Get new listings emailed daily! JOIN SIGN IN
Rae Wheelan
REALTOR®
(484) 769-2458
Facebook Icon X Icon LinkedIn Icon Instagram Icon Realtor.com Icon Zillow Icon VCard Icon 

Please Call For Address, Taylors Island, MD 21669

$899,000
  • Please Call For Address, Taylors Island, MD 21669 Main Photo

51 Photos

New to the Market
BEDS3 BATHS2 full SQUARE FEET966 MLS#MDDO2013494
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONTAYLORS ISLAND SCHOOLDORCHESTER COUNTY PUBLIC SCHOOLS

Property Description

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 natural 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.

| MLS# MDDO2013494

This single family home located at , Taylors Island, MD 21669 is currently listed for sale with an asking price of $899,000. This property was built in 1975 and has 3 bedrooms and 2 full baths with 966 sq. ft. is located in the TAYLORS ISLAND subdivision within the DORCHESTER COUNTY PUBLIC SCHOOLS school district. Search TAYLORS ISLAND real estate on www.raewheelan.net today.

Property Features

Property Type: Residential - Single Family
Cooling: Window Unit(s)
Fireplaces: 1
Fuel Type: Electric, Wood
Heating: Heat Pump - Electric BackUp
Home Style: Ranch/Rambler
Lot Size: 23.23 Acres
Roof Type: Asphalt
Stories: 1.0
Taxes: $4,502
Year Built: 1975

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Electric: 100 Amp Service
Exterior: Frame
Exterior: Private Beach
Fireplace: Stone
Flooring: Partially Carpeted
Interior: Family Room Off Kitchen, Combination Dining/Living
Lake Name: CHESAPEAKE BAY
Location: Bayfront
Lot: Irregular, Tidal Wetland
Lot Dimensions: 23.23 Acre(S)
Sewer: Septic Exists
Special View Info: Water, Scenic Vista
SQFT Above Finished: 966
SQFT Total Finished: 966
Structure Type: Detached
Utilities: Water Available, Electric Available, Phone Available
Water: Well
Water Access: Private Beach, Private Access, Fishing Allowed, Boat - Powered
Waterfront: Boat/Launch Ramp - Private, Private Dock Site, Rip-Rap

Local Schools

School District: DORCHESTER COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Whitetail Properties Real Estate, LLC
Agency Phone: 2172859000

Shown By

Agent Name: Rae Wheelan
Agent Phone: (484) 769-2458
Agency Title: Berkshire Hathaway HomeServices Homesale Realty

IDX logo

Estimate Your Payment

Estimated Payment

$ 2,638.16 per month $2,000.78 Principal & Interest $375.17 Property Tax $262.21 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Monthly PMI fees could increase payment if above 80% LTV)
Getting pre-qualified is the first step to buying a home! GET PREQUALIFIED NOW Home Mortgage Logo
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 11/08/2026. The listing information on this page last changed on 11/08/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 11/08/2026 12:00:00 AM EST) or Bright MLS (last updated Sat 11/07/2026 12:33:33 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility
Federal Housing Equal Opportunity Realtor
Corporate Office - 215 S Centerville Rd. Lancaster, PA 17603
James J Hafer - West Virginia Broker of Record

©2026 BHH Affiliates, LLC. An independently owned and operated franchisee of BHH Affiliates, LLC. Berkshire Hathaway HomeServices and the Berkshire Hathaway HomeServices symbol are registered service marks of Columbia Insurance Company, a Berkshire Hathaway affiliate. Equal Housing Opportunity.


Agent License Information: 
Licensed in Pennsylvania
Regina (Rae) Wheelan 

955 Berkshire Boulevard, Suite 100, Wyomissing, PA 19610
610-372-3200

Login to Saved Search