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For sale
    • Price cut: $50K (6/3)
    $2,199,900

    180 Lookout Point Dr, Osprey, FL 34229

    5beds
    3,236sqft
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    Single Family Residence
    Built in 1986
    0.4 Acres Lot
    $-- Zestimate®
    $680/sqft
    $204/mo HOA

    What's special

    Custom built-insPaver deckingMudroom storageTop-of-the-line thermador appliancesWide-plank wood floorsStanding seam metal roofHurricane-rated garage doors
    Virtually Staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club with deep water marina and available boat slips, the opportunity to walk to your boat in a deep water marina with your home resting safely in Flood Zone X (where flood insurance is not even required by lenders) doesn't come along often. This is an extraordinary residence taken fully down to the studs and reimagined as a like-new, luxury smart home. Set on a .4-acre lot in Flood Zone X (no lender-required flood insurance), this never-lived-in five-bedroom, 3.5 bath, 3,236-square-foot home blends solid block construction with high-end design and cutting-edge technology. No detail was overlooked, including a standing seam metal roof, all new high-velocity impact windows, hurricane-rated garage doors and fully integrated Alexa features throughout. Wide-plank wood floors lead through a thoughtfully designed layout featuring custom built-ins including a kitchen desk, mudroom storage, dining room bar with wine refrigerator and living room shelving with glass doors. The kitchen is a showstopper with two large quartz islands, top-of-the-line Thermador appliances, a microwave drawer, concealed refrigerator, gas range with double ovens and a custom glass-door butler’s pantry. French doors at the entry feature Alexa-controlled electronic glass for your choice of instant privacy or transparent green views, while oversized sliders in the main living area fully retract for seamless indoor-outdoor living. The massive laundry room is a dream with two washers, two dryers, abundant storage and countertop space. Outside, enjoy a stunning new saltwater pool with cage, paver decking, and a state-of-the-art outdoor kitchen including storage and pullout drawer refrigerators, ideal for entertaining. The oversized garage offers excellent storage and the home’s elevation offers added peace of mind. Southbay is one of Sarasota County’s desirable waterfront communities with an updated clubhouse and fitness center overlooking the bay, complete with a ballroom, catering kitchen, meeting room and library. Community amenities also include a geothermal heated pool, children’s pool, tennis, pickleball, shuffleboard, basketball, kayak storage and a seven-acre deep-water marina accommodating boats up to 55 feet. Residents enjoy 20 acres of lush common grounds and five miles of walking trails, plus a vibrant calendar of social events. Near SR 681, with easy access to downtown Sarasota, Venice, beautiful beaches and A-rated schools including Laurel Nokomis, Sarasota Middle, Venice High, Pine View and the European Academy. This is a rare opportunity to own a turnkey, top-tier home in an unmatched boating community.
    238 days
    |
    434
    |
    29
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    Zillow last checked:

    Listing updated:

    Listed by:

    Katy McBrayer 941-400-2406,

    PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-364-4000,

    Montana Taplinger 941-504-4288,

    PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Source: Stellar MLS,MLS#: A4672222MLS LogoOriginating MLS: Sarasota - Manatee

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Utility Room
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: First
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: First
      Bedroom 4
      • Features: Walk-In Closet(s)
      • Level: First
      Bathroom 1
      • Features: Linen Closet
      • Level: First
      Kitchen
      • Features: Breakfast Bar, Exhaust Fan, Kitchen Island
      • Level: First
      Laundry
      • Level: First
      Living room
      • Level: First
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • Built-in Features, Cathedral Ceiling(s), Coffered Ceiling(s), Dry Bar, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Porcelain Tile, Hardwood
      • Doors: French Doors, Sliding Doors
      • Has fireplace: Yes
      • Fireplace features: Family Room, Insert, Living Room
      Interior area
      • Total structure area: 3,877
      • Total interior livable area: 3,236 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Circular Driveway, Driveway, Garage Faces Side, Ground Level
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 24x24
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Enclosed, Patio, Screened
      • Exterior features: Rain Gutters, Boat Slip
      • Has private pool: Yes
      • Pool features: In Ground, Screen Enclosure
      • On waterfront: Yes
      • Waterfront features: Bay/Harbor Front, Waterfront, Intracoastal Waterway Access, Marina Access
      Lot
      • Size: 0.4 Acres
      • Features: Corner Lot, Landscaped, Level
      • Residential vegetation: Trees/Landscaped
      Details
      • Parcel number: 0158080039
      • Zoning: RSF2
      • Special conditions: None

      Construction

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

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Bay/Harbor Front, Boat Slip, Dock, Intracoastal Waterway, Marina, Water Access, Waterfront, Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, Playground, Pool, Tennis Court(s)
      • Pet fee: $0 monthly
      • Subdivision: SOUTHBAY YACHT & RACQUET CLUB
      HOA
      • Has HOA: Yes
      • Amenities included: Clubhouse, Fitness Center, Playground, Pool, Recreation Facilities, Tennis Court(s)
      • Services included: Community Pool, Manager, Recreational Facilities
      • HOA fee: $204 monthly
      • HOA name: Southbay Yacht & Racquet Club (Judy Brown)
      • HOA phone: 941-966-4237
      Location
      • Region: Osprey

      Financial & listing details

      • Price per square foot: $680/sqft
      • Tax assessed value: $804,500
      • Annual tax amount: $8,749
      • Date on market: 11/15/2025
      • Cumulative days on market: 239 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt, Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/3/2026Price change$2,199,900-2.2%$680/sqft
        Source: Stellar MLS #A4672222 Report a problem
        3/27/2026Price change$2,249,900-1.1%$695/sqft
        Source: Stellar MLS #A4672222 Report a problem
        2/24/2026Price change$2,274,900-1.1%$703/sqft
        Source: Stellar MLS #A4672222 Report a problem
        11/15/2025Listed for sale$2,299,900$711/sqft
        Source: Stellar MLS #A4672222 Report a problem
        9/15/2025Listing removed$2,299,900$711/sqft
        Source: Stellar MLS #A4653130 Report a problem
        6/12/2025Listed for sale$2,299,900+155.5%$711/sqft
        Source: Stellar MLS #A4653130 Report a problem
        2/11/2022Sold$900,000$278/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$9,260 +5.8%$762,394 +0.7%
        2024$8,750 +2.8%$757,408 +3%
        2023$8,511 -1.6%$735,348 +26.3%
        2022$8,647 +26.7%$582,340 +10%
        2021$6,823 +5.9%$529,400 +8.5%
        2020$6,441 +3.5%$487,900 +2.8%
        2019$6,221 $474,500 +3%
        2018$6,221 +3%$460,800 +0.6%
        2017$6,040 -0.6%$458,200 +1.3%
        2016$6,076 $452,500 +3.3%
        2015$6,076 +10.1%$438,200 +14.1%
        2014$5,521 +0.2%$384,200
        2013$5,509 +21.1%$384,200 +9.1%
        2012$4,551 -0.9%$352,100 -2.4%
        2011$4,591 -4.7%$360,900 -1.9%
        2010$4,817 +10.6%$367,916 +2.7%
        2009$4,354 $358,243 +0.1%
        2008$4,354 -0.7%$357,885 +3%
        2007$4,386 $347,461 +2.5%
        2006-- $338,986 +3%
        2005-- $329,113 +3%
        2004$4,601 -1.1%$319,527 +1.9%
        2003$4,654 +2.7%$313,569 +2.4%
        2002$4,530 +6.9%$306,220 +1.6%
        2001$4,236 +2.2%$301,398 +3%
        2000$4,144 $292,619
        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

        30 / 100
        Car-Dependent
        35 / 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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