3446 ANGLIN DRIVE
SARASOTA, FL, 34242
Price$1,595,000
Beds4
Baths3
SqFt3,064
Baths3
SqFt3,064
Status:Active
Property Type:Residential
School:
Property Type:Residential
School:
A Rare Weekly Rental Opportunity on Siesta Key!
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.
| Price | $1,595,000 | |
| Bedrooms | 4 | |
| Full Baths | 3 | |
| Half Baths | 0 | |
| Total Baths | 3 | |
| Property Style | Key West | |
| Lot Size Area | 10080 | |
| Lot Size Area Units | Square Feet | |
| Acres | 0.23 | |
| Property Type | Residential | |
| Sub type | Single Family Residence | |
| MLS Sub type | Single Family Residence | |
| Features | Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments | |
| Exterior Features | Awning(s), French Doors, Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Sliding Doors | |
| Year Built | 1981 | |
| Subdivision | BAY ISLAND PARK | |
| View | Pool, Trees/Woods | |
| Roof | Metal | |
| Heating | Heat Pump | |
| Foundation | Slab | |
| Lot Description | CoastalConstruction Control Line, Flood Insurance Required, Landscaped | |
| Laundry Features | In Garage | |
| Pool features | Gunite, In Ground, Lighting | |
| Parking Description | Garage Door Opener, Garage Faces Side, Off Street | |
| Garage spaces | 2 | |
| Directions | US-41 West on Siesta Dr to Anglin Dr turn right. House is on the left. | |
| County | Sarasota | |
| Latitude | 27.303255 | |
| Longitude | -82.55355 | |
| Market Area | 34242 – Sarasota/Crescent Beach/Siesta Key | |
| Address | 3446 ANGLIN DRIVE, SARASOTA, FL 34242 | |
| Postal Code | 34242 | |
| City | SARASOTA | |
| State | FL | |
| Country | United States | |
| Listing Office | HOUSE MATCH | |
| Listing Office Phone | 941-213-7028 | |
| Listing Agent | Rachel Woodruff, PA | |
| Listing Agent Phone | 941-705-8686 | |
| Special listing conditions | None | |
| Ownership | Fee Simple | |
| Terms | Cash, Conventional, VA Loan | |
| Virtual Tour URL | https://motion-media-llc.aryeo.com/videos/0197285d-87a6-72eb-bc13-1003abacb17c | |
| Elementary School | Phillippi Shores Elementary | |
| Middle School | Brookside Middle | |
| High School | Sarasota High | |
| Days on market | 16 | |
| MLS Status | Active | |
| Listing Date | Feb 5, 2026 | |
| Listing Last Modified | Feb 21, 2026 | |
| Tax ID | 2019100048 | |
| Tax Year | 2024 | |
| Tax Annual Amount | 17672 | |
| MLS Area | 34242 – Sarasota/Crescent Beach/Siesta Key | |
| MLS # | A4680766 | |
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