$560,000

5379 Anchor Rd Tilghman, MD 21671

Estimated payment $3,261/month

Total Views 54,216
2 Beds
2.5 Baths
1,232 Sq Ft
$455 Price per Sq Ft

Highlights

  • Guest House
  • Private Beach
  • Fishing Allowed
  • Home fronts navigable water
  • Canoe or Kayak Water Access
  • Bay View

About This Home

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.

Listing Agent

John McGlannan

Meredith Fine Properties License #596796 Listed on: 05/06/2025

Meredith Fine Properties

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $2,425

Year Built

  • Built in 1999

Lot Details

  • 0.62 Acre Lot
  • Home fronts navigable water
  • Property Fronts a Bay or Harbor
  • Private Beach
  • Landscaped
  • Extensive Hardscape
  • Private Lot
  • Level Lot
  • Backs to Trees or Woods
  • Back and Front Yard

HOA Fees

  • $14 Monthly HOA Fees

Parking

  • 2 Car Detached Garage
  • Front Facing Garage
  • Side Facing Garage
  • Garage Door Opener
  • Driveway
  • Off-Street Parking
  • Secure Parking

Property Views

  • Bay
  • Panoramic
  • Scenic Vista

Home Design

  • Raised Ranch Architecture
  • Block Foundation
  • Spray Foam Insulation
  • Architectural Shingle Roof
  • Vinyl Siding
  • Masonry

Interior Spaces

  • 1,232 Sq Ft Home
  • Property has 1 Level
  • Open Floorplan
  • Combination Kitchen and Dining Room
  • Crawl Space
  • Attic Fan

Kitchen

  • Gourmet Kitchen
  • Breakfast Area or Nook
  • Gas Oven or Range
  • Built-In Range
  • Range Hood
  • Built-In Microwave
  • ENERGY STAR Qualified Refrigerator
  • Dishwasher
  • Stainless Steel Appliances
  • Kitchen Island

Flooring

  • Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • 2 Main Level Bedrooms
  • Walk-In Closet
  • In-Law or Guest Suite
  • Walk-in Shower

Laundry

  • Laundry on main level
  • Washer

Outdoor Features

  • Outdoor Shower
  • Canoe or Kayak Water Access
  • Private Water Access
  • Property near a bay
  • Swimming Allowed
  • Deck
  • Screened Patio
  • Exterior Lighting
  • Outbuilding

Additional Homes

  • Guest House

Utilities

  • Central Air
  • Heat Pump System
  • Programmable Thermostat
  • Propane
  • Well
  • Electric Water Heater
  • Cable TV Available

Listing and Financial Details

  • Tax Lot 15
  • Assessor Parcel Number 2105187648

Community Details

Overview

  • Tilghman Island Subdivision

Recreation

  • Fishing Allowed

Home Details

Home Type

Single Family

Est. Annual Taxes

$2,425

Year Built

Built in 1999

Lot Details

0

HOA Fees

$14 per month

Parking

2

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Raised Ranch/Rambler
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Main
  • Year Built: 1999
  • Remarks Public: 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.
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Built-In Microwave, Built-In Range, Dishwasher, Energy Star Refrigerator, Oven/Range - Gas, Range Hood, Stainless Steel Appliances, Washer
  • Flooring Type: Ceramic Tile, Hardwood
  • Interior Amenities: Attic, Attic/House Fan, Breakfast Area, Bathroom - Walk-In Shower, Combination Kitchen/Dining, Entry Level Bedroom, Floor Plan - Open, Kitchen - Gourmet, Kitchen - Island, Pantry, Walk-In Closet(s), Wood Floors
  • Fireplace: No
  • Foundation Details: Crawl Space, Block
  • Levels Count: 1
  • Room List: In-Law/AuPair/Suite
  • Basement: No
  • Laundry Type: Main Floor
  • Total Sq Ft: 1232
  • Living Area Sq Ft: 1232
  • Price Per Sq Ft: 454.55
  • Above Grade Finished Sq Ft: 1232
  • Above Grade Finished Area Units: Square Feet
  • Street Number Modifier: 5379

