Tilghman Island Homes with Traditional Style

Tilghman Island Homes with Traditional Style

Welcome to Tilghman Island, a hidden gem nestled in the heart of Talbot County, Maryland. This charming community offers a serene escape from the hustle and bustle of everyday life, making it an ideal destination for those seeking a tranquil waterfront lifestyle. Surrounded by the picturesque Chesapeake Bay, Tilghman Island is known for its rich maritime heritage, stunning views, and friendly atmosphere.

One of the most appealing aspects of Tilghman Island is its collection of traditional-style homes that seamlessly blend with the natural beauty of the area. These residences often feature classic architectural elements, such as inviting front porches, gabled roofs, and elegant woodwork that evoke a sense of timeless charm. Many homes are designed to maximize the breathtaking views of the bay, allowing residents to enjoy picturesque sunrises and sunsets right from their doorstep.

The community is not just about beautiful homes; it's about a lifestyle steeped in relaxation and connection to nature. Residents can indulge in a variety of outdoor activities, from boating and fishing to hiking and birdwatching. The island's quaint local shops and eateries provide a warm, welcoming atmosphere, where neighbors become friends and every visit feels like a homecoming.

Whether you're looking for a seasonal retreat or a permanent residence, Tilghman Island offers a unique blend of traditional charm and modern comforts. Explore the possibilities of owning a home in this idyllic setting, where every day feels like a vacation. Come experience the magic of Tilghman Island—your sanctuary awaits!

Newest Tilghman Island Homes with Traditional Style

$410,000
4 Beds ⋅ 3 Baths
Experience authentic Eastern Shore living in this peaceful Chesapeake Bay retreat, located just steps from historic Dogwood Harbour, home to the Skipjacks—the last working commercial sailing fleet in the United States. This charming home features three first-floor bedrooms and a full bath, providing comfortable one-level living for family and guests. The remodeled eat-in kitchen showcases granite countertops and opens to a spacious outdoor deck, perfect for entertaining or relaxing while enjoying the coastal atmosphere. Upstairs, the private primary suite offers a full bath with a spa tub, creating a tranquil retreat. Also on the second level is an expansive open living area complete with a half bath and wet bar, providing exceptional flexibility for entertaining, recreation, a home office, or additional guest accommodations. Recent improvements include a new roof (2026), luxury vinyl plank flooring throughout, a new washer and dryer, a new stove/range, and a new central heating and air conditioning system, offering peace of mind and modern comfort. Combining historic waterfront charm with thoughtful updates, this property presents a rare opportunity to enjoy the best of Chesapeake Bay living, whether as a full-time residence, weekend getaway, or investment property. The owner is a licensed Maryland Real Estate agent.

21406 Dogwood Cove Rd, Tilghman

Listing courtesy of Meredith Fine Properties. Contact: 4107149166
$475,000
3 Beds ⋅ 3 Baths
Unique, one-of-a-kind property located in the heart of Tilghman Island, offering unparalleled tranquility and breathtaking water views overlooking Dogwood Harbor. Welcome to your private Eastern Shore retreat! This beautifully updated water-view home captures the essence of coastal living with sweeping views of the harbor and surrounding wildlife. Enjoy stunning sunsets and peaceful mornings from the expansive screened porch or spacious deck—perfect for relaxing or entertaining while taking in the natural beauty of the island. Inside, the home has been thoughtfully updated and features a bright, open living area and a beautifully renovated kitchen designed for both everyday living and gatherings with family and friends. The spacious primary suite offers a private bath and walk-in closet, along with panoramic water views and direct access to the second-story porch/deck with a retractable awning—an ideal place to unwind and enjoy the serene surroundings. Two additional guest bedrooms and a full bath complete the home’s comfortable and functional layout. Additional highlights include a charming screened porch, generous outdoor living spaces, a storage shed, and beautifully landscaped patios and walkways that enhance the home’s inviting coastal atmosphere. Located in the heart of Tilghman Island, this exceptional property offers the perfect opportunity to relax, boat, fish, and explore everything the Eastern Shore lifestyle has to offer.

5933 Tilghman Island Rd, Tilghman

Listing courtesy of Meredith Fine Properties. Contact: 4107149166
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