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3733 THOMAS POINT ROAD, Annapolis, MD 21403

 (Sold on )

$2,685,000

  • Open House
  • New Listing
  • Price Reduced$295,000
  • Active
-1 More Schedule
Source MLS Verified
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  • 5 BedroomBeds
  • 5 BathroomBaths
  • 5,082Sqft
  • 0Acres
  • Single FamilyType
  • MDAA2148158MLS#
-1 More Schedule

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!

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Property Details 3733 THOMAS POINT ROAD, ANNAPOLIS, MD 21403

Facts & Features

  • MLS #: MDAA2148158
  • Status: Active
  • Date Listed: 06/11/2026
  • Type: Single Family
  • Year Built: 2005
  • Style: Coastal, Colonial
  • Price: $2,685,000
  • Acres: 0.29
  • County: Anne Arundel
  • Subdivision: Oakwood
  • Bedrooms: 5
  • Bathrooms: 5
  • Full Baths: 4
  • Half Baths: 1
  • Total SqFt: 5,082

Amenities

  • # of Garages: 2
  • View: Creek/Stream, Bay, Panoramic, Scenic Vista, Water
  • Waterfront: Yes
  • Waterfront Type: Well

Interior

  • Interior Features: Additional Stairway, Bar, Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wet/Dry Bar, Window Treatments, Wine Storage, Wood Floors
  • Flooring: Hardwood, CeramicTile
  • 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
  • Fireplaces Total: 1

Exterior

  • Exterior Features: Extensive Hardscape, Exterior Lighting
  • Lot Description: Front Yard, Landscaping, Level, No Thru Street, Premium, Rear Yard
  • Construction: HardiPlank Type, Vinyl Siding

Schools

  • School District: Anne Arundel County Public Schools

Additional Information

  • Zoning: R2

Tax Information

  • Tax: $21,277

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