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$649,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,084 Sq. Ft.
  • Updated 4 hours ago

Next open house:

Open House: 1:00 PM - 4:00 PM

Sunday 8/30 1:00 PM - 4:00 PM

586 Oak Bay Drive,Osprey, FL 34229

586 Oak Bay DriveOspreyFL34229

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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.

Full Property Details for 586 Oak Bay Dr

General

  • Price: $649,000
  • HOA FEE: $25/month
  • HOA FEE FREQ.: Annually
  • Taxes: $3,985 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4703807
  • Updated: Today (8/27/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 3 Months

Interior

  • Number of Rooms: 10
  • Interior Features: Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Electric, Living Room
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Bamboo, Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Exterior

  • Exterior Features: Irrigation System, Private Yard, Sliding Doors
  • Deck/Patio: Covered, Rear Porch
  • Porch/Patio/Deck: Covered, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Driveway, Garage Door Opener, Oversized

Location

  • Area: 34229 - Osprey
  • County: Sarasota
  • Development Name: 34229 - Osprey
  • Subdivision: BAY OAKS ESTATES
  • Driving Directions: South on Tamiami Trail east on Preymore Street, right on Oak Bay Drive, home is on the right side.
  • Direction Faces: East

School Information

  • Elementary School: Laurel Nokomis Elementary
  • Middle School: Laurel Nokomis Middle
  • High School: Venice Senior High

Community

  • Community Name: 34229 - Osprey
  • Community Features: Buyer Approval Required, Deed Restrictions
  • Association: Yes
  • Assoc. Name: Sunstate Management/Brian Rivenbark

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public, Well
  • Utility Description: Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Well, Underground Utilities, Water Connected

Structural Information

  • Architectural Info: Ranch
  • Architectural Style: Ranch
  • Exterior Const.: Stucco
  • Roof: Shingle
  • Windows: Window Treatments
  • Stories/Levels: One
  • Square Feet: 2,084
  • Sq. Ft. Source: Public Records
  • Year Built: 2003

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 10,811
  • Lot Size: 10811
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Fenced, Vinyl

Financial Considerations

  • Association Fee: $300
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $3,985
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 2173 BAY OAKS ESTATES UNIT 1
  • Flood Zone Info: X
  • APN: 140080034
  • Property ID: 140080034

Listed by White Sands Realty Group Fl

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Listing agent

— 586 Oak Bay Dr —

  • White Sands Realty Group Fl

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 586 Oak Bay Dr

School District:Sarasota County School District
NameGradesDistance
Laurel Nokomis School
1900 Laurel Road East, Nokomis, FL 34275
PK-85.7 mi
Venice Senior High School
1 Indian Avenue, Venice, FL 34285
9-128.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 586 Oak Bay Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/27/2026
Listed
$649,000
99.69%
MLS
9/19/2013
Sold
$325,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 586 Oak Bay Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,985
4%
$317,761
3%
2024
$3,818
4%
$308,806
3%
2023
$3,659
5%
$299,812
6%
2021
$3,485
-1%
$282,602
-3%
2022
$3,525
1%
$291,080
4%
2021
$3,485
4%
$278,700
2%
2019
$3,364
3%
$272,452
2%
2018
$3,281
—
$267,372
2%
2017
$3,265
—
$261,873
2%
2016
$3,266
-2%
$256,487
1%
2015
$3,322
2%
$254,704
2%
2014
$3,253
7%
$248,516
27%
2013
$3,053
—
$195,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by White Sands Realty Group Fl

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586 Oak Bay Drive, Osprey, FL 34229 (MLS# A4703807) is a Single Family property with 3 bedrooms and 2 full bathrooms. 586 Oak Bay Drive is currently listed for $649,000 and was received on August 27, 2026. Want to learn more about 586 Oak Bay Drive? Do you have questions about finding other Single Family real estate for sale in Osprey? You can browse all Osprey real estate or contact a Coldwell Banker agent to request more information.

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