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Discover an exceptional 23.23± acre waterfront retreat overlooking Oyster Cove and the Chesapeake Bay in Dorchester County, Maryland. Arguably one of the largest waterfront properties with an identified additional septic site currently available along this stretch of the Chesapeake Bay, this secluded Eastern Shore property offers expansive western-facing water views, over 900 yards of shoreline, a charming cottage, pole barn garage, and a unique three-story lookout tower—all within a peaceful, preserve-like setting. The modest yet charming 1,400± sq.ft, 3 BR, 2 BTH cottage is carefully positioned to capture spectacular views of the Bay, surrounding marsh, and n...atural landscape. An inviting entrance leads into a light-filled solarium offering spacious waterfront views and a beautiful bluestone fireplace. Additional features include bedrooms with cedar closet storage and a warm, inviting sunroom currently used for growing orchids. The home's comfortable character and thoughtful placement provide an ideal setting for enjoying the surrounding natural beauty. Enjoy breathtaking sunsets across the Bay and Oyster Cove, a well-known birdwatching destination where boaters and nature enthusiasts gather to observe migrating birds each spring and fall. The property's diverse landscape of mature trees, marsh, and waterfront habitat provides outstanding opportunities for wildlife viewing, hunting, fishing, crabbing, and boating. The owners have spent years enhancing the property with a variety of fruit-bearing trees, including pear, persimmon, and pomegranate. Sika deer regularly visit the yard to feed on fallen persimmons, creating a unique opportunity to observe these elusive animals right from the home. A distinctive three-story lookout tower offers the potential for restoration or creative reimagining to take advantage of the property's panoramic views. The pole barn garage provides convenient storage with rear pull-in access for tractors, implements, and recreational equipment. A historic outhouse and pumphouse add a touch of Eastern Shore heritage and character to the property. The sellers have also constructed an additional protective mound system around the home near the marsh to help safeguard against tidal impacts. With over 900 yards of shoreline, the property offers opportunities to restore the existing pier or explore construction of a new pier, subject to applicable permits and approvals. Water depth at the existing pier is reported to be approximately 32 inches under observed conditions, subject to tidal fluctuations and buyer verification. The existing cottage is within the FEMA 100-year floodplain. The additional recorded septic reserve area and proposed building location are within that floodplain. Flood insurance or minimum building elevation requirements would apply to a new residence. Recent surveying and engineering work has identified and documented an additional Sewage Reserve Area (SRA) septic site, offering potential flexibility for new construction or a second homesite, subject to county approvals. A recent survey plat is available upon request. Whether envisioned as a private family waterfront retreat, recreational getaway, or future Chesapeake Bay estate, this remarkable property combines natural beauty, exceptional privacy, abundant wildlife, and tremendous potential along Maryland's Eastern Shore. This is your opportunity to experience and enjoy Vista Bella Estate, affectionately known as "The Wildlife Sanctuary," where breathtaking waterfront views, abundant wildlife, and the peaceful beauty of the Chesapeake Bay come together in one extraordinary setting.

Bright MLS, MLS#: MDDO2013494
Listed By: Whitetail Properties Real Estate, LLC, Michael M Arajakis II, mike.arajakis@whitetailproperties.com

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Bedrooms

  • Total Bedrooms: 3

Bathrooms

  • Full bathrooms: 2

Accessibility Features

  • None

Architectural Style

  • Ranch/Rambler

Construction Materials

  • Frame

Cooling

  • Window Unit(s)

Electric

  • 100 Amp Service

Exterior Features

  • Private Beach

Fireplace Features

  • Stone

Flooring

  • Partially Carpeted

Foundation Details

  • Slab

Heating

  • Heat Pump - Electric Back Up

Interior Features

  • Family Room Off Kitchen
  • Combination Dining/Living

Levels

  • 1

Lot Features

  • Irregular
  • Tidal Wetland

Other Structures

  • Above Grade
  • Below Grade

Property Condition

  • Good

Road Responsibility

  • City/County

Roof

  • Asphalt

Sewer

  • Septic Exists

Utilities

  • Water Available
  • Electric Available
  • Phone Available

View

  • Water
  • Scenic Vista

Waterfront Features

  • Boat/Launch Ramp - Private
  • Private Dock Site
  • Rip-Rap

WaterSource

  • Well
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Listed By:
Whitetail Properties Real Estate, LLC
Michael M Arajakis II
mike.arajakis@whitetailproperties.com

Data Source: Bright MLS

MLS#: MDDO2013494

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This property was listed on 11/8/2026 and last updated as of 11/8/2026 3:04:56 AM. OSI IDX updated the data from Bright MLS on 11/9/2026 at 4:21 AM. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.