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.
Sold for $550,000
$550,000
5222 Winding Way, Siesta Key, FL 34242
2beds
1,137sqft
Single Family Residence
Built in 1963
6,000 Square Feet Lot
$539,700 Zestimate®
$484/sqft
$3,720 Estimated rent
Home value
$539,700
$491,000 - $594,000
$3,720/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: November 12, 2025 at 10:40am
Listing Provided by:
Bob Moffatt 941-232-3370,
MICHAEL SAUNDERS & COMPANY 941-966-8000,
Peggy Wellman 941-374-0811,
MICHAEL SAUNDERS & COMPANY
Bought with:
Bob Moffatt, 0447791
MICHAEL SAUNDERS & COMPANY
Peggy Wellman, 0420672
MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS,MLS#: A4659769
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 192 Square Feet
- Dimensions: 12x16
Bedroom 2
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Primary bathroom
- Features: Shower No Tub
- Level: First
- Area: 42 Square Feet
- Dimensions: 6x7
Bathroom 2
- Features: Tub With Shower
- Level: First
- Area: 60 Square Feet
- Dimensions: 5x12
Balcony porch lanai
- Features: Ceiling Fan(s)
- Level: First
- Area: 320 Square Feet
- Dimensions: 10x32
Dining room
- Level: First
- Area: 80 Square Feet
- Dimensions: 8x10
Kitchen
- Level: First
- Area: 90 Square Feet
- Dimensions: 9x10
Laundry
- Level: First
- Area: 70 Square Feet
- Dimensions: 7x10
Living room
- Features: Ceiling Fan(s)
- Level: First
- Area: 315 Square Feet
- Dimensions: 15x21
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Microwave
- Laundry: Inside, Laundry Room
Features
- Crown Molding, Thermostat
- Flooring: Tile
- Doors: Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 1,900
- Total interior livable area: 1,137 sqft
Property
Parking
- Total spaces: 1
- Parking features: Carport
- Carport spaces: 1
Features
- Levels: One
- Stories: 1
- Patio & porch: Front Porch, Porch, Screened
- Exterior features: Private Mailbox
- Has private pool: Yes
- Pool features: Gunite, In Ground, Lap
- Fencing: Vinyl
- Waterfront features: Lake
Lot
- Size: 6,000 sqft
- Dimensions: 60 x 100
- Features: Flood Insurance Required, FloodZone, In County
- Residential vegetation: Trees/Landscaped
Details
- Parcel number: 0082010033
- Zoning: RSF3
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Patio,Ranch
- Property subtype: Single Family Residence
Materials
- Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 1963
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Phone Available, Sewer Connected, Water Connected
Community & neighborhood
Community
- Community features: Lake
Location
- Region: Siesta Key
- Subdivision: TWIN OAK POND
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $35 monthly
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Road surface type: Paved, Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 11/12/2025 | Sold | $550,000-3.5%$484/sqft |
Source:  Stellar MLS #A4659769 Report a problem | ||
| 9/3/2025 | Pending sale | $569,900$501/sqft |
Source: Stellar MLS #A4659769 Report a problem | ||
| 7/28/2025 | Listed for sale | $569,900+42.5%$501/sqft |
Source: Stellar MLS #A4659769 Report a problem | ||
| 5/2/2009 | Listing removed | $399,900$352/sqft |
Source: Michael Saunders & Company #377426 Report a problem | ||
| 7/10/2008 | Price change | $399,900-4.8%$352/sqft |
Source: Michael Saunders & Company #377426 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: 34242
Nearby schools
GreatSchools rating
- 9/10Phillippi Shores Elementary SchoolGrades: PK-5Distance: 1.6 mi
- 6/10Brookside Middle SchoolGrades: 6-8Distance: 2.3 mi
- 5/10Sarasota High SchoolGrades: 9-12Distance: 3.7 mi
Schools provided by the listing agent
- Elementary: Phillippi Shores Elementary
- Middle: Brookside Middle
- High: Sarasota High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value$539,700
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$539,700