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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2025 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY.LISTING DATA REFRESHED ON OCT 17 2025 AT 4:46 PM.

DOUGLAS ELLIMAN IS A LICENSED REAL ESTATE BROKER IN CALIFORNIA WITH LICENSE # 01947727, COLORADO WITH LICENSE # EC100053892, CONNECTICUT WITH LICENSE # REB.0314827, THE DISTRICT OF COLUMBIA WITH LICENSE # REO40000160, FLORIDA WITH LICENSE # CQ1020232, MARYLAND WITH LICENSE # 645270, MASSACHUSETTS WITH LICENSE # 422764, NEVADA WITH LICENSE # 1454643, NEW JERSEY WITH LICENSE # 0572105, NEW YORK WITH LICENSE # 10991211812, TEXAS WITH LICENSE # 9008706, AND VIRGINIA WITH LICENSE # 0226035659.

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244 WILLOW Ave

anna maria, FL 34216

$5,999,900

  • 6 BR
    6 BA, 1 HALF BA
    APPROX. 3,695 SF

INTERESTED? LET'S CONNECT

Breathtaking 6-bedroom, 6-bathroom canal-front estate on the picturesque Anna Maria Island. This extraordinary coastal retreat epitomizes modern luxury, seamlessly blending sophisticated design, resort-style amenities, and island charm.
From the moment you step inside, soaring ceilings, an expansive open floor plan, and an abundance of natural light create an inviting and airy ambiance. Every inch of this home has been meticulously upgraded with the finest finishes, including designer lighting, wide-plank flooring, custom millwork, and curated high-end furnishings that evoke the elegance of a boutique resort.
At the heart of the home lies a gourmet chef’s kitchen, complete with top-of-the-line appliances, an oversized island with bar seating, custom cabinetry, and sleek quartz countertops, making it perfect for entertaining or relaxing with family.
When you step outside to your private tropical oasis, your indoor-outdoor living reaches new heights. The oversized backyard offers ample space for recreation and entertaining, featuring a resort-style heated pool and spa, an outdoor dining area with summer kitchen, a fire pit cabana, and a Tiki hut lounge area is ideal for hosting unforgettable gatherings in true island style.
The luxurious primary suite is a tranquil escape, with a spa-inspired ensuite that includes a soaking tub, dual vanities, and a walk-in closet. Four additional guest suites, each with its own private bath, offer comfort and privacy for visitors. Upstairs, enjoy a stylish wet bar, multiple balconies, and an oversized rooftop deck boasting panoramic views of the island’s breathtaking sunrises and sunsets.
This home also offers private canal frontage, with the dock currently being replaced, providing brand-new space for your watercraft and seamless access to kayaking, paddleboarding, or cruising the Intracoastal. Just an 8-minute stroll to the beach, and moments from Pine Avenue’s shops, restaurants, and cafes, this property combines tranquility with convenience.
Whether you're looking for a luxury family getaway, an investment property, or your forever island home, Dancing with the Stars is more than a home; it’s a lifestyle. Don't miss your opportunity to own a rare slice of paradise on Anna Maria Island.

Details

3,695 Sq Ft

0.24 Private Acres Lot Size

Single Family Home

$14,691 Annual Tax

Built in 2025

MLS/Listing ID A4661311

Amenities & Features

Pool - Gunite

Inside

Walk-in Closets

Solid Wood Cabinets

Solid Surface Counters

Open Floor Plan

Dryer

Disposal

Dishwasher

Cooktop

Built-in Oven

Slab

Hardwood

Porcelain Tile

Irrigation System

French Doors

Balcony

Cooling - Central Air

Construction - Wood Frame

Construction - Stucco

Construction - Block

Washer

Refrigerator

Range Hood

Pool - Heated

Pool - Inground

Metal

Water View

Built-in Features

Elevator

High Ceilings

STELLAR

Source of Data: STELLAR MLS

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TOTAL MONTHLY COST

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  • PRINCIPAL & INTEREST

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  • PROPERTY TAXES

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  • COMMON CHARGES

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HOME PRICE
DOWN PAYMENT
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INTEREST

Interested in 244 WILLOW Ave?