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3733 THOMAS POINT Rd

annapolis, MD 21403

US$2,980,000

  • 5 BR
    4 BA, 1 HALF BA
    approx. 5,082 SF

Interested? Let's Connect

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!

Details

5,082 Sq Ft

0.29 Private Acres Lot Size

other

US$1,773 Monthly Tax

Built in 2005

MLS/Listing ID MDAA2148158

Amenities & Features

Walk-in Closets

Window Treatments

Ceramic Tile

Hardwood

Cooling - Ceiling Fans

Cooling - Central Air

Construction - Hardi Plank Type

Well

Public Sewer

Upgraded Countertops

Ceiling Fans

Crawlspace

Style - Coastal

Stainless Steel Appliance(s)

Construction - Vinyl Siding

Style - Colonial

Cooktop

Dishwasher

Dryer

Exhaust Fan

Refrigerator

Washer

Lot - Front Yard

Lot - Level

Bar

Breakfast Area

Dining Area

Kitchen Island

Pantry

Recessed Lighting

Estimate my mortgage

TOTAL MONTHLY COST

US$0

  • PRINCIPAL & INTEREST

    US$0

  • PROPERTY TAXES

    US$0

  • Common Charges

    US$0

HOME PRICE
DOWN PAYMENT
TERM
INTEREST

Interested In 3733 THOMAS POINT Rd?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 06/20/2026.
Source: Bright Multiple Listing Service, Inc.

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