$2,685,000

3733 Thomas Point Rd, Annapolis, MD, 21403

5

Beds

Baths

5,082

Square feet

0.29

Acres

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 Details

OfficeTTR Sotheby's International Realty
Contact Info(410) 280-5600

Facts & Features

MLS® # MDAA2148158
Price $2,685,000
Bedrooms 5
Bathrooms 4.50
Full Baths 4
Half Baths 1
Square Footage 5,082
Acres 0.29
Year Built 2005
Type Residential
Sub-Type Detached
Style Coastal, Colonial
Status Active

Community Information

Address 3733 Thomas Point Rd
Subdivision OAKWOOD
City Annapolis
County ANNE ARUNDEL-MD
State MD
Zip Code 21403
Senior Community No

Amenities

Amenities Additional Stairway, Bar, Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Built-Ins, Ceiling Fan(s), Entry Level Bedroom, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wet/Dry Bar, Window Treatments, Wine Storage, Wood Floors
# of Garages 2
Garages Additional Storage Area, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
View Creek/Stream, Bay, Panoramic, Scenic Vista, Water
Is Waterfront Yes
Waterfront Creek/Stream

Interior

Interior Features Floor Plan - Open
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
Heating Forced Air, Heat Pump - Gas BackUp, Programmable Thermostat
Cooling Ceiling Fan(s), Central A/C, Programmable Thermostat
Fireplace Yes
# of Fireplaces 1
Stories 2

Exterior

Exterior HardiPlank Type, Vinyl Siding
Exterior Features Extensive Hardscape,Exterior Lighting,Porch(es),Patio(s)
Lot Description Front Yard, Landscaping, Level, No Thru Street, Premium, Rear Yard
Construction HardiPlank Type, Vinyl Siding
Foundation Crawl Space
Other Structures 10000001172,10000001174

School Information

District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed June 11th, 2026
Days on Market 83
Zoning R2
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Map

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