244 Willow Avenue, Anna Maria, FL 34216
For Sale $5,999,900
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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 e 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 miss your opportunity to own a rare slice of paradise on Anna Maria Island.
Built-in Features
Elevator
High Ceilings
Open Floorplan
Solid Surface Counters
Solid Wood Cabinets
Walk-In Closet(s)
Taxes: $14,691.00
Tax Year: 2024
Balcony
French Doors
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Range Hood
Refrigerator
Washer
Water
MLS Area: 34216 - Anna Maria
Price per Square Feet: $1,623.79
Water: Public
Construction: Block, Stucco, Frame
Date Listed: 2025-08-08 13:58:21
Pool: Yes
Pool Type: Gunite, Heated, In Ground
Private Spa: Yes
Garage Spaces: 2
Flooring: Tile, Wood
Roof: Metal
Heating: Central
Cooling: Central Air
Sewer: Public Sewer
Listing Courtesy Of: Ami Realty Group
george@islandinvestmentrealty.com
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 e 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 miss your opportunity to own a rare slice of paradise on Anna Maria Island.
Property Details
Price: $5,999,900
Sq Ft: 3,695
($1,624 per sqft)
Bedrooms: 6
Bathrooms: 6
Partial Baths: 1
City: Anna Maria
County: Manatee
Type: Single Family Reside
Development: Bimini Bay Estates
Acres: 0.24
Virtual Tour/Floorplan: View
Year Built: 2025
Listing Number: A4661311
Status Code: A-Active
Taxes: $14,691.00
Tax Year: 2024
Garage:
2
Interior Features:
Built-in Features
Elevator
High Ceilings
Open Floorplan
Solid Surface Counters
Solid Wood Cabinets
Walk-In Closet(s)
Financial Information:
Taxes: $14,691.00
Tax Year: 2024
Exterior Features:
Balcony
French Doors
Equipment:
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Range Hood
Refrigerator
Washer
View:
Water
Additional Information:
MLS Area: 34216 - Anna Maria
Price per Square Feet: $1,623.79
Water: Public
Construction: Block, Stucco, Frame
Date Listed: 2025-08-08 13:58:21
Pool: Yes
Pool Type: Gunite, Heated, In Ground
Private Spa: Yes
Garage Spaces: 2
Flooring: Tile, Wood
Roof: Metal
Heating: Central
Cooling: Central Air
Sewer: Public Sewer
Map of 244 Willow Avenue, Anna Maria, FL 34216
Listing Courtesy Of: Ami Realty Group
george@islandinvestmentrealty.com