Longboat Key Real Estate Report – Winding Oaks
Winding Oaks is a special condominium development offering Longboat Key real estate behind the gates of the Longboat Key Club Harbourside neighborhood. Built in 1988 with spacious floor plans—many of which have lake and golf course views—Winding Oaks offers maintenance-free living that feels like a single-family home. Each unit boasts a private courtyard entry, vaulted ceilings, a two-car garage and generous outdoor space for enjoying the lovely Longboat Key setting. Pets are allowed in this friendly neighborhood, which features deeded beach access through the desirable Bay Isles Beach Club.
Market Activity – Winding Oaks
Maureen Curtin of Michael Saunders & Company’s mid-Longboat Key real estate office is a proven an expert in Winding Oaks. She is frequently called when a buyer is looking for available properties in Winding Oaks, and has been involved in four of the six sales in the development in 2012. All of the sales were listed by Michael Saunders & Company.
Selling prices in Winding Oaks have ranged from $388,500 for a two-bedroom unit to $675,000 for the most recent sale in the development. This condo had three bedrooms with 2,679 square feet, and was listed by Susan and Jon Fox of the Michael Saunders & Company Longboat Key South office and sold by Maureen Curtin. Hannerle Moore, also of the company’s South Longboat Key office, sold a listing with just over 2,700 square feet for $590,000.
Brigitte and Tina Von Kessel of Michael Saunders & Company’s South Longboat Key office have the only unit currently available for sale. It is listed for $609,000 and offers three bedrooms in 2,679 square feet. The unit has its own private pool and spa with views of the lake and golf course from the expansive deck.
Bottom Line – Why Choose Winding Oaks?
Homeowners take pride in their property in Winding Oaks, where brick paver driveways, roofs and the large community pool were recently redone. Proximity to tennis, golf, the marina and shopping make Winding Oaks a very desirable location. Many homeowners make Winding Oaks their year-round residence, but one-month rentals are allowed and make this a popular option for seasonal tenants.
Michael Saunders & Company agents are proven specialists in helping home buyers and sellers with Longboat Key real estate in Winding Oaks and beyond. Contact one of our specialists today to begin a real estate experience based on trust and results.


















October 23rd, 2012
Winding Oaks has definitely been on my list properties to buy. It has all the ingredients that go into the making of a good neighborhood.
Share your thoughts, leave a comment!