Tilghman On Chesapeake Real Estate

Tilghman On Chesapeake Real Estate

Welcome to the picturesque community of Tilghman On Chesapeake, a hidden gem nestled on the serene shores of the Chesapeake Bay in Talbot County, Maryland. This charming subdivision offers a perfect blend of coastal living and tranquil countryside, making it an ideal destination for those seeking a peaceful retreat or a vibrant community to call home.

Tilghman On Chesapeake is characterized by its stunning waterfront properties, many of which boast breathtaking views of the bay and direct access to pristine beaches. The architecture here reflects a delightful mix of traditional and contemporary styles, creating an inviting atmosphere that resonates with both charm and sophistication. Whether you're looking for a cozy cottage or a spacious family home, this subdivision has something to suit every taste and lifestyle.

Nature enthusiasts will find themselves in paradise, with abundant opportunities for outdoor activities such as boating, fishing, kayaking, and birdwatching. The nearby Tilghman Island offers a rich tapestry of natural beauty, coupled with a warm and welcoming community spirit. Residents can enjoy leisurely strolls along scenic trails, or simply relax and soak in the stunning sunsets that paint the sky in vibrant hues.

In addition to its natural allure, Tilghman On Chesapeake is conveniently located near local shops, restaurants, and cultural attractions, ensuring that you’re never far from the amenities you need. With its unique blend of tranquility, community, and natural beauty, Tilghman On Chesapeake is more than just a place to live; it's a lifestyle waiting to be embraced. Discover your dream home in this enchanting subdivision today!

Newest Listings in Tilghman On Chesapeake

5648 Trafalgar Cir, Tilghman
$499,888
3 Beds ⋅ 2 Baths
Welcome to Tilghman on Chesapeake! Discover this peaceful community in a serene setting away from the crowds of traditional beach towns, yet conveniently located near the charming waterfront town of St. Michaels and the amenities of Easton, Maryland. This beautiful Sussex floorplan features 3 bedrooms, 2 full bathrooms, cozy front porch and a 2-car garage. The home includes beautiful quartz countertops, stainless steel appliances, a large island and a spacious family room highlighted by a gas fireplace. The private owner’s retreat offers a relaxing escape, including a Venetian-style private bathroom. Complete with a new home warranty for added peace of mind, this home combines modern finishes, everyday comfort, and the appeal of Eastern Shore living. Enjoy an exceptional community lifestyle with amenities including a waterfront clubhouse, swimming pool, picnic area, and community pier. Boat slips are also available for purchase or lease, making it easy to embrace the Chesapeake Bay lifestyle.

5648 Trafalgar Cir, Tilghman

Listing courtesy of Mary Ann Hammel. Contact:

21525 Island Club Rd, Tilghman
$1,465,000
3 Beds ⋅ 2 Baths
Turn-key waterfront home with spectacular views from every room. The entire house has been taken down to the studs: exterior and interior walls reframed; shed dormers installed; glass doors and windows placed in every wall; renovated kitchen with quartz countertops, semi-custom cabinets, new appliances, a Butler's Pantry, two new staircases, all new plumbing, electric, HVAC, built-ins, hardi-plank siding, Azek trim, composite decking, custom garage doors -- the list goes on. "Tilghman on Chesapeake" has coveted amenities including a clubhouse and outdoor pool on the water, piers, boat-slips, and sweeping views of the watermen departing at sun-rise. Restaurants and daily amenities are nearby including groceries, liquor, a deli and the best cup of coffee on the Eastern Shore served at the Country Store. Spectacular views, and laid-back community charm, is the timeless appeal that makes Tilghman Island so special. The home can convey furnished if desired.

21525 Island Club Rd, Tilghman

Listing courtesy of Sell Your Home Services. Contact:

21477 Island Club Rd, Tilghman
$895,000
4 Beds ⋅ 3 Baths
Price reduced SIGNIFICANTLY!! Beautiful views of Harris Creek and the Choptank River beyond provide a stunning backdrop for this beautifully maintained home in the established community of Tilghman on Chesapeake. A welcoming front porch framed by mature landscaping and colorful gardens leads into a bright, light-filled interior featuring soaring two-story ceilings, hardwood floors, crown moldings, and abundant natural light. Designed for both everyday living and entertaining, the gourmet kitchen opens to a spacious family room with a gas fireplace, breakfast area, and inviting sunroom. The adjoining rear deck, complete with a hot tub, provides a wonderful setting for outdoor entertaining while overlooking the beautifully landscaped grounds and tranquil water views. The main level also includes gracious formal living and dining rooms, as well as a private office. The upper level overlooks the family room below and features a spacious primary suite with a private balcony and luxurious ensuite bath with a jetted tub and walk-in shower. Three additional bedrooms—one currently used as a library—share a full hall bath. An attached two-car garage provides convenient parking and storage. Residents of Tilghman on Chesapeake enjoy an exceptional array of amenities, including a waterfront clubhouse, swimming pool, picnic area, community pier, and private boat slips available for lease, offering residents an ideal opportunity to enjoy the waterfront lifestyle of Maryland’s Eastern Shore.

21477 Island Club Rd, Tilghman

Listing courtesy of TTR Sotheby's International Realty. Contact:

5559 Trafalgar Cir, Tilghman
$547,000
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:

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