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3733 Thomas Point Road

ANNAPOLIS, MD 21403
  • $2,495,000
  • STATUS: Active
  • ON SITE: 122 Days
  • ID#: MDAA2148158
UPDATED: 52 min ago
$2,495,000
  • 5
    BEDS
  • 0.29
    ACRES
  • 4
    BATHS
  • 1
    1/2 BATHS
  • 5,082
    SQFT
  • $491
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2005
County:

School Ratings & Info

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!

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©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or The Schiff Home Team | eXp Realty LLC. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-10-12T07:52:30.29.
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3733 Thomas Point Road ANNAPOLIS, MD 21403

  • Price: $2,495,000
  • Status: Active
  • On Site: 122 Days
  • Updated: 52 min ago
  • ID#: MDAA2148158
5
Beds
4
Baths
1
½ Baths
0.29
Acres
5,082
SQFT
$491
$/SQFT
2005
Built
Neighborhood:
Oakwood
County:
Anne Arundel
School District:
Anne Arundel County Public Schools
Property 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!
Exterior Features

Architectural Style CoastalColonial Construction Materials HardiPlank TypeVinyl Siding Docks 1 Exterior Features Extensive HardscapeExterior Lighting Garage Spaces 2.00 Garage Type Additional Storage AreaGarage - Side EntryGarage Door OpenerInside AccessOversized Garage YN Yes Lot Features Front YardLandscapingLevelNo Thru StreetPremiumRear Yard Parking Types Attached GarageDriveway Patio And Porch Features Porch(es)Patio(s) Pool No Pool Slips 3 View Creek/StreamBayPanoramicScenic VistaWater Water Access Features Boat - PoweredCanoe/KayakFishing AllowedPersonal Watercraft (PWC)Private AccessSailSwimming AllowedWaterski/Wakeboard Water Access YN Yes Water Body Name Fishing Creek/Chesapeake Bay Water Body Type Creek Water View YN Yes Waterfront Features Private Dock Site Waterfront YN Yes

Interior Features

Above Grade Fin SQFT 5082 Appliances Built-In MicrowaveCooktopDishwasherDryerExhaust FanExtra Refrigerator/FreezerOven - WallOven - DoubleRefrigeratorStainless Steel AppliancesWasherWater Conditioner - OwnedWater Heater - Tankless Basement YN No Below Grade Finished Area 0 Below Grade Unfinished Area 0 Cooling Ceiling Fan(s)Central A/CProgrammable Thermostat Fireplace YN Yes Fireplaces Total 1 Flooring HardwoodCeramic Tile Heating Forced AirHeat Pump - Gas BackUpProgrammable Thermostat Heating YN Yes Inclusions see documents for inclusions/exclusions Interior Features Additional StairwayBarBathroom - Soaking TubBathroom - Walk-In ShowerBreakfast AreaBuilt-InsCeiling Fan(s)Combination Dining/LivingCombination Kitchen/DiningCombination Kitchen/LivingDining AreaEntry Level BedroomFamily Room Off KitchenFloor Plan - OpenKitchen - Eat-InKitchen - GourmetKitchen - IslandKitchen - Table SpacePantryPrimary Bath(s)Recessed LightingUpgraded CountertopsWalk-in Closet(s)Water Treat SystemWet/Dry BarWindow TreatmentsWine StorageWood Floors Laundry Type Upper Floor Levels 2 Main Level Bedrooms 1 Security Features Carbon Monoxide Detector(s)Smoke Detector Upper Level1 Bedrooms 4 Walls Ceilings 2 Story Ceilings9'+ CeilingsVaulted Ceilings

Property Features

Acceptable Financing CashConventional Accessibility Features None Association YN No Builder Model Fishing Creek Waterfront Central Air YN Yes Condo YN No Cooling Fuel Electric Foundation Details Crawl Space Heating Fuel Propane - Leased Hot Water TanklessElectricPropane Navigable Water YN Y New Construction YN No Original MLSNumber 805021206930 Ownership Interest Fee Simple Sale Type Standard Senior Community YN No Sewer Public Sewer Structure Design Type Detached Tax Annual Amount 21277.00 Tax Lot 5 Vacation Rental YN No Water Source Well Zoning R2

Listing courtesy of TTR Sotheby's International Realty: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or The Schiff Home Team | eXp Realty LLC. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-10-12T07:52:30.29.
 
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The Schiff Home Team | eXp Realty LLC
9505 Reisterstown Rd Ste 1S
Owings Mills MD, 21117