Active
$1,700,000
Est. $11,562/mo

569 Juan Anasco Dr, Longboat Key, FL, 34228

$606/sqft·Sleepy Lagoon Park

3 bd4 ba2,804 sqft2 car garageSingle Family
Listed by MICHAEL SAUNDERS & COMPANY· Last updated · MLS# A4669634

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Est. monthly payment
$11,562/mo
Down payment (20%)
$340,000
Property taxes
$1,843/mo
HOA
$35/yr
Rate assumed
6.8% · 30 yr
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At a glance

Single family
Built 1996
Waterfront
Canal - Saltwater
Private pool
Heated
2 car garage
Circular Driveway
10,001 sqft lot
Lot size

About this home

Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Eat-in KitchenElevatorHigh CeilingsLiving Room/Dining Room ComboOpen Floorplan

569 Juan Anasco Dr is a 1996-built home in Sleepy Lagoon Park, Longboat Key. Inside you'll find 3 bedrooms, 4 bathrooms, and 2,804 square feet of living space. Listed at $1,700,000 (about $606/sqft), 312 days on market. Flood zone AE - confirm flood insurance requirements with your lender. HOA runs $35 annually.

From the listing

$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.

The essentials

Built
1996
Price / sqft
$606
On market
322 days
Annual tax
$22,111
HOA
$35/yr
Flood zone
AE
Lot
10,001 sqft
Type
Single Family Residence

Location

569 Juan Anasco Dr
Longboat Key, FL, 34228·34228 - Longboat Key
Type
Single Family Residence
Year Built
1996
Lot
10,001 sqft
Cooling
Central Air, Zoned
Heating
Central, Electric, Zoned
Parking
Circular Driveway, Driveway, Garage Door Opener, Guest, Oversized, Garage
Pool
Gunite, Heated, In Ground, Lap, Lighting, Screen Enclosure, Solar Cover
Waterfront
Canal - Saltwater
Days on Market
322
Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Eat-in Kitchen
Elevator
High Ceilings
Living Room/Dining Room Combo
Open Floorplan
Stone Counters
Thermostat
Walk-in Closet(s)
Window Treatments
Lighting
Outdoor Shower
Street Lights
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Freezer
Microwave
Range
Refrigerator
Washer

Elementary

Anna Maria Elementary

Middle

Martha B. King Middle

High

Bayshore High

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone AE

Annual Tax (2024)

$22,111

Parcel #

7854000002

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision

Sleepy Lagoon Park

County

Manatee

MLS Area

34228 - Longboat Key

Lot Size

10,001 sqft

Flood Insurance RequiredFloodZoneIn CountyLandscapedLevelStreet Dead-EndPaved
HOA
$35/yr
Date
Event
Price
2/12/2026
Price change
Source: Stellar MLS #A4669634
$1,700,000-5.6%
$606/sqft
10/24/2025
Listed for sale
Source: Stellar MLS #A4669634
$1,800,000
$642/sqft
Est. monthly payment$11,562/mo
Principal & interest$8,866
Property taxes$1,843
Insurance$850
HOA$3
Down payment20% · $340,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Offer Insights

Choose an offer strength

List price: $1,700,000
$1.59M – $1.70M
93.8% – 100% of listTops out right at the list price
80% of listList price
22 of the last 43 home closings in 34228 landed at this number or higher (51%). The median one sat 95 days before it went under contract, and this one is on day 322 after a $100,000 cut.

Sample: 43 closed home sales in 34228 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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