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.
Sold for $520,000
$520,000
566 OAK BAY DRIVE, OSPREY, FL 34229
3beds
2,559sqft
Single Family Residence
Built in 1997
10,666 Square Feet Lot
$515,000 Zestimate®
$203/sqft
$4,143 Estimated rent
Home value
$515,000
$469,000 - $567,000
$4,143/mo
Zestimate® history
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$3,377/mo
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List your homeWhat's special
Wood-burning fireplace
Zillow last checked:
Listing updated:
Listed by:
Gregory Walters 941-350-1070,
SARABAY REAL ESTATE INC 941-355-7696
Bought with:
Nick Castenir, 3468546
ZACHOS REALTY & DESIGN GROUP
Source: Stellar MLS,MLS#: A4679656
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 143 Square Feet
- Dimensions: 13x11
Bathroom 2
- Features: Built-in Closet
- Level: First
- Area: 121 Square Feet
- Dimensions: 11x11
Bathroom 3
- Features: Built-in Closet
- Level: First
- Area: 121 Square Feet
- Dimensions: 11x11
Balcony porch lanai
- Level: First
- Area: 884 Square Feet
- Dimensions: 34x26
Bonus room
- Features: No Closet
- Level: First
Other
- Level: First
- Area: 50 Square Feet
- Dimensions: 10x5
Den
- Level: First
- Area: 90 Square Feet
- Dimensions: 10x9
Dinette
- Level: First
- Area: 40 Square Feet
- Dimensions: 5x8
Dining room
- Level: First
- Area: 150 Square Feet
- Dimensions: 15x10
Family room
- Level: First
- Area: 270 Square Feet
- Dimensions: 18x15
Foyer
- Level: First
- Area: 12 Square Feet
- Dimensions: 3x4
Great room
- Level: First
- Area: 270 Square Feet
- Dimensions: 18x15
Kitchen
- Level: First
- Area: 300 Square Feet
- Dimensions: 20x15
Laundry
- Level: First
- Area: 54 Square Feet
- Dimensions: 9x6
Office
- Level: First
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Convection Oven, Cooktop, Dishwasher, Disposal, Exhaust Fan, Microwave
- Laundry: Electric Dryer Hookup, Inside, Laundry Room
Features
- Attic Ventilator, Ceiling Fan(s), Crown Molding, High Ceilings, Thermostat
- Flooring: Laminate, Tile
- Windows: Skylight(s)
- Has fireplace: Yes
- Fireplace features: Family Room
Interior area
- Total structure area: 3,315
- Total interior livable area: 2,559 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Exterior features: Sidewalk
- Has private pool: Yes
- Pool features: In Ground
Lot
- Size: 10,666 Square Feet
Details
- Parcel number: 0140080029
- Zoning: RSF2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1997
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: BAY OAKS ESTATES
HOA
- Has HOA: Yes
- HOA fee: $23 monthly
- HOA name: Sunstate Management/Brian Rivanbank
- HOA phone: 941-870-4920
Location
- Region: Osprey
Financial & listing details
- Price per square foot: $203/sqft
- Tax assessed value: $497,400
- Annual tax amount: $6,517
- Date on market: 1/23/2026
- Cumulative days on market: 4 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 2/26/2026 | Sold | $520,000-1.9%$203/sqft |
Source:  Stellar MLS #A4679656 Report a problem | ||
| 1/28/2026 | Pending sale | $530,000$207/sqft |
Source: Stellar MLS #A4679656 Report a problem | ||
| 1/24/2026 | Listed for sale | $530,000+2.9%$207/sqft |
Source: Stellar MLS #A4679656 Report a problem | ||
