$2,650,000

Sold | Aug 24, 2026 - $2,615,000

529 Lee Cir, Annapolis, MD, 21403

6

Beds

6

Baths

5,918

Square feet

0.22

Acres

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.

Listing Details

OfficeColdwell Banker Realty
Contact Info4102638686

Facts & Features

MLS® # MDAA2150742
Price $2,650,000
Bedrooms 6
Bathrooms 6.00
Full Baths 5
Half Baths 1
Square Footage 5,918
Acres 0.22
Year Built 1965
Type Residential
Sub-Type Detached
Style Contemporary, Cape Cod
Status Closed

Community Information

Address 529 Lee Cir
Subdivision HILLSMERE SHORES
City Annapolis
County ANNE ARUNDEL-MD
State MD
Zip Code 21403
Senior Community No

Amenities

Amenities 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, Exposed Beams, Entry Level Bedroom, Crown Moldings, Ceiling Fan(s), Carpet, Butlers Pantry, Built-Ins, Bathroom - Walk-In Shower, Bathroom - Soaking Tub, Bathroom - Stall Shower, Bar, Attic
Utilities Propane
Parking Asphalt Driveway, Gravel Driveway
# of Garages 1
Garages Garage - Rear Entry, Basement Garage, Additional Storage Area, Inside Access
View Creek/Stream, Bay
Is Waterfront Yes
Waterfront Creek/Stream
Has Pool Yes

Interior

Interior Features Floor Plan - Open
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
Heating Heat Pump(s)
Cooling Central A/C
Fireplace Yes
# of Fireplaces 2
Fireplaces Gas/Propane, Stone, Brick, Mantel(s)
Stories 3

Exterior

Exterior Frame
Exterior Features Boat Storage,BBQ Grill,Roof Deck,Stone Retaining Walls,Underground Lawn Sprinkler,Porch(es),Patio(s),Deck(s)
Lot Description Bulkheaded, Cul-de-sac, Front Yard, Rear Yard
Roof Architectural Shingle, Metal
Construction Frame
Foundation Concrete Perimeter
Other Structures 10000001172,10000001174

School Information

District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed July 10th, 2026
Days on Market 5
Zoning R2
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?