3733 THOMAS POINT ROAD

Annapolis, MD 21403

$2,495,000

active
5
Beds
5
Baths
5,082
Sq Ft
2005
Built

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3733 THOMAS POINT ROAD - Photo 1

Listing details

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!

Location

Living in Annapolis

Schools

SOL Pass Rate80%

Public schools

  • Annapolis High School
  • Broadneck High School
  • Annapolis Middle School

Commute

Drive to DC45 min

Major Routes

Rt 50, Rt 2, I-97

Walkability

Walk Score45/100
Transit Score18/100
Bike Score52/100

Car-Dependent

Reported crime data

City-level public data from 2023. These historical rates do not characterize a specific address or predict individual experience.

Violent crime2.2 per 1K
Property crime20.5 per 1K

Property Tax

Rate$0.94 per $100
2024

~$23,328/yr on median home

Anne Arundel County rate; City of Annapolis adds $0.738

Listed by Bradley R Kappel, TTR Sotheby's International RealtyMLS# 805021206930Listing via Bright MLS IDXUpdated Sep 14, 2026

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Listing information is provided through IDX courtesy Keller Williams Capital Properties.

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