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Under contract
  • $1,495,000

    2144 Chesapeake Harbour Dr, Annapolis, MD 21403

    3beds
    2,016sqft
    : 
    $10,642/mo
    Get pre-qualified
    Townhouse
    Built in 1985
    -- sqft lot
    $1,492,100 Zestimate®
    $742/sqft
    $1,022/mo HOA

    What's special

    Private beachDesigner finishes throughoutCustom stair railingsWalk-in closetBeautifully renovated bathroomsBeautifully updated kitchenBreathtaking views
    Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeake Harbour Marina and with Chesapeake Bay views, this move-in-ready home combines luxurious updates with an exceptional waterfront lifestyle. The main level features a beautifully updated kitchen with marble countertops, stainless steel appliances, upgraded finishes and even a serene view of the Bay. The kitchen flows seamlessly into the dining area and spacious living room, where an electric fireplace creates a warm and inviting atmosphere. Sliding doors lead to a private deck overlooking the marina, providing the perfect place to enjoy your morning coffee or unwind at sunset. A convenient half bathroom completes this level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully renovated private bathroom with a walk-in shower. A second bedroom, a fully updated hall bathroom, and an upper-level laundry area complete this floor. The top level features a private third bedroom with separate aircon unit, creating an ideal space for guests, a home office, or whatever best fits your needs. The walkout lower level provides even more flexible living space with a cozy family room featuring a wood-burning fireplace and access to a private patio with marina views. There is also a wet-bar with wine cooler, making this room perfect for entertaining. The attached garage has been enhanced with custom epoxy flooring and built-in storage cabinets, creating a polished and functional space. Nearly every inch of this home has been thoughtfully updated in recent years, including new Marvin windows and sliding doors, custom window coverings, luxury vinyl plank flooring, custom stair railings, marble kitchen countertops, beautifully renovated bathrooms, new lighting fixtures, and a new LG washer and dryer. The roof was replaced in 2025, and the community is completing fresh exterior painting this year, adding even more value and curb appeal. Chesapeake Harbour offers an unmatched amenity package, including an outdoor pool with water views, tennis and pickleball courts, a private beach, and beautifully maintained common grounds. Residents also enjoy plenty of parking for both owners and guests. Just moments away, you'll find local favorites such as Beacon Waterfront Galley & Bar, the Annapolis Maritime Museum, Black Market Bakers, nearby parks, shopping, dining, and easy commuter access. If you've been dreaming of a low-maintenance waterfront lifestyle with breathtaking views, resort-style amenities, and designer finishes throughout, this exceptional home is one you won't want to miss. Schedule your private tour today!
    20 days
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    293
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    9
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    Zillow last checked:

    Listing updated:

    Listed by:

    Tony Fulco 443-477-9227,

    One Percent Lists Mid-Atlantic 4439871402

    Source: Bright MLS,MLS#: MDAA2151304MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      • Main level bathrooms: 1
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Laundry, Bathroom 2, Bathroom 3, Primary Bathroom, Half Bath
      Primary bedroom
      • Level: Upper
      Bedroom 2
      • Level: Upper
      Bedroom 3
      • Level: Upper
      Primary bathroom
      • Level: Upper
      Bathroom 2
      • Level: Upper
      Bathroom 3
      • Level: Lower
      Dining room
      • Level: Main
      Family room
      • Level: Lower
      Half bath
      • Level: Main
      Kitchen
      • Level: Main
      Laundry
      • Level: Upper
      Living room
      • Level: Main
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Dishwasher, Microwave, Cooktop, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Dryer, Electric Water Heater
      • Laundry: Upper Level, Laundry Room
      Features
      • Crown Molding, Dining Area, Open Floorplan, Kitchen - Gourmet, Upgraded Countertops, Recessed Lighting, Chair Railings, Ceiling Fan(s), Bathroom - Walk-In Shower, Primary Bath(s), Walk-In Closet(s)
      • Flooring: Luxury Vinyl, Ceramic Tile
      • Doors: Sliding Glass
      • Has basement: No
      • Number of fireplaces: 2
      • Fireplace features: Electric, Wood Burning
      Interior area
      • Total structure area: 2,016
      • Total interior livable area: 2,016 sqft
      • Finished area above ground: 2,016
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Garage Faces Front, Garage Door Opener, Paved, Attached, Driveway
      • Attached garage spaces: 1
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Four
      • Stories: 4
      • Exterior features: Street Lights, Lighting
      • Pool features: Community
      • Has view: Yes
      • View description: Water, Marina, Bay
      • Has water view: Yes
      • Water view: Water,Marina,Bay
      • Waterfront features: Canoe/Kayak, Bay
      • Body of water: Chesapeake Bay
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 020290190046873
      • Zoning: R15
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: Townhouse
      • Architectural style: Contemporary
      • Property subtype: Townhouse
      Materials
      • Wood Siding
      • Foundation: Permanent
      Condition
      • Excellent
      • New construction: No
      • Year built: 1985

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Pool
      • Security: Smoke Detector(s)
      • Condo and coop fee: $1,921 quarterly
      • Subdivision: Chesapeake Harbour
      HOA
      • Has HOA: Yes
      • Amenities included: Beach Access, Common Grounds, Gated, Jogging Path, Meeting Room, Pool, Security, Tennis Court(s), Water/Lake Privileges
      • Services included: Common Area Maintenance, Maintenance Structure, Insurance, Maintenance Grounds, Management, Pool(s), Reserve Funds, Security, Snow Removal, Trash
      • HOA fee: $1,147 quarterly
      Location
      • Region: Annapolis

      Financial & listing details

      • Price per square foot: $742/sqft
      • Tax assessed value: $891,500
      • Annual tax amount: $8,851
      • Date on market: 7/17/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,VA Loan
      • Ownership: Condominium

        Estimated market value

        $1,492,100

        $1.42M - $1.57M

        $3,464/mo

        Price history

        DateEventPrice
        7/20/2026Contingent$1,495,000$742/sqft
        Source: Bright MLS #MDAA2151304 Report a problem
        7/17/2026Listed for sale$1,495,000+17.3%$742/sqft
        Source: Bright MLS #MDAA2151304 Report a problem
        6/1/2022Sold$1,275,000+8.5%$632/sqft
        Source: Bright MLS #MDAA2028930 Report a problem
        5/21/2022Pending sale$1,175,000$583/sqft
        Source: Bright MLS #MDAA2028930 Report a problem
        4/11/2022Contingent$1,175,000$583/sqft
        Source: Bright MLS #MDAA2028930 Report a problem
        4/7/2022Listed for sale$1,175,000$583/sqft
        Source: Bright MLS #MDAA2028930 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 21403

        Getting around

        13 / 100
        Car-Dependent
        12 / 100
        Minimal Transit
        39 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Georgetown East
        • Middle: Annapolis
        • High: Annapolis
        • District: Anne Arundel 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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