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For sale
    • $1,047,000

    102 WINDWARD DRIVE, OSPREY, FL 34229

    3beds
    2,134sqft
    : 
    $7,160/mo
    Get pre-qualified
    Single Family Residence
    Built in 1986
    0.36 Acres Lot
    $-- Zestimate®
    $491/sqft
    $219/mo HOA

    What's special

    Screened poolBeautifully updated pool homeCovered lanaiBeautifully remodeled bathroomAttached half bathroomThree bedroomsHigh ceilings
    Experience refreshed coastal living in Southbay Yacht and Racquet Club. This beautifully updated pool home pairs inviting interiors with outdoor spaces made for relaxing and entertaining. Fresh exterior paint and refreshed landscaping with new sod and palm trees create a welcoming arrival. Inside, new vinyl flooring flows through the living spaces and bedrooms, complemented by large format tile in the bathrooms. High ceilings and a decorative beam add character to the open living area. The redesigned kitchen features new cabinetry, quartz countertops with a waterfall detail, stainless steel appliances, a range hood, pendant lighting, illuminated shelving and a walk in pantry. The home offers three bedrooms, two full bathrooms and one half bathroom. The primary retreat offers two newly built closets and a beautifully remodeled bathroom with a spacious double vanity, freestanding soaking tub, separate shower, new fixtures and mirrors. The remodeled guest bathroom features a large double vanity, coordinating tile and updated shower fixtures. The layout features dual primary bedrooms, with the second offering a generous walk in closet, an attached half bathroom and exterior access. Practical updates complement the refreshed interiors, with hurricane rated windows throughout the home and hurricane shutters for added storm protection. New ceiling fans in the bedrooms, an interior laundry room with a new washer and dryer combo, and an oversized garage with an epoxy painted finish add everyday convenience. Step outside to the screened pool and covered lanai, with a new outdoor shower for rinsing off after a swim. An expanded paver area beyond the lanai with a built in outdoor fireplace offers another inviting space to relax and entertain. Enjoy Southbay Yacht and Racquet Club’s waterfront lifestyle, featuring a community marina with Intracoastal access, a community pool, tennis, pickleball, a fitness center and clubhouse. From time on the water to relaxing evenings by your own pool, this home brings together beautifully updated spaces and an active coastal lifestyle. No CDD.
    5 days
    528
    28

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Adam Leinwand 941-565-0311,

    FUTURE HOME REALTY INC 813-855-4982

    Source: Stellar MLS,MLS#: TB8556740MLS LogoOriginating MLS: Suncoast Tampa

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: First
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      Primary bathroom
      • Level: First
      Bathroom 2
      • Level: First
      Bathroom 3
      • Level: First
      Kitchen
      • Level: First
      Laundry
      • Level: First
      Living room
      • Level: First
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Vaulted Ceiling(s)
      • Flooring: Tile, Vinyl
      • Doors: French Doors, Outdoor Shower, Sliding Doors
      • Windows: Hurricane Shutters
      • Has fireplace: No
      Interior area
      • Total structure area: 3,000
      • Total interior livable area: 2,134 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Irrigation System, Lighting, Outdoor Shower, Private Mailbox
      • Has private pool: Yes
      • Pool features: In Ground
      • On waterfront: Yes
      • Waterfront features: Waterfront
      Lot
      • Size: 0.36 Acres
      Details
      • Parcel number: 0157080006
      • Zoning: RSF2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 1986

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Boat Slip, Dock, Intracoastal Waterway, Marina, Waterfront, Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, Park, Playground, Pool, Sidewalks, Tennis Court(s)
      • Pet fee: $0 monthly
      • Subdivision: SOUTHBAY YACHT & RACQUET CLUB
      HOA
      • Has HOA: Yes
      • HOA fee: $219 monthly
      • HOA name: Southbay Yacht & Racquet Club / Rachelle Freed
      • HOA phone: 941-966-4237
      Location
      • Region: Osprey

      Financial & listing details

      • Price per square foot: $491/sqft
      • Tax assessed value: $647,700
      • Annual tax amount: $3,959
      • Date on market: 10/10/2026
      • Cumulative days on market: 6 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Concrete

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/10/2026Listed for sale$1,047,000+85.3%$491/sqft
        Source: Stellar MLS #TB8556740 Report a problem
        6/4/2026Sold$565,000-13.1%$265/sqft
        Source: Stellar MLS #A4671793 Report a problem
        5/8/2026Pending sale$650,000$305/sqft
        Source: Stellar MLS #A4671793 Report a problem
        4/26/2026Price change$650,000-5.8%$305/sqft
        Source: Stellar MLS #A4671793 Report a problem
        3/24/2026Price change$690,000-8%$323/sqft
        Source: Stellar MLS #A4671793 Report a problem
        1/18/2026Price change$750,000-6.3%$351/sqft
        Source: Stellar MLS #A4671793 Report a problem
        11/19/2025Listed for sale$800,000+83.9%$375/sqft
        Source: Stellar MLS #A4671793 Report a problem
        10/9/2008Listing removed$435,000$204/sqft
        Source: Michael Saunders & Company #379328 Report a problem
        7/11/2008Price change$435,000-2.2%$204/sqft
        Source: Michael Saunders & Company #379328 Report a problem
        3/23/2008Listed for sale$445,000$209/sqft
        Source: Michael Saunders & Company #379328 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,959 +11.9%$316,155 +2.9%
        2024$3,540 +3.6%$307,245 +3%
        2023$3,417 +2%$298,296 +3%
        2022$3,350 -0.4%$289,608 +3%
        2021$3,364 -0.3%$281,173 +1.4%
        2020$3,373 +3.7%$277,291 +2.3%
        2019$3,253 $271,057 +1.9%
        2018$3,253 +3.4%$266,003 +2.1%
        2017$3,146 -1.7%$260,532 -24.3%
        2016$3,202 $344,100 +3.9%
        2015$3,202 +0.4%$331,100 +33.7%
        2014$3,188 +0.1%$247,673
        2013$3,185 +2.8%$247,673 +1.7%
        2012$3,097 +4.8%$243,533 +3%
        2011$2,954 -1.1%$236,440 +1.5%
        2010$2,988 +10.4%$232,946 +2.7%
        2009$2,705 $226,822 +0.1%
        2008$2,705 -2.5%$226,595 +3%
        2007$2,776 $219,995 +2.5%
        2006-- $214,629 +3%
        2005-- $208,378 +3%
        2004$2,883 -1%$202,309 +1.9%
        2003$2,912 +1.7%$198,537 +2.4%
        2002$2,864 +6.8%$193,884 +1.6%
        2001$2,682 +2.1%$190,831 +3%
        2000$2,628 $185,273
        Find assessor info on the county website

        Monthly payment

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        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.
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        Climate risks

        Neighborhood: 34229

        Getting around

        47 / 100
        Car-Dependent
        40 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        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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