Pending
Sale Pending at 8054 Windward Key Dr, Chesapeake Beach, MD 20732 | MLS# MDCA2025332 | Listing updated on 2026-09-26
Photo 1 of Sale Pending at 8054 Windward Key Dr, Chesapeake Beach, MD 20732 | MLS# MDCA2025332 | Listing updated on 2026-09-26
Photo 2 of Sale Pending at 8054 Windward Key Dr, Chesapeake Beach, MD 20732 | MLS# MDCA2025332 | Listing updated on 2026-09-26
Photo 3 of Sale Pending at 8054 Windward Key Dr, Chesapeake Beach, MD 20732 | MLS# MDCA2025332 | Listing updated on 2026-09-26
Photo 4 of Sale Pending at 8054 Windward Key Dr, Chesapeake Beach, MD 20732 | MLS# MDCA2025332 | Listing updated on 2026-09-26
26+
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Street View

$774,900

Monthly Est:$3,857

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon2,876sqft

8054 Windward Key Dr, Chesapeake Beach, MD 20732

$3,857/moEst:

Get Pre-Approved

  • Townhouse

  • Built in 2002

  • $410/mo HOA

  • 2,613.6 sqft lot

  • $269/sq.ft

Description

MAJOR PRICE IMPROVEMENT. Experience an elevated waterfront lifestyle in the coveted Windward Key community, ideally positioned along the shores of the Chesapeake Bay in the heart of Chesapeake Beach. This exceptional four-level townhome blends refined design with water views, offering 3 bedrooms, 4 full baths, and 1 half bath across thoughtfully designed living spaces. Sunlight pours through expansive windows, illuminating rich cherry hardwood floors that flow throughout the main and upper levels. The main living level is designed for both elegant entertaining and everyday comfort, featuring a spacious great room with a gas fireplace, an inviting dining area, and a well-appointed gourmet kitchen with stainless steel appliances, pantry, and wine refrigerator. Step onto the private deck to take in tranquil bay and fishing creek views—perfect for morning coffee or evening gatherings. The lower level offers a versatile recreation space with a full bath and dedicated laundry room, ideal for guests or extended living, with seamless access from the attached garage. From here, step outside to your deck and connect directly to the waterfront walkway, embracing the true essence of coastal living. Upstairs, the primary suite serves as a luxurious retreat, complete with a custom closet system, additional storage, and a spa-inspired bath featuring a jetted soaking tub and separate shower. A private deck off the suite captures breathtaking water views, creating a serene escape. This level also includes an additional bedroom and full bath. The top level provides exceptional flexibility, offering a private suite with full bath and walk-in closet—perfect as a fourth bedroom, executive office, or fitness studio—opening to yet another deck with sweeping, unobstructed views of the bay. An attached garage, additional storage, and private driveway ensure convenience, while Windward Key residents enjoy exclusive amenities including a pool and private beach. Just moments from and walking distance to local dining, shopping, marinas, water sports, and the Chesapeake Beach Water Park, this home also offers easy access to Washington DC, Annapolis, Joint Base Andrews, and Northern Virginia. Live where you play—and indulge in the luxury of waterfront living every day.

  • Houzeo last checked: 5 minutes ago
  • Listing updated: September 26, 2026 at 2:02 am
  • Listing Provided by: Douglas W Smith (443) 532-5101 | RE/MAX Realty Group (301) 855-8600
  • Source: Bright MLS-NJ | MLS#: MDCA2025332 Bright MLS-NJ

Property Details

  • Status

    Pending

  • Type

    Townhouse

  • No. of Stories

    -

  • County

    Calvert Md County

  • City

    Chesapeake Beach

  • Neighborhood

    --

  • Year Built

    2002

  • HOA Fees

    $410/mo

  • Finished Area

    2,876 sqft

  • Lot Size

    2,613.6 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDCA2025332

  • MLS Status

    PENDING-BRIGHT

  • Days on Market

    164

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Location

HOA Management

WINDWARD KEY HOA

HOA Fees

$410/ Monthly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Common Area Common Area

Pool Pool

Snow Removal Snow Removal

Beach Beach

Common Area Maintenance Common Area Maintenance

Lawn Maintenance Lawn Maintenance

Management Management

Water/Lake Privileges Water/Lake Privileges

Pickleball Courts Pickleball Courts

Other Other

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 5

Interior

  • Heating

    Heat Pump(s)

  • Window Features

    Double Pane Windows, Screens

  • Flooring

    Hardwood, Carpet

  • Interior Features

    Breakfast Area, Kitchen Table Space, Dining Area, Floor Plan Open

  • Cooling

    Heat Pump(s)

  • Sewer

    Public Sewer

  • Appliances

    Dishwasher, Disposal, Exhaust Fan, Icemaker, Microwave, Oven/range Electric, Refrigerator

Construction

  • Year Built

    Year Built: 2002

  • Home type

    Townhouse

  • Roof

    Asphalt

  • Foundation Details

    Slab

  • Architectural Style

    Contemporary

  • Construction Materials

    Frame

Utilities & Energy

  • Utilities

    Cable Tv Available

  • Association Amenities

    Beach, Common Grounds, Pickleball Courts, Pool Outdoor, Water/lake Privileges

  • Water Source

    Public

  • Fireplace Features

    Gas/propane

Other Features

  • Subdivision Name

    Windward Key

  • Lot Features

    Cul De Sac, Zero Lot Line, Bulkheaded

Price History

DateEventPrice

09/26/2026

Source: mls_logoBright MLS-NJ #MDCA2025332

Pending

$774,900

$269/sqft

06/27/2026

Source: mls_logoBright MLS-NJ #MDCA2025332

Price Decreased

$774,900 -8.82%

$269/sqft

05/27/2026

Source: mls_logoBright MLS-NJ #MDCA2025332

Price Decreased

$849,900 -5.46%

$296/sqft

04/15/2026

Source: mls_logoBright MLS-NJ #MDCA2025332

Price Increased

$899,000 +16.01%

$313/sqft

04/15/2026

Source: mls_logoBright MLS-NJ #MDCA2025332

Listed for Sale

$774,900

$269/sqft

Nearby Homes

Based on information from Bright MLS through Oct 11, 2026, 01:15PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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