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For sale
  • Price cut: $25.1K (6/29)
    $749,900

    8076 Windward Key Dr, Chesapeake Beach, MD 20732

    4beds
    2,950sqft
    : 
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    Townhouse
    Built in 1989
    1,628 Square Feet Lot
    $743,400 Zestimate®
    $254/sqft
    $410/mo HOA

    What's special

    Cozy gas fireplacePrivate beachCoastal settingVaulted ceilingsOpen airy feelWater viewsDining area
    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.
    73 days
    |
    467
    |
    18
    |

    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#: MDCA2026440MLS Logo

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      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

        $743,400

        $706,000 - $781,000

        $3,600/mo

        Price history

        DateEventPrice
        6/29/2026Price change$749,900-3.2%$254/sqft
        Source: Bright MLS #MDCA2026440 Report a problem
        6/11/2026Price change$775,000-6%$263/sqft
        Source: Bright MLS #MDCA2026440 Report a problem
        4/29/2026Listed for sale$824,900+65%$280/sqft
        Source: Bright MLS #MDCA2026440 Report a problem
        5/3/2013Listing removed$2,500$1/sqft
        Source: RE/MAX 100 #CA8054542 Report a problem
        4/15/2013Listed for rent$2,500$1/sqft
        Source: RE/MAX 100 #CA8054542 Report a problem
        10/18/2005Sold$500,000$169/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax 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.
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 20732

        Getting around

        56 / 100
        Somewhat Walkable
        47 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        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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