539 FOREST WAY, #539
Longboat Key, FL 34228

2 Beds 2 Full 1 Half Bath 1440 sq ft 44 Days on Market HOA $2,836.00/qtr

Open Houses

Friday, November 6
11:00 AM to 1:00 PM
Sunday, November 8
11:00 AM to 1:00 PM

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 ...

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Listing Courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-383-2500

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Mortgage Calculator

Per Month
Principal and Interest
Property Taxes 329
HOA Fees 945
Homeowners Insurance 309
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Property Last Updated: November 06, 2026 11:36 AM - ET