2566 PARADISE PLUM DRIVE, SARASOTA, Sarasota, Residential – MLS #A4700151
Welcome to Windward at Lakewood Ranch, where modern design meets…
$1,348,000
Residential Income
$1,300,000


























Rare Income-Producing Portfolio on South Lido Key – 4 Turnkey STR Units
A rare opportunity to acquire a fully operating short-term rental portfolio on South Lido Key, one of Sarasota’s most coveted coastal markets. This offering includes 4 updated studio units within a boutique beachside community just steps from two direct beach access points and a short ride to St. Armands Circle.
Each unit is managed, actively listed, and consistently booked, delivering proven performance and strong guest demand year-round. These condos have a long track record as successful Airbnb rentals, with 2024 gross income averaging $38,470 per unit and portfolio-wide net income of $85804 after HOA, taxes, utilities, and cleaning expenses. This is a cash-flowing, turnkey asset in a high-barrier-to-entry vacation rental market.
The property features a community pool and sliding glass access private patios for each unit, creating the indoor/outdoor lifestyle guests expect on Lido. Interiors have been updated over the years and show pride of ownership throughout. Major mechanical systems are in good condition, with recent A/C and hot water tank replacements across the portfolio for peace of mind.
Unit Renovation & Mechanical Summary:
• Unit 10 – Updated | AC ~2 yrs | WH < 6 yrs
• Unit 11 – Updated | AC ~3 yrs | WH < 3 yrs
• Unit 12 – Updated | AC ~2 yrs | WH < 3 yrs
Unit 6 – Updated AC is 3 years and WH is 3 years
This type of offering is rarely available — a multi-unit STR package on Lido Key with documented income history, repeat traveler base, and proven operational infrastructure already in place. Keep as a turnkey portfolio, self-manage, or explore value-add improvements and dynamic pricing to further enhance returns.
4 units. One unbeatable coastal investment. Opportunities like this do not come around often.
Welcome to Windward at Lakewood Ranch, where modern design meets…
$1,348,000
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