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143 OSPREY POINT DRIVE

Lots/Land For Sale
$575,000

BTC: 9.14149444

ETH: 340.03548196

New
0 room(s)

Overview

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

Details

Type:
Land
Parking:
No Data
Year Built:
No Data
Lot:
0.40 Acres
Heating:
No Data
Price/sqft:
No Data
Cooling:
No Data
HOA:
$2,950

Valuation

Our model vs. what's actually selling nearby.
Estimate
$249,700
$97K – $825K
Confidence Low
List vs. estimate
$325K above estimate
List $575,000 · +130.3%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Based on
7 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

HOA
$2,950/6mo
All facts and features
  • Lot

    • Lot: 0.40 Acres

    Other Property Information

    • Parcel Number: 0144010009

    • Zoning: RSF1

  • Type and style

    • Property Type: Land

  • Utility

    • Electrical Nearby

  • Other financial information

    • HOA: $2,950

    • HOA Frequency: Semi-Annually

  • Source details

    • MLS ID: A4694133

    Other facts

    • Water Source: None

    • Lot Size Dimensions: 140 x 143

Private inquiry
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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: COLDWELL BANKER REALTY