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$2,495,000

$2,980,000

145 days on market

$485K

$2,250,000

$245K

Estimated value as of Nov 2026

3733 Thomas Point Road, ANNAPOLIS

ANNE ARUNDEL, OAKWOOD, MD, 21403
5
5
5,082 sqft

MLS® # MDAA2148158

Listing courtesy of Bradley R Kappel, TTR Sotheby's International Realty (Annapolis, MD)

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, ANNAPOLIS

Explore

Home

  • Category

  • Residential

  • Style

  • Residential

  • Type

  • Single Family Residence

  • Taxes/Year

  • $21,277 / 2025

  • Status

  • New

  • Days on Market

  • 145 Days Ago

  • List Date

  • Jun 11, 2026

  • Updated On

  • Oct 22, 2026

  • Year Built

  • 2005

Features

Beds & Baths
  • Bedrooms

  • 5

  • Bathrooms

  • 5

Heating & Cooling
  • Heating Type

  • Exhaust Fan, Propane, Forced Air, Heat Pump

  • Heating Fuel

  • Propane - Leased

  • Air Conditioning

  • Central Air, Ceiling Fan(s), Electric

  • Fireplaces

  • No

Parking & Garage
  • Total Parking

  • 2 + 6

  • Garage Spaces

  • 2

  • Garage Type

  • Additional Storage Area,Garage - Side Entry,Garage Door Opener,Inside Access,Oversized

Basement
  • Type

  • Crawl Space

Exterior

Construction
  • Year Built

  • 2005

Construction Details
  • Foundation Type

  • Crawl Space

  • Exterior

  • HardiPlank Type, Vinyl Siding

Water & Sewer
  • Water Supply

  • Well

  • Sewer

  • Public Sewer

Legal
  • Brokerage

  • TTR Sotheby's International Realty

Sale History

Active

(145 days on market)

Viewing now

Jun 11, 2026

Listed For Sale

$2,495,000

MLS® # MDAA2148158