3446 ANGLIN DRIVE
About This Property
Attention second homeowners and investors: opportunities like this are exceptionally rare on Siesta Key. Located in coveted Bay Isle, this private pool home is legally zoned for seven-day minimum rentals - a major advantage on an island where most properties require 30-day stays. The result? Strong income potential in one of America's most in-demand vacation destinations, with average daily rental rates of $613 since 2022.
Offered turnkey furnished, this three-story coastal retreat is ideal as a personal escape, income-producing vacation home, or a blend of both. Just a short golf cart ride to Siesta Key Village and the world-famous Siesta Key Beach-voted #1 in the U.S., the home is tucked behind lush, professionally landscaped tropical foliage, creating a true sense of privacy and serenity.
A brick-paver driveway winds through the greenery to an oversized two-car garage, providing plenty of room for beach gear, bikes, and toys. Inside, the home is thoughtfully designed with bedrooms and bathrooms spread across three levels, offering exceptional privacy for guests and groups.
The first floor addition (2011) includes a fourth bedroom, third bathroom, and sitting area-expanding the home's capacity to comfortably accommodate up to 10 guests. The dining area flows seamlessly to a screened porch, perfect for alfresco meals surrounded by palms and tropical breezes.
The entire third floor is dedicated to the owner's suite, a private sanctuary featuring an en-suite bath and direct access to a secluded sun deck-ideal for morning coffee, sunbathing, or unwinding as the sun sets over Siesta Key.
Outdoor living shines with recent upgrades, including a new putting green, expansive two-story deck with screened enclosure and paneled ceiling (2024), and a 2024 six-passenger street-legal golf cart-included. Additional improvements include a metal roof (2021), new 50-gallon water heater, and updated AC and heat pump.
Whether you're looking to generate immediate rental income, enjoy a personal island retreat, or both, this property delivers on every level. With its rare weekly rental eligibility, upscale amenities, private tropical setting, and prime Siesta Key location, this is a truly exceptional Gulf Coast opportunity.
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What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
How much can I actually make?
Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
How is cap rate calculated?
Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Apr 17, 2026 | Sold | ||
| Sold | |||
| Mar 17, 2026 | In contract | - | |
| In contract | |||
| Mar 12, 2026 | Price Decreased |
$1,499,000
↓ $96K
(6%) | |
| Price Decreased | |||
| Feb 1, 2026 | Listed by HOUSE MATCH | $1,595,000 | |
| Listed by HOUSE MATCH | |||
| Aug 16, 2025 | Price Decreased |
$1,749,000
↓ $46K
(2.6%) | |
| Price Decreased | |||
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Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017