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Active98 days on market
$4,790,000

101 OSPREY POINT DROSPREY, FL 34229OAKS · Single Family Residence

4Beds
6Baths
5,087Sq ft
0.93 acLot
3-carGarage
1985Built
YesPool
YesWaterfront

About this home

Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a me…

Description as provided by the listing brokerage.

Highlights

  • Private pool
  • Water frontage
  • 3-car garage

Open houses

No open houses scheduled.

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The details

StatusActive
MLS #MFRA4694716
Property typeSingle Family Residence
Year built1985
Lot size0.93 ac
Living area5,087 sq ft
Price per sq ft$942
Baths6 + 1 half
HOA$5,700 / semi-annually
CDDNo
Taxes$12,940
Garage3-car
Days on market98
CountySarasota
Flood zoneAE X (verify)
ListedMay 25, 2026

Where it sits

Approximate location shown. Exact address available on request per listing brokerage.

Schools

ElementaryLaurel Nokomis ElementarySarasota County
MiddleSarasota MiddleSarasota County
HighVenice Senior HighSarasota County

School assignments change; verify with the district before relying on them.

Where you'd be
OAKS, Florida

OSPREY · Sarasota County

MLS# MFRA4694716Listing courtesy of DOUGLAS ELLIMANLast updated Sep 1, 2026, 4:00 PM

Based on information submitted to the MLS GRID as of Sep 1, 2026, 8:00 PM. 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.

Offer of compensation is made only to participants of the MLS where the listing is filed.

This information is 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.

$4,790,000101 OSPREY POINT DR · OSPREY
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