Home  >  Sarasota  >  Longboat Key  >  Bay Isles  >  Winding Oaks

Winding Oaks for Sale

Longboat Key Maintenance Free Villas

Wonderful water and fairway views can be found from just about every one of the 56 residences at Winding Oaks. Built in the late 1980’s, these wonderful maintenance free villas offer a wonderful, relaxed and unpretentious lifestyle while having access to all the features every Bay Isles resident enjoys.

Homes are sized between 2,000 and 2,600 square feet with two or three bedrooms. Homes have been generally maintained to the highest level and the grounds are professionally manicured.  Some homes will even have a pool or sauna. The kitchens are bright and the floor plans are open. 

Access to the white sandy beaches of Longboat Key are accessed through the private Bay Isles Beach Club.  Golf, sauna, and dining are available through the 5-Star Longboat Key Club.  If you want to keep your boat close, the Longboat Key Moorings is just a quick walk or bike ride.  Shopping at the nearby shopping center is quick and keeps the day to day household needs in order. 

For entertainment, it is a quick ride to St. Armand’s Circle where you will find shops, boutiques, and both “Florida” formal and casual dining at one of the restaurants or cafes.

Those looking for the investment potential will appreciate the relatively short rental minimum of one month, twelve times per year.  This is quite unusual for Longboat Key.

Confidence and successful real estate transactions are made on a foundation of timely and complete information. Be sure to take a look at the recent sales at Winding Oaks. For a little more analysis, our market reports take a different look other than just the price. Cost per square foot, active listings vs. solds, and days on market are always helpful. When you know the market, you are better able to make smart decisions.

When buying on Longboat Key, it’s not just the property you are looking at. You are buying a lifestyle that only a few have the to enjoy! 

We are always here to help and answer your questions. Our local knowledge of the area is virtually unmatched by our nearly 20 years in the local Longboat Key and Sarasota markets. Together, we can make a difference!