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569 Juan Anasco Drive

Longboat Key, FL 34228

3 beds
4 baths
2,804 sqft
10,001 sqft lot
$713 per sqft
1996 build
– on site

Discover the ultimate Florida waterfront lifestyle at 569 Juan Anasco Dr—an elegant retreat where sophistication, comfort, and coastal beauty blend seamlessly. Nestled along a tranquil canal, this exceptional property offers deeded private beach access just around the corner, leading you to your own private stretch of sand. Designed for both relaxation and entertainment, this spacious elevated two-story home features 3 bedrooms and 4 bathrooms, offering ample comfort for family and guests. The main living areas, set within 2,804 sq. ft. on the second level, boast bright, open-concept spaces ideal for gatherings, complete with serene water views and effortless indoor-outdoor flow to the upstairs porch—the perfect setting for morning coffee or sunset cocktails. An additional 2,500 sq. ft. of nonconforming space expands the home’s functionality, providing endless opportunities for multiple entertaining areas—whether you envision a game room, home theater, gym, or guest suite, this space is designed to adapt to your lifestyle. Step outside into your own private sanctuary featuring a heated pool, ideal for year-round enjoyment. The private backyard offers a secluded space for relaxation or entertaining, while the canal-front dock accommodates your boat or jet skis, allowing you to dive into true waterfront living. Prefer a slower pace? Launch a kayak from the side yard and paddle to nearby Italian restaurants, charming cafes, and boutique shops. With the added convenience of an elevator and the security of no flood claims from the current or original owners, this home offers both luxury and peace of mind. At 569 Juan Anasco Dr, every detail is designed for the ultimate Florida waterfront lifestyle—spacious, luxurious, and effortlessly functional for both everyday living and unforgettable entertaining.

Listing courtesy of STELLAR_MLS / KELLER WILLIAMS ON THE WATER S

Last checked: Checking… • Last updated Feb 21, 2025 •

MLS# A4641435 —

The Building

Year Built:

1996
New Construction:

false
Construction Materials:

Brick
Levels:

Two
Stories Total:

1
Roof:

Metal
Foundation Details:

Brick/Mortar
Patio And Porch Features:

Deck
Building Area Total:

5328
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Cathedral Ceiling(s)
Flooring:

Ceramic Tile
Fireplace:

true
Fireplace Features:

Wood Burning

Room Dimensions

Living Area:

2804
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

Directions: From south Longboat Key, go north on Gulf of Mexico Drive to Juan Anasco Drive, house on left.
Latitude:

27.429805
Longitude:

-82.677011
Coordinates:

-82.677011, 27.429805

The Property

Parcel Number:

7854000002
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Features:

Street Dead-End
Lot Size Acres:

0.23
Lot Size Area:

10001
Lot Size SqFt:

10001
Lot Size Dimensions:

100 x 100
Lot Size Units:

Square Feet
Total Acres:

0 to less than 1/4
Zoning:

R4SF
Direction Faces:

South
View:

Water
View:

true
Exterior Features:

Rain Gutters
Water Source:

Public
Road Surface Type:

Asphalt
Road Frontage Type:

Street Dead-End
Flood Zone Code:

AE
Additional Parcels:

false
Homestead:

false
Lease Restrictions:

true
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

7
Tax Legal Description:

LOT 7 SLEEPY LAGOON PARK PI#78540.0000/2
Tax Book Number:

7-83
Tax Annual Amount:

22111.31

Beds

Bedrooms Total:

3

Baths

Total Baths:

3.5
Total Baths:

4
Full Baths:

3
Half Baths:

1

The Listing

Virtual Tour URL Unbranded:

https://www.propertypanorama.com/instaview/stellar/A4641435
Special Listing Conditions:

None

Heating & Cooling

Heating:

Zoned
Heating:

true
Cooling:

Zoned
Cooling:

true

Utilities

Utilities:

Cable Available
Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher
Laundry Features:

Inside

Schools

Elementary School:

Anna Maria Elementary
Middle Or Junior School:

Martha B. King Middle
High School:

Bayshore High

The Community

Subdivision Name:

SLEEPY LAGOON PARK
Senior Community:

false
Waterview:

Canal
Waterview:

true
Water Access:

Bay/Harbor
Water Access:

true
Water Extras:

Assigned Boat Slip
Water Body Name:

Sarasota Bay
Waterfront:

true
Waterfront Features:

Canal - Saltwater
Spa Features:

In Ground
Pool Private:

true
Pool Dimensions:

30x60
Pool Features:

Heated
Association:

false
Ownership:

Fee Simple
Association Approval Required:

false
Waterfront Feet Total:

100

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

2
Carport:

false
Covered Spaces:

2

Monthly cost estimate

Asking price

$2,000,000

Expense	Monthly cost
Mortgage	$10,709
Taxes	$1,842
Insurance	$550
Utilities	$177 See report
Total	$13,278/mo.^*
	^*This is an estimate

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Sale history

Date	Event	Source	Price	% Change
2/21/25 Feb 21, 2025	Listed / Active	STELLAR_MLS	$2,000,000	181.7% (26.4% / YR)
3/13/24 Mar 13, 2024	Price Changed	STELLAR_MLS
2/6/24 Feb 6, 2024	Listed / Active	STELLAR_MLS

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This house located in Longboat Key, FL 34228 is currently for sale for $2,000,000. 569 Juan Anasco Drive is a 2,804 square foot house with 3 beds and 4 baths that has been on Estately for 0 days. This house is in the attendance area of Anna Maria Elementary School, Bayshore High School, and King Middle School.

Listing Courtesy of: STELLAR_MLS and KELLER WILLIAMS ON THE WATER S.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing 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. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.