529 Lee Circle • Annapolis, MD 21403

$2,650,000 Beds: 6 • Baths: 4 full 1 partial • Sq. Feet: 5918 • MLS ID: MDAA2150742 • Subdivision: HILLSMERE SHORES • School Dist: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
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. View this listing at: http://jackiebarbieri.homesale.com/mls=MDAA2150742

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

School Information

  • School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Printed July 11, 2026


Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/11/2026. The listing information on this page last changed on 07/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 07/11/2026 12:00:59 AM EST) or Bright MLS (last updated Fri 07/10/2026 11:49:42 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility
Federal Housing Equal Opportunity Realtor
Corporate Office - 215 S Centerville Rd. Lancaster, PA 17603
James J Hafer - West Virginia Broker of Record

©2026 BHH Affiliates, LLC. An independently owned and operated franchisee of BHH Affiliates, LLC. Berkshire Hathaway HomeServices and the Berkshire Hathaway HomeServices symbol are registered service marks of Columbia Insurance Company, a Berkshire Hathaway affiliate. Equal Housing Opportunity.


Agent License Information:  

353 S. Main Street, Bel Air, MD 21014
410-697-8100