Back to Search
224 Chilson Ave, Anna Maria, FL 34216
224 Chilson Ave, Anna Maria, FL 34216 3D Tour
224 Chilson Ave, Anna Maria, FL 34216 Explore 3D Tour
224 Chilson Ave, Anna Maria, FL 34216
224 Chilson Ave, Anna Maria, FL 34216
224 Chilson Ave, Anna Maria, FL 34216
224 Chilson Ave, Anna Maria, FL 34216

224 Chilson Ave Anna Maria, FL 34216

$6,344,999

ACTIVE
Beds
6
Baths
7
Sqft
4,525
Acres
0.25
Year
2024
Days on Site
21
Property Type
Residential
Sub Type
Single Family
Per Square Foot
$1,402
Date Listed
Mar 17, 2026

Description of 224 Chilson Ave, Anna Maria, FL 34216

Listing details for 224 Chilson Ave, Anna Maria, FL 34216 : Step into unparalleled luxury with this fully furnished, 6-bedroom, 7-bathroom deep-water canal-front estate, perfectly situated just two blocks from the pristine sands of Anna Maria Island. This isn’t just a home, it’s a statement, and a legacy investment all in one extraordinary package. Crafted with full concrete block construction, this residence is engineered for strength, security, and longevity, featuring hurricane impact-rated windows and doors and a Cat 5-rated roof. Every detail has been designed to provide absolute peace of mind, whether you’re seeking a lavish year-round retreat or a premium income-generating property. Inside, the home is a masterclass in modern coastal elegance. Soaring ceilings, expansive walls of glass, and curated designer lighting flood the interiors with natural light, creating an atmosphere of serene sophistication. The gourmet chef’s kitchen is a showpiece, boasting custom cabinetry, dramatic quartz countertops, a sculptural concrete range hood, a full Sub-Zero appliance suite, and a hidden walk-in Butler’s pantry, blending beauty with function flawlessly. Every space has been thoughtfully curated from the open-concept living and dining areas to multiple covered balconies and loggias that embody effortless indoor-outdoor living. The primary suite is a sanctuary, complete with a spa-inspired bathroom, walk-in closet, and private balcony overlooking the sparkling water. The rooftop deck is an entertainer’s dream and a private retreat all in one. Designed for gatherings under the stars or quiet moments of reflection, this oversized outdoor space offers panoramic views of the canal, the island, and golden Gulf sunsets, with multiple seating and lounge areas for ultimate comfort and luxury. Step outside to your private tropical oasis. The backyard features a resort-style pool and spa, lush palms, and generous lounging areas, all framing a deep-water canal with direct, bridge-free access to the Gulf of Mexico, making it perfect for boating enthusiasts. Offered fully turnkey furnished, professionally designed with luxury pieces throughout, this home allows immediate enjoyment or a high-end rental income stream. With demand for premium Anna Maria Island vacation homes at an all-time high, this property offers both an unmatched lifestyle and an exceptional investment opportunity. Words and photos only hint at the experience. To truly appreciate the craftsmanship, scale, and sheer beauty, a private tour is essential. Don’t miss your chance to claim this crown jewel of Anna Maria Island. Schedule your exclusive showing today.
Listing Updated : 05-20-2026 at 1:54 AM EDT
Listing Provided By : George DeSear, 941-794-0204, AMI REALTY GROUP
Source :

Stellar MLS as distributed by MLS GRID, MLS#: MFRA4686584

Property History

DateEventPrice
3/17/2026
Listed for sale
$6,495,000 +241.8%
$1,435/sqft
Source:Stellar MLS #MFRA4686584
4/1/2022
Listed for sale
$1,900,000 0%
$420/sqft
Source:Stellar MLS #MFRJ944512
4/1/2022
Sold
$1,900,000
$420/sqft
Source:Stellar MLS #MFRJ944512
Home Worth Check

Interested in 224 Chilson Ave, Anna Maria FL, 34216?

I agree to be contacted by Smith & Associates Real Estate via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. For more information, please review our Privacy Policy.

Location of 224 Chilson Ave, Anna Maria, FL 34216

Google Map
Mortgage Calculator
Listing Price
Down Payment
Interest Rate

Schools Near 224 Chilson Ave, Anna Maria, FL 34216

Homes Similar to 224 Chilson Ave, Anna Maria, FL 34216

Source Logo
Based on information submitted to the MLS GRID as of 2026-05-20. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information

HomeAnna MariaBimini Bay Estates
Popular Cities

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.