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529 LEE CIRCLE, ANNAPOLIS, MD, 21403

$2,650,000

6 beds
4 full baths
1 half baths
5,918 sq. ft

529 LEE CIRCLE, ANNAPOLIS, MD, 21403
$2,650,000 Active Open House JUST LISTED New Construction

Beds 6
Baths 4.5
Sq. ft 5,918

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Active Open House JUST LISTED New Construction

Open House: 07/11 1:00pm to 3:00pm, 07/12 1:00pm to 3:00pm

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 﫧ade 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.

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Open Houses

Date	Start Time	End Time	Type	Url
07/11	1:00 pm	3:00 pm	Stunning Coastal Colonial Waterfront Retreat - Where every day feels like a vacation! First Open House Weekend! Do not miss this unique Annapolis waterfront in Hillsmere!	N/A
07/12	1:00 pm	3:00 pm	Stunning Coastal Colonial Waterfront Retreat - Where every day feels like a vacation! First Open House Weekend! Do not miss this unique Annapolis waterfront in Hillsmere!	N/A

Property Features

Year Built:
1965

Days on Market:
1

Listing ID:
MDAA2150742

Bathrooms:
4 full , 1 half

List Date:
July 10, 2026

Property Type:
Single Family Residential

Architecture Style:
Contemporary, Cape Cod

Subdivision:
HILLSMERE SHORES

County:
ANNE ARUNDEL

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

Total Taxes:
$13,077

Courtesy of Coldwell Banker Realty

This content was last updated on July 11, 2026 05:37

Name	Type	Level	Grades	Address
Annapolis High School	Public	High	9-12	2700 Riva Rd, Annapolis, MD 21401
District: Anne Arundel County Public Schools Grade Span: 9 - 12 Admission: Public Address: 2700 Riva Rd, Annapolis, MD 21401 Phone: 410-266-5240 Website: http://www.annapolishigh.org/ Teachers: 140 Students: 2075 Ratio: 15:1 Students/Teacher Gender: 47% Male / 52% Female Lunch: 51% Free / 11% Reduced Student/Teacher ratio Enrollment
Annapolis Middle School	Public	Middle	6-8	1399 Forest Dr, Annapolis, MD 21403
District: Anne Arundel County Public Schools Grade Span: 6 - 8 Admission: Public Address: 1399 Forest Dr, Annapolis, MD 21403 Phone: 410-267-8658 Website: http://www.aacps.org/aacps/anms/index.asp/ Teachers: 74 Students: 790 Ratio: 11:1 Students/Teacher Gender: 48% Male / 52% Female Lunch: 72% Free / 13% Reduced Student/Teacher ratio Enrollment
Hillsmere Elementary School	Public	Primary	EE-5	3052 Arundel on the Bay Rd, Annapolis, MD 21403
District: Anne Arundel County Public Schools Grade Span: EE - 5 Admission: Public Address: 3052 Arundel on the Bay Rd, Annapolis, MD 21403 Phone: 410-222-1622 Website: http://www.aacps.org/ Teachers: 32 Students: 402 Ratio: 12:1 Students/Teacher Gender: 53% Male / 47% Female Lunch: 37% Free / 3% Reduced Student/Teacher ratio Enrollment

