Skip to content
Property for sale at 5222 WINDING WAY, SARASOTA, FL, 34242

5222 Winding WaySarasota, FL, 34242

2beds
2baths
1,137sqft
Single Family Residence
Built in 1963
$414 Annually HOA Fee
$550,000
Sold
Price per sqft
$484
Sold on
Nov 12, 2025
MLS #A4659769Updated Nov 12, 2025

About this property

Opportunity knocking loudly! Here it is the least expensive pool home on Siesta Key. You will approach under a charming, canopy lined street. This 2BR/2BA is ready for someone to put their finishing touches on it after hurricane damage. Walls have been removed from 4 ft down, kitchen cabinets and counter removed. Nice Crown molding. Electrical was rewired and raised. Replumbed in 2020. Tankless water heater is 1 year old. A/C was new in 2023. Ductwork was replaced. Great Lap pool has new pool pump. Roof was patched and not leaking. This fabulous quiet location is a half a mile to the #1 Siesta Key Beach, this is your new place in the sun. Island living at its best.

Interested in this property?
Gaby, Property Specialist
Speak to GabyProperty Specialist, SerhantGaby can share what this home sold for, and find you comparable properties still on the market.
+1 (407) 490-0475
No pressure. Your details stay private.

Property details

Property type
Single Family Residence
Street address
5222 Winding Way
City
Sarasota
State
FL
ZIP code
34242
Year built
1963
New construction
No
Attached property
No
Faces
East
Rooms
9
Building stories
1
Living area
1,137 sqft
Total building area
1,900 sqft
Architectural style
Ranch
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 12:45 AM EST

Price & sale history

EventPrice
SoldMLS #A4659769$550,000
Listed for saleMLS #A4659769$569,900
SoldMLS #A3920712$232,000
Price reducedMLS #A3920712$219,000Change: −21.5%−$60,000
History may be incomplete.
Explore nearby sales

Location

Property for sale at 5222 WINDING WAY, SARASOTA, FL, 34242
Learn more about this propertyGet in touch for more information
We will use your details to respond to this request and may share them with a suitable real estate professional when needed. Marketing is optional.