242 Oak Avenue, Anna Maria, FL 34216
For Sale $7,499,000
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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.
Built-in Features
Ceiling Fans(s)
Central Vaccum
Crown Molding
Elevator
High Ceilings
Open Floorplan
Other
Primary Bedroom Main Floor
Solid Surface Counters
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Tray Ceiling(s)
Vaulted Ceiling(s)
Walk-In Closet(s)
Wet Bar
Window Treatments
Taxes: $55,382.00
Tax Year: 2025
Balcony
Courtyard
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Rain Gutters
Sliding Doors
Sprinkler Metered
Bar Fridge
Built-In Oven
Convection Oven
Cooktop
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Ice Maker
Microwave
Range
Refrigerator
Washer
Wine Refrigerator
Water
Bay/Harbor
Canal Front
Boat Port
Bridges - No Fixed Bridges
Lift
Sailboat Water
Seawall - Concrete
Bimini Bay
View: Bay/Harbor - Full
Gulf/Ocean to Bay
Elementary School: Anna Maria Elementary
Middle School: Martha B. King Middle
Junior High: Martha B. King Middle
High School: Manatee High
Building Description: Coastal, Contemporary, Courtyard, Custom
MLS Area: 34216 - Anna Maria
Total Square Footage: 7,151
Price per Square Feet: $2,014.78
Total Floors: 1
Water: Public
Construction: Block, Concrete, Hardi Plank Type, Stucco
Date Listed: 2025-10-22 00:00:00
Pool: Y
Pool Description: Auto Cleaner, Deck, Gunite, Heated, In Ground, Lighting, Outside Bath Access, Tile
Private Spa: Y
Furnished: Partially
Windows: Blinds, Energy Star Qualified Windows, Low-Emissivity Windows, Shades, Shutters, Storm Window(S), Thermal Windows, Window Treatments
Parking: Garage Door Opener, Golf Cart Parking, Garage, Workshop In Garage
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Tile, Travertine, Wood
Roof: Concrete, Tile
Heating: Electric, Heat Pump
Cooling: Central Air, Humidity Control, Zoned
Fireplace: Y
Security: Closed Circuit Camera(S), Security System, Security System Owned, Smoke Detector(S)
Laundry: Inside, Laundry Room
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Cul-De-Sac, Flood Insurance Required, Flood Zone, Irregular Lot, Landscaped, Oversized Lot, Private, Paved, Tip Lot
Parcel ID: 7046300005
Listing Courtesy Of: Michael Saunders & Company
kathyharman@michaelsaunders.com
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.
Property Details
Price: $7,499,000
Sq Ft: 3,722
($2,015 per
sqft)
Bedrooms: 4
Bathrooms: 3
Partial Baths: 1
City: Anna Maria
County: Manatee
Type: Single Family
Development: Bimini Bay Estates
Acres: 0.3700
Virtual Tour/Floorplan: View
Year Built: 2020
Listing Number: A4668575
Status Code: A-Active
Taxes: $55,382.00
Tax Year: 2025
Garage:
3
/
Y
Furnishings: Partially
Pets Allowed: Yes
Interior Features:
Built-in Features
Ceiling Fans(s)
Central Vaccum
Crown Molding
Elevator
High Ceilings
Open Floorplan
Other
Primary Bedroom Main Floor
Solid Surface Counters
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Tray Ceiling(s)
Vaulted Ceiling(s)
Walk-In Closet(s)
Wet Bar
Window Treatments
Financial Information:
Taxes: $55,382.00
Tax Year: 2025
Exterior Features:
Balcony
Courtyard
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Rain Gutters
Sliding Doors
Sprinkler Metered
Equipment:
Bar Fridge
Built-In Oven
Convection Oven
Cooktop
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Ice Maker
Microwave
Range
Refrigerator
Washer
Wine Refrigerator
View:
Water
Waterfront Description:
Bay/Harbor
Canal Front
Boat Port
Bridges - No Fixed Bridges
Lift
Sailboat Water
Seawall - Concrete
Bimini Bay
View: Bay/Harbor - Full
Gulf/Ocean to Bay
School Information:
Elementary School: Anna Maria Elementary
Middle School: Martha B. King Middle
Junior High: Martha B. King Middle
High School: Manatee High
Additional Information:
Building Description: Coastal, Contemporary, Courtyard, Custom
MLS Area: 34216 - Anna Maria
Total Square Footage: 7,151
Price per Square Feet: $2,014.78
Total Floors: 1
Water: Public
Construction: Block, Concrete, Hardi Plank Type, Stucco
Date Listed: 2025-10-22 00:00:00
Pool: Y
Pool Description: Auto Cleaner, Deck, Gunite, Heated, In Ground, Lighting, Outside Bath Access, Tile
Private Spa: Y
Furnished: Partially
Windows: Blinds, Energy Star Qualified Windows, Low-Emissivity Windows, Shades, Shutters, Storm Window(S), Thermal Windows, Window Treatments
Parking: Garage Door Opener, Golf Cart Parking, Garage, Workshop In Garage
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Tile, Travertine, Wood
Roof: Concrete, Tile
Heating: Electric, Heat Pump
Cooling: Central Air, Humidity Control, Zoned
Fireplace: Y
Security: Closed Circuit Camera(S), Security System, Security System Owned, Smoke Detector(S)
Laundry: Inside, Laundry Room
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Cul-De-Sac, Flood Insurance Required, Flood Zone, Irregular Lot, Landscaped, Oversized Lot, Private, Paved, Tip Lot
Parcel ID: 7046300005
Map of 242 Oak Avenue, Anna Maria, FL 34216
Listing Courtesy Of: Michael Saunders & Company
kathyharman@michaelsaunders.com