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For sale
    • Price cut: $51K (9/16)
    $499,000

    4420 EXETER DRIVE #303, LONGBOAT KEY, FL 34228

    2beds
    1,152sqft
    : 
    $4,788/mo
    Get pre-qualified
    Condominium
    Built in 1970
    -- sqft lot
    $-- Zestimate®
    $433/sqft
    $1,412/mo HOA

    What's special

    Fresh paintTwo-bedroom two-bathUpdated lightingFishing pierTennis pickleball shuffleboardMultiple heated poolsComfortable living spaces
    Enjoy tranquil, unobstructed Sarasota Bay views from this top-floor, two-bedroom, two-bath partially furnished residence in the desirable Longboat Harbour community. Fresh paint and updated lighting in some areas of the home enhance the bright, inviting interior, while comfortable living spaces offer peaceful water views from most rooms. The kitchen features stainless steel appliances, the hall bath has been refreshed with timeless finishes, and impact windows plus in-unit washer and dryer hookup add everyday convenience. Seller to install a new stackable washer/dryer prior to closing. Longboat Harbour offers resort-style amenities including multiple heated pools, fitness center with sauna, tennis, pickleball, shuffleboard, fishing pier, boating docks up to 34 feet, bike and kayak storage, on-site management, and deeded beach access just across the street with gated parking and facilities. Perfectly located mid-key for relaxed island living.
    267 days
    373
    31

    Zillow last checked:

    Listing updated:

    Listed by:

    Jerry Gemmecke 317-445-2434,

    SMITH & ASSOCIATES REAL ESTATE 727-342-3800,

    Blake Samples 615-491-8421,

    SMITH & ASSOCIATES REAL ESTATE

    Source: Stellar MLS,MLS#: TB8455704MLS LogoOriginating MLS: Suncoast Tampa

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Utility Room
      Primary bedroom
      • Features: En Suite Bathroom, Built-in Closet
      • Level: First
      • Area: 192 Square Feet
      • Dimensions: 12x16
      Bedroom 2
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 130 Square Feet
      • Dimensions: 10x13
      Primary bathroom
      • Features: Water Closet/Priv Toilet
      • Level: First
      Balcony porch lanai
      • Features: Storage Closet
      • Level: First
      • Area: 126 Square Feet
      • Dimensions: 7x18
      Dining room
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Kitchen
      • Level: First
      • Area: 100 Square Feet
      • Dimensions: 10x10
      Living room
      • Level: First
      • Area: 308 Square Feet
      • Dimensions: 14x22
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Electric Water Heater, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator
      • Laundry: Electric Dryer Hookup, Inside, Laundry Closet, Washer Hookup
      Features
      • Ceiling Fan(s), Crown Molding, Elevator, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat
      • Flooring: Carpet, Porcelain Tile
      • Doors: Sliding Doors
      • Windows: Hurricane Shutters
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 1,152
      • Total interior livable area: 1,152 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Assigned, Covered, Deeded, Ground Level, Guest, Off Street
      • Carport spaces: 1
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Enclosed, Patio, Screened
      • Exterior features: Sidewalk, Storage, Tennis Court(s)
      • Pool features: Heated, In Ground
      • Has view: Yes
      • View description: Pool, Water, Bay/Harbor - Full
      • Has water view: Yes
      • Water view: Water,Bay/Harbor - Full
      • Waterfront features: Bay/Harbor Front, Waterfront, Bay/Harbor, Bay/Harbor Access, Beach Access, Beach - Access Deeded, Gulf/Ocean Access, Gulf/Ocean to Bay Access, Seawall
      • Body of water: SARASOTA BAY
      Lot
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Additional structures: Gazebo, Storage, Tennis Court(s), Workshop
      • Parcel number: 8008422704
      • Zoning: R4MX
      • Special conditions: None

