Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$530,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,559 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
Seller is motivated! Welcome to Bay Oaks Estates-your quiet Florida retreat! This 3-bed, 2-bath + den home offers a true indoor-outdoor lifestyle with a private pool featuring a beautiful ocean-inspired mosaic. With no houses in front and none behind, you'll appreciate the peace and privacy. Enjoy cozy winter nights with your wood-burning fireplace, and peace of mind with a new roof (2022) and newer water heater. You're only 10 minutes from Siesta Key and Nokomis Beach and just steps from the Legacy Trail for biking and jogging. Shopping and dining are all close by as well! If you've been searching for a spacious pool home in a secluded neighborhood-this one checks all the boxes.

Full Property Details for 566 Oak Bay Dr

General

  • Price: $530,000
  • HOA FEE: $23/month
  • HOA FEE FREQ.: Annually
  • Taxes: $6,517 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4679656
  • Updated: 1/24/2026
  • Added to Site: 29 day(s) ago

Rental Information

  • Min. Lease: 3 Months

Interior

  • Number of Rooms: 15
  • Interior Features: Attic Ventilator, Ceiling Fan(s), Crown Molding, High Ceilings, Skylight(s), Thermostat
  • Fireplace: Yes
  • Fireplace(s): Family Room
  • Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Exhaust Fan, Microwave
  • Furnishings: Unfurnished
  • Flooring: Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground

Exterior

  • Exterior Features: Sidewalk

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: US41 south of McIntosh, left onto Preymore to end. Right into Bay Oaks Estates. Home on right.
  • 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
  • Association: Yes
  • Assoc. Name: Sunstate Management/Brian Rivanbank

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Block
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,559
  • Sq. Ft. Source: Public Records
  • Year Built: 1997

Lot Features

  • Lot Size (Acres): 0.24
  • Lot Size (Sq. Ft.): 10,666
  • Lot Size: 10666
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $270
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $6,517
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 2168 BAY OAKS ESTATES UNIT 1
  • Flood Zone Info: X
  • APN: 140080029
  • Property ID: 140080029

Listed by Sarabay Real Estate Inc

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 566 Oak Bay Dr —

  • Sarabay Real Estate Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 566 Oak Bay Dr

School District:Sarasota County School District
NameGradesDistance
Laurel Nokomis School
1900 Laurel Road East, Nokomis, FL 34275
PK-85.6 mi
Venice Senior High School
1 Indian Avenue, Venice, FL 34285
9-128 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 566 Oak Bay Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/23/2026
Listed
$530,000
152.38%
MLS
10/26/2012
Sold
$210,000
—
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 566 Oak Bay Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,707
121%
$497,400
145%
2024
$2,583
6%
$202,841
3%
2023
$2,446
5%
$196,933
6%
2021
$2,321
-2%
$185,628
-3%
2022
$2,375
2%
$191,197
14%
2021
$2,321
14%
$167,779
2%
2019
$2,034
3%
$164,007
2%
2018
$1,971
1%
$160,949
2%
2017
$1,959
—
$157,639
2%
2016
$1,955
-2%
$154,397
1%
2015
$1,985
—
$153,324
1%
2014
$1,976
—
$152,107
2%
2013
$1,972
—
$149,859
—
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.

Estimate the Cost for 566 Oak Bay Dr

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Sarabay Real Estate Inc

Similar Properties near 566 Oak Bay Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

3326 Rowena St, Sarasota, FL 34231 - Photo 1 Price Reduced
-$5,400 (-1.01%)
$529,500

3326 Rowena St  Sarasota, FL 34231

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,793
    Sq. Ft.
Listed by Bright Realty
306 Bayside Pkwy, Nokomis, FL 34275 - Photo 1
$535,000

306 Bayside Pkwy  Nokomis, FL 34275

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 2,021
    Sq. Ft.
Listed by Michael Saunders & Company
6237 Fish Eagle Ct, Nokomis, FL 34275 - Photo 1
$538,000
Open House

6237 Fish Eagle Ct  Nokomis, FL 34275

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,645
    Sq. Ft.
Listed by Alison Stottlemyer (941) 504-7260
742 Harms Dr, Osprey, FL 34229 - Photo 1
$515,000

