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3733 Thomas Point RoadAnnapolis, MD 21403Price: $2,980,000

  • Price: $2,980,000
  • Est. Mortgage of $/month
  • 34 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $2,980,000List Price
  • 5Bedrooms
  • 5Bathrooms
  • 5,082Square Feet
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!
Listed by Bradley R Kappel of TTR Sotheby's International Realty

Driving Directions

Railey Vacations
Railey Vacations
Office: 301-387-2124
5 Vacation Way
McHenry, MD 21541

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More Info

Location Information

  • Date Listed06/11/2026
  • ZoningR2
  • UsmAreaAnnapolis

Parking

  • Parking TypesAttached Garage, Driveway
  • Total Garage And Parking Spaces6

Basic Information

Property

  • New Construction YNN
  • Lot Description
    • Front Yard
    • Landscaping
    • Level
    • No Thru Street
    • Premium
    • Rear Yard

Interior

  • FlooringHardwood, Ceramic Tile
  • Appliances Included
    • Built-In Microwave
    • Cooktop
    • Dishwasher
    • Dryer
    • Exhaust Fan
    • Extra Refrigerator/Freezer
    • Oven - Double
    • Oven - Wall
    • Refrigerator
    • Stainless Steel Appliances
    • Washer
    • Water Conditioner - Owned
    • Water Heater - Tankless
  • Heating YNYes
  • CoolingCeiling Fan(s), Central A/C, Programmable Thermostat

Property Information

  • Lot Size Square Feet12,540
  • Above Grade Finished Area5082

Amenities

  • PoolNo Pool
  • Slips3
  • PricePerSqFt586
  • Other AmenitiesFireplace, Waterfront, Water View, Dock

Basic Information

  • MLS NumberMDAA2148158
  • Ownership InterestFee Simple
  • List Price$2,980,000
  • Square Feet5,082
  • Acreage0.29
  • Year Built2005
  • MLS Property TypeResidential
  • StatusACT

Location

  • Address3733 Thomas Point Road
  • Area Total5,082
  • SubdivisionOakwood
  • TownAnnapolis
  • StateMD
  • Zip21403
  • CountyAnne Arundel

Exterior

  • FoundationCrawl Space
  • Exterior FeaturesExtensive Hardscape, Exterior Lighting

Utilities

  • Water SourceWell
  • SewerPublic Sewer
  • Central Air YNYes
  • Cooling FuelElectric
  • Water HeaterTankless, Electric, Propane
  • Heating FuelPropane - Leased
  • Heat SystemForced Air, Heat Pump - Gas BackUp, Programmable Thermostat
  • Internet ServicesFiber Optic

Water Body

  • Water View YNYes
  • Waterfront FeaturesPrivate Dock Site, Navigable Water
  • WaterfrontYes
  • Water Body TypeCreek
  • Water Body NameFishing Creek/Chesapeake Bay
  • Water FeaturesBoat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
  • Water AccessYes
  • Tidal Water YNYes
  • Dock Type And FeaturesHoist/Lift Electric, Multiple Slip
  • Dock Slip Conveyance MultiPhysical Dock/Slip Conveys
  • Dock1

Tax Information

  • Total Taxes Payment FrequencyAnnually
  • Tax Total Finished Sq Ft5,082
  • Tax Assessment Amount2103900
  • Tax Year2025
  • Taxes$21,277
  • County Tax$20,851
  • County Tax Payment FrequencyAnnually
  • Assessment Year2026

Building

  • ViewCreek/Stream, Bay, Panoramic, Scenic Vista, Water
  • Water Oriented YNYes
  • Walls Ceilings2 Story Ceilings,9'+ Ceilings, Vaulted Ceilings
  • Interior FeaturesAdditional 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
  • Security FeaturesCarbon Monoxide Detector(s), Smoke Detector
  • High School DistrictAnne Arundel County Public Schools
  • Broker NameTTR Sotheby's International Realty
  • Building Number3733
  • DirectionsTake Forest Dr. and turn right onto Arundel on the Bay Road. Where the road splits, stay to the right to go onto Thomas Point Road. Continue on Thomas Point Road, home is on your left. Welcome Home!
  • Num Attached Garage Spaces2
  • Main Level Total Baths2
  • Main Level Bedrooms1
  • Main Level Half Baths1
  • Main Level Full Baths1
  • Upper Levels Total Full Baths3
  • Upper Levels Total Bedrooms4
  • Upper Levels Total Baths3
  • Upper Level1 Bedrooms4
  • Upper Level1 Full Baths3
  • Upper Level1 Total Baths3
  • Story ListMain, Upper 1
  • Structure Design TypeDetached
  • Construction MaterialsHardiPlank Type, Vinyl Siding
  • Property StyleCoastal, Colonial
  • Builder ModelFishing Creek Waterfront
  • Bedrooms5
  • Full Bath4
  • Bathroom5
  • Half Baths1
  • Laundry TypeUpper Floor
  • Levels2
  • Fireplace YNYes
  • Fireplace1
  • Garage TypeAdditional Storage Area, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
  • Garage Spaces2
  • GarageYes
  • Patio And Porch FeaturesPorch(es), Patio(s)

Copyright 2026 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Railey Vacations participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated July 14, 2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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