216 OSPREY POINT DRIVE, Osprey, FL 34229

Property Description

One of the last remaining opportunities to build a custom luxury estate in The Oaks Bayside, one of Sarasota’s distinguished private country club communities. Behind 24-hour staffed gates, this generous 25,735-square-foot homesite offers a rare chance to create a custom residence with the builder of your choice in a serene, established setting known for its stately oaks, winding streets, natural beauty and impressive estate homes. The Oaks Bayside is treasured for its peaceful, Old Florida character, with a neighborhood setting along Little Sarasota Bay and beautifully landscaped streets that reflect the elegance and privacy of this exclusive community. Design your dream home in a tranquil environment while enjoying access to the exceptional lifestyle The Oaks is known for. Club amenities include three restaurants, a ballroom, two 18-hole championship golf courses, award-winning racquet programs with 12 Har-Tru hydro-grid tennis courts, four pickleball courts, official croquet green, state-of-the-art fitness center, Junior Olympic heated community pool, bocce, basketball court and playground. The Oaks has earned recognition as a Platinum Club of America, Emerald Club of the World, Distinguished Club of the World and one of America’s Healthiest Clubs. Ideally near nationally ranked Pine View School, the Legacy Trail, world-famous Siesta Key, shopping, dining, cultural venues, entertainment and Gulf Coast beaches, this exceptional homesite offers a rare opportunity to enjoy privacy, prestige and the full country club lifestyle in one of Sarasota’s premier gated communities.

Listing Status:

Active

Date Added:

June 4, 2026

Data Last Updated:

June 28, 2026 at 3:21PM

Listing Office:

PREMIER SOTHEBY'S INTERNATIONAL REALTY : 941-364-4000

Listing Agent:

Judie Berger : 941-928-3424

MLS ID:

A4696023

Location

• Road/Access: Private Road
• HOA Amenities: ClubhouseFence RestrictionsFitness CenterGatedGolf CoursePickleball Court(s)PlaygroundPoolRecreation FacilitiesSecurityTennis Court(s)Guard - 24 HourCommon Area TaxesPoolEscrow Reserves FundFidelity BondManagementPrivate RoadRecreational FacilitiesSecurity2850.0Semi-Annually
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF1LOT 24 OAKS0133130006
• Current Use: Residential

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity AvailableSewer AvailableWater Available
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple