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3733 Thomas Point Rd, Annapolis, MD 21403
3733 Thomas Point Rd, Annapolis, MD 21403 3D Tour
3733 Thomas Point Rd, Annapolis, MD 21403 Explore 3D Tour
3733 Thomas Point Rd, Annapolis, MD 21403
3733 Thomas Point Rd, Annapolis, MD 21403
3733 Thomas Point Rd, Annapolis, MD 21403
3733 Thomas Point Rd, Annapolis, MD 21403

3733 Thomas Point Rd Annapolis, MD 21403

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$2,685,000

ACTIVE
Beds
5
Baths
5
Sqft
5,082
Acres
0.29
Year
2005
Days on Site
66 Days
Property Type
Residential
Sub Type
Per Square Foot
$528
Date Listed
Jun 11, 2026

Description of 3733 Thomas Point Rd, Annapolis, MD 21403

Listing details for 3733 Thomas Point Rd, Annapolis, MD 21403 : 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 Updated : 08-04-2026 at 7:25 AM EDT
Listing Provided By : Bradley R Kappel, 4102799476, [email protected], TTR Sotheby's International Realty
Source :

Bright MLS, MLS#: MDAA2148158

For more information on this listing contact us at (202) 441-2348

Property History

DateEventPrice
7/20/2026
Price Change
$2,685,000 -9.9%
$528/sqft
Source:Bright MLS #MDAA2148158
6/11/2026
Coming Soon
$2,980,000 0%
$586/sqft
Source:Bright MLS #MDAA2148158
6/11/2026
Listed for sale
$2,980,000
$586/sqft
Source:Bright MLS #MDAA2148158
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For more information on this listing contact us at (202) 441-2348