Beds/Baths

  • Bedrooms: 2
  • Main Level Bedrooms: 2
  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Main Level Bathrooms: 3.00
  • Main Level Full Bathrooms: 2
  • Main Level Half Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Other Structures List: Garage(s), Guest House
  • Construction Materials: Block, Masonry, Spray Foam Insulation, Vinyl Siding
  • Exterior Features: Extensive Hardscape, Exterior Lighting, Outbuilding(s), Outside Shower, Private Beach
  • Roof: Architectural Shingle
  • View: Bay, Panoramic, Scenic Vista, Water
  • Water Access Features: Canoe/Kayak, Fishing Allowed, Private Access, Swimming Allowed
  • Water Access: Yes
  • Water Body Name: Chesapeake Bay
  • Water Body Type: Bay
  • Waterfront: No
  • Water Oriented: Yes
  • Pool: No Pool
  • Tidal Water: No
  • Water View: Yes

Garage/Parking

  • Garage Spaces: 2.00
  • Garage: Yes
  • Parking Features: Private, Secure Parking, Paved Driveway, Paved Parking
  • Garage Features: Covered Parking, Garage - Front Entry, Garage - Side Entry, Garage Door Opener
  • Number Of Detached Garage Spaces: 2
  • Total Garage And Parking Spaces: 2
  • Type Of Parking: Detached Garage, Driveway, Off Street

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C, Attic Fan, Heat Pump(s), Programmable Thermostat
  • Heating Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating: Yes
  • Hot Water: Electric
  • Sewer/Septic System: Public Sewer
  • Utilities: Cable Tv Available, Propane
  • Water Source: Well

Condo/Co-op/Association

  • HOA Fees: 170.00
  • HOA Fee Frequency: Annually
  • Condo Co-Op Association: No
  • HOA: Yes
  • Senior Community: No
  • Association Recreation Fee: No

Schools

  • School District: TALBOT COUNTY PUBLIC SCHOOLS
  • School District Key: 121138072466
  • School District Source: Listing Agent

Lot Info

  • Additional Parcels: No
  • Land Use Code: R
  • Lot Features: Backs To Trees, Fishing Available, Front Yard, Landscaping, Level, Private, Rear Yard
  • Lot Size Acres: 0.62
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 27132.00
  • Outdoor Living Structures: Deck(s), Screened
  • Year Assessed: 2025
  • Zoning: R
  • In City Limits: No

Rental Info

  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 2425.00
  • Assessor Parcel Number: 2105187648
  • Tax Lot: 15
  • Tax Total Finished Sq Ft: 1232
  • County Tax Payment Frequency: Annually
  • Tax Year: 2024

MLS Schools

  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

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 $2,404 $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
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
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
04/14/2024 04/14/24 Pending -- -- --
03/22/2024 03/22/24 For Sale $550,000 -- $446 / Sq Ft
Source: Bright MLS

Purchase History

Date Type Sale Price Title Company
Deed $525,000 Venture Title
Interfamily Deed Transfer -- Attorney
Deed $279,000 --
Deed $81,900 --
Deed $25,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $163,336 New Conventional
Source: Public Records

About the Listing Agent

John McGlannan

Meredith Fine Properties

(667) 206-6165

Section Image

John McGlannan lives in Tilghman Island, Maryland with his wife of 26 years, Patricia. John and Patricia came to Tilghman Island to restore and operate Tilghman Island Country Store. The store has become a focal point of island life, and is a wonderful spot to meet both new friends and clients. A trusted businessman, John is one of the islands top producers, While John specializes in Tilghman real estate, his knowledge of Talbot County and the surrounding counties has served his careers, and

John's Other Listings

  • 5440 Anchor Rd, Tilghman, MD 21671

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • 5440 Anchor Rd
    • Tilghman, MD

    TILGHMAN ISLAND: Discover your dream home in the charming, water-privileged community of Tilghman Beach. This stunning ranch-style home, built in 2018, offers modern conveniences and one-level living at its finest, perfect for those seeking a serene lifestyle by the water.Key Features:Spacious Open Floor Plan: Enjoy seamless living with a large combination living and dining area,

    John McGlannan Meredith Fine Properties

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  • 5820 Tilghman Beach Dr, Tilghman, MD 21671

    $795,000

    • 2 Beds
    • 1 Bath
    • 1,776 Sq Ft
    • 5820 Tilghman Beach Dr
    • Tilghman, MD

