4011 27TH ST, Chesapeake Beach, MD 20732

• 5 beds |
• 4 baths |
• 3,100 sqft

Property Description

Everything you want in a true Chesapeake Bay waterfront property is right here. Nestled on a rare, oversized double corner lot in Chesapeake Beach, this one-of-a-kind historic waterfront estate offers unmatched charm, versatility, and income-producing potential. With a location that simply cannot be duplicated, this property delivers the ultimate coastal lifestyle just 35 minutes from Washington, D.C. Offering approximately 3,100 square feet, the main residence features five spacious bedrooms and four full bathrooms, along with a newly installed HVAC system for modern comfort while preserving its timeless character. Enjoy exceptional waterfront living with a commercial-style private pier featuring approximately 5 feet of water depth, deeper than most in the area, making it ideal for boating, fishing, and waterfront entertaining. Best of all, no flood insurance is required for this location. The property also includes a one-car garage and a livable studio with a full bathroom and kitchenette, ideal for a guest suite, private office, artist retreat, or bed-and-breakfast use. The entire third floor functions as a private apartment with its own separate exterior entrance. This fully self-contained suite includes a bedroom, living room, kitchenette, built-in washer and dryer, and a private balcony with breathtaking waterfront views, perfect for rental income, extended family, or independent guest accommodations. Ideally located within walking distance to the Chesapeake Beach Resort & Spa, as well as the boardwalk, marina, and a variety of waterfront attractions, this home offers easy access to nearby restaurants, shops, local entertainment, the water park, concerts, gaming, and seasonal events. Enjoy the best of coastal living with Bay breezes all summer long, historic charm throughout, and spectacular waterfront views from multiple rooms, including two bedrooms on the upper level. Rich with original heart of pine flooring, architectural character, and modern updates, this home stands apart from anything else on the Bay. Set on a block-long parcel that is nearly impossible to find, it offers space, privacy, and long-term value. Whether you are seeking a primary residence, vacation retreat, or income-producing investment, this truly rare Chesapeake Bay waterfront property delivers it all.

Listing Status:

Active

Date Added:

June 10, 2026

Data Last Updated:

August 6, 2026 at 4:19PM

Listing Office:

Keller Williams Realty : 7036791700

Listing Agent:

Sarah A. Reynolds : 7038443464

MLS ID:

MDCA2027394

Interior

• General: Ceiling Fan(s)
• Appliances: DryerWasherDishwasherMicrowaveIcemakerRefrigeratorStove
• A/C: Central A/CWindow Unit(s)
• Heating: Heat Pump(s)Electric
• Fireplace: FireplaceFireplaces: 2
• Disability Feature: None

Exterior

• General: Above GradeBelow Grade
• Style: Colonial

Construction

• General: Vinyl Siding3Other

Location

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

Lot

• Zoning: R0503042464

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN