Annapolis Stunning Coastal Colonial Waterfront Retreat where every day feels like a vacation. Perfectly positioned on the tranquil waters of the Chesapeake Bay tributaries, this extraordinary waterfront residence at 529 Lee Circle offers an exceptional blend of sophisticated coastal design and effortless indoor-outdoor living. Privately nestled among mature trees, the home enjoys a peaceful setting with panoramic water views, a private pier, a boat house and a floating dock, creating the ultimate Annapolis waterfront retreat. The impressive rear elevation is designed to embrace the waterfront lifestyle, featuring expansive walls of glass that flood the interiors with natural light while framing picturesque water views from nearly every level. Multiple outdoor living spaces—including a spacious waterside deck, an upper-level balcony, and an expansive lawn leading to the 114 feet shoreline—provide the perfect backdrop for entertaining or relaxing while enjoying spectacular sunsets. The boat house with lift, private pier, and protected water dockage offer immediate access to boating, paddleboarding, kayaking, and all the Chesapeake Bay has to offer. Whether departing for a day on the water or enjoying quiet evenings along the shoreline, this property delivers an unmatched waterfront experience. Architecturally, the home combines classic coastal elegance with contemporary comfort. Soft gray siding, crisp white trim, multiple gables, and oversized windows create a timeless façade that complements its natural surroundings. The residence offers approximately 6,000 square feet of living space with two owners suite (one on the main level), generous entertaining areas, multiple fireplaces, and luxurious accommodations designed for both everyday living and grand-scale gatherings. The home was originally built in 1965. In 2016 it went through a complete, down-to-the-studs renovation and expansion to the creation of stunning luxurious waterfront home. Custom-Built by Architect Teresa Todd and Timberlake Homes into a 6-bedroom and 5.5-bathroom residence. Located within the sought-after Hillsmere Shores community, residents enjoy a coveted Annapolis lifestyle with access to a private beach, marina, community pool, playgrounds, and convenient proximity to Historic Downtown Annapolis, waterfront dining, yacht clubs, and the U.S. Naval Academy. This is more than a waterfront home—it is a private Chesapeake Bay sanctuary where luxury, recreation, and timeless coastal beauty come together in one exceptional offering.
Listed By
Agency Name: Coldwell Banker Realty
Agency Phone: 4102638686
Shown By
Agent Name: Jackie Barbieri
Agent Phone: Cell: (410) 804-2947
Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Estimated Payment
$ 7,760.42 per month $5,897.75 Principal & Interest $1,089.75 Property Tax $772.92 Homeowner's InsuranceIf the email address was found in our system, your password has been sent. Please check your inbox.
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Corporate Office - 215 S Centerville Rd. Lancaster, PA 17603
529 Lee Circle | MLS# MDAA2150742
This single family home located at 529 Lee Circle , Annapolis, MD 21403 is currently listed for sale with an asking price of $2,650,000. This property was built in 1965 and has 6 bedrooms and 4 full and 1 partial baths with 5918 sq. ft. Lee Circle is located in the HILLSMERE SHORES subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search HILLSMERE SHORES real estate on jackiebarbieri.homesale.com today.