    Welcome to 5820 Tilghman Beach Drive. Come experience the most beautiful sunsets the Chesapeake Bay has to offer. Centrally located on Tilghman Island this little slice of paradise is ready for its new owners to make their dream of waterfront living come true.Home offers two bedrooms and one full bath, hardwood floors, recently remodeled kitchen, encapsuled crawl space, Central heat and air,

    John McGlannan Meredith Fine Properties

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  • 0 Sinclair Rd, Tilghman Island, MD 21671

    $75,000

    • Land
    • 0.3 Acre
    • $250,000 per Acre
    • 0 Sinclair Rd
    • Tilghman Island, MD

    Sinclair Ave. Tilghman Island. Clear level building lot with public sewer. This lot is ready for you to make your dream of island life come true.Enjoy the best sunsets at the end of the street at Sinclair Community Park .

    John McGlannan Meredith Fine Properties

    Section Image
  • 21472 Willey Rd, Tilghman, MD 21671

    $80,000

    • Land
    • 0.3 Acre
    • $266,667 per Acre
    • 21472 Willey Rd
    • Tilghman, MD

    Tilghman Island. Clear level building lot with public sewer available. The perfect spot for your new vacation / retirement home. Excellent opportunity to make your island dream come true.

    John McGlannan Meredith Fine Properties

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  • 21749 Camper Cir, Tilghman, MD 21671

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft
    • 21749 Camper Cir
    • Tilghman, MD

    A fantastic opportunity awaits at 21749 Camper Circle in Tilghman, Maryland. This home is perfect for first-time buyers or investors looking for great value at an affordable price. It features central heating and air conditioning, three spacious bedrooms, and one full bathroom. Enjoy a large sunroom with tile flooring that is conveniently located next to the kitchen. The hardwood floors

    John McGlannan Meredith Fine Properties

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  • 6135 Summit St, Tilghman, MD 21671

    $399,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • 6135 Summit St
    • Tilghman, MD

    Welcome to your Eastern Shore getaway, located at 6135 Summit Street, Tilghman, Maryland. This charming property is just a short walk from Tilghman Island's best waterfront attractions, including two marinas and three excellent dining options. This two-bedroom, one-bath home reflects pride of ownership and has been well maintained, making it ready for you to enjoy a slower pace of life on

    John McGlannan Meredith Fine Properties

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  • 0 Holly Woods Rd, 5, Bay Hundred, MD 21665

    $174,900

    • Land
    • 2.49 Acres
    • $70,241 per Acre
    • 0 Holly Woods Rd
    • 5, Bay Hundred, MD

    Deep Harbour Farm Sherwood 2.49. Acre Building Lot.This is one of the last remaining building lots available in this wonderful water privileged community.Located at the end of a cul-de-sac on Holly Woods Road just steps away from the community waterfront pier & boat dock. Great opportunity to build the home of your own design now or in the future.

    John McGlannan Meredith Fine Properties

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  • 134 Char Nor Manor Blvd, Chestertown, MD 21620

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft
    • 134 Char Nor Manor Blvd
    • Chestertown, MD

    Chester River Charm: Your Gateway toEastern Shore LivingCompletely Renovated Cottage with River Views & Endless PossibilitiesDiscover the perfect blend of modern comfort and Eastern Shore tranquility at this beautifullytransformed 3-bedroom, 1-bath cottage just minutes from historic Chestertown and the pristineChester River. Whether you're seeking a weekend escape, investment

    John McGlannan Meredith Fine Properties

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  • 0 Leeward Ln Unit MDTA2009906, Tilghman, MD 21671

    $175,000 Sold Apr 30, 2025

    • Land
    • 1.04 Acre Lot
    • 0 Leeward Ln
    • Unit MDTA2009906
    • Tilghman, MD

    Tilghman Island. Clear level building lot with public sewer available. This lot offers just over an acre with water access right across the street. The perfect spot for your new vacation / retirement home. Cul-de-sac street offers peace and quite. Excellent opportunity to make your island dream come true.

    John McGlannan Meredith Fine Properties

Source: Bright MLS

MLS Number: MDTA2010666

Bright MLS

APN: 05-187648