3733 THOMAS POINT RD, Annapolis, MD 21403

• 5 beds |
• 5 baths |
• 5,082 sqft

Property Description

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!

Listing Status:

Active

Date Added:

June 13, 2026

Data Last Updated:

June 22, 2026 at 1:16AM

Listing Office:

TTR Sotheby's International Realty : 4102805600

Listing Agent:

Bradley R Kappel : 4102799476

MLS ID:

MDAA2148158

Interior

• General: Additional StairwayBarBathroom - Soaking TubBathroom - Walk-In ShowerBreakfast AreaBuilt-InsCeiling Fan(s)Combination Dining/LivingCombination Kitchen/DiningCombination Kitchen/LivingDining AreaEntry Level BedroomFamily Room Off KitchenFloor Plan - OpenKitchen - Eat-InKitchen - GourmetKitchen - IslandKitchen - Table SpacePantryPrimary Bath(s)Recessed LightingUpgraded CountertopsWalk-in Closet(s)Water Treat SystemWet/Dry BarWindow TreatmentsWine StorageWood Floors
• Appliances: Built-In MicrowaveCooktopDishwasherDryerExhaust FanExtra Refrigerator/FreezerOven - WallOven - DoubleRefrigeratorStainless Steel AppliancesWasherWater Conditioner - OwnedWater Heater - Tankless
• Laundry: Upper Floor
• Flooring: HardwoodCeramic tile
• A/C: Ceiling Fan(s)Central A/CProgrammable Thermostat
• Heating: Forced AirHeat Pump - Gas BackUpProgrammable ThermostatPropane - Leased
• Fireplace: FireplaceFireplaces: 1
• Disability Feature: None

Exterior

• General: Extensive HardscapeExterior LightingAbove GradeBelow Grade
• Style: CoastalColonial
• Other Structures: PorchPatio

Construction

• General: HardiPlank TypeVinyl Siding2Crawl Space

Location

• Originating MLS: BRIGHT_MAIN
• School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
• County: ANNE ARUNDEL-MD

Lot

• Zoning: R2020257002988150
• View: Creek/StreamBayPanoramicScenic VistaWater
• Waterfront: 93

Utilities

• Water: Well
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN