Berkshire Hathaway HomeServices Homesale Realty
+18003833535
5520 Leeward Lane, Tilghman, MD 21671Asking Price of: $1,100,000
Property Search Compliments of
Berkshire Hathaway HomeServices Homesale Realty
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.
Photos for 5520 Leeward Lane, Tilghman, MD 21671
+18003833535
Details for 5520 Leeward Lane, Tilghman, MD 21671
+18003833535
Property Details
- Address: 5520 Leeward Lane, Tilghman, MD 21671
- Bedrooms: 5
- Bathrooms: 2 full1 partial
- Size: 4,214 square feet
- Type: Colonial
- Subdivision: PAW PAW COVE
- Area: TILGHMAN
- School District: TALBOT COUNTY PUBLIC SCHOOLS
- MLS ID: MDTA2010832
- Status: ACTIVE
Property School Information
- School District: TALBOT COUNTY PUBLIC SCHOOLS
Property Room Information
- Living Room: 23 x 24 Level: Main
- Sitting Room: 14 x 15 Level: Main
- Bedroom 2: 14 x 14 Level: Upper 1
- Bedroom 1: 15 x 12 Level: Upper 1
- Bedroom 3: 14 x 12 Level: Upper 1
- Dining Room: 14 x 16 Level: Main
- Bedroom 4: 14 x 12 Level: Upper 1
- Kitchen: 16 x 16 Level: Main
- Foyer: 8 x 16 Level: Main
- Breakfast Room: 14 x 13 Level: Main
- Primary Bedroom: 19 x 19 Level: Main
- Primary Bathroom: 19 x 15 Level: Main
- Laundry: 19 x 6 Level: Main
- Half Bath: 6 x 3 Level: Main
- Bathroom 1: 5 x 5 Level: Upper 1
- Living Room: 19 x 17 Level: Upper 1
- Kitchen: 19 x 5 Level: Upper 1
Property Features
- Garage: 3
- Taxes: $8,231
- Basement: Yes
- Roof Type: Shingle
- Exterior: Vinyl Siding
- Parking Notes: 3 Total Parking Spaces
- Special View Info: Water
- Lot Size: 1.19 Acres
- Lot Dimensions: 1.19 Acre(S)
- Heating: Heat Pump(s)
- Fuel Type: Electric,Natural Gas
- Cooling: Ceiling Fan(s),Central A/C
- Year Built: 2005
- Water: Well
- Sewer: Public Sewer
- Stories: 2.0
- Accessibility: >84" Garage Door,2+ Access Exits
- Additional Structures: Above Grade,Below Grade
- Structure Type: Detached
- Total Garage/Parking Spaces: 3
- Appliances: Dishwasher,Dryer,Extra Refrigerator/Freezer,Icemaker,Instant Hot Water,Microwave,Oven/Range - Gas,Range Hood,Refrigerator,Six Burner Stove,Washer,Exhaust Fan
- 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
- Basement: Sump Pump
- Lake Name: CHESAPEAKE BAY
- SQFT Total Finished: 4214
- SQFT Above Finished: 4214
- Interior: Family Room Off Kitchen,Breakfast Area,Kitchen - Table Space,Dining Area,Built-Ins,Window Treatments,Entry Level Bedroom,Upgraded Countertops,Primary Bath(s),Floor Plan - Open
- Windows: Screens
Property information as of Monday, April 20, 2026 at 5:57 PM America/New_York
Contact information for 5520 Leeward Lane, Tilghman, MD 21671
+18003833535
Listed By
Agency Name: Keller Williams Realty
Agency Phone: 3023600300
Shown By
Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Agency Phone: +18003833535
Corporate Office - 215 S Centerville Rd. Lancaster, PA 17603