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For sale
    • $639,000

    539 FOREST WAY #539, LONGBOAT KEY, FL 34228

    2beds
    1,440sqft
    : 
    $5,267/mo
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    Townhouse
    Built in 1990
    -- sqft lot
    $-- Zestimate®
    $444/sqft
    $945/mo HOA

    What's special

    Second-home buyers and investment-minded buyers, take note. This beautifully furnished, turnkey residence at Cedars East on Longboat Key offers the rare combination of a polished coastal retreat, an established rental history, and meaningful upside potential. The home has generated approximately $50,000 in average annual rental payout revenue, after Airbnb and VRBO fees, providing a proven income history while maintaining the flexibility of up to 26 rental opportunities a year—an unusually flexible arrangement for Longboat Key. The owners have invested more than $130,000 in upgrades and improvements since 2021, creating a home that is not simply rental-ready, but thoughtfully maintained and continually enhanced. The current owners have created a home designed to deliver an exceptional guest experience. The sale includes the home's high-quality furnishings, top-of-the-line kitchenware—including All-Clad cookware—solid dishware, premium beach equipment and carefully selected décor. The result is reflected in the property's rental reputation, with more than 40, 5-Star Airbnb reviews from previous guests. Positioned near the front of Cedars East, the residence offers more convenient access to the Gulf beaches than many locations within the community and is next to the Longboat Key bike path. Inside, the 1,440-square-foot, two-bedroom, 2½-bath residence features an open living and dining area, a large garage, and a private, wooded outlook from the living room and lanai. The lush greenery creates a wonderfully private, almost treehouse-like setting—a peaceful contrast to the Gulf just moments away. Residents of Cedars East enjoy a resort-style setting with HOA amenities including the community pool, kayak and paddle board launch, fishing pier, cable, water, sewer, trash and pest control.Optional membership at the Cedars Tennis Resort & Club provides access to additional tennis, pickleball and fitness amenities. Whether you're looking for a beautifully finished Longboat Key retreat, a second home that can generate income, or a turnkey vacation property with an established rental history, this residence offers a compelling combination of lifestyle and flexibility. Come experience The Longboat Key Life.
    14 days
    233
    32

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Sharon Austin 678-756-4020,

    PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-383-2500

    Source: Stellar MLS,MLS#: A4706129MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: En Suite Bathroom, Built-in Closet
      • Level: Third
      • Area: 195 Square Feet
      • Dimensions: 13x15
      Bathroom 1
      • Features: Dual Sinks, En Suite Bathroom, Shower No Tub, Stone Counters, Linen Closet
      • Level: Third
      Bathroom 2
      • Features: Tub With Shower
      • Level: Third
      • Area: 168 Square Feet
      • Dimensions: 12x14
      Balcony porch lanai
      • Level: Second
      • Area: 105 Square Feet
      • Dimensions: 7x15
      Dining room
      • Level: Second
      • Area: 195 Square Feet
      • Dimensions: 13x15
      Kitchen
      • Features: Stone Counters
      • Level: Second
      • Area: 88 Square Feet
      • Dimensions: 11x8
      Living room
      • Level: Second
      • Area: 288 Square Feet
      • Dimensions: 16x18
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
      • Laundry: Upper Level
      Features
      • Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat
      • Flooring: Luxury Vinyl, Porcelain Tile
      • Doors: Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 2,268
      • Total interior livable area: 1,440 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Common, Driveway, Garage Door Opener, Ground Level, Guest, Open, Oversized
      • Attached garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Levels: Three Or More
      • Stories: 3
      • Patio & porch: Covered, Rear Porch, Screened
      • Exterior features: Balcony, Irrigation System, Lighting, Rain Gutters
      • Pool features: In Ground
      • Has view: Yes
      • View description: Tennis Court, Trees/Woods
      • Waterfront features: Waterfront, Bay/Harbor Access, Fishing Pier
      Lot
      • Features: Cul-De-Sac, Landscaped, Level, Street Dead-End
      Details
      • Parcel number: 7927305453
      • Zoning: R3MX/PC
      • Special conditions: None

      Construction

      Type & style
      • Home type: Townhouse
      • Architectural style: Traditional
      • Property subtype: Townhouse
      • Attached to another structure: Yes
      Materials
      • Block, Cement Siding, Wood Frame
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 1990

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Fishing, Water Access, Waterfront, Buyer Approval Required, Deed Restrictions, Fitness Center, Pool, Tennis Court(s)
      • Pet fee: $0 monthly
      • Subdivision: CEDARS EAST SEC 2
      HOA
      • Has HOA: Yes
      • Amenities included: Maintenance
      • Services included: Cable TV, Community Pool, Reserve Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Private Road, Sewer, Trash, Water
      • HOA fee: $945 monthly
      • HOA name: Coastal Association Management/Bob MacDonald
      • HOA phone: 941-302-9816
      Location
      • Region: Longboat Key

      Financial & listing details

      • Price per square foot: $444/sqft
      • Annual tax amount: $3,954
      • Date on market: 9/23/2026
      • Cumulative days on market: 13 days
      • Listing terms: Cash,Conventional
      • Ownership: Condominium
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/23/2026Listed for sale$639,000$444/sqft
        Source: Stellar MLS #A4706129 Report a problem

        Public tax history

        Tax history is unavailable.

        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.
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        Climate risks

        Neighborhood: 34228

        Getting around

        32 / 100
        Car-Dependent
        48 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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