242 OAK AVENUE
ANNA MARIA, FL, 34216
$7,999,000
4 Beds
3.5 Baths
3,722 SqFt
0.37 Acres
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$7,999,000
242 OAK AVENUE
ANNA MARIA, FL, 34216
A rare opportunity now exists to own what has been described by many as one of the most beautiful homes on Anna Maria Island. This remarkable family estate has it all: location, architectural beauty and quality, elevated construction. In a sea of homes renovated or built for rental income, this property stands out as a true family residence, constructed to withstand the storms, yet take advantage of the beautiful Florida weather. Newly built in 2020, the spectacular home is set on a stunning triangular, gated property with over 500 feet of water frontage. It is located on the only street on the island that directly accesses both the famous beaches of Anna Maria and the pristine boating waters of Bimini Bay.
With Anna Maria’s ideal climate, this home brings a seamless flow between indoor and outdoor living. The 3850 feet luxury air conditioned, elevated home combines with a further 4000 feet of covered and finished living space, to create an expansive family residence that is ideal for entertaining guests.
Stepping out of the elevator into the huge vaulted great room, you are met with spectacular views over Bimini Bay. The stunning chef’s kitchen, with imported cabinetry and illuminated glass countertops, adjoins the family dining room with seating for ten and a living room with a fireplace for the occasional cool winter night. Throughout the home, imported cabinetry and Tahitian-inspired finishes reflect craftsmanship and thoughtful design. When not needed, a 20ft set of hurricane safe glass doors disappear into the outdoor walls, allowing a seamless flow from the kitchen onto the massive covered lanai The 800 square foot lanai, with retractable screens, is home to a full outdoor kitchen, a Teppanyaki cooking table with seating for eight, a built in fire table, outdoor dining and seating areas, and it has direct access to the elevated spa. All of this with spectacular views of Bimini Bay, over the resort-style pool below, the tropical gardens, fire and water features, and a waterfront “beach” fire pit, where family and guests gather beneath the stars.
In the main house, there are two luxurious primary bedrooms enhanced with full ensuites, while in the guest house, connected by a covered bridge, there are two additional bedrooms, a full bathroom and a kitchenette providing a private retreat for your guests or the grandkids!
A 20-foot dock is ideal for launching the Kayaks or SUP, while serious boating enthusiasts will appreciate 500 feet of new concrete reinforced seawall, a 60-foot boat dock, and a 12,000 lb. boatlift, with direct access to Tampa Bay and the Gulf of Mexico.
This estate truly represents one of the island’s most distinguished offerings. Private viewings are available exclusively by appointment. Meanwhile, you are welcome to enjoy a narrated video preview at the property’s private website, amidreamhome.com.

Property Details

Price:
$7,999,000
MLS #:
A4668575
Status:
Active
Beds:
4
Baths:
3.5
Address:
242 OAK AVENUE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BIMINI BAY ESTATES
Neighborhood:
34216annamaria
City:
ANNA MARIA
Listed Date:
Oct 22, 2025
State:
FL
Finished Sq Ft:
3,722
Total Sq Ft:
7,151
ZIP:
34216
Lot Size:
18,590 sqft / 0.37 acres (approx)
Year Built:
2020

Schools

Elementary School:
Anna Maria Elementary
Middle School:
Martha B. King Middle
High School:
Manatee High

Interior

Appliances
Bar Fridge, Built- In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Humidity Control, Zoned
Flooring
Tile, Travertine, Hardwood
Heating
Electric, Heat Pump
Laundry Features
Inside, Laundry Room

Exterior

Architectural Style
Coastal, Contemporary, Courtyard, Custom
Construction Materials
Block, Concrete, Hardi Plank Type, Stucco
Exterior Features
Balcony, Courtyard, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
Other Structures
Guest House, Outdoor Kitchen
Parking Features
Garage Door Opener, Golf Cart Parking, Split Garage, Workshop in Garage
Roof
Concrete, Tile
Security Features
Closed Circuit Camera(s), Security System, Security System Owned, Smoke Detector(s)

Financial

Tax Year
2024
Taxes
$56,030
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242 OAK AVENUE
ANNA MARIA, FL