To schedule a showing of 216 Osprey Point Drive, Osprey, Florida, Call David Shippey at 863-521-4517 TODAY!

$695,000 No Recent Price Change
216 Osprey Point Drive
Osprey, FL 34229
  • N/ABeds
  • 0.00Total Baths
  • 0 Full, 0 HalfBaths
  • N/ASqFt
  • N/AYear Built
  • 0.59Acres
  • MLS# A4696023
  • Vacant Land
  • Residential
  • Active

  • Approx Time on Market8 days
  • Area34229 - Osprey
  • CountySarasota
  • Subdivision Oaks

Overview

One of the last remaining opportunities to build a custom luxury estate in The Oaks Bayside, one of Sarasotas 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 Americas 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 Sarasotas premier gated communities.



Agriculture / Farm

Association Fees / Info

Community Features:  Dock, FitnessCenter, Fitness, Golf, GolfCartsOk, Playground, Pool, TennisCourts, Waterfront, Gated, StreetLights

Pets Allowed:  Yes

Hoa Frequency Rate:  2850

Association:  Yes

Association Amenities:  Clubhouse, FitnessCenter, GolfCourse, Gated, Playground, Pickleball, Pool, RecreationFacilities, Security, TennisCourts

Hoa Fees Frequency:  SemiAnnually

Association Fee Includes:  AssociationManagement, CommonAreas, Pools, RecreationFacilities, ReserveFund, RoadMaintenance, Security, Taxes

Bathroom Info

Buyer Compensation

Exterior Features

Pool Features:  Association, Community

Fees / Restrictions

Financial

Original Price:  $695,000

Disclosures:  CovenantsRestrictionsDisclosure

Garage / Parking

Green / Env Info

Interior Features

Lot Info

Direction Remarks:  From US 41 in Osprey, turn west into The Oaks Bayside gate, directly across from the main entrance to the Oaks Club. This is a guard-gated community; a business card and driver's license are required. Stay on Osprey Point Dr. and follow to the property on the right, which is part of 222 Osprey Point Dr. There is no sign.

Lot Size Units:  Acres

Lot Size Acres:  0.59

Lot Sqft:  25,736

Road Frontage Type:  PrivateRoad

Est Lotsize:  133x148x13x166

Vegetation:  Oak

Lot Desc:  Buildable, FloodZone, OutsideCityLimits, PrivateRoad, Landscaped

Other

Special Conditions:  None

Security Features:  GatedWithGuard, GatedCommunity

Other Rooms Info

Property Info

Section:  34

Class Type:  Residential

Property Sub Type:  Residential

Human Modified:  Yes

Current Use:  Residential, SingleFamily

Sqft Info

Living Area Units:  SquareFeet

Tax Info

Tax Year:  2,025

Tax Lot:  24

Tax Legal Description:  LOT 24 OAKS

Tax Book Number:  2111-2937

Unit Info

Utilities / Hvac

Water Source:  Public

Sewer:  PublicSewer

Utilities:  CableAvailable, ElectricityAvailable, HighSpeedInternetAvailable, SewerAvailable, WaterAvailable

Waterfront / Water

Waterfront Features:  Creek

Water Body Name:  NORTH CREEK

Directions

From US 41 in Osprey, turn west into The Oaks Bayside gate, directly across from the main entrance to the Oaks Club. This is a guard-gated community; a business card and driver's license are required. Stay on Osprey Point Dr. and follow to the property on the right, which is part of 222 Osprey Point Dr. There is no sign.

This listing courtesy of Premier Sotheby's International Realty 

Mortgage Calculator

%
$
%
Dollars per $1000
$
Approximate Monthly Payment 0.0
On davidshippey.com since Thu, Jun 4th 2026
No Property History recorded for this listing.

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 06-13-2026 2:00 AM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

If you have any questions on 216 Osprey Point Drive, Osprey, Florida, please call David Shippey at 863-521-4517.


MLS# A4696023 located at 216 Osprey Point Drive, Osprey, Florida is brought to you by David Shippey REALTOR®

216 Osprey Point Drive, Osprey, Florida has , 0 Full Bath, and 0 Half Bath.
The MLS Number for 216 Osprey Point Drive, Osprey, Florida is A4696023.
The price for 216 Osprey Point Drive, Osprey, Florida is $695,000.
The status of 216 Osprey Point Drive, Osprey, Florida is Active.
The subdivision of 216 Osprey Point Drive, Osprey, Florida is Oaks.
The home located at 216 Osprey Point Drive, Osprey, Florida was built in 2026.