742 Harms Dr  Osprey, FL 34229

  • Single Family
  • Active
  • Updated 8 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,293
    Sq. Ft.
Listed by Exp Realty Llc

Just Listed near 566 Oak Bay Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

134 Medici Terrace Terrace, North Venice, FL 34275 - Photo 1 Just Listed
$690,000

134 Medici Terrace Terrace  North Venice, FL 34275

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,064
    Sq. Ft.
Listed by Kw Coastal Living
102 Padova Way, Nokomis, FL 34275 - Photo 1 Just Listed
$489,000
Open House

102 Padova Way  #55  Nokomis, FL 34275

  • Single Family
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,500
    Sq. Ft.
Listed by Liz Carvalho (941) 800-8188
Colonia Ln, Nokomis, FL 34275 - Photo 1 Just Listed
$199,000

Colonia Ln  Nokomis, FL 34275

  • Lots/Land
  • Active
  • Updated 3 hours ago
  • 0.18
    Acres
Listed by Coldwell Banker Realty
243 Cassano Dr, Nokomis, FL 34275 - Photo 1 Just Listed
$425,000

243 Cassano Dr  Nokomis, FL 34275

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,684
    Sq. Ft.
Listed by Berkshire Hathaway Homeservice

Price Reduced near 566 Oak Bay Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

233 Portofino Dr, North Venice, FL 34275 - Photo 1 Price Reduced
-$51,000 (-4.43%)
$1,099,000
Open House

233 Portofino Dr  North Venice, FL 34275

  • Single Family
  • Active
  • Updated 21 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 3,446
    Sq. Ft.
Listed by Liz Carvalho (941) 800-8188
150 Medici Terrace, North Venice, FL 34275 - Photo 1 Price Reduced
-$12,000 (-2%)
$587,000

150 Medici Terrace  North Venice, FL 34275

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,393
    Sq. Ft.
Listed by Premier Sothebys Intl Realty
113 Villoresi Blvd, Nokomis, FL 34275 - Photo 1 Price Reduced
-$15,000 (-3.16%)
$459,900

113 Villoresi Blvd  Nokomis, FL 34275

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,816
    Sq. Ft.
Listed by Ron Suponcic (941) 320-2682 and Bozena Suponcic (941) 350-2453
229 Vinadio Blvd, Nokomis, FL 34275 - Photo 1 Price Reduced
-$25,000 (-3.85%)
$624,900
Open House

229 Vinadio Blvd  Nokomis, FL 34275

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,248
    Sq. Ft.
Listed by Ron Suponcic (941) 320-2682 and Bozena Suponcic (941) 350-2453

Recent Sales near 566 Oak Bay Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

813 Oak Pond Dr, Osprey, FL 34229 - Photo 1 Sold
$540,000

813 Oak Pond Dr  Osprey, FL 34229

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 1,981
    Sq. Ft.
Listed by Preferred Shore Llc
Sold by White Sands Realty Group Fl
1363 New Forest Ln, Osprey, FL 34229 - Photo 1 Sold
$470,000

1363 New Forest Ln  Osprey, FL 34229

  • Single Family
  • Closed
  • Updated 10 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,738
    Sq. Ft.
Listed by Re/Max Palm
Sold by Michael Ballantyne
757 Placid Lake Dr, Osprey, FL 34229 - Photo 1 Sold
$534,000

757 Placid Lake Dr  Osprey, FL 34229

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,845
    Sq. Ft.
Listed by Premier Sotheby's International Realty
Sold by Sunset Realty
708 Anna Hope Ln, Osprey, FL 34229 - Photo 1 Sold
$520,000

708 Anna Hope Ln  Osprey, FL 34229

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,133
    Sq. Ft.
Listed by Pineywoods Realty Llc
Sold by Home Realty & Management Llc

566 Oak Bay Drive, Osprey, FL 34229 (MLS# A4679656) is a Single Family property with 3 bedrooms and 2 full bathrooms. 566 Oak Bay Drive is currently listed for $530,000 and was received on January 23, 2026. Want to learn more about 566 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.

Tour this property