Simple Pleasures & Smart Living : Tilghman Island Cottage Retreat Charming Eastern Shore Cottage with Endless Possibilities Discover the perfect blend of simplicity and comfort at 5934 Tilghman Island Road, where thoughtful upgrades meet cozy cottage charm. This delightful 2-bedroom, 1 and one half bathroom home offers a smartly designed living space that maximizes every corner for comfortable everyday life. The cottage welcomes you with its fresh, cheerful exterior and inviting screened front porch—the perfect spot for morning coffee or evening relaxation. Step inside to find a thoughtfully laid-out interior that makes the most of its compact footprint, with recent upgrades throughout the past five years enhancing both style and functionality. The real treasure lies beyond the back door: a surprisingly generous, level yard that offers endless possibilities. The mature trees provide natural privacy and tranquility, creating your own secluded canvas for whatever you envision. Picture a crackling fire pit for cozy evenings, a stone patio for entertaining, or flourishing garden beds filled with your favorite plants. The spacious deck already sets the stage for summer dinners and weekend grilling, while the expansive lawn provides a perfect clean slate for the avid gardener or anyone ready to create their own outdoor sanctuary. It's remarkable how much potential this yard holds. Located in the heart of Tilghman Island, you will enjoy easy access to the renowned Choptank River and the pristine waters of the Eastern Chesapeake Bay. Historic Dogwood Harbor with its boat ramp access puts you just minutes from some of the best fishing, crabbing, and boating on the Eastern Shore. This versatile cottage is ready to serve many roles: a peaceful vacation retreat, a profitable Airbnb investment, a charming retirement hideaway, or simply a refreshing escape from the hustle and bustle of city life. The smart layout and recent improvements mean you can move right in and start enjoying the laid-back island lifestyle immediately. Experience the magic of Tilghman Island living, where time moves a little slower, neighbors wave hello, and the water is always calling. This cottage isn't just a house—it's your gateway to the authentic Eastern Shore experience you've been dreaming of. Come see how good simple living can be.
Single-familyProperty Type
1949Year Built
0.42 acresLot Size
$405Est. Price/Sq.Ft.
Listed by John McGlannan• Meredith Fine Properties
•410-714-9166 (broker)
•mre@goeaston.net (broker)
Bought with Katie Mister• Keller Williams Select Realtors of Cambridge
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
—
Baths
1.5
Stories
1
Lot width
—
Lot depth
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Lot size
0.42 Acres
Year renovated
—
Sq. Ft.
828
Year built
1949
Style
Single Family Residential
County
Talbot County
APN
05 177049
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
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Last updated by owner on Aug 26, 2026.
VM
Village Mixed District
The Village Mixed District provides for low- or moderate-intensity residential and commercial uses. This district may contain a mixture of residential, commercial, and maritime/agricultural service uses. The commercial and service uses serve residents of the village and nearby areas, and may include heritage tourism uses to attract visitors. Limited new development is directed to this district so that the environment and natural resources of nearby rural areas are protected and preserved. These districts may have public water and/or sewer service with relatively smaller lots and higher densities than surrounding rural areas.