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.
For sale
Price cut: $100K (6/29)
$1,200,000
4011 27th St, Chesapeake Beach, MD 20732
5beds
3,100sqft
Single Family Residence
Built in 1960
5,200 Square Feet Lot
$-- Zestimate®
$387/sqft
$-- HOA
What's special
Historic charm throughoutArchitectural characterOne-car garageOversized double corner lotModern updatesNewly installed hvac systemFive spacious bedrooms
- 30 days |
- 1,490 |
- 44 |
Zillow last checked:
Listing updated:
Listed by:
Sarah Reynolds 703-844-3464,
Keller Williams Realty (703) 679-1700,
Co-Listing Agent: Kristen H Brooks 301-970-3537,
Keller Williams Realty
Source: Bright MLS,MLS#: MDCA2027394
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 4
- Main level bathrooms: 1
Basement
- Area: 0
Heating
- Heat Pump, Electric
Cooling
- Central Air, Window Unit(s), Electric
Appliances
- Included: Dryer, Washer, Dishwasher, Microwave, Ice Maker, Refrigerator, Cooktop, Electric Water Heater
Features
- Ceiling Fan(s)
- Has basement: No
- Number of fireplaces: 2
Interior area
- Total structure area: 3,100
- Total interior livable area: 3,100 sqft
- Finished area above ground: 3,100
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Garage Door Opener, Attached
- Attached garage spaces: 1
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Pool features: None
- Waterfront features: Bay
- Body of water: Chesapeake Bay
Lot
- Size: 5,200 Square Feet
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 0503042464
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Other
Condition
- New construction: No
- Year built: 1960
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Baycrest
HOA
- Has HOA: No
Location
- Region: Chesapeake Beach
- Municipality: Chesapeake Beach
Financial & listing details
- Price per square foot: $387/sqft
- Tax assessed value: $707,000
- Annual tax amount: $7,633
- Date on market: 6/10/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Price change | $1,200,000-7.7%$387/sqft |
Source: | ||
| 6/10/2026 | Listed for sale | $1,300,000+109.7%$419/sqft |
Source: | ||
| 8/10/2020 | Sold | $620,000$200/sqft |
Source: Public Record Report a problem | ||
| 3/3/2020 | Sold | $620,000-11.3%$200/sqft |
Source: Agent Provided Report a problem | ||
| 10/4/2019 | Price change | $699,000-6.7%$225/sqft |
Source: RE/MAX United Real Estate #MDCA168470 Report a problem | ||
| 8/10/2019 | Pending sale | $749,000$242/sqft |
Source: RE/MAX United Real Estate #MDCA168470 Report a problem | ||
| 7/19/2019 | Price change | $749,000-6.4%$242/sqft |
Source: RE/MAX United Real Estate #MDCA168470 Report a problem | ||
| 5/16/2019 | Price change | $799,8990%$258/sqft |
Source: RE/MAX United Real Estate #MDCA168470 Report a problem | ||
| 4/12/2019 | Listed for sale | $799,900-4.7%$258/sqft |
Source: RE/MAX United Real Estate #MDCA168470 Report a problem | ||
| 11/5/2018 | Listing removed | $839,000$271/sqft |
Source: RE/MAX UNITED REAL ESTATE #1001800428 Report a problem | ||
| 7/24/2018 | Price change | $839,000-6.8%$271/sqft |
Source: RE/MAX United Real Estate #1001800428 Report a problem | ||
| 6/7/2018 | Listed for sale | $899,900+38.4%$290/sqft |
Source: RE/MAX United Real Estate #1001800428 Report a problem | ||
| 12/19/2002 | Sold | $650,000$210/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,224 +4.1% | $694,100 +4.1% |
| 2024 | $6,941 +8.4% | $666,933 +4.2% |
| 2023 | $6,402 +2.6% | $639,767 +4.4% |
| 2022 | $6,242 +0.5% | $612,600 +1.2% |
| 2021 | $6,211 0% | $605,367 +1.2% |
| 2020 | $6,214 -0.1% | $598,133 +1.2% |
| 2019 | $6,218 +0.3% | $590,900 |
| 2018 | $6,199 -57.7% | $590,900 |
| 2017 | $14,643 +157.7% | $590,900 -0.6% |
| 2016 | $5,681 | $594,400 |
| 2015 | $5,681 | $594,400 |
| 2014 | $5,681 | $594,400 -6.5% |
| 2013 | -- | $635,700 |
| 2012 | -- | $635,700 |
| 2011 | -- | $635,700 -26.6% |
| 2010 | -- | $866,390 +15.7% |
| 2009 | -- | $749,146 +18.6% |
| 2008 | -- | $631,903 +22.8% |
| 2007 | -- | $514,660 +18.3% |
| 2006 | -- | $434,866 +22.5% |
| 2005 | -- | $355,073 +29% |
| 2004 | -- | $275,280 +6.6% |
| 2003 | -- | $258,126 +7.1% |
| 2002 | -- | $240,973 +7.7% |
| 2001 | -- | $223,820 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 20732
Nearby schools
GreatSchools rating
- 7/10Beach Elementary SchoolGrades: PK-5Distance: 0.9 mi
- 7/10Windy Hill Middle SchoolGrades: 6-8Distance: 2.5 mi
- 9/10Northern High SchoolGrades: 9-12Distance: 6.3 mi
Schools provided by the listing agent
- Elementary: Beach
- Middle: Windy Hill
- High: Northern
- District: Calvert County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Maryland
- Calvert County
- Chesapeake Beach
- 20732
- 4011 27th St
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