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For sale
  • Price cut: $200K (6/13)
    $2,790,000

    301 Jackson Dr, Sarasota, FL 34236

    4beds
    2,028sqft
    : 
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    Single Family Residence
    Built in 1951
    10,807 Square Feet Lot
    $-- Zestimate®
    $1,376/sqft
    $-- HOA

    What's special

    Mature greenery provides privacyExpansive deckingSoft coastal tonesSwaying palmsPrivate backyard oasisSparkling poolLush tropical landscaping
    Welcome to your private coastal sanctuary just moments from the powder-soft sands of Lido Beach and a short stroll to iconic St. Armands Circle. Perfectly positioned in one of Sarasota’s most coveted locations, this stunning residence captures everything buyers dream about when they imagine luxury living by the gulf. From the moment you arrive, lush tropical landscaping and swaying palms frame a beautifully maintained property that feels both secluded and inviting. The expansive paver drive and manicured lawn create a grand first impression, while mature greenery provides privacy rarely found this close to the beach. Inside, the home blends refined elegance with relaxed island charm. Sunlight pours through plantation-shuttered windows, illuminating spacious bedrooms designed for comfort and style. The primary suite is a tranquil retreat with soft coastal tones and garden views, while the guest rooms are thoughtfully appointed to accommodate family and visitors with ease. Every space feels bright, airy, and curated for effortless living. The bathrooms are nothing short of spa-worthy. Floor-to-ceiling tile, frameless glass showers, custom vanities with stone countertops, dual sinks, and elegant fixtures create a luxurious experience that rivals high-end resorts. Thoughtful details like recessed niches, designer mirrors, and soft lighting elevate each space. Step outside and the property truly comes to life. The private backyard oasis is designed for unforgettable gatherings and serene relaxation alike. A sparkling pool is surrounded by expansive decking, lounge seating, and tropical landscaping that transforms the space into your own secluded resort. String lights overhead add ambiance for evening swims, while shaded seating areas invite long afternoons under the palms. The fenced yard enhances privacy, creating a rare sense of retreat just minutes from everything. And the location — simply exceptional. Imagine morning walks to Lido Beach, sunset cocktails at St. Armands Circle, boutique shopping, award-winning dining, boating, and downtown Sarasota’s vibrant arts scene all just moments from your front door. Homes in this location with this level of finish and established rental success are incredibly rare. Whether you are searching for a luxury island residence, a sophisticated vacation retreat, or a high-performing investment property with proven appeal, this home delivers on every level. Offered in pristine condition and designed for both comfort and entertaining, it embodies the very best of coastal Florida living. This is more than a home. It is the St. Armands lifestyle — elevated, private, and unforgettable.
    147 days
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    216
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    10
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    Zillow last checked:

    Listing updated:

    Listed by:

    Christy Travis 941-545-5284,

    RE/MAX ALLIANCE GROUP 941-758-7777

    Source: Stellar MLS,MLS#: A4683209MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      Primary bathroom
      • Level: First
      Great room
      • Level: First
      Kitchen
      • Features: Built-In Shelving, Kitchen Island
      • Level: First
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
      • Laundry: Inside
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Terrazzo, Tile
      • Windows: Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 2,404
      • Total interior livable area: 2,028 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Guest
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Deck, Patio, Rear Porch, Screened
      • Exterior features: Irrigation System
      • Has private pool: Yes
      • Pool features: Deck, Gunite, In Ground, Outside Bath Access, Tile
      Lot
      • Size: 10,807 Square Feet
      • Features: FloodZone, City Lot, Level, Near Public Transit, Sidewalk
      Details
      • Parcel number: 2014130001
      • Zoning: RSF2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Florida,Ranch
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Slab
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1951

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Sewer Connected, Street Lights, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: SAINT ARMANDS DIV JOHN RINGLING ESTATES
      HOA
      • Has HOA: No
      Location
      • Region: Sarasota

