3435 Winding Oaks Drive, LONGBOAT KEY, FL 34228
For Sale
$1,050,000

3435 Winding Oaks Drive
LONGBOAT KEY, FL 34228

Own your own slice of tropical paradise on Longboat Key with this beautiful two bedroom two and on half bath Villa in the exclusive Winding Oaks Community located behind the gates of Bay Isles Association. Sweeping views of the Longboat Key Club Harbourside Golf Course and a sparkling inland waterway from your primary bedroom and expansive living/dining room combo that both exit through sliders to a fully enclosed wrap around deck to further enhance your tropical lifestyle. Open floor plan with soaring ceilings and enclosed atrium help to maximize the natural light and make the 2,555 sq feet feel even larger. Beautifully updated eat in kitchen with striking tray ceiling, ample pantry storage, bright white cabinets, quartz countertops and stainless steel appliances. Primary owners suite includes an designer walk in closet, updated bath with ceramic tile, walk in shower, double sinks and quartz counter tops. Split layout offers a private guest suite, with walk in closet, updated ensuite bathroom with ceramic tile, walk in shower and quartz counter tops. Large office with desk nook could easily be converted to another bedroom. Laundry room with storage and sink adjacent to large 2 car garage with epoxy floors and storage cabinets. Meticulously maintained, Impact Windows and sliders throughout, low maintenance mature plantings in private enclosed front courtyard. Dog friendly community. Beautiful updated community pool with bathrooms. Beach access via Bay Isles Beach Club which offers a private pavilion with bathrooms, volleyball, picnic tables, grills and ample parking. Low maintenance community where all exteriors and court yards are maintained by the association. Conveniently located mid key, one mile from Publix and CVS and a short drive to the restaurants and shops of St Armand’s and Downtown Sarasota.
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Listings courtesy of My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID. Listing Office: MICHAEL SAUNDERS & COMPANY , 941-383-7591

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Michael Chen PA, Realtor at La Rosa Realty Celebration Serving Orlando and Miami
LA ROSA REALTY - CELEBRATION
Michael Chen PA, Realtor at La Rosa Realty Celebration Serving Orlando and Miami
LA ROSA REALTY - CELEBRATION


Listings courtesy of My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID.
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Based on information submitted to the MLS GRID as of 2026-04-02 12:18:14 (GMT / UTC +0). All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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