Winding Oaks features 56 residences on 14.5 acres in a 28 duplex condominiums with 32 three-bedroom and 24 two-bedroom residences. Nestled behind the gates of Bay Isles, this community has both interior lots for private nature views and exterior lots with views of the pristine Longboat Key Club golf course. Each villa feels like a one-level, single-family home but with the convenience of condominium amenities and maintenance.
Beach Access: Deeded beach access to the Bay Isles Beach Club
Winding Oaks features two distinct floor plans ranging between 2,000 and 2,600 square feet. Each property has a private two-car garage for ample parking or storage needs.
The minimum lease period is 3 months up to 3 times per year.
Winding oaks is a pet friendly community that allows each owner one cat or dog or two dogs if each are 25 lbs or less.
Primary phone
(941) 376-5311Address
595 Bay Isles RdGet to Know Bruce
Bruce Myer is a real estate agent serving Winding Oaks who has been recognized as a leader in the Sarasota / Longboat Key marketplace since 1980 and has achieved over $1 billion in career sales. Beginning his real estate career with Arvida, Bruce became immersed in the growth and development of Longboat Key. As a result of his vast knowledge and experience, he has become a vital source of information for clients and other Longboat Key real estate agents. His integrity, marketing skills, and negotiation expertise, have earned Bruce the recognition year after year as a top producer in local, national, and international real estate. Bruce has successfully guided buyers and sellers in the right direction through effective communication and attention to detail.