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Property for sale at 49 OSPREY POINT DRIVE, OSPREY, FL, 34229
Property for sale at 49 OSPREY POINT DRIVE, OSPREY, FL, 34229
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49 Osprey Point DriveOsprey, FL, 34229

4beds
4baths
3,953sqft
Single Family Residence
Built in 1989
$5,700 Annually HOA Fee
$2,399,000
For sale
$2,595,000−$196,000 (8%)
Price per sqft
$607
Days on market
359
Listed
Nov 13, 2025
Last reduction
−$101,000
May 3, 2026
MLS #A4671762Updated Oct 14, 2026

About this property

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

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Property details

Property type
Single Family Residence
Street address
49 Osprey Point Drive
City
Osprey
State
FL
ZIP code
34229
Year built
1989
New construction
No
Faces
North
Rooms
5
Building stories
1
Living area
3,953 sqft
Total building area
5,227 sqft
Architectural style
Contemporary
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 7, 2026 at 3:00 PM EST

Price & sale history

Asking price reduced by $196,000 (7.6%) since first listed.

EventPrice
Price reducedMLS #A4671762$2,399,000Change: −7.6%−$196,000
Listed for saleMLS #A4671762$2,595,000
SoldMLS #A4431344$800,000
Listed for saleMLS #A4431344$850,000
History may be incomplete.
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Location

Property for sale at 49 OSPREY POINT DRIVE, OSPREY, FL, 34229
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