Skip to content
Property for sale at 566 OAK BAY DRIVE, OSPREY, FL, 34229

566 Oak Bay DriveOsprey, FL, 34229

3beds
2baths
2,559sqft
Single Family Residence
Built in 1997
$270 Annually HOA Fee
$520,000
Sold
Price per sqft
$203
Sold on
Feb 26, 2026
MLS #A4679656Updated Feb 26, 2026

About this property

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.

Interested in this property?
Gaby, Property Specialist
Speak to GabyProperty Specialist, SerhantGaby can share what this home sold for, and find you comparable properties still on the market.
+1 (407) 490-0475
No pressure. Your details stay private.

Property details

Property type
Single Family Residence
Street address
566 Oak Bay Drive
City
Osprey
State
FL
ZIP code
34229
Year built
1997
New construction
No
Faces
East
Rooms
15
Living area
2,559 sqft
Total building area
3,315 sqft
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 8, 2026 at 4:15 AM EST

Price & sale history

EventPrice
SoldMLS #A4679656$520,000
Listed for saleMLS #A4679656$530,000
SoldMLS #A3931977$210,000
Price reducedMLS #A3931977$210,000Change: −29.8%−$89,000
History may be incomplete.
Explore nearby sales

Location

Property for sale at 566 OAK BAY DRIVE, OSPREY, FL, 34229
Learn more about this propertyGet in touch for more information
We will use your details to respond to this request and may share them with a suitable real estate professional when needed. Marketing is optional.