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For sale
  • $569,900

    5222 Winding Way, Siesta Key, FL 34242

    2beds
    1,137sqft
    : 
    Single Family Residence
    Built in 1963
    6,000 Square Feet Lot
    $-- Zestimate®
    $501/sqft
    $35/mo HOA

    What's special

    Pool homeNew pool pumpCrown moldingTankless water heaterCharming canopy lined street
    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.
    8 days
    on Zillow
    |
    1,273
    |
    63
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: July 30, 2025 at 11:22am

    Listing Provided by:

    Bob Moffatt 941-232-3370,

    MICHAEL SAUNDERS & COMPANY 941-966-8000,

    Peggy Wellman 941-374-0811,

    MICHAEL SAUNDERS & COMPANY

    Source: Stellar MLS,MLS#: A4659769MLS LogoOriginating MLS: Sarasota - Manatee

    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 5222 Winding Way.

    Next available tour time:Today at 11:30am

    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 Square Feet
    • 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 & HOA

    Community
    • Features: Lake
    • Subdivision: TWIN OAK POND
    HOA
    • Has HOA: Yes
    • HOA fee: $35 monthly
    • Pet fee: $0 monthly
    Location
    • Region: Siesta Key

    Financial & listing details

    • Price per square foot: $501/sqft
    • Annual tax amount: $3,489
    • Date on market: 7/28/2025
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved, Asphalt
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