COASTAL LUXURY MEETS EVERYDAY VACATION LIVING in Windward Key on the Chesapeake Bay. Experience the ultimate waterfront lifestyle in this four-level townhome nestled in the sought-after Windward Key community in the heart of Chesapeake Beach. Whether you are searching for a full-time residence or the perfect weekend retreat, this exceptional home offers resort-style living with water views and upscale amenities throughout. Designed for both comfort and entertaining, the home features 4 bedrooms, 4 full baths, and 1 half bath across four spacious levels filled with natural light. The main living level showcases a well-appointed kitchen, dining area, and expansive great room with a cozy gas fireplace — all enhanced by water views and an open, airy feel. The upper level hosts the primary suite along with two additional bedrooms, while vaulted ceilings create an inviting sense of space and elegance. The top level offers exceptional flexibility with its own full bath, wet bar, and private deck, ideal for a home office, guest suite, lounge, or entertainment space overlooking the Bay. The entry level provides additional finished living space with a full bath, perfect for guests, recreation, fitness, or flex living. Direct access to the attached one-car garage adds convenience and functionality. Outdoor living is elevated with multiple decks on every level, creating seamless indoor-outdoor enjoyment and endless opportunities to relax and take in the coastal setting. Residents of Windward Key enjoy exclusive amenities including a waterfront pool overlooking the Chesapeake Bay and a private beach. Located within walking distance to restaurants, shops, parks, boardwalks, marinas, nature trails, and local entertainment, this is Chesapeake coastal living at its finest.
For sale
Price cut: $25.1K (6/29)
$749,900
8076 Windward Key Dr, Chesapeake Beach, MD 20732
4beds
2,950sqft
Townhouse
Built in 1989
1,628 Square Feet Lot
$744,000 Zestimate®
$254/sqft
$410/mo HOA
What's special
Cozy gas fireplacePrivate beachCoastal settingVaulted ceilingsOpen airy feelWater viewsDining area
- 146 days
- 272
- 16
Zillow last checked:
Listing updated:
Listed by:
Doug Smith 443-532-5101,
RE/MAX Realty Group 301-855-8600,
Co-Listing Agent: Sharon K Smith 301-343-7641,
RE/MAX Realty Group
Source: Bright MLS,MLS#: MDCA2026440
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 380
Heating
- Heat Pump, Electric
Cooling
- Heat Pump, Electric
Appliances
- Included: Microwave, Dishwasher, Dryer, Ice Maker, Oven/Range - Electric, Refrigerator, Washer, Electric Water Heater
- Laundry: Main Level
Features
- Ceiling Fan(s), Family Room Off Kitchen, Open Floorplan, Formal/Separate Dining Room, Eat-in Kitchen, Kitchen - Table Space, Pantry, Recessed Lighting, Upgraded Countertops, Walk-In Closet(s)
- Flooring: Wood
- Doors: Insulated
- Windows: Double Pane Windows
- Has basement: No
- Number of fireplaces: 1
Interior area
- Total structure area: 3,433
- Total interior livable area: 2,950 sqft
- Finished area above ground: 2,570
- Finished area below ground: 380
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Garage Faces Front, Asphalt, Attached, Driveway
- Attached garage spaces: 1
- Uncovered spaces: 1
Accessibility
- Accessibility features: None
Features
- Levels: Four
- Stories: 4
- Pool features: Community
- Has view: Yes
- View description: Marina, Water
- Has water view: Yes
- Water view: Marina,Water
- Body of water: Fishing Creek
- Frontage length: Water Frontage Ft: 20
Lot
- Size: 1,628 Square Feet
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 0503125653
- Zoning: C
- Special conditions: Standard
Construction
Type & style
- Home type: Townhouse
- Architectural style: Colonial,Traditional
- Property subtype: Townhouse
Materials
- Frame
- Foundation: Slab
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Windward Key
HOA
- Has HOA: Yes
- Amenities included: Beach Access, Common Grounds, Pool, Water/Lake Privileges
- Services included: Common Area Maintenance, Maintenance Grounds, Management, Pool(s), Snow Removal, Other
- HOA fee: $410 monthly
- HOA name: WINDWARD KEY HOA
Location
- Region: Chesapeake Beach
- Municipality: Chesapeake Beach
Financial & listing details
- Price per square foot: $254/sqft
- Tax assessed value: $515,067
- Annual tax amount: $5,487
- Date on market: 4/29/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$744,000
$707,000 - $781,000
$3,438/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Price change | $749,900-3.2%$254/sqft |
Source:  Bright MLS #MDCA2026440 Report a problem | ||
| 6/11/2026 | Price change | $775,000-6%$263/sqft |
Source: Bright MLS #MDCA2026440 Report a problem | ||
| 4/29/2026 | Listed for sale | $824,900+65%$280/sqft |
Source: Bright MLS #MDCA2026440 Report a problem | ||
| 5/3/2013 | Listing removed | $2,500$1/sqft |
Source: RE/MAX 100 #CA8054542 Report a problem | ||
| 4/15/2013 | Listed for rent | $2,500$1/sqft |
Source: RE/MAX 100 #CA8054542 Report a problem | ||
| 10/18/2005 | Sold | $500,000$169/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,077 +4.8% | $487,800 +4.8% |
| 2024 | $4,842 +9.3% | $465,267 +5.1% |
| 2023 | $4,430 +3.5% | $442,733 +5.4% |
| 2022 | $4,282 +1.4% | $420,200 +2.1% |
| 2021 | $4,221 +0.9% | $411,433 +2.2% |
| 2020 | $4,183 +0.9% | $402,667 +2.2% |
| 2019 | $4,145 +0.3% | $393,900 |
| 2018 | $4,132 -57.7% | $393,900 |
| 2017 | $9,761 +122.9% | $393,900 -0.8% |
| 2016 | $4,378 | $397,200 |
| 2015 | $4,378 | $397,200 |
| 2014 | $4,378 | $397,200 -3.3% |
| 2013 | -- | $410,900 |
| 2012 | -- | $410,900 |
| 2011 | -- | $410,900 -24.9% |
| 2010 | -- | $547,270 +8.7% |
| 2009 | -- | $503,420 +9.5% |
| 2008 | -- | $459,570 +10.5% |
| 2007 | -- | $415,720 +13.8% |
| 2006 | -- | $365,362 +16% |
| 2005 | -- | $315,006 +19% |
| 2004 | -- | $264,650 +9.4% |
| 2003 | -- | $242,002 +10.3% |
| 2002 | -- | $219,360 +11.5% |
| 2001 | -- | $196,710 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 20732
Nearby schools
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.
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