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3733 Thomas Point Rd , Annapolis, MD 21403
$2,495,000
Est. Payment: $13,279.44/mo
5 Bed
5 Bath
5082 Sqft
0.29 Acres
Status: active | Days on site: 142
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TTRS9 - 3022116
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House 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!

Highlights

Listed by Bradley R Kappel , 4102799476 TTR Sotheby's International Realty , 4102805600. Bright MLS

Property Type

Residential

Lot/Acreage
0.29

Year Built

2005

County

Anne Arundel

Neighborhood

Oakwood

School District

Anne Arundel County Public Schools

Listing ID

MDAA2148158

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:5
  • ▪ Bathrooms:5
  • ▪ Full Bathrooms:4
  • ▪ 1/2 Bathrooms:1
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
Air Cond:Ceiling Fan(s),Central A/C,Programmable Thermostat
Fireplaces:1 Fireplace
Floor:Hardwood,Ceramic Tile
Above Ground Sq Ft:5082
Other:
  • ▪ Main Floor Bedrooms:1
  • ▪ Additional: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
Water:Well

Exterior Features

Lot:Front Yard,Landscaping,Level,No Thru Street,Premium,Rear Yard,Not New Construction,Horse Property: No,Waterfront
Garage Capacity:6
Zoning:R2
Others:
  • ▪ Additional:Extensive Hardscape, Exterior Lighting
Sewer:Public Sewer
Parking Features:Additional Storage Area,Garage - Side Entry,Garage Door Opener,Inside Access,Oversized,Attached Garage,Driveway,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces
Principal Interest
$13,279
Taxes
$1,773

Home Price

$2,495,000

Loan Details

30 yrs
7%

Down Payment

20%
$499,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$13,279.44

Principal

Taxes

Principal Taxes HOA Total
Monthly $13,279.44 $1,773.08 $0.00 $15,052.52
Yearly $159,353.25 $21,277.00 $0.00 $180,630.25
Total $4,780,597.61 $638,310.00 $0.00 $5,418,907.61
Lender profile image
Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Annapolis, MD).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

IDX service by Blueroof 360

Data last updated: 2026-11-13T19:09:10.000Z

© 2026 Bright MLS