🧭 Directions
$575,000

143 OSPREY POINT DR, Osprey, FL 34229

Active
0
Baths
5
Days Listed
0.40
Acres

About This Property

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.

Facts & Features

Property
Pool
WaterfrontNo
Lot Size0.40 ac
Parcel #0144010009
ZoningRSF1
Special ConditionsNone
Utilities
Community & HOA
Financial & Listing Details

Price History

Jun 11, 2026 Listed $575,000

Listed by COLDWELL BANKER REALTY · MLS# A4694133

Similar Homes in 34229

View all Land For Sale in 34229 →

Recently Sold in 34229

127 PARK TRACE BLVD
$789,000
127 PARK TRACE BLVD, 34229
3 bd · 2 ba · 2,463 sqft
Sold Jul 2026
730 FORDINGBRIDGE WAY
$645,000
730 FORDINGBRIDGE WAY, 34229
3 bd · 2 ba · 2,182 sqft
Sold Jul 2026
353 S SHORE DR
$977,500
353 S SHORE DR, 34229
3 bd · 2 ba · 1,840 sqft
Sold Jul 2026

Properties displayed may be listed or sold by various participants in the MLS


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved. Data deemed reliable but not guaranteed. Last updated: 2026-06-16.
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.
Contact Agent
Florida Property Finder · LPT Realty, LLC
Mike Valdes
Mike Valdes
Florida Property Finder · LPT Realty
(813) 548-5618
Browse More

Monthly Payment

Estimate your all-in monthly cost.

%
%
EST. MONTHLY PAYMENT

Estimate only. Taxes, insurance, and HOA may vary.

🔔

Get notified of similar listings

Be the first to know when a similar home hits the market.

Sign up free to get alerts

Already a member? Log in

Property photo
🤖

Rise AI Assistant

Ask anything about this listing