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8076 WINDWARD KEY DR, CHESAPEAKE BEACH, MD 20732

4 Beds

5 Baths

2,950SqFt

Active

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.

Property Details
Price $749,900
Bedrooms 4
Full Baths 4
Half Baths 1
Total Baths 5
Property Style Colonial,Traditional
Lot Size Area Units Square Feet
Acres 0.04
Property Type Residential
Sub type Townhouse
MLS Sub type Interior Row/Townhouse
Stories 4
Features Ceiling Fan(s),Family Room Off Kitchen,Floor Plan - Open,Formal/Separate Dining Room,Kitchen - Eat-In,Kitchen - Table Space,Pantry,Recessed Lighting,Upgraded Countertops,Walk-in Closet(s),Wood Floors
Year Built 1989
Fireplaces 1
Subdivision WINDWARD KEY
View Marina,Water
Waterfront Fishing Creek
Heating Heat Pump(s)
Foundation Slab
Accessibility None
Parking Description Asphalt Driveway
Garage spaces 1
Association Name WINDWARD KEY HOA
Association Fee 410
Association Amenities Beach,Common Grounds,Pickleball Courts,Pool - Outdoor,Water/Lake Privileges
Geographic Data
Directions GPS
County CALVERT
Latitude 38.69213
Longitude -76.5337
Address Information
Address 8076 WINDWARD KEY DR, CHESAPEAKE BEACH, MD 20732
Postal Code 20732
City CHESAPEAKE BEACH
State MD
Country United States
Listing Information
Listing Office RE/MAX Realty Group
Listing Agent Douglas Smith
Special listing conditions Standard
Ownership Fee Simple
School Information
District CALVERT COUNTY PUBLIC SCHOOLS
Elementary School BEACH
Middle School WINDY HILL
High School NORTHERN
MLS Information
Days on market 83
MLS Status Active
Listing Date Apr 29, 2026
Listing Last Modified Jul 20, 2026
Tax ID 0503125653
Tax Year 2025
Tax Annual Amount 5487
MLS # MDCA2026440

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Last updated: 2026-07-21T07:00:25.455105Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.