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3733 Thomas Point Road, Annapolis, MD 21403

$2,980,000
  • 3733 Thomas Point Road, Annapolis, MD 21403 Main Photo

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New to the Market
BEDS5 BATHS4 full 1 partial SQUARE FEET5,082 MLS#MDAA2148158
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONOAKWOOD SCHOOLANNE ARUNDEL COUNTY PUBLIC SCHOOLS

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!

3733 Thomas Point Road | MLS# MDAA2148158

This single family home located at 3733 Thomas Point Road, Annapolis, MD 21403 is currently listed for sale with an asking price of $2,980,000. This property was built in 2005 and has 5 bedrooms and 4 full and 1 partial baths with 5082 sq. ft. Thomas Point Road is located in the OAKWOOD subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search OAKWOOD real estate on evanowens.homesale.com today.

Upcoming Open Houses

Open House Saturday June 13th, 11:00am - 1:00pm
Open House Sunday June 14th, 1:00pm - 3:00pm

Property Features

Property Type: Residential - Single Family
Cooling: Ceiling Fan(s), Central A/C, Programmable Thermostat
Fireplaces: 1
Fuel Type: Propane - Leased
Garage: 2
Heating: Forced Air, Heat Pump - Gas BackUp, Programmable The
Home Style: Coastal, Colonial
Lot Size: 0.29 Acres
Stories: 2.0
Taxes: $21,277
Year Built: 2005

Feature Descriptions

Additional Structures: Above Grade, Below Grade
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
Exterior: HardiPlank Type, Vinyl Siding
Exterior: Extensive Hardscape, Exterior Lighting
Flooring: Hardwood, Ceramic Tile
Interior: 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
Lake Name: Fishing Creek/Chesapeake Bay
Lot: Front Yard, Landscaping, Level, No Thru Street, Premium, Rear Yard
Lot Dimensions: 0.29 Acre(S)
Parking Notes: 6 Total Parking Spaces
Sewer: Public Sewer
Special View Info: Creek/Stream, Bay, Panoramic, Scenic Vista, Water
SQFT Above Finished: 5082
SQFT Total Finished: 5082
Structure Type: Detached
Total Garage/Parking Spaces: 6
Water: Well
Water Access: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
Waterfront: Private Dock Site

Local Schools

School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 4102805600

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Estimated Payment

$ 9,274.44 per month $6,632.19 Principal & Interest $1,773.08 Property Tax $869.17 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/12/2026. The listing information on this page last changed on 06/12/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 06/12/2026 9:42:45 AM EST) or Bright MLS (last updated Fri 06/12/2026 9:29:26 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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