Tilghman On Chesapeake Homes with Coastal Style

Welcome to Tilghman On Chesapeake, a picturesque subdivision nestled in the heart of Tilghman, Maryland, where coastal charm meets modern living. This enchanting community offers residents a unique opportunity to embrace a serene lifestyle while being surrounded by the breathtaking beauty of the Chesapeake Bay.

As you stroll through the tree-lined streets of Tilghman On Chesapeake, you’ll discover an array of homes that beautifully embody coastal style. Each residence is thoughtfully designed to reflect the natural elegance of its surroundings, featuring airy open layouts, large windows that invite abundant natural light, and inviting outdoor spaces perfect for entertaining or simply relaxing with a good book. Many homes boast stunning waterfront views, allowing you to wake up to the soothing sights and sounds of the bay each day.

The community is not only about beautiful homes but also about creating a vibrant lifestyle. Residents enjoy easy access to local amenities, including charming shops, delightful eateries, and recreational activities such as boating, fishing, and kayaking. With a strong sense of community and a friendly atmosphere, Tilghman On Chesapeake is the perfect place for families, retirees, or anyone looking to escape the hustle and bustle of city life.

Whether you're seeking a peaceful retreat or an active coastal lifestyle, Tilghman On Chesapeake offers the best of both worlds. Come explore this hidden gem in Talbot County and discover your dream home in this idyllic waterfront community today!

Newest Tilghman On Chesapeake Homes with Coastal Style

$564,000

5 Beds ⋅ 4 Baths

TILGHMAN ISLAND. Welcome to this beautiful and spacious 5-bedroom, 3.5-bath single-family home located in the highly sought-after Tilghman on Chesapeake community. Designed for modern comfort and relaxed island living, this home offers an open-concept floor plan filled with abundant natural light and elegant finishes throughout. The gourmet kitchen is a true centerpiece, featuring granite countertops, stylish modern appliances, a large center island, and an oversized walk-in pantry—perfect for both everyday cooking and entertaining. The kitchen flows seamlessly into the living and dining areas, where a stunning gas fireplace creates a warm and inviting atmosphere for daily living and special gatherings. Upstairs, you will find a thoughtfully designed layout offering comfort and privacy. The expansive primary suite is a true retreat, complete with two separate walk-in closets and a luxurious en-suite bath. An additional generously sized ensuite bedroom provides excellent flexibility for family or guests, while the remaining bedrooms offer ample space and versatility for a home office, gym, or guest accommodations. Situated in the tranquil Tilghman on Chesapeake community, residents enjoy access to exceptional amenities, including a community pool, clubhouse, and deep-water boat slips available through the HOA. Ideally located near the Chesapeake Bay and surrounding tributaries, this home offers unparalleled access to boating, deep-water fishing, crabbing, and scenic coastal adventures. Miles of open bike trails and the peaceful charm of Tilghman Island complete the experience, making this property the perfect blend of luxury, comfort, and true Bay living.

5559 Trafalgar Cir, Tilghman

Listing courtesy of Meredith Fine Properties. Contact: 4107149166

$1,950,000

5 Beds ⋅ 5 Baths

Back on the market due to Buyers unable to fulfill home sale contingency- Discover the essence of refined Eastern Shore living in this meticulously renovated contemporary waterfront retreat, gracefully set along the tranquil shores of Harris Creek and looking out to the Choptank River. Every detail of this remarkable home exemplifies elegance. Step inside to a breathtaking panorama of water views framed by expansive windows that fill the home with ethereal lighting. Designed for both the passionate cook and the gracious host, the gourmet kitchen features professional-grade Wolf appliances, a Cambria quartz oversized island, and custom cabinetry. The main level primary suite offers panoramic views of Harris Creek, custom millwork, and a spa-worthy bath showcasing a deep soaking tub and beautifully tiled shower. An additional main-level bedroom with private ensuite provides ideal accommodations for guests. On the second floor, three spacious bedrooms await. One a second private primary suite with custom closet and balcony. Two bedrooms, sharing a thoughtfully designed Jack and Jill bath, all centered around a loft-style lounge. Additional amenities include a thoughtfully designed mudroom and a garage with epoxy-coated floors and sleek Clopay glass garage doors. The covered porch creates a seamless space for indoor-outdoor entertaining. Situated on a large, private lot within an exclusive HOA waterfront community, the property offers a rare sense of seclusion while still providing access to coveted amenities such as a community dock and pool. With all new electric, plumbing, HVAC and more, this house has been taken down to the studs and rebuilt to its timeless architecture. From its elevated finishes to its extraordinary setting, 21485 Island Club Drive captures the essence of luxury coastal living on Maryland’s Eastern Shore.

21485 Island Club Rd, Tilghman

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

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