242 OAK AVENUE, Anna Maria, FL 34216

• 4 beds |
• 4 baths |
• 3,722 sqft

Property Description

There is a quieter side of Anna Maria Island that not everyone experiences. At 242 Oak Avenue, life unfolds in a way that feels entirely your own. Tucked away from the crowds, this rare waterfront retreat is designed for stillness, privacy, and uninterrupted views across Bimini Bay. With no neighboring rooftops competing for your attention, the setting is defined by open water, coastal breezes, and the natural rhythm of island life. Positioned on a remarkable triangular parcel with over 500 feet of water frontage, this gated, elevated residence offers water views from every room. The open-concept design creates a seamless connection between indoor and outdoor living, anchored by a dramatic great room with vaulted ceilings and expansive glass doors that disappear into the walls, opening to an oversized covered lanai. The chef’s kitchen is thoughtfully designed with custom imported cabinetry and distinctive finishes, flowing effortlessly into both formal dining and outdoor entertaining spaces. Just beyond, the lanai becomes a true extension of the home, complete with a full outdoor kitchen, Teppanyaki dining, fire table, lounge areas, and a whirlpool spa, all set against panoramic bay views. The main residence features two luxurious primary suites with private ensuites, while a separate guest house, connected by a covered bridge, offers two additional bedrooms, a full bath, and kitchenette, creating an ideal private retreat for family and guests. Outdoor living continues at every level. A resort-style pool with fire and water features is surrounded by lush tropical landscaping, leading to a private waterfront fire pit along your own sandy shoreline. For boating enthusiasts, the property is equally exceptional, featuring a 60-foot dock, 12,000 lb. boat lift, and direct access to Tampa Bay and the Gulf of Mexico. Now offered with a significant $500,000 price adjustment, this is a rare opportunity to secure one of the island’s most distinctive waterfront estates. This pricing opportunity is available for a limited time through April 15, 2026.

Listing Status:

Active

Date Added:

October 22, 2025

Data Last Updated:

March 28, 2026 at 10:23PM

Listing Office:

MICHAEL SAUNDERS & COMPANY : 941-896-9981

Listing Agent:

Kathy Harman : 941-900-9828

MLS ID:

A4668575

Interior

• General: Built-in FeaturesCeiling Fans(s)Central VaccumCrown MoldingElevatorHigh CeilingsOpen FloorplanOtherPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit BedroomStone CountersThermostatTray Ceiling(s)Vaulted Ceiling(s)Walk-In Closet(s)Wet BarWindow Treatments
• Rooms: AtticBonus RoomDen/Library/OfficeFormal Dining Room SeparateGreat RoomInside UtilityInterior In-Law Suite w/No Private EntryStorage Rooms
• Appliances: Bar FridgeBuilt-In OvenConvection OvenCooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanIce MakerMicrowaveRangeRefrigeratorWasherWine Refrigerator
• Laundry: InsideLaundry Room
• Flooring: TileTravertineWood
• A/C: Central AirHumidity ControlZoned
• Heating: ElectricHeat Pump
• Fireplace: GasLiving RoomVentlessFireplace
• Disability Feature: Accessible Elevator Installed
• Eco/Green Feature: ConstructionHVACInsulationRoofThermostatWindows

Exterior

• General: BalconyCourtyardLightingOutdoor GrillOutdoor KitchenOutdoor ShowerRain GuttersSliding DoorsSprinkler MeteredHeatedIn Ground
• Style: CoastalContemporaryCourtyardCustom
• Other Structures: Guest HouseOutdoor KitchenEnclosedPorchDeckRear PorchScreenedPatioCovered
• Pool: Auto CleanerDeckGuniteHeatedIn GroundLightingOutside Bath AccessTile
• Parking: Garage Door OpenerGolf Cart ParkingGarageWorkshop in Garage

Construction

• Roofing: ConcreteTile
• Windows: BlindsENERGY STAR Qualified WindowsLow-Emissivity WindowsShadesShuttersStorm Window(s)Thermal WindowsWindow Treatments
• General: BlockConcreteHardiPlank TypeStuccoTwoSlab

Location

• Road/Access: Asphalt
• Originating MLS: Stellar MLS
• County: Manatee

Lot

• Zoning: R1LOT 18ALSO; BEG AT THE INTERSEC OF THE N LN OF LOT 18 IN SD BIMINI BAY ESTATES & THE E LN OF SEC 18THENCE N ALG SD SEC LN 86.80 FT TO A PT WHERE THE NWLY LN OF LOT 18 PROJ N EASTWARDLY WOULD INTERSEC SD SEC LN; THENCE S 38 DEG 50 MIN W ALG SD PRO J LN 101.82 FTTHENCE ALG THE N LN OF SD LOTS 83 DEG 19 MIN E64.28 FT TO POBRIP RTS BIMINI BAY ESTATES7046300005
• View: Water
• Fencing: FencedVinyl

Utilities

• Utilities: Cable ConnectedElectricity ConnectedPropanePublicSewer ConnectedSprinkler MeterUnderground UtilitiesWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple