$7,499,000

$2015/sq ft

$500,000
Price Decreased

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Overview

Bedroom

4

Bath

3

Year Built

2020

Garage

3

Sqft

3722

Property Type

Single Family Residence

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.

Property Details

MLS#

A4668575

Garage

3

Total Floor in Bldg

1

Address

242 OAK

City

ANNA MARIA

State/county

FL

Zip/Postal Code

34216

Area

Bimini Bay Estates

Country

United States

HOA

No

Assoc Fee

$--

Assoc Fee Pd

Tax Amount

$55,382

Maint Fee

$--

Tax Year

2025

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

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Boris Gelfand