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For sale
    • Price cut: $61K (6/12)
    $789,000

    21 Bay Head Ln, Osprey, FL 34229

    3beds
    2,246sqft
    : 
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    Single Family Residence
    Built in 2002
    10,524 Square Feet Lot
    $754,500 Zestimate®
    $351/sqft
    $858/mo HOA

    What's special

    Breakfast barUpdated en suite bathroomTwo well-sized guest bedroomsDedicated home officeDecorative ceilingLight-filled interiorSoaking tub
    Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing…what you see, and what you don’t see, is what you get! From the moment you arrive at the pavered driveway, the pride of ownership is unmistakable. Double leaded-glass front doors open to a light-filled interior designed for effortless Florida living. Just off the entry, a dedicated home office features plantation shutters and a ceiling fan. The formal dining room showcases a decorative ceiling and a beautiful built-in buffet with glass-front cabinetry. The open kitchen features new granite countertops, stainless appliances, a breakfast bar, chef’s desk, and built-in wine and beverage cooler. The adjoining breakfast nook with an aquarium window, overlooks the sparkling pool and spa. The master suite is exceptionally spacious, offering a sitting area with built-in window seat and large walk-in closets with glass-front storage. The updated en suite bathroom has granite countertops, dual sinks, a soaking tub, separate shower, and marble accents. Two well-sized guest bedrooms provide generous closet space, and the updated guest bath includes granite and marble finishes. The air conditioned 2-car garage with epoxy flooring offers abundant storage. This home backs to a lush, tropical preserve, ensuring privacy for the pool and spa. The lanai features two distinct areas: a large, covered space with outdoor kitchen and ceiling fan for shaded dining, and a sun-splashed pool and spa area under a screened enclosure. You can also enjoy the nearby Bishopscourt community pool. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership
    302 days
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    416
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    20
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    Zillow last checked:

    Listing updated:

    Listed by:

    Steve Abbe 941-400-3969,

    COLDWELL BANKER REALTY 941-383-6411,

    Shannon Rocha 941-961-8739,

    COLDWELL BANKER REALTY

    Source: Stellar MLS,MLS#: A4664085MLS LogoOriginating MLS: Sarasota - Manatee

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Great Room, Utility Room, Storage Rooms
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 255 Square Feet
      • Dimensions: 15x17
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 11x13
      Bedroom 3
      • Features: En Suite Bathroom, Built-in Closet
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 12x13
      Dining room
      • Features: Built-In Shelving
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 11x15
      Great room
      • Features: Built-In Shelving
      • Level: First
      • Area: 304 Square Feet
      • Dimensions: 16x19
      Kitchen
      • Features: Built-In Shelving, Built-in Features
      • Level: First
      • Area: 252 Square Feet
      • Dimensions: 9x28
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • Built-in Features, Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Dry Bar, Eating Space In Kitchen, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Carpet, Porcelain Tile
      • Doors: Sliding Doors
      • Windows: Blinds, Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 3,119
      • Total interior livable area: 2,246 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Irrigation System, Lighting, Rain Gutters, Sprinkler Metered
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Lighting, Screen Enclosure, Tile
      • Has spa: Yes
      • Spa features: Heated, In Ground
      • Has view: Yes
      • View description: Park/Greenbelt, Trees/Woods
      Lot
      • Size: 10,524 Square Feet
      • Features: Conservation Area, Greenbelt, In County, Landscaped, Near Golf Course, Private
      Details
      • Additional structures: Outdoor Kitchen
      • Parcel number: 0142030014
      • Zoning: RSF1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Built-Up,Tile
      Condition
      • New construction: No
      • Year built: 2002
      Details
      • Builder name: LEE WETHERINGTON

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Street Lights, Water Connected

      Community & HOA

      Community
      • Features: Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf, Pool, Special Community Restrictions, Tennis Court(s)
      • Security: Gated Community, Security Gate, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: BISHOPSCOURT AT THE OAKS PRESERVE
      HOA
      • Has HOA: Yes
      • Amenities included: Clubhouse, Fitness Center, Gated, Golf Course, Maintenance, Pickleball Court(s), Pool, Security, Tennis Court(s), Vehicle Restrictions
      • Services included: 24-Hour Guard, Community Pool, Reserve Fund, Insurance, Maintenance Grounds, Manager, Private Road, Security
      • HOA fee: $858 monthly
      • HOA name: Assess Management/Susan Brown
      • HOA phone: 813-607-2220
      • Second HOA name: Oaks Preserve Master Assoc.
      Location
      • Region: Osprey

