Skip to main content
321-800-5294

216 Osprey Point Dr

Osprey, FL 34229

Active

List price

$695,000

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY, 941-364-4000 (Judie Berger)

MLS# A4696023 Status Active

Listing updated June 5, 2026

HOA and fees $475/mo

About this home

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.

Facts

Property type
Land
Lot
0.59 acres
HOA and fees
$475/mo
Subdivision
Oaks
County
Sarasota

Features

Community
Activity Core/Center, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Playground, Pool, Tennis Court(s), Street Lights

Location

Map: OpenFreeMap, © OpenMapTiles, © OpenStreetMap contributors

Similar listings by price and type

Listings courtesy of Stellar MLS as distributed by MLS Grid.

This website is operated by Tyler Landon, Keller Williams Realty at the Lakes, 321-800-5294.

Based on information submitted to the MLS GRID as of November 9, 2026 at 1:00 PM EST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, and use of the MLS GRID data may be subject to an end user license agreement prescribed by Stellar MLS.

Some IDX listings have been excluded from this website.

Any use or search of the data on this website other than by a consumer looking to purchase real estate is prohibited.

DMCA noticeTerms of usePrivacy