$949,000
Original: $1,150,000 ▼ Price reduced

3435 WINDING OAKS DR #18, Longboat Key, FL 34228

Active
3
Beds
3
Baths
2,555
Sq Ft
$371
Per Sq Ft
1988
Built
96
Days Listed

About This Property

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.

Property Details

TypeCondominium
Garage2 spaces
Lot13.84 ac
Stories1
PoolNo
WaterfrontNo
SubdivisionWINDING OAKS
HOAYes
Tax/yr$8,565
HeatingCentral, Electric
CoolingCentral Air, Humidity Control
FlooringCarpet, Tile, Vinyl, Wood
RoofTile

Schools

ElementarySouthside Elementary
MiddleBooker Middle
High SchoolBooker High

Listed by MICHAEL SAUNDERS & COMPANY · MLS# A4680403

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Properties displayed may be listed or sold by various participants in the MLS


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved. Data deemed reliable but not guaranteed. Last updated: 2026-06-02.
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Rise Team · LPT Realty, LLC
Mike Valdes
Mike Valdes
Rise Team · LPT Realty
(813) 548-5618
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