Seller's Agent in 2025
John McGlannan
Meredith Fine Properties
(410) 714-9166
67 Total Sales
Estimated Value: $503,744 - $541,000
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.
Last Agent to Sell the Property
(410) 714-9166 mre@goeaston.net Meredith Fine Properties License #596796 Listed on: 05/06/2025
Last Buyer's Agent
(410) 886-2400 tilghmanil@aol.com Tilghman Island Realty Inc License #521836
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $510,000 | Venture Title | ||
| $525,000 | Venture Title | ||
| -- | Attorney | ||
| $279,000 | -- | ||
| $81,900 | -- | ||
| $25,000 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Closed | $163,336 |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 12/05/2025 12/05/25 | Sold | $510,000 | -8.9% | $414 / Sq Ft | |
| 10/25/2025 10/25/25 | Pending | -- | -- | -- | |
| 08/02/2025 08/02/25 | Price Changed | $560,000 | -5.9% | $455 / Sq Ft | |
| 06/25/2025 06/25/25 | Price Changed | $595,000 | -2.5% | $483 / Sq Ft | |
| 05/06/2025 05/06/25 | For Sale | $610,000 | +16.2% | $495 / Sq Ft | |
| 05/23/2024 05/23/24 | Sold | $525,000 | -4.5% | $426 / Sq Ft | View Prior Sale |
| 04/14/2024 04/14/24 | Pending | -- | -- | -- | |
| 03/22/2024 03/22/24 | For Sale | $550,000 | -- | $446 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,650 | $292,100 | $117,600 | $174,500 |
| 2024 | $2,404 | $268,600 | $0 | $0 |
| 2023 | $1,904 | $245,100 | $0 | $0 |
| 2022 | $1,744 | $221,600 | $117,600 | $104,000 |
| 2021 | $1,646 | $221,600 | $117,600 | $104,000 |
| 2020 | $1,646 | $221,600 | $117,600 | $104,000 |
| 2019 | $1,680 | $226,100 | $124,300 | $101,800 |
| 2018 | $1,624 | $226,100 | $124,300 | $101,800 |
| 2017 | $1,544 | $226,100 | $0 | $0 |
| 2016 | $1,480 | $230,300 | $0 | $0 |
| 2015 | $1,427 | $230,300 | $0 | $0 |
| 2014 | $1,427 | $230,300 | $0 | $0 |
Seller's Agent in 2025
John McGlannan
Meredith Fine Properties
(410) 714-9166
67 Total Sales
Buyer's Agent in 2025
Rebecca Biggs
Tilghman Island Realty Inc
(410) 829-3995
13 Total Sales
Source: Bright MLS
MLS Number: MDTA2010666
APN: 05-187648
Ask me questions while you tour the home.