566 OAK BAY DRIVE, Osprey, FL 34229

• 3 beds |
• 2 baths |
• 2,559 sqft

Property Description

Under contract-accepting backup offers. Seller is motivated! Welcome to Bay Oaks Estates—your quiet Florida retreat! This 3-bed, 2-bath + den home offers a true indoor-outdoor lifestyle with a private pool featuring a beautiful ocean-inspired mosaic. With no houses in front and none behind, you’ll appreciate the peace and privacy. Enjoy cozy winter nights with your wood-burning fireplace, and peace of mind with a new roof (2022) and newer water heater. You’re only 10 minutes from Siesta Key and Nokomis Beach and just steps from the Legacy Trail for biking and jogging. Shopping and dining are all close by as well! If you’ve been searching for a spacious pool home in a secluded neighborhood—this one checks all the boxes.

Listing Status:

Pending

Date Added:

January 23, 2026

Data Last Updated:

February 10, 2026 at 5:22PM

Listing Office:

SARABAY REAL ESTATE INC : 941-355-7696

Listing Agent:

Gregory Walters : 941-350-1070

MLS ID:

A4679656

Interior

• General: Attic VentilatorCeiling Fans(s)Crown MoldingHigh CeilingsThermostat
• Appliances: Convection OvenCooktopDishwasherDisposalExhaust FanMicrowave
• Laundry: Electric Dryer HookupInsideLaundry Room
• Flooring: LaminateTile
• A/C: Central Air
• Heating: CentralElectric
• Fireplace: Family RoomFireplace

Exterior

• General: Sidewalk
• Pool: In Ground

Construction

• Roofing: Shingle
• Windows: Skylight(s)
• General: BlockOneSlab

Location

• Road/Access: Asphalt
• HOA Amenities: 270.0Annually
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF2LOT 2168 BAY OAKS ESTATES UNIT 10140080029

Utilities

• Utilities: Cable AvailableElectricity ConnectedPublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple