Change Real Estate Presents:

3733 Thomas Point Road
Annapolis MD 21403

For Sale: $2,685,000.00 Active

List Date: 2026-06-11

Annapolis
5 bedrooms
5 bathrooms
5,082 build ft2
12,540 land ft2

About This Property

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 Agent: Bradley R Kappel. TTR Sotheby's International Realty 410-279-9476 brad.kappel@sothebysrealty.com

Virtual Tours / Videos

https://youtu.be/GXdYnORVgjI

Property Features

Location Information
County:
Subdivision: OAKWOOD
click to open map in a new window
Interior Features
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
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
Laundry:
Furnished: None
Flooring: Hardwood, CeramicTile
Water: Well
Cooling: Ceiling Fan(s), Central A/C, Programmable Thermostat
Heating: Forced Air, Heat Pump - Gas BackUp, Programmable Thermostat
Fireplaces: 1
Windows:
Utilities:
Sewer: Public Sewer
Exterior Features
Year Built: 2005
Legal Subdivision: Oakwood
Subdivision Name: Oakwood
Exterior Features: Extensive Hardscape, Exterior Lighting
Garage Spaces: 2.0
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Bradley R Kappel. TTR Sotheby's International Realty 410-279-9476 brad.kappel@sothebysrealty.com

Property Photos [Click to enlarge]

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