49 Osprey Point Drive, OSPREY, FL 34229-9246
- $2,399,000MLS® # A4671762
- 4 Bedrooms
- 4 Bathrooms
- 3,953 SQ. Feet
- 1989 Year Built
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.
Price Change History for 49 Osprey Point Drive, OSPREY, FL (MLS® #A4671762)
| Date | Details | Change |
|---|---|---|
| Price Reduced from $2,500,000 to $2,399,000 | ||
| Price Reduced from $2,595,000 to $2,500,000 |
Property
Location
- NeighborhoodAshley Oaks
- Address49 Osprey Point Drive
- CityOSPREY
- StateFL
Size And Restrictions
- Acres0.40
- Lot DescriptionLandscaped, Oversized Lot
Improvements
- FenceNo
- SprinklerNo
Market
- Date ListedNovember 13th, 2025
- Days On Market278
- Estimated Payment
Interior
Bedrooms And Bathrooms
- Bedrooms4
- Bathrooms4.00
Heating And Cooling
- HeatingCentral, Zoned
- Air ConditioningCentral Air, Zoned
- FireplaceYes
Interior Features
- AppliancesDishwasher, Range, Range Hood, Refrigerator
- FeaturesBuilt-in Features, Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
Building
Building Information
- Year Built1989
- # Of Stories1
- RoofTile
Property Features
- Exterior FeaturesOutdoor Shower, Sliding Doors, Storage
Garage And Parking
- GarageWorkshop in Garage
Community
Amenities
- Area AmenitiesClubhouse, Fitness Center, Golf Course, Maintenance, Pickleball Court(s), Tennis Court(s)
Schools
- ElementaryLaurel Nokomis Elementary
- MiddleSarasota Middle
- HighVenice Senior High
Info
- OfficeMICHAEL SAUNDERS & COMPANY
Map & Directions
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on August 19th, 2026 at 9:07pm EDT.