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Off market
  • $1,027,000

    3444 Winding Oaks Dr #42, Longboat Key, FL 34228

    3beds
    2,189sqft
    Villa
    Built in 1988
    -- sqft lot
    $1,027,000 Zestimate®
    $469/sqft
    $6,680 Estimated rent

    Home value

    $1,027,000

    $935,000 - $1.14M

    $6,680/mo

    Zestimate® history
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    What's special

    Enjoy maintenance-free living in this sleek, open-plan 3-bedroom, 2-bathroom villa in Winding Oaks located in beautiful Bay Isles. A private courtyard and entryway greet lead to the where upon entering, you will be amazed at the soaring ceilings and airy spaciousness of this posh home. Multiple tall sliders make up the back corner of the great room and lead out onto the deck. Additional windows make sure the interior is bathed in soft, natural sunlight. A floor-to-ceiling silver tiled fireplace is an elegant highlight in the living room. The large open kitchen features gorgeous cabinets and countertops with stainless steel appliances and plenty of space for prep and entertaining. Opposite the kitchen and through beautiful double-glass doors, you'll find the large master suite with vaulted ceilings and a wall of sliders leading to the deck. The spa-like master bath has a spacious walk-in shower and plenty of storage. Relax with friends on the oversized composite deck with beautiful nature views and retractable awnings to keep you cool in the summer. A short stroll through the beautiful grounds will lead you to the large community pool with a pavilion and deck. Residents also have access to the Bay Isles private, deeded beach club.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Originating MLS: Sarasota - Manatee

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • central, Electric
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Range / Oven, Refrigerator, Washer
    Features
    • Ceiling Fans(s), Split Bedroom, Walk-In Closet(s), Living Room/Dining Room Combo, Cathedral Ceiling(s), Vaulted Ceiling(s)
    • Flooring: Tile, Carpet
    • Windows: Blinds
    • Has fireplace: Yes
    • Fireplace features: Living Room, Wood Burning
    Interior area
    • Structure area source: Owner
    • Total interior livable area: 2,189 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage, Carport, Open
    Accessibility
    • Accessibility features: Handicap Modified, Customized Wheelchair Accessible
    Features
    • Levels: One
    • Patio & porch: Deck, Patio, Porch, Covered
    • Exterior features: Other
    • Pool features: Heated
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Lake, Lagoon
    Lot
    • Features: Sidewalk, Corner Lot, Street Private
    • Residential vegetation: Mature Landscaping
    Details
    • Parcel number: 0004121042

    Construction

    Type & style
    • Home type: Condo
    • Architectural style: Other
    • Property subtype: Villa
    Materials
    • Wood
    • Foundation: Concrete
    • Roof: Other
    Condition
    • Year built: 1988

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Electricity Connected, Cable Available, Public
    Green energy
    • Indoor air quality: Ventilation

    Community & HOA

    Community
    • Security: Smoke Detector(s), Fire Sprinkler System, Key Card Entry, Gated Community
    • Subdivision: Winding Oaks
    HOA
    • Has HOA: Yes
    • Amenities included: Maintenance, Gated
    • Services included: Community Pool, Insurance, Maintenance Exterior, Manager
    • HOA fee: $61 monthly
    Location
    • Region: Longboat Key

    Financial & listing details

    • Price per square foot: $469/sqft
    • Tax assessed value: $764,800
    • Annual tax amount: $5,170
    • Listing terms: Cash, Conventional
    • Ownership: Condominium

    Price history

    DateEventPrice
    5/12/2023Sold$1,162,500-5.1%$531/sqft
    Source: Public Record Report a problem
    4/19/2023Pending sale$1,225,000$560/sqft
    Source: Stellar MLS #A4564627 Report a problem
    3/23/2023Listed for sale$1,225,000+62.3%$560/sqft
    Source: Stellar MLS #A4564627 Report a problem
    10/29/2020Sold$755,000$345/sqft
    Source: Stellar MLS #A4474298 Report a problem
    8/20/2020Pending sale$755,000$345/sqft
    Source: COLDWELL BANKER REALTY #A4474298 Report a problem
    8/15/2020Listed for sale$755,000+43.8%$345/sqft
    Source: COLDWELL BANKER REALTY #A4474298 Report a problem
    5/30/2018Sold$525,000-8.7%$240/sqft
    Source: Public Record Report a problem
    4/17/2018Pending sale$575,000$263/sqft
    Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
    3/8/2018Price change$575,000-4%$263/sqft
    Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
    2/7/2018Listed for sale$599,000$274/sqft
    Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$5,170 +2.5%$424,874 +2.9%
    2024$5,044 -50.1%$412,900 -39.8%
    2023$10,109 +5.5%$686,433 +10%
    2022$9,582 +18.7%$624,030 +10%
    2021$8,071 +27.6%$567,300 +20.8%
    2020$6,324 +20.2%$469,541 +18%
    2019$5,262 $397,987 +9.1%
    2018$5,262 +9.6%$364,740 +2.1%
    2017$4,802 +3.4%$357,238 -16.6%
    2016$4,646 $428,300 +12.5%
    2015$4,646 +0.1%$380,600 +11%
    2014$4,640 +1.1%$343,034
    2013$4,587 +4.2%$343,034 +1.7%
    2012$4,403 +3%$337,300 +1.3%
    2011$4,274 -1.1%$333,107 +1.5%
    2010$4,321 +12.8%$328,184 +2.7%
    2009$3,830 $319,556 +0.1%
    2008$3,830 -1.1%$319,237 +3%
    2007$3,872 $309,939 +2.5%
    2006-- $302,380 +3%
    2005-- $293,573 +3%
    2004$4,092 -3%$285,022 +1.9%
    2003$4,216 -1.4%$279,708 +2.4%
    2002$4,275 +5.7%$273,152 +1.6%
    2001$4,043 +1.5%$268,850 +3%
    2000$3,984 $261,019
    Find assessor info on the county website

    Neighborhood: 34228

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Southside Elementary
    • Middle: Booker Middle
    • High: Booker High

    Source: The 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
    $1,027,000
    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
    $1,027,000