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Property for sale at 569 JUAN ANASCO DRIVE, LONGBOAT KEY, FL, 34228
Property for sale at 569 JUAN ANASCO DRIVE, LONGBOAT KEY, FL, 34228
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569 Juan Anasco DriveLongboat Key, FL, 34228

3beds
4baths
2,804sqft
Single Family Residence
Built in 1996
$35 Annually HOA Fee
$1,700,000
For sale
$1,800,000−$100,000 (6%)Reduced Feb 12, 2026
Price per sqft
$606
Days on market
363
Listed
Oct 24, 2025
MLS #A4669634Updated Oct 17, 2026

About this property

$100,000 PRICE REDUCTION!!! Live the ultimate Florida Waterfront lifestyle in this private, calm, secure, spacious and elegant large elevated coastal home. Located on the North end of Longboat Key less than a mile to Anna Maria Island in the relaxed Sleepy Lagoon neighborhood with deeded beach access just around the corner, leading you to never crowded stretches of sand. The home is located on a boating canal just three houses in from the bay offering direct access to Sarasota Bay and the Intercoastal Waterway. This large ( 5328 SF total) very well maintained and upgraded elevated home offers 2800 SF on the main living level plus 2500 SF of bonus space on the first floor with an elevator. This elevated, well-built custom home sustained no damage nor have any flood claims ever been filed. This home spans two level of living and has an open floor plan, blending indoor and outdoor living. The main living area is upstairs with large flowing open rooms, vaulted ceilings, a fireplace and features French Doors leading to a screened Lanai overlooking the natural canal with foliage for privacy. The bedrooms are arranged in a split plan with each having en-suite bathrooms with lots of closets and built-ins. The large eat-in kitchen has custom cabinetry with crown molding, pull-outs, granite countertops and stainless appliances plus a large separate dining room perfect for all your family or friends. Just off the kitchen on the main living level is a very large laundry room along with all the closets in this home you will have all the storage you need. On the first level is the open foyer leading up to the living area with the elevator access and oversized split garages. There is an additional 2500 SF of AC/heated of interior space that is finished with polished concrete floors and walls of sliding doors leading to the pool area, porch, deck, yard and dock area. Also just outside your bonus space is private 60’ long screened, heated lap pool with a full bath. The property would provide great renal income also for a part time owner as it has in the past. Walk the beach, swim in the pool or ocean, ride your bike on the Longboat Key Bike path, fish, boat, kayak, paddle board, jet ski and enjoy your spacious home that is just a short drive to Sarasota, St. Armand’s circle and Anna Maria Island. Please see the videos. What are you waiting for? Start living the dream.

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Property details

Property type
Single Family Residence
Street address
569 Juan Anasco Drive
City
Longboat Key
State
FL
ZIP code
34228
Year built
1996
New construction
No
Faces
South
Rooms
13
Building stories
1
Living area
2,804 sqft
Total building area
5,328 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. 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; the availability of any listing should always be independently verified. Listing information is provided for consumers' 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.Stellar (MFR) data last updated at October 20, 2026 at 8:01 AM EDT

Price & sale history

Asking price reduced by $100,000 (5.6%) since first listed.

EventPrice
Price reducedMLS #A4669634$1,700,000Change: −5.6%−$100,000
Listed for saleMLS #A4669634$1,800,000
History may be incomplete.
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Location

Property for sale at 569 JUAN ANASCO DRIVE, LONGBOAT KEY, FL, 34228
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