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Florida
      • Property subtype: Condominium
      Materials
      • Block, Stucco
      • Foundation: Pillar/Post/Pier, Slab
      • Roof: Built-Up,Other
      Condition
      • New construction: No
      • Year built: 1970

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Fire Hydrant, Phone Available, Public, Sewer Available, Sewer Connected, Street Lights, Underground Utilities, Water Available

      Community & HOA

      Community
      • Features: Bay/Harbor Front, Dock, Intracoastal Waterway, Water Access, Waterfront, Association Recreation - Owned, Buyer Approval Required, Clubhouse, Community Mailbox, Fitness Center, Gated Community - No Guard, Pool, Sidewalks, Tennis Court(s)
      • Security: Fire Alarm, Gated Community, Security System
      • Pet fee: $0 monthly
      • Subdivision: LONGBOAT HARBOUR
      HOA
      • Has HOA: Yes
      • Amenities included: Cable TV, Clubhouse, Elevator(s), Fitness Center, Gated, Maintenance, Pool, Storage, Tennis Court(s), Wheelchair Access
      • Services included: Cable TV, Common Area Taxes, Community Pool, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Private Road, Sewer, Trash, Water
      • HOA fee: $1,412 monthly
      • HOA name: Ken Stuart
      • HOA phone: 941-383-2126
      Location
      • Region: Longboat Key

      Financial & listing details

      • Price per square foot: $433/sqft
      • Tax assessed value: $476,000
      • Annual tax amount: $3,677
      • Date on market: 1/26/2026
      • Cumulative days on market: 267 days
      • Listing terms: Cash,Conventional
      • Ownership: Condominium
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/16/2026Price change$499,000-9.3%$433/sqft
        Source: Stellar MLS #TB8455704 Report a problem
        7/21/2026Price change$550,000-4.3%$477/sqft
        Source: Stellar MLS #TB8455704 Report a problem
        7/1/2026Price change$575,000-4%$499/sqft
        Source: Stellar MLS #TB8455704 Report a problem
        5/14/2026Price change$599,000-4.2%$520/sqft
        Source: Stellar MLS #TB8455704 Report a problem
        4/18/2026Price change$625,000-3.8%$543/sqft
        Source: Stellar MLS #TB8455704 Report a problem
        3/8/2026Price change$649,900-7%$564/sqft
        Source: Stellar MLS #TB8455704 Report a problem
        1/26/2026Listed for sale$699,000+521.3%$607/sqft
        Source: Stellar MLS #TB8455704 Report a problem
        9/5/2002Sold$112,500$98/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,678 +2.6%$279,391 +2.9%
        2024$3,583 +1.1%$271,517 +3%
        2023$3,543 +0.3%$263,609 +3%
        2022$3,531 -0.9%$255,931 +3%
        2021$3,564 +0.7%$248,477 +1.4%
        2020$3,539 +2%$245,046 +2.3%
        2019$3,471 $239,537 +1.9%
        2018$3,471 +0.8%$235,071 +2.1%
        2017$3,443 +8.9%$230,236 +2.1%
        2016$3,161 $225,500
        2015$3,161 $225,500 -1%
        2014$3,161 +2.2%$227,806 +1.5%
        2013$3,092 +309072%$224,439 -6%
        2012$1 $238,704 +3%
        2011$1 $231,751 0%
        2010-- $231,792 -2.7%
        2009$3,277 -19.9%$238,174 -6%
        2008$4,091 -22.1%$253,377 -21%
        2007$5,249 -13%$320,730 -7.1%
        2006$6,034 +15.8%$345,136 +20%
        2005$5,213 +12.6%$287,613 +14.8%
        2004$4,630 +30.1%$250,475 +37.1%
        2002$3,558 +45.8%$182,757 +46.4%
        2001$2,440 +1.3%$124,827 +9.6%
        2000$2,408 $113,944
        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: 34228

        Getting around

        14 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Anna Maria Elementary
        • Middle: Martha B. King Middle
        • High: Bayshore 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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