$649,000
 $3,484 est/mo Sourced by Back At You

586 Oak Bay Dr,OSPREY, FL 34229

OSPREY, FL 34229

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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.

Details

MLS #A4703807
Listing TypeFor Sale
StyleHouse
HOA Dues$300
Sub-TypeFor-sale
StatusActive Under Contract
Year2003
Days On Site21
Listing Provided ByWHITE SANDS REALTY GROUP FL | Mary Jo Violett

Features

Bed(s)3
Bath(s) 2 Total
SQ Feet2,084
Garage3
Story(s)1
ZoningRSF2
Acreage0.25
Property ViewTrees, Woods

Taxes

Property3985

Area Information

StateFL
CountySarasota
CityOSPREY
Zip Code34229
Area34229 Osprey
SubareaBay Oaks Estates
Community NameBAY OAKS ESTATES
School DistrictVenice Senior High
Elementary SchoolLaurel Nokomis Elementary
High SchoolVenice Senior High
Listing VS Median (in BAY OAKS ESTATES)
Price:
$649,000
low | high
Med:
$649,000
50% of Average
sqft:
2,084
low | high
Med:
2,084
50% of Average
$ / sqft:
$311
low | high
Med:
$311
50% of Average
On site:
21
low | high
Med:
21
100% of Average
Sourced by Back At You

Market Activity 34229

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of September 17, 2026 at 4:14:01 AM PDT All data is obtained from various sources and may not have been verified by 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountySarasota
CityOSPREY
Zip Code34229
Area34229 Osprey
SubareaBay Oaks Estates
Community NameBAY OAKS ESTATES
School DistrictVenice Senior High
Elementary SchoolLaurel Nokomis Elementary
High SchoolVenice Senior High
Listing VS Median (in BAY OAKS ESTATES)
Price:
$649,000
low | high
Med:
$649,000
50% of Average
sqft:
2,084
low | high
Med:
2,084
50% of Average
$ / sqft:
$311
low | high
Med:
$311
50% of Average
On site:
21
low | high
Med:
21
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $486K - $811K
sqft: 1,500 - 2,500
Nearby Listings Property ImageNearby Listings Details
583 PINE RANCH EAST RD Property Photo 1
$529,000
583 Pine Ranch East Rd
Osprey, FL 34229
599 PINE RANCH EAST RD Property Photo 1
$825,000
599 Pine Ranch East Rd
Osprey, FL 34229
534 OAK BAY DR Property Photo 1
$3,800
534 Oak Bay Dr
Osprey, FL 34229
Listing Updated: September 7, 2026 at 12:43:09 AM PDT