      Financial & listing details

      • Price per square foot: $1,376/sqft
      • Tax assessed value: $1,339,400
      • Annual tax amount: $20,382
      • Date on market: 2/25/2026
      • Cumulative days on market: 148 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/13/2026Price change$2,790,000-6.7%$1,376/sqft
        Source: Stellar MLS #A4683209 Report a problem
        2/25/2026Listed for sale$2,990,000+13.9%$1,474/sqft
        Source: Stellar MLS #A4683209 Report a problem
        7/26/2022Sold$2,625,000+1%$1,294/sqft
        Source: Public Record Report a problem
        6/27/2022Pending sale$2,600,000$1,282/sqft
        Source: Stellar MLS #A4539524 Report a problem
        6/23/2022Listed for sale$2,600,000+92.6%$1,282/sqft
        Source: Michael Saunders & Company #A4539524 Report a problem
        11/19/2020Sold$1,350,000-2.9%$666/sqft
        Source: Public Record Report a problem
        9/14/2020Pending sale$1,390,000$685/sqft
        Source: PREMIER SOTHEBYS INTL REALTY #A4473169 Report a problem
        8/26/2020Price change$1,390,000-4.1%$685/sqft
        Source: PREMIER SOTHEBYS INTL REALTY #A4473169 Report a problem
        8/22/2020Price change$1,450,000-3.3%$715/sqft
        Source: PREMIER SOTHEBYS INTL REALTY #A4473169 Report a problem
        7/22/2020Listed for sale$1,500,000+64.8%$740/sqft
        Source: PREMIER SOTHEBYS INTL REALTY #A4473169 Report a problem
        4/15/2016Sold$910,000+29.1%$449/sqft
        Source: Stellar MLS #A4143434 Report a problem
        7/2/2014Sold$705,000-2.8%$348/sqft
        Source: Public Record Report a problem
        5/22/2014Pending sale$725,000$357/sqft
        Source: RE/MAX Alliance Group #A3993263 Report a problem
        5/22/2014Listed for sale$725,000$357/sqft
        Source: RE/MAX Alliance Group #A3993263 Report a problem
        4/5/2014Listing removed$725,000$357/sqft
        Source: RE/MAX ALLIANCE GROUP #A3993263 Report a problem
        3/25/2014Price change$725,000-3.3%$357/sqft
        Source: RE/MAX ALLIANCE GROUP #A3993263 Report a problem
        2/23/2014Listed for sale$750,000$370/sqft
        Source: RE/MAX Alliance Group #A3993263 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$20,382 -26%$1,339,400 -27.8%
        2024$27,530 -2.9%$1,854,900 -2.5%
        2023$28,366 +42.3%$1,902,100 +75.3%
        2022$19,935 +28.1%$1,084,820 +10%
        2021$15,562 +17.8%$986,200 +21.6%
        2020$13,209 +10.3%$810,810 +10%
        2019$11,977 $737,100 -8%
        2018$11,977 -3.1%$801,600 +24.4%
        2017$12,356 +24.7%$644,400 +1%
        2016$9,910 $638,300 +10.5%
        2015$9,910 $577,700 +78.7%
        2014$9,910 +94.1%$323,241
        2013$5,106 +4%$323,241 +1.7%
        2012$4,910 +4.7%$317,838 +3%
        2011$4,691 +0.2%$308,581 +1.5%
        2010$4,684 +10%$304,021 +2.7%
        2009$4,257 $296,028 +0.1%
        2008$4,257 -2.7%$295,732 +3%
        2007$4,374 $287,118 +2.5%
        2006-- $280,115 +3%
        2005-- $271,956 +3%
        2004$4,447 -1.3%$264,035 +1.9%
        2003$4,505 +2.2%$259,112 +2.4%
        2002$4,407 +6.9%$253,039 +1.6%
        2001$4,121 +2.7%$249,054 +3%
        2000$4,014 $241,800
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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: St. Armands

        Getting around

        69 / 100
        Somewhat Walkable
        0 / 100
        No Nearby Transit
        77 / 100
        Very Bikeable

        Nearby schools

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