3733 Thomas Point Road, Annapolis, MD 21403Asking Price of: $2,980,000

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Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!

Property Details

Address: 3733 Thomas Point Road, Annapolis, MD 21403
Bedrooms: 5
Bathrooms: 4 full1 partial
Size: 5,082 square feet
Type: Coastal,Colonial
Subdivision: OAKWOOD
Area: ANNAPOLIS
School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
MLS ID: MDAA2148158
Status: ACTIVE

Property School Information

School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Property Features

Garage: 2
Taxes: $21,277
Exterior: HardiPlank Type,Vinyl Siding
Parking Notes: 6 Total Parking Spaces
Special View Info: Creek/Stream,Bay,Panoramic,Scenic Vista,Water
Lot Size: 0.29 Acres
Lot Dimensions: 0.29 Acre(S)
Heating: Forced Air,Heat Pump - Gas BackUp,Programmable The
Fuel Type: Propane - Leased
Cooling: Ceiling Fan(s),Central A/C,Programmable Thermostat
Year Built: 2005
Fireplaces: 1
Water: Well
Sewer: Public Sewer
Stories: 2.0
Additional Structures: Above Grade,Below Grade
Lot Description: Front Yard, Landscaping, Level, No Thru Street, Premium, Rear Yard
Structure Type: Detached
Total Garage/Parking Spaces: 6
Appliances: Built-In Microwave,Cooktop,Dishwasher,Dryer,Exhaust Fan,Extra Refrigerator/Freezer,Oven - Wall,Oven - Double,Refrigerator,Stainless Steel Appliances,Washer,Water Conditioner - Owned,Water Heater - Tankless
Lake Name: Fishing Creek/Chesapeake Bay
SQFT Total Finished: 5082
SQFT Above Finished: 5082
Exterior: Extensive Hardscape,Exterior Lighting
Interior: Additional Stairway,Bar,Bathroom - Soaking Tub,Bathroom - Walk-In Shower,Breakfast Area,Built-Ins,Ceiling Fan(s),Combination Dining/Living,Combination Kitchen/Dining,Combination Kitchen/Living,Dining Area,Entry Level Bedroom,Family Room Off Kitchen,Floor Plan - Open,Kitchen - Eat-In,Kitchen - Gourmet,Kitchen - Island,Kitchen - Table Space,Pantry,Primary Bath(s),Recessed Lighting,Upgraded Countertops,Walk-in Closet(s),Water Treat System,Wet/Dry Bar,Window Treatments,Wine Storage,Wood Floors
Flooring: Hardwood,Ceramic Tile
Waterfront: Private Dock Site
Water Access: Boat - Powered,Canoe/Kayak,Fishing Allowed,Personal Watercraft (PWC),Private Access,Sail,Swimming Allowed,Waterski/Wakeboard

Property information as of Friday, June 12, 2026 at 5:26 PM America/New_York

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 4102805600

Shown By

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

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