Menu Close

4011 27TH ST, CHESAPEAKE BEACH, MD 20732

5 Beds

4 Baths

3,100SqFt

Active

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.

Property Details
Price $1,300,000
Bedrooms 5
Full Baths 4
Total Baths 4
Property Style Colonial
Lot Size Area Units Square Feet
Acres 0.12
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 3
Features Ceiling Fan(s)
Year Built 1960
Fireplaces 2
Subdivision BAYCREST
Waterfront Chesapeake Bay
Heating Heat Pump(s)
Foundation Other
Accessibility None
Garage spaces 1
Geographic Data
Directions From Route 260/Chesapeake Beach Rd, turn onto 27th St and continue to 4011 27th St on your right.
County CALVERT
Latitude 38.69577
Longitude -76.53295
Address Information
Address 4011 27TH ST, CHESAPEAKE BEACH, MD 20732
Postal Code 20732
City CHESAPEAKE BEACH
State MD
Country United States
Listing Information
Listing Office Keller Williams Realty
Listing Office Email klrw319@kw.com
Listing Agent Sarah Reynolds
Special listing conditions Standard
Ownership Fee Simple
Virtual Tour URL https://www.canva.com/design/DAHMwkqgJQc/bmhk6quOw5atj0BmhGyjQA/watch
School Information
District CALVERT COUNTY PUBLIC SCHOOLS
Elementary School BEACH
Middle School WINDY HILL
High School NORTHERN
MLS Information
Days on market 13
MLS Status Active
Listing Date Jun 10, 2026
Listing Last Modified Jun 22, 2026
Tax ID 0503042464
Tax Year 2025
Tax Annual Amount 7633
MLS # MDCA2027394

Map View


Contact us about this listing

Your Name (required)

Your Email (required)

Subject (required)

Your Message (required)


Last updated: 2026-06-25T19:30:26.788722Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.