$649,000

Monthly Est:$3,230

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,084sqft

586 Oak Bay Dr, Osprey, FL 34229

$3,230/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 2003

  • $25/mo HOA

  • 10,811 sqft lot

  • $311/sq.ft

Description

Under contract-accepting backup offers. 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....

Continue Reading
  • Houzeo last checked: 14 minutes ago
  • Listing updated: September 6, 2026 at 1:25 am
  • Listing Provided by: Mary Jo Violett (941) 928-8474 | WHITE SANDS REALTY GROUP FL (941) 260-3350
  • Source: Stellar MLS-FL | MLS#: A4703807 Stellar MLS-FL

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Sarasota County

  • City

    Osprey

  • Neighborhood

    --

  • Year Built

    2003

  • HOA Fees

    $25/mo

  • Finished Area

    2,084 sqft

  • Lot Size

    10,811 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    A4703807

  • MLS Status

    Pending

  • Days on Market

    43

  • Cumulative Days on Market

    9

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

Sunstate Management/Brian Rivenbark

HOA Fees

$300/ Annually

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

  • Great Room

    Level: First

    Area: 255.00 Square Feet

    Dimensions: 17x15

  • Kitchen

    Level: First

    Area: 130.00 Square Feet

    Dimensions: 10x13

  • Primary Bedroom

    Level: First

    Area: 247.00 Square Feet

    Dimensions: 13x19

  • Bathroom 2

    Level: First

    Area: 143.00 Square Feet

    Dimensions: 11x13

  • Bedroom 3

    Level: First

    Area: 143.00 Square Feet

    Dimensions: 11x13

  • Dining Room

    Level: First

    Area: 160.00 Square Feet

    Dimensions: 16x10

  • Utility Room

    Level: First

    Area: 70.00 Square Feet

    Dimensions: 7x10

  • Office

    Level: First

    Area: 99.00 Square Feet

    Dimensions: 9x11

  • Den

    Level: First

    Area: 121.00 Square Feet

    Dimensions: 11x11

  • Balcony/Porch/Lanai

    Level: First

    Area: 567.00 Square Feet

    Dimensions: 21x27

Interior

  • Sewer

    Public Sewer

  • Interior Features

    Ceiling Fans(s), Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk In Closet(s), Window Treatments

  • Window Features

    Window Treatments

  • Cooling

    Central Air

  • Flooring

    Bamboo, Carpet, Ceramic Tile

  • Heating

    Central, Electric

  • Exterior Features

    Private Yard

  • Appliances

    Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator

Construction

  • Year Built

    Year Built: 2003

  • Home type

    Single Family Residence

  • Property Condition

    Completed

  • Roof

    Shingle

  • Architectural Style

    Ranch

  • Foundation Details

    Slab

  • Construction Materials

    Stucco

Utilities & Energy

  • Laundry Features

    Inside, Laundry Room

  • Water Source

    Public, Well

  • Utilities

    Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Well, Underground Utilities, Water Connected

  • Fireplace Features

    Electric, Living Room

  • Parking Features

    Driveway, Garage Door Opener, Oversized

Other Features

  • Subdivision Name

    Bay Oaks Estates

  • Vegetation

    Mature Landscaping, Trees/landscaped

  • Lot Features

    In County, Landscaped, Paved

  • Patio And Porch Features

    Covered, Rear Porch

  • Community Features

    Buyer Approval Required, Deed Restrictions

Price History

DateEventPrice

09/06/2026

Contingent (Active Under Contract)

$649,000

$311/sqft

Source: mls_logoStellar MLS-FL #MFRA4703807

08/27/2026

Listed for Sale

$649,000 +41.12%

$311/sqft

Source: mls_logoStellar MLS-FL #MFRA4703807

04/30/2021

Price Increased

$459,900 +39.79%

$221/sqft

Source: mls_logoStellar MLS-FL #MFRC681977

10/03/2010

Price Decreased

$329,000 -13.19%

$158/sqft

Source: mls_logoStellar MLS-FL #MFRA3924071

07/22/2008

Price Decreased

$379,000 -5.23%

$182/sqft

Source: mls_logoStellar MLS-FL #MFRN570721

Show more

Nearby Homes

Based on information from Stellar MLS® through Oct 10, 2026, 05:30PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

Advertising Broker: Fred McGill | Simple Showing, Inc