143 OSPREY POINT DRIVE, Osprey, FL 34229

Property Description

One of the last available homesites in The Oaks Bayside. Almost 1/2 acre, at 17,647-square-feet, this exceptional lot presents a rare opportunity to build a custom luxury residence in one of Sarasota's most established and prestigious gated communities. Located behind the 24-hour staffed gates of The Oaks Bayside, this desirable homesite is ready to be transformed into the home you've always envisioned. Bring your own builder and architect and create a residence tailored to your lifestyle, surrounded by majestic oak trees, winding streets, and distinctive estate homes. The Oaks Bayside is renowned for its peaceful Old Florida charm, mature landscaping, and prime location along Little Sarasota Bay. This sought-after neighborhood offers a unique blend of privacy, natural beauty, and convenience, just minutes from the beaches of Casey Key, downtown Sarasota, and the area's finest shopping, dining, and cultural attractions. Ownership includes membership in The Oaks Club, one of Florida's most respected private club communities, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, croquet, a state-of-the-art WellFit Center, Junior Olympic heated swimming pool, bocce, basketball, playground facilities, multiple dining venues, and a vibrant year-round social calendar. Club membership is required, and there is currently NO WAITING LIST for either Golf or Sports/Social membership.

Listing Status:

Active

Date Added:

June 11, 2026

Data Last Updated:

June 28, 2026 at 3:21PM

Listing Office:

COLDWELL BANKER REALTY : 941-383-6411

Listing Agent:

Steve Abbe : 941-400-3969

MLS ID:

A4694133

Location

• Road/Access: Paved
• HOA Amenities: 2950.0Semi-Annually
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF1LOT 168 OAKS0144010009
• Current Use: Unimproved

Utilities

• Utilities: Electrical Nearby
• Water: None
• Sewer: None

Financial

• Source: Stellar MLS
• Ownership: Fee Simple