Winding Oaks Condos For Sale

Winding Oaks Condos Longboat Key

A quiet drive, part of Bay Isles Private Community, rests across beautiful Sarasota Bay, due east of the Sarasota-Bradenton International Airport. More specifically, located in the middle of Longboat Key, and town of Longboat Key, Florida, lies Winding Oaks Drive. This banyan tree-lined, paved road curves in a semi-circular pattern through the residential condominium properties off of Harbourside Drive. Beautifully nestled among the trees are wonderfully built residences with views of palm trees, crystal blue and green waters, or a golf course. Read more about Winding Oaks.

Condos for Sale at Winding Oaks Longboat Key February 2, 2023
Avg. DOM
Avg. $ / Sq.Ft.
Med. List Price
1 Property

Condos in Winding Oaks

This wonderful pet-friendly area boasts a long history beginning hundreds of years ago with gorgeous Florida beaches. Winding Oaks Drive has 56 different choice villa styled condominiums with either a view of the water way, or a luxurious grass area around the fountained pond with a walking path to a pool. Nearby golf course and beach make this street a primary location for enjoyable living or peaceful retirement.

With ever present wild birds, bird lovers can enjoy sitting on the terrace watching and listening to the local water fowl in early morning, and particularly at sunset when the birds come home to rest. Several of the properties around Winding Oak Drive offer luxurious, sparkling pools and/ or spas to enjoy a cooling afternoon swim. This beautiful drive also provides ample shade with its massive palm and banyan trees almost surrounding every property. Cool trade winds can be enjoyed from screened patios, or while enjoying a day of crafting your own tropical garden that will last all year long in the wonderful Florida temperatures.

Winding Oaks Drive is a perfect location for a discerning investor who loves to enjoy golfing, wild life, gardening, their pets, relaxing in the shade of the veranda, going to the beach, and the ocean water. With the beach, historical landmarks, and shopping all within a short commute, Winding Oaks Drive is privately nestled in the optimal central location of the town of Longboat Key.. This lovely community accessing Winding Oak Drive is truly a hidden treasure to be seen, lived, and enjoyed as a permanent residence, or winter get away.

Map of Winding Oaks