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$695,000
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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.
Full Property Details
Full Property Details for 216 Osprey Point Dr
General
- Price: $695,000
- HOA FEE: $475/month
- HOA FEE FREQ.: Semi-Annually
- Taxes: (2025)
- Status: Active
- Type: Lots/Land
- Source: MidFloridaRegionalMLS
- MLS ID: A4696023
- Updated: 6/5/2026
- Added to Site: 134 day(s) ago
Additional Information
- Shared Amenities: Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pickleball Court(s), Playground, Pool, Recreation Facilities, Security, Tennis Court(s)
- Security/Safety: Gated Community
Location
- Area: 34229 - Osprey
- County: Sarasota
- Development Name: 34229 - Osprey
- Subdivision: OAKS
- Driving 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.
- Direction Faces: South
School Information
- Elementary School: Laurel Nokomis Elementary
- Middle School: Sarasota Middle
- High School: Venice Senior High
Community
- Community Name: 34229 - Osprey
- Community Features: Bay/Harbor Front, Dock, Activity Core/Center, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Playground, Pool, Tennis Court(s)
- Optional Amenities: Clubhouse, Fence Restrictions, Fitness Center, Gated, Golf Course, Pickleball Court(s), Playground, Pool, Re
- Association: Yes
- Assoc. Name: Access Management/Hope Root
- Assoc. Fees Include: 24-Hour Guard, Common Area Taxes, Community Pool, Escrow Reserves Fund, Fidelity Bond, Manager, Private Road, Recreational Facilities, Security
- Pet Restrictions: See association rules & regs.
Utilities
- Sewer: Public Sewer
- Water District: NORTH CREEK
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Sewer Available, Street Lights, Water Available
Structural Information
- Current Bldg. Use: Residential
Lot Features
- Lot Size (Acres): 0.59
- Lot Size (Sq. Ft.): 25,736
- Lot Size: 25736
- Lot Dimensions: 133 x 148 x 13 x 166
- Frontage: Street Paved, Private Road
- Street/Road Desc.: Paved
Water Features
- Water Access: Yes
- Water Access Desc: Creek
- Water Front Name: NORTH CREEK
- Water Front Desc.: Bay/Harbor Front
Financial Considerations
- Price Per Acre: $1,177,966
- Association Fee: $2,850
- Assoc Fee Freq.: Semi-Annually
- Assoc Fee Desc.: Required
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 24 OAKS
- Flood Zone Info: AE
- APN: 133130006
- Property ID: 133130006
Listed by Premier Sotheby's International Realty
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Schools
Schools serving 216 Osprey Point Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Laurel Nokomis School 1900 Laurel Road East, Nokomis, FL 34275 | PK-8 | 6.9 mi |
Venice Senior High School 1 Indian Avenue, Venice, FL 34285 | 9-12 | 8.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 216 Osprey Point Dr
Date
Details
Price
Change
Source
6/04/2026
Listed
$695,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 216 Osprey Point Dr
216 Osprey Point Drive, Osprey, FL 34229 (MLS# A4696023) is a Lots/Land property with a lot size of 0.59 acres. 216 Osprey Point Drive is currently listed for $695,000 and was received on June 04, 2026. Want to learn more about 216 Osprey Point Drive? Do you have questions about finding other Lots/Land real estate for sale in Osprey? You can browse all Osprey real estate or contact a Coldwell Banker agent to request more information.

