21891 SHERWOOD LANDING RD, Sherwood, MD 21665

• 2 beds |
• 1 bath |
• 1,304 sqft

Property Description

Nestled in the quaint waterfront village of Sherwood, this charming 2-bedroom, 1-bath cottage offers a wonderful opportunity to enjoy the relaxed lifestyle of Maryland's Eastern Shore. The enclosed front porch with its classic brick floor provides a welcoming entry and flows seamlessly into the living room. The dining room sits conveniently between the living room and kitchen, creating an easy layout for everyday living. The first-floor bedroom enjoys direct access to the sunroom overlooking the backyard, an ideal spot to enjoy your morning coffee, read a book or simply take in the peaceful surroundings. Upstairs, you'll find a spacious second bedroom with two closets, along with a versatile bonus room perfect for a home office, hobby room or walk-in closet. Outside, the backyard offers space to relax and unwind. A gazebo, shed and two small ponds on the property offer the potential to be restored. Just down the street, the public landing provides a kayak launch and long dock, making it easy to get out on the water for boating, crabbing, fishing, kayaking and enjoy all the Chesapeake Bay has to offer. Less than a mile away, Buddy's on the Bay invites you to enjoy waterfront dining, spectacular sunset views, refreshing drinks and live local music. Ideally located, the property is less than 4 miles from Tilghman Island and less than 10 miles from Historic Downtown St. Michaels, offering easy access to boutique shopping, restaurants, marinas, museums and year-round community events. Whether you're looking for a weekend retreat or a year-round residence, this cottage is a wonderful opportunity to experience the charm and beauty of Maryland's Eastern Shore.

Listing Status:

Active

Data Last Updated:

July 6, 2026 at 10:19PM

Listing Office:

Benson & Mangold, LLC : 4107450415

Listing Agent:

Kimberly J Crouch : 4108297062

MLS ID:

MDTA2014288

Interior

• Rooms: Living RoomDining RoomPrimary BedroomBedroom 2KitchenSun/Florida RoomOtherFull Bath
• A/C: None
• Heating: Wall UnitOilPropane - Leased
• Fireplace: FireplaceFireplaces: 1
• Disability Feature: None

Exterior

• General: Above GradeBelow Grade
• Style: Cottage

Construction

• Roofing: MetalAsphalt
• General: Asbestos2Crawl Space

Location

• Originating MLS: BRIGHT_MAIN
• School District: TALBOT COUNTY PUBLIC SCHOOLS
• County: TALBOT-MD

Lot

• Zoning: R2105182530

Utilities

• Water: Well
• Sewer: On Site Septic

Financial

• Source: BRIGHT_MAIN