Change Real Estate Presents:

529 Lee Circle
Annapolis MD 21403

For Sale: $2,650,000.00 Active

List Date: 2026-07-10

Annapolis
6 bedrooms
5 bathrooms
5,918 build ft2
9,800 land ft2

About This Property

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 Agent: Ani Gonzalez-Brunet. Coldwell Banker Realty 443-714-5303 ani.gonzalez-brunet@cbmove.com

Virtual Tours / Videos

https://media.recreativevisual.com/529-Lee-Cir/idx

Property Features

Location Information
County:
Subdivision: HILLSMERE SHORES
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Interior Features
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
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
Laundry:
Furnished: None
Flooring: Hardwood, Marble, CeramicTile, Luxury Vinyl Plank, Carpet, Heated
Water: Well
Cooling: Central A/C
Heating: Heat Pump(s)
Fireplaces: 2
Windows:
Utilities: Propane
Sewer: Public Sewer
Exterior Features
Year Built: 1965
Legal Subdivision: Hillsmere Estates
Subdivision Name: Hillsmere Shores
Private Spa: Yes
Spa Features: Private, Indoor
Exterior Features: Boat Storage, BBQ Grill, Roof Deck, Stone Retaining Walls, Underground Lawn Sprinkler
Parking: Asphalt Driveway, Gravel Driveway
Garage Spaces: 1.0
Association Fee: $25.00 (Annually)
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Ani Gonzalez-Brunet. Coldwell Banker Realty 443-714-5303 ani.gonzalez-brunet@cbmove.com

Property Photos [Click to enlarge]

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