New Listing - 06/04/2026


216 OSPREY POINT DRIVE, Osprey, FL, 34229

216 OSPREY POINT DRIVE, Osprey, FL, 34229

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.


Status:

Active

Type:

Lot / Acreage

Subdivision:

OAKS

Common Charge:

$2,850 Semi-Annually

Lot Size:

133 x 148 x 13 x 166

Acreage:

0.59

HOA Fee

$2,850

Current Use

Residential

Utilities

BB/HS Internet Available, Cable Available, Electricity Available, Sewer Available, Street Lights, Water Available

Lot Description:

Buildable, Flood Plain, In County

Amenities:

Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pickleball Court(s), Playground, Pool, Recreation Facilities, Security, Tennis Court(s)

Elementary School:

Laurel Nokomis Elementary

Middle School:

Sarasota Middle

High School:

Venice Senior High

Days on Market:

1

Pet Policy:

Yes

MLS #:

A4696023


Community Info

School Info

Walk Score

Yelp



Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-364-4000