Name	Type	Level	Grades	Address
Book of Life Academy	Private	Elementary	PK-5	913 Cedar Park Rd, Annapolis, MD 21401
Grade Span: PK - 5 Admission: Private Address: 913 Cedar Park Rd, Annapolis, MD 21401 Phone: 410-263-2600 Website: http://www.bookoflifeacademy.com/ Teachers: 10 Students: 58 Ratio: 6:1 Students/Teacher Gender: 47% Male / 53% Female Student/Teacher ratio Enrollment
Chesapeake Montessori School	Private	Elementary	PK-8	30 Old Mill Bottom Rd N, Annapolis, MD 21409
Grade Span: PK - 8 Admission: Private Address: 30 Old Mill Bottom Rd N, Annapolis, MD 21409 Phone: 410-757-4740 Teachers: 8 Students: 78 Ratio: 10:1 Students/Teacher Gender: 37% Male / 63% Female Student/Teacher ratio Enrollment
Key School	Private	Combined Elementary/Secondary	PK-12	534 Hillsmere Dr, Annapolis, MD 21403
Grade Span: PK - 12 Admission: Private Address: 534 Hillsmere Dr, Annapolis, MD 21403 Phone: 443-321-7833 Website: http://www.keyschool.org Teachers: 64 Students: 598 Ratio: 9:1 Students/Teacher Gender: 53% Male / 47% Female Student/Teacher ratio Enrollment
Montessori International Childrens House	Private	Elementary	PK-6	1641 Winchester Rd, Annapolis, MD 21409
Grade Span: PK - 6 Admission: Private Address: 1641 Winchester Rd, Annapolis, MD 21409 Phone: 410-757-7789 Website: http://www.montessoriinternational.org/ Teachers: 10 Students: 75 Ratio: 8:1 Students/Teacher Gender: 47% Male / 53% Female Student/Teacher ratio Enrollment
Naval Academy Primary School	Private	Elementary	PK-5	74 Greenbury Point Rd, Annapolis, MD 21402
Grade Span: PK - 5 Admission: Private Address: 74 Greenbury Point Rd, Annapolis, MD 21402 Phone: 410-757-3090 Website: http://www.napschool.com/ Teachers: 24 Students: 195 Ratio: 8:1 Students/Teacher Gender: 51% Male / 49% Female Student/Teacher ratio Enrollment
Pathways School--Anne Arundel	Private	Secondary	7-12	1819 Bay Ridge Ave Ste 340, Annapolis, MD 21403
Grade Span: 7 - 12 Admission: Private Address: 1819 Bay Ridge Ave Ste 340, Annapolis, MD 21403 Phone: 301-649-0778 Teachers: 4 Students: 30 Ratio: 7:1 Students/Teacher Gender: 53% Male / 47% Female Student/Teacher ratio Enrollment
St Annes School of Annapolis	Private	Elementary	PK-8	3112 Arundel on the Bay Rd, Annapolis, MD 21403
Grade Span: PK - 8 Admission: Private Address: 3112 Arundel on the Bay Rd, Annapolis, MD 21403 Phone: 410-263-8650 Website: http://st.annesschool.org/ Teachers: 20 Students: 234 Ratio: 12:1 Students/Teacher Gender: 66% Male / 34% Female Student/Teacher ratio Enrollment
St Margaret's Day School	Private	Elementary	PK-KG	1605 Pleasant Plains Rd, Annapolis, MD 21409
Grade Span: PK - KG Admission: Private Address: 1605 Pleasant Plains Rd, Annapolis, MD 21409 Phone: 410-757-2333 Website: http://www.st-margarets.org/ Teachers: 2 Students: 33 Ratio: 17:1 Students/Teacher Gender: 48% Male / 52% Female Student/Teacher ratio Enrollment
St Martins Lutheran Church School	Private	Elementary	PK-8	1120 Spa Rd, Annapolis, MD 21403
Grade Span: PK - 8 Admission: Private Address: 1120 Spa Rd, Annapolis, MD 21403 Phone: 410-269-1955 Teachers: 16 Students: 118 Ratio: 7:1 Students/Teacher Gender: 55% Male / 45% Female Student/Teacher ratio Enrollment
St Marys High School	Private	Secondary	9-12	113 Duke of Gloucester St, Annapolis, MD 21401
Grade Span: 9 - 12 Admission: Private Address: 113 Duke of Gloucester St, Annapolis, MD 21401 Phone: 410-263-3294 Website: http://www.stmarysannapolis.org/ Teachers: 34 Students: 496 Ratio: 15:1 Students/Teacher Gender: 54% Male / 46% Female Student/Teacher ratio Enrollment
The Harbour School at Annapolis	Private	Combined Elementary/Secondary	1-12	1277 Green Holly Dr, Annapolis, MD 21409
Grade Span: 1 - 12 Admission: Private Address: 1277 Green Holly Dr, Annapolis, MD 21409 Phone: 410-974-4248 Website: http://harbourschool.org Teachers: 26 Students: 184 Ratio: 7:1 Students/Teacher Gender: 57% Male / 43% Female Student/Teacher ratio Enrollment
Weems Creek Nursery School & Kindergarten	Private	Combined Elementary/Secondary	PK-PK	238 Kirkley Rd, Annapolis, MD 21401
Grade Span: PK - PK Admission: Private Address: 238 Kirkley Rd, Annapolis, MD 21401 Phone: 410-266-5522 Teachers: 1 Students: 16 Ratio: 16:1 Students/Teacher Gender: 44% Male / 56% Female Student/Teacher ratio Enrollment

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529 LEE CIRCLE, ANNAPOLIS, MD, 21403

$2,650,000

529 LEE CIRCLE, ANNAPOLIS, MD, 21403$2,650,000 Active Open House JUST LISTED New Construction

Open House: 07/11 1:00pm to 3:00pm, 07/12 1:00pm to 3:00pm

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Open Houses

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529 LEE CIRCLE, ANNAPOLIS, MD, 21403
$2,650,000 Active Open House JUST LISTED New Construction