Annapolis, MD 21403 3733 Thomas Point Road

3733 Thomas Point Road Annapolis, MD - Image 13733 Thomas Point Road Annapolis, MD - Image 23733 Thomas Point Road Annapolis, MD - Image 3
41 more
3733 Thomas Point Road Annapolis, MD - Image 43733 Thomas Point Road Annapolis, MD - Image 53733 Thomas Point Road Annapolis, MD - Image 63733 Thomas Point Road Annapolis, MD - Image 73733 Thomas Point Road Annapolis, MD - Image 83733 Thomas Point Road Annapolis, MD - Image 93733 Thomas Point Road Annapolis, MD - Image 103733 Thomas Point Road Annapolis, MD - Image 113733 Thomas Point Road Annapolis, MD - Image 123733 Thomas Point Road Annapolis, MD - Image 133733 Thomas Point Road Annapolis, MD - Image 143733 Thomas Point Road Annapolis, MD - Image 153733 Thomas Point Road Annapolis, MD - Image 163733 Thomas Point Road Annapolis, MD - Image 173733 Thomas Point Road Annapolis, MD - Image 183733 Thomas Point Road Annapolis, MD - Image 193733 Thomas Point Road Annapolis, MD - Image 203733 Thomas Point Road Annapolis, MD - Image 213733 Thomas Point Road Annapolis, MD - Image 223733 Thomas Point Road Annapolis, MD - Image 233733 Thomas Point Road Annapolis, MD - Image 243733 Thomas Point Road Annapolis, MD - Image 253733 Thomas Point Road Annapolis, MD - Image 263733 Thomas Point Road Annapolis, MD - Image 273733 Thomas Point Road Annapolis, MD - Image 283733 Thomas Point Road Annapolis, MD - Image 293733 Thomas Point Road Annapolis, MD - Image 303733 Thomas Point Road Annapolis, MD - Image 313733 Thomas Point Road Annapolis, MD - Image 323733 Thomas Point Road Annapolis, MD - Image 333733 Thomas Point Road Annapolis, MD - Image 343733 Thomas Point Road Annapolis, MD - Image 353733 Thomas Point Road Annapolis, MD - Image 363733 Thomas Point Road Annapolis, MD - Image 373733 Thomas Point Road Annapolis, MD - Image 383733 Thomas Point Road Annapolis, MD - Image 393733 Thomas Point Road Annapolis, MD - Image 403733 Thomas Point Road Annapolis, MD - Image 413733 Thomas Point Road Annapolis, MD - Image 423733 Thomas Point Road Annapolis, MD - Image 433733 Thomas Point Road Annapolis, MD - Image 443733 Thomas Point Road Annapolis, MD - Image 45
Presented By: TTR Sotheby's International Realty
  • MLS# MDAA2148158
  • 06/11/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Full/Half Baths • 4 / 1
  • SQFT • 5,082
  • Garage • 2

Home 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!
Presented By: TTR Sotheby's International Realty

Interior Features for 3733 Thomas Point Road

Bedrooms

Bedrooms Count All Upper Levels4
Bedrooms Count Upper Level 14
Main Level Bedrooms1
Total Bedrooms5

Bathrooms

Bathrooms Half Main Level1
Bathrooms Full Upper Level 13
Bathrooms Full All Upper Levels3
Bathrooms Count Upper Level 13.00
Bathrooms Count All Upper Levels3
Half Baths1
Total Baths5

Other Interior Features

LivingAreaSourceAssessor
Below Grade Unfin Area UnitsSquare Feet
Below Grade Unfin SQFT0
Below Grade Unfin SQFT SourceAssessor
Above Grade Finished Area5082
Above Grade Finished Area SourceAssessor
Above Grade Finished Area Unit TypeSquare Feet
Basement (Y/N)No
Below Grade Finished Area0
Below Grade Finished Area SourceAssessor
Below Grade Finished Area Unit TypeSquare Feet
Central Air Y/NYes
Fireplace Y/NYes
FlooringHardwood, Ceramic Tile
Heating FuelPropane - Leased
Heating Y/NYes
Hot WaterTankless, Electric, Propane
Interior AmenitiesAdditional 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
Laundry TypeUpper Floor
Total Fireplaces1

General for 3733 Thomas Point Road

Acceptable FinancingCash, Conventional
AccessibilityNone
AppliancesBuilt-In Microwave, Cooktop, Dishwasher, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Oven - Wall, Oven - Double, Refrigerator, Stainless Steel Appliances, Washer, Water Conditioner - Owned, Water Heater - Ta
Architectural StyleCoastal, Colonial
Association Recreation Fee125.00
Association Recreation FeeY
Bathrooms Count Main Level2.00
Bathrooms Full Main Level1
Body of WaterFishing Creek/Chesapeake Bay
CityANNAPOLIS
Condo/Coop Association fee Y/NNo
Construction MaterialsHardiPlank Type, Vinyl Siding
Cool FuelElectric
CoolingCeiling Fan(s), Central A/C, Programmable Thermostat
CountyANNE ARUNDEL
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!
Full Baths4
Garage Spaces2.00
Garage Y/NYes
HOANo
HeatingForced Air, Heat Pump - Gas BackUp, Programmable Thermostat
Legal SubdivisionOAKWOOD
Levels2
Living Area5082
Lot Size Square Feet12540.00
Lot Size UnitsSquare Feet
New ConstructionNo
Other StructuresAbove Grade, Below Grade
OwnershipFee Simple
Patio/Porch FeaturesPorch(es), Patio(s)
PossessionSettlement
Price Per Sq Ft Total AG586.38
Property TypeResidential
School DistrictANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Security FeaturesCarbon Monoxide Detector(s), Smoke Detector
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusACTIVE
Structure TypeDetached
Subdivision NameOAKWOOD
Tax Annual Amount21277.0
Tax Assessed Value2103900.0
Tax Lot5
Tax Year2025
Total SQFT5082
Vacation Rental Y/NNo
ViewCreek/Stream, Bay, Panoramic, Scenic Vista, Water
Virtual TourClick here
Water Access Y/NYes
Waterfront FeaturesPrivate Dock Site
Year Built2005
Year Built SourceAssessor
ZoningR2

Exterior for 3733 Thomas Point Road

# of Attached Garage Spaces2
Builder ModelFishing Creek Waterfront
Dock Type and FeaturesHoist/Lift Electric, Multiple Slip
Dock/Slip Conveys YNYes
Exterior AmenitiesExtensive Hardscape, Exterior Lighting
Foundation DetailsCrawl Space
Garage FeaturesAdditional Storage Area, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
Inclusionssee documents for inclusions/exclusions
Land Assessed Value661000.00
Land Use CodeR
Lot FeaturesFront Yard, Landscaping, Level, No Thru Street, Premium, Rear Yard
Lot Size Acres0.29
Lot Size SourceAssessor
Navigable Water Y/NYes
Number of Docks1
Number of Slips3
PoolNo Pool
Total Parking Spaces6
Type of ParkingAttached Garage, Driveway
Water Access FeaturesBoat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
Water Body TypeCreek
Water Oriented Y/NYes
Water SourceWell
Water View Y/NYes
Waterfront Y/NYes

Additional Details

Price History

Alexis York

Agent
Price $2,980,000
MLS#MDAA2148158
List Date 06/11/2026
Property Type Single Family
Request Tour
Request Info
Visit My Website

Similar Properties to 3733 Thomas Point Road