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Under contract
  • $540,000

    523 OAK BAY DRIVE, OSPREY, FL 34229

    4beds
    2,399sqft
    : 
    $3,421/mo
    Get pre-qualified
    Single Family Residence
    Built in 1998
    10,287 Square Feet Lot
    $522,600 Zestimate®
    $225/sqft
    $25/mo HOA

    What's special

    Private screened poolDesirable corner lotTwo spacious bathrooms
    Under contract-accepting backup offers. 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.
    49 days
    |
    271
    |
    5
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Karie Backman 941-404-8389,

    KELLER WILLIAMS ON THE WATER S 941-803-7522

    Source: Stellar MLS,MLS#: A4696725MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      Great room
      • Level: First
      Kitchen
      • Level: First
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Cooktop, Disposal, Dryer, Microwave, Refrigerator, Washer
      • Laundry: Laundry Room
      Features
      • Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
      • Flooring: Carpet, Tile, Vinyl
      • Doors: Sliding Doors
      • Has fireplace: No
      Interior area
      • Total structure area: 3,189
      • Total interior livable area: 2,399 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Enclosed, Patio, Screened
      • Exterior features: Irrigation System, Private Mailbox
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Screen Enclosure
      Lot
      • Size: 10,287 Square Feet
      Details
      • Parcel number: 0140160009
      • Zoning: RSF2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1998

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Connected, Sewer Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: BAY OAKS ESTATES
      HOA
      • Has HOA: Yes
      • Services included: Trash
      • HOA fee: $25 monthly
      • HOA name: Sunstate Association Management Group
      • HOA phone: 941-870-4920
      Location
      • Region: Osprey

      Financial & listing details

      • Price per square foot: $225/sqft
      • Tax assessed value: $457,800
      • Annual tax amount: $3,448
      • Date on market: 6/12/2026
      • Cumulative days on market: 44 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        $522,600

        $496,000 - $549,000

        $4,567/mo

        Price history

        DateEventPrice
        7/8/2026Contingent$540,000$225/sqft
        Source: Stellar MLS #A4696725 Report a problem
        7/3/2026Pending sale$540,000$225/sqft
        Source: Stellar MLS #A4696725 Report a problem
        6/13/2026Listed for sale$540,000+958.8%$225/sqft
        Source: Stellar MLS #A4696725 Report a problem
        9/2/1997Sold$51,000$21/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,448 +4.7%$269,886 +2.9%
        2024$3,293 +4.7%$262,280 +3%
        2023$3,145 +3.9%$254,641 +3%
        2022$3,028 +2.1%$247,224 +3%
        2021$2,966 +0%$240,023 +1.4%
        2020$2,965 +9%$236,709 +7.3%
        2019$2,720 $220,634 +1.9%
        2018$2,720 +2.8%$216,520 +2.1%
        2017$2,647 -1.2%$212,067 -19.9%
        2016$2,680 $264,700 +3.4%
        2015$2,680 +0.4%$256,100 +27%
        2014$2,669 +0.1%$201,600
        2013$2,665 -2.1%$201,600 -3%
        2012$2,722 +0.5%$207,800 -1%
        2011$2,710 -17.8%$210,000 -15.4%
        2010$3,298 +10.1%$248,225 +2.7%
        2009$2,995 $241,699 +0.1%
        2008$2,995 -2.2%$241,458 +3%
        2007$3,061 $234,425 +2.5%
        2006-- $228,707 +3%
        2005-- $222,046 +3%
        2004$3,229 -1%$215,579 +1.9%
        2003$3,260 +1.2%$211,559 +2.4%
        2002$3,223 +7.3%$206,601 +1.6%
        2001$3,005 +2.5%$203,347 +3%
        2000$2,932 $197,424
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 34229

        Getting around

        0 / 100
        Car-Dependent
        45 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Laurel Nokomis Elementary
        • Middle: Sarasota 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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