
$575,000
143 Osprey Point Drive
Osprey, FL 34229
Listing updated: June 12, 2026 at 7:41 AM ET
Property type
Lot size
Price / sq ft
HOA dues
Day on market
Flood zone
About this home
One of the last available homesites in The Oaks Bayside. Almost 1/2 acre, at 17,647-square-feet, this exceptional lot presents a rare opportunity to build a custom luxury residence in one of Sarasota's most established and prestigious gated communities. Located behind the 24-hour staffed gates of The Oaks Bayside, this desirable homesite is ready to be transformed into the home you've always envisioned. Bring your own builder and architect and create a residence tailored to your lifestyle, surrounded by majestic oak trees, winding streets, and distinctive estate homes. The Oaks Bayside is renowned for its peaceful Old Florida charm, mature landscaping, and prime location along Little Sarasota Bay. This sought-after neighborhood offers a unique blend of privacy, natural beauty, and convenience, just minutes from the beaches of Casey Key, downtown Sarasota, and the area's finest shopping, dining, and cultural attractions. Ownership includes membership in The Oaks Club, one of Florida's most respected private club communities, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, croquet, a state-of-the-art WellFit Center, Junior Olympic heated swimming pool, bocce, basketball, playground facilities, multiple dining venues, and a vibrant year-round social calendar. Club membership is required, and there is currently NO WAITING LIST for either Golf or Sports/Social membership.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveJun 11, 2026
- Listed$575,000Jun 11, 2026
- Price increased$575,000
Facts & features
- Property type
- Land
- Status
- Active
- Days on market
- 1
- County
- Sarasota
- Price/sq ft
- $33
- Lot size
- 17,647 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X/AE
- Parcel #
- 0144010009
- Zoning
- RSF1
- MLS #
- A4694133
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HOA & Financial
- HOA fee
- $2,950 / Semi-Annually
- Monthly HOA
- $492/mo
- Total monthly fees
- $492/mo
- Total annual fees
- $5,900
- HOA name
- Asset Management/Hope Root
- Ownership
- Fee Simple
Exterior & Construction
- Road surface
- Paved
Utilities
- Sewer
- None
- Water source
- None
- Utilities
- Electrical Nearby
Listing Details
- Listing date
- 2026-06-11
- On market date
- 2026-06-11
- Original list price
- $575,000
- MLS area
- 34229 - Osprey
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-06-11
- Tax legal description
- LOT 168 OAKS
Flood risk
See FEMA for this zone’s designation and insurance requirements.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Rte. 41/Tamiami Trail S. to The Oaks Bayside entrance/Osprey Point Dr. West through guard gate. Follow Osprey Point Dr. to land adjacent to 137 OPD.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
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.
Based on information submitted to the MLS GRID as of June 12, 2026 at 7:41 AM ET. 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.
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