3733 Thomas Point Road, ANNAPOLIS, MD 21403 (MLS # MDAA2148158)
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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 jetted 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 have 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!
| DAYS ON MARKET | 0 | LAST UPDATED | 6/11/2026 |
|---|---|---|---|
| TRACT | OAKWOOD | YEAR BUILT | 2005 |
| GARAGE SPACES | 2.0 | COUNTY | ANNE ARUNDEL |
| STATUS | Active | PROPERTY TYPE(S) | Single Family |
| School District | ANNE ARUNDEL COUNTY PUBLIC SCHOOLS |
|---|
| ADDITIONAL DETAILS | |
| AIR | Ceiling Fan(s), Central Air, Electric |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Gas Water Heater, Microwave, Tankless Water Heater, Water Purifier |
| BASEMENT | Crawl Space |
| CONSTRUCTION | HardiPlank Type, Vinyl Siding |
| EXTERIOR | Lighting |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Exhaust Fan, Forced Air, Heat Pump, Propane |
| INTERIOR | Bar, Built-in Features, Ceiling Fan(s), Eat-in Kitchen, High Ceilings, Kitchen Island, Open Floorplan, Pantry, Recessed Lighting, Vaulted Ceiling(s), Walk-in Closet(s) |
| LOT | 0.29 acre(s) |
| LOT DESCRIPTION | Back Yard, Front Yard, Level, Waterfront |
| PARKING | Oversized, Garage Door Opener, Garage, Driveway, Inside Entrance, Attached |
| POOL DESCRIPTION | None |
| SEWER | Public Sewer |
| STORIES | 2 |
| STYLE | Coastal, Colonial |
| SUBDIVISION | OAKWOOD |
| TAXES | 21277 |
| VIEW | Yes |
| VIEW DESCRIPTION | Water, Creek/Stream, Bay, Panoramic, Scenic |
| WATER | Well |
| WATER ACCESS | Fishing Creek/Chesapeake Bay |
| WATERFRONT | Yes |
| WATERFRONT DESCRIPTION | Waterfront |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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