# 8076 WINDWARD KEY Drive, Chesapeake Beach, MD 20732 > **TL;DR:** 4bd/5ba townhouse, $724,900 ($246/sqft), built 1989, 2,950 sqft. > Fireplace, Waterfront, 1-car garage. Est. $4,286/mo. Listed 185 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $724,900 | | Price/sqft | $246 | | Bedrooms | 4 | | Bathrooms | 4 full, 1 half | | Square Feet | 2,950 | | Year Built | 1989 | | Lot Size | 1,629 sqft (0.04 acres) | | Stories | 4 | | Garage | 1-car | | Property Type | Townhouse (Townhouse) | | Status | Active | | Days on Market | 185 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,665 | | Estimated Insurance | $211 | | HOA | $410 | | **Total** | **$4,286** | ## Nearby Schools - **Elementary:** BEACH - **Middle:** WINDY HILL - **High:** NORTHERN ## Key Amenities - Fireplace - Waterfront - 1-car garage ## Property Highlights - Built in 1989 - 0.04 acre lot - 4 stories - 2 parking spaces - Fireplace - Waterfront ## Description ### Agent Description 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. ## Location - **Address:** 8076 WINDWARD KEY Drive, Chesapeake Beach, MD 20732 - **County:** CALVERT - **Neighborhood:** WINDWARD KEY - **Coordinates:** 38.69213, -76.5337 - **Google Maps:** https://www.google.com/maps?q=38.69213,-76.5337 ## Listing Agent - **Name:** Douglas W Smith · **License:** 316176 - **Brokerage:** RE/MAX 100 - **Broker Phone:** (301) 258-7757 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/8076-Windward-Key-Dr_Chesapeake-Beach_MD_20732_M51933-31161?f=listhub&s=TRENDPA&m=MDCA2026440&c=propsimple) ## Photos ![8076 WINDWARD KEY Drive - Photo 1](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1358385384r.jpg) ![8076 WINDWARD KEY Drive - Photo 2](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1145224574r.jpg) ![8076 WINDWARD KEY Drive - Photo 3](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1931431731r.jpg) ![8076 WINDWARD KEY Drive - Photo 4](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f471796308r.jpg) ![8076 WINDWARD KEY Drive - Photo 5](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f2667498074r.jpg) ![8076 WINDWARD KEY Drive - Photo 6](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f387286131r.jpg) ![8076 WINDWARD KEY Drive - Photo 7](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f3698020388r.jpg) ![8076 WINDWARD KEY Drive - Photo 8](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1137877048r.jpg) ![8076 WINDWARD KEY Drive - Photo 9](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f4240539983r.jpg) ![8076 WINDWARD KEY Drive - Photo 10](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f179996465r.jpg) ![8076 WINDWARD KEY Drive - Photo 11](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f713077826r.jpg) ![8076 WINDWARD KEY Drive - Photo 12](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f2198483706r.jpg) ![8076 WINDWARD KEY Drive - Photo 13](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1451797824r.jpg) ![8076 WINDWARD KEY Drive - Photo 14](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f2007205029r.jpg) ![8076 WINDWARD KEY Drive - Photo 15](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f770080921r.jpg) ![8076 WINDWARD KEY Drive - Photo 16](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f967055270r.jpg) ![8076 WINDWARD KEY Drive - Photo 17](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f683293532r.jpg) ![8076 WINDWARD KEY Drive - Photo 18](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1372788497r.jpg) ![8076 WINDWARD KEY Drive - Photo 19](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1265236367r.jpg) ![8076 WINDWARD KEY Drive - Photo 20](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1123362523r.jpg) ![8076 WINDWARD KEY Drive - Photo 21](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1244799516r.jpg) ![8076 WINDWARD KEY Drive - Photo 22](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f3628473295r.jpg) ![8076 WINDWARD KEY Drive - Photo 23](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f298750067r.jpg) ![8076 WINDWARD KEY Drive - Photo 24](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f3073103r.jpg) ![8076 WINDWARD KEY Drive - Photo 25](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f2200498892r.jpg) ![8076 WINDWARD KEY Drive - Photo 26](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f3064014236r.jpg) ![8076 WINDWARD KEY Drive - Photo 27](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f3879531580r.jpg) ![8076 WINDWARD KEY Drive - Photo 28](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1613450609r.jpg) ![8076 WINDWARD KEY Drive - Photo 29](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f1922481670r.jpg) ![8076 WINDWARD KEY Drive - Photo 30](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f4230809015r.jpg) ![8076 WINDWARD KEY Drive - Photo 31](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f2179877216r.jpg) ![8076 WINDWARD KEY Drive - Photo 32](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f2651759553r.jpg) ![8076 WINDWARD KEY Drive - Photo 33](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f4091195943r.jpg) ![8076 WINDWARD KEY Drive - Photo 34](http://lh.rdcpix.com/397f71c5574e05ca086db4f18e580e61l-f359279274r.jpg) --- **MLS#:** MDCA2026440 | **Updated:** 2026-10-27 **Source:** listhub *Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/8076-windward-key-drive-chesapeake-beach-md-20732-7995ca293da943518544958b0d62e7b0) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/8076-windward-key-drive-chesapeake-beach-md-20732-7995ca293da943518544958b0d62e7b0#listing", "url": "https://www.propertysimple.ai/listing/8076-windward-key-drive-chesapeake-beach-md-20732-7995ca293da943518544958b0d62e7b0", "name": "8076 WINDWARD KEY Drive, Chesapeake Beach, MD 20732", "description": "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. 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