5255 Winding Way
Sarasota, FL 34242
Apartment building
Studio-2 beds
Available units
-- 2 bd, 3 ba | 1,302 | $678,700 |
![]() -- Studio, 1 ba | 550 | Fees may apply $726,300 |
![]() Unit 2 Studio, 1 ba | 450 | Price on request |
Neighborhood: 34242
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Getting around
Walk Score®
 / 100
Car-DependentTransit Score®
 / 100
No Nearby TransitBike Score®
 / 100
Somewhat BikeableNearby schools in Sarasota
Phillippi Shores Elementary School
Grades PK-5 • 1.4 miles9/10
GreatSchools® Rating
Test Score Rating
9/10Student Progress Rating
9/10Brookside Middle School
Grades 6-8 • 2.3 miles7/10
GreatSchools® Rating
Test Score Rating
6/10Student Progress Rating
7/10Sarasota High School
Grades 9-12 • 3.7 miles5/10
GreatSchools® Rating
Test Score Rating
6/10College Readiness Rating
4/10Student Progress Rating
4/10Frequently asked questions
What schools are assigned to 5255 Winding Way?
The schools assigned to 5255 Winding Way include Phillippi Shores Elementary School, Brookside Middle School, and Sarasota High School.
What is the walk score of 5255 Winding Way?
5255 Winding Way has a walk score of 2, it's car-dependent.
What neighborhood is 5255 Winding Way in?
5255 Winding Way is in the 34242 neighborhood in Sarasota, FL.

