Chesapeake Harbour - Annapolis, MD

Quick Facts

Price Range
Mid $400s - Mid $1Ms
Home Types
Attached, Condos
Number of Homes
New / Resale
Resale Homes Only
Age Restrictions
Construction Dates
1985 - 1998
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Chesapeake Harbour Overview

Chesapeake Harbour is an active lifestyle community in Annapolis, Maryland, situated on the Chesapeake Bay. The four villages that make up this gated community provide residents with a secure and low-maintenance lifestyle. Homeowners also have access to multiple amenities, such as a deep-water marina with private boat slips. Residents are also just minutes away from local necessities and interesting attractions, including Historic Annapolis as well as big-city amenities found in Baltimore.

Homebuyers looking for waterfront homes for sale in Annapolis, MD will enjoy all Chesapeake Harbour has to offer.

Chesapeake Harbour Amenities 

Residents of Chesapeake Harbour have access to multiple outdoor amenities including pools, patios, tennis courts, a community park, and walking trails. Homeowners who enjoy boating can also take advantage of a private deep-water marina with easy access to the Chesapeake Bay.

Members of the community enjoy a low-maintenance lifestyle thanks to a homeowners’ association that takes care of common area maintenance and security. With more free time, homeowners can spend time with family or discover new hobbies with neighbors.

Chesapeake Harbour Homes & Real Estate

Chesapeake Harbour was developed from 1985 to 1998 and has a total of 378 condos and attached homes divided into four villages.

First Village condominiums range from 1,003 to 1,748 square feet. Condos have one to two bedrooms and one to two bathrooms. Features in some units include an open floor plan, walk-in closets, granite countertops, and vaulted ceilings. Some units may also include upgrades, such as loft space.

Second Village condos offer 1,023 to 1,769 square feet. These units have one to two bedrooms and two bathrooms. Some condo units feature an open floor plan, loft, and deck. Some homes may also include hardwood flooring and a fireplace.

Attached homes in Townhome Village range from 1,230 to 3,136 square feet. These homes have two to three bedrooms, one to five bathrooms, and an attached two-car garage. Some homes may include an open floor plan, updated appliances, hardwood flooring, and custom cabinetry.

Harbour Marina Village features attached homes that range from 1,830 to 2,321 square feet. These homes have two to three bedrooms, two to three bathrooms, and an attached two-car garage. Homes may feature an open floor plan, plenty of natural lighting, hardwood flooring, and high ceilings. Some homes may include custom features like a gas fireplace and a balcony overlooking the marina.

Surrounding Area

Chesapeake Harbour is in Annapolis, placing residents a short trip away from daily needs and fun activities.

Residents are also near grocery stores, such as Safeway, Whole Foods, Target, and Trader Joe’s. Pharmacy needs can be met at CVS and Walgreens. 

Chesapeake Harbour is also close to multiple healthcare providers, such as Anne Arundel Medical Center, The Johns Hopkins Hospital, MedStar Southern Maryland Hospital Center, and Howard University Hospital.

Homeowners in search of entertainment or dining options can travel down West Street to find multiple restaurants, bars, and shops. There are also a variety of attractions in the area, including Annapolis Maritime Museum & Park, The Smithsonian, the National Aquarium, The Modell Lyric, and the Banneker-Douglass Museum.

Members of the community who want to explore the outdoors can find plenty of opportunities in the area. Chesapeake Harbour is close to multiple parks and greenspaces, including Quiet Waters Park, Truxtun Park, Thomas Point Park, and Piney Orchard Nature Preserve. Golfers also have their choice of courses to play nearby, such as Rolling Road Golf Club, Chartwell Golf & Country Club, Queenstown Harbour Golf, and The Golf Club at South River.

Those interested in visiting nearby metropolitan areas are in luck. Chesapeake Harbour is a 40-minute drive to Baltimore and just under an hour’s drive to Washington D.C, providing easy access to everything these cities have to offer. For longer trips, Baltimore/Washington International Thurgood Marshall Airport is about 40 minutes away.

Chesapeake Harbour Homes for Sale

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    Chesapeake Harbour Models


    Showing 2 Models with area.floorplan.default_home_size_filter_label for All Collections

    Standard First Village Model - First Village Condominiums

    Standard Second Village Model - Second Village Condominiums

    Chesapeake Harbour Amenities

    Amenities at Chesapeake Harbour include:

    • Outdoor Pools
    • Outdoor Patios
    • Tennis Courts
    • Marina
    • Walking Paths
    • Parks & Natural Space

    Chesapeake Harbour Clubs, Groups, Activities & Classes

    There are plenty of activities available in Chesapeake Harbour. Here is a sample of some of the clubs, activities and classes offered here.

    • Boating
    • Tennis

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