3733 Thomas Point Rd, Annapolis, MD 21403
Local realty services provided by:CENTURY 21 Advantage Gold
3733 Thomas Point Rd,Annapolis, MD 21403
$2,685,000
- 5 Beds
- 5 Baths
- 5,082 sq. ft.
- Single family
- Active
Listed by: bradley r kappel
Office: ttr sotheby's international realty
MLS#:MDAA2148158
Source:BRIGHTMLS
Price summary
- Price:$2,685,000
- Price per sq. ft.:$528.34
About this home

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!...
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Home facts
- Year built:2005
- Listing ID #:MDAA2148158
- Added:46 day(s) ago
- Updated:July 28, 2026 at 01:57 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Flooring:Ceramic Tile, Hardwood
- Dining Description:Combination Dining/Living, Combination Kitchen/Dining, Dining Area
- Bathrooms Description:Primary Bath(s)
- Kitchen Description:Breakfast Area, Built-In Microwave, Built-Ins, Combination Kitchen/Living, Cooktop, Dishwasher, Exhaust Fan, Extra Refrigerator/Freezer, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Oven - Double, Oven - Wall, Pantry, Recessed Lighting, Refrigerator, Stainless Steel Appliances, Upgraded Countertops, Water Heater - Tankless, Wet/Dry Bar, Wine Storage
- Bedroom Description:Entry Level Bedroom, Walk In Closet(s)
- Living area:5,082 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C, Programmable Thermostat
- Heating:Forced Air, Heat Pump - Gas BackUp, Programmable Thermostat, Propane - Leased
Structure and exterior
- Year built:2005
- Building area:5,082 sq. ft.
- Lot area:0.29 Acres
- Lot Features:Front Yard, Landscaping, Level, No Thru Street, Premium, Rear Yard
- Architectural Style:Coastal, Colonial
- Construction Materials:HardiPlank Type, Vinyl Siding
- Exterior Features:Extensive Hardscape, Exterior Lighting, Patio(s), Porch(es)
- Foundation Description:Crawl Space
- Levels:2 Stories
Utilities
- Water:Well
- Sewer:Public Sewer
Finances and disclosures
- Price:$2,685,000
- Price per sq. ft.:$528.34
- Tax amount:$21,277 (2025)
Features and amenities
- Laundry features:Dryer, Washer
- Amenities:Bar, Built-Ins, Carbon Monoxide Detector(s), Ceiling Fan(s), Recessed Lighting, Smoke Detector, Water Treat System, Wet/Dry Bar, Window Treatments
Parking
- Parking description:Additional Storage Area, Attached Garage, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
- Garage:Yes
- Garage spaces:2
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