529 Lee Circle, Annapolis, MD 21403Asking Price of: $2,650,000

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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.

Property Details

Address: 529 Lee Circle, Annapolis, MD 21403
Bedrooms: 6
Bathrooms: 5 full1 partial
Size: 5,918 square feet
Type: Contemporary,Cape Cod
Subdivision: HILLSMERE SHORES
Area: ANNAPOLIS
School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
MLS ID: MDAA2150742
Status: ACTIVE UNDER CONTRACT

Property School Information

School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Property Features

Garage: 1
Taxes: $13,077
Basement: Yes
Roof Type: Architectural Shingle,Metal
Exterior: Frame
Parking Notes: 10 Total Parking Spaces
Special View Info: Creek/Stream,Bay
Lot Size: 0.22 Acres
Lot Dimensions: 0.22 Acre(S)
Heating: Heat Pump(s)
Fuel Type: Electric
Cooling: Central A/C
Year Built: 1965
Fireplaces: 2
Water: Well
Sewer: Public Sewer
Stories: 3.0
HOA Fee: $25.00/Annually
Additional Structures: Above Grade,Below Grade
Location Description: Creek/Stream
Lot Description: Bulkheaded, Cul-de-sac, Front Yard, Rear Yard
Structure Type: Detached
Total Garage/Parking Spaces: 10
Parking Features: Asphalt Driveway,Gravel Driveway
Appliances: Built-In Range,Commercial Range,Disposal,Extra Refrigerator/Freezer,Microwave,Range Hood,Six Burner Stove,Stainless Steel Appliances,Washer - Front Loading,Water Conditioner - Owned
Basement: Fully Finished,Improved,Heated,Interior Access,Outside Entrance,Daylight, Full,Sump Pump,Windows
Lake Name: Duvall Creek
SQFT Total Finished: 5918
SQFT Above Finished: 4298
SQFT Below Finished: 1620
Exterior: Boat Storage,BBQ Grill,Roof Deck,Stone Retaining Walls,Underground Lawn Sprinkler
Interior: Wood Floors,Wine Storage,Water Treat System,Walk-in Closet(s),Upgraded Countertops,Sprinkler System,Sauna,Recessed Lighting,Primary Bedroom - Bay Front,Primary Bath(s),Pantry,Kitchen - Island,Kitchen - Gourmet,Kitchen - Eat-In,Floor Plan - Open,Family Room Off Kitchen,Exposed Beams,Entry Level Bedroom,Dining Area,Crown Moldings,Combination Kitchen/Living,Combination Kitchen/Dining,Combination Dining/Living,Ceiling Fan(s),Carpet,Butlers Pantry,Built-Ins,Bathroom - Walk-In Shower,Bathroom - Soaking Tub,Bathroom - Stall Shower,Bar,Attic
Fireplace: Gas/Propane,Stone,Brick,Mantel(s)
Flooring: Hardwood,Marble,Ceramic Tile,Luxury Vinyl Plank,Carpet,Heated
Waterfront: Private Dock Site,Boat/Launch Ramp - Private
Water Access: Boat - Powered,Canoe/Kayak
Utilities: Propane

Property information as of Tuesday, July 28, 2026 at 5:18 PM America/New_York

Listed By

Agency Name: Coldwell Banker Realty
Agency Phone: 4102638686

Shown By

Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Agency Phone: +18003833535

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