Bay Breezes & Beautiful Views: Your Tilghman Island Haven Waterview Living with Room to Breathe on Maryland's Eastern Shore Step into the good life at 5379 Anchor Road, where Chesapeake Bay magic meets everyday comfort. This charming home in Tilghman's friendly beach neighborhood sits just a short stroll from the community beach where neighbors gather and memories are made. Picture yourself unwinding on the deck with morning coffee, watching the sun sparkle across the bay waters. Inside, the welcoming home greets you with warm hardwood floors throughout, two comfortable bedrooms, and two full baths. The kitchen is a joy to cook in—featuring granite countertops, stainless appliances, and beautiful hand-crafted wood cabinets perfect for whipping up fresh seafood dinners or casual breakfasts before heading out to explore the water. What makes this place truly special is the adorable guest cottage built in 2017. This sweet retreat offers a screened porch with more water views, its own heating and cooling, and a half bath—perfect for visiting friends or your own creative escape when you need a moment to yourself. For water lovers, you're in paradise—grab your kayak or paddleboard and launch right from your backyard. Gardening opportunities abound-whether ornamental or the fun of your own fresh summer veggies-the property also includes fruit trees -pies and jams in your future? The practical perks are all here too: a roomy two-car garage with workshop space for projects, outdoor shower for rinsing off sandy feet, beautiful landscaping, plus recent updates including a new roof (2018) and HVAC system (2016) so you can relax knowing the essentials are taken care of. Beyond your doorstep, discover the authentic charm of Tilghman Island. A short, scenic drive connects you to the fabulous restaurants, shops and galleries of St. Michaels, Easton, and Oxford. When you choose this Tilghman Island home, you're investing in more than just real estate—you're gaining a lifestyle where stress melts away with each bay breeze and sunset. Whether you're looking for a full-time home with vacation vibes, a weekend getaway from the city grind, or the perfect spot to eventually retire and watch the osprey soar, this special place offers what so many of us are searching for—a chance to slow down, breathe deeply, and connect with the beauty of the bay. Come see what life on Tilghman time feels like. Your Eastern Shore story is waiting to begin.
For sale
$610,000
5379 Anchor Rd, Tilghman, MD 21671
2beds
1,232sqft
Est.:
Single Family Residence
Built in 1999
0.62 Acres Lot
$-- Zestimate®
$495/sqft
$14/mo HOA
What's special
Fruit treesBeautiful landscapingWarm hardwood floorsStainless appliancesOutdoor showerCommunity beachGranite countertops
- 39 days
- on Zillow |
- 905 |
- 33 |
Zillow last checked: 7 hours ago
Listing updated: May 08, 2025 at 06:04am
Listed by:
John McGlannan 410-714-9166,
Meredith Fine Properties 4107149166
Source: Bright MLS,MLS#: MDTA2010666

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 3
- Main level bedrooms: 2
Rooms
- Room types: In-Law/auPair/Suite
Other
- Features: Attic - Floored, Attic - Pull-Down Stairs
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Central Air, Attic Fan, Heat Pump, Programmable Thermostat, Electric
Appliances
- Included: Microwave, Built-In Range, Dishwasher, ENERGY STAR Qualified Refrigerator, Oven/Range - Gas, Range Hood, Stainless Steel Appliance(s), Washer, Electric Water Heater
- Laundry: Main Level
Features
- Attic, Attic/House Fan, Breakfast Area, Bathroom - Walk-In Shower, Combination Kitchen/Dining, Entry Level Bedroom, Open Floorplan, Kitchen - Gourmet, Kitchen Island, Pantry, Walk-In Closet(s)
- Flooring: Ceramic Tile, Hardwood, Wood
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,232
- Total interior livable area: 1,232 sqft
- Finished area above ground: 1,232
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Covered, Garage Faces Front, Garage Faces Side, Garage Door Opener, Private, Secured, Driveway, Paved, Detached, Off Street
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Other
Features
- Levels: One
- Stories: 1
- Patio & porch: Deck, Screened
- Exterior features: Extensive Hardscape, Lighting, Outdoor Shower, Private Beach
- Pool features: None
- Has spa: Yes
- Has view: Yes
- View description: Bay, Panoramic, Scenic Vista, Water
- Has water view: Yes
- Water view: Bay,Water
- Waterfront features: Bayfront, Canoe/Kayak, Fishing Allowed, Private Access, Swimming Allowed, Bay
- Body of water: Chesapeake Bay
Lot
- Size: 0.62 Acres
- Features: Backs to Trees, Fishing Available, Front Yard, Landscaped, Level, Private, Rear Yard
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 2105187648
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Raised Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Block, Masonry, Spray Foam Insulation, Vinyl Siding
- Foundation: Crawl Space, Block
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 1999
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
- Utilities for property: Cable Available, Propane
Community & HOA
Community
- Subdivision: Tilghman Island
HOA
- Has HOA: Yes
- HOA fee: $170 annually
Location
- Region: Tilghman
Financial & listing details
- Price per square foot: $495/sqft
- Tax assessed value: $292,100
- Annual tax amount: $2,425
- Date on market: 5/6/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
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