3733 Thomas Point Road • Annapolis, MD 21403

$2,980,000 Beds: 5 • Baths: 4 full 1 partial • Sq. Feet: 5082 • MLS ID: MDAA2148158 • Subdivision: OAKWOOD • School Dist: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
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! View this listing at: http://gundackergroup.com/mls=MDAA2148158

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

School Information

  • School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Printed June 12, 2026


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Agent License Information: 
The Gundacker Group

Licensed in Maryland, Pennsylvania, & West Virginia: Kimberley Gundacker

Licensed in Maryland: Sherry Davis 

11949 Robinwood Drive #100, Hagerstown, MD 21742
301-745-1620