About 5222 Winding Way
Under contract-accepting backup offers. 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.
Features of 5222 Winding Way
| MLS® # | A4659769 |
|---|---|
| Price | $569,900 |
| Bedrooms | 2 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 1,137 |
| Acres | 0.14 |
| Year Built | 1963 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Patio, Ranch |
| Status | Pending |
Community Information
| Address | 5222 Winding Way |
|---|---|
| Area | Sarasota/Crescent Beach/Siesta Key |
| Subdivision | TWIN OAK POND |
| City | SARASOTA |
| County | Sarasota |
| State | FL |
| Zip Code | 34242-1848 |
Amenities
| Is Waterfront | No |
|---|---|
| Waterfront | Lake |
| Has Pool | Yes |
Interior
| Interior Features | Crown Molding, Thermostat |
|---|---|
| Appliances | Microwave |
| Heating | Central, Electric |
| Cooling | Central Air |
| Fireplace | No |
| # of Stories | 1 |
Exterior
| Exterior Features | Private Mailbox, Sliding Doors |
|---|---|
| Lot Description | Flood Insurance Required, FloodZone, In County |
| Roof | Shingle |
| Foundation | Slab |
School Information
| Elementary | Phillippi Shores Elementary |
|---|---|
| Middle | Brookside Middle |
| High | Sarasota High |
Additional Information
| Date Listed | July 28th, 2025 |
|---|---|
| Days on Market | 66 |
| Zoning | RSF3 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | MICHAEL SAUNDERS & COMPANY |
|---|