
$1,895,000
523 Juan Anasco Drive
Longboat Key, FL 34228
Listing updated: June 3, 2026 at 11:40 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four bedrooms and a complete top-to-bottom renovation. New hurricane-rated windows and doors ensure safety, and two brand-new air conditioning units—still under warranty—keep you cool. A tankless water heater, just three years old, provides endless hot water. In the garage, there’s a Mitsubishi AC dehumidifier, and the roof was replaced in 2026, giving you peace of mind. The kitchen is fully outfitted with Wolf and Sub-Zero appliances, and every bathroom has been completely remodeled. You’ll find extra storage in the garage, and deeded beach access means the sand is just moments away. Beyond the home, the location is unbeatable. You’re right across from the island’s pristine white sand beaches and close to golf, tennis, and the Longboat Key Club. You’re also a short drive from Anna Maria’s restaurants and bars. And if you love the outdoors, you can paddleboard, boat, kayak, and enjoy the island’s abundant wildlife—all right at your doorstep. This home offers both elegance and adventure, all in one stunning package.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history11 days on market
- Status: ActiveMay 23, 2026
- Listed$1,895,000May 23, 2026
- Price increased$1,895,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 11
- Subdivision
- Sleepy Lagoon Park
- County
- Manatee
- Year built
- 2002
- Living area
- 2,899 sq ft
- Price/sq ft
- $654
- Building area
- 3,494 sq ft (Public Records)
- Lot size
- 10,001 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- AE (12081C0291F)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $20,291 (2025)
- Parcel #
- 7853500002
- Zoning
- R4SF
- MLS #
- A4694601
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Flooring
- Carpet, Tile
- Appliances
- Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker
- Interior features
- Ceiling Fans(s), Eat-in Kitchen
- Laundry
- Laundry Room
- Stories / Levels
- Two
- Direction faces
- South
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1 Month
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- None
Exterior & Construction
- Exterior features
- Balcony
- Construction materials
- Block
- Roof
- Other
- Foundation
- Block
- Pool
- Private pool
- Water access
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected
Community
- Pets allowed
- Cats OK, Dogs OK
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Family Room | First | 18x16 |
| Kitchen | First | 18x13 |
| Dining Room | First | |
| Bonus Room | Second | 23x13 |
| Bedroom 2 | First | 14x12 |
| Bedroom 3 | First | 12x12 |
| Bedroom 4 | Second | 14x13 |
| Primary Bedroom | First | 13x21 |
| Balcony/Porch/Lanai | First | 10x22 |
| Living Room | First | 10x22 |
Listing Details
- Listing date
- 2026-05-22
- On market date
- 2026-05-23
- Original list price
- $1,895,000
- Occupant type
- Vacant
- MLS area
- 34228 - Longboat Key
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-05-23
- Tax legal description
- LOT 2 SLEEPY LAGOON PARK PI#78535.0000/2
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Gulf of Mexico to North LBK turn on Juan Anasco second house on left
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 3, 2026 at 11:40 AM ET. 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.
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