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$540,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,399 Sq. Ft.
  • Updated 3 hours ago
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Welcome home to this beautifully maintained 3-bedroom + den, 2-bath pool home nestled on a desirable corner lot, in a cul-de-sac, in Osprey. This home has been impeccably maintained and is an unbeatable location, this is the effortless Florida lifestyle you've been searching for. Peace of mind comes standard here. The roof is less than 7 years old, the AC was replaced just 2½ years ago, and the hot water heater is under 3 years old... meaning the big-ticket items are already handled, so you can simply move in and enjoy. You will find vinyl plank flooring, tile and carpet throughout. The care and attention put into this home shows in every corner. This home offers space to rest, work, entertain and relax...The flexible den offers the perfect home office, creative studio, 4th bedroom or guest retreat, whatever your lifestyle calls for? along with two spacious bathrooms. Then, step outside to your private screened pool, where the corner lot provides extra breathing room, privacy, and that open, airy feel that's so rare to find. Positioned in the heart of Osprey, this home is only minutes from the beloved Legacy Trail? which is ideal for cycling, jogging, and morning walks through some of Florida's most scenic natural surroundings. Nature lovers will also enjoy the proximity to Oscar Scherer State Park, offering kayaking, wildlife watching, and over 15 miles of trails. And when the beach calls, it's answered quickly. Nokomis Beach is just a short drive away for a casual sunset stroll, while the world-famous Siesta Key Beach, home to some of the whitest, finest sand on the planet, is within easy reach for those perfect beach excursions. 523 Oak Bay Drive checks every box: updated systems, private pool, flexible living space, and access to the very best of Florida's Gulf Coast. People also love the access to top-rated schools, including the nationally acclaimed Pine View School and Laurel Nokomis Elementary, making this the complete package for anyone looking to plant roots in one of Sarasota County's most sought-after communities. Homes like this don't last long. Schedule your private showing today.

Full Property Details for 523 Oak Bay Dr

General

  • Price: $540,000
  • HOA FEE: $25/month
  • HOA FEE FREQ.: Annually
  • Taxes: $3,448 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4696725
  • Updated: 6/13/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 3
  • Interior Features: Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
  • Appliances: Cooktop, Disposal, Dryer, Microwave, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Screen Enclosure

Exterior

  • Exterior Features: Irrigation System, Private Mailbox, Sliding Doors
  • Deck/Patio: Covered, Enclosed, Patio, Screened
  • Porch/Patio/Deck: Covered, Enclosed, Patio, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34229 - Osprey
  • County: Sarasota
  • Development Name: 34229 - Osprey
  • Subdivision: BAY OAKS ESTATES
  • Driving Directions: From Tamiami, turn east onto Preymore and drive 1.3 miles. Turn right onto Oak Bay Drive and 523 Oak Bay Drive will be on your left
  • Direction Faces: South

School Information

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

Community

  • Community Name: 34229 - Osprey
  • Association: Yes
  • Assoc. Name: Sunstate Association Management Group
  • Assoc. Fees Include: Trash
  • Pet Restrictions: See association and County rules

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Sewer Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,399
  • Sq. Ft. Source: Public Records
  • Year Built: 1998

Lot Features

  • Lot Size (Acres): 0.24
  • Lot Size (Sq. Ft.): 10,287
  • Lot Size: 10287
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $300
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Optional
  • Tax Amount: $3,448.11
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 2143 BAY OAKS ESTATES UNIT 1
  • Flood Zone Info: AE
  • APN: 140160009
  • Property ID: 140160009

Listed by Keller Williams On The Water S

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— 523 Oak Bay Dr —

  • Keller Williams On The Water S

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 523 Oak Bay Dr

School District:Sarasota County School District
NameGradesDistance
Laurel Nokomis School
1900 Laurel Road East, Nokomis, FL 34275
PK-85.5 mi
Venice Senior High School
1 Indian Avenue, Venice, FL 34285
9-127.9 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 523 Oak Bay Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/12/2026
Listed
$540,000
958.82%
MLS
9/02/1997
Sold
$51,000
—
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 523 Oak Bay Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,672
-19%
$269,886
3%
2024
$3,293
5%
$262,280
3%
2023
$3,145
6%
$254,641
6%
2021
$2,966
-2%
$240,023
-3%
2022
$3,028
2%
$247,224
4%
2021
$2,966
9%
$236,709
7%
2019
$2,720
3%
$220,634
2%
2018
$2,647
1%
$216,520
2%
2017
$2,633
—
$212,067
2%
2016
$2,636
-2%
$207,705
1%
2015
$2,680
—
$206,261
1%
2014
$2,669
—
$204,624
2%
2013
$2,665
—
$201,600
—
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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Listed by Keller Williams On The Water S

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523 Oak Bay Drive, Osprey, FL 34229 (MLS# A4696725) is a Single Family property with 4 bedrooms and 2 full bathrooms. 523 Oak Bay Drive is currently listed for $540,000 and was received on June 12, 2026. Want to learn more about 523 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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