Open House
Sunday, September 6 · 1:00 PM–4:00 PM
$649,000
586 OAK BAY DRIVE, OSPREY, FL 34229
Beds
3
Baths
2
Sq Ft
2,084 sq ft
Year Built
2003
Lot Size
0.25 acres
Garage
3
About This Property
Welcome to Bay Oaks Estates, where spacious living, thoughtful design, and an ideal Osprey location come together in this beautifully maintained three-bedroom, two-bath home. With an open great room floor plan, a den, a separate private office, and a rare three-car garage, this home offers space and flexibility. The heart of the home is the inviting great room, where an electric fireplace adds warmth and ambiance, and the open design makes everyday living and entertaining effortless. The adjoining custom designed kitchen features granite countertops, wood cabinetry, breakfast bar, and a wine bar, creating a natural gathering place for family and friends. The private primary suite is a comfortable retreat with a spacious bath featuring dual sinks and a large walk-in shower. Even the indoor laundry room has been thoughtfully designed with granite countertops, a utility sink, and additional pantry storage. Step onto the impressive 27' x 21' lanai, with half of the space covered for comfortable year-round enjoyment and an electric sunshade for added convenience. The open portion lets you soak up the Florida sunshine, while the fenced backyard offers privacy and plenty of room to relax, entertain, garden, or play with the pups. A three-car garage is the extra space that's so hard to find—perfect for vehicles, bikes, kayaks, golf equipment, or additional storage. A new roof in 2023, A/C replaced in 2021, and a private irrigation well are all welcome bonuses. The location makes it even more special. Marinas, beaches, waterfront dining, golf courses, the Legacy Trail, shopping, and all that Sarasota's coastal lifestyle have to offer are just minutes from your door.
Property Overview
Interior Features
Exterior & Lot
Utilities
Parking
HOA & Community
Financial Details
Schools
Directions
South on Tamiami Trail east on Preymore Street, right on Oak Bay Drive, home is on the right side.
Location
586 OAK BAY DRIVE, OSPREY, FL 34229
Listing Information
Schedule a Tour
Pick a Day
Preferred Time
Home Price
$649,000
Loan Term
Nearby Schools
How to Buy This Home
Multiple financing options available for this $649,000 home in OSPREY.
🏛️
FHA Loan
$22,715 Down
Government-backed, low down payment. Credit scores as low as 580.
🎖️
VA Loan
$0 Down
Zero down for eligible veterans, active duty, and military families.
🏦
Conventional
$32,450 Down
Traditional financing. As low as 3-5% down with good credit.
Florida Down Payment Assistance Programs
You may qualify for up to $35,000 in assistance to cover your down payment and closing costs.
Florida Hometown Heroes
Up to $35,000
First-time buyers working in FL
FL Assist
Up to $10,000
FHA, VA, or USDA borrowers
FL HLP Second Mortgage
Up to $10,000
First-time buyers, 0% deferred
Sarasota County SHIP
Varies
Income-qualifying Sarasota residents
Can You Afford This Home?
Quick check based on the 28% debt-to-income rule. Not a guarantee — just a starting point.
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively 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. Data last updated: September 4, 2026.