5531 CONTENTO, SARASOTA, FL 34242

$2,195,000 Was $2,300,000

Beds: 5

Baths: 4 Full

Sq. Ft.: 3,653 Sq. Ft.

Year Built: 1966

Lot Size: 0.37 Acres

Garage: 3

Pool: Yes

DOM: 212

Property Overview

Status: Closed

Property Type: Residential

MLS #: 0198ce2a665fc594cb9355c919701d6d

Subdivision: SIESTA ISLES

County: Sarasota

HOA Fee: $150 (Annually)

Year Built: 1966

Construction: Stucco

Foundation: Slab

Roof: Tile

Cooling: Central Air

Heating: Electric

Sewer: Public Sewer

Water Source: Public

Zoning: RSF2

Tax Amount: $10,726.88 (2023)

Date Sold: Mar 28, 2025

Sold Price: $1,800,000

Listed On: Aug 6, 2024

Description

One or more photo(s) has been virtually staged. This property is priced to sell! Situated on one of the most beautiful boat basins on the island providing exceptional open serene views. Ideally poised on a generous 16,000+ sq ft lot close to the world-renowned Siesta Key Beach, this home offers easy access to powdery white sands and breathtaking sunsets. Enjoy the convenience of Siesta Village which provides nearby shops and restaurants with a variety of dining and shopping options minutes away. This home is perfect for multi-generational families or those wanting separate yet attached guest quarters. The second floor addition was added in 2008 with a separate entrance making the perfect in-law suite or 2 BR guest quarters. The home is equipped with a majority of hurricane rated windows and sliding doors. There's an opportunity for a dock at a designated cut-in on the seawall. A large oak tree with a tree swing adds a touch of nostalgia and provides the perfect spot to reflect on the lovely water views. Inside, the home is bathed in natural light, creating a warm and inviting atmosphere throughout. Five generously sized bedrooms ensure comfort and privacy for family and guests. The living areas are generously sized for entertaining with views of the water. The oversized 3 car garage has expansive storage. Step outside to your private oasis, where the expansive outdoor spaces are perfect for enjoying the Florida sunshine. A stunning pool and outdoor entertaining area offer the ideal setting for al fresco dining, lounging, and hosting gatherings with friends and family. Beautiful mature trees adorn the lot and the circular drive offers convenient access. This stunning Siesta Isles home is a rare find, offering the best of Siesta Key living. Don't miss the opportunity to make this your new waterfront paradise. Storms caused only minor exterior damage with a skim of wind-blown water in garage.

Exterior Features

Hurricane Shutters, Irrigation System, Private Mailbox, Sliding Doors, Storage

Directions

From the north bridge to Siesta Key, follow Higel Avenue to Midnight Pass Road and bear left at traffic light. Turn right on Shadow Lawn Way. From the Stickney Point Bridge to Siesta Key, turn right onto Midnight Pass Road, bear right at traffic light, turn left on Shadow Lawn Way. From Shadow Lawn Way, turn left on Shadow Lawn Drive, right on Contento Drive, over small bridge, bear right on Contento Dr and the property is on the right.

School Information

Elementary: Phillippi Shores Elementary

Middle: Brookside Middle

High: Sarasota High

Location

Get Directions View on Google Maps

Mortgage Estimator

*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.

Listing Information

Provided Courtesy of:

MICHAEL SAUNDERS & COMPANY

Listing Agent: Kim Ogilvie

Information is deemed reliable but not guaranteed. Information provided is 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.

Data last updated: March 11, 2026, 1:46 pm UTC

MLS Source: Stellar MLS Copyright © 2026

Similar Active Listings Nearby

Similar Recently Sold Listings Nearby