"Legacy" is a legendary 249± Acre Premier Hunting & Recreational Estate | Taylors Island, Maryland Opportunities to own a property of this caliber are exceptionally rare. Encompassing 249± acres in the heart of Maryland's legendary Eastern Shore, this remarkable Taylors Island estate represents the pinnacle of private hunting and recreational land ownership. This property has not traded hands in nearly 100 years. A diverse landscape of mature timber, 17+/- acres tillable ground, tidal marshes, secluded ponds, and winding trails creates an extraordinary wildlife sanctuary that is as beautiful as it is productive. This is the type of property that generations dream about—a place where every sunrise brings the promise of unforgettable outdoor experiences. Renowned for producing outstanding populations of both the iconic Eastern Shore sika deer, whitetail deer, turkeys, waterfowl, and more, Taylors Island has earned its reputation as one of the Mid-Atlantic's premier hunting destinations. The surrounding tidal marshes, forests, and agricultural landscape provide exceptional habitat for deer, wild turkey, waterfowl, and countless other wildlife species. Plenty of established trails provide effortless access throughout the property for ATVs, side-by-sides, hiking, horseback riding, and habitat management. Whether you're slipping into a stand on a crisp October morning, chasing bugling sika during the rut, setting a spread for waterfowl, or simply enjoying the serenity of Maryland's coastal wilderness, every acre has been crafted by nature for recreation and adventure. Beyond hunting, the possibilities are endless. Create the ultimate family retreat with full electric at the camp site, establish a private sporting estate, enjoy camping and wildlife photography, or simply invest in one of the Eastern Shore's most sought-after recreational landscapes. With its unmatched diversity of habitat, exceptional privacy, and incredible sporting opportunities, this property offers an experience that few can replicate. Located on historic Taylors Island—an area celebrated for its expansive Chesapeake Bay marshes, forests, boating, crabbing, and world-class outdoor recreation—this legacy property offers both seclusion and convenient access to the Eastern Shore's amenities. Properties of this magnitude and quality seldom become available. Whether your vision is to build a family legacy, establish an elite hunting destination, or invest in one of Maryland's finest recreational properties, this extraordinary 249± acre estate stands in a class of its own. Legendary properties aren't bought every day—they're passed from one generation to the next. Schedule your private tour today and experience one of Taylors Island's finest sporting estates.
Vacant landProperty Type
249.5 acresLot Size
$5,018Price/Acres
Listed by Rob Freyer• Charis Realty Group
•240-913-9339 (broker)
•home@charisrealty.com (broker)
Bought with Non Member NON MEMBER• Non Subscribing Office
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Market trends in 21669, MD
Last updated August 2026
Sale-to-List Price
75.7%
9.2% MoM
Median sale price
$212K
$162K MoM
Avg. days on market
121d
88 days MoM
Recently sold homes
2
1 MoM
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Sale and tax history for 0 Hoopers Neck Rd
Sale History
Tax History
Date
Event
Price
BRIGHT MLS #MDDO2012660
Sep 9, 2026
Sold
$1,252,098
Jul 24, 2026
Pending
—
Jul 11, 2026
Listed
$1,690,000
Jul 7, 2026
Coming Soon
$1,690,000
BRIGHT MLS #MDDO2010840
Aug 31, 2026
Listing Removed
—
Apr 7, 2026
Relisted
—
Mar 31, 2026
Listing Removed
—
Oct 21, 2025
Listed
$695,000
BRIGHT MLS #MDDO2009910
Mar 31, 2026
Listing Removed
—
Jun 24, 2025
Listed
$50,000
BRIGHT MLS #MDDO2002890
Feb 12, 2023
Listing Removed
—
Sep 27, 2022
Contingent
—
Aug 2, 2022
Relisted
—
Jun 29, 2022
Listing Removed
—
Jun 18, 2022
Listed
$400,000
BRIGHT MLS #1002351486
Aug 2, 2019
Listing Removed
—
Dec 19, 2018
Price Changed
$225,000
Aug 31, 2018
Listed
$250,000
BRIGHT MLS #1000100923
May 10, 2018
Listing Removed
—
May 8, 2017
Listed
$250,000
BRIGHT MLS #1008115174
Aug 12, 2016
Listing Removed
—
Jan 20, 2016
Listed
$389,000
MRIS #DO8165618
Sep 8, 2015
Delisted
—
Mar 18, 2015
Relisted
—
Mar 18, 2015
Delisted
—
Mar 17, 2015
Price Changed
*
Mar 17, 2015
Relisted
—
Mar 9, 2015
Delisted
—
Sep 8, 2014
Price Changed
*
Jul 7, 2014
Price Changed
*
Mar 10, 2014
Price Changed
*
Mar 10, 2014
Relisted
—
Feb 21, 2014
Delisted
—
Aug 23, 2013
Listed
*
BRIGHT MLS #1007075400
Dec 1, 2014
Listing Removed
—
May 5, 2014
Listed
$399,000
Public Records
Nov 5, 1990
Sold
$31,360
Year
Property tax
Land + Additions
Assessment*
2025
$80 (+2.7%)
$7,000
2023
$78
$7,000
2022
$78
$7,000
2021
$78
$7,000
2020
$78
$7,000
2019
$78 (−87.3%)
$7,000
2018
$614 (+707.7%)
$25,600 + $25,500
$51,100
2017
$76 (−88.0%)
$7,000
2015
$631
2014
$631
$25,600 + $26,900
$52,500
2013
$631 (−16.6%)
2012
$756 (+7.6%)
2011
$703
2010
$703
2009
$703
Public record
Public record
Zoning
Beds
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Baths
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Stories
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Lot width
—
Lot depth
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Lot size
37.85 Acres
Year renovated
—
Sq. Ft.
—
Year built
—
Style
Vacant Land
County
Dorchester County
APN
04 055373
Parking Spaces
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Basement
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Accessible
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HOA Dues
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Last updated by owner on Jul 17, 2026.
AC
Agricultural Conservation District
The Agricultural Conservation District is established to conserve farmland and to encourage agricultural activities thereby ensuring that commercial agriculture will continue as a long-term land use and viable economic activity within the county. Agriculture is the preferred use in the AC District, and within the district agricultural uses are protected from development that might adversely affect them. A wide range of uses related to agriculture are permitted, including agriculture-related commercial and industrial uses. Low-density residential development is permitted where it is located and designed to minimize impacts on natural environments and the rural landscape.
Permitted uses
Include but are not limited to:
Livestock production
Housing-Single unit
Housing-Student
Bed & breakfast
Public service
Recreation
Communications tower
Agriculture-Cropland
Park & open space
Timberland
Property details
Exterior
Property Information
Federal Flood Zone
Ownership Interest: Fee Simple
Building Information
Construction Not Completed
Lot Information
Lot Features: Backs to Trees, Fishing Available, Flood Plain, Hunting Available, Level, Marshy, Partly Wooded, Premium, Private, Road Frontage, Rural, Secluded, Stream/Creek, Tidal Wetland, Trees/Wooded, Other
Tidal Water: No
Land Information
Current Use: Agriculture, Hunting, Investment, Recreation