| 11/8/2025 | Listing removed | $515,000$201/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 11/2/2025 | Pending sale | $515,000$201/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 10/22/2025 | Listing removed | $515,000$201/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 10/3/2025 | Price change | $515,000-1.9%$201/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 9/5/2025 | Price change | $525,000-0.9%$205/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 8/21/2025 | Price change | $530,000-1.9%$207/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 7/31/2025 | Price change | $540,000-1.8%$211/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 7/12/2025 | Price change | $550,000-8.3%$215/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 6/21/2025 | Price change | $599,900-1.7%$234/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 5/30/2025 | Price change | $610,000-2.4%$238/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 3/14/2025 | Price change | $625,000-0.8%$244/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 2/28/2025 | Price change | $630,000-0.8%$246/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 2/18/2025 | Price change | $635,000-0.8%$248/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 1/30/2025 | Price change | $640,000-0.8%$250/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 1/2/2025 | Listed for sale | $645,000+207.1%$252/sqft |
Source: Stellar MLS #A4632796 Report a problem | ||
| 11/2/2012 | Sold | $210,000$82/sqft |
Source: Public Record Report a problem | ||
| 4/28/2012 | Price change | $210,000-10.3%$82/sqft |
Source: EXIT KING REALTY #A3931977 Report a problem | ||
| 1/5/2012 | Price change | $234,000-2.5%$91/sqft |
Source: BLAKELEY & ASSOCIATES REALTY #A3931977 Report a problem | ||
| 4/15/2011 | Price change | $240,000+14.8%$94/sqft |
Source: BLAKELEY & ASSOCIATES REALTY #A3931977 Report a problem | ||
| 3/11/2011 | Price change | $209,000-8.7%$82/sqft |
Source: BLAKELEY & ASSOCIATES REALTY #A3931977 Report a problem | ||
| 2/16/2011 | Price change | $229,000-8.4%$89/sqft |
Source: BLAKELEY & ASSOCIATES REALTY #A3931977 Report a problem | ||
| 12/3/2010 | Price change | $249,900-9.1%$98/sqft |
Source: BLAKELEY & ASSOCIATES REALTY #A3931977 Report a problem | ||
| 11/13/2010 | Listed for sale | $274,900+5.7%$107/sqft |
Source: BLAKELEY & ASSOCIATES REALTY #A3931977 Report a problem | ||
| 12/29/2003 | Sold | $260,000$102/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,517 +152.3% | $497,400 +145.2% |
| 2024 | $2,583 +5.6% | $202,841 +3% |
| 2023 | $2,446 +3% | $196,933 +3% |
| 2022 | $2,375 +2.3% | $191,197 +3% |
| 2021 | $2,321 +9.3% | $185,628 +10.6% |
| 2020 | $2,123 +4.4% | $167,779 +2.3% |
| 2019 | $2,034 | $164,007 +1.9% |
| 2018 | $2,034 +3.2% | $160,949 +2.1% |
| 2017 | $1,971 -0.7% | $157,639 -43.6% |
| 2016 | $1,985 | $279,300 +3% |
| 2015 | $1,985 +0.5% | $271,100 +80.9% |
| 2014 | $1,976 +0.2% | $149,859 |
| 2013 | $1,972 -40% | $149,859 -29.8% |
| 2012 | $3,285 +0.5% | $213,400 -1.2% |
| 2011 | $3,269 -11.1% | $216,000 -21.5% |
| 2010 | $3,677 +2.3% | $275,200 -4.5% |
| 2009 | $3,593 | $288,307 +0.1% |
| 2008 | $3,593 -1.4% | $288,019 +3% |
| 2007 | $3,646 | $279,630 +4.2% |
| 2006 | -- | $268,420 +7.1% |
| 2005 | -- | $250,702 +3% |
| 2004 | $3,650 +20.2% | $243,400 +24% |
| 2003 | $3,036 +0.7% | $196,342 +2.4% |
| 2002 | $3,015 +7.1% | $191,740 +1.6% |
| 2001 | $2,815 +2.6% | $188,720 +3% |
| 2000 | $2,745 | $183,223 |
Find assessor info on the county website
Neighborhood: 34229
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Nearby schools
GreatSchools rating
- 8/10Laurel Nokomis SchoolGrades: PK-8Distance: 5.6 mi
- 7/10Venice Senior High SchoolGrades: 9-12Distance: 8 mi
Schools provided by the listing agent
- Elementary: Laurel Nokomis Elementary
- Middle: Laurel Nokomis Middle
- High: Venice Senior High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$515,000
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$515,000
- Florida
- Sarasota County
- Osprey
- 34229
- 566 OAK BAY DRIVE
Nearby cities
Nearby zip codes
Other Osprey Topics
