting, custom window treatments; Plantation Shutters, and Vertiglide sliders by Designing Windows. The gourmet feel is elevated with four spacious balconies offering private outdoor retreats—each with breathtaking water views and premium Telescope outdoor furniture included. Recent enhancements include a completely remodeled powder room (2020), new mini-split and heat pump systems both upstairs and down (2020), custom closet installations throughout, new shower door sliders, and a newer stackable washer/dryer. Comfort and convenience are built in at every turn, including a professionally installed EV charger in the garage. Whether entertaining or unwinding, this residence offers an unmatched lifestyle: four balconies for dining or relaxing against a backdrop of boats in the marina, sunsets over the bay, and panoramic views stretching to Assateague. Offered fully furnished with high-end pieces, this turnkey home allows you to enjoy the best of Harbour Island immediately—where world-class fishing, the excitement of the White Marlin Open, and the vibrance of Ocean City are all at your doorstep. Boat slips available for purchase. Call us today for an exclusive showing!

401 14th St Unit #1, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$545,000
3 Beds ⋅ 2 Baths
Experience the allure of waterfront living with this stunning condominium, perfectly situated to offer breathtaking views of the Chesapeake Bay and the Rock Hall Harbor. Inside, you are greeted by an inviting ambiance, accentuated by updated kitchen and flooring that seamlessly blend style and functionality. Whether you’re an aspiring chef or simply enjoy the art of entertaining, the modern kitchen is designed to inspire culinary creativity, boasting stainless steel appliances and ample storage space. Just up the stairs you will find two large guest bedrooms, washer and dryer, and a full bathroom. The primary bedroom is located on the third level with a view of the Bay. You'll love the large private balcony overlooking the Chesapeake. The primary bathroom has a soaking tub as well as a shower, and a walk-in closet with ample space for storage. This residence is located a short stroll from marinas, a vibrant array of restaurants, and downtown shops. Easy access to festivals throughout the summer and fall, enjoy a delightful day out or a cozy evening at your favorite eatery. The charm of this location is not just limited to daytime adventures; it transforms into a magical setting at night! The best part is the unobstructed views of spectacular 4th of July fireworks, all from the comfort of your own home. This condominium offers relaxation and convenience while taking in all the charms of Rock Hall. With a focus on comfort, every corner is thoughtfully designed to cater to your needs, blending modern amenities with the natural beauty of its surroundings. Don’t miss the opportunity to make this beautiful condominium your own! Embrace the coastal lifestyle and let the Chesapeake Bay become your new escape.

21090 W Sharp St Unit #133, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact: