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For sale
    • $1,649,000

    156 Siesta Dr, Sarasota, FL 34242

    5beds
    2,901sqft
    : 
    $10,060/mo
    Get pre-qualified
    Single Family Residence
    Built in 1977
    0.25 Acres Lot
    $1,548,300 Zestimate®
    $568/sqft
    $-- HOA

    What's special

    New metal roofSparkling poolTranquil surroundingsExceptional three-level pool homeLush tropical landscapingPrivate resortSpacious patio
    Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.
    345 days
    |
    194
    |
    7
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Curt Ware 941-587-9122,

    KW COASTAL LIVING III 941-900-4151

    Source: Stellar MLS,MLS#: A4661717MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: Built-in Closet
      • Level: Second
      • Area: 169 Square Feet
      • Dimensions: 13x13
      Bedroom 2
      • Features: Built-in Closet
      • Level: Third
      • Area: 130 Square Feet
      • Dimensions: 10x13
      Primary bathroom
      • Level: Second
      • Area: 78 Square Feet
      • Dimensions: 13x6
      Family room
      • Level: Second
      • Area: 300 Square Feet
      • Dimensions: 15x20
      Kitchen
      • Level: Second
      • Area: 238 Square Feet
      • Dimensions: 14x17
      Laundry
      • Level: Second
      • Area: 48 Square Feet
      • Dimensions: 6x8
      Living room
      • Level: Second
      • Area: 224 Square Feet
      • Dimensions: 16x14
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside
      Features
      • Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor
      • Flooring: Luxury Vinyl, Tile
      • Doors: Sliding Doors
      • Has fireplace: No
      Interior area
      • Total structure area: 4,308
      • Total interior livable area: 2,901 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: Three Or More
      • Stories: 3
      • Exterior features: Lighting, Sprinkler Metered
      • Has private pool: Yes
      • Pool features: Heated, In Ground
      Lot
      • Size: 0.25 Acres
      Details
      • Parcel number: 2019110035
      • Zoning: RSF1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Wood Siding
      • Foundation: Slab
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1977

      Utilities & green energy

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

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: SIESTA REV RESUB
      HOA
      • Has HOA: No
      Location
      • Region: Sarasota

      Financial & listing details

      • Price per square foot: $568/sqft
      • Tax assessed value: $1,190,200
      • Annual tax amount: $19,016
      • Date on market: 8/13/2025
      • Cumulative days on market: 346 days
      • Listing terms: Cash,Conventional,Owner May Carry
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $1,548,300

        $1.47M - $1.63M

        $6,671/mo

        Price history

        DateEventPrice
        11/18/2025Price change$1,649,000-4.7%$568/sqft
        Source: Stellar MLS #A4661717 Report a problem
        8/13/2025Listed for sale$1,730,000+8.5%$596/sqft
        Source: Stellar MLS #A4661717 Report a problem
        11/12/2021Sold$1,595,000$550/sqft
        Source: Public Record Report a problem
        9/16/2021Pending sale$1,595,000$550/sqft
        Source: RE/MAX International #A4505722 Report a problem
        9/10/2021Listing removed--
        Source: RE/MAX International Report a problem
        9/9/2021Pending sale$1,595,000$550/sqft
        Source: RE/MAX International #A4505722 Report a problem
        8/7/2021Listed for sale$1,595,000$550/sqft
        Source: RE/MAX International #A4505722 Report a problem
        7/27/2021Pending sale$1,595,000$550/sqft
        Source: RE/MAX International #A4505722 Report a problem
        7/19/2021Listed for sale$1,595,000$550/sqft
        Source: RE/MAX International #A4505722 Report a problem
        7/13/2021Pending sale$1,595,000$550/sqft
        Source: RE/MAX International #A4505722 Report a problem
        7/2/2021Listed for sale$1,595,000+157.3%$550/sqft
        Source: RE/MAX International #A4505722 Report a problem
        12/26/2018Sold$620,000+0.8%$214/sqft
        Source: Public Record Report a problem
        11/6/2018Pending sale$615,000$212/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4417530 Report a problem
        11/1/2018Listed for sale$615,000+2.8%$212/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4417530 Report a problem
        10/15/2018Listing removed$6,000$2/sqft
        Source: JENNETTE PROPERTIES INC #A4407220 Report a problem
        6/29/2018Listed for rent$6,000+100%$2/sqft
        Source: JENNETTE PROPERTIES INC #A4407220 Report a problem
        3/7/2017Listing removed$3,000$1/sqft
        Source: JENNETTE PROPERTIES INC #A4178162 Report a problem
        2/16/2017Listed for rent$3,000$1/sqft
        Source: JENNETTE PROPERTIES INC #A4178162 Report a problem
        2/16/2017Listing removed$598,000$206/sqft
        Source: KEY SOLUTIONS REAL ESTATE GRP #A4155566 Report a problem
        11/7/2016Price change$598,000-4.3%$206/sqft
        Source: KEY SOLUTIONS REAL ESTATE GRP #A4155566 Report a problem
        9/17/2016Price change$625,000-8.1%$215/sqft
        Source: KEY SOLUTIONS REAL ESTATE GRP #A4155566 Report a problem
        7/22/2016Price change$680,000-6.8%$234/sqft
        Source: KEY SOLUTIONS REAL ESTATE GRP #A4155566 Report a problem
        6/1/2016Price change$730,000-8.6%$252/sqft
        Source: KEY SOLUTIONS REAL ESTATE GRP #A4155566 Report a problem
        1/12/2016Price change$799,000-11.2%$275/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        11/13/2015Listed for sale$899,900+125.5%$310/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        6/2/2003Sold$399,000$138/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$18,275 -3.9%$1,190,200 -5.5%
        2024$19,016 -2.7%$1,260,000 +0.8%
        2023$19,544 +12.6%$1,250,040 +10%
        2022$17,350 +62.1%$1,136,400 +76.4%
        2021$10,702 +10.7%$644,160 +10%
        2020$9,664 +19.7%$585,600 +20.2%
        2019$8,071 $487,000 -3.5%
        2018$8,071 -3.6%$504,500 +5.3%
        2017$8,373 +7.9%$478,907 -10.8%
        2016$7,757 $537,000 +7.3%
        2015$7,757 +12.8%$500,600 +53%
        2014$6,874 +16.3%$327,100
        2013$5,909 +11.7%$327,100 +10%
        2012$5,290 +0.1%$297,400 -1.3%
        2011$5,284 -7.5%$301,200 -5.7%
        2010$5,711 -12.4%$319,500 -5%
        2009$6,519 $336,200 -15.1%
        2008$6,519 -16%$396,200 -15.9%
        2007$7,759 $471,200 -8.8%
        2006-- $516,500 +26.6%
        2005-- $408,000 +8.1%
        2004$6,978 +87.3%$377,600 +78.1%
        2003$3,725 +0.8%$212,066 +2.4%
        2002$3,693 +6.9%$207,096 +1.6%
        2001$3,456 +3.7%$203,835 +3%
        2000$3,333 $197,898
        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: Bay Isle-Siesta

        Getting around

        3 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        33 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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