Map location of 5569 CONTENTO DRIVE, SARASOTA, FL 34242
$2,199,000
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5569 Contento Drive, Sarasota, FL 34242

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2 Beds
2 Baths
1,772 Sq Ft

New Price ~ Siesta Key ~ Siesta Isles Neighborhood ~ 123' Water-Frontage ~ Close To Siesta Key Beach ~ Home Updated Throughout (Inside - Outside) ~ Oversized Lot: 12,000+ Square Feet ~ Pool ~ Two Boat Docks With Lifts ~ New Seawall ~ Pool / Yard / Docks All South Facing ~ Prime Location With Privacy (Dead End Street)! "SOLD" Turn Key Furnished (seller will consider leaving two boats on two lifts & one car) ~ Room To Expand Bedrooms / Other ~ Full Updated Home Inspection With Insurance Required Wind Mitigation / Four Point On Request ~ Owner Will Contribute To New Roof If Required ~ Begin Your Siesta Key Living Adventure! By The Way "OWNER FINANCING AVAILABLE". What A Great Overall "Beach Style Living Opportunity" On Beautiful Siesta Key! The Property Photos / Drone Photo's Say It All ~ Ready To Show!

Listing By: Robert T Anderson - RE/MAX ALLIANCE GROUP flmfr Realty.com
  • MLS# A4670108
  • Date Listed10/26/2025
  • Days on Realty 23 Days
  • Bedrooms 2
  • Bathrooms 2 Full baths
  • Lot Size 0.28 acres (12,100 sq. ft)
  • Sewer Public Sewer
  • Subdivision SIESTA ISLES
  • Property Type Single Family
  • County Sarasota
  • Year Built 1969
  • Water Public
  • Square Feet 1,772 sq. ft
  • Price Per Sq. Ft $1240.97

Interior Features

  • Appliances Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Other, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Flooring Brick, Carpet, Ceramic Tile, Hardwood, Other, Tile
  • Cooling Central Air, Other, Zoned
  • Heating Central, Electric, Heat Pump, Other, Zoned

Exterior / Lot Features

  • Exterior Garden, Lighting, Other, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Storage, Dock, Gazebo, Other, Outdoor Kitchen, Shed(s), Storage, Workshop
  • Roof Membrane, Other, Tile
  • Lot Size Acres 0.28
  • Lot Size SQFT 12,100.00
  • Lot Features Cul- De- Sac, Irregular Lot, Landscaped, Level, Near Golf Course, Near Public Transit, Private, Paved, Waterfront

Directions

Sarasota, FL ~ Siesta Key ~ Contento Drive ~ #5569

Financial Considerations

  • HOA Fee $200 Annually
  • Tax Amount $6,883
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Ese Special Programs

Public • PK - 12 • Serves this home

2.04 mi

Distance

Gulf Gate Elementary School

Public • PK - 5

3.63 mi

Distance

Wilkinson Elementary School

Public • PK - 5

4.87 mi

Distance

Imagine School At Palmer Ranch

Public • PK - 8

6.25 mi

Distance

Brentwood Elementary School

Public • PK - 5

8.17 mi

Distance

Brookside Middle School

Public • 6 - 8 • Serves this home

4.05 mi

Distance

Triad

Public • 6 - 12

4.87 mi

Distance

Suncoast School For Innovative Studies

Public • 6 - 8

6.52 mi

Distance

Sarasota School Of Arts/sciences

Public • 6 - 8

7.14 mi

Distance

Sarasota Middle School

Public • 6 - 8

7.15 mi

Distance

Mcintosh Middle School

Public • 6 - 8

8.68 mi

Distance

Riverview High School

Public • 9 - 12

2.83 mi

Distance

Suncoast Polytechnical High School

Public • 9 - 12

4.87 mi

Distance

Sarasota High School

Public • 9 - 12 • Serves this home

5.37 mi

Distance

Sarasota Military Academy

Public • 9 - 12

7.14 mi

Distance

Sarasota County Acceleration Academies

Public • 9 - 12

8.34 mi

Distance

Saltmeadow School

Private • 01 - 12

1.96 mi

Distance

Elevation Preparatory Academy

Private • 06 - 12

5.72 mi

Distance

Brickhouse Academy

Private • 05 - 12

6 mi

Distance

Palm Grove Mennonite School

Private • KG - 12

6.73 mi

Distance

West Coast School For Human Dev

Private • KG - 12

7.3 mi

Distance

Agape Christian School Of Sarasota

Private • KG - 12

7.56 mi

Distance

Liberty Baptist Academy

Private • PK - 12

8 mi

Distance

Victory Baptist Academy

Private • KG - 12

8.73 mi

Distance

Cardinal Mooney Catholic High School

Private • 09 - 12

8.85 mi

Distance

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in FL / 34242

Source: Walkscore

6/100

Car-Dependent

Walk Score ®

53/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Some bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 32/100, Transit Score: 2/100, Bike Score: 46/100.

Property Change History

Property description updated with new details
Property description updated with new details
Property description updated with new details
Agent added 76 new photos to the listing
3 → 79 photos
List Price decreased from $2,459,000 to $2,199,000
Price Per Square Foot decreased from $1,387.70 to $1,240.97
Property description updated with new details

Points of Interest near 5569 CONTENTO DRIVE, SARASOTA, FL 34242

Frequently Asked Questions for 5569 CONTENTO DRIVE

Source: Realty.com

5569 CONTENTO DRIVE, SARASOTA, FL 34242 is a Single Family 1,772 sq. ft. home listed for sale. Realty.com has 79 photos available of this 2 bed, 2 bath house, listed at $2,199,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 79 photos of 5569 CONTENTO DRIVE.

Our records indicate that 5569 CONTENTO DRIVE was built in 1969.

The full address for this home is 5569 CONTENTO DRIVE, SARASOTA, FL 34242.

5569 CONTENTO DRIVE has been listed on Realty.com since Sun October 26, 2025

Almost all errands require a car. It is possible to get on a bus. Some bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 32/100, Transit Score: 2/100, Bike Score: 46/100.

There are 3 schools assigned to this home. Check out the schools near 5569 CONTENTO DRIVE. Ese Special Programs (Grades: PK - 12), Brookside Middle School (Grades: 6 - 8), Sarasota High School (Grades: 9 - 12)

Listing provided courtesy of: Re/max Alliance Group (tel: 941-954-5454)
Listing agent: Robert T Anderson (#281504191)

This content last refreshed on 2025-11-18 22:38:24. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 5569 CONTENTO DRIVE, SARASOTA, FL 34242 : MLS# A4670108

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