5222 Winding Way Sarasota, FL 34242
Estimated payment $3,335/month
Highlights
- Lap Pool
- Community Lake
- Screened Patio
- Phillippi Shores Elementary School Rated A
- Front Porch
- Crown Molding
About This Home
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.
Listing Agent
MICHAEL SAUNDERS & COMPANY Brokerage Phone: 941-966-8000 License #0447791 Listed on: 07/28/2025

Co-Listing Agent
MICHAEL SAUNDERS & COMPANY Brokerage Phone: 941-966-8000 License #0420672
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,490
Year Built
- Built in 1963
Lot Details
- 6,000 Sq Ft Lot
- Lot Dimensions are 60x100
- East Facing Home
- Vinyl Fence
- Landscaped with Trees
- Property is zoned RSF3
HOA Fees
- $35 Monthly HOA Fees
Parking
- 1 Carport Space
Home Design
- Patio Home
- Entry on the 1st floor
- Slab Foundation
- Shingle Roof
- Stucco
Interior Spaces
- 1,137 Sq Ft Home
- 1-Story Property
- Crown Molding
- Ceiling Fan
- Sliding Doors
- Living Room
- Dining Room
- Microwave
- Laundry Room
Flooring
- Concrete
- Tile
Bedrooms and Bathrooms
- 2 Bedrooms
- 2 Full Bathrooms
- Bathtub with Shower
- Shower Only
Pool
- Lap Pool
- In Ground Pool
- Gunite Pool
Outdoor Features
- Screened Patio
- Private Mailbox
- Front Porch
Location
- Flood Zone Lot
- Flood Insurance May Be Required
Schools
- Phillippi Shores Elementary School
- Brookside Middle School
- Sarasota High School
Utilities
- Central Heating and Cooling System
- Thermostat
- Phone Available
- Cable TV Available
Community Details
- Twin Oak Pond Community
- Twin Oak Pond Subdivision
- Community Lake
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 20
- Assessor Parcel Number 0082010033
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $3,349 | $288,917 | -- | -- |
2023 | $3,349 | $280,502 | $0 | $0 |
2022 | $3,239 | $272,332 | $0 | $0 |
2021 | $3,226 | $264,400 | $221,100 | $43,300 |
2020 | $3,223 | $224,200 | $176,600 | $47,600 |
2019 | $3,755 | $270,700 | $167,000 | $103,700 |
2018 | $4,156 | $304,500 | $192,500 | $112,000 |
2017 | $4,104 | $295,100 | $170,900 | $124,200 |
2016 | $3,846 | $269,800 | $144,400 | $125,400 |
2015 | $4,102 | $286,200 | $178,100 | $108,100 |
2014 | $3,873 | $228,061 | $0 | $0 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
09/01/2025 09/01/25 | Pending | -- | -- | -- |
07/28/2025 07/28/25 | For Sale | $569,900 | -- | $501 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | -- | None Listed On Document | |
Warranty Deed | $232,000 | Attorney | |
Warranty Deed | $460,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $150,000 | Credit Line Revolving | |
Previous Owner | $355,000 | Unknown | |
Previous Owner | $345,000 | Purchase Money Mortgage | |
Previous Owner | $50,000 | Credit Line Revolving |
Source: Stellar MLS
MLS Number: A4659769

APN: 0082-01-0033
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