244 WILLOW AVENUE
ANNA MARIA, FL, 34216
$5,999,900
6 Beds
6.5 Baths
3,695 SqFt
0.24 Acres
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$5,999,900
244 WILLOW AVENUE
ANNA MARIA, FL, 34216
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.

Property Details

Price:
$5,999,900
MLS #:
A4661311
Status:
Active
Beds:
6
Baths:
6.5
Address:
244 WILLOW AVENUE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BIMINI BAY ESTATES
Neighborhood:
34216 – Anna Maria
City:
ANNA MARIA
Listed Date:
Aug 8, 2025
State:
FL
Finished Sq Ft:
3,695
Total Sq Ft:
5,542
ZIP:
34216
Lot Size:
10,424 sqft / 0.24 acres (approx)
Year Built:
2025

Schools

Interior

Appliances
Built- In Oven, Cooktop, Dishwasher, Disposal, Dryer, Range Hood, Refrigerator, Washer
Bathrooms
6 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Porcelain Tile, Hardwood
Heating
Central
Laundry Features
Inside

Exterior

Construction Materials
Block, Stucco, Wood Frame
Exterior Features
Balcony, French Doors, Irrigation System
Roof
Metal

Financial

Tax Year
2024
Taxes
$14,691
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244 WILLOW AVENUE
ANNA MARIA, FL