5520 LEEWARD LN Active Save Request In-Person Tour Request Virtual Tour
Tilghman,MD 21671
Key Details
Property Type Single Family Home
Sub Type Detached
Listing Status Active
Purchase Type For Sale
Square Footage 4,214 sqft
Price per Sqft $522
Subdivision Paw Paw Cove
MLS Listing ID MDTA2010832
Style Colonial
Bedrooms 5
Full Baths 2
Half Baths 1
Year Built 2005
Available Date 2025-05-27
Annual Tax Amount $8,231
Tax Year 2024
Lot Size 1.190 Acres
Property Sub-Type Detached
Property Description
Welcome to 5520 Leeward Lane, a private waterfront estate tucked away at the end of a quiet, tree-lined drive on Tilghman Island—a rare opportunity to own a stunning piece of Maryland's Eastern Shore. This expansive home features panoramic water views from almost every room and delivers the ultimate blend of luxury, comfort, and natural beauty. The grand foyer sets a graceful tone, leading into a spacious main-level layout designed to impress. The expansive living room is flooded with natural light and flanked by a formal dining area, a warm and inviting den, and a breakfast nook with vaulted ceilings—all connected by elegant sight lines and polished hardwoods. A true chef's kitchen anchors the heart of the home, outfitted with a commercial-grade gas stove, a commercial refrigerator, two dishwashers, granite countertops, and an oversized island perfect for entertaining or casual morning coffee. The main-level primary suite is a private retreat, offering dual walk-in closets, a spa-inspired bath with soaking tub and glass shower, and serene views of the surrounding landscape. A conveniently placed laundry room with a half bath adds thoughtful utility to the main floor, while the upstairs offers flexibility with four generous bedrooms, a shared full bath, and a secondary living space complete with its own kitchenette—ideal for extended guests or multigenerational living. From nearly every room, you're drawn to the shimmering water just beyond the windows. Whether enjoying sunsets from the deck, stargazing from the rooftop deck above the three-car garage, or savoring peaceful mornings with the birdsong of the bay, this home embraces its setting with elegance and ease. Attic storage above the garage ensures ample space for seasonal gear or future creative use. Tilghman Island itself is a captivating enclave, celebrated for its maritime heritage, vibrant wildlife, and relaxed coastal vibe. Here, you'll enjoy unmatched privacy, historic charm, and proximity to waterfront dining, boutique shops, and world-class boating—just far enough to escape, yet close enough to stay connected. 5520 Leeward Lane isn't just a home—it's a lifestyle. A sanctuary where land, sea, and sky converge in perfect harmony. Schedule your private showing and experience Eastern Shore living redefined.
Location
State MD
County Talbot
Zoning RESIDENTIAL
Rooms
Other Rooms Living Room,Dining Room,Primary Bedroom,Sitting Room,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Foyer,Breakfast Room,Bedroom 1,Laundry,Bathroom 1,Primary Bathroom,Half Bath
Interior
Hot Water Electric
Heating Heat Pump(s)
Cooling Ceiling Fan(s),Central A/C
Equipment Dishwasher,Dryer,Extra Refrigerator/Freezer,Icemaker,Instant Hot Water,Microwave,Oven/Range - Gas,Range Hood,Refrigerator,Six Burner Stove,Washer,Exhaust Fan
Exterior
Exterior Feature Balcony,Deck(s),Porch(es)
Parking Features Garage Door Opener
Garage Spaces 3.0
Water Access Y
View Water
Roof Type Shingle
Building
Story 2
Foundation Crawl Space
Sewer Public Sewer
Water Well
New Construction N
Schools
School District Talbot County Public Schools
Others
Acceptable Financing Cash,Conventional
Listing Terms Cash,Conventional
Special Listing Condition Standard