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Property Description
A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift. Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a serene setting. Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets and granite counters. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.***
Full Property Details
Full Property Details for 5507 Contento Dr
General
- Price: $1,795,000
- HOA FEE: $150
- Taxes: $15,484 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4683288
- Updated: 2/20/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 5
- Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
- Furnishings: Furnished
- Flooring: Ceramic Tile, Engineered Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite
- Spa Description: Heated
Exterior
- Exterior Features: Outdoor Shower
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34242 - Sarasota/Crescent Beach/Siesta Key
- County: Sarasota
- Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Subdivision: SIESTA ISLES
- Driving Directions: Midnight Pass to Siesta Isles
- Direction Faces: East
School Information
- Elementary School: Phillippi Shores Elementary
- Middle School: Sarasota Middle
- High School: Sarasota High
Community
- Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Association: Yes
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Public
Structural Information
- Architectural Info: Mediterranean
- Architectural Style: Mediterranean
- Exterior Const.: Block, Stucco
- Roof: Tile
- Stories/Levels: One
- Square Feet: 1,788
- Sq. Ft. Source: Public Records
- Year Built: 1969
Lot Features
- Property View: Pool, Water
- Lot Size (Acres): 0.32
- Lot Size (Sq. Ft.): 14,000
- Lot Size: 14000
- Street/Road Desc.: Asphalt
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Canal - Saltwater
- Water Extras: Yes
- Water Front Desc.: Saltwater Canal
Financial Considerations
- Association Fee: $150
- Assoc Fee Desc.: Optional
- Tax Amount: $15,484.02
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 255 SIESTA ISLES UNIT 8
- Flood Zone Info: AE
- APN: 82090044
- Property ID: 82090044
Listed by Preferred Shore Llc
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Schools
Schools serving 5507 Contento Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Phillippi Shores Elementary School 4747 South Tamiami Trail, Sarasota, FL 34231 | PK-5 | 1.6 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 2.5 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 3.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5507 Contento Dr
Date
Details
Price
Change
Source
2/20/2026
Listed
$1,795,000
14.7%
MLS
10/29/2021
Sold
$1,565,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5507 Contento Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,762
-9%
$1,319,800
-5%
2024
$16,286
3%
$1,392,113
3%
2023
$15,859
37%
$1,351,566
42%
2021
$11,606
-25%
$954,000
-27%
2022
$15,529
34%
$1,312,200
68%
2021
$11,606
9%
$779,300
-5%
2019
$10,645
2%
$820,200
7%
2018
$10,461
13%
$768,460
10%
2017
$9,282
1%
$698,600
4%
2016
$9,155
90%
$674,600
84%
2015
$4,824
—
$366,317
1%
2014
$4,806
—
$363,410
2%
2013
$4,804
—
$358,039
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5507 Contento Dr
5507 Contento Drive, Sarasota, FL 34242 (MLS# A4683288) is a Single Family property with 3 bedrooms and 3 full bathrooms. 5507 Contento Drive is currently listed for $1,795,000 and was received on February 20, 2026. Want to learn more about 5507 Contento Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

