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3435 Winding Oaks Dr #18, Longboat Key, FL 34228
3435 Winding Oaks Dr #18, Longboat Key, FL 34228
3435 Winding Oaks Dr #18, Longboat Key, FL 34228
3435 Winding Oaks Dr #18, Longboat Key, FL 34228
3435 Winding Oaks Dr #18, Longboat Key, FL 34228
3435 Winding Oaks Dr #18, Longboat Key, FL 34228
3435 Winding Oaks Dr #18, Longboat Key, FL 34228

3435 Winding Oaks Dr #18 Longboat Key, FL 34228

$1,050,000

ACTIVE
Beds
2
Baths
3
Sqft
2,555
Acres
13.84
Year
1988
Days on Site
2
Property Type
Residential
Sub Type
Condominium
Per Square Foot
$411
Date Listed
Jan 28, 2026

Description of 3435 Winding Oaks Dr #18, Longboat Key, FL 34228

Listing details for 3435 Winding Oaks Dr #18, 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.
Listing Updated : 05-01-2026 at 3:48 AM EDT
Listing Provided By : Sean Clark, 941-383-7591, MICHAEL SAUNDERS & COMPANY
Source :

Stellar MLS as distributed by MLS GRID, MLS#: MFRA4680403

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Based on information submitted to the MLS GRID as of 2026-05-02 at 5:01 a.m. EDT. 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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Listing data comes from My Florida Regional MLS DBA Stellar MLS.