5520 Leeward Ln, TILGHMAN, MD 21671
Local realty services provided by:Better Homes and Gardens Real Estate Capital Area



5520 Leeward Ln,TILGHMAN, MD 21671
$1,200,000
- 5 Beds
- 3 Baths
- 4,214 sq. ft.
- Single family
- Active
Listed by:samantha kay jackson
Office:keller williams realty
MLS#:MDTA2010832
Source:BRIGHTMLS
Price summary
- Price:$1,200,000
- Price per sq. ft.:$284.77
About this home
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.
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Home facts
- Year built:2005
- Listing Id #:MDTA2010832
- Added:83 day(s) ago
- Updated:August 15, 2025 at 01:42 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Living area:4,214 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C
- Heating:Electric, Heat Pump(s), Natural Gas
Structure and exterior
- Roof:Shingle
- Year built:2005
- Building area:4,214 sq. ft.
- Lot area:1.19 Acres
Utilities
- Water:Well
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,200,000
- Price per sq. ft.:$284.77
- Tax amount:$8,231 (2024)
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