552 Juan Anasco Drive, FL552 Juan Anasco Drive, FL552 Juan Anasco Drive, FL
Stellar MLS
1 / 46

$975,000

552 Juan Anasco Drive

Longboat Key, FL 34228

Listing updated: June 6, 2026 at 4:06 PM ET

Active
Stellar MLSListing courtesy of Keller Williams On The Water · Kathy Cahill · MLS #A4680786 · Active · 941-729-7400
3
Beds
4
Baths
1,846
Sq Ft
0.23
Acres
1960
Built
WaterfrontWater accessPrivate poolFireplace$528/sqft360° tour
Single Family Residence

Property type

1960

Year built

10,000 sqft

Lot size

$528

Price / sq ft

No HOA

HOA dues

121

Days on market

2

Garage spaces

AE

Flood zone

About this home

Imagine living the coastal lifestyle only dreams are made of! Wake each morning to the sunrise over your local beach—just a short stroll down the street—where you can sink your toes into sugary white sand, take an early walk, or collect seashells along the shore. Return home to enjoy coffee outdoors by your heated pool, relaxing on the deck as tranquil water views set the tone for the day. Take a refreshing dip, then unwind as nature’s canvas unfolds before you, with shifting light and brilliant shades of blue and azure. In the evening, hop on your boat from your backyard and cruise effortlessly to waterfront restaurants and sunset destinations. With a 20,000-lb boat lift, personal watercraft lift, and a 40-foot dock on a deep-water canal, you’ll enjoy immediate access to Sarasota Bay, the Intracoastal Waterway, and the Gulf—with no fixed bridges along the way. End your days with breathtaking sunsets as the sky ignites in color, dolphins play, and manatees glide by. Inside, the home offers an optimal floor plan ready for your personal touches. The spacious eat-in kitchen features an expansive island perfect for casual entertaining, complemented by new stainless-steel appliances. A wall of sliding glass doors seamlessly blends indoor and outdoor living, filling the home with natural light and water views. All main living areas open to the pool and outdoor spaces. Recent updates include a new AC system and a recently refinished pool. The home offers three bedrooms and four baths, with the flexibility to modify the layout or easily add a fourth bedroom. A wood-burning fireplace adds warmth and charm to the living room. Located on the barrier island of Longboat Key, this exceptional property is perfectly suited for the most discerning buyers. Enjoy nearby golf, pickleball, boutique shopping, and dining, with St. Armands Circle and downtown Sarasota just minutes away. Convenient access to SRQ Airport makes this an ideal full-time residence or luxury vacation retreat. Call today to schedule your private showing and experience coastal living at its finest.

Local Insight

At $528/sqft, this 1960 waterfront home is priced below the island's typical luxury standards, which makes sense given its age and modest footprint on just 0.23 acres—you're paying for water access and location rather than a newer build or sprawling estate lot. The AE flood zone designation is a practical concern that will affect insurance costs and future resale appeal, so factor that into your true cost of ownership before getting attached to the pool and water views. For a serious buyer, the real question is whether you're looking to build equity in an older waterfront property with renovation upside, or if the flood risk and age make you better off spending 15-20% more for something newer and higher on the island.

AI-generated insight based on listing data and neighborhood context. Verify independently.

Estimated monthly payment

Principal & interest$4,930
Property taxes$1,452
Home insurance (est.)$447

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 history121 days on market

  1. Status: Active
    Feb 5, 2026
  2. Listed$999,999
    Feb 5, 2026
  3. Price reduced$975,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
121
Cumulative DOM
451
Subdivision
Sleepy Lagoon Park
County
Manatee
Year built
1960
Living area
1,846 sq ft
Price/sq ft
$528
Building area
2,687 sq ft (Owner)
Lot size
10,000 sq ft
Lot category
0 to less than 1/4
Flood zone
AE
Garage
2 spaces
Pool
Private pool
Annual taxes
$17,419 (2024)
Parcel #
7854 700007
Zoning
R4SF
MLS #
A4680786

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Interior Details

Bedrooms
3
Full bathrooms
3
Half bathrooms
1
Flooring
Other, Tile, Travertine
Appliances
Dishwasher, Range, Refrigerator
Interior features
Ceiling Fans(s), Crown Molding, Eat-in Kitchen
Laundry
Inside, Laundry Closet
Stories / Levels
One
Direction faces
North
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air, Attic Fan

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Boat

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
1 Month
Listing terms
Cash, Conventional, FHA
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
TOWN OF LONGBOAT KEY ONLY

Exterior & Construction

Exterior features
French Doors, Lighting, Outdoor Grill, Sliding Doors
Construction materials
Brick, Frame
Roof
Shingle
Foundation
Slab
Pool
Private pool
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Electricity Connected, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryAnna Maria ElementaryGreatSchools ↗
MiddleMartha B. King MiddleGreatSchools ↗
High SchoolBayshore HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Bedroom 3First9x12
Primary BedroomFirst12x26
Dining RoomFirst11x12
Family RoomFirst10x17
Living RoomFirst14x23
KitchenFirst10x14
Bathroom 2First5x5
Bedroom 2First5x10
Bathroom 1First5x5

Listing Details

Listing date
2026-02-03
On market date
2026-02-05
Original list price
$999,999
Occupant type
Owner
MLS area
34228 - Longboat Key
Listing AOR
Sarasota - Manatee
Status changed
2026-02-05
Tax legal description
LOT15SLEEPY LAGOON PARK

Flood risk

High riskFEMA Zone AE

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

from downtown Sarasota take John Ringling Blvd to Ken Thompson Parkway to Gulf of Mexico Drive

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MLS GRID

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 6, 2026 at 4:06 PM 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.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA