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For sale
  • $2,199,999

    154 LOOKOUT POINT DRIVE, OSPREY, FL 34229

    4beds
    4,578sqft
    : 
    $13,639/mo
    Get pre-qualified
    Single Family Residence
    Built in 1979
    0.32 Acres Lot
    $2,113,600 Zestimate®
    $481/sqft
    $219/mo HOA

    What's special

    Remarkable poolCompletely renovated kitchenOversized bedroomsLush tropical settingQuartz countertopsAbundant functional storageBrand-new hurricane-rated windows
    Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide.
    11 days
    517
    22

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Stephen Hachey 813-642-6030,

    FLAT FEE MLS REALTY 813-642-6030

    Source: Stellar MLS,MLS#: TB8543439MLS LogoOriginating MLS: Suncoast Tampa

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Attic, Bonus Room, Den/Library/Office, Family Room, Dining Room, Living Room, Great Room, Utility Room, Storage Rooms
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 180 Square Feet
      • Dimensions: 15x12
      Bathroom 1
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Balcony porch lanai
      • Level: First
      • Area: 1500 Square Feet
      • Dimensions: 50x30
      Family room
      • Level: First
      • Area: 273 Square Feet
      • Dimensions: 21x13
      Kitchen
      • Level: First
      • Area: 352 Square Feet
      • Dimensions: 16x22
      Living room
      • Level: First
      • Area: 360 Square Feet
      • Dimensions: 20x18
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Tankless Water Heater, Wine Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • Attic Fan, Attic Ventilator, Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Wet Bar
      • Flooring: Marble, Porcelain Tile, Tile, Hardwood
      • Doors: French Doors, Outdoor Grill, Outdoor Kitchen, Sliding Doors
      • Windows: Skylight(s), Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 6,200
      • Total interior livable area: 4,578 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Workshop in Garage
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 25x20
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Enclosed, Front Porch, Patio, Screened
      • Exterior features: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sprinkler Metered
      • Has private pool: Yes
      • Pool features: In Ground, Lighting, Salt Water, Screen Enclosure, Tile
      • Has spa: Yes
      • Spa features: Other
      • Has view: Yes
      • View description: Park/Greenbelt
      • Waterfront features: Bridges - No Fixed Bridges, Sailboat Water, Seawall
      Lot
      • Size: 0.32 Acres
      • Features: In County, Level, Near Marina
      • Residential vegetation: Mature Landscaping
      Details
      • Additional structures: Outdoor Kitchen
      • Parcel number: 0158080043
      • Zoning: RSF2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Slab
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1979

      Utilities & green energy

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

      Community & HOA

      Community
      • Security: Fire Alarm, Security Lights, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: SOUTHBAY YACHT & RACQUET CLUB
      HOA
      • Has HOA: Yes
      • HOA fee: $219 monthly
      • HOA name: Rachelle Freed
      • HOA phone: 941-966-4237
      Location
      • Region: Osprey

      Financial & listing details

      • Price per square foot: $481/sqft
      • Tax assessed value: $984,800
      • Annual tax amount: $11,995
      • Date on market: 8/28/2026
      • Cumulative days on market: 12 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Other

        Estimated market value

        $2,113,600

        $2.01M - $2.22M

        $4,888/mo

        Price history

        DateEventPrice
        8/28/2026Listed for sale$2,199,999+121.1%$481/sqft
        Source: Stellar MLS #TB8543439 Report a problem
        2/27/2024Listing removed$995,000$217/sqft
        Source: Stellar MLS #C7450058 Report a problem
        11/12/2021Sold$995,000$217/sqft
        Source: Public Record Report a problem
        10/18/2021Pending sale$995,000$217/sqft
        Source: Stellar MLS #C7450058 Report a problem
        10/15/2021Listed for sale$995,000-3.3%$217/sqft
        Source: Stellar MLS #C7450058 Report a problem
        10/5/2021Listing removed--
        Source: Stellar MLS #A4499046 Report a problem
        9/3/2021Price change$1,029,000-5.5%$225/sqft
        Source: Stellar MLS #A4499046 Report a problem
        8/15/2021Price change$1,089,000-2.7%$238/sqft
        Source: Stellar MLS #A4499046 Report a problem
        7/13/2021Price change$1,119,000-6.7%$244/sqft
        Source: Stellar MLS #A4499046 Report a problem
        7/4/2021Pending sale$1,199,000$262/sqft
        Source: Stellar MLS #A4499046 Report a problem
        5/6/2021Listed for sale$1,199,000+68.3%$262/sqft
        Source: Stellar MLS #A4499046 Report a problem
        12/17/2020Sold$712,500-6.9%$156/sqft
        Source: Public Record Report a problem
        10/21/2020Pending sale$765,000$167/sqft
        Source: ANDREWS & ASSOCIATES REALTY #A4462693 Report a problem
        9/27/2020Price change$765,000-3.8%$167/sqft
        Source: ANDREWS & ASSOCIATES REALTY #A4462693 Report a problem
        8/19/2020Price change$795,000-6.5%$174/sqft
        Source: ANDREWS & ASSOCIATES REALTY #A4462693 Report a problem
        7/7/2020Price change$849,900-2.3%$186/sqft
        Source: ANDREWS & ASSOCIATES REALTY #A4462693 Report a problem
        3/17/2020Listed for sale$869,900+43.8%$190/sqft
        Source: ANDREWS & ASSOCIATES REALTY #A4462693 Report a problem
        6/26/2003Sold$605,000+39.1%$132/sqft
        Source: Public Record Report a problem
        6/14/2000Sold$435,000$95/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$11,995 +3.1%$984,800 -1.5%
        2024$11,633 +1.5%$999,799 +1.5%
        2023$11,459 -2.9%$984,597 +2%
        2022$11,798 +40.7%$964,900 +45.5%
        2021$8,388 +65.7%$663,100 +58.6%
        2020$5,063 +3.4%$418,076 +2.3%
        2019$4,898 $408,676 +1.9%
        2018$4,898 +2.3%$401,056 +2.1%
        2017$4,789 +4.4%$392,807 -28.6%
        2016$4,586 $550,100 +7.1%
        2015$4,586 +0.4%$513,600 +54.8%
        2014$4,568 +7.2%$331,847
        2013$4,262 +2.9%$331,847 +1.7%
        2012$4,144 -2%$326,300 -3.4%
        2011$4,227 -7.3%$337,900 -4.4%
        2010$4,560 -31%$353,500 -12.9%
        2009$6,610 $406,000 -25.1%
        2008$6,610 -1.8%$542,400 +0.8%
        2007$6,732 $537,948 +2.5%
        2006-- $524,827 +3%
        2005-- $509,541 +3%
        2004$7,115 +42.3%$494,700 +45.5%
        2003$5,000 +2.9%$339,998 +2.4%
        2002$4,859 +7.1%$332,029 +1.6%
        2001$4,539 -3.7%$326,800 +4.8%
        2000$4,715 $311,900
        Find assessor info on the county website

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        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

        30 / 100
        Car-Dependent
        35 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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