4011 27th Street, Chesapeake Beach, MD 20732

$1,300,000
  • 4011 27th Street, Chesapeake Beach, MD 20732 Main Photo

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ACTIVE
BEDS5 BATHS4 full SQUARE FEET3,100 MLS#MDCA2027394
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONBAYCREST SCHOOLCALVERT COUNTY PUBLIC SCHOOLS

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.

4011 27th Street | MLS# MDCA2027394

This single family home located at 4011 27th Street, Chesapeake Beach, MD 20732 is currently listed for sale with an asking price of $1,300,000. This property was built in 1960 and has 5 bedrooms and 4 full baths with 3100 sq. ft. 27th Street is located in the BAYCREST subdivision within the CALVERT COUNTY PUBLIC SCHOOLS school district. Search BAYCREST real estate on www.realtymark.net today.

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C, Window Unit(s)
Fireplaces: 2
Fuel Type: Electric
Garage: 1
Heating: Heat Pump(s)
Home Style: Colonial
Lot Size: 0.12 Acres
Stories: 3.0
Taxes: $7,633
Year Built: 1960

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Dryer, Washer, Dishwasher, Microwave, Icemaker, Refrigerator, Stove
Days on Site: 8
Exterior: Vinyl Siding
Interior: Ceiling Fan(s)
Lake Name: Chesapeake Bay
Lot Dimensions: 0.12 Acre(S)
Municipality: Chesapeake Beach
Parking Notes: 1 Total Parking Spaces
Sewer: Public Sewer
SQFT Above Finished: 3100
SQFT Total Finished: 3100
Structure Type: Detached
Total Garage/Parking Spaces: 1
Water: Public

Local Schools

High School: NORTHERN
Middle School: WINDY HILL
Elementary School: BEACH
School District: CALVERT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Keller Williams Realty
Agency Phone: 7036791700

Shown By

Agency Title: RealtyMark
Agency Phone: 888-260-0040

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Estimated Payment

$ 3,908.49 per month $2,893.24 Principal & Interest $636.08 Property Tax $379.17 Homeowner's Insurance

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All commissions are negotiable 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 06/10/2026. The listing information on this page last changed on 06/10/2026. 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 Wed 06/10/2026 12:04:48 AM EST) or Stellar MLS (last updated Tue 06/09/2026 11:58:59 PM EST) or GSMLS (last updated Tue 06/09/2026 11:54:08 PM EST) or Emerald Coast MLS (last updated Tue 06/09/2026 11:55:21 PM EST) or Central Panhandle Association of Realtors (last updated Tue 06/09/2026 11:57:12 PM EST) or Beaches MLS (last updated Wed 06/10/2026 12:01:47 AM EST) or Naples MLS (last updated Tue 06/09/2026 11:40:20 PM EST) or Bright MLS (last updated Tue 06/09/2026 11:57:52 PM EST) or OneKey MLS (last updated Wed 06/10/2026 12:00:21 AM EST). Real estate listings held by brokerage firms other than RealtyMark 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.
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