# 143 OSPREY POINT Drive, Osprey, FL 34229 > **TL;DR:** land, $575,000. Est. $3,076/mo. Listed 92 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $575,000 | | Lot Size | 17,424 sqft (0.40 acres) | | Property Type | Land (Other) | | Status | Active | | Days on Market | 92 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,908 | | Estimated Insurance | $168 | | **Total** | **$3,076** | ## Property Highlights - 0.40 acre lot ## Description ### Agent Description 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. ## Location - **Address:** 143 OSPREY POINT Drive, Osprey, FL 34229 - **County:** Sarasota - **Coordinates:** 27.210813, -82.498605 - **Google Maps:** https://www.google.com/maps?q=27.210813,-82.498605 ## Listing Agent - **Name:** Steve Abbe - **Brokerage:** Coldwell Banker - **Phone:** 9414003969 - **Broker Phone:** (813) 754-3586 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/143-Osprey-Point-Dr_Osprey_FL_34229_M55687-53188?f=listhub&s=MFRMLSFL&m=A4694133&c=propsimple) ## Photos ![143 OSPREY POINT Drive - Photo 1](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f1808861390r.jpg) ![143 OSPREY POINT Drive - Photo 2](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f1673039854r.jpg) ![143 OSPREY POINT Drive - Photo 3](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f3680607772r.jpg) ![143 OSPREY POINT Drive - Photo 4](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f3062516193r.jpg) ![143 OSPREY POINT Drive - Photo 5](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f2470184217r.jpg) ![143 OSPREY POINT Drive - Photo 6](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f865895040r.jpg) ![143 OSPREY POINT Drive - Photo 7](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f2145808141r.jpg) ![143 OSPREY POINT Drive - Photo 8](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f541759305r.jpg) ![143 OSPREY POINT Drive - Photo 9](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f1419965604r.jpg) ![143 OSPREY POINT Drive - Photo 10](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f1128744571r.jpg) ![143 OSPREY POINT Drive - Photo 11](http://lh.rdcpix.com/ba4938110b8d17e97b1a241c03e1b3e1l-f3233353236r.jpg) --- **MLS#:** A4694133 | **Updated:** 2026-08-21 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/143-osprey-point-drive-osprey-fl-34229-a4694133) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/143-osprey-point-drive-osprey-fl-34229-a4694133#listing", "url": "https://www.propertysimple.ai/listing/143-osprey-point-drive-osprey-fl-34229-a4694133", "name": "143 OSPREY POINT Drive, Osprey, FL 34229", "description": "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. 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