3733 Thomas Point Road, ANNAPOLIS, MD 21403 (MLS # MDAA2148158)

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PRICE $2,980,000 dsIDX morgage calculator
BEDS 5
BATHS 5
HOME SIZE 5,082 sqft
LOT SIZE 12,633 sqft

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

SCHOOLS
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
   

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Listing provided by TTR Sotheby's International Realty
Listing information is deemed reliable, but not guaranteed.

This IDX solution is (c) Diverse Solutions 2026.