      Financial & listing details

      • Price per square foot: $351/sqft
      • Tax assessed value: $642,700
      • Annual tax amount: $4,221
      • Date on market: 9/15/2025
      • Cumulative days on market: 277 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        $754,500

        $717,000 - $792,000

        $4,212/mo

        Price history

        DateEventPrice
        6/12/2026Price change$789,000-7.2%$351/sqft
        Source: Stellar MLS #A4664085 Report a problem
        3/16/2026Price change$850,000-5.6%$378/sqft
        Source: Stellar MLS #A4664085 Report a problem
        12/2/2025Price change$900,000-2.7%$401/sqft
        Source: Stellar MLS #A4664085 Report a problem
        9/15/2025Listed for sale$925,000-3.5%$412/sqft
        Source: Stellar MLS #A4664085 Report a problem
        7/8/2025Listing removed$959,000$427/sqft
        Source: Stellar MLS #A4627082 Report a problem
        11/19/2024Listed for sale$959,000+167.1%$427/sqft
        Source: Stellar MLS #A4627082 Report a problem
        12/31/2013Sold$359,000$160/sqft
        Source: Public Record Report a problem
        9/27/2013Listed for sale$359,000+10.5%$160/sqft
        Source: Coldwell Banker Residential Real Estate - Sarasota Bay Property Mgmt #A3984996 Report a problem
        7/1/2013Listing removed$325,000$145/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        4/12/2013Price change$325,000-4.1%$145/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        3/3/2013Price change$339,000-2.9%$151/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        11/13/2012Price change$349,000-2.8%$155/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        8/29/2012Price change$359,000-5.3%$160/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        7/18/2012Price change$379,000-5%$169/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        6/12/2012Price change$399,000-6.1%$178/sqft
        Source: Premier Sotheby's International Realty #A3949593 Report a problem
        5/3/2012Price change$425,000-7.6%$189/sqft
        Source: Premier Sotheby's International Realty #A3949593 Report a problem
        3/9/2012Price change$460,000-4.2%$205/sqft
        Source: Signature Sotheby's International Realty #A3949593 Report a problem
        10/7/2011Listed for sale$480,000+382.4%$214/sqft
        Source: Signature Sotheby's International Realty #A3949593 Report a problem
        10/4/2001Sold$99,500+38%$44/sqft
        Source: Public Record Report a problem
        3/2/2001Sold$72,100$32/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,402 +4.3%$353,465 +2.9%
        2024$4,221 +4.1%$343,503 +3%
        2023$4,054 +2.9%$333,498 +3%
        2022$3,940 +5.1%$323,784 +6.2%
        2021$3,750 -0.2%$304,742 +1.4%
        2020$3,757 +3.6%$300,535 +2.3%
        2019$3,625 $293,778 +1.9%
        2018$3,625 +2.5%$288,300 -3.3%
        2017$3,537 -12.1%$298,100 -2%
        2016$4,026 $304,200 -1.5%
        2015$4,026 $308,800 +13.7%
        2014$4,026 -1.3%$271,700
        2013$4,077 +0.1%$271,700 -0.9%
        2012$4,072 -2.6%$274,200 -4.5%
        2011$4,178 -14.4%$287,200 -13.2%
        2010$4,882 -5.2%$330,700 -5.2%
        2009$5,148 $348,700 -7.8%
        2008$5,148 -2.3%$378,000 -1.9%
        2007$5,271 $385,400 -16.3%
        2006-- $460,600 +16.6%
        2005-- $394,900 +11.4%
        2004$5,583 +0.7%$354,500 +4.1%
        2003$5,544 +439.1%$340,600 +403.1%
        2002$1,028 -3.3%$67,700 -8.5%
        2001$1,064 +41.9%$74,000 +44.2%
        2000$750 $51,300
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
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        Climate risks

        Neighborhood: 34229

        Getting around

        9 / 100
        Car-Dependent
        33 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Gulf Gate Elementary
        • Middle: Brookside Middle
        • High